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Located within The Woodlands at Rivendell, this meticulously maintained single-family residence offers a sophisticated balance of comfort, functionality, and tranquil natural surroundings. Backing to a serene lake and protected preserve, the home enjoys exceptional privacy and peaceful water views. Designed with an open, split-bedroom floor plan, the residence features three bedrooms, two full baths, a dedicated office, and an additional pool bath—well suited for both everyday living and gracious entertaining. The owner’s suite serves as a private retreat, highlighted by a tray ceiling, two walk-in closets, and a spa-inspired bath with dual vanities, a soaking tub, Roman shower, and private water closet. Two well-appointed guest bedrooms are thoughtfully positioned to provide comfort and privacy for family and guests alike. At the heart of the home, the expansive kitchen is appointed with 42-inch cabinetry, a generous breakfast bar, and a separate breakfast area, seamlessly connecting to the main living space and the formal dining room. The layout encourages both relaxed gatherings and more formal occasions. Outdoor living is equally impressive, featuring a 36-foot pool and an expansive 60-foot screened lanai—an ideal setting for entertaining or simply enjoying the picturesque lake and preserve backdrop. Additional highlights include a three-car side-entry garage, a 2024 tile roof, a 2023 HVAC system, and whole home hurricane protection, offering both convenience and long-term peace of mind. Ideally situated near Casey Key Beach, the Legacy Trail, and the highly regarded Pine View School, this residence presents an exceptional opportunity to enjoy refined Florida living within one of the area’s most desirable communities.

3 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Located within The Woodlands at Rivendell, this meticulously maintained single-family residence offers a sophisticated balance of comfort, functionality, and tranquil natural surroundings. Backing to a serene lake and protected preserve, the home enjoys exceptional privacy and peaceful water views. Designed with an open, split-bedroom floor plan, the residence features three bedrooms, two full baths, a dedicated office, and an additional pool bath—well suited for both everyday living and gracious entertaining. The owner’s suite serves as a private retreat, highlighted by a tray ceiling, two walk-in closets, and a spa-inspired bath with dual vanities, a soaking tub, Roman shower, and private water closet. Two well-appointed guest bedrooms are thoughtfully positioned to provide comfort and privacy for family and guests alike. At the heart of the home, the expansive kitchen is appointed with 42-inch cabinetry, a generous breakfast bar, and a separate breakfast area, seamlessly connecting to the main living space and the formal dining room. The layout encourages both relaxed gatherings and more formal occasions. Outdoor living is equally impressive, featuring a 36-foot pool and an expansive 60-foot screened lanai—an ideal setting for entertaining or simply enjoying the picturesque lake and preserve backdrop. Additional highlights include a three-car side-entry garage, a 2024 tile roof, a 2023 HVAC system, and whole home hurricane protection, offering both convenience and long-term peace of mind. Ideally situated near Casey Key Beach, the Legacy Trail, and the highly regarded Pine View School, this residence presents an exceptional opportunity to enjoy refined Florida living within one of the area’s most desirable communities.

659 Rivendell Boulevard, Osprey

$625,000

Welcome to Bay Oaks Estates, where spacious living, thoughtful design, and an ideal Osprey location come together in this beautifully maintained three-bedroom, two-bath home. With an open great room floor plan, a den, a separate private office, and a rare three-car garage, this home offers space and flexibility. The heart of the home is the inviting great room, where an electric fireplace adds warmth and ambiance, and the open design makes everyday living and entertaining effortless. The adjoining custom designed kitchen features granite countertops, wood cabinetry, breakfast bar, and a wine bar, creating a natural gathering place for family and friends. The private primary suite is a comfortable retreat with a spacious bath featuring dual sinks and a large walk-in shower. Even the indoor laundry room has been thoughtfully designed with granite countertops, a utility sink, and additional pantry storage. Step onto the impressive 27' x 21' lanai, with half of the space covered for comfortable year-round enjoyment and an electric sunshade for added convenience. The open portion lets you soak up the Florida sunshine, while the fenced backyard offers privacy and plenty of room to relax, entertain, garden, or play with the pups. A three-car garage is the extra space that's so hard to find—perfect for vehicles, bikes, kayaks, golf equipment, or additional storage. A new roof in 2023, A/C replaced in 2021, and a private irrigation well are all welcome bonuses. The location makes it even more special. Marinas, beaches, waterfront dining, golf courses, the Legacy Trail, shopping, and all that Sarasota's coastal lifestyle have to offer are just minutes from your door.

3 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

Welcome to Bay Oaks Estates, where spacious living, thoughtful design, and an ideal Osprey location come together in this beautifully maintained three-bedroom, two-bath home. With an open great room floor plan, a den, a separate private office, and a rare three-car garage, this home offers space and flexibility. The heart of the home is the inviting great room, where an electric fireplace adds warmth and ambiance, and the open design makes everyday living and entertaining effortless. The adjoining custom designed kitchen features granite countertops, wood cabinetry, breakfast bar, and a wine bar, creating a natural gathering place for family and friends. The private primary suite is a comfortable retreat with a spacious bath featuring dual sinks and a large walk-in shower. Even the indoor laundry room has been thoughtfully designed with granite countertops, a utility sink, and additional pantry storage. Step onto the impressive 27' x 21' lanai, with half of the space covered for comfortable year-round enjoyment and an electric sunshade for added convenience. The open portion lets you soak up the Florida sunshine, while the fenced backyard offers privacy and plenty of room to relax, entertain, garden, or play with the pups. A three-car garage is the extra space that's so hard to find—perfect for vehicles, bikes, kayaks, golf equipment, or additional storage. A new roof in 2023, A/C replaced in 2021, and a private irrigation well are all welcome bonuses. The location makes it even more special. Marinas, beaches, waterfront dining, golf courses, the Legacy Trail, shopping, and all that Sarasota's coastal lifestyle have to offer are just minutes from your door.

586 Oak Bay Drive, Osprey

$625,000

Located in one of Osprey’s most desirable neighborhoods, this well-maintained 3 bedroom, 2 bath home with a den offers an unbeatable location just a short walk to Pine View School and minutes to Casey Key and Siesta Key. Enjoy peaceful pond and greenbelt views from the screened lanai, which features a covered sitting area, pool, and a separate patio with hot tub. The open, split floor plan includes a spacious great room with sliding glass doors that extend the living space outdoors. Inside, you’ll find crown molding, trey ceilings, tile and wood flooring, and thoughtful designer details throughout. The primary suite offers its own slider to the lanai, water views, and a comfortable, well-appointed layout. Additional highlights include a den/flex room, paver driveway, and mature landscaping. A wonderful opportunity to live in Rivendell with its tree-lined streets, walking paths, and convenient access to beaches, shopping, and dining.

3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Located in one of Osprey’s most desirable neighborhoods, this well-maintained 3 bedroom, 2 bath home with a den offers an unbeatable location just a short walk to Pine View School and minutes to Casey Key and Siesta Key. Enjoy peaceful pond and greenbelt views from the screened lanai, which features a covered sitting area, pool, and a separate patio with hot tub. The open, split floor plan includes a spacious great room with sliding glass doors that extend the living space outdoors. Inside, you’ll find crown molding, trey ceilings, tile and wood flooring, and thoughtful designer details throughout. The primary suite offers its own slider to the lanai, water views, and a comfortable, well-appointed layout. Additional highlights include a den/flex room, paver driveway, and mature landscaping. A wonderful opportunity to live in Rivendell with its tree-lined streets, walking paths, and convenient access to beaches, shopping, and dining.

804 Shadow Bay Way, Osprey

$625,000

Discover this beautifully maintained 3-bedroom, 2-bathroom home nestled in a peaceful, private community just steps from the scenic Legacy Trail. Surrounded by mature trees and vibrant birdlife, this property offers the perfect blend of tranquility and convenience. Step inside to a spacious split floor plan featuring luxury vinyl plank flooring, crown molding, 5½” baseboards, and granite countertops in the kitchen and bathrooms.. The home is also equipped with a tankless propane water heater and a new A/C system installed just 1.5 years ago. Entertain with ease in the expansive lanai or take a dip in the resurfaced pool (2021), surrounded by new pavers and energy-efficient LED lighting. The backyard offers ample space and privacy, making it ideal for gatherings or relaxing evenings. The roof, in excellent condition, was replaced in 2016. Located just 2 miles from the Gulf of Mexico, this home is a short drive to Nokomis Beach, Siesta Key, Casey Key, and a nearby inlet perfect for kayaking or jet skiing. Enjoy proximity to shopping, dining, and top-rated schools including Laurel Nokomis, Venice High, and the renowned Pine View School. Oscar Scherer State Park is also nearby for nature enthusiasts. Schedule your Showing today!

3 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

Discover this beautifully maintained 3-bedroom, 2-bathroom home nestled in a peaceful, private community just steps from the scenic Legacy Trail. Surrounded by mature trees and vibrant birdlife, this property offers the perfect blend of tranquility and convenience. Step inside to a spacious split floor plan featuring luxury vinyl plank flooring, crown molding, 5½” baseboards, and granite countertops in the kitchen and bathrooms.. The home is also equipped with a tankless propane water heater and a new A/C system installed just 1.5 years ago. Entertain with ease in the expansive lanai or take a dip in the resurfaced pool (2021), surrounded by new pavers and energy-efficient LED lighting. The backyard offers ample space and privacy, making it ideal for gatherings or relaxing evenings. The roof, in excellent condition, was replaced in 2016. Located just 2 miles from the Gulf of Mexico, this home is a short drive to Nokomis Beach, Siesta Key, Casey Key, and a nearby inlet perfect for kayaking or jet skiing. Enjoy proximity to shopping, dining, and top-rated schools including Laurel Nokomis, Venice High, and the renowned Pine View School. Oscar Scherer State Park is also nearby for nature enthusiasts. Schedule your Showing today!

