Pinellas Homes with Sailboat Water Water Frontage

Pinellas Homes with Sailboat Water Water Frontage

Welcome to Pinellas County, Florida, a jewel nestled along the Gulf Coast that boasts stunning waterfront vistas, vibrant communities, and a lifestyle that feels like a permanent vacation. Known for its sun-kissed beaches, lush parks, and a plethora of recreational activities, Pinellas County is a paradise for those who appreciate the great outdoors and a thriving cultural scene.

One of the most sought-after features in this idyllic region is homes with sailboat water frontage. Imagine waking up each morning to the gentle sound of waves lapping against your dock, with the sun casting a golden glow over the water. These properties offer direct access to the sparkling waterways, allowing you to set sail at a moment's notice and explore the scenic beauty of the Gulf of Mexico. Whether you’re an avid sailor or simply enjoy the tranquility of waterfront living, homes with sailboat water frontage provide an unparalleled lifestyle.

Pinellas County is not just about beautiful homes; it’s a community rich in amenities. Enjoy world-class dining, boutique shopping, and a vibrant arts scene in charming towns like St. Petersburg and Clearwater. With an array of parks and nature reserves, you can indulge in hiking, biking, and bird-watching, all while soaking in the stunning natural beauty that surrounds you.

In Pinellas County, the perfect blend of leisure and luxury awaits. Explore the exquisite homes with sailboat water frontage and discover the enchanting lifestyle that this coastal haven has to offer. Your dream home by the water is just a sail away!

Newest Pinellas Homes with Sailboat Water Water Frontage

2 Beds ⋅ 4 Baths ⋅ Village At Tierra Verde Condo SubDv. ⋅ 33715 Zip Code

Waterfront living takes center stage in this beautifully remodeled townhome in the Village at Tierra Verde, an exclusive gated community offering resort-style amenities and 24-hour guarded security. With 2 bedrooms, 3.5 baths, multiple balconies, an expanded patio, and captivating water views throughout, this home delivers an exceptional combination of luxury, privacy, and relaxed coastal living. From the moment you step inside, the quality of the renovations is evident. Mahogany stairs, Brazilian cherry flooring, premium tile, and thoughtfully selected finishes give the home a distinctive custom feel. The open living area is anchored by an electric fireplace, while expansive glass doors keep the water views front and center and create an effortless connection to the outdoor spaces. The gourmet kitchen is designed for those who love to cook and entertain, featuring custom oak cabinetry, stone countertops, intricate detailing, and premium Viking cooking appliances. Nearby, the elegant dining room is enhanced by a coffered ceiling and a beautiful waterfront backdrop, making even an ordinary dinner feel special. Upstairs, the primary suite becomes a private waterfront retreat with its own balcony, an ideal place to begin the morning with coffee or wind down at sunset. Each of the bathrooms has been beautifully remodeled with a spa-inspired feel. Outdoor living is equally impressive with four spacious balconies plus an expanded patio, giving you multiple places to entertain, relax, and take in the surrounding water views. Hurricane shutters and impact-rated sliding doors add peace of mind, while a one-car garage plus carport provide exceptional parking and storage. A workshop and a large space currently used as an office, round out the versatile first level. Life at the Village at Tierra Verde feels like a year-round vacation. Residents enjoy three heated pools and spas, three tennis courts, a clubhouse, fitness center, and access to a scenic island bike and pedestrian path. Boating enthusiasts will appreciate the availability of slips accommodating boats up to 40 feet. HOA fees include water, cable, internet, trash, sewer, exterior maintenance, and more. And the location is hard to beat. Fort De Soto Park and St. Pete Beach are just minutes away, while the restaurants, museums, waterfront parks, and entertainment of downtown St. Petersburg are approximately 15 minutes from home.

