Osprey/Nokomis Homes with Pool Amenities

Osprey/Nokomis Homes with Pool Amenities

Welcome to the charming communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. Known for their picturesque landscapes and serene coastal living, these vibrant areas offer a perfect blend of natural beauty and suburban charm. Osprey, with its lush greenery and proximity to the stunning Gulf of Mexico, is a haven for nature lovers and outdoor enthusiasts. Meanwhile, Nokomis boasts beautiful beaches, delightful dining options, and a rich cultural scene, making it an ideal destination for families and retirees alike.

One of the standout features of homes in this region is the abundance of properties with pool amenities. Imagine stepping into your own private oasis, where you can unwind and soak up the Florida sunshine right in your backyard. These homes often come with beautifully designed pools, perfect for hosting summer barbecues or enjoying a peaceful evening swim under the stars. Many properties also feature spacious outdoor living areas, allowing you to create your own personal retreat.

Whether you're looking for a cozy single-family home or a luxurious estate, the real estate market in Osprey and Nokomis offers a diverse range of options to suit every lifestyle. With a focus on community and convenience, residents enjoy easy access to local parks, shopping centers, and top-rated schools.

If you’re seeking the perfect blend of relaxation and recreation, Osprey and Nokomis are waiting to welcome you home. Dive into the vibrant lifestyle that these charming Florida communities have to offer, complete with your very own poolside paradise!

Newest Osprey/Nokomis Homes with Pool Amenities

717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey

250 Hidden Bay Drive Unit 302, Osprey
$625,000
3 Beds ⋅ 2 Baths ⋅ Edgewater/Hidden Bay Ph 1 Bldg SubDv. ⋅ 34229 Zip Code
LOCATION, LOCATION, LOCATION! Experience waterfront living in this beautifully upgraded luxury condominium, ideally located in a gated, resort-style community nestled between US 41 and Little Sarasota Bay. The residence features 3 bedrooms, a den, and 2 full bathrooms. With no building or walkway directly behind the unit, the property also offers a peaceful sense of privacy. Step inside to an open-concept layout where the kitchen, dining, and living areas flow seamlessly together. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light while creating a beautiful connection to the outdoors. Both the living area and primary suite open to an oversized screened balcony—an exceptional outdoor living space offering panoramic views of the bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets from your own private outdoor retreat. The well-appointed kitchen features an expansive area of granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom features a generous walk-in closet and a convenient pocket door providing access to the second bathroom. A full-size laundry room located inside the unit adds everyday convenience. Designed for easy living, the residence offers elevator access, two parking spaces including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, pest control, and water, providing convenient, low-maintenance ownership. The gated community offers a resort-style setting with a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and additional gathering spaces. The location is hard to beat, conveniently positioned between Sarasota and Venice, with approximately 6.5 miles to Siesta Key and Nokomis Beach, less than one mile to Bay Street Park and Osprey Dog Park, approximately 2 miles to the Legacy Trail Osprey Junction and Casey Key, and approximately 3 miles to Oscar Scherer State Park. An array of restaurants, shopping, marinas, golf, and medical services are also conveniently nearby. Whether you're looking for a full-time residence, vacation home, investment property, or a convenient lock-and-leave lifestyle, this waterfront condominium brings together privacy, exceptional water views, extensive upgrades, resort-style amenities, and a highly desirable location. Come experience the views and discover the possibilities this property offers.

250 Hidden Bay Drive Unit 302, Osprey

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

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

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

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

3603 N Point Road Unit 202, Osprey
$629,400
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Virtually Staged. EXCEPTIONALLY SPACIOUS CORNER CONDO – NEARLY 3,200 SF – NO WAITLIST FOR GOLF MEMBERSHIP! Ideally situated behind the gates of the highly sought-after Oaks Preserve, this elegant and beautifully appointed corner residence offers an impressive combination of space, privacy, and resort-style living. The nearly 3,200 SF open floorplan features 3 en-suite bedrooms and 3 baths, providing exceptional comfort and flexibility. Light and bright throughout, the residence showcases crown molding, engineered hardwood flooring, and an expansive kitchen with granite countertops and stainless-steel appliances. Enjoy the serene, private preserve setting from multiple screened balconies, enhanced by convenient remote-controlled automatic hurricane shutters. Additional features include 2 assigned parking spaces, including 1 under-building space, plus climate-controlled storage. A rare opportunity to enjoy substantial living space, privacy, and the exceptional lifestyle of The Oaks! This NEWEST Tower (built in 2007) in the Meridian Condo Complex features Hurricane Impact Windows and Doors and is conveniently located next door to the condo residents’ private Amenity Center featuring Heated Pool & Spa, Fitness Room and outdoor grill in addition to The Oaks Club’s main campus of amenities. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. 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. **A MUST SEE**

