Osprey/Nokomis Real Estate

Osprey/Nokomis Real Estate

Welcome to Osprey and Nokomis, two charming towns nestled in the heart of Sarasota County, Florida. Known for their stunning natural beauty and vibrant community, these areas offer a unique blend of coastal living, rich history, and a laid-back lifestyle that attracts residents and visitors alike.

Osprey, with its picturesque waterfront views and lush landscapes, is a haven for outdoor enthusiasts. The town is home to the historic Spanish Point, a beautiful nature preserve that showcases the region's rich Native American heritage and offers scenic trails along the bay. Residents can enjoy a variety of recreational activities, from kayaking and fishing to biking and hiking, all while soaking in the stunning Florida sunshine.

Just a stone's throw away, Nokomis boasts its own unique charm. This quaint beach town features pristine sandy shores and is known for its relaxed atmosphere. Nokomis Beach is a local favorite, perfect for sunbathing, swimming, or enjoying a sunset stroll along the shoreline. The nearby Casey Key offers a taste of old Florida, with its charming cottages and lush landscapes, making it an idyllic spot for those seeking tranquility.

Both Osprey and Nokomis provide easy access to the vibrant cultural scene of Sarasota, with its art galleries, theaters, and fine dining options. Whether you’re looking for a cozy single-family home, a waterfront condo, or a vacation getaway, these towns offer a variety of real estate options to suit every lifestyle. Experience the perfect blend of relaxation and recreation in Osprey and Nokomis, where your dream home awaits!

Newest Listings in Osprey/Nokomis

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
1501 Sweetland Street, Nokomis
$1,599,000
3 Beds ⋅ 4 Baths ⋅ Duke Sub SubDv. ⋅ 34275 Zip Code
Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

1501 Sweetland Street, Nokomis
1101 Kings Way Drive, Nokomis
$925,000
4 Beds ⋅ 4 Baths ⋅ Laurel Landings Estates SubDv. ⋅ 34275 Zip Code
Welcome to your ultimate Florida oasis with access to the Intracoastal Waterway! This exquisite 4-bedroom, 3.5-bath home was thoughtfully renovated in 2022 with a focus on comfort, style, and modern living. A metal roof installed in 2024 provides added peace of mind. Inside, enjoy the contemporary elegance of luxury vinyl flooring, modern tile accents, and high-end ceiling fans throughout. The beautifully appointed kitchen features soft-close cabinetry, a custom quartzite countertop and island, and a custom walk-in pantry, creating a stylish and functional space for everyday living and entertaining. The kitchen also features quality appliances, including a washer and dryer, while two water heaters and two AC units provide year-round comfort. The spacious primary suite offers a private retreat with an ensuite bathroom featuring dual vanities, a walk-in shower, and an oversized soaking tub. The home's exceptional indoor-outdoor design makes Florida living effortless, with sliding glass doors from the living room, kitchen, family room, primary bedroom, and fourth bedroom opening directly to the screened pool area. Pool equipment was upgraded in 2024, while lush landscaping and a custom fire pit create the perfect setting for relaxing evenings overlooking the water. The three-car garage offers epoxy flooring and custom storage solutions, along with a refrigerator and standalone freezer, included in the sale as-is. Ideally located near schools, shopping, Sarasota Memorial Hospital, and just 3.3 miles from Nokomis Beach, this home offers the perfect blend of convenience and coastal living. Residents also enjoy gated private community boat storage and dock access to the Intracoastal Waterway, along with a gated community RV and boat storage lot for vacation and work vehicles. Beautifully renovated, thoughtfully designed, and ideally situated to enjoy everything the Florida lifestyle has to offer, this exceptional Nokomis home is ready to welcome its next owner.

1101 Kings Way Drive, Nokomis
206 Brigantine Way Unit 206, Nokomis
$254,900
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Welcome Home to your beautifully updated 2 bedroom villa in the highly coveted Fairwinds Village. With a waterfront Clubhouse within an active and welcoming 55+ community boasting with first class amenities. Imagine... living in a maintenance free, pet friendly home close to Nokomis and Venice Beaches, restaurants, shopping, entertainment and so much more. This villa is located within a quiet cul de sac just steps from the Clubhouse, a waterfront park and all the amenities Fairwinds have to offer. Check out the new kitchen boasting new stainless steel appliances, white shaker style cabinets, quartz counters, and pantry. New light plank style luxury vinyl flooring and newly painted walls throughout the home creates a continuous open and coastal feel including a bright and airy 4-season glass room for entertaining or simply relaxing. A spacious Owners Suite with “3” closets and a nicely appointed spa inspired bath with large quartz topped vanity and a marble inspired tile surrounding the tub-shower combination. The guest room is peaceful and welcoming to your guests with a bright and comfortable bath nearby hosting a glass enclosed shower with marble inspired tile. The private laundry just steps outside the kitchen makes handling this task with ease. Covered parking with a separate entry into the kitchen brings ease to shopping days. FairWinds Village is a community situated directly on a canal that leads to Lyons Bay and the Intercoastal. A first class Active Community Clubhouse includes a full service kitchen for community events, private rentals and is next to the shuffleboard and bocce ball courts. Best of all, you are near the local marina that offers boat rentals and waterfront dining. The docks can be sub-leased or may be available from the Association directly on a first come - first served basis. The community also offers kayak/canoe racks and a launching area, next to the waterfront park and picnic areas. There is plenty of guest parking and many organized activities and community events. Don’t let this opportunity pass you by. This community is highly sought after and rarely available. Today is the day…

