Osprey/Nokomis Homes with Marina Water Frontage

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

$68,500

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Rarely available oversized indoor, 1st level hurricane-protected boat slip at Gulf Harbor Marina in Venice! Measuring an impressive 32Lx9.5Wx11H, this slip accommodates vessels up to 31x8.5x10 offering exceptional space for larger boats that can be difficult to accommodate in traditional dry storage. Located just minutes from the Venice Jetty and Gulf of Mexico with no bridges to navigate, Gulf Harbor provides outstanding convenience and quick access to open water. Enjoy remarkably low HOA fees of just $399 per month, the same fee charged for every slip in the marina, regardless of size, making this oversized slip an exceptional value. A rare opportunity to own secure, protected boat storage with generous dimensions and an ideal Gulf access location. Currently houses a Robalo 245 which is also available for sale.

100 Circuit Road Unit N116, Nokomis

$1,399,000

4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style and peace of mind. Step inside the foyer to a welcoming dining room with an architectural wall opening to the living room featuring a shiplap accent wall and sliding glass doors leading to the covered lanai and pool area. The private primary suite is tucked away on its own and includes direct lanai access, two spacious walk-in closets, a large shower and two separate vanity areas. The kitchen is the heart of the home, with custom cabinetry, new KitchenAid black appliances, a center island, and a breakfast bar. It opens to both the dinette and family room, where an impressive wood-plank tray ceiling, decorative tile accent wall and electric fireplace create a warm and inviting gathering space. Toward the rear of the home are two Jack-and-Jill bedrooms with a shared bath. You’ll also find an office or den with built-ins, along with another full bath offering convenient access to the lanai. The staircase is discreetly tucked toward the back of the home and leads to an oversized bonus room,spacious bedroom, and additional full bath offering convenient- perfect for guests, extended family, a media room or private retreat. Thoughtful finishes continue throughout the home with attractive ceiling fans and light fixtures. Also located on the first floor is a dedicated laundry room tucked away off a hallway convenient to the kitchen. A two car oversized garage completes the first floor. Outdoor living is equally impressive. The lanai offers a large covered entertaining area, outdoor BBQ and easy access to the pool. The exterior features new sod and a circular paver driveway, adding to the home’s curb appeal. Other extra features include foam insulation in the roof, attic area and the exterior walls. Extra insulation added between master and living room and then shared wall for family room and bedroom. Southbay is a golf-cart-friendly community with something for all ages. Residents enjoy an active clubhouse with a fitness center, gathering rooms, two kitchens, ball room, card room, library, pickleball and tennis courts, bocce ball, basketball, kayak launch and storage, and a community pool overlook the marina. One of Southbay’s standout features is its resident-only marina, capable of accommodating a wide range of boat sizes at very reasonable slip rates, with direct access to the Intracoastal Waterway. The popular Casey Key Fish House and Tiki Bar is just an easy boat, golf-cart, or car ride away. Southbay is also conveniently located near restaurants, shopping, major roadways, and the Legacy Trail. Beautiful Gulf beaches are close by with Siesta Key less than 10 miles away and Nokomis Beach less than 5 miles away. Come see everything this special home - and the Southbay lifestyle - has to offer!

1417 Landview Lane, Osprey

$279,000

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Rarely available oversized indoor, covered, hurricane-protected boat slip at Gulf Harbor Marina in Venice! Measuring an impressive 40' L x 19' W x 15' H, this slip accommodates vessels up to 39.5' L x 18' W x 13.5' H, offering exceptional space for larger boats that can be difficult to accommodate in traditional dry storage. Located just minutes from the Venice Jetty and Gulf of Mexico with no bridges to navigate, Gulf Harbor provides outstanding convenience and quick access to open water. Enjoy remarkably low HOA fees of just $399 per month, the same fee charged for every slip in the marina, regardless of size, making this oversized slip an exceptional value. A rare opportunity to own secure, protected boat storage with generous dimensions and an ideal Gulf access location.

100 Circuit Road Unit S62, Nokomis

$49,000

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Rarely available extra wide indoor, covered, hurricane-protected boat slip N-21 at Gulf Harbor Marina in Venice! Measuring 25' L x 17.5' W x 11' H, this slip accommodates vessels up to 24.5' L x 16.5' W x 9.5' H, offering exceptional width for a variety of boats. Located just minutes from the Venice Jetty and Gulf of Mexico with no bridges to navigate, Gulf Harbor provides outstanding convenience and quick access to open water. Enjoy low HOA fees of just $399 per month. A rare opportunity to own secure, protected boat storage in an ideal Gulf-access location.

100 Circuit Road Unit N21, Nokomis

$259,000

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Rarely available oversized indoor, covered, hurricane-protected boat slip at Gulf Harbor Marina in Venice! Measuring an impressive 40' L x 19' W x 15' H, this slip accommodates vessels up to 39.5' L x 18' W x 13.5' H, offering exceptional space for larger boats that can be difficult to accommodate in traditional dry storage. Located just minutes from the Venice Jetty and Gulf of Mexico with no bridges to navigate, Gulf Harbor provides outstanding convenience and quick access to open water. Enjoy remarkably low HOA fees of just $399 per month, the same fee charged for every slip in the marina, regardless of size, making this oversized slip an exceptional value. A rare opportunity to own secure, protected boat storage with generous dimensions and an ideal Gulf-access location.

