Clearwater Beach Homes with Sailboat Water Water Frontage

Clearwater Beach Homes with Sailboat Water Water Frontage

Welcome to Clearwater Beach, Florida, a stunning coastal gem nestled in Pinellas County that offers an idyllic blend of sun-soaked shores, vibrant culture, and a laid-back lifestyle. Renowned for its pristine white sandy beaches and crystal-clear waters, Clearwater Beach is a haven for both relaxation and adventure. Whether you’re strolling along the famous Beach Walk promenade, indulging in fresh seafood at local eateries, or enjoying water sports like paddleboarding and jet skiing, this picturesque destination has something for everyone.

One of the most alluring aspects of Clearwater Beach is the availability of homes with sailboat water frontage. Imagine waking up each day to breathtaking views of the water, with the gentle sound of waves lapping against your dock. These properties not only offer direct access to the Gulf of Mexico but also provide an exceptional lifestyle for boating enthusiasts. With sailboat water access, you can explore the stunning coastline, visit nearby islands, or simply enjoy a sunset cruise right from your backyard.

The real estate market in Clearwater Beach is as diverse as its residents, featuring everything from charming beach cottages to luxurious waterfront estates. Whether you’re looking for a vacation home, a permanent residence, or an investment opportunity, Clearwater Beach’s homes with sailboat water frontage provide the perfect blend of comfort, convenience, and coastal living.

Experience the magic of Clearwater Beach, where every day feels like a vacation and the beauty of nature is just outside your door. Your dream home awaits!

Newest Clearwater Beach Homes with Sailboat Water Water Frontage

690 Island Way Unit 606, Clearwater
$539,000
2 Beds ⋅ 2 Baths ⋅ Island Walk Condo SubDv. ⋅ 33767 Zip Code
Spectacular Water Views, Prime Location & Extensive Upgrades! Some things can be renovated. Some things can be replaced. But location and breathtaking views are priceless, and this exceptional 6th-floor residence offers both. Wake up each day to stunning panoramic water views and refreshing Gulf breezes from your expansive 27-foot private balcony, as well as from both bedrooms and the living area. Enjoy an ever-changing waterfront backdrop featuring the Gulf of Mexico, Mandalay Channel, and Clearwater Bay, where dolphins play, sailboats glide by, and seasonal fireworks light up the sky. This beautifully updated, pet-friendly condominium offers 2 bedrooms, 2 baths, plus a versatile den that can easily serve as a home office, guest room, library, yoga studio, or potential third bedroom. The moment you enter, you'll be captivated by the spectacular views that define this remarkable home. The fully renovated eat-in kitchen showcases granite countertops, soft-close shaker cabinetry, and premium Maytag stainless steel appliances, creating a stylish and functional space for cooking and entertaining. An interior laundry closet newer washer and dryer adds everyday convenience. Extensive Recent Improvements Include: • 2023 Kitchen Renovation with high-end Maytag stainless steel appliances • 2023 Bathroom Updates including new vanities, toilets, lighting, and closet enhancements • 2020 Air Conditioning System • 2020 Hot Water Heater • 2020 Laminate Flooring • 2020 Bedroom Carpeting • 2016 REME HALO Air Purification System • 2021 Hurricane Shutters • 2022 Balcony Railings Replaced • 2022 Gemstone Balcony Flooring. Pet lovers will appreciate the rare flexibility of condominium living, with up to two pets allowed with a combined weight of 50 pounds. Resort-Style Amenities. This well-maintained waterfront community offers an impressive array of amenities, including: • Heated waterfront pool and spa • Fitness center • Tennis and pickleball courts • Lighted waterfront boardwalk • Secure building access with upgraded key-fob entry • Generator • Solid concrete construction • Boat slips available for purchase (owners only, when available). Recent Community Enhancements: • 2022 New Roof • 2023 Renovated Lobby • 2023 Key-Fob Entry Upgrades. An Unbeatable Island Lifestyle! Located just 1.5 miles from world-famous Clearwater Beach, this property places you moments from beautiful beaches, waterfront dining, shopping, pubs, biking and walking trails. The island also features a new grocery store, pharmacy, bar and grill, UPS store, nail salon, and the renowned Clearwater Marine Aquarium. With easy access to Tampa International Airport making travel effortless. This is more than a condominium. It's a waterfront lifestyle where every day feels like a vacation.