3603 N Point Road Unit 202, Osprey

2107 Tocobaga Lane, Nokomis
$649,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to 2107 Tocobaga Lane, a beautiful 3-bedroom, 2.5-bath residence nestled in Woodland Trails, a private, low-maintenance enclave within the highly sought-after Calusa Lakes community. Calusa Lakes is renowned for its elegant golf course setting, lush natural surroundings, and desirable location, creating a peaceful atmosphere that feels like a private retreat while remaining conveniently close to everything Sarasota and Venice have to offer. For golf enthusiasts and those who simply appreciate scenic open views, the golf course setting adds an exceptional dimension to everyday living. Inside, the thoughtfully designed floor plan offers spacious and versatile living areas, tall vaulted ceilings, abundant natural light, and granite countertops. A flexible bonus room currently used as a home office provides valuable additional living space and can be adapted to suit your needs, including use as a potential 4th bedroom with a built in closet. Step outside to your private pool set against a backdrop of mature foliage and the 14th fairway of Mission Valley Country Club, this home offers an inviting combination of privacy, comfort, and the quintessential Florida lifestyle—with a private pool and spa and picturesque golf course views. . Whether enjoying a quiet morning coffee, cooling off in the pool, or entertaining friends and family, the outdoor setting provides a wonderful backdrop for relaxed Florida living. Additional highlights include an attached exterior storage closet for added convenience, an oversized garage and a 2019 roof, offering years of useful service ahead. Located in Woodland Trails within the coveted Calusa Lakes community, this residence delivers the lifestyle buyers seek—beautiful golf course surroundings, private pool living, a low-maintenance enclave, and an exceptional Gulf Coast location. Known for its manicured landscapes, championship golf course (membership optional), low HOA fees, Pickleball, Tennis courts, and convenient proximity to both Venice and Sarasota. Just 12 minutes from the pristine sands of Nokomis Beach and close to additional coastal destinations including Venice Beach, Manasota Key, and world-class Siesta Key. Downtown Venice—offering boutique shopping, dining, and entertainment—is within 15 minutes. Highly ranked schools and recreational activities are nearby. The home is within 3 miles of the new Sarasota Memorial Hospital–Venice, widely recognized as best-in-class with continued high ratings, including a 5-star patient experience from Forbes and accolades from Newsweek and the American Heart Association. Enjoy easy access to beaches, the famous Legacy Trail, dining, shopping, boating, Sarasota, Venice, and the many attractions that make this area such a desirable place to call home. Come experience 2107 Tocobaga Lane and discover why life in Calusa Lakes is truly something special.

2107 Tocobaga Lane, Nokomis

6128 Talon Preserve Drive, Nokomis
$759,000
3 Beds ⋅ 3 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
**Welcome to 6128 Talon Preserve Drive — where modern Florida living meets the lifestyle you’ve been waiting for.** Built in 2023 and ideally situated in the sought-after Talon Preserve community of Nokomis, this beautifully maintained **3-bedroom, 2.5-bath home offers 2,117 square feet of thoughtfully designed living space** on a generous 7,333-square-foot lot. From the moment you arrive, you’ll appreciate the appeal of newer construction combined with the comfort of a home that is ready to enjoy. The open, inviting layout provides the perfect setting for everyday living, entertaining friends and family, or simply relaxing and enjoying the Florida lifestyle. The home’s quiet preserve adds an extra dimension to the property, creating a peaceful backdrop to your daily life. Imagine beginning your morning with coffee overlooking the natural preserve unwinding at the end of the day as the surroundings remind you why you chose Florida. Inside, the spacious floor plan offers three bedrooms, two full baths and a convenient half bath, providing both comfortable private spaces and room to gather. With its 2023 construction, the home offers the advantages of a newer property without the wait and uncertainty that can come with building from the ground up. And then there is Talon Preserve. Located in the heart of Nokomis, this community offers the opportunity to enjoy everything that makes the Sarasota-area lifestyle so desirable while remaining close to beautiful beaches, dining, shopping, recreation and the area's many attractions. **If you've been waiting for a home that combines newer construction, space, preserve views and the Florida lifestyle in one exceptional setting, this is the opportunity you've been looking for.** Come see 6128 Talon Preserve Drive and discover why you may want to call it home.

6128 Talon Preserve Drive, Nokomis

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

Start Your Search