594 Pine Ranch East Road, Osprey

$620,000

Virtually Staged. Back on the market due to buyer financing. Move-in ready Bay Oaks pool home featuring a beautifully renovated kitchen, stunning spa-inspired primary bath, updated flooring, and a huge private fenced backyard. Situated on an oversized 0.38-acre corner lot, this home offers the perfect combination of modern updates, privacy, and outdoor living. Welcome to this thoughtfully renovated pool home in sought-after Bay Oaks Estates, perfectly positioned on an oversized 0.38-acre corner lot in the heart of Osprey. Featuring 3 bedrooms plus a dedicated office, 10-foot ceilings, a huge fenced backyard, and extensive modern updates throughout, this move-in-ready residence offers a rare blend of style, comfort, and effortless indoor-outdoor living. One of the home’s standout features is the oversized fenced backyard, offering a rare combination of space, privacy, and flexibility. The screened lanai, private pool, and expansive outdoor area create the perfect setting for entertaining and year-round enjoyment. Framed by mature landscaping and a newer concrete tile roof (2021), the home creates a welcoming first impression from the moment you arrive. A large driveway and covered parking area provide abundant convenience. New flooring throughout (2025), brand new electrical panel, updated lighting, fresh interior paint, and carefully selected finishes create a clean, cohesive modern aesthetic rarely found in the neighborhood. Inside — 10-foot ceilings, abundant natural light, and a thoughtfully designed layout create an elevated sense of space and openness. Smart-home features include an ecobee thermostat, keypad entry, and a Samsung all-in-one smart washer and dryer. At the center of the home, the fully remodeled kitchen combines style and function with granite countertops, white shaker cabinetry, stainless steel appliances, modern finishes, and an expansive breakfast bar that opens seamlessly to the main living areas. The spacious primary suite serves as a true retreat with two walk-in closets and a beautifully remodeled bath featuring quartz countertops, dual vanities, a freestanding soaking tub, and a frameless glass walk-in shower. Perfectly positioned between The Oaks Club and Stoneybrook Golf & Country Club, Bay Oaks offers the feel of luxury golf-course living without the fees. Families will especially appreciate being just 3 miles from Pine View School, consistently ranked among the top public schools in the nation. Just 6 miles from Siesta Key and 4 miles from Casey Key, this prime Osprey location places you near marinas, golf courses, the Legacy Trail, shopping, dining, and Sarasota’s coastal lifestyle.

3 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

Virtually Staged. Back on the market due to buyer financing. Move-in ready Bay Oaks pool home featuring a beautifully renovated kitchen, stunning spa-inspired primary bath, updated flooring, and a huge private fenced backyard. Situated on an oversized 0.38-acre corner lot, this home offers the perfect combination of modern updates, privacy, and outdoor living. Welcome to this thoughtfully renovated pool home in sought-after Bay Oaks Estates, perfectly positioned on an oversized 0.38-acre corner lot in the heart of Osprey. Featuring 3 bedrooms plus a dedicated office, 10-foot ceilings, a huge fenced backyard, and extensive modern updates throughout, this move-in-ready residence offers a rare blend of style, comfort, and effortless indoor-outdoor living. One of the home’s standout features is the oversized fenced backyard, offering a rare combination of space, privacy, and flexibility. The screened lanai, private pool, and expansive outdoor area create the perfect setting for entertaining and year-round enjoyment. Framed by mature landscaping and a newer concrete tile roof (2021), the home creates a welcoming first impression from the moment you arrive. A large driveway and covered parking area provide abundant convenience. New flooring throughout (2025), brand new electrical panel, updated lighting, fresh interior paint, and carefully selected finishes create a clean, cohesive modern aesthetic rarely found in the neighborhood. Inside — 10-foot ceilings, abundant natural light, and a thoughtfully designed layout create an elevated sense of space and openness. Smart-home features include an ecobee thermostat, keypad entry, and a Samsung all-in-one smart washer and dryer. At the center of the home, the fully remodeled kitchen combines style and function with granite countertops, white shaker cabinetry, stainless steel appliances, modern finishes, and an expansive breakfast bar that opens seamlessly to the main living areas. The spacious primary suite serves as a true retreat with two walk-in closets and a beautifully remodeled bath featuring quartz countertops, dual vanities, a freestanding soaking tub, and a frameless glass walk-in shower. Perfectly positioned between The Oaks Club and Stoneybrook Golf & Country Club, Bay Oaks offers the feel of luxury golf-course living without the fees. Families will especially appreciate being just 3 miles from Pine View School, consistently ranked among the top public schools in the nation. Just 6 miles from Siesta Key and 4 miles from Casey Key, this prime Osprey location places you near marinas, golf courses, the Legacy Trail, shopping, dining, and Sarasota’s coastal lifestyle.

619 Oak River Court, Osprey

$620,000

One of the largest homes in Bay Oaks Estates, with the second-largest floor plan in the community, this 5-bedroom, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, lush, well-established landscaping highlighted by a mature magnolia and fragrant gardenias, and a covered, columned entry with French double doors and an arched transom. Inside, high ceilings and an abundance of natural light set a welcoming tone. The formal living and dining rooms flow to the heart of the home – a well-appointed kitchen designed for everyday living and entertaining, featuring granite counters, tile backsplash, stainless appliances, a center island with raised breakfast bar, closet pantry, built-in desk and wine rack, recessed & pendant lighting, and a picturesque breakfast nook with wraparound windows. The kitchen opens to the spacious family room with a tray ceiling and mirrored media niche. A pocketing three-panel slider seamlessly extends the living space to the covered lanai and screened pool; additional sliders from the formal living room, the primary suite, and a secondary bedroom maintain the indoor–outdoor connection. Out back, the lanai enjoys a private, tranquil, tree-lined backdrop accented by a mature starfruit tree, overlooking a curved, free-form pool with twin arc fountain jets, a raised sun terrace for lounging, and generous space to relax or gather. A screen door leads to the lawn and a separate pergola patio with power – perfect for morning coffee or an evening grill. From the backyard you have direct access to the Legacy Trail, the popular paved, multi-use path linking Sarasota and Venice, for miles of biking and walking through nature. The private primary retreat offers lanai access, two closets (one walk-in), and a spa-like en-suite bath with a Jacuzzi jetted soaking tub framed by an arched window with plantation shutters, separate walk-in shower with wall body sprays, a long double vanity, and a private water closet. Thoughtful split-bedroom design places three secondary bedrooms and a full bath together in their own wing (one is oversized with lanai access that can flex as a game/media space), while a full 5th bedroom – currently used as an office – sits near the primary suite. An interior laundry room adds storage shelves, cabinets, and a utility sink. Major updates for peace of mind include: replumbed water lines, roof (2015), A/C (2019), new water heater (2024), new pool pump (2024), kitchen appliances (2021), washer and dryer (2023), polycarbonate storm panels, and irrigation. All in a well-kept, low-fee, pet-friendly Osprey community conveniently located just minutes from top-rated schools, including the prestigious Pine View School, and close to the Gulf beaches of world-renowned Siesta Key, Nokomis, and Venice, as well as Oscar Scherer State Park, and a variety of shopping, dining, entertainment, and everyday conveniences; the Gulf Coast lifestyle at its finest. Schedule your private showing today and fall in love with the lifestyle that 571 Pine Ranch East Rd has to offer.

5 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

One of the largest homes in Bay Oaks Estates, with the second-largest floor plan in the community, this 5-bedroom, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, lush, well-established landscaping highlighted by a mature magnolia and fragrant gardenias, and a covered, columned entry with French double doors and an arched transom. Inside, high ceilings and an abundance of natural light set a welcoming tone. The formal living and dining rooms flow to the heart of the home – a well-appointed kitchen designed for everyday living and entertaining, featuring granite counters, tile backsplash, stainless appliances, a center island with raised breakfast bar, closet pantry, built-in desk and wine rack, recessed & pendant lighting, and a picturesque breakfast nook with wraparound windows. The kitchen opens to the spacious family room with a tray ceiling and mirrored media niche. A pocketing three-panel slider seamlessly extends the living space to the covered lanai and screened pool; additional sliders from the formal living room, the primary suite, and a secondary bedroom maintain the indoor–outdoor connection. Out back, the lanai enjoys a private, tranquil, tree-lined backdrop accented by a mature starfruit tree, overlooking a curved, free-form pool with twin arc fountain jets, a raised sun terrace for lounging, and generous space to relax or gather. A screen door leads to the lawn and a separate pergola patio with power – perfect for morning coffee or an evening grill. From the backyard you have direct access to the Legacy Trail, the popular paved, multi-use path linking Sarasota and Venice, for miles of biking and walking through nature. The private primary retreat offers lanai access, two closets (one walk-in), and a spa-like en-suite bath with a Jacuzzi jetted soaking tub framed by an arched window with plantation shutters, separate walk-in shower with wall body sprays, a long double vanity, and a private water closet. Thoughtful split-bedroom design places three secondary bedrooms and a full bath together in their own wing (one is oversized with lanai access that can flex as a game/media space), while a full 5th bedroom – currently used as an office – sits near the primary suite. An interior laundry room adds storage shelves, cabinets, and a utility sink. Major updates for peace of mind include: replumbed water lines, roof (2015), A/C (2019), new water heater (2024), new pool pump (2024), kitchen appliances (2021), washer and dryer (2023), polycarbonate storm panels, and irrigation. All in a well-kept, low-fee, pet-friendly Osprey community conveniently located just minutes from top-rated schools, including the prestigious Pine View School, and close to the Gulf beaches of world-renowned Siesta Key, Nokomis, and Venice, as well as Oscar Scherer State Park, and a variety of shopping, dining, entertainment, and everyday conveniences; the Gulf Coast lifestyle at its finest. Schedule your private showing today and fall in love with the lifestyle that 571 Pine Ranch East Rd has to offer.

571 Pine Ranch East Road, Osprey

5100 Jessie Harbor Drive Unit 304, Osprey

$615,000

Experience effortless coastal living in this stunning third-floor waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining area, kitchen, and primary suite. This spacious home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. The unit includes a split-plan second bedroom and a versatile den that is currently used as a 3rd bedroom. Offered partially furnished, this is the perfect unit for an owner-occupied or second home residence. There is ample storage inside and out- including a first-floor storage unit ideal for all your water toys. Use the community kayak launch for access to Blackburn Harbor and Oscar Scherer State Park. Enjoy the rare opportunity to keep your boat in your backyard with dockage currently available. Your home is set within an 11-acre gated community featuring walking trails, tennis and pickleball courts, a resort-style pool, waterside grill, clubhouse, and fitness center, all just minutes from Nokomis Beach, the Legacy Trail, and vibrant dining and shopping—this is truly the ultimate Florida waterfront lifestyle you’ve been waiting for.

