Osprey/Nokomis Homes with Boatable Water Water Frontage

Osprey/Nokomis Homes with Boatable Water Water Frontage

Welcome to the enchanting coastal communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These picturesque towns offer a unique blend of serene living and vibrant waterfront lifestyles, making them ideal for those seeking a slice of paradise.

Osprey, with its lush landscapes and charming neighborhoods, is known for its rich history and close-knit community feel. Just a stone’s throw away, Nokomis boasts beautiful beaches, tranquil waters, and a laid-back atmosphere that attracts both families and retirees alike. Together, these towns provide a perfect backdrop for outdoor enthusiasts, with ample opportunities for boating, fishing, and exploring the stunning nearby nature preserves.

One of the most appealing features of living in Osprey and Nokomis is the availability of homes with boatable water frontage. Imagine stepping out of your back door onto your private dock, ready to embark on a day of adventure on the sparkling Gulf of Mexico. Whether you enjoy a leisurely cruise, fishing with friends, or simply soaking up the sun, having direct access to the water enhances your lifestyle in ways that are simply unmatched.

The real estate market here offers a diverse range of waterfront properties, from charming bungalows to luxurious estates, all designed to take full advantage of the breathtaking views and serene surroundings. With the gentle sea breeze and the sound of waves lapping against the shore, life in Osprey and Nokomis is not just about living; it’s about thriving in a vibrant community that celebrates the beauty of Florida’s coastline. Discover your dream home in this idyllic paradise today!

Newest Osprey/Nokomis Homes with Boatable Water Water Frontage

100 Circuit Road Unit N-73, Nokomis
$45,900
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
Experience the ultimate in luxury, convenience, and coastal lifestyle with Slip N-73 at the highly coveted Gulf Harbor Marina. Perfectly situated directly on the Intracoastal Waterway in Nokomis, this premium dry slip offers unprecedented access to the Gulf, the historic North Jetty beaches, and premier waterfront dining. Prime Location: Ground-floor placement directly adjacent to the launch area for rapid, seamless splashing. The Slip Dimensions: Accommodates vessels up to 31’ L x 9.7’ W x 9’ H (Physical slip dimensions: 32’ L x 10.7’ W x 10’ H; requires a 1-foot clearance margin on all sides). This slip has proximity uniqueness to power and water and designated storage space at the bow for a locker or bin. Premium Marina Amenities • Effortless Launching: Schedule your launches 7 days a week with ultimate ease using the marina’s dedicated mobile app. • Return Service: Enjoy complimentary fresh-water engine flushes every time your boat is returned to its secure, covered rackominium. • Fuel & Provisions: On-site fresh and frozen bait, alongside exclusive, discounted marine diesel and recreational fuel for slip owners and renters. • Maintenance Support: Access to a covered DIY workspace equipped with water and electric, backed by a full-service parts and maintenance shop on-site to keep you on the water. Elevate your boating lifestyle with the ultimate blend of protection, convenience, and location. Contact Heather today at 941-404-8193 to schedule your private tour of Gulf Harbor Marina.

100 Circuit Road Unit N-73, Nokomis
Nokomis
$375,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
RARE WATERFRONT COMMERCIAL OPPORTUNITY AT GULF HARBOR MARINA! Discover a unique opportunity to own a privately held waterfront pier along the Intracoastal Waterway in Nokomis, adjacent to the popular Pop's Waterfront Grill and just minutes from the Venice Jetty and Gulf of Mexico. Located within Gulf Harbor Marina, this approximately 725-square-foot outdoor waterfront parcel offers approximately 55 feet of direct waterfront frontage in a highly desirable boating destination. Previously utilized for boat and personal watercraft operations, the property presents an exciting opportunity for entrepreneurs, investors, and marine-oriented businesses seeking a waterfront presence in an established marina environment. Its exceptional location, proximity to waterfront dining, and convenient access to the Intracoastal Waterway create intriguing possibilities for a variety of potential commercial or recreational applications. Designated Commercial Intensive (CI) zoning by Sarasota County, this distinctive property offers a chance to explore creative waterfront uses in a location where opportunities of this nature are seldom available. All proposed uses, business operations, vessel storage, and modifications are subject to condominium association approval, applicable zoning, permitting, and governmental requirements. Buyers are encouraged to independently verify permitted uses and obtain all necessary approvals. Bring your vision and explore the possibilities!

Nokomis
312 Sunrise Drive, Nokomis
$1,999,000
34275 Zip Code
BOATER'S SLICE OF PARADISE! Spectacular WATERFRONT 20,242 SF HOMESITE (.45 Acres) on Sunrise Drive with 103' on Roberts Bay with an 80' DOCK that can accommodate a 60' boat. Approximately 1 mile to the Gulf of America with no bridges for quick and easy access. Great views across Roberts Bay to the Island of Venice, and conveniently located off US 41 with very easy access. This amazing homesite is being sold with an exclusive Must-Build of a Custom Home with Seller - MPS Development and Construction, LLC. Property features a huge Kapok shade tree to relax under by the Bay. Very quiet cul-de-sac street with multi-million dollar homes. Just minutes away from Historic Downtown Venice where you can enjoy a multitude of restaurants, quaint shops and boutiques, the Venice Theatre, the Venice Performig Art Center, Venice Community Library and let's not forget the weekly Farmer's Market. For bicycle enthusiasts, enjoy the Legacy Trail. For the beach goers, enjoy both Nokomis Beach and Venice Beach.