126 1st Street E Unit 102, Tierra Verde

2 Beds ⋅ 2 Baths ⋅ Clearwater Point 2 SubDv. ⋅ 33767 Zip Code

Panoramic Intracoastal and Clearwater skyline views, with dolphin sightings and boats heading out to open water, greet you from this beautifully renovated turnkey 2 BR/ 2BA first floor, southeast-facing residence on the southern shore of Clearwater Beach. Set in the Gulf House at Clearwater Point, this split-plan condominium blends high-end finishes with an unbeatable coastal location in a well-maintained, amenity filled three-story building complex. Continuous porcelain tile is complemented by Armstrong WoodHaven ceiling planks and five upgraded ceiling fans (2024). Solid wood doors and trim throughout, louvered closet doors, and keyless entry. All windows and sliders are hurricane impact-rated (sliders replaced 2025) with custom-fitted coverings. Sliders open to a private paver patio and green space with direct beach access. The kitchen features solid wood soft-close cabinetry with pull-out drawers, quartz countertops, glass subway tile backsplash, and a pantry. Stainless steel appliances includes a newer Whirlpool refrigerator (2025). A custom laundry cabinet houses new (2026) GE front-load compact HE stackable washer with matching ventless dryer. The primary suite offers dual closets, patio access, and an en suite bath with solid wood cabinetry, quartzite countertops, and a custom porcelain tile shower. The second bathroom also features solid wood cabinetry and quartzite countertops, with tile surrounding the tub. Additional storage includes an entry closet with custom glass doors and a hall closet with built-in shelving. Other updates include HVAC (2019), water heater (2023), plumbing (2024), and electrical panel (2025). The condominium includes a deeded covered parking space and a private storage unit. Clearwater Point offers expansive private waterfront with beach access, three heated pools and a spa, pickleball, tennis, and shuffleboard courts, and beachfront grills, a picnic area, and a fire pit. Easy access to Tampa International and St. Pete-Clearwater airports, boating, golf, and area attractions, with walkability to dining and shopping.

865 S Gulfview Boulevard Unit 109, Clearwater Beach

2 Beds ⋅ 2 Baths ⋅ Mandalay Beach Club Condo SubDv. ⋅ 33767 Zip Code

Experience elevated coastal living from this beautifully renovated ninth-floor residence in the San Marco Tower at Mandalay Beach Club, one of Clearwater Beach’s most established and sought-after Gulf-front communities. This spacious two-bedroom, two-bath, turnkey condo features a desirable split-bedroom floor plan and exceptional south-and-west views encompassing the resort-style pool, sweeping Gulf views, Pier 60, Clearwater Harbor and the Memorial Causeway. The thoughtfully remodeled interior showcases sophisticated finishes and a cohesive contemporary design. Wood-look plank tile flows throughout the main living areas, while engineered hardwood flooring adds warmth to both bedrooms. The renovated kitchen features quartz countertops, a granite-composite sink, Reverse Osmosis system, induction cooktop, wine cooler, designer backsplash and lighting, and premium appliances, including a Fulgor Milano refrigerator. Both bathrooms have been beautifully updated. The primary suite offers a spa-inspired bath with a waterfall shower, along with a convenient coffee bar and beverage refrigerator. A stylish barn door provides added privacy between the guest bedroom and bathroom, creating a comfortable and welcoming space for guests. Floor-to-ceiling glass fills the residence with natural light and draws attention to the remarkable views. Newly installed PGT impact-resistant sliding glass doors further enhance comfort and peace of mind. Additional highlights include new washer and dryer, updated interior doors and hardware, ceiling fans and window treatments, a two-year-old HVAC system with a transferable warranty, climate-controlled storage and one deeded parking space within the private garage. Mandalay Beach Club offers an exceptional resort-style lifestyle with direct access to Clearwater Beach’s sugar-white sand, a beachfront heated pool and spa, fitness center, sauna and showers, clubhouse with kitchen, billiards room, grilling stations, on-site management and 24-hour guarded security. Located just steps from Pier 60, award-winning restaurants, shopping, water activities, nightly sunset celebrations and signature events such as the Sugar Sand Festival, this residence places the best of Clearwater Beach at your doorstep. Offered Turnkey, Unit #905 is ready to be enjoyed as a primary residence or elegant beachfront retreat, offering an exceptional opportunity to experience the views, convenience and lifestyle that make Mandalay Beach Club so highly regarded.