2 Beds ⋅ 2 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code

Experience effortless coastal living in this stunning third-floor waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining area, kitchen, and primary suite. This spacious home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. The unit includes a split-plan second bedroom and a versatile den that is currently used as a 3rd bedroom. Offered partially furnished, this is the perfect unit for an owner-occupied or second home residence. There is ample storage inside and out- including a first-floor storage unit ideal for all your water toys. Use the community kayak launch for access to Blackburn Harbor and Oscar Scherer State Park. Enjoy the rare opportunity to keep your boat in your backyard with dockage currently available. Your home is set within an 11-acre gated community featuring walking trails, tennis and pickleball courts, a resort-style pool, waterside grill, clubhouse, and fitness center, all just minutes from Nokomis Beach, the Legacy Trail, and vibrant dining and shopping—this is truly the ultimate Florida waterfront lifestyle you’ve been waiting for.

5100 Jessie Harbor Drive Unit 304, Osprey

$605,000

Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step inside and discover a home where space abounds and possibilities flourish. With three generously sized bedrooms, plus a dedicated dining room (currently being used as a den) and a versatile office/den or 4th bedroom, this home provides all the room you need to work, relax, and entertain, with the flexibility to use the rooms as you see fit. The great room is bathed in natural light, its gleaming wood floors enhancing the clean, contemporary lines of the interior. The updated kitchen will delight any home chef, offering optimal space for cooking and storage, whether you are preparing a casual breakfast or hosting a formal dinner. Enjoy your meals in the dining room, at the breakfast bar, in the cozy nook, or take them outside to the large, screened balcony, where a ceiling fan and the serene backdrop of a lush tropical preserve provide the ideal setting for alfresco dining. The small dry bar with wine cooler and cabinets to store your drink supplies and display your glassware is the perfect addition for when you are entertaining guests. Retreat to a sumptuous master suite. The large, carpeted bedroom is filled with natural light, and outfitted with a ceiling fan, plantation shutters, and custom closets. The master bathroom has been beautifully redone. With a soaking tub, separate shower and water closet, this space is absolutely gorgeous. Every inch of this unit has been curated to deliver both style and functionality, ensuring you feel pampered at every turn. Additional features include a large laundry room, Kevlar roll down hurricane shutters, two premium parking spaces and high-quality upgrades throughout. Club membership is required with homeownership. Residents of Meridian enjoy exclusive access to a private pool, relaxing spa, and a fully equipped workout room. Beyond these, The Oaks offers an impressive array of amenities including 36 holes of championship golf across two courses, twelve HAR-TRU tennis courts (four lighted), a state-of-the-art Wellfit Center, three on-site restaurants with year-round dining, croquet, bocce and pickleball courts and an active social calendar. There is currently no waiting list for either Golf or Sports/Social membership.

3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code

Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step inside and discover a home where space abounds and possibilities flourish. With three generously sized bedrooms, plus a dedicated dining room (currently being used as a den) and a versatile office/den or 4th bedroom, this home provides all the room you need to work, relax, and entertain, with the flexibility to use the rooms as you see fit. The great room is bathed in natural light, its gleaming wood floors enhancing the clean, contemporary lines of the interior. The updated kitchen will delight any home chef, offering optimal space for cooking and storage, whether you are preparing a casual breakfast or hosting a formal dinner. Enjoy your meals in the dining room, at the breakfast bar, in the cozy nook, or take them outside to the large, screened balcony, where a ceiling fan and the serene backdrop of a lush tropical preserve provide the ideal setting for alfresco dining. The small dry bar with wine cooler and cabinets to store your drink supplies and display your glassware is the perfect addition for when you are entertaining guests. Retreat to a sumptuous master suite. The large, carpeted bedroom is filled with natural light, and outfitted with a ceiling fan, plantation shutters, and custom closets. The master bathroom has been beautifully redone. With a soaking tub, separate shower and water closet, this space is absolutely gorgeous. Every inch of this unit has been curated to deliver both style and functionality, ensuring you feel pampered at every turn. Additional features include a large laundry room, Kevlar roll down hurricane shutters, two premium parking spaces and high-quality upgrades throughout. Club membership is required with homeownership. Residents of Meridian enjoy exclusive access to a private pool, relaxing spa, and a fully equipped workout room. Beyond these, The Oaks offers an impressive array of amenities including 36 holes of championship golf across two courses, twelve HAR-TRU tennis courts (four lighted), a state-of-the-art Wellfit Center, three on-site restaurants with year-round dining, croquet, bocce and pickleball courts and an active social calendar. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 304, Osprey

$600,000

This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intelligent design and beauty in the community of Willowbend. This Ashley floor plan is thoughtfully oriented to the south, allowing for abundant natural light and stunning lakefront views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door entry. Inside, high-end upgrades and recent enhancements contribute to the home's timeless character. The sophisticated interior showcases clean lines, intricate tray ceilings and tile flooring throughout main living areas. Crown molding and impressive lighting fixtures add elegance to the space. The gourmet kitchen is a chef's dream, featuring solid wood cabinetry, Corian countertops and new stainless appliances in January 2026 with gas cooking. Even the laundry room is aesthetically pleasing. The split floor plan affords two guest bedrooms conveniently behind a pocket door, sharing a bath, providing privacy to family and guests alike. The den/study includes a built-in office with a sizeable desk overlooking the lake. The family room boasts a wall of sliding glass doors with an adjacent corner pocket slider that opens wide, seamlessly transitioning to the tranquil outdoor living space. The extended lanai features two covered areas, ideal for relaxation, while the custom pond with waterfall add to the ambience and enjoyment of the tropical surroundings. Water views from most rooms in the home! A well-appointed dinette offers picturesque views of the waterfall and lake through a large aquarium window as well. The luxurious owner’s suite includes dual walk-in closets, dual sinks, a walk-in shower and a tub for ultimate comfort. The home is equipped with high-speed internet and streaming television, with yard maintenance and access to community amenities such as a pool, spa, fitness center, pickleball court and playground all included in the low HOA fees. Convenient to beautiful gulf beaches, Oscar Scherer State Park, Legacy Trail, Pine View School and waterfront dining, this residence offers an unparalleled lifestyle.

3 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code

This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intelligent design and beauty in the community of Willowbend. This Ashley floor plan is thoughtfully oriented to the south, allowing for abundant natural light and stunning lakefront views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door entry. Inside, high-end upgrades and recent enhancements contribute to the home's timeless character. The sophisticated interior showcases clean lines, intricate tray ceilings and tile flooring throughout main living areas. Crown molding and impressive lighting fixtures add elegance to the space. The gourmet kitchen is a chef's dream, featuring solid wood cabinetry, Corian countertops and new stainless appliances in January 2026 with gas cooking. Even the laundry room is aesthetically pleasing. The split floor plan affords two guest bedrooms conveniently behind a pocket door, sharing a bath, providing privacy to family and guests alike. The den/study includes a built-in office with a sizeable desk overlooking the lake. The family room boasts a wall of sliding glass doors with an adjacent corner pocket slider that opens wide, seamlessly transitioning to the tranquil outdoor living space. The extended lanai features two covered areas, ideal for relaxation, while the custom pond with waterfall add to the ambience and enjoyment of the tropical surroundings. Water views from most rooms in the home! A well-appointed dinette offers picturesque views of the waterfall and lake through a large aquarium window as well. The luxurious owner’s suite includes dual walk-in closets, dual sinks, a walk-in shower and a tub for ultimate comfort. The home is equipped with high-speed internet and streaming television, with yard maintenance and access to community amenities such as a pool, spa, fitness center, pickleball court and playground all included in the low HOA fees. Convenient to beautiful gulf beaches, Oscar Scherer State Park, Legacy Trail, Pine View School and waterfront dining, this residence offers an unparalleled lifestyle.

522 Luminary Boulevard, Osprey

$585,000

Welcome to the cottages at Rivendell! Fall in love with the canopy tree lined circle, white picket fences, club house, pool and connection to the Legacy trail! This bright home boasts of newly painted walls, new granite countertops, newer air conditioning system, freshly decorated and newer roof. The wrap around front porch is perfect for morning coffee and afternoon chats with friends and neighbors. Make this your own and start enjoying a lifestyle in this Disney like setting with a community unlike any other!

3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Welcome to the cottages at Rivendell! Fall in love with the canopy tree lined circle, white picket fences, club house, pool and connection to the Legacy trail! This bright home boasts of newly painted walls, new granite countertops, newer air conditioning system, freshly decorated and newer roof. The wrap around front porch is perfect for morning coffee and afternoon chats with friends and neighbors. Make this your own and start enjoying a lifestyle in this Disney like setting with a community unlike any other!

584 Meadow Sweet Circle, Osprey

$581,000

Welcome to this stunning 2,145 square foot pool home in the premier community of Rivendell where maintenance-free living meets tropical elegance. Positioned on a beautifully landscaped corner lot, this meticulously maintained residence offers timeless style and thoughtful updates throughout. Recent improvements include 2026 irrigation valves, 2025 roof replacement, 2024 pool pump and a 2017 air conditioning system, providing peace of mind for years to come. Go onto the inviting front porch, the ideal setting for morning coffee. Enter through the elegant glass front door into a bright, open foyer filled with natural light. The spacious split floor plan seamlessly connects the great room, formal dining room, kitchen, and cafe, creating an ideal layout for everyday living and entertaining. The chef’s kitchen is beautifully updated with granite countertops, stainless steel appliances, custom wine racks, rich cabinetry, a built-in desk, pantry and breakfast bar. The adjacent cafe features a stunning aquarium window overlooking the sparkling heated pool, an ideal spot for casual meals before heading to the beach. The generous primary suite is a private retreat, offering dual walk-in closets, sliding glass doors to the lanai, and a luxurious en-suite bath complete with solid wood cabinetry, granite countertops, dual sinks, a soaking garden tub, walk-in shower, linen closet, and private water closet. On opposite side of the home, guests will enjoy their own private wing with two bedrooms and a full bath separated by a pocket door. The third bedroom features built-in cabinetry and offers wonderful flexibility, easily functioning as an additional office, study, or peaceful reading retreat. The fourth bedroom at front of the home is suited as a den, office or playroom. The spacious laundry room offers a utility sink, additional cabinetry and ample storage. Outdoor living shines in the screened lanai and beautifully updated paver pool area. The fenced area is ideal for pets, and the expansive patio provides a backdrop for relaxing or hosting gatherings. Rivendell residents enjoy low HOA fees that include lawn and shrub care, a heated community pool, playground and scenic recreational trails all with no CDD fees. The irrigation system is connected to a private well, providing an efficient and cost-effective way to maintain the lush tropical landscaping year-round. This neighborhood offers a private path to Pine View School for the Gifted and borders Oscar Scherer State Park and 200 acres of preserved land. Outdoor enthusiasts will appreciate easy access to the Legacy Trail. Ideally in south Sarasota, this serene enclave offers convenient access to pristine Gulf beaches and sits between Sarasota and Venice for exceptional dining, shopping and cultural attractions. Furnishings are available for purchase!

