Osprey/Nokomis Homes with Boatable Water Water Frontage

Osprey/Nokomis Homes with Boatable Water Water Frontage

Welcome to the beautiful coastal communities of Osprey and Nokomis, located in Sarasota County, Florida. These charming towns offer a perfect blend of serene waterfront living and a vibrant coastal lifestyle.

One of the most sought-after features of homes in Osprey and Nokomis is their boatable water frontage. Imagine waking up to stunning views of the water and having your boat just steps away from your doorstep. Whether you enjoy fishing, kayaking, or simply cruising along the waterways, these homes provide the perfect setting for water enthusiasts.

Osprey and Nokomis are not just about the water, though. These communities boast a variety of amenities, including top-rated schools, shopping destinations, dining options, and outdoor recreational activities. With easy access to the nearby beaches, golf courses, and cultural attractions, there is always something to explore and enjoy in this vibrant area.

Whether you are looking for a vacation home, a retirement retreat, or a place to settle down and raise a family, Osprey and Nokomis offer a welcoming environment for residents of all ages. Come and discover the beauty and tranquility of waterfront living in these picturesque coastal towns in Southwest Florida.

Newest Osprey/Nokomis Homes with Boatable Water Water Frontage

2 Beds ⋅ 2 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code

Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

5100 Jessie Harbor Drive Unit 404, Osprey

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key.

3780 Cutlass Bayou Road, Nokomis

3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

Expansive lake views await you on the largest condo lake in Toscana Isles! With a brand new roof, this bright and airy 3-bedroom plus den condo is ideally situated to offer stunning, unforgettable views, and it comes fully furnished! This spacious floor plan features an open kitchen complete with a large center island, white cabinets with 42-inch upper cabinets, granite countertops, a stylish backsplash, stainless steel appliances, an upgraded Bosch dishwasher, and a generous walk-in pantry. Additional upgrades include motorized lanai shades, new lighting in the living area, designer ceiling fans, a UV light in the HVAC system, blinds, and window coverings. The owner's suite boasts an en-suite bathroom with double sinks, a walk-in shower, and a walk-in closet. The two additional bedrooms are located at the front of the unit, providing privacy for your guests. Finishes throughout the main living area and den include large neutral tiles installed diagonally, complemented by designer paint for a coastal ambiance. Relax and unwind on your spacious screened balcony as you take in the exceptional lake views and shimmering waters, enhanced by the sought after bright southeast exposure. Toscana Isles is a gated, resort-style community that focuses on an active lifestyle with landscape maintenance included. Enjoy kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, right from your backyard. The 8,000-square-foot clubhouse features a fitness center, ballroom, billiard room with a big-screen TV, and courts for tennis, pickleball, and bocce. Toscana Isles offers easy access to the beautiful Suncoast Beaches, just 10 minutes away, as well as the Legacy Bike Trail and the vibrant downtowns of Venice and Sarasota, which boast a rich cultural life, excellent shopping, and gourmet restaurants. And, Sarasota Memorial Hospital recently opened its new Venice campus nearby. Call today for a private showing! New roofs are currently being installed on the condominiums.

130 Porta Vecchio Bend Unit 202, Nokomis

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

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

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

2 Beds ⋅ 3 Baths ⋅ The Harbor Villas At Dona Bay SubDv. ⋅ 34275 Zip Code

Live the SALT LIFE! This unit is a BOATER'S DREAM! Enjoy breathtaking waterfront living in this beautifully updated 2-bedroom, 2.5-bath condo overlooking Dona Bay with direct access to the Intracoastal Waterway and Gulf of Mexico. This spacious 1,642 sq. ft. residence is sunny and bright, features an open floor plan with high ceilings, solid wood cabinetry, solid-surface countertops, and beautiful water views from the kitchen, living, dining areas, and expansive covered front porch. Step outside and enjoy your private waterfront lifestyle with a deeded dock and recently installed 10,000-lb. boat lift, providing convenient access to the Gulf with no bridges and approximately 5 minutes by boat to Venice Inlet. The unit also includes two deeded parking spaces in the enclosed first-floor garage, with private elevator access directly to the residence. Located in The Harbor Villas at Dona Bay, residents enjoy a waterfront community with a pool, fitness center, sidewalks, and water access. Conveniently located along Tamiami Trail in Nokomis, close to Venice, beaches, dining, shopping, and outdoor recreation. A rare opportunity to own a waterfront retreat designed for enjoying the Florida boating lifestyle!

