Clearwater Beach Homes with Sailboat Water Water Frontage

Clearwater Beach Homes with Sailboat Water Water Frontage

Welcome to Clearwater Beach, Florida—a coastal paradise nestled in the heart of Pinellas County. Known for its stunning white sandy beaches and crystal-clear turquoise waters, Clearwater Beach is a vibrant destination that blends the charm of a small beach town with the excitement of a bustling resort area. With an average of 361 sunny days a year, it’s no wonder this locale is a haven for beach lovers, water sports enthusiasts, and those seeking a relaxed, outdoor lifestyle.

One of the most sought-after features in Clearwater Beach real estate is homes with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against your dock, with the sun glistening on the water as you sip your morning coffee. These properties offer direct access to the Gulf of Mexico, making them perfect for boating, fishing, and enjoying the breathtaking sunsets that this region is famous for.

Whether you’re looking for a luxurious waterfront estate or a charming beachside bungalow, Clearwater Beach has a diverse range of homes to fit your unique lifestyle. With the added benefit of being in close proximity to world-class dining, shopping, and entertainment, living here means you can enjoy both tranquility and excitement.

Discover the allure of Clearwater Beach and experience the ultimate in waterfront living. With sailboat water frontage, your dream home awaits, promising a life filled with sun-soaked days and memorable evenings by the shore. Don’t miss your chance to call this stunning beach community home!

Newest Clearwater Beach Homes with Sailboat Water Water Frontage

$2,300,000
3 Beds 3 Baths Ultimar Three Condo SubDv. 33767 Zip Code
Step into the inviting entryway with hardwood floors, designer wallpaper & shell mirror. Exceptional Clearwater Beach completely remodeled condo features fantastic waterfront views of the Gulf, direct access to a vast Sand Key white sand beach and ideal vantage points for scenic sunrises to sunsets. The spacious open floor plan is accented by wall-to-wall, floor-to-ceiling windows and sliding glass doors that provide unobstructed views from nearly every room. Spanning 2,563 square feet, this updated three-bedroom, three-bathroom home feels even more expansive due to 10-foot high ceilings throughout that optimize the abundant natural light and natural beauty defining this location.Two covered balconies create ideal areas for al fresco dining, entertaining guests or relaxing while relishing the east to west elevated views from this eleventh floor residence. Designed for convenience and comfort, the layout includes a formal living room and family room, dining area that easily accommodates seating for friends & family, a fully outfitted gourmet kitchen with custom cabinetry, stainless steel appliances, quartz counters, countertop dining, and adjoining walk-in pantry, a separate laundry room plus butler’s pantry. Split bedroom plan provides privacy for owners as well as guests. The primary bedroom ensuite includes direct access to the Gulfside balcony, a walk-in closet and luxurious bath with marble shower, marble tub surround, custom cabinetry dual sink vanity with marble top. Desgner lighting throughout & designer funrishing included. Sun shades at windows & sliders with remote in the living room & primary bedroom. The Ultimar is a world class condo complex on Sand Key of famous Clearwater Beach. Miles of pure white sand. Lush tropical landscaped grounds are expertly maintained. 24 hr guard gated. True Resort Style complex has 3 geo thermal heated pools w/spas, 3 tennis courts, pickle ball, basketball court, 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. START LIVING THE FLORIDA BEACH LIFESTYLE TODAY!! Buyer to verify room dimensions. Sold furnished & turnkey. PRIVATE GARAGE #101 in parking garage. Call for your private tour!