11 San Marco Street Unit 905, Clearwater

2 Beds ⋅ 2 Baths ⋅ Tarpon Cove Condo SubDv. ⋅ 34689 Zip Code

Experience the best of Florida waterfront living with beautiful Gulf sunsets, refreshing coastal breezes, and marina views from this furnished end-unit condo in this gated community of Tarpon Cove. Relax on your private waterfront balcony and enjoy the peaceful sight of boats in the marina while taking in spectacular views of the Gulf. Light, bright, and inviting, this end unit offers plenty of natural light and comes FULLY FURNISHED for an easy, move-in-ready experience. Thoughtful features include inside laundry, custom California Closet systems, linens, dishes, and more—just bring your toothbrush! An A/C system installed in January 2025 provides added comfort, efficiency, and peace of mind. Tarpon Cove is a private, gated Gulf-front community offering an impressive array of resort-style amenities. Residents enjoy TWO COMMUNITY POOLS, including one heated pool, a relaxing spa, clubhouse, private fitness center, tennis courts, kayak storage and launch, scenic walking trails, and a 24-hour attended gated entrance. Boating enthusiasts will appreciate the community's DIRECT GULF OF MEXICO ACCESS with NO BRIDGES and an on-site marina, with boat slips available on a first-come basis. Ideally located just minutes from beautiful Gulf beaches and parks, historic Downtown Tarpon Springs, the famous Sponge Docks, shopping, restaurants, entertainment, and major medical facilities, this property offers the perfect combination of waterfront tranquility and everyday convenience. Whether you're looking for a full-time Florida residence or your own Gulf Coast retreat, this outstanding property offers the opportunity to enjoy the waterfront lifestyle you've been dreaming about. Come experience the views, the breezes, and the Tarpon Cove lifestyle!

1801 Mariner Drive Unit 20, Tarpon Springs

3 Beds ⋅ 2 Baths ⋅ #Rth Redington Beach Sec A SubDv. ⋅ 33708 Zip Code

LOCATION-LOCATION-LOCATION Experience the pinnacle of upscale waterfront living in this exquisitely remodeled pool home, perched on deep sailboat water with a sweeping canal panorama that unfolds beyond, instantly elevating every moment you spend here. Every detail has been meticulously refreshed to blend contemporary luxury with coastal elegance, delivering a turnkey sanctuary ready for its new owner from the moment you step inside. The open, sun-filled interiors showcase expansive water views from multiple rooms, with an elegant flow that invites effortless entertaining and everyday living. The chef’s kitchen gleams with high-end appliances, granite countertops, custom cabinetry, and a generous island that mirrors the sophistication of the home, while the living and dining areas open gracefully to capture the canal backdrop. This residence offers three tranquil bedrooms and two spa-inspired baths, including a tranquil primary suite with lush closet space and a luxe ensuite, all thoughtfully arranged to maximize water views and privacy. A dedicated two-car garage complements the layout, while a resort-style pool area and al fresco entertaining spaces provide a refined outdoor oasis perfect for sun-soaked days and sunset soirees. Direct canal access supports boating, kayaking, or paddle boarding just steps from your door. This home stands out not only for its unobstructed canal outlook and pool-side luxury but also for its immediate move-in readiness—no projects left to tackle and no compromises on quality or style. If you’ve been dreaming of a premier waterfront lifestyle that combines depth of water, expansive vistas, a pristine saltwater pool, and a fully remodeled, turn-key interior, this is the opportunity you’ve been waiting for. Roof 2024, remodel 2025. Easy stroll across Gulf Blvd to the pristine sugary white sands of Redington Beach. Numerous restaurants and shopping close by. Schedule a private tour and experience the depth of the water, the breadth of the views, and the glow of a meticulously renovated masterpiece.