516 Tamiami Trail S Unit 306, Nokomis

2 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code

Come for the investment, stay for the lifestyle! Discover an exceptional waterfront opportunity in Sorrento Shores, a quiet, pet-friendly community of just 28 homes, ideally located minutes from Nokomis Beach, I-75, and the nationally recognized Pine View School. Whether you're looking for a Florida retreat, investment property, or your own year-round coastal home, this spacious, detached villa offers the perfect combination of lifestyle, location, and value. Step outside your front door and you're just 25 steps from launching a kayak or jet ski. Residents also have the opportunity to secure a private boat slip for a modest monthly fee, with direct, bridge-free access to the Gulf of Mexico, a rare amenity for boating and water-sports enthusiasts. Inside, the villa offers comfortable, spacious living, plus the convenience of a one-car garage and a maintenance-free lifestyle. The community's $530 monthly HOA fee includes exterior insurance, basic cable, lawn maintenance, and access to a heated community pool. Why Sorrento Shores? Minutes to Nokomis Beach; direct, bridge-free Gulf access; kayak & jet ski launch just steps away; boat slips available for a small monthly fee; detached villa with one-car garage; heated community pool; maintenance-free living; pet-friendly 28-home community; convenient to I-75; and minutes from the Pine View School. A rare opportunity to own a piece of the Florida coastal lifestyle with the boating, beaches, privacy, and convenience that make Nokomis so desirable.

108 Villa Drive Unit 108, Osprey

Wet Slips At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code

A rare find in Sarasota, 1 of 6 total with only 2 that haven't recently sold, this covered 50 ft x 15 x 15 wet slip at Osprey Harbor Village offers the perfect blend of protection, convenience, and value. Eligible for boat lift! Located at 480 Blackburn Point Road in Osprey, just off the Intracoastal Waterway, this sheltered slip keeps your yacht out of the Florida sun with quick access north to Sarasota Bay or south to Venice and the Gulf of Mexico beyond. Enjoy the benefits of ownership without the million-dollar price tag of waterfront real estate, complete with water, electric, cable, pump-out services, a fuel dock, on-site restaurant, and secure, well-lit docks. Low $200 monthly fee and rental potential of $1600/month makes this an exceptional opportunity for any serious boater or investor!

480 Blackburn Point Road Unit 6, Osprey

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Own your own indoor boat rack at the premier Gulf Harbor Marina, ideally located on the intracoastal waterway in Nokomis, just a short, scenic ride to the Venice Jetty and out to the Gulf of Mexico. Whether you're looking for secure storage for your personal vessel or a smart investment opportunity, this rack is perfect and easy to rent. This top rack measures 32L x 10.7W x 10H, with maximum vessel dimensions of 31.5L x 9.7W x 8H. Gulf Harbor Marina is more than just storage, it's a community designed by boaters, for boaters. The marina offers fully enclosed indoor storage only, with outdoor work racks available for minor maintenance at your convenience. Enjoy amenities like a fish cleaning station, rolling carts to transport your gear, and designated parking, along with key fob access for after-hours entry. On-site, you'll find a privately operated service business for maintenance needs, plus a fuel dock offering gas, bait, and ice. Don't miss this rare chance to claim your own space in one of Florida's most desirable boating communities.

100 Circuit Road Unit N20, Nokomis

Nokomis Acres SubDv. ⋅ 34275 Zip Code

Two vacant lots sold together totaling approximately 0.9 acres in Nokomis, FL, offering a great opportunity to build your dream home on a spacious double lot or explore the potential for development. Featuring canal frontage with direct Gulf access just minutes away, this property is ideal for those looking to enjoy the Florida coastal lifestyle. Bring your boat, kayak, paddleboard, and bikes! The Legacy Trail is right around the corner, providing easy access to miles of biking and outdoor recreation, while local restaurants, parks, shopping, and entertainment are all nearby. Downtown Venice is just across the bridge, and beautiful Gulf beaches are approximately 10 minutes away. Whether you're looking for a larger homesite or an investment opportunity, these waterfront lots offer an excellent location with plenty of possibilities. Listing is for land only and comes As Is. Street addresses can be for listing purposes only and vacant land will receive a true street address once improved.

510 Buena Vista Drive, Nokomis

3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code

Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey

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