1560 Gulf Boulevard Unit 1101, Clearwater Beach

$399,000
2 Beds 2 Baths Sea Island North 3 Condo SubDv. 33767 Zip Code
Experience refined coastal living in this extensively renovated unit, where every detail has been thoughtfully upgraded with quality craftsmanship and timeless style. Filled with natural light, the inviting interior showcases breathtaking panoramic views of Mandalay Bay and an airy, open-concept design perfect for everyday living and entertaining. The enclosed lanai serves as an exceptional extension of the living space, providing the perfect setting to relax and take in the waterfront scenery. At the heart of the home, the beautifully updated kitchen features an impressive granite island, premium finishes, and generous prep space that will delight both casual cooks and seasoned chefs. Designer upgrades continue throughout with elegant tile flooring, recessed lighting, modern interior doors, and custom built-in cabinetry that maximizes both storage and functionality. A full-size in-unit washer and dryer add everyday convenience. Major improvements include impact-resistant, UV-protected windows, updated electrical, a newer water heater, water softener, HVAC system, wine refrigerator, and numerous additional enhancements that provide lasting value and peace of mind. Residents enjoy easy access via both the elevator and stairs, along with outstanding waterfront amenities. Spend evenings on the community dock watching spectacular sunsets, grilling with friends, launching a kayak, fishing, or taking advantage of available water, electric, and boat access. Nestled in the highly desirable Island Way community, this well-maintained building has successfully completed its required Milestone Inspection with no current assessments. Just minutes from Clearwater Beach, Publix, popular restaurants, and the vibrant entertainment of downtown Clearwater, this exceptional waterfront property offers the ideal blend of comfort, convenience, and coastal lifestyle. Buyers should verify all rules, regulations, and leasing guidelines directly with the homeowners association.

770 Island Way Unit N204, Clearwater

$265,000
1 Beds 1 Baths Horizon House Co-Op SubDv. 33767 Zip Code
DIRECT VIEWS OF CLEARWATER BEACH & THE SPARKLING GULF OF AMERICA! Welcome to this move-in-ready, spacious waterfront 1-bedroom, 1-bathroom co-op located on the highly desirable Island Estates in Clearwater Beach. From the moment you enter, you are greeted by breathtaking panoramic water views of Clearwater Harbor that can be enjoyed from every room. The home features large southwest-facing windows that fill the space with natural light and showcase stunning sunsets over the water and the beauty of Clearwater Beach. The bedroom offers oversized windows with incredible waterfront views, creating a peaceful retreat where you can wake up to the beauty of the coast. The unit is offered with furnishings optional, making it easy to move right in and start enjoying the Florida lifestyle. Additional features include an upgraded FOB entry system for added security and convenience. The community offers an impressive array of amenities and services, including cable TV, internet, water, sewer, trash, electricity, insurance, exterior maintenance, grounds maintenance, repairs, pest control, pool maintenance, recreational facilities, and on-site management. Enjoy resort-style living with a community pool, fishing pier, boat dock, outdoor grilling area, recreation center, library, fitness room, indoor bike storage, free laundry facilities, private storage closets located on your floor, and game areas featuring ping pong and pool tables. Perfectly situated on Island Estates, you are just steps away from popular restaurants, shopping, grocery stores, and entertainment. The Clearwater Marine Aquarium is directly across the street, along with the iconic Island Way Grill and convenient Jolly Trolley service, providing easy access to Clearwater Beach and surrounding attractions. Experience waterfront living at its finest with spectacular views, incredible amenities, and an unbeatable location in one of Clearwater Beach’s most desirable communities.

31 Island Way Unit 505, Clearwater Beach

$325,000
2 Beds 2 Baths Horizon House Co-Op SubDv. 33767 Zip Code
OUTSTANDING VALUE AND OPPORTUNITY TO OWN A PIECE OF PARADISE MINUTES TO CLEARWATER BEACH! Horizon House is one of the best maintained buildings since NO RENTALS and NO PETS allowed except for service/therapy pets. This sizable 2 bedroom, 2 bath condo with over 1,400sf is the epitome of living the Florida lifestyle. Enjoy endless sunrises by day and twinkling city lights by night from the 14th floor. WATER VIEW FROM EVERY ROOM! Upon entering, you get the wow effect from the dazzling water view of Clearwater Harbor. You can see all the way north to Dunedin! You’ll have a front row seat to the area fireworks, including the $1 million City of Clearwater display. The master suite is spacious with built-in cabinets and there’s room for a home office or sitting area. Imagine waking up every day to the stunning colorful sunrises. The master suite is appointed with a private bath and updated vanity. An added feature of this larger 2 bedroom is extra space in the master bedroom which creates a **coveted walk-in closet.** The guest bedroom has plenty of room too! Currently, it has a set of bunk beds and a full size bed. Newer flooring throughout, no carpet! The heated waterfront pool and fishing dock with cleaning station are located directly on the Intracoastal and boat slips are available as first come first serve. Don’t want to wait for a boat slip? Buy your own dock from Island Estates Marina. Bike and kayak storage also available. You'll love living on Island Estates, with fine dining, post office, gas station, new Publix and playground. PLUS you're less than a mile to the sugar white sands of Clearwater Beach. Building is a co-op, HOA fee INCLUDES ELECTRIC, water, trash, basic cable, HVAC, water heater, community generator, use of FREE washer/dryer and security guard. Call today, this is THE PERFECT Florida getaway!

