Osprey/Nokomis Homes with Playground Community Features

Osprey/Nokomis Homes with Playground Community Features

Welcome to the charming coastal enclave of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. This picturesque region offers a delightful blend of serene living and vibrant community life, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise.

Osprey, known for its beautiful parks and stunning waterfront views, is a haven for outdoor enthusiasts. Residents can enjoy activities like kayaking, fishing, and biking along scenic trails, while nearby Nokomis boasts pristine beaches and a relaxed, laid-back atmosphere. The local dining scene features a variety of delightful eateries, from casual beachside cafes to fine dining establishments, ensuring that there’s something for every palate.

One of the standout features of homes in this area is the abundance of family-friendly communities, many of which include playgrounds and recreational facilities. These vibrant neighborhoods foster a sense of togetherness, providing safe spaces for children to play and for families to connect. Imagine your little ones laughing and playing in the sun, while you enjoy quality time with neighbors at community events or around the barbecue.

With its ideal location, Osprey and Nokomis offer easy access to the cultural richness of Sarasota, including art galleries, theaters, and shopping. Whether you're looking for a cozy single-family home or a spacious property with modern amenities, you’ll find a diverse selection of real estate options that cater to your lifestyle.

Come explore the magic of Osprey and Nokomis, where community spirit thrives, and the beauty of Florida living awaits you!

Newest Osprey/Nokomis Homes with Playground Community Features

854 Macewen Drive, Osprey
$3,670,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. Virtually Staged. Privacy, golf course views, and exceptional indoor-outdoor living come together in this updated estate on a private cul-de-sac in The Oaks. Light-filled interiors, soaring ceilings, and thoughtfully selected improvements create an inviting atmosphere, with spacious living areas that flow from the chef’s kitchen to the expansive lanai. Outside, enjoy the heated pool and spa, outdoor kitchen, and picturesque golf course views, creating the perfect setting for entertaining or unwinding at home. The first-floor primary suite offers a private retreat with high ceilings, multiple closets, and a versatile sitting area ideal for a home office, fitness space, or quiet escape. Upstairs, a separate guest wing provides added privacy, with a loft, theater room, and screened terrace offering plenty of room to relax and entertain. A split four-car garage, custom finishes, and generous living spaces complete this impressive property. The Oaks is one of Sarasota’s premier country club communities, offering 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining. Beautiful Gulf Coast beaches, shopping, dining, and top-rated schools are all just a short drive away. Explore every detail with the 3D virtual tour and schedule your private showing to experience this exceptional home in person.

854 Macewen Drive, Osprey
102 Windward Drive, Osprey
$1,047,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

102 Windward Drive, Osprey
649 Crane Prairie Way, Osprey
$639,000
3 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
This exquisite three-bedroom, three-bathroom, PLUS office/den residence by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. This rarely available, waterfront, Savannah model features a sizable great room and intricate tray ceilings, showcasing clean lines, crown molding, and plantation shutters. The gourmet kitchen is a chef's dream with natural gas range, solid wood cabinetry, granite countertops with a coordinating backsplash, and stainless-steel appliances. The breakfast bar and casual dinette offer picturesque water views through a large aquarium window. The desirable split plan affords privacy for family and guests, with an expansive primary bedroom providing a spacious sitting area opening to the lanai, dual walk-in closets, and en-suite bath complete with dual sinks, garden tub, walk-in shower, and water closet. Sliding glass doors lead from the great room to the screen enclosed, covered lanai, with ample space to grill, entertain, and dine. Experience peace of mind as this home has motorized storm shutters, and a 22 KW Generac generator that comes with a transferable warranty until 2028. HVAC 2020 with a 10-year warranty and whole house water softener with reverse osmosis. Low HOA fees include high speed internet, Direct TV streaming, yard maintenance, irrigation, and access to the community amenities inclusive of the heated pool and spa, fitness center, pickleball, basketball, and playground. Conveniently near beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, a variety of waterfront restaurants, and shopping.