17161 2nd Street E, North Redington Beach

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Exceptional value in highly sought after Highland Lakes! This beautifully remodeled 2-bedroom, 1.5-bath, 1 car garage single family home is ideally situated on a desirable oversized corner lot in one of Florida’s premier 55+ communities. The home offers a fresh, modern feel with new windows, new interior and exterior paint, Completely remodeled kitchen with brand new cabinetry, quartz countertops, stainless steel appliances, updated lighting, and laminate wood flooring throughout. The beautiful fully remodeled bathrooms feature new tile, faucets, finishes, and fixtures. A spacious enclosed Florida room with air conditioning provides additional living space and the perfect spot to relax or entertain. Major updates include a newer A/C system installed in 2024 and a new electrical panel installed in 2023. Highland Lakes offers an exceptional resort-style lifestyle. Residents enjoy an impressive array of amenities, including lighted tennis and pickleball courts, two sparkling pools, shuffleboard courts, a clubhouse with fitness center and auditorium, and exclusive access to the Lake Tarpon Lodge featuring a boat ramp, dock, and community pontoon boats for enjoying beautiful Lake Tarpon. With its extensive amenities, active social atmosphere, and Florida lifestyle, Highland Lakes is a wonderful place to call home. Move-in ready, beautifully updated, and packed with desirable upgrades, this is one you won’t want to miss!

2950 Curling Court, Palm Harbor

3 Beds ⋅ 3 Baths ⋅ Residences At Sandpearl Resort Condo SubDv. ⋅ 33767 Zip Code

From the moment you enter this coastal retreat at Sandpearl, the beauty of Clearwater Beach takes center stage. This South by Southwest and Southeast corner "D" residence offers 3 bedrooms, 2.5 baths, and a gracious open floor plan designed to enjoy both the tranquility of the coast and the energy of the city. *** Expansive Gulf views unfold from the main living areas and continue onto the west terrace, with sweeping panoramas of the Gulf of Mexico, Pier 60, Clearwater Beach and its seemingly endless coastline. Winter brings beautiful sunsets across the water, while the east-facing windows and smaller balcony offer a completely different perspective, with city views that become especially striking after dark. *** Inside, the residence feels refined yet comfortable, with a layout that provides privacy while remaining open and welcoming for year-round entertaining. Thoughtful finishes give the interiors a timeless character, including distinctive flooring, newly updated kitchen countertops, wood cabinetry, stone counters, detailed millwork, designer paint treatments, bespoke moldings, and custom tile and textures throughout. *** Life at Sandpearl extends well beyond the residence. Owners enjoy a resort-style setting with concierge services, 24-hour security, a Bermuda pool, BBQ area, billiards room, state-of-the-art fitness center, and an impressive social room. Under-building parking and a storage unit also convey. *** With the Gulf and sunsets on one side and sparkling city lights on the other, this corner residence offers a peaceful coastal retreat with the amenities and lifestyle of one of Clearwater Beach's signature resort communities.

11 Baymont Street Unit 807, Clearwater

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Virtually Staged. A MUST SEE! Beautifully updated and move-in ready with a charming cottage feel, this 2-bedroom, 2-bath home is nestled in Palm Harbor’s premier 55+ golf community of Highland Lakes. Freshly landscaped and thoughtfully updated, the home welcomes you through an elegant glass front door into a bright, open-concept living space filled with natural light. Fresh modern interior paint, chair rail accents, new fans and fixtures, updated door hardware, and smooth ceilings (no popcorn!) add to the home’s timeless appeal! The spacious Florida room offers peaceful, private green views through hurricane-impact windows and opens through double glass doors to a fully enclosed lanai, not included in the living square footage, providing additional space for relaxing or entertaining. The oversized 1-car garage is truly exceptional, featuring BRAND-NEW epoxy flooring, freshly painted walls, a BRAND-NEW exterior garage door, and a BRAND-NEW mini-split AC system that keeps the space ice cold year-round—perfect for a workshop, hobby space, or additional storage! The beautifully updated kitchen features quartz countertops, solid wood cabinetry, a large pantry, tray ceiling, and a bright eat-in dining nook. The generous primary suite offers a BRAND-NEW renovated walk-in shower, BRAND-NEW vanity with stone countertop, spacious walk-in closet, and an additional built-in closet for plenty of storage. MAJOR updates include a 2019 HVAC system, 2018 electrical panel, hurricane-impact windows, and a cost-saving deep well. Situated in a non-evacuation, high-and-dry zone, this home offers added peace of mind. Highland Lakes offers an exceptional active 55+ lifestyle with a remarkably low HOA fee of just $164/month, including unlimited FREE golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, and an array of social activities. Residents also enjoy the lakeside lodge on Lake Tarpon, complete with a private boat ramp, fishing pier, and community pontoon boats, plus FREE RV and boat storage. The community is fully golf cart-friendly, making it easy to enjoy all the amenities and connect with neighbors. Ideally located near Gulf beaches, excellent dining and shopping, top-rated healthcare, major sports venues, two international airports, and a cruise port, this exceptional home offers the perfect combination of comfort, style, amenities, and the active Florida lifestyle. Don’t miss this rare opportunity in Highland Lakes—schedule your private showing today!