31 Island Way Unit 1404, Clearwater

$750,000
2 Beds 2 Baths Isle Of Sand Key 1 Condo SubDv. 33767 Zip Code
WATER VIEW FROM EVERY ROOM!!! OUTSTANDING VALUE FOR THIS SPACIOUS CONDO WITH WRAP AROUND CORNER BALCONY. This 2 bedroom, 2 bath, 1,500sqft condo with 1 car carport brings to you the best of boating and the beach. This cozy NE corner residence in the quiet GATED waterfront community of Isle of Sand Key is tucked away from Gulf Blvd, but is only a short 3-minute walk to the powder soft sands of Sand Key Beach. The first come, first serve boat slips allow for fast, easy access to the Intracoastal waterway and the Gulf. The kitchen with breakfast bar is ready for your culinary creations, featuring a GORGEOUS INTRACOASTAL WATER VIEW. Newer washer/dryer installed. There’s plenty of space for an 8-10 dining set for large families. The sizable 300sf master suite enjoys both Gulf and Intracoastal views and you can even hear the sound of the ocean! The walk-in closet is enormous! Step out onto the balcony and your cares instantly melt away. You have panoramic water views in every direction. The Isle of Sand Key gated community offers relaxing resort amenities such as a solar-heated community pool, BBQ area, covered sitting area, docks for fishing, boat slips (first come), sauna and fitness center! Only minutes away from award-winning Clearwater Beach. With its uncommon size & sleeping capabilities, this residence is ideal for entertaining with extended stays for families & guests. A great location & terrific value! UPGRADES: NEW AC 2019, NEW Water heater 2025, NEW Impact Windows 2018. **BE SURE TO CHECK OUT THE 3D VIRTUAL TOUR LINK.**