690 Island Way Unit 606, Clearwater

1621 Gulf Boulevard Unit 1604, Clearwater
$619,000
2 Beds ⋅ 2 Baths ⋅ Isle Of Sand Key 1 Condo SubDv. ⋅ 33767 Zip Code
** Boat Slips Available ** MILLION-DOLLAR VIEWS WITHOUT THE PENTHOUSE PRICE TAG! Perched on the 16th floor, just one level below the penthouse, this beautifully updated 2-bedroom, 2-bath condo offers approximately 1,300 square feet of coastal living with incredible views of both the Gulf of Mexico and Intracoastal/Bay waters. From this high-floor vantage point, enjoy spectacular sunrises and sunsets and ever-changing water views right from home. The light-filled interior features an inviting open-concept, split-bedroom floor plan and has been thoughtfully refreshed throughout. Recent improvements include brand-new Douglas windows, fresh interior paint, stylish 5-panel frosted-glass closet doors, custom Serenity closet systems, new ceiling lights and fans, updated blinds, new door hardware, interior doors, a Murphy bed, and more. New barn doors leading to the guest bedroom add a stylish architectural touch while enhancing the home’s updated coastal feel. The space where the refrigerator is currently located is already equipped to accommodate a STACKABLE WASHER AND DRYER, allowing for in-unit laundry. The refrigerator can easily be relocated to the area where the small table currently sits. For boating enthusiasts, boat slips are available to purchase or rent, allowing you to keep your boat just steps from home. The Isle of Sand Key offers a 24/7 guarded community with an impressive collection of resort-style amenities, including a heated pool with lounge chairs and umbrellas, clubhouse for larger gatherings, fitness center, sauna, pool table, picnic areas and grills, plus a bike rack station. The sellers also have two reserved bike spaces that are already prepaid. The unit includes one covered parking space, #62, with ample guest parking for visitors, as well as a private storage unit conveniently located directly across from the residence on the 16th floor. Step outside and you’re just moments from the beach, waterfront dining, shopping, and everything that makes Sand Key and Clearwater Beach such a sought-after destination. Whether you’re looking for a full-time waterfront residence or your own Florida escape, this is an opportunity to enjoy penthouse-level views, boating access, resort-style amenities, and extensive interior updates—all without paying penthouse prices! The condo may also be sold furnished with the right offer, making it even easier to start enjoying the Sand Key lifestyle from day one. Schedule a showing today!

1621 Gulf Boulevard Unit 1604, Clearwater

115 Aleta Drive, Belleair Beach
$1,750,000
Bellevue Estates Island 3rd Add SubDv. ⋅ 33786 Zip Code
A rare opportunity to create your custom waterfront retreat in highly desirable Belleair Beach. Positioned on a quiet cul-de-sac with beautiful open-water views, 115 Aleta Drive offers an exceptional setting for a new coastal residence designed around the Florida lifestyle. Imagine designing a home where expansive windows frame the water, indoor and outdoor living spaces flow together, and your backyard becomes a private waterfront escape. With direct waterfrontage, a private dock, and a newer seawall, this property offers an outstanding foundation for those who want boating to be part of everyday life. Build to take full advantage of the setting—with elevated living spaces, generous outdoor entertaining areas, a resort-style pool, and panoramic views across the Intracoastal. Keep your boat just steps from home and enjoy easy access to the waterways, then head to the Gulf and beautiful Belleair Beach when it's time for a day on the sand. Located in an established residential neighborhood, the property combines the privacy of a quiet cul-de-sac with convenient access to the beaches, boating, dining, shopping, and everything the Tampa Bay area has to offer. Waterfront opportunities with this combination of location, views, boating access, and beach lifestyle are increasingly difficult to replicate. Bring your architect, or work with our recommended Builder and custom design. Bring your boat. Build the waterfront home you've been waiting for.