2336 Malcolm Drive, Palm Harbor

3 Beds ⋅ 3 Baths ⋅ Pelican Port SubDv. ⋅ 33767 Zip Code

WATERFRONT TOWNHOME WITH PRIVATE BOAT DOCK & 12,000-LB LIFT ON ISLAND ESTATES! Enjoy the space, privacy and boating lifestyle of a waterfront home combined with the convenience of association-maintained living. Unlike many waterfront properties in the Clearwater Beach area, this residence is a townhome with an HOA—not a condominium—making it a unique opportunity on desirable Island Estates. This spacious multi-level corner residence offers approximately 2,200 square feet, 3 bedrooms, 3 baths plus a loft, with a private entry and added privacy from its corner location. Vaulted ceilings and an open floor plan create a light, spacious feel, complemented by an updated kitchen, renovated bathrooms and updated flooring. The oversized 2-car garage provides additional storage for bicycles, beach gear, paddleboards and all the toys that come with Florida waterfront living. Additional improvements include an updated garage door and new A/C in 2025. Step outside to your private dock and 12,000-lb boat lift and enjoy convenient access to Clearwater's surrounding waterways and the Gulf of Mexico. Whether heading out for a day of boating, fishing or simply relaxing along the waterfront, having your boat just outside your door is what the Florida lifestyle is all about. The $950 monthly HOA fee provides substantial value and includes water, gas, garbage, Spectrum cable and internet, exterior maintenance and association insurance, along with maintenance of the community swimming pool. Enjoy the comfort of waterfront homeownership while the association handles many of the exterior responsibilities—leaving more time for the things you moved to Florida to enjoy. Located on Island Estates, one of Clearwater's established waterfront communities, you'll find an exceptionally convenient island lifestyle with Publix, restaurants, shopping, banking, medical services and everyday conveniences right within the community. Walk, bike or take the Jolley Trolley to world-famous Clearwater Beach, with its sugar-white sand, waterfront restaurants, entertainment, Pier 60 and spectacular Gulf sunsets. Island Estates also provides convenient access to Clearwater Marine Aquarium, downtown Clearwater and the greater Tampa Bay area, with Tampa International and St. Pete-Clearwater International airports within easy reach. From boating and beaches to dining, biking and sunset cruises, this waterfront townhome offers the opportunity to enjoy the Clearwater Beach lifestyle every day—not just while you're on vacation.