312 Sunrise Drive, Nokomis
312 Yacht Harbor Drive, Osprey
$2,250,000
3 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Virtually Staged. Directly across the street from one of the most exceptional community-owned marinas on Florida’s west coast, this beautifully renovated waterfront residence offers remarkable views and an extraordinary boating lifestyle in Southbay Yacht and Racquet Club. Recent exterior enhancements include a brand-new tile roof, fresh exterior paint, a redesigned front vestibule with a more modern aesthetic, and updated outdoor lighting at the front of the home. Considered one of the region’s finest private residential marinas, Southbay’s seven-acre deep-water basin accommodates kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet. With six feet of water at mean low tide, the marina offers slips for 175 resident-owned boats. Southbay’s HOA fees are just $218.87 per month, and marina slips remain highly affordable, with water and electric included. With the marina quite literally in your front yard and the charming Southbay neighborhood stretching behind you, this fully renovated residence sits on one of only two waterfront streets in the community. It features three bedrooms, four full baths and a versatile flex space that can serve as an office or fourth bedroom, with beautiful water views from many rooms. Inside, an elegant tray-ceiling entry opens to porcelain plank tile flooring and expansive living spaces filled with natural light from abundant impact-rated windows and sliding glass doors. The beautifully designed entertainment kitchen and breakfast area flow seamlessly into the spacious family and dining rooms, creating a refined yet relaxed setting for everyday living and entertaining. The outdoor living space is equally impressive, with a custom-built pool and spa framed by a panoramic clear-span pool cage, an expansive stone-tile sun deck and generous covered areas for outdoor dining and entertaining. The private primary suite offers double-door access to the pool and spa, plus a luxurious bath with a deep soaking tub, frameless glass shower, dual vanities, large-format tile and two custom walk-in closets with built-in organization systems. Two guest suites each feature a private en-suite bath and custom closets; one enjoys marina views, while the other opens directly to the pool terrace. Additional features include a three-car garage, brick-paver driveway and mature tropical landscaping. Just steps away, the recently renovated Southbay Yacht and Racquet Club clubhouse overlooks the marina and offers a 99-person ballroom with catering kitchen and dance floor, community gathering room with piano and entertainment area, fitness center, card room, library and meeting room. Residents also enjoy a geothermal-heated pool, youth pool, covered waterfront patios, three tennis courts, four pickleball courts, bocce ball, shuffleboard, basketball court, kayak storage, waterfront park, 20 acres of common grounds and five miles of scenic sidewalks. Southbay is golf-cart friendly, with an active social calendar featuring weekly gatherings, seasonal events and a vibrant Power and Sail Club. This is a rare opportunity to enjoy marina views, waterfront living and one of the Gulf Coast’s most beloved boating communities.

312 Yacht Harbor Drive, Osprey
242 Lookout Point Drive, Osprey
$995,000
4 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

242 Lookout Point Drive, Osprey
349 Dolphin Shores Circle, Nokomis
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Dolphin Shores SubDv. ⋅ 34275 Zip Code
Waterfront living in one of the few gated communities in Nokomis. Set on 98 feet of canal frontage in Dolphin Shores, this raised Key West style pool home is a boater’s dream, with direct Gulf access through the Intracoastal Waterway, an assigned boat slip that accommodates a boat up to 25 feet, and open water about 15 minutes away by boat. By car, you are only minutes from Nokomis Beach, Casey Key and downtown Venice. Inside, natural light pours through walls of glass, arched windows and skylights, filling the upstairs living spaces with a soft coastal glow and framing views of the canal and palms. Soaring ceilings carry that light from the living room into the kitchen, and transom windows brighten the primary suite. Glass doors open to a covered deck with a retractable awning and outdoor grill, made for long lunches and sunset dinners above the water. Below, the backyard is perfect for hosting, with a heated pool, a sun-filled pool deck and tropical palms that take guests from an afternoon swim to an evening by the water. Beneath the main living level, over 2,000 sq ft of non conforming space offers room for a game room, gym, studio or storage for all of your water toys, and it is already air conditioned and plumbed for a bathroom. The setting is exceptional.