115 Aleta Drive, Belleair Beach

690 Island Way Unit 511, Clearwater Beach
$335,000
1 Beds ⋅ 2 Baths ⋅ Island Walk Condo SubDv. ⋅ 33767 Zip Code
SPACIOUS 950-SQUARE-FOOT ONE-BEDROOM with a PRIVATE BALCONY, WATER VIEWS and VENTED IN-UNIT LAUNDRY in the waterfront community of Island Walk! While many condos on Island Estates do not offer a balcony or laundry inside the residence, this condo provides both! The living area and primary bedroom sliders open directly to the private balcony, where you can enjoy views of Mandalay Channel and the Intracoastal Waterway. With 950 square feet, this is a generously sized one-bedroom floor plan—comparable in size to some two-bedroom condos—with comfortable living, dining and entertaining spaces. UPDATED, FULLY FURNISHED and MOVE-IN READY, the condo offers an open kitchen with granite countertops and updated cabinetry, along with newer luxury vinyl flooring throughout. The updated full bathroom features a spacious full-size shower with custom glass doors and a large vanity with granite countertops. A dedicated guest half bath is ideal when entertaining or welcoming overnight guests. All major furniture will convey, allowing you to bring your suitcase and begin enjoying your Florida home immediately; select decorative and staging items do not convey. Additional features include inside storage S-34, bike storage and under-building parking space #59. HOA dues include cable and internet, water, exterior building maintenance, property management and flood insurance. Island Walk is a well-maintained waterfront building with a completed balcony and railing project featuring a Gemstone finish in 2019, a new roof in 2021, an exterior painting and building-envelope project in 2022, and an updated lobby project completed in 2024 that included fob-controlled automatic entry doors, updated mailboxes, and an updated call-box and resident directory system. More recent community improvements include new pool heaters and pumps, security cameras and an enhanced secure pool enclosure. The building has also completed its Milestone Inspection and SIRS. Community amenities include a waterfront heated pool and spa, tennis and pickleball courts, two grills and multiple outdoor dining and gathering areas. Pet-friendly with up to two pets weighing no more than 25 pounds each, and rental-friendly with a three-month minimum up to twice yearly. Marina slips may periodically become available for rent or purchase independently. Island Estates is a self-contained waterfront community offering shopping, dining, banking, a grocery store, the Clearwater Marine Aquarium and more—all just minutes from the white sugar sands of Clearwater Beach. Whether for a full-time residence, second home, 1031 exchange or coastal retreat, this condo is ready for you to start enjoying the Florida lifestyle! Come Live the Lifestyle! Come Live on the Island!

690 Island Way Unit 511, Clearwater Beach

644 Island Way Unit 406, Clearwater
$424,900
2 Beds ⋅ 2 Baths ⋅ Island Point 1 Condo SubDv. ⋅ 33767 Zip Code
Morning sun sets the tone at 644 Island Way #406, a bright 4th-floor condo on Island Estates built for easy coastal living. This 2-bedroom, 2-bath residence spans 1,315 square feet with an open floor plan that connects the kitchen, dining, and living areas. The kitchen and both baths have been beautifully updated, and the layout flows effortlessly into a window-lined dining area with views of the surrounding island. A stylish dry bar adds extra counter space and doubles as the perfect entertaining setup, while stone countertops and recessed lighting add a polished, finished touch. Floor-to-ceiling windows in the living room create a beautiful sitting area, the perfect spot to unwind and take in the views. Both bedrooms are generously sized, and the primary suite offers a spacious walk-in closet. An in-unit washer and dryer complete the everyday convenience. This home is truly turnkey and ready to enjoy from day one, whether as a primary residence or a seasonal escape. Waterfront living here comes with real amenities: a heated community pool, a community room, a kayak launch, and one dedicated covered parking space included with the unit. Boat slips can be rented directly through the association, subject to availability. Rentals are allowed once per year, with the building capped at nine rental units total, keeping the community quiet and owner-focused. Just minutes to the world-famous Clearwater Beach — consistently ranked among Florida's best — plus the Clearwater Marine Aquarium, local shopping, fine dining, and everything else this incredible area has to offer. Fully updated and ready to enjoy, 644 Island Way #406 is a rare find on Island Estates. Schedule your private showing today and don't miss out!