1621 Gulf Boulevard Unit 1408, Clearwater Beach

$599,000
2 Beds 3 Baths Island Walk Condo SubDv. 33767 Zip Code
WOW!!! 9th FLOOR CORNER END UNIT!!! TWO BALCONIES!!! PANORAMIC INTRACOASTAL AND GULF WATER VIEWS with SPECTACULAR SUNRISES and SEASONAL SUNSETS! This rarely available 1,500 sq. ft. corner residence, the largest floor plan in the desirable ISLAND WALK WATERFRONT COMMUNITY, offers a layout that lives like TWO PRIVATE PRIMARY SUITES, each with balcony access and exceptional water views. The UPDATED OPEN KITCHEN is perfectly positioned to capture breathtaking views stretching north to the Dunedin Causeway and beyond while opening seamlessly to the spacious living and dining areas, creating the perfect setting for everyday living and entertaining. Tile flooring throughout, UPDATED KITCHEN, UPDATED BATHROOMS, and a dedicated guest half bath make this truly MOVE-IN READY. Enjoy your morning coffee from the additional east-facing kitchen balcony with views toward downtown Clearwater. For added peace of mind, this home features HURRICANE-RATED SLIDERS, a NEW 2026 AIR CONDITIONING SYSTEM, and a NEW 2026 REFRIGERATOR. Additional highlights include a CLIMATE-CONTROLLED STORAGE UNIT (S-92) conveniently located just outside the unit entrance and UNDER-BUILDING PARKING SPACE #105. Monthly HOA fees include cable, internet, water, sewer, trash, exterior building maintenance, professional property management, and flood insurance. Island Walk features a 2019 roof, RECENT EXTERIOR PAINTING, completed balcony and railing restoration with durable Gemstone finish, and has successfully completed both the Milestone Inspection and SIRS requirements, providing added confidence and peace of mind for future owners. Residents enjoy a waterfront heated pool and spa, shared tennis and pickleball courts, dual grilling stations, multiple outdoor dining and gathering areas, bike storage, and a secured lobby with an updated entry system. PET FRIENDLY (2 pets up to 25 lbs. each) and RENTAL FRIENDLY (3-month minimum, twice annually), with marina slips periodically available for rent or purchase through private owners. Ideally located in the SELF-CONTAINED WATERFRONT COMMUNITY OF ISLAND ESTATES, you'll enjoy nearby shopping, dining, banking, a grocery store, the Clearwater Marine Aquarium, and you're just minutes from the WORLD-FAMOUS SUGAR SAND BEACHES OF CLEARWATER BEACH. Whether you're searching for a full-time residence, seasonal getaway, investment property, or a 1031 exchange opportunity, this EXCEPTIONAL WATERFRONT CONDOMINIUM is ready for you. Just bring your suitcase and start living the Florida coastal dream! Come Live at Island Walk on Island Estates! Come Live the Lifestyle! Come Live on the Island!

690 Island Way Unit 909, Clearwater Beach

$369,000
2 Beds 2 Baths Horizon House Co-Op SubDv. 33767 Zip Code
Welcome to this beautifully updated 5th-floor, 2-bedroom, 2-bath residence at the highly sought-after 31 Island Way Co-op, where spectacular water views, spacious interiors, and resort-style amenities create the ultimate Florida waterfront lifestyle. The elevated 5th-floor location offers breathtaking vistas and an abundance of natural light throughout. Enjoy truly maintenance-free living with an extensive monthly fee that includes **electricity, water, sewer, cable television, basic Wi-Fi, building insurance, professional property management, and lobby attendants.** This well-managed community allows you to focus on enjoying your surroundings rather than worrying about everyday expenses and upkeep. Residents have access to an impressive array of amenities designed to enhance every aspect of daily living. Relax beside the geothermal-heated waterfront pool, stay active in the **fully renovated fitness center, gather with friends in the stylish lobby seating areas, or host special events in the spacious clubhouse and social rooms. Additional conveniences include Free laundry facilities, private storage closets on each floor, indoor bicycle storage, a library, billiards, ping pong, and numerous recreational gathering spaces. The building has undergone significant updates, including a state-of-the-art secured entry system, modernized elevators, upgraded HVAC systems, renovated common areas, updated lobby flooring, and an enhanced fitness facility, providing comfort, security, and long-term value. Outdoor enthusiasts will appreciate the fishing pier, boat dock, outdoor grilling areas, and boat slips available on a first-come, first-served basis for a nominal monthly fee. The association maintains full reserves and handles exterior maintenance and common areas, offering exceptional peace of mind. Ideally located on Island Way, you'll be just minutes from everything Clearwater has to offer. Take a short walk, bike ride, or trolley trip to local shops, restaurants, grocery stores, the Clearwater Marine Aquarium, and the sugar-sand beaches of world-famous Clearwater Beach. The convenient Jolly Trolley stop directly across the street makes exploring the area effortless. Don't miss this opportunity to own a stunning 5th-floor waterfront residence in one of Clearwater's most desirable communities where every day feels like a vacation. This Property does not allow pets or rentals.