206 Brigantine Way Unit 206, Nokomis
155 Sea Anchor Drive, Osprey
$895,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
PROFESSIONAL PHOTOS COMING SOON! Prime location in Southbay Yacht & Racquet Club! Located just blocks from the deep-water marina and clubhouse, this beautifully updated 2,680 sq ft home perfectly balances coastal elegance with peace of mind. A brand-new circular paver driveway (2026) welcomes you to an open interior where a light, airy rhythm flows effortlessly through pocket doors and impact-resistant glass. The familyroom serves as a breathtaking architectural centerpiece, showcasing high vaulted ceilings with exposed beams that echo the lines of a classic vessel, anchored by a custom focal wall crafted from local Gulf Coast quartz and fossilized marine life. The split floorplan features a generous primary suite with dual walk-in closets, an en-suite guest room, and a third bedroom with direct pool-deck access. Outdoors, an expansive screened lanai features a covered dining area summer kitchen sink, hot tub, and an inground pool overlooking community grounds and walking paths. PREMIUM UPDATES & MECHANICS INCLUDE: *ROOFING: CONCRETE TILE MAIN ROOF (2014) PLUS NEW FLAT ROOF, FLASHING & FASIA (2025) *WINDOWS & EXTERIOR: 11 CUSTOM IMPACT WINDOWS (2024), NEW SCREEN ENCLOSURE (2025) AND FRESH PAINT. *SYSTEMS: REPLACED PLUMBING LINES IN LANAI, LAUNDRY ROOM AND BATHROOMS, UPDATED 200-AMP ELECTRICAL, HVAC (2021) AND UPGRADED POOL PUMP. *INTERIOR FLOORING: SEAMLESS LUXURY VINYL PLANK (LPV) WITH CLASSIC TILE IN THE PRIMARY BATH *APPLIANCES: REFRIGERATOR & MICROWAVE (2026), DISHWASHER & GARBAGE DISPOSAL (2024), WASHER (2023) *DOCUMENTATION: VALID WIND MITIGATION & NEWLY COMPLETED 4-POINT INSPECTION READY FOR REVIEW. Enjoy a vibrant golf-cart community lifestyle with low-fee marina slips, tennis, pickleball, and top-tier amenities - including a heated community pool just minutes from Pine View School, grocery plazas, and Gulf beaches!

155 Sea Anchor Drive, Osprey
1104 Mallard Marsh Drive, Osprey
$799,000
3 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone.

1104 Mallard Marsh Drive, Osprey
105 Shady Edge Loop, Nokomis
$522,220
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Nov 2026! Convert the flex room off the foyer into a home office or formal dining space. The second-floor laundry room provides convenient access and plenty of extra storage space. Enjoy relaxing in the upstairs loft and entertaining on the extended lanai. New energy-efficient move-in ready homes in Nokomis, FL include a washer, dryer, fridge, and whole home blinds, plus they can be closing-ready in 60 days or less–guaranteed. (You'll be reimbursed up to $5,000 in expenses related to delays we cause.) Have it all: Relax in your private primary suite, enjoy the covered back patio, and experience resort-style amenities, all with easy access to Venice and Sarasota. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

105 Shady Edge Loop, Nokomis
385 North Point Road Unit 701, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey
107 Sunset Drive, Nokomis
$3,875,000
3 Beds ⋅ 5 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
"Selling Sunset Dr” FURNISHED AND TURNKEY. Positioned 15 feet above sea level and built to 2019 hurricane standards with solid block construction and a clay tile roof, this coastal Mediterranean estate on Dona Bay offers a rare combination of newer construction, direct no-fixed-bridge access to the Gulf via Venice Jetty (5 minutes to the jetty), and a garage built for serious car collectors and RV enthusiasts. The 6-car garage with 50-amp RV hookup and parking for 10 vehicles, make this home one of the few on the market at this scale. Inside, three ensuite bedrooms and a private office are finished with solid custom cabinetry with granite and Cambria quartz counters, and engineered hardwood floors. You will appreciate the newly remodeled culinarian inspired kitchen with upmarket appliances, central vac, and whole-house sound system. A Generac 22kW generator and an elevator shaft prepped for future installation add further peace of mind and flexibility. Step outside to a raised infinity-edge pool and spa, two outdoor kitchens, three fire pits, a golf putting green, a tool shed and an extended entertainment lanai with an upper sun deck, frame exquisite water views. A private 100-ft dock with a 16,000 lb lift that includes approval for a second lift.

