Clearwater Homes with Sailboat Water Water Frontage

Clearwater Homes with Sailboat Water Water Frontage

Welcome to Clearwater, Florida—where sun-kissed beaches meet vibrant city life! Nestled in Pinellas County, Clearwater is renowned for its stunning coastline, making it a premier destination for both residents and visitors alike. With its warm climate, friendly community, and rich cultural scene, Clearwater offers a unique blend of relaxation and excitement.

One of the most sought-after features in Clearwater real estate is homes with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against your dock, with direct access to the sparkling waters of the Gulf of Mexico. These properties not only provide breathtaking views but also the ultimate lifestyle for boating enthusiasts. Whether you're cruising along the coastline or enjoying a sunset sail, having sailboat water access right from your backyard is a dream come true.

Clearwater’s waterfront homes are designed to enhance your living experience. Many of these properties boast expansive outdoor spaces perfect for entertaining, private docks for your sailboat, and luxurious amenities that cater to a coastal lifestyle. Picture yourself hosting family gatherings or intimate dinners while watching the sun dip below the horizon.

In addition to its stunning homes, Clearwater is home to world-famous attractions like Clearwater Beach, the vibrant Pier 60, and an array of dining and shopping options. The community is known for its warm hospitality and engaging events, making it an ideal place to call home.

Explore the enchanting waterfront properties Clearwater has to offer, and discover a lifestyle filled with sunshine, serenity, and endless possibilities!

Newest Clearwater Homes with Sailboat Water Water Frontage

$78,500
2 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Welcome to this move-in ready, fully furnished 2-bedroom, 1.5-bath double-wide home in the highly sought-after Bay Aristocrat Village, a premier gated 55+ waterfront community in Pinellas County where you own the land—no lot rent! Thoughtfully maintained and priced to sell, this inviting home offers an open-concept living room and kitchen, creating a bright and comfortable space for everyday living and entertaining. A spacious front Florida room and welcoming outdoor living area provide the perfect places to relax and enjoy Florida's beautiful weather year-round. The exterior features vinyl siding, a roof-over, energy-efficient updated windows, a two-car driveway, covered carport, and a convenient storage shed. For added peace of mind, following Hurricane Milton in 2024, The home features a brand-new central heating and air conditioning system with new ductwork, providing comfort and efficiency for years to come. There was no additional damage to the home from the storm. The low monthly maintenance fee of just $360 includes water, sewer, trash collection, lawn maintenance, and access to an outstanding selection of community amenities, including a heated pool, Jacuzzi, shuffleboard courts, clubhouse with an active social calendar, private boat ramp, and two fishing piers overlooking beautiful Tampa Bay. Bay Aristocrat Village is one of Pinellas County's most desirable waterfront manufactured home communities, conveniently located just minutes from world-famous Clearwater Beach, shopping, restaurants, major hospitals, and two international airports. If you've been dreaming of an affordable waterfront lifestyle with exceptional amenities and an active, friendly community, this home is an opportunity you won't want to miss. Community Information: Bay Aristocrat Village is a gated 55+ resident-owned community. One indoor cat is permitted per household. Dogs are not allowed unless authorized ESA approved paperwork by Community Association.