349 Dolphin Shores Circle, Nokomis
404 Picasso Drive, Nokomis
$870,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34275 Zip Code
Your boat belongs in the backyard. Welcome to 404 Picasso Drive, where waterfront living is all about easy access to the water and enjoying the Florida lifestyle right outside your door. Set on a large corner lot with marina views, this 3-bedroom, 2-bath Nokomis home offers the exceptional convenience of a private dock and boat lift, with the Intracoastal Waterway approximately two minutes away by boat. Inside, the former lanai has been thoughtfully integrated into the home, adding approximately 313 square feet to the floor plan and creating additional light-filled living space overlooking the marina. Impact windows and sliders throughout bring in abundant natural light while complementing the waterfront setting. The home has also benefited from substantial improvements, including relined plumbing pipes, A/C replaced in 2024, a new dock and pier in 2019, and a new septic tank being installed. The tile roof is approximately 16 years old. Whether you're heading out for a day on the Gulf or simply relaxing at home and enjoying the marina view, this property delivers the Florida boating lifestyle. Park your boat in your private slip and lift just outside your back door, then be on the Intracoastal in minutes. This isn't simply a home near the water. It's a home built around the water.

404 Picasso Drive, Nokomis
321 Bayshore Road, Nokomis
$3,690,000
Nokomis SubDv. ⋅ 34275 Zip Code
Great investment opportunity.Build up to 6 or 7 condos on the Intercoastal Waterway.Direct frontage with 3 existing homes.EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

321 Bayshore Road, Nokomis
758 Sarabay Road Unit 5, Osprey
$598,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

758 Sarabay Road Unit 5, Osprey
1568 Vermeer Drive, Nokomis
$549,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
SORRENTO WOODS UPDATED HOME WAITING FOR YOU! This beautifully updated home combines stylish renovations, valuable improvements, and an exceptional Florida lifestyle. The renovated kitchen features granite countertops, custom finishes, and new appliances, while updated bathrooms showcase custom tile and oversized tubs. Hand-scraped bamboo flooring and plank tile flow throughout (2020–2021), complemented by double-pane windows and a spacious vaulted Florida room with dimmable lighting (2022). Major updates include a new electrical system (2020), HVAC (2020), a re-piped home, and a roof installed in 2011. Enjoy added water quality features with a whole-home water softener and kitchen reverse osmosis system (2025). Enjoy your private backyard retreat with a saltwater pool and solar heating (2022), renovated pool deck and front porch (2024), and pool cage with no-see-um screening (2023). Additional improvements include upgraded gutters (2024) and a professionally leveled concrete driveway (2025), both with warranties. The generous 0.344-acre lot extends well beyond the row of trees at the rear, offering additional space and privacy. Sorrento Woods offers an outstanding community lifestyle with a private boat ramp and day dock, playground, bocce court, pavilion, and ponds perfect for fishing. Enjoy a welcoming neighborhood filled with food trucks, a community-wide Christmas Eve luminary display, garage sales, Halloween festivities, and so much more! LOCATION, LOCATION, LOCATION! Just minutes from Sarasota Memorial Hospital, Nokomis Beach, the Legacy Trail, numerous grocery stores, and convenient I-75 access, close to A rated schools: Laurel Nokomis about a mile and Pineview is just a short drive! This home offers the perfect blend of comfort, recreation, community, and convenience. Discover the best of Florida living in Sorrento Woods!

1568 Vermeer Drive, Nokomis
511 Bonito Avenue, Nokomis
$629,000
3 Beds ⋅ 2 Baths ⋅ Waterfront Estates SubDv. ⋅ 34275 Zip Code
Virtually Staged. Come enjoy the Florida lifestyle in this waterfront Nokomis home with Gulf access! Picture yourself spending the day out on the water, cooling off in your screened-in pool, or kicking back on the spacious covered lanai. Inside, you'll find fresh paint throughout, beautiful solid wood floors in the bedrooms, granite countertops in the kitchen and bathrooms, and warm wood cabinetry. Most windows are impact-rated, and there's a NEW fence installed in October 2026. The front yard has also been freshly landscaped and mulched, giving the home a fresh, welcoming look. And the best part? NO HOA! Just minutes to the beach, with shopping, dining, and everything Nokomis and Venice have to offer close by. Whether you're looking for a full-time Florida home or your own sunny getaway, this one is all about enjoying life, getting out on the water, and soaking up that laid-back Southwest Florida vibe. Grab your flip-flops and come see it for yourself!

511 Bonito Avenue, Nokomis
100 Circuit Road Unit N-124, Nokomis
$74,900
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
This slip size is 30L X 9.8W X 11H and will accommodate a vessel size 29L X 8.8W X 10H. Gulf Harbor Marina is located in Nokomis Florida on the Intercoastal Water Way with a short distance around to the North Jetty and to the Gulf. The amenities at this marina include a capable 33K pound fork lift, Rec and Diesel Fuels at a discounted rate, unlimited splashes all scheduled through an app. Flushes motors and does wash downs prior to being put back in the slip after usage. There is a bait shop with fresh or frozen bait and cleaning tables. Restrooms are on site. Ample parking. There are several covered bays to work on your vessel with water and electricity. Professional repair services are on site if needed and a parts shop. There are two well known restaurants on site. Staff and HOA are very organized and committed to the upkeep of the marina, it is a great place to keep your vessel stored and to make the most of your boating lifestyle.

100 Circuit Road Unit N-124, Nokomis
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