107 Sunset Drive, Nokomis
1144 Hoover Street, Nokomis
$575,000
3 Beds ⋅ 3 Baths ⋅ Laurel Woodlands SubDv. ⋅ 34275 Zip Code
Coffee on the lanai, a morning bike ride, and a swim before dinner—the best parts of the day can happen close to home. On a spacious corner lot at the end of a cul-de-sac, this Laurel Woodlands home pairs airy gathering spaces with a private pool and a fenced yard that extends outdoor living beyond the screen. Start breakfast in the nook or pull up to the kitchen bar, where white cabinetry, stainless steel appliances, and a connection to the adjoining living area keep conversation flowing. Soaring ceilings and views toward the pool lend a sense of openness, while the separate dining space invites you to linger over dinner with friends. A second sitting area gives you a place to read or catch up away from the television. Three bedrooms, a den, and two-and-a-half baths offer flexibility for guests, working from home, or a favorite hobby. The primary suite opens to the lanai, making a quiet moment beside the water an easy beginning or ending to your day. Outside, move between sunshine and the shade of the covered lanai. Roll out a yoga mat, take a swim, or bring dinner outdoors. Solar and electric pool-heating options add flexibility through the seasons, and the fenced yard offers room to play beyond the pool enclosure. An evening stroll along neighborhood sidewalks adds another way to unwind. With approximately 110 homes, mature oaks and palms, and low HOA fees, Laurel Woodlands offers an established setting with everyday conveniences within reach. Spend a beach day at Nokomis Beach, ride The Legacy Trail from Laurel Park, or head to downtown Venice for independent shops, cafés, restaurants, and the Saturday farmers market. Oscar Scherer State Park adds hiking and kayaking on South Creek, while access to I-75 and Sarasota Memorial Hospital–Venice brings practical convenience. Come home with sandy shoes or fresh market finds—and a poolside evening still ahead.

1144 Hoover Street, Nokomis
1225 Oak Tree Lane, Nokomis
$795,000
3 Beds ⋅ 3 Baths ⋅ Curry Acres SubDv. ⋅ 34275 Zip Code
Virtually Staged. Rare Acreage in Nokomis! 2,873 sq ft Pool Home on One Acre! Welcome to your private Florida paradise! Situated in Curry Acres on a rare sprawling 1 acre lot with no CDD fee and flood insurance not required! This expansive 3 bedroom 2.5 bath pool home offers an impressive 2,873 square feet of light-filled living apace. The highly functional open floor plan features large living areas perfect for both daily living and effortless entertaining. Slide open the pocket sliding doors to your private screened lanai where your sparkling pool awaits. Accessable from the lanai, the large seperate recreation/media room also doubles as a private guest room perfect for visiting family and friends. Beyond the pool enclosure, the park-like backyard is a true gardeners dream with 6 raised bed planter boxes for your farm-to-table vegetables, herbs, or flowers. There are also multiple fruit trees including avocados, mangoes and bananas for seasonal harvest as well as a qualty built shed for storing all your gardening supplies. Then enjoy cool evenings relaxing at the built-in firepit with your favorite beverage. With a full acre of freedom, there is ample space to store your boat, trailer, or RV. Nestled in a prime Nokomis location , you are just minutes to pristine Gulf beaches, the Legacy Trail, downtown Venice and the top-rated Laurel-Nokomis school. The nearby under-constuction Venice Crossings shopping center on Laurel Rd will include a Walmart, Home Depot and a variety of dining options including Texas Roadhouse, Chik-fil-A, Whataburger and Chipotle among others, all while enjoying your home's private oasis. Schedule your private showing today!

1225 Oak Tree Lane, Nokomis
1575 Lugano Circle, Nokomis
$979,999
4 Beds ⋅ 4 Baths ⋅ Cassata Lakes SubDv. ⋅ 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome home to the Juniper. A sprawling 2-story dream, the Juniper features an open-concept floorplan with 4 bedrooms, 3.5 bathrooms, a den, loft, and a 3-car garage. Head through the covered entry into the first floor of this grand home. A den and powder room sit on one side, and a laundry room is on the other. A spacious open floorplan gives you the best of both worlds with a formal and informal dining space that looks directly into the great room. Just waiting for a cozy couch for lazy Saturday mornings or Monday night football, you’ll love how the great room looks out to the covered lanai. The kitchen is truly a chef’s dream with a large center island containing a double basin sink for plenty of food preparation space. The owner’s suite sits on the main floor, sharing no walls with other bedrooms for maximum privacy and relaxation. Enjoy a tranquil owner’s bath with a large, connected walk-in closet for all your belongings, and unwind from the day with a large, enclosed shower and tub. Step directly outside the mud room into the large 3-car garage to make school mornings even easier. After your grand tour of the main floor, head to the second story, which features a loft open to the floor below, creating high ceilings and a grand appearance. Three bedrooms wait upstairs, each with a walk-in closet of its own, and 1 bedroom houses its own bathroom.

1575 Lugano Circle, Nokomis
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