4 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Welcome to this stunning 2,145 square foot pool home in the premier community of Rivendell where maintenance-free living meets tropical elegance. Positioned on a beautifully landscaped corner lot, this meticulously maintained residence offers timeless style and thoughtful updates throughout. Recent improvements include 2026 irrigation valves, 2025 roof replacement, 2024 pool pump and a 2017 air conditioning system, providing peace of mind for years to come. Go onto the inviting front porch, the ideal setting for morning coffee. Enter through the elegant glass front door into a bright, open foyer filled with natural light. The spacious split floor plan seamlessly connects the great room, formal dining room, kitchen, and cafe, creating an ideal layout for everyday living and entertaining. The chef’s kitchen is beautifully updated with granite countertops, stainless steel appliances, custom wine racks, rich cabinetry, a built-in desk, pantry and breakfast bar. The adjacent cafe features a stunning aquarium window overlooking the sparkling heated pool, an ideal spot for casual meals before heading to the beach. The generous primary suite is a private retreat, offering dual walk-in closets, sliding glass doors to the lanai, and a luxurious en-suite bath complete with solid wood cabinetry, granite countertops, dual sinks, a soaking garden tub, walk-in shower, linen closet, and private water closet. On opposite side of the home, guests will enjoy their own private wing with two bedrooms and a full bath separated by a pocket door. The third bedroom features built-in cabinetry and offers wonderful flexibility, easily functioning as an additional office, study, or peaceful reading retreat. The fourth bedroom at front of the home is suited as a den, office or playroom. The spacious laundry room offers a utility sink, additional cabinetry and ample storage. Outdoor living shines in the screened lanai and beautifully updated paver pool area. The fenced area is ideal for pets, and the expansive patio provides a backdrop for relaxing or hosting gatherings. Rivendell residents enjoy low HOA fees that include lawn and shrub care, a heated community pool, playground and scenic recreational trails all with no CDD fees. The irrigation system is connected to a private well, providing an efficient and cost-effective way to maintain the lush tropical landscaping year-round. This neighborhood offers a private path to Pine View School for the Gifted and borders Oscar Scherer State Park and 200 acres of preserved land. Outdoor enthusiasts will appreciate easy access to the Legacy Trail. Ideally in south Sarasota, this serene enclave offers convenient access to pristine Gulf beaches and sits between Sarasota and Venice for exceptional dining, shopping and cultural attractions. Furnishings are available for purchase!

819 Shadow Bay Way, Osprey

$575,000

Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code

Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 603, Osprey

$570,000

Welcome home! This GULF ACCESS, WATERFRONT condo w/ AVAILABLE BOAT SLIPS BEHIND THE UNIT, in the highly sought-after Blackburn Harbor community is ready for its new owners. Offering over 2,000 SQFT, this beautifully updated 3 BED, 2.5 BATH residence with an ATTACHED 2 CAR GARAGE is ideally positioned as a SECOND-FLOOR, END UNIT at the END OF A CANAL—delivering unmatched PRIVACY, VAULTED ceilings, and MILLION DOLLAR WATER & SUNSET VIEWS that feel like a daily postcard. As an added bonus a NEW HVAC & HOT WATER HEATER were just installed! Lush tropical landscaping welcomes you to a private side entrance, while the building’s exclusive setting—just four units total—places you in one of the most desirable locations within the community. Perfectly situated at the edge of the MARINA, you are just STEPS from your BOAT, making it effortless to enjoy GULF ACCESS and endless days exploring nearby WATERWAYS, waterfront DINING, and hidden gems like Snake Island. Inside, this residence blends comfort and coastal elegance with a thoughtfully designed SPLIT FLOOR PLAN for ultimate privacy. The home features warm COASTAL decor, NEUTRAL PAINT, NEW KITCHEN APPLIANCES, GRANITE COUNTERTOPS, SOLID WOOD CABINETRY, custom light fixtures, and window treatments throughout. The open-concept living space flows seamlessly to a LARGE SCREENED LANAI overlooking the water, community park, and glowing SUNSET skies. FURNISHINGS ARE OPTIONAL. Set within a GATED, FINANCIALLY SOUND community spanning approximately 11 acres, residents enjoy an amenity-rich, resort-style lifestyle including a HEATED POOL, CLUBHOUSE, FITNESS ROOM, TENNIS & PICKLEBALL COURTS, KAYAK LAUNCH & STORAGE, BBQ GAZEBO, and scenic walking paths surrounded by lush Florida foliage. The vibrant social calendar offers something for everyone—water aerobics, monthly happy hours, bingo/game nights, pickleball club, book club, and more. Ideally located near US-41, this home offers convenient access to Nokomis Beach, Oscar Scherer State Park, the Legacy Trail, Downtown Venice, Downtown Sarasota, I-75, and Sarasota Memorial Hospital Venice Campus—placing the very best of Florida living right at your fingertips. Whether you're boating to the Gulf, enjoying sunset views from your lanai, or embracing the active waterfront lifestyle, this is truly the Florida Dream come to life. Schedule your private showing today! PLEASE CLICK ON THE VIDEO OF THE UNIT.

3 Beds ⋅ 3 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code

Welcome home! This GULF ACCESS, WATERFRONT condo w/ AVAILABLE BOAT SLIPS BEHIND THE UNIT, in the highly sought-after Blackburn Harbor community is ready for its new owners. Offering over 2,000 SQFT, this beautifully updated 3 BED, 2.5 BATH residence with an ATTACHED 2 CAR GARAGE is ideally positioned as a SECOND-FLOOR, END UNIT at the END OF A CANAL—delivering unmatched PRIVACY, VAULTED ceilings, and MILLION DOLLAR WATER & SUNSET VIEWS that feel like a daily postcard. As an added bonus a NEW HVAC & HOT WATER HEATER were just installed! Lush tropical landscaping welcomes you to a private side entrance, while the building’s exclusive setting—just four units total—places you in one of the most desirable locations within the community. Perfectly situated at the edge of the MARINA, you are just STEPS from your BOAT, making it effortless to enjoy GULF ACCESS and endless days exploring nearby WATERWAYS, waterfront DINING, and hidden gems like Snake Island. Inside, this residence blends comfort and coastal elegance with a thoughtfully designed SPLIT FLOOR PLAN for ultimate privacy. The home features warm COASTAL decor, NEUTRAL PAINT, NEW KITCHEN APPLIANCES, GRANITE COUNTERTOPS, SOLID WOOD CABINETRY, custom light fixtures, and window treatments throughout. The open-concept living space flows seamlessly to a LARGE SCREENED LANAI overlooking the water, community park, and glowing SUNSET skies. FURNISHINGS ARE OPTIONAL. Set within a GATED, FINANCIALLY SOUND community spanning approximately 11 acres, residents enjoy an amenity-rich, resort-style lifestyle including a HEATED POOL, CLUBHOUSE, FITNESS ROOM, TENNIS & PICKLEBALL COURTS, KAYAK LAUNCH & STORAGE, BBQ GAZEBO, and scenic walking paths surrounded by lush Florida foliage. The vibrant social calendar offers something for everyone—water aerobics, monthly happy hours, bingo/game nights, pickleball club, book club, and more. Ideally located near US-41, this home offers convenient access to Nokomis Beach, Oscar Scherer State Park, the Legacy Trail, Downtown Venice, Downtown Sarasota, I-75, and Sarasota Memorial Hospital Venice Campus—placing the very best of Florida living right at your fingertips. Whether you're boating to the Gulf, enjoying sunset views from your lanai, or embracing the active waterfront lifestyle, this is truly the Florida Dream come to life. Schedule your private showing today! PLEASE CLICK ON THE VIDEO OF THE UNIT.

1202 Jessie Harbor Drive Unit 1204, Osprey

$570,000

Welcome to your own private oasis in Park Trace Estates, a stunning 3-bedroom, 3-bath single-family home overlooking water with unobstructed views of the Legacy Trail and Oscar Scherer State Park. Located in a desirable community minutes from Pine View School, healthcare, and beaches, this residence is perfectly designed for indoor-outdoor living. The heart of the home is a beautiful central courtyard with a heated saltwater pool with a FastLane system, around which the main living spaces are thoughtfully arranged. An en-suite guest bedroom with private courtyard access provides a secluded retreat perfect for visitors. The open-concept interior flows seamlessly from the kitchen, complete with a signature royal blue Hestan refrigerator, into an inviting living room ideal for entertaining. From there, step out to a screened patio overlooking the water to relax in total comfort. The spacious master suite features dual California Closets, a luxurious remodeled bathroom, and an adjoining room that serves as a private office or reading nook. Throughout the home, plantation shutters provide elegant light control and privacy. The property is finished with a side-entry two-car garage featuring custom California Closets storage and a Tesla charger. Positioned just steps from the pristine Legacy Trail for biking and recreation, this home provides the perfect combination of style and lifestyle. Home is available fully furnished. The home is exceptionally well-maintained, featuring a high-efficiency HVAC system (New AC 2017/Air Handler 2020) with a programmable thermostat, a central vacuum system, and an artistic hidden TV in the living room. Recent kitchen and laundry upgrades include a 2018 washer and dryer alongside newer appliances (2020–2022). The private courtyard is equally impressive, boasting a new pool screen (2022), new pool equipment (2024), and an Endless Pool Fastlane feature for a premium fitness experience. Property is located in Flood Zone X (flood insurance generally not required).