31 Island Way Unit 508, Clearwater Beach

$1,800,000
3 Beds 3 Baths Bellevue Estates Island 3rd Add SubDv. 33786 Zip Code
Waterfront Living at Its Finest! Nestled on a quiet cul-de-sac, this beautiful 3-bedroom, 2.5 bath block home offers the perfect blend of comfort, style, and coastal living. From the moment you step inside, you'll be greeted by an open floor plan, soaring vaulted ceilings, and expansive windows that showcase breathtaking intercoastal waterfront views from the main living areas. The spacious layout is ideal for both everyday living and entertaining, with a light-filled great room flowing seamlessly into the kitchen and dining areas. The primary suite provides a private retreat with peaceful water views, while two additional bedrooms offer plenty of space for family or guests. Designed with both beauty and peace of mind in mind, this home features a whole-house generator, tankless water heater, large laundry room with sink, and great storage. Outside, enjoy your own slice of paradise with a newer seawall and private dock, making boating, fishing, and waterfront relaxation effortless. The intercoastal waterways are just moments from the Bay and Gulf by boat. Located just minutes by car from shopping, dining, and entertainment, this exceptional property also includes private beach access on private Belleair Beach, allowing you to enjoy the best of both waterfront and beach lifestyles. Whether you're looking for a full-time residence or the ultimate coastal retreat, this home delivers an unbeatable combination of location, amenities, and spectacular views. Schedule your private showing today and experience waterfront living at its best!

115 Aleta Drive, Belleair Beach

$499,900
2 Beds 2 Baths Island Point 1 Condo SubDv. 33767 Zip Code
Experience the best of Island Estates living in this pristine, UPDATED, FULLY FURNISHED, move-in ready 2-bedroom, 2-bath condominium. Showcasing chic décor, premium finishes, and an open floor plan, this beautifully updated residence features luxury vinyl flooring throughout. The gourmet kitchen offers stainless steel appliances, solid surface countertops, a breakfast bar, and a stylish dry bar in the dining area that's perfect for entertaining. Located on the fourth floor, this bright and inviting home enjoys beautiful morning sun and partial Intracoastal water views. The spacious floor plan offers generously sized bedrooms, with the guest bedroom large enough to accommodate two queen-size beds. The primary suite features two closets, including a walk-in closet, along with abundant storage throughout the home, including storage solutions throughout the property. In unit washer and dryer are also included for added convenience. Major updates include the HVAC system and water heater (2020). This secure building offers key fob entry, security cameras, an assigned covered parking space #20. The HOA fee includes cable, water, and high-speed internet. Perfectly located on Island Estates, you'll be just minutes from Clearwater Beach and within walking distance of Publix, banks, restaurants including Island Way Grill, shops, the Clearwater Marine Aquarium, and a variety of waterfront activities. Enjoy scenic waterfront walks, bike rides, or simply relax and embrace the coastal lifestyle this highly desirable community has to offer. Boating enthusiasts will appreciate the private community dock on the Channel, with boat slips available for rent through management (subject to availability), as well as a kayak rack. Spend your evenings relaxing by the waterfront pool or private dock while watching spectacular sunsets, dolphins, and boats cruise by. Don't miss this exceptional opportunity to own a beautifully updated, fully furnished waterfront condominium in one of Clearwater's most desirable communities. Furnishings are included, making this the perfect primary residence, vacation home, or investment opportunity.