18675 Us Highway 19 N Unit 470, Clearwater
$850,000
4 Beds ⋅ 3 Baths ⋅ Elde Oro West SubDv. ⋅ 33764 Zip Code
Where Luxury Meets the Tides: Your Own Private Waterfront Sanctuary with access to the Tampa Bay! Welcome to a remarkable, fully renovated masterpiece that redefines modern family living, wrapped in the breathtaking beauty of nature’s greatest coastal show. From the moment you pull up, the peace of mind is palpable. Wrapped in a resilient 50-year metal roof (with 32 years of worry-free life still ahead), freshly painted inside and out, and secured with brand-new fencing, this home has been meticulously transformed from top to bottom. Step inside, and you’ll immediately notice the flawless flow, enhanced by crisp new interior doors, fresh paint, and stunning, durable luxury vinyl flooring that ties the entire home together. Designed for Gathering, Built for Comfort Life happens in the heart of a home, the kitchen is an absolute showstopper. Outfitted with rich espresso wood cabinets, gleaming all-new stainless steel appliances, massive pantry cleverly wrapped around the refrigerator, it’s a culinary dream. Whether you’re whipping up a quick breakfast in the casual dining nook or hosting a grand celebration in the spacious formal dining room, this home is built for making memories. After dinner, retreat to the formal living room, where massive sliding glass doors pull back to blur the line between indoor luxury & outdoor bliss. Step out onto the expansive lanai, take a refreshing dip in the sparkling pool, or simply let the day's stress melt away. For cozier evenings, gather with family in the adjacent family room, anchored by a charming, wood-burning brick fireplace for those cooler January/February temperatures. Spaces for Everyone With four generously sized bedrooms and three fully remodeled bathrooms—featuring brand-new vanities & exquisite new tilework—there is room for everyone to thrive. The primary suite is a true private wing. It boasts not one, but two oversized walk-in closets and a spa-inspired master bath. Featuring a spacious, glass-enclosed shower complete with a luxurious rain showerhead and a built-in bench, it’s your own daily retreat. Need space for extended family or visiting guests? The third bedroom and bathroom are ideally situated to serve as a private in-law suite, offering comfort and independence for your loved ones. Your Backyard Discovery Channel As stunning as the interior is, the true magic of this property lies just beyond the back door. Almost every room in the house offers a picturesque, ever-changing view of a tranquil creek and its vibrant ecosystem. Step down to your private dock, pour your morning coffee, and watch the world wake up. This isn't just a backyard; it’s front-row seats to paradise. Depending on the day and the tide, you might spot graceful spoonbills wading in the shallows, playful otters splashing about, or dolphins and manatees gliding gracefully past. For the angling enthusiast, the waters teem with life—mullet, redfish, sheepshead, drum, snook, and even the occasional stingray make their way through. Take a fishing trip in your boat or kayak. The creek will take you to the Tampa Bay. Here, just moments from the hustle and bustle of the modern world, you have your own secluded oasis. Featuring brand-new 2026 central heat and air for year-round comfort, this home leaves literally nothing left for a new family to do except unpack, unwind, and begin the next great chapter of their lives. Your piece of paradise is waiting. Are you ready to come home?

2126 Egret Drive, Clearwater
$960,000
4 Beds ⋅ 3 Baths ⋅ Marla Grove Estates SubDv. ⋅ 33763 Zip Code
Welcome to a truly one-of-a-kind waterfront retreat in unincorporated Clearwater near Dunedin. Situated on over half an acre along the shores of Harbor Lake, this fully renovated property offers an exceptional blend of luxury living and resort-style amenities, while also offering the rare benefit of being located outside of a flood zone with no HOA restrictions. Extensively renovated in 2025 with upgrades including a new roof, new water heater, newly resurfaced pool, and new pool heater, this expansive residence features 4 bedrooms plus an enclosed sunroom/office, 3 bathrooms, and approximately 2,867 square feet. Step outside into your own private lakeside oasis featuring a heated pool, expansive entertaining areas, and direct access to Harbor Lake — a rare 40-acre spring-fed lake where boating, kayaking, and fishing are permitted. The oversized fenced lot includes abundant parking with room for boats, RVs, and recreational vehicles. The spacious primary suite and additional upstairs bedroom open to a large screened balcony overlooking the pool and lake, offering breathtaking sunset views and a true retreat-like experience. Whether used as a full-time residence, second home, luxury vacation property, or short-term rental, this property offers unmatched versatility. Furnishings available separately for purchase, making this a potential turnkey opportunity. Ideally positioned near Dunedin, Clearwater Beach, Honeymoon Island, MLB Spring Training fields, golf courses, shopping, dining, and Tampa International Airport. This exceptional property delivers the best of Florida waterfront living with privacy, flexibility, and lifestyle at its core. Rarely does a property combine this level of location, land, water access, renovation quality, and income potential in one offering.