3 Beds ⋅ 3 Baths ⋅ Park Trace Estates SubDv. ⋅ 34229 Zip Code

Welcome to your own private oasis in Park Trace Estates, a stunning 3-bedroom, 3-bath single-family home overlooking water with unobstructed views of the Legacy Trail and Oscar Scherer State Park. Located in a desirable community minutes from Pine View School, healthcare, and beaches, this residence is perfectly designed for indoor-outdoor living. The heart of the home is a beautiful central courtyard with a heated saltwater pool with a FastLane system, around which the main living spaces are thoughtfully arranged. An en-suite guest bedroom with private courtyard access provides a secluded retreat perfect for visitors. The open-concept interior flows seamlessly from the kitchen, complete with a signature royal blue Hestan refrigerator, into an inviting living room ideal for entertaining. From there, step out to a screened patio overlooking the water to relax in total comfort. The spacious master suite features dual California Closets, a luxurious remodeled bathroom, and an adjoining room that serves as a private office or reading nook. Throughout the home, plantation shutters provide elegant light control and privacy. The property is finished with a side-entry two-car garage featuring custom California Closets storage and a Tesla charger. Positioned just steps from the pristine Legacy Trail for biking and recreation, this home provides the perfect combination of style and lifestyle. Home is available fully furnished. The home is exceptionally well-maintained, featuring a high-efficiency HVAC system (New AC 2017/Air Handler 2020) with a programmable thermostat, a central vacuum system, and an artistic hidden TV in the living room. Recent kitchen and laundry upgrades include a 2018 washer and dryer alongside newer appliances (2020–2022). The private courtyard is equally impressive, boasting a new pool screen (2022), new pool equipment (2024), and an Endless Pool Fastlane feature for a premium fitness experience. Property is located in Flood Zone X (flood insurance generally not required).

408 Park Trace Boulevard, Osprey

$570,000

Location, location, location. Nestled west of the Trail in the heart of Osprey, this beautifully updated three-bedroom, two-bath home with a den offers a rare opportunity just moments from Sarasota Bay. Set on a spacious, private lot framed by mature oak trees and lush tropical landscaping, the property features no HOA or CDD restrictions. Inside, the home offers an open-concept layout with durable, stylish flooring throughout. The updated kitchen includes granite countertops, solid wood cabinetry, and stainless steel appliances, opening comfortably to the main living areas. Both bathrooms have been tastefully refreshed with quality finishes, creating a truly move-in-ready space. Enjoy the Florida lifestyle with close proximity to the Main Street fishing pier and Spanish Point Marina. Nearby attractions include Oscar Scherer State Park, Bay Preserve at Osprey, and Historic Spanish Point, with convenient access to Casey Key, Nokomis Beach, and world-famous Siesta Key beach. Pine View School for the Gifted is also located nearby. The expansive backyard offers ample space for outdoor living, entertaining, or future customization. Whether you’re seeking a primary residence, vacation home, or investment opportunity, this property delivers location, flexibility, and coastal charm. Come experience relaxed coastal living just moments from the bay, with nearby water access for kayaking or canoeing — a peaceful Osprey retreat that’s ready to welcome you home.

3 Beds ⋅ 3 Baths ⋅ Webbs W D Add To Village Of Osprey SubDv. ⋅ 34229 Zip Code

Location, location, location. Nestled west of the Trail in the heart of Osprey, this beautifully updated three-bedroom, two-bath home with a den offers a rare opportunity just moments from Sarasota Bay. Set on a spacious, private lot framed by mature oak trees and lush tropical landscaping, the property features no HOA or CDD restrictions. Inside, the home offers an open-concept layout with durable, stylish flooring throughout. The updated kitchen includes granite countertops, solid wood cabinetry, and stainless steel appliances, opening comfortably to the main living areas. Both bathrooms have been tastefully refreshed with quality finishes, creating a truly move-in-ready space. Enjoy the Florida lifestyle with close proximity to the Main Street fishing pier and Spanish Point Marina. Nearby attractions include Oscar Scherer State Park, Bay Preserve at Osprey, and Historic Spanish Point, with convenient access to Casey Key, Nokomis Beach, and world-famous Siesta Key beach. Pine View School for the Gifted is also located nearby. The expansive backyard offers ample space for outdoor living, entertaining, or future customization. Whether you’re seeking a primary residence, vacation home, or investment opportunity, this property delivers location, flexibility, and coastal charm. Come experience relaxed coastal living just moments from the bay, with nearby water access for kayaking or canoeing — a peaceful Osprey retreat that’s ready to welcome you home.

51 Webb Street, Osprey

$565,000

Set on a quiet cul-de-sac in The Woodlands at Rivendell, this furnished and thoughtfully maintained residence offers a peaceful setting surrounded by mature landscaping and wooded views. The extended foyer welcomes you into an open great-room layout spanning nearly 2,200 square feet, where high tray ceilings, plantation shutters, and hardwood flooring create a cohesive flow throughout the main living areas. The great room features floating shelves, an electric fireplace, and walls of glass sliders that open to a serene, screen-enclosed pavered patio overlooking private natural surroundings—ideal for morning coffee or evening relaxation. The gourmet kitchen was completely updated in 2022 and includes quartz countertops, a center island with seating, tile backsplash, walk-in pantry, and stainless-steel appliances, seamlessly connecting to the dining and living spaces. The primary suite is privately positioned and offers a sitting area, direct patio access, dual closets, and a renovated en-suite bath. Two additional guest bedrooms share a full bathroom, while a dedicated office or study provides flexibility for remote work or hobbies. A well-appointed laundry room with built-in cabinetry completes the interior layout. Recent enhancements include a newer air-conditioning system and storm protection throughout, featuring shutters on all openings, a roll-down shutter at the front entry, and a hurricane screen for the patio. Rivendell is a deed-restricted community spanning approximately 400 acres of preserves, ponds, and walking paths. Residents enjoy a community pool, playground, parks, gazebo, and sidewalks that connect the neighborhood. Just beyond the gates, Oscar Scherer State Park and the Legacy Trail offer miles of outdoor recreation, while nearby golf courses, shopping, dining, and Sarasota’s white-sand beaches provide endless lifestyle options. This well-located home combines natural surroundings, modern updates, and access to some of Sarasota County’s most desirable amenities—an inviting opportunity in a celebrated community.

3 Beds ⋅ 2 Baths ⋅ Rivendell The Woodlands SubDv. ⋅ 34229 Zip Code

Set on a quiet cul-de-sac in The Woodlands at Rivendell, this furnished and thoughtfully maintained residence offers a peaceful setting surrounded by mature landscaping and wooded views. The extended foyer welcomes you into an open great-room layout spanning nearly 2,200 square feet, where high tray ceilings, plantation shutters, and hardwood flooring create a cohesive flow throughout the main living areas. The great room features floating shelves, an electric fireplace, and walls of glass sliders that open to a serene, screen-enclosed pavered patio overlooking private natural surroundings—ideal for morning coffee or evening relaxation. The gourmet kitchen was completely updated in 2022 and includes quartz countertops, a center island with seating, tile backsplash, walk-in pantry, and stainless-steel appliances, seamlessly connecting to the dining and living spaces. The primary suite is privately positioned and offers a sitting area, direct patio access, dual closets, and a renovated en-suite bath. Two additional guest bedrooms share a full bathroom, while a dedicated office or study provides flexibility for remote work or hobbies. A well-appointed laundry room with built-in cabinetry completes the interior layout. Recent enhancements include a newer air-conditioning system and storm protection throughout, featuring shutters on all openings, a roll-down shutter at the front entry, and a hurricane screen for the patio. Rivendell is a deed-restricted community spanning approximately 400 acres of preserves, ponds, and walking paths. Residents enjoy a community pool, playground, parks, gazebo, and sidewalks that connect the neighborhood. Just beyond the gates, Oscar Scherer State Park and the Legacy Trail offer miles of outdoor recreation, while nearby golf courses, shopping, dining, and Sarasota’s white-sand beaches provide endless lifestyle options. This well-located home combines natural surroundings, modern updates, and access to some of Sarasota County’s most desirable amenities—an inviting opportunity in a celebrated community.

767 Fordingbridge Way, Osprey

$565,000

Price was dropped $50,000 on 5/7! Survey and pool quote are available! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, NEW ROOF in 2022, and plenty of room for a private pool. As you enter the home, you will be greeted by the formal living room and dining room to the left and hallway to the family room, kitchen, and dinette straight ahead. The entire interior has been professionally painted in 2025, and there is tons of natural light that flows through the many windows of this home. The kitchen is open to the family room and dinette for easy entertaining. There is also a HUGE bonus room toward the back of the home. Next to the family room is entrance to the hallway leading to the two guest bedrooms and guest bathroom. On the opposite side of the home, past the dining room is the spacious primary suite with generous walk-in closet and ensuite bath. The laundry room is located near the family room. Entrance to the attached 2 car garage is near the foyer. Roof was replaced in 2022 & AC was installed in 2016. The entire house has also been replumbed! Southbay Yacht & Racquet Club is an active lifestyle community with many social, boating, and sports activities. The clubhouse has recently been renovated and features a community pool, fitness center, ballroom, two kitchens, card room, game room, and an elevator! Additional amenities include 3 tennis courts, 4 pickle ball courts, basketball, playground, bocce, shuffleboard, and miles of walking trails and green space. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. The community is welcoming and lively—perfect for families and those who enjoy an active, coastal lifestyle. This community is in the perfect location with several warm gulf beaches, Downtown Venice & Downtown Sarasota close by. The famous Casey Key Fish House and Tiki Bar are just a golf cart ride away! Oscar Scherer State Park is across Tamiami Trail and Pine View (#1 school in the state) is about 5 minutes away. This home is ready for you to start living the elevated Southbay lifestyle! **The street behind this house (Blackburn Point Rd.) is a fairly quiet two lane Rd. That's the road you can take your golf cart to Casey Key Fish House & Tiki Bar!**As of Jan 2026, there is marina space available immediately (no wait list) and fees range between $169-$705 per quarter depending on what size you require.This is subject to change.**This listing went pending in March. When the buyers couldn't secure their financing, it went back on market. No inspections have been done.**