301 Island Way Unit E, Clearwater

2 Beds ⋅ 2 Baths ⋅ The Landings Condo SubDv. ⋅ 34684 Zip Code

Beautiful 2-bedroom, 2-bath condo in the highly desirable Landings community with serene pond and pool views, offering Highland Lakes amenities and privileges with purchase! Pride of ownership is evident throughout, featuring seamless tile flooring, crown molding, chair rail accents, indoor laundry, and new hurricane-impact slider that opens to a screened lanai for year-round enjoyment. The updated kitchen boasts stunning granite countertops, solid wood cabinetry, an eat-in nook for casual dining, and a convenient pass-through to the dining area for easy entertaining. The spacious primary suite offers tranquil water views, TWO closets with custom shelving, and an updated en-suite bath with a newer vanity and walk-in shower. The second bedroom provides flexible space for guests, a home office, or makes for the perfect craft room. Additional highlights include an updated electrical panel (2020), newer HVAC, association-maintained roof, no upstairs neighbors, and a covered carport with the community pool just steps away! Located as part of Highland Lakes, Palm Harbor’s premier golf and lakefront community, residents enjoy exceptional amenities including FREE UNLIMITED GOLF on three private executive courses, free RV or boat storage, and a vibrant clubhouse with an Olympic-size heated/cooled pool, whirlpool spa, fitness center, pickleball, tennis, shuffleboard, bocce, and a full calendar of social activities. The Lake Tarpon Lodge offers a second heated pool, fishing pier, picnic facilities, and pontoon boat access with rides to a local waterfront restaurant. Situated in a high-and-dry in a NON-FLOOD ZONE and conveniently close to Gulf beaches, airports, shopping, dining, medical facilities, entertainment, and just a few short steps to Trader Joes - this move-in-ready condo offers carefree Florida living at its finest. Don't wait and make this piece of paradise yours today!

2700 Nebraska Avenue Unit 5-205, Palm Harbor

3 Beds ⋅ 4 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code

Virtually Staged. RARE WATERFRONT OPPORTUNITY WITH SPECTACULAR OPEN-WATER VIEWS! Situated on an exceptional waterfront parcel, 6505 Debbie Lane South offers expansive Intracoastal - Boca Ciega Bay views with a breathtaking outlook toward Pass-a-Grille, St. Pete Beach and the iconic Don CeSar. This exceptional waterfront setting offers sailboat water access to Boca Ciega Bay, the Intracoastal Waterway and Gulf of America. The property features substantial waterfront improvements, including an extensive concrete bulkhead/seawall with metal reinforcement, a composite dock constructed in 2024 and a 10,000-pound boat lift; an outstanding setting for the boating enthusiast. The existing block-constructed residence was impacted by flooding during Hurricane Helene. The owner subsequently remediated the property, including removal of approximately two feet of affected interior lath and plaster, but elected not to remodel, allowing the next owner to determine the property's future. The owner advises that no Substantial Damage determination letter was issued to the homeowner following Hurricane Helene. The home also features double-pane, high-impact windows and sliders installed in 2012. This unique offering provides an opportunity for a buyer to explore renovation of the existing residence or the creation of a new waterfront home designed to maximize this extraordinary setting. Whether envisioned as a renovation or the site of a future custom residence, the true centerpiece is the waterfront: remarkable open-water views, substantial waterfront infrastructure, boating access and an increasingly difficult-to-replicate location. Property is being offered in its current condition. Buyer is responsible for independently verifying all information and performing all due diligence regarding renovation or redevelopment, FEMA and floodplain requirements, substantial-damage status, permitting, seawall, dock, boat lift and intended use.

6505 Debbie Lane S, St Petersburg

4 Beds ⋅ 3 Baths ⋅ Bayside Sub 4 SubDv. ⋅ 33767 Zip Code

Rare Clearwater Beach waterfront opportunity in an exceptional cul-de-sac location. 290 Bayside Drive offers the ideal combination of privacy, waterfront living, and investment potential. Enjoy beautiful water views and a prime location just minutes from the Gulf beaches, boating, dining, shopping, and entertainment. This property presents an outstanding opportunity for investors, developers, or those seeking a premier coastal residence. The desirable waterfront setting and quiet cul-de-sac location create a unique opportunity to maximize the value of this sought-after Clearwater Beach property. Whether envisioned as a private waterfront retreat, vacation property, income-producing investment, or future development opportunity, this is a property with tremendous potential in one of Florida's most desirable coastal destinations. Opportunities like this are rarely available.

290 Bayside Drive, Clearwater

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