2153 Karan Way, Clearwater
$3,679,000
5 Beds ⋅ 7 Baths ⋅ Eagles Nest Point SubDv. ⋅ 33756 Zip Code
Virtually Staged. Exceptional waterfront estate in Belleair’s coveted North Pine Circle, offering unobstructed open-water views of Clearwater and beyond. The soaring 21 feet high entry foyer and wraparound balconies introduce the home’s grand scale and elegant architectural design with breathtaking bay and intercoastal waterway sunsets. Designed for both everyday living and delightful entertainment, the interior features rich woodwork, custom details, and streaming natural light throughout. Highlights include waterfront living and dining areas. The family room boasts a custom coffered ceiling, gas fireplace, wet bar, wine refrigerator and custom built-in entertainment center. The gourmet kitchen is complete with Sub-Zero and Wolf appliances, Brazilian granite countertops, dual sinks, Bosch digital dishwasher, and center island with plenty of storage, a granite breakfast bar, solid Buttercream wood cabinets, and reach in pantries with stainless steel revolving shelves. The expansive pantry/laundry room provides its own sink and LG ThinQ Front Load Washer/Dryer. Additional luxury features include a fully appointed executive’s office with hand carved cherry wood built desk, filing and storage cabinets, oak wood herringbone floors and ensuite guest bathroom. The giant game room showcases a climate-controlled hand-crafted cherry wood wine storage. Four ensuite bedrooms with private balconies, including a stunning waterfront primary suite with fireplace, built-in entertainment center, spa-style bath with granite finishes, jetted tub, dual vanities, and two giant walk-in closets. A private elevator serves all 3 floors accessible from the 4 car garage. The upper level includes a spacious multipurpose bedroom, full whirlpool bath and separate shower, generous closet space, and a private balcony with panoramic water views. Enjoy the waterfront resort-style pool and spa, lush tropical landscaping, and a private dock equipped with a pontoon lift and 54,000-pound boat lift. - Centrally located minutes from Belleair Beach, Belleair Country Club, Pelican Golf Club, Clearwater Beach, and the Morton Plant Hospital/BayCare Medical Centers

24 N Pine Circle, Belleair
$1,820,000
2 Beds ⋅ 3 Baths ⋅ Bay View Heights Blk 3, Lot 2 Less E 112 1/2ft SubDv. ⋅ 33755 Zip Code
2024 Hurricanes - No Flooding * Now let’s get to the good stuff. PARADISE!!!!! Think I’m kidding come look for yourself. This completely remodeled 1935 Bungalow is Owners with major OCD problems. Move in Ready. INCREDIBLE!!!! I know because many stop daily, take pictures and tell me. It is a beauty. The main house is a 1 bedroom, 1 and 1/2 bath. The Quest house / additional generational housing / Mother in laws suite is a full kitchenette. This home is conveniently located between downtown Clearwater and Dunedin. Publix grocery 1.8 miles. Mall 4.7 miles. Blocks from the Pineallas County Trail that can take you from St Pete to Tarpon Springs. Walk, bike, run… Another choice could be along Edgewater into Dunedin with incredible views, many use it also daily. Restaurants just blocks away. Did I mention the views from your favorite chair. To the south the Clearwater bridge, to the west some of the most beautiful sunsets you have ever laid your eyes on, after watching the diamond glisten all day. From the dock to the north the Dunedin causeway bridge… The back lawn is fenced with puppy picket fencing to keep any pets safe and lushly landscaped with high end pavered paths and patios. There is a bolder water feature next to the patio closest to the waters edge, the sound is so tranquil. Your own private heated jacuzzi tub and outdoor shower. Oh, and don’t forget to bring your boat or fish from the dock. Lift can hold up to 20,000 lbs. Just load it on the lift, safely board your boat with custom built stairs, hit the remote, lower the boat and zoom, your off… so many places to enjoy. Restaurants, sand bars, fishing, gorgeous trips, nothing stopping you from boating into the Gulf. Our neighbors are owners and have become family over the last 14 years. Like I said, come see for yourself… it is Paradise.