3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Price was dropped $50,000 on 5/7! Survey and pool quote are available! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, NEW ROOF in 2022, and plenty of room for a private pool. As you enter the home, you will be greeted by the formal living room and dining room to the left and hallway to the family room, kitchen, and dinette straight ahead. The entire interior has been professionally painted in 2025, and there is tons of natural light that flows through the many windows of this home. The kitchen is open to the family room and dinette for easy entertaining. There is also a HUGE bonus room toward the back of the home. Next to the family room is entrance to the hallway leading to the two guest bedrooms and guest bathroom. On the opposite side of the home, past the dining room is the spacious primary suite with generous walk-in closet and ensuite bath. The laundry room is located near the family room. Entrance to the attached 2 car garage is near the foyer. Roof was replaced in 2022 & AC was installed in 2016. The entire house has also been replumbed! Southbay Yacht & Racquet Club is an active lifestyle community with many social, boating, and sports activities. The clubhouse has recently been renovated and features a community pool, fitness center, ballroom, two kitchens, card room, game room, and an elevator! Additional amenities include 3 tennis courts, 4 pickle ball courts, basketball, playground, bocce, shuffleboard, and miles of walking trails and green space. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. The community is welcoming and lively—perfect for families and those who enjoy an active, coastal lifestyle. This community is in the perfect location with several warm gulf beaches, Downtown Venice & Downtown Sarasota close by. The famous Casey Key Fish House and Tiki Bar are just a golf cart ride away! Oscar Scherer State Park is across Tamiami Trail and Pine View (#1 school in the state) is about 5 minutes away. This home is ready for you to start living the elevated Southbay lifestyle! **The street behind this house (Blackburn Point Rd.) is a fairly quiet two lane Rd. That's the road you can take your golf cart to Casey Key Fish House & Tiki Bar!**As of Jan 2026, there is marina space available immediately (no wait list) and fees range between $169-$705 per quarter depending on what size you require.This is subject to change.**This listing went pending in March. When the buyers couldn't secure their financing, it went back on market. No inspections have been done.**

186 Windward Drive, Osprey

$565,000

NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

102 Windward Drive, Osprey

$560,000

Welcome to this impeccably maintained, MAINTENANCE FREE home in the highly desirable Willowbend community, with tranquil LAKEVIEWS, exceptional amenities and an unbeatable LOCATION. Built by renowned Lee Wetherington and lovingly maintained by its original owner, this quality-constructed residence features a spacious open split-bedroom floor plan with 3 bedrooms plus den, 2 baths, and abundant storage throughout. The kitchen boasts natural wood cabinets with granite counters, a breakfast bar and newer stainless appliances with natural gas for cooking and a pantry for additional storage. The heart of the home opens to a stunning extended screened lanai surrounded by lush vegetation overlooking a private water view, where you can enjoy breathtaking sunrises and watch Florida's natural wildlife in a peaceful setting. Additional upgrades to this immaculate home include an EV charging station, whole-house carbon water filtration system, and natural gas service for the stove, dryer, and water heater. HOA fees provide outstanding value and include lawn maintenance, irrigation, high-speed internet, cable, and access to resort-style amenities including a community heated pool, fitness center, playground and pickleball courts. Ideally situated within a mile of Pine View School and just moments from Oscar Scherer State Park and the Legacy Trail, this home also offers quick access to Nokomis Beach, only two miles away. Trader Joe's, Whole Foods, shopping, dining, and everyday conveniences are all nearby, making this location truly second to none. Enjoy the perfect combination of comfort, convenience, low-maintenance living, and the Florida lifestyle in one of the area's most sought-after neighborhoods. Whether you're enjoying your morning coffee while watching the sunrise over the water, biking the nearby Legacy Trail, or spending the afternoon at Nokomis Beach, this exceptional home offers the very best of Florida living.

3 Beds ⋅ 2 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code

Welcome to this impeccably maintained, MAINTENANCE FREE home in the highly desirable Willowbend community, with tranquil LAKEVIEWS, exceptional amenities and an unbeatable LOCATION. Built by renowned Lee Wetherington and lovingly maintained by its original owner, this quality-constructed residence features a spacious open split-bedroom floor plan with 3 bedrooms plus den, 2 baths, and abundant storage throughout. The kitchen boasts natural wood cabinets with granite counters, a breakfast bar and newer stainless appliances with natural gas for cooking and a pantry for additional storage. The heart of the home opens to a stunning extended screened lanai surrounded by lush vegetation overlooking a private water view, where you can enjoy breathtaking sunrises and watch Florida's natural wildlife in a peaceful setting. Additional upgrades to this immaculate home include an EV charging station, whole-house carbon water filtration system, and natural gas service for the stove, dryer, and water heater. HOA fees provide outstanding value and include lawn maintenance, irrigation, high-speed internet, cable, and access to resort-style amenities including a community heated pool, fitness center, playground and pickleball courts. Ideally situated within a mile of Pine View School and just moments from Oscar Scherer State Park and the Legacy Trail, this home also offers quick access to Nokomis Beach, only two miles away. Trader Joe's, Whole Foods, shopping, dining, and everyday conveniences are all nearby, making this location truly second to none. Enjoy the perfect combination of comfort, convenience, low-maintenance living, and the Florida lifestyle in one of the area's most sought-after neighborhoods. Whether you're enjoying your morning coffee while watching the sunrise over the water, biking the nearby Legacy Trail, or spending the afternoon at Nokomis Beach, this exceptional home offers the very best of Florida living.

557 Crane Prairie Way, Osprey

$560,000

This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator just got a new motor, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the Intracoastal Waterway and offers room for dining and relaxing. The gated resort-style community Hidden Bay offers a heated pool and spa, a grass-thatched tiki hut with grilling stations, a lighted tennis court plus two lighted pickleball courts. For water lovers, there is a kayak launch and a 500-yard elevated boardwalk that winds through lush mangroves. The beautifully renovated clubhouse features a catering kitchen with countertop seating, a fully stocked reading library and a fitness room. The location combines a peaceful, gated waterfront community with convenient access to nearby shopping, dining, recreation and only eight miles to Siesta Key, consistently ranked as one of the best beaches in the U.S. For cycling enthusiasts, the nearby Legacy Trail offers 20-plus miles of scenic, paved biking trails.

3 Beds ⋅ 3 Baths ⋅ Baypointe Vista SubDv. ⋅ 34229 Zip Code

This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator just got a new motor, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the Intracoastal Waterway and offers room for dining and relaxing. The gated resort-style community Hidden Bay offers a heated pool and spa, a grass-thatched tiki hut with grilling stations, a lighted tennis court plus two lighted pickleball courts. For water lovers, there is a kayak launch and a 500-yard elevated boardwalk that winds through lush mangroves. The beautifully renovated clubhouse features a catering kitchen with countertop seating, a fully stocked reading library and a fitness room. The location combines a peaceful, gated waterfront community with convenient access to nearby shopping, dining, recreation and only eight miles to Siesta Key, consistently ranked as one of the best beaches in the U.S. For cycling enthusiasts, the nearby Legacy Trail offers 20-plus miles of scenic, paved biking trails.

232 Hidden Bay Drive Unit 504, Osprey

$560,000

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit with stunning maple wood floors throughout. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, and a breakfast bar. The adjoining dining room gives you room to host formal meals or could be used as a den. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is spacious with beautiful preserve views. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. GOLF or SOCIAL Membership is required and available immediately with homeownership.

3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit with stunning maple wood floors throughout. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, and a breakfast bar. The adjoining dining room gives you room to host formal meals or could be used as a den. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is spacious with beautiful preserve views. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. GOLF or SOCIAL Membership is required and available immediately with homeownership.

409 N Point Road Unit 603, Osprey

$555,000

Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.

3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.

547 Meadow Sweet Circle, Osprey

$550,000

Modern farmhouse style in the Rivendell Cottages which was the original builder's model. Here is your opportunity to embrace a true, comfortable, Florida lifestyle. First you’ll find the amazing wrap around porch for relaxing and entertaining. Enter to a beautiful, perfectly maintained interior with souring ceilings, triple crown moldings, pocket doors, built-ins and a cozy living room fireplace. Prepare meals in a completely remodeled kitchen with breakfast nook or serve on the spectacular fully screened lanai. Your garage/workshop/studio is at the rear of the home at the end of a fully brick driveway. The rear drive and fenced play area is a great place for outdoor entertaining. Thoughtful and clever storage throughout the home with custom closets, garage loft and the entire rear wall of the garage for clever storage . Need a break? The Meadow Sweet Circle clubhouse and pool are 88 steps from your front porch. Osprey, Nokomis and Sarasota are all just moments away for shopping, beaching and exploring. it is approx. 1.5 miles to the Legacy Trail for 30 miles of bicycling through many parks and neighborhoods. The re-known Pine View school is walking distance and several beaches in Nokomis and Venice are only a 10-15 min. drive. Your community of just 80 homes is an oak tree canopied retreat that is absolutely envied by all visitors.

3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Modern farmhouse style in the Rivendell Cottages which was the original builder's model. Here is your opportunity to embrace a true, comfortable, Florida lifestyle. First you’ll find the amazing wrap around porch for relaxing and entertaining. Enter to a beautiful, perfectly maintained interior with souring ceilings, triple crown moldings, pocket doors, built-ins and a cozy living room fireplace. Prepare meals in a completely remodeled kitchen with breakfast nook or serve on the spectacular fully screened lanai. Your garage/workshop/studio is at the rear of the home at the end of a fully brick driveway. The rear drive and fenced play area is a great place for outdoor entertaining. Thoughtful and clever storage throughout the home with custom closets, garage loft and the entire rear wall of the garage for clever storage . Need a break? The Meadow Sweet Circle clubhouse and pool are 88 steps from your front porch. Osprey, Nokomis and Sarasota are all just moments away for shopping, beaching and exploring. it is approx. 1.5 miles to the Legacy Trail for 30 miles of bicycling through many parks and neighborhoods. The re-known Pine View school is walking distance and several beaches in Nokomis and Venice are only a 10-15 min. drive. Your community of just 80 homes is an oak tree canopied retreat that is absolutely envied by all visitors.