100 Circuit Road Unit S38, Nokomis

$28,900

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

The industrious Gulf Harbor Marina is a very ideal spot to keep your best vessel high and dry until you are ready to splash in and go! N-60 is 9.8W X 25L X 8H, and can hold a vessel that is 8.8W, 24L and 7H, it is on the bottom rack and is easy for an owner to access their boat for quick maintenance needs and an even quicker drop in to your next water adventure. Gulf Harbor Marina is a perfect spot to keep your vessel in between uses that is next to fabulous water front restaurants, it has beautiful updated facilities, a bait shop with frozen or live bait (squid, shrimp, sardines and chum), fish cleaning tables with connected water, and a shaded gazebo for those to wait for their vessel in the shade. The marina also has a service center with lots of parts, they can order anything you need for your boat and even do repairs and installs, but if you are a do it yourself person, there are work racks where you can work on your own with day time use of electrical hook up. There is an easy phone app called speedy dock where you can schedule your splash times in advance 8:15AM-4pm, and you can have as many drop ins at no charge, just need to request it in the app. On site they carry diesel and Rec 90 fuels. There are multiple 30,000lb lifts to get boats in and out safely and quickly. There are 24/7, 365 security cameras. You will need to have 300k in liability insurance for your vessel with Gulf Harbor Marina as an intercept party. the rooftop of the storage building is open for great air flow. Plenty of parking on site for easy loading and unloading. The marina staff are extremely friendly and eager to help and provide excellent customer service.

100 Circuit Road Unit N60, Nokomis

$229,500

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

First level Boat Rack for Sale – Secure, Convenient Marina Storage Skip the hassle of trailering and enjoy effortless boating with this premium boat rack located in a well-maintained marina. Lower corner level offers the owner convenience for working on their boat with ease. Perfect for boat owners looking for convenience and protection, this rack offers a safe, dry storage solution with quick access to the water whenever you're ready to go. Features: *Fish Station Available *Flush Service Available *Fuel Sales at Discount to Owners/Tenants *Ice, Live shrimp, & Frozen bait available at Fuel Dock *Full-Service Marina *Dry rack storage to protect your vessel from the elements *Accommodates up to 26ft boat *On-site staff for launch and retrieval—just call ahead and go *Secure marina with controlled access *Prime location on the Intracoastal waterway with easy access to open Gulf water Spend less time dealing with logistics and more time enjoying your boat. Whether you're a weekend cruiser or frequent boater, this rack makes ownership simple and stress-free. Opportunities like this don’t last—contact us today for your personal on site appointment!

100 Circuit Road Unit S127, Nokomis

$700,000

3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code

Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.

14041 Bellagio Way Unit 214, Osprey

$1,165,000

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

Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large covered outdoor living space overlooking the large lanai with tv, private tanning area, and room to entertain. A split bedroom design, game room with space for billiards table, and separate dining area, and great room surround the private courtyard layout designed to entertain. Ample storage throughout including an air conditioned, secure 12x7 storeroom. Southbay Yacht and Racquet Club offers a clubhouse, tennis, pickleball, basketball, shuffleboard, playground, and low fee, exclusive dockage for residents in the deep water marina. Frequent community activities provide opportunities for an active social atmosphere from cruises to sports.

1527 Buoy Lane, Osprey

$5,999,999

4 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$879,000

3 Beds ⋅ 3 Baths ⋅ Villas At Osprey Harbor Village SubDv. ⋅ 34229 Zip Code

Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy access to pristine beaches, fine dining, and boutique shopping. Walkable to local restaurants and boat docks, the community is both conveniently located and peacefully serene. Offering 2,199 square feet of thoughtfully designed living space, this residence has been enhanced for comfort and style. Updates include new lighting throughout, featuring four coastal ceiling fans and elegant Caprice chandeliers. The spacious primary suite and two additional bedrooms feature new cordless blinds and window treatments, creating private and tranquil retreats. Bathrooms have been refreshed with new toilets, fresh paint, and an updated vanity in the powder room. The well-appointed kitchen showcases shaker-style cabinetry and enjoys stunning Intracoastal and sunset views. Step onto the private lanai and enjoy seamless indoor-outdoor living with direct access to the pool area. Newly installed retractable screens provide shade and privacy when desired while preserving expansive water views. Outdoor enthusiasts will appreciate the on-site kayak storage and launch area, perfect for exploring the surrounding waterways. Located in southwest Osprey, this exceptional residence offers both a beautiful home and a vibrant waterfront community. Residents enjoy access to a resort-style pool, hot tub, sauna, and open-concept gathering spaces—creating a lifestyle where every day feels like a vacation.

14021 Bellagio Way Unit 309, Osprey

Osprey/Nokomis Homes with Marina Water Frontage

Newest Osprey/Nokomis Homes with Marina Water Frontage