644 Island Way Unit 406, Clearwater

1520 Gulf Boulevard Unit 1107, Clearwater
$1,165,000
2 Beds ⋅ 2 Baths ⋅ Ultimar One Condo SubDv. ⋅ 33767 Zip Code
This remodeled beautifully appointed 2-bedroom, 2-bath split-bedroom condominium offers 1,579 sq ft of thoughtfully designed living space, with abundant natural light & water views from every room. The open-concept floor plan creates an effortless flow for both everyday living and elegant entertaining. At the heart of the residence is a spectacular chef’s kitchen featureing premium appliances, custom cabinetry, and a statement island that oiffers seating. Designed for both intimate gatherings and grand entertaining with 2 wine refrigerators. Perfectly suited for entertaining guests or enjoying relaxed evenings at home. Also opens to livivng/dining area. Small office or breakfast area on one end with views of the Intracoastal. The desirable custom split-bedroom layout provides privacy and comfort for residents and guests alike. Primary bedroom has wall of windows & opens to wrap around balcony. Ensuite bath with multi shower heads & shower bench in large shower with water view. Dual sink vanityl Walki - in closet with organizers. Large guest bedroom to accomodate a king sized bed. Two private balconies extend the living experience outdoors, offering the rare opportunity to enjoy both beautiful sunrises and spectacular Gulf sunsets. Whether beginning your day with a morning coffee overlooking the water or winding down as the sky transforms at sunset, the views are truly extraordinary. Adding to the convenience and exclusivity is a private garage within the secured parking garage, a highly sought-after amenity. Set within the resort-style luxury community of Ultimar on Sand Key, this exceptional residence offers the best of coastal Florida living—elevated, and surrounded by some of the area’s most beautiful waterfront scenery. A rare opportunity to own a Gulf-front residence where every room, every balcony, and every moment is connected to the water. True Resort Style complex has 3 geo thermal heated pools w/spas, 3 tennis courts, pickle ball, basketball ct, putting green, croquet lawn, grill area, firepit area, shuffleboard, corn hole, gym, steam & sauna, billiards rm, media rm, social rm with catering kitchen and baby grand piano. Walk to great restaurants & shops or catch the Beach Trolley right out in front of the building. A short drive to Tampa & the airport plus all of the sports venues of our championship teams. Buyer to verify room dimensions. PRIVATE GARAGE #63 in parking garage. START LIVING THE FLORIDA BEACH LIFESTYLE TODAY!! Call for your persoal tour!

1520 Gulf Boulevard Unit 1107, Clearwater

136 Bayside Drive, Clearwater Beach
$2,525,000
3 Beds ⋅ 4 Baths ⋅ Bayside Sub 3 SubDv. ⋅ 33767 Zip Code
90 FEET OF WATERFRONT • PRIVATE DOCK • POOL & SPA • FULLY FURNISHED • WALK TO CLEARWATER BEACH A rare opportunity to own an oversized waterfront property in the heart of Clearwater Beach. Set on an approximately 90' x 130' homesite, 136 Bayside Drive offers an exceptional combination of approximately 90 feet of waterfront, private dock, pool and spa, generous outdoor living spaces, and an unbeatable location just moments from Clearwater Beach. This single-story residence offers 3 bedrooms, 3.5 baths and approximately 2,329 SF of comfortable living space, featuring an updated kitchen and baths, terrazzo flooring, and an open layout designed to embrace the waterfront setting. Outside is where the Clearwater Beach lifestyle truly comes to life. The expansive pool terrace overlooking the water creates the perfect setting for entertaining, relaxing poolside, or enjoying sunset dinners beneath the covered patio. Beyond the pool, a private dock and approximately 90 feet of waterfront place the boating lifestyle right outside your door. The home is being offered fully furnished and completely turnkey, allowing the new owner to begin enjoying the Clearwater Beach lifestyle from day one. Furnishings are included with the sale, creating an effortless opportunity for a primary residence, second home, or investment property with established rental history. Morning coffee overlooking the water. Afternoons by the pool. Sunset dinners on the patio. Your boat at your private dock. Clearwater Beach just moments away. This is more than a waterfront home—it’s the Clearwater Beach lifestyle.