494 Meadow Sweet Circle, Osprey

$550,000

Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality. Interior Highlights- Architectural Elegance: High tray ceilings, extensive crown molding, and built-in shelving throughout. Gourmet Kitchen: Stainless steel appliances, natural gas cooking, and glass block accents that flood the space with natural light. Spacious Great Room: Open floor plan ideal for entertaining, with seamless flow to dining and breakfast areas. Owner’s Retreat: Expansive 14x28 suite with a private sitting area and dual walk-in closets. Outdoor Living- Striking Entry: Double doors welcome you into a light-filled, airy interior. Covered Patio & Heated Pool: Extended lanai overlooks a tranquil pond, perfect for indoor/outdoor living. Upgrades for Peace of Mind: Hurricane shutters, property is well maintained . Community Perks- Resort-Style Amenities: Heated pool, spa, pickleball courts, fitness center, and playground just steps away. Low HOA Fees: Include high-speed internet, cable, yard maintenance, and irrigation. Location & Lifestyle Nature & Recreation: Hike Oscar Scherer State Park, bike Casey Key or the Legacy Trail, or enjoy the Intracoastal Waterway just 3 minutes away. Convenience: Minutes to white sand beaches, Pine View School, downtown Sarasota and Venice, with Publix grocery nearby.

3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code

Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality. Interior Highlights- Architectural Elegance: High tray ceilings, extensive crown molding, and built-in shelving throughout. Gourmet Kitchen: Stainless steel appliances, natural gas cooking, and glass block accents that flood the space with natural light. Spacious Great Room: Open floor plan ideal for entertaining, with seamless flow to dining and breakfast areas. Owner’s Retreat: Expansive 14x28 suite with a private sitting area and dual walk-in closets. Outdoor Living- Striking Entry: Double doors welcome you into a light-filled, airy interior. Covered Patio & Heated Pool: Extended lanai overlooks a tranquil pond, perfect for indoor/outdoor living. Upgrades for Peace of Mind: Hurricane shutters, property is well maintained . Community Perks- Resort-Style Amenities: Heated pool, spa, pickleball courts, fitness center, and playground just steps away. Low HOA Fees: Include high-speed internet, cable, yard maintenance, and irrigation. Location & Lifestyle Nature & Recreation: Hike Oscar Scherer State Park, bike Casey Key or the Legacy Trail, or enjoy the Intracoastal Waterway just 3 minutes away. Convenience: Minutes to white sand beaches, Pine View School, downtown Sarasota and Venice, with Publix grocery nearby.

510 Latitude Lane, Osprey

$545,000

Condition, Condition, Condition – AND Location, Location, Location!! This house is a real gem! Immaculate and beautifully updated, it features 4 bedrooms (or 3 plus a den with a closet) in a split plan that provides privacy for owners and guests. When you sit on the front porch of this contemporary style home, you’ll enjoy an uninterrupted front yard, since the garage opens to the rear of the lot. The inviting front porch and foyer lead you into an open floor plan with high ceilings and special decor touches. The dining room has space for an expanding table for large gatherings. You’ll immediately see the lanai PLUS a large screened patio so you can enjoy being outside any time of the day or evening. The kitchen has been updated with granite counters, as well as new appliances and fixtures. You'll enjoy all the new details and porcelain tile and wood floors, making this house move-in ready. There's storage space in the attic and a storage rack and cabinets in the garage, for your convenience. The community offers a play area for children, places for anyone to sit and relax, and a heated community pool for fun gatherings. Pine View School for Gifted Children (grades 2-12, a National Blue Ribbon School) is within walking distance, with a path leading directly from Rivendell to the school. There are shops, groceries, and multiple businesses within a 5 minute drive. Oscar Sherer State Park abuts the neighborhood, an unexpected oasis and escape into Florida nature. Located between Sarasota and Venice, you'll enjoy all the music, theatre, dance, history, and arts venues of both! Come walk around the neighborhood and you'll want to stay!

4 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Condition, Condition, Condition – AND Location, Location, Location!! This house is a real gem! Immaculate and beautifully updated, it features 4 bedrooms (or 3 plus a den with a closet) in a split plan that provides privacy for owners and guests. When you sit on the front porch of this contemporary style home, you’ll enjoy an uninterrupted front yard, since the garage opens to the rear of the lot. The inviting front porch and foyer lead you into an open floor plan with high ceilings and special decor touches. The dining room has space for an expanding table for large gatherings. You’ll immediately see the lanai PLUS a large screened patio so you can enjoy being outside any time of the day or evening. The kitchen has been updated with granite counters, as well as new appliances and fixtures. You'll enjoy all the new details and porcelain tile and wood floors, making this house move-in ready. There's storage space in the attic and a storage rack and cabinets in the garage, for your convenience. The community offers a play area for children, places for anyone to sit and relax, and a heated community pool for fun gatherings. Pine View School for Gifted Children (grades 2-12, a National Blue Ribbon School) is within walking distance, with a path leading directly from Rivendell to the school. There are shops, groceries, and multiple businesses within a 5 minute drive. Oscar Sherer State Park abuts the neighborhood, an unexpected oasis and escape into Florida nature. Located between Sarasota and Venice, you'll enjoy all the music, theatre, dance, history, and arts venues of both! Come walk around the neighborhood and you'll want to stay!

711 Shadow Bay Way, Osprey

$545,000

Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style, this residence is move-in ready and perfectly suited for modern living. Boasting four bedrooms, including a private guest suite area, and three beautifully appointed baths, the home offers flexible space ideal for hosting family and friends. Expansive living areas flow seamlessly to the outdoor oasis, where a sparkling pool creates the perfect backdrop for relaxing or entertaining in the Florida sunshine. Just 10 miles south of downtown Sarasota and 6 miles north of Venice, Park Trace Estates provides the best of both worlds: tranquil suburban living with unbeatable convenience. Outdoor enthusiasts will love being only one block from the Legacy Trail, offering miles of scenic pathways for biking, running, and recreation. Nature and waterfront activities abound with Oscar Scherer State Park, Bay Street Park, Nokomis Beach, Siesta Key Beach, Gulf Harbor Marina, and Blackburn Point Park all within close reach. Families will appreciate access to top-rated schools, including the prestigious Pine View School, known for its exceptional academic programs. Offering a rare blend of luxury, comfort, and prime location, this Park Trace Estates home is a true Sarasota-area gem, ready to welcome you to the lifestyle you’ve been dreaming of.

4 Beds ⋅ 3 Baths ⋅ Park Trace Estates SubDv. ⋅ 34229 Zip Code

Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style, this residence is move-in ready and perfectly suited for modern living. Boasting four bedrooms, including a private guest suite area, and three beautifully appointed baths, the home offers flexible space ideal for hosting family and friends. Expansive living areas flow seamlessly to the outdoor oasis, where a sparkling pool creates the perfect backdrop for relaxing or entertaining in the Florida sunshine. Just 10 miles south of downtown Sarasota and 6 miles north of Venice, Park Trace Estates provides the best of both worlds: tranquil suburban living with unbeatable convenience. Outdoor enthusiasts will love being only one block from the Legacy Trail, offering miles of scenic pathways for biking, running, and recreation. Nature and waterfront activities abound with Oscar Scherer State Park, Bay Street Park, Nokomis Beach, Siesta Key Beach, Gulf Harbor Marina, and Blackburn Point Park all within close reach. Families will appreciate access to top-rated schools, including the prestigious Pine View School, known for its exceptional academic programs. Offering a rare blend of luxury, comfort, and prime location, this Park Trace Estates home is a true Sarasota-area gem, ready to welcome you to the lifestyle you’ve been dreaming of.

104 Park Trace Boulevard, Osprey

$540,000

Welcome home to this beautifully maintained 3-bedroom + den, 2-bath pool home nestled on a desirable corner lot, in a cul-de-sac, in Osprey. This home has been impeccably maintained and is an unbeatable location, this is the effortless Florida lifestyle you've been searching for. Peace of mind comes standard here. The roof is less than 7 years old, the AC was replaced just 2½ years ago, and the hot water heater is under 3 years old... meaning the big-ticket items are already handled, so you can simply move in and enjoy. You will find vinyl plank flooring, tile and carpet throughout. The care and attention put into this home shows in every corner. This home offers space to rest, work, entertain and relax...The flexible den offers the perfect home office, creative studio, 4th bedroom or guest retreat, whatever your lifestyle calls for? along with two spacious bathrooms. Then, step outside to your private screened pool, where the corner lot provides extra breathing room, privacy, and that open, airy feel that's so rare to find. Positioned in the heart of Osprey, this home is only minutes from the beloved Legacy Trail? which is ideal for cycling, jogging, and morning walks through some of Florida's most scenic natural surroundings. Nature lovers will also enjoy the proximity to Oscar Scherer State Park, offering kayaking, wildlife watching, and over 15 miles of trails. And when the beach calls, it's answered quickly. Nokomis Beach is just a short drive away for a casual sunset stroll, while the world-famous Siesta Key Beach, home to some of the whitest, finest sand on the planet, is within easy reach for those perfect beach excursions. 523 Oak Bay Drive checks every box: updated systems, private pool, flexible living space, and access to the very best of Florida's Gulf Coast. People also love the access to top-rated schools, including the nationally acclaimed Pine View School and Laurel Nokomis Elementary, making this the complete package for anyone looking to plant roots in one of Sarasota County's most sought-after communities. Homes like this don't last long. Schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

Welcome home to this beautifully maintained 3-bedroom + den, 2-bath pool home nestled on a desirable corner lot, in a cul-de-sac, in Osprey. This home has been impeccably maintained and is an unbeatable location, this is the effortless Florida lifestyle you've been searching for. Peace of mind comes standard here. The roof is less than 7 years old, the AC was replaced just 2½ years ago, and the hot water heater is under 3 years old... meaning the big-ticket items are already handled, so you can simply move in and enjoy. You will find vinyl plank flooring, tile and carpet throughout. The care and attention put into this home shows in every corner. This home offers space to rest, work, entertain and relax...The flexible den offers the perfect home office, creative studio, 4th bedroom or guest retreat, whatever your lifestyle calls for? along with two spacious bathrooms. Then, step outside to your private screened pool, where the corner lot provides extra breathing room, privacy, and that open, airy feel that's so rare to find. Positioned in the heart of Osprey, this home is only minutes from the beloved Legacy Trail? which is ideal for cycling, jogging, and morning walks through some of Florida's most scenic natural surroundings. Nature lovers will also enjoy the proximity to Oscar Scherer State Park, offering kayaking, wildlife watching, and over 15 miles of trails. And when the beach calls, it's answered quickly. Nokomis Beach is just a short drive away for a casual sunset stroll, while the world-famous Siesta Key Beach, home to some of the whitest, finest sand on the planet, is within easy reach for those perfect beach excursions. 523 Oak Bay Drive checks every box: updated systems, private pool, flexible living space, and access to the very best of Florida's Gulf Coast. People also love the access to top-rated schools, including the nationally acclaimed Pine View School and Laurel Nokomis Elementary, making this the complete package for anyone looking to plant roots in one of Sarasota County's most sought-after communities. Homes like this don't last long. Schedule your private showing today.