644 Island Way Unit 405, Clearwater

$2,800,000
4 Beds 4 Baths Belleair Beach Yacht Club Estates SubDv. 33786 Zip Code
Imagine beginning each morning with the sunrise reflecting across the Intracoastal from your private balcony, spending the afternoon cruising directly from your backyard dock to the Gulf of Mexico, and ending the day with a sunset stroll along one of Florida's most exclusive white-sand beaches just steps away. Welcome to one of Belleair Beach's most coveted waterfront addresses, where luxury boating and coastal living unite in an extraordinary setting. Perfectly positioned on one of the island's most prestigious streets, this custom Coastal Modern masterpiece offers the rare combination of protected deep-water boating with a private dock and 7,000-lb boat lift, plus effortless Gulf beach access just moments from your front door. Encompassing 7,698 square feet under roof, this exceptional residence features 4 bedrooms, 3.5 bathrooms, a 3+ car tandem garage, resort-style pool and spa, outdoor kitchen, private putting green, and thoughtfully designed indoor and outdoor living spaces. A dramatic wrap-around balcony and grand double-door entry introduce light-filled interiors showcasing porcelain and bamboo flooring, custom woodwork, elegant built-ins, and expansive waterfront views. The open-concept design flows seamlessly into a chef's kitchen featuring granite countertops, a large center island with prep sink, three ovens, two dishwashers, stainless steel appliances, and abundant custom cabinetry—perfect for everyday living and entertaining on any scale. The luxurious primary suite offers a private waterfront balcony, spa-inspired bath with jetted soaking tub, oversized walk-in shower, dual vanities, and an impressive custom walk-in closet. An adjacent flex room provides the ideal space for a home office, den, fitness room, or optional fifth bedroom. Designed for entertaining, the lower level features a multimedia theater, game room, guest suite with private bath, and kitchenette, creating an ideal retreat for family and overnight guests. Outside, enjoy your own private waterfront resort with a heated and chilled saltwater pool and spa, covered outdoor kitchen, entertaining bar with built-in fire feature, brick-paver deck, private putting green, and waterfront dock complete with power, water, and boat lift. Recent capital improvements include a new roof (2022), upgraded Trane HVAC systems with Wi-Fi thermostats, smart security system, and additional recent infrastructure improvements, offering added peace of mind for the next owner. Luxury is more than exceptional finishes—it's the freedom to enjoy the Florida lifestyle at its finest. Boat to the Gulf from your backyard, relax on the sugar-white sands of Belleair Beach, or enjoy nearby golf, yacht clubs, waterfront dining, tennis, pickleball, and all the attractions of Clearwater Beach. This is a rare opportunity to own one of Belleair Beach's premier waterfront residences, where every day feels like a private coastal retreat.

101 Harrison Avenue, Belleair Beach

$825,000
3 Beds 3 Baths Sunwatch On Island Estates SubDv. 33767 Zip Code
Virtually Staged. Experience breathtaking water views and resort-style living from this stunning northeast corner residence in sought-after Sunwatch Condominiums on Island Estates. Perched on the 8th floor, this move-in-ready condo showcases panoramic vistas of the Intracoastal Waterway, St. Joseph Sound, Downtown Clearwater, and even Dunedin in the distance. Designed to maximize natural light and waterfront scenery, this spacious split-bedroom floor plan offers privacy for both owners and guests. The open-concept living area flows seamlessly to an expansive balcony where you can enjoy passing yachts, dolphins, personal watercraft, and seabird activity. A private balcony off the primary suite provides the perfect retreat for enjoying spectacular seasonal sunsets, while the guest bedrooms enjoy access to their own wraparound balcony. Recent updates include luxury vinyl tile flooring throughout, creating a fresh, modern feel. A rare and highly desirable feature unique to this unit is the climate-controlled storage room conveniently located inside the residence near the guest bath, rather than on an exterior balcony as found in most Sunwatch units. For added convenience and security, this home includes under-building assigned parking space #83. Sunwatch offers an exceptional waterfront lifestyle on 3.8 acres and over 300 ft of waterfront, located within the vibrant, self-contained Waterfront Community of Island Estates. The amenities rival a private resort, including two swimming pools, spa, fitness center, two tennis courts, pickleball courts, billiards and meeting room, party room, two covered waterfront pavilions, grilling areas, beautifully landscaped grounds, and marina slips when available, and two exclusive guest suites for owners. Milestone and SIRS studies are done and fully funded. A full-time property manager and maintenance supervisor provide additional peace of mind. Located just minutes from Clearwater Beach and within walking distance of dining, shopping, services, and the Clearwater Marine Aquarium, this pet-friendly community allows one-year minimum rentals, making it an excellent full-time residence, seasonal retreat, or 1031 exchange opportunity. Come discover why Island Estates is one of Clearwater's most desirable waterfront communities. Your Florida lifestyle awaits.

670 Island Way Unit 800, Clearwater Beach

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