202 Fairmont Street, Clearwater
$775,000
2 Beds ⋅ 3 Baths ⋅ Bayview Condo Clearwater SubDv. ⋅ 33755 Zip Code
This gorgeous condo was fully renovated from top of bottom in 2023, including all new appliances and AC. There are fantastic views to the South showing off a wide expanse of the Intracoastal Waterway. Located in the beautiful Bayview Condominium building, this spacious condo is sure to please. Besides the two bedrooms with water views, there is a spacious den that is perfect for an office or guest room. The condo comes with two parking spaces under the garage as well as a deeded boat slip. Entertain guests in the beautiful club room, or out by the pool that also overlooks the Intracoastal. There was a special assessment for $3,000 for each unit, which the Seller has already paid. The work being done includes some stucco and roof work, as well as a new electronic entry system,and the pool is currently closed for renovations. Watch the fireworks and boat parades from the privacy of you expansive balcony, and listen to concerts from The Sound from the comfort of your living room! This is a gem of a condo just waiting for it's new owners. NOTE: The dock size is a total guess as I do not have access to get to the docks so could not measure that.

700 N Osceola Avenue Unit 606, Clearwater
$6,749,000
5 Beds ⋅ 8 Baths ⋅ Belleview Island Sub SubDv. ⋅ 33756 Zip Code
This private, world-class waterfront estate sits within the exclusive double-gated enclave of Belleview Island. Perfectly positioned on a rare double lot, the property offers breathtaking panoramic views of Clearwater Harbor and the historic Donald Ross–designed Belleair Golf and Country Club, Florida’s first golf course. A true boater’s paradise, the protected cove features a custom dock with a jet ski lift, along with 60,000 lb. and 80,000 lb. boat lifts, providing quick and direct access to Clearwater Pass and the Gulf of America. Inside, the custom-built residence showcases refined craftsmanship and elegant living spaces. A grand, custom staircase introduces the home and opens into an expansive great room designed for sophisticated entertaining, complete with a dining area, wet bar, custom built-ins, and sweeping water views. The gourmet kitchen offers a large island, custom cabinetry, granite countertops, a butler’s pantry, and a charming breakfast room overlooking both the bay and golf course. The second floor is a private retreat featuring a luxurious primary suite with its own balcony, vaulted ceilings, fireplace, and dual spa-caliber bathrooms—one with a walk-in shower and the other with a whirlpool tub—plus two walk-in closets. Three additional guest suites each include marble bathrooms and walk-in closets. Outdoor living is exceptional, with a beautifully designed pool house featuring an open wood ceiling, wine refrigerator, and grilling area, all overlooking an elegant paver pool deck. The 1,100 sq ft air-conditioned three-car garage offers high ceilings ideal for car lifts, while the landscaped grounds and custom paver driveway enhance the home’s grand presence. Engineered for long-term resilience, this elevated block construction features custom electric hurricane shutters, a whole-home Generac generator, and a new seawall (2023). The home further benefits from updated AC systems (all under warranty), a new pool and hot tub heater, tankless water heater, water softener, solar panels, LED lighting throughout, and numerous updated appliances. This exceptional residence combines pedigree, privacy, craftsmanship, and unmatched waterfront living. Secure your place in the winner's circle and experience one of Belleview Island’s finest estates.

429 St Andrews Drive, Belleair
$395,000
2 Beds ⋅ 2 Baths ⋅ Pierce 100 Condo SubDv. ⋅ 33756 Zip Code
Now is your chance to enjoy waterfront living in downtown Clearwater. The seller is motivated and open to all reasonable offers. If you’ve been searching for a residence with exceptional water views, this is a rare opportunity. This remodeled and fully furnished 2-bedroom, 2-bath home at Pierce 100 sits on the desirable north side of the building, overlooking the Clearwater Marina, BayCare Sound Amphitheater, Coachman Park, and the causeway to Clearwater Beach. From your private balconies, enjoy sweeping water views, daily dolphin sightings, holiday fireworks, concerts in the park, and stunning sunsets. Inside, the bright, open living area is designed to maximize natural light and scenery. The updated master suite features a clean, contemporary look, while the modern kitchen—recently refreshed with new appliances—offers an ideal layout for cooking and entertaining. Pierce 100 enhances the waterfront lifestyle with amenities directly on the water, including a resort-style pool, fishing pier, and outdoor grill area. The Monte Carlo Room provides flexible space for private gatherings or meetings. This residence combines location, views, and modern updates in one of Clearwater’s most desirable and affordable waterfront communities. Schedule your private showing today—to experience Downtown Clearwater and make your move.

100 Pierce Street Unit 1001, Clearwater
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