523 Oak Bay Drive, Osprey

$540,000

Discover unparalleled luxury in this exquisite Lee Wetherington-built residence, ideally in Willowbend within Osprey. A grand entry hall with high-end finishes, tray ceilings and rich crown molding welcomes you to a home meticulously perfected by discerning sellers. This ideally positioned home boasts a ¼+ acre homesite with an expansive front yard, a roomy side-entry paver newly sealed driveway and an oversized garage, recently painted. Enjoy private outdoor living on the lanai and in the backyard, enhanced by mature landscaping for ultimate privacy and shade. Go inside to a stunning retreat featuring 20-inch porcelain tile throughout the entire residence, marble inlays, wide crown molding, elegant arches and plantation shutters, all within the popular Willow floor plan. An inviting gathering and dining room lead to the heart of the home, including an amazing gourmet kitchen with new stainless appliances and natural gas cooking, granite counters and trending painted cabinets. A separate breakfast nook offers tranquil views, while the family room, with its tray ceiling and triple sliders, opens to an outdoor haven. The spacious owner’s suite is a sanctuary, complete with walk-in closets, dual granite sinks, a walk-in shower, a deep garden tub and lanai access. Two additional bedrooms share a bath, and a lovely den/office features bay windows. Hurricane protection on all doors and windows installed in 2021 for peace of mind. Low HOA fees cover yard maintenance, irrigation, high-speed internet, streaming cable, a heated community pool/spa, fitness center, basketball, pickleball and playground. Location is everything! Enjoy proximity to beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, waterfront restaurants, tiki bars, Publix and new Foxtail Coffee. Experience the art of living in this extraordinary home with exceptional curb appeal and lush landscaping.

3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code

Discover unparalleled luxury in this exquisite Lee Wetherington-built residence, ideally in Willowbend within Osprey. A grand entry hall with high-end finishes, tray ceilings and rich crown molding welcomes you to a home meticulously perfected by discerning sellers. This ideally positioned home boasts a ¼+ acre homesite with an expansive front yard, a roomy side-entry paver newly sealed driveway and an oversized garage, recently painted. Enjoy private outdoor living on the lanai and in the backyard, enhanced by mature landscaping for ultimate privacy and shade. Go inside to a stunning retreat featuring 20-inch porcelain tile throughout the entire residence, marble inlays, wide crown molding, elegant arches and plantation shutters, all within the popular Willow floor plan. An inviting gathering and dining room lead to the heart of the home, including an amazing gourmet kitchen with new stainless appliances and natural gas cooking, granite counters and trending painted cabinets. A separate breakfast nook offers tranquil views, while the family room, with its tray ceiling and triple sliders, opens to an outdoor haven. The spacious owner’s suite is a sanctuary, complete with walk-in closets, dual granite sinks, a walk-in shower, a deep garden tub and lanai access. Two additional bedrooms share a bath, and a lovely den/office features bay windows. Hurricane protection on all doors and windows installed in 2021 for peace of mind. Low HOA fees cover yard maintenance, irrigation, high-speed internet, streaming cable, a heated community pool/spa, fitness center, basketball, pickleball and playground. Location is everything! Enjoy proximity to beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, waterfront restaurants, tiki bars, Publix and new Foxtail Coffee. Experience the art of living in this extraordinary home with exceptional curb appeal and lush landscaping.

1367 Thornapple Drive, Osprey

$540,000

One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail and I-75, Just Minutes away from Major Shopping Areas, Restaurants, City Parks, and The Popular Legacy Trail (biking/walking trail). When you walk in the front door you are greeted by a Large Living Area with High Ceilings. The Sliding Glass Doors lead you out to a Large 10x26 ft Covered and Screened Lanai with a Fully Fenced Back Yard that looks into a Heavily Wooded Preserve for Privacy. There are Tile Floors throughout the Entire House. The Master Suite has a Large Shower and Separate Garden Tub for Soaking your Cares Away. The Kitchen has Newer Stainless Steel Appliances from 2020 and lots of Counter Space. ROOF (2016). AC (2022). WATER HEATER (2020). NEW PAINT on the Interior. Whole House Water Filtration System installed by Water World in September 2023 The filter doesn’t need to be changed for 10 years! The House was RE-PLUMBED in 2016! The Laundry Room is inside under AC and has it's own Wash Sink. This Home is Perfect for Entertaining Guests. There is NO CDD and a LOW HOA FEE of only $270 PER YEAR. Bay Oaks is a Small, Quiet, Well Maintained Community where homes Rarely come available. It's Truly a Hidden Gem located in the Highly Desirable Osprey Area. Make an appointment to see it Today!

4 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail and I-75, Just Minutes away from Major Shopping Areas, Restaurants, City Parks, and The Popular Legacy Trail (biking/walking trail). When you walk in the front door you are greeted by a Large Living Area with High Ceilings. The Sliding Glass Doors lead you out to a Large 10x26 ft Covered and Screened Lanai with a Fully Fenced Back Yard that looks into a Heavily Wooded Preserve for Privacy. There are Tile Floors throughout the Entire House. The Master Suite has a Large Shower and Separate Garden Tub for Soaking your Cares Away. The Kitchen has Newer Stainless Steel Appliances from 2020 and lots of Counter Space. ROOF (2016). AC (2022). WATER HEATER (2020). NEW PAINT on the Interior. Whole House Water Filtration System installed by Water World in September 2023 The filter doesn’t need to be changed for 10 years! The House was RE-PLUMBED in 2016! The Laundry Room is inside under AC and has it's own Wash Sink. This Home is Perfect for Entertaining Guests. There is NO CDD and a LOW HOA FEE of only $270 PER YEAR. Bay Oaks is a Small, Quiet, Well Maintained Community where homes Rarely come available. It's Truly a Hidden Gem located in the Highly Desirable Osprey Area. Make an appointment to see it Today!

813 Oak Pond Drive, Osprey

$535,000

Stunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gulf await from this beautiful Penthouse residence in Baypoint Vista, Osprey. Located within Hidden Bay, a gated and amenity rich community, this exceptional condo features 2 Bedrooms, 2 Bathrooms plus a versatile Den, an open floor plan, high ceilings, recessed lighting, a spacious kitchen, morning room, IMPACT WINDOWS AND SLIDERS, and a 2 Car Garage. The oversized primary suite is a private retreat with breath taking water views, complete with two walk-in closets, a linen closet, and a spa-like bathroom featuring a jetted soaking tub, walk-in shower, double vanity with makeup counter, and a private water closet. The second bedroom includes its own walk-in closet and en-suite bathroom, providing comfort and privacy for guests. Convenient inside utility room equipped with washer, dryer, and a separate wash basin for added functionality. Hidden Bay is a gated resort style community with a heated resort-style pool with waterfalls and lagoon style pond, hot tub, Clubhouse with library, gourmet kitchen for entertaining, fitness center, tennis and pickleball courts, fishing pier, kayak launch & storage, tiki bar, BBQ grills, Dog park, Scenic boardwalk and nature trails leading to the private pier on the bay, and an active social calendar. HOA fees cover cable, internet, water and sewer. Ideally located between Sarasota and Venice, this prime location is close to Oscar Scherer State Park, award-winning beaches - Venice Beach, Siesta Key and Nokomis, shopping, dining, medical facilities, and airports. Experience upscale waterfront living at its finest!

2 Beds ⋅ 2 Baths ⋅ Baypointe Vista SubDv. ⋅ 34229 Zip Code

Stunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gulf await from this beautiful Penthouse residence in Baypoint Vista, Osprey. Located within Hidden Bay, a gated and amenity rich community, this exceptional condo features 2 Bedrooms, 2 Bathrooms plus a versatile Den, an open floor plan, high ceilings, recessed lighting, a spacious kitchen, morning room, IMPACT WINDOWS AND SLIDERS, and a 2 Car Garage. The oversized primary suite is a private retreat with breath taking water views, complete with two walk-in closets, a linen closet, and a spa-like bathroom featuring a jetted soaking tub, walk-in shower, double vanity with makeup counter, and a private water closet. The second bedroom includes its own walk-in closet and en-suite bathroom, providing comfort and privacy for guests. Convenient inside utility room equipped with washer, dryer, and a separate wash basin for added functionality. Hidden Bay is a gated resort style community with a heated resort-style pool with waterfalls and lagoon style pond, hot tub, Clubhouse with library, gourmet kitchen for entertaining, fitness center, tennis and pickleball courts, fishing pier, kayak launch & storage, tiki bar, BBQ grills, Dog park, Scenic boardwalk and nature trails leading to the private pier on the bay, and an active social calendar. HOA fees cover cable, internet, water and sewer. Ideally located between Sarasota and Venice, this prime location is close to Oscar Scherer State Park, award-winning beaches - Venice Beach, Siesta Key and Nokomis, shopping, dining, medical facilities, and airports. Experience upscale waterfront living at its finest!

242 Hidden Bay Drive Unit 603, Osprey

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