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Clearwater, FL with a Pool for Sale Map Search

Homes for Sale with a Pool in Clearwater, FL

Welcome to your dedicated resource for homes for sale with a pool in Clearwater, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Clearwater, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All Homes for Sale with a Pool in Clearwater, FL

$1,500,000
4 Beds 4 Baths SubDv.
Experience Florida waterfront living in this spacious 4-bedroom pool home offering 4,152 square feet of living space. Located just down the road from St. Paul's School, one of the top-rated schools in the Tampa Bay area, this home combines an exceptional location with outstanding amenities. Designed with both comfort and functionality in mind, the property features a versatile split-bedroom layout, multiple living and entertaining areas, and a private dock overlooking peaceful waterfront views. Priced to sell, this exceptional home is ready for its next owner. The interior includes formal living and dining rooms, a cozy family room with a wood-burning fireplace, a bright sunroom, and a generously sized kitchen featuring wood cabinetry, granite countertops, and a separate breakfast area. The oversized secondary bedrooms provide plenty of space, while the large laundry room offers built-in cabinetry for added storage. Recently remodeled bathrooms add a fresh, updated touch throughout the home. Step outside to the expansive screened lanai with an heated pool, creating the perfect setting to relax or entertain while enjoying the waterfront backdrop. A newer seawall and private dock provide direct access to some of Tampa Bay's most sought-after fishing, where Snook, Redfish, Trout, and Tarpon can be caught right from your backyard. Car enthusiasts, hobbyists, and RV owners will appreciate the impressive 3-car garage plus an oversized RV garage and workshop that adds approximately 2,000 square feet of additional space, measuring approximately 42 feet deep—ideal for oversized vehicles, boats, recreational equipment, or a fully equipped workshop. Recent improvements include two new split A/C units (2024), a 100-gallon water heater (2025), and a silicone roof coating applied in 2023, providing added value and peace of mind. Combining generous living space, quality updates, exceptional garage capacity, an additional 2,000 square feet of garage/workshop space, a highly desirable location near St. Paul's School, and prime waterfront access, this property is a rare opportunity to own a true Florida retreat.

1615 Saint Pauls Drive, Clearwater

$700,000
2 Beds 3 Baths Villa Del Mar Of Clearwater Condo SubDv.
Virtually Staged. Astounding sunsets and a full water view of Old Clearwater Bay adjoining the St. Joseph's Sound—where dolphins play, sailboats glide, and privacy from own balcony await the lucky new owner of this unique luxurious waterfront condo. Enjoy this open living space with updated kitchen featuring Bosch appliances. It includes two bedrooms, each with a water view and balcony access. The en suite bathrooms have a shower, a standard tub, and a large jacuzzi soaking tub along with double vanities. The primary suite has 2 large walk-in closets. Additionally, the den/office is set up for reading, writing, or watching a favorite TV show. The secure elevator opens to the hallway entrance which adjoins the "machine room" containing a large Bosch washer and dryer, an AC handler, and a hot water heater and storage. Another door opens to the hallway leading to trash disposal, which this owner maintains and owns. The underground garage space is ample for one vehicle and some extra storage as it is shared. However, neither rain nor hot sun prevents one from going from a vehicle to one's condo through the enclosed garage access to the elevator lobby. Situated near the Clearwater Sound and Coachman park for walks, concerts, and views of beaches and islands, the delightful town of Dunedin, noted as the "best small town in America," offers a variety of eateries, shops, and a marina. This is the perfect location to take advantage of both the mainland and beaches while still relaxing in your own piece of paradise. Welcome to Florida living at its best. No need to worry about hurricanes due to impact windows with not damage from previous storms.

1860 N Fort Harrison Avenue Unit 103, Clearwater

$619,900
2 Beds 2 Baths La Jolla Sub SubDv.
Coastal charm and exceptional curb appeal define this beautifully updated bungalow, perfectly positioned in one of Clearwater's most sought-after neighborhoods, just 5 houses down from the picturesque waterfront along Edgewater Drive. Enjoy breathtaking Gulf sunsets