136 Bayside Drive, Clearwater Beach

706 Bayway Boulevard Unit 501, Clearwater
$1,095,000
3 Beds ⋅ 2 Baths ⋅ Sandpipers Cove Condo SubDv. ⋅ 33767 Zip Code
RARE CONDO INVESTMENT OPPORTUNITY at Sandpiper’s Cove! Stunning, built in 2019, TURN-KEY 3-bedroom, 2-bath luxury waterfront condo located on the south end of CLEARWATER BEACH. This beautifully furnished 5TH-FLOOR CORNER UNIT showcases spectacular, wide-open water views, enhanced by its higher-floor location and corner windows that fill the residence with natural light and capture the surrounding waterfront. Large sliders from the Great Room and Primary Suite open to an oversized balcony spanning the back of the unit - your own incredible outdoor living space to enjoy breathtaking sunsets, coastal breezes, passing boats, and watch dolphins from your own balcony. Inside, the bright and spacious open-concept design features high ceilings, wood-plank tile flooring, crown molding and remote-controlled privacy shades in both the Great Room and Primary Bedroom. The chef-inspired kitchen is beautifully appointed with GE Café stainless steel appliances, custom soft-close cabinetry and a generous peninsula overlooking the dining and living areas — perfect for entertaining. The spacious Primary Suite offers beautiful water views, direct balcony access, a sitting area, walk-in closet and a luxurious ensuite bath with dual vanities and an oversized glass-enclosed shower. Setting Sandpiper’s Cove apart is its RARE 3-DAY MINIMUM RENTAL allowance — an exceptional feature offering tremendous flexibility and strong income potential in one of Florida’s most popular beach destinations. Enjoy it as your own coastal retreat when you choose, and rent it when you’re away. Whether you're looking for a primary residence, second home, vacation retreat or income-producing property, this condo offers a unique combination of luxury, lifestyle and investment opportunity. Unit also includes a PRIVATE CABANA - perfect for beach and water-toy storage and conveniently located near the WATERSIDE HEATED POOL & SPA. Residents and guests also enjoy private community docks with direct Gulf access, a furnished pool deck, BBQ area, elevator, secure boutique 14-unit building and covered parking. Enjoy the ultimate Clearwater Beach lifestyle - boating, kayaking, paddleboarding, fishing, island hopping, or simply walking to the world-famous white sand beach, restaurants, shopping and entertainment. Call today for your private showing!

706 Bayway Boulevard Unit 501, Clearwater

865 S Gulfview Boulevard Unit 109, Clearwater Beach
$650,000
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 and furnished 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 condo includes covered reserved parking and private storage locker. Sold fully furnished, including two televisions, kitchenware, linens, and all finishings, so the buyer can move in immediately. 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

11 San Marco Street Unit 905, Clearwater
$1,649,000
2 Beds ⋅ 2 Baths ⋅ Mandalay Beach Club Condo SubDv. ⋅ 33767 Zip Code
SWEEPING GULF VIEWS. ICONIC CLEARWATER BEACH SIGHTS. BEAUTIFULLY RENOVATED AND OFFERED TURNKEY. From the ninth floor of Mandalay Beach Club’s San Marco Tower, this two-bedroom, two-bath residence pairs a sophisticated interior with exceptional south-and-west views spanning the resort-style pool, Gulf, Pier 60, Clearwater Harbor and Memorial Causeway. A desirable split-bedroom floor plan provides privacy for owners and guests, while floor-to-ceiling glass brings natural light and the coastal panorama into the home. NEWLY INSTALLED PGT IMPACT-RESISTANT SLIDING GLASS DOORS frame the remarkable setting and represent a substantial upgrade. The thoughtfully remodeled interior features a cohesive collection of contemporary finishes, with wood-look plank tile throughout the main living areas and engineered hardwood in both bedrooms. The renovated kitchen combines 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. The primary suite offers a private retreat with a beautifully updated, spa-inspired bath featuring a waterfall shower, plus a convenient coffee bar and beverage refrigerator. The guest bathroom is equally well appointed, with a stylish barn door providing added separation and privacy for the guest bedroom and bath. Additional improvements include a newly installed water heater, new washer and dryer, updated interior doors and hardware, ceiling fans and window treatments. An HVAC system with a transferable service warranty, climate-controlled storage and one deeded parking space in the private garage add everyday convenience. DIRECT BEACH ACCESS and an exceptional collection of amenities make Mandalay Beach Club one of Clearwater Beach’s most sought-after Gulf-front communities. Enjoy 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. Just steps from Pier 60, restaurants, shopping, water activities and nightly sunset celebrations, the location puts Clearwater Beach’s signature experiences at your doorstep, including the celebrated Sugar Sand Festival. Beautifully finished and ready to enjoy, San Marco #905 offers an inviting primary residence or elegant beachfront retreat - with expansive views, thoughtful upgrades and the convenience of a turnkey offering.

11 San Marco Street Unit 905, Clearwater

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