649 Crane Prairie Way, Osprey
366 S Creek Court, Osprey
$1,049,000
4 Beds ⋅ 3 Baths ⋅ South Creek SubDv. ⋅ 34229 Zip Code
Welcome to 366 South Creek Court, located in the highly sought-after gated waterfront community of South Creek in Osprey, Florida. Nearly completely renovated, this beautiful 4-bedroom, 3-bathroom home offers 2,775 square feet of thoughtfully designed living space, combining elegant finishes, comfortable living spaces, and exceptional indoor-outdoor living. The open and bright floor plan features separate living and dining areas, a spacious family room, and a charming dinette overlooking the lanai and backyard. Luxury details throughout include tray ceilings, crown molding, rounded wall edges, plantation shutters, 8-foot doors, arched doorways, and engineered hardwood flooring. Fresh interior paint and expansive windows and doors fill the home with natural light. At the heart of the home is the beautifully renovated kitchen, featuring 42-inch shaker-style soft-close cabinetry with crown molding, deep drawers, stainless steel appliances, induction cooking, a hood vent, dual-bowl sink, and quality hardware. Vibrant quartz countertops and an oversized island with seating create an inviting space for everyday living and entertaining. The front living area provides a welcoming setting for conversation or relaxing with a book beside the electric fireplace with solid wood mantel. Adjacent to the living space is a dedicated dining area with a wet bar and wine chiller, ideal for entertaining family and guests. The spacious primary suite offers abundant natural light and direct access to the screened lanai. The ensuite features dual vanities, a dedicated makeup counter and seat, generous counter space, dual walk-in closets, and a brand-new oversized custom walk-in shower. Three additional guest bedrooms offer excellent closet space and natural light. The first guest bath combines a large walk-in shower with a conveniently located laundry area featuring a stackable washer and dryer. The second guest bath offers a dual vanity, tub/shower combination, and adjacent linen closet. Outdoor living takes center stage with a covered and screened paver lanai featuring a heated pool and spa. The lush, mature landscaping and areca palm-lined backyard provide a private and tranquil setting. An additional exterior patio has been designed to accommodate a 72-inch outdoor kitchen, creating an ideal space for entertaining. The home welcomes guests with a paver driveway and sidewalk leading to a charming country-style front porch. The oversized two-car extended garage features ceiling storage racks, a side-entry door, and a hurricane-rated garage door. Additional exterior improvements include fresh paint, new lighting, security cameras, beautiful landscaping, an irrigation system, and hurricane storm panels for every opening. South Creek offers a low HOA fee and an exceptional collection of amenities, including a kayak launch, tennis and pickleball courts, basketball court, and community boat and fishing dock on the South Creek saltwater canal. Ideally located near Casey Key, Nokomis and Siesta Key beaches, Pine View School, shopping, restaurants, a dog park, and the Legacy Trail. Located in an X flood zone, flood insurance is optional. This beautifully renovated South Creek home offers the perfect combination of style, privacy, amenities, and coastal Florida living.

366 S Creek Court, Osprey
14544 Eagle Branch Drive, Nokomis
$775,000
3 Beds ⋅ 2 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Resort style living at Talon Preserve, a very highly desirable community by DiVosta in Palmer Ranch that has it all. This immaculate 3 bedroom, 2 bathroom Mystique model, built within the private guard/gated community and within walking distance to the Clubhouse provides the ideal single family home. The designed upscale finishes include 8ft interior doors throughout, recently installed NEW Hurricane Impact windows with Zero-corner sliding doors bringing indoor/outdoor living to the extended patio overlooking the conservation of peace and tranquility. High tray ceiling to the great room and built-ins to the laundry room furnishes additional upgrades. Ample storage is offered within the modern white cabinetry with gold furnishings and white quartz countertops to the Kitchen with a newly installed backsplash along with a 5 burner gas cooktop and impressive center island. The spacious split floor plan delivers comfort and privacy to the bedroom's. A major saving is the additional High Tech SOLAR PANEL System providing reduced monthly power bills for years to come. The state of the art Clubhouse and Fitness Center provides a large community room for events, catering kitchen, social lounge, outdoor lounge, training and fitness studios, pool and heated Spa along with a full-service Restaurant Bar & Grill for entertaining. Ready to move-in.

14544 Eagle Branch Drive, Nokomis
401 N Point Road Unit 703, Osprey
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy spectacular Gulf sunsets from this Move-In Ready, Fully Renovated 7th-floor condominium residence featuring 3-Bedrooms, 3-Full-Baths and over 2,200 square feet of beautifully designed living space with an open floor plan ideal for both everyday living and entertaining. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, Sub-Zero refrigeration, a wine refrigerator, and an Invisacook® invisible induction cooktop, creating a sleek and highly functional culinary space. The spacious private balcony offers tranquil preserve views and abundant opportunities for wildlife watching. Additional highlights include two assigned parking spaces and an exceptional combination of expansive views, privacy, modern finishes, and coastal living. A new HVAC system adds to the convenience and peace of mind. A must-see property! Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. Meridian Tower #3 also features a new roof (2025). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

401 N Point Road Unit 703, Osprey
275 Lookout Point Drive, Osprey
$4,590,000
5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey
5695 Archipelago Street, Nokomis
$324,900
3 Beds ⋅ 3 Baths ⋅ Palmero SubDv. ⋅ 34275 Zip Code
Don't miss this exceptional opportunity to own an immaculate 3 bedroom, 2.5 bath townhome on a sought-after waterfront lot with a southern exposure that ensures abundant natural light throughout the day. This newly built townhome has been freshly painted and features new carpet, making it truly move-in ready. The kitchen stands out with its light gray shaker-style cabinets, stainless steel appliances, quartz countertops, a large center island, and a spacious walk-in pantry. It flows seamlessly into the living and dining area, making it perfect for entertaining. Additional storage is conveniently located under the stairs. All bedrooms are thoughtfully positioned upstairs, including a primary suite that provides stunning views of the serene pond. With a walk-in closet and an en-suite bath, this space is designed for comfort and convenience. An attached one-car garage adds extra storage and accessibility. Step outside onto the rear patio to enjoy sunshine and peaceful water views, or take full advantage of Palmero's outstanding resort-style amenities just a short walk away. Palmero is a gated community with low HOA fees and no CDD fees. Residents enjoy a community pool and spa, splash pad, fire pit, volleyball and basketball courts, playground, and dog park. The community location provides easy access to the pristine Suncoast beaches, Sarasota, downtown Venice Island, and I-75. Palmero is the ideal choice for those seeking a vibrant, amenity-rich Florida lifestyle while remaining close to all that the area has to offer. Whether you're searching for a full-time residence or a seasonal Florida retreat, this move-in-ready townhome represents the perfect fusion of location, convenience, and coastal living. Call us today for your private showing.

5695 Archipelago Street, Nokomis
313 Palestro Street, Nokomis
$380,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Mrs. Clean lives here. Immaculately maintained...like new... just two years old, this home shows the care of an owner who takes pride in every detail. Quartz countertops, upgraded lighting, ceiling fans, and wood-look slate blinds add style throughout. Luxury vinyl flooring finishes two bedrooms, while tile runs through the remaining living areas and den. The primary bedroom also features insulated cellular shades.~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Outside, mature landscaping and fresh St. Augustine sod give the home a welcoming look. The backyard is fully fenced for dogs, but can be removed. Under-soffit lighting adds an evening glow, and the lanai has its own ceiling fan. The home also includes A Full House Water Softener, Water Purification System, an additional 3rd outdoor spigot, and conveniently placed exterior outlets for holiday and landscape lighting.~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Even the garage has been thoughtfully finished, with a utility sink, upper cabinet, Polyurethane-Coated Floor, overhead storage, and added shelving. Additional shelving in the closets and pantry, plus an outlet in the air-handler room for charging a vacuum, make everyday organization easier. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Toscana Isles adds a resort-style setting to all those thoughtful upgrades. This gated neighborhood offers a clubhouse, an infinity-edge pool, fitness center, tennis and pickleball courts, bocce, a dog park, and a kayak launch. Whether you’d rather spend an afternoon on the water or relax by the pool, there’s plenty to enjoy close to home.

313 Palestro Street, Nokomis
135 Pescador Place, North Venice
$535,000
3 Beds ⋅ 3 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Assumable Mortgage at 2.25 percent rate. Beautiful, 3-bedroom, 2.5-bath home with a 3-car garage in the desirable gated community of Toscana! This 2,344 sq. ft. Abbey floor plan offers a spacious, open-concept layout designed for comfortable family living and effortless entertaining. The home features a durable tile roof, brick-paver driveway, and covered, screened-in lanai—perfect for enjoying Florida’s beautiful weather. Inside, you'll find crown molding, tile, newer hot water heater, newer disposal, storage cabinets in garage, poxy garage floor, hurricanes shutters, stainless-steel appliances, and granite kitchen countertops. The spacious primary suite includes a large walk-in closet, providing plenty of storage. Toscana offers a resort-style lifestyle with lawn maintenance included and an impressive array of amenities. Residents enjoy a heated community pool, club room, and fitness center, all located within the approximately 8,000 sq. ft. clubhouse. For those who love an active outdoor lifestyle, the community offers access to a 60-acre lake, with opportunities for fishing, kayaking, and canoeing. Conveniently located near Venice Island, you'll be just minutes from beautiful beaches, fantastic restaurants, and shopping. Come experience the Florida lifestyle you've been looking for! Guard at the gate. .

135 Pescador Place, North Venice
112 Ventosa Place, Nokomis
$450,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Virtually Staged. Welcome to 112 Ventosa Place, a beautifully maintained Pembroke model featuring impact windows installed in 2018, located in the gated, resort-style community of Toscana Isles. This single-story home offers 3 bedrooms, 2 baths and approximately 1,804 square feet with an open, light-filled layout designed for comfortable everyday living and entertaining. Inside, high ceilings, crown molding and tile flooring complement the spacious open-concept design. The kitchen flows seamlessly into the dining and great room areas, creating an inviting central gathering space with plenty of room to cook, entertain or simply unwind. Sliding glass doors extend the living space to the screened and covered lanai, offering a peaceful spot for morning coffee, outdoor dining or relaxing at the end of the day. The primary suite features generous walk-in closets and an en-suite bath, while two additional bedrooms and a second full bath provide flexibility for guests, a home office or hobbies. A tile roof, interior laundry room and two-car garage complete the home. Beyond the front door, Toscana Isles offers a true resort-style lifestyle centered around more than 200 acres of lakes and an impressive Tuscan-inspired amenity center. Residents enjoy an approximately 8,000-square-foot clubhouse overlooking the water, infinity-edge heated pool, fitness center, clubroom, tennis, pickleball, bocce, dog park and scenic walking areas. Kayaking, canoeing, paddleboarding and fishing offer even more ways to enjoy the community's interconnected lakes. All of this is just minutes from Nokomis Beach, Venice Island, the Legacy Trail, Sarasota Memorial Hospital Venice, shopping, dining and I-75—bringing together the Florida lifestyle, resort-style amenities and everyday convenience Toscana Isles is known for.

112 Ventosa Place, Nokomis
229 Teramo Way, Nokomis
$380,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Modern Luxury Meets Resort Living in Toscano Isles. Experience the pinnacle of maintenance-free, resort-style living in this pristine, move-in-ready home located in the highly sought-after, gated community of Toscano Isles. Built in 2023, this immaculate 3-bedroom, 2-bathroom residence offers a sophisticated open-concept floor plan designed for both comfortable daily living and effortless entertaining. Modern Design with ceramic tile throughout the living areas creates a bright and airy atmosphere. Gourmet Kitchen is the heart of the home featuring high-end quartz countertops, premium stainless steel appliances, and a spacious eat-in island perfect for gathering. Freshly painted inside, tailor made blinds and master has electric blinds. Step out through sliding doors onto your private, screened lanai, where you can relax while taking in tranquil, scenic views of the pond—an ideal setting for your morning coffee or evening sunsets. Toscano Isles offers an unparalleled lifestyle with an extensive list of community features: Stunning infinity pool overlooking an expansive lake, clubhouse and fitness center, Active recreational facilities including tennis, pickleball, bocce ball, playground, dog park, and scenic walking paths. Ideally situated for convenience, this home provides quick access to I-75, placing you just minutes away from pristine beaches, premier shopping, and a variety of local restaurants. Home is available furnished to easily transition into your move. Don't miss the opportunity to own this nearly new gem in one of the area's most desirable communities. Schedule your private tour today.

229 Teramo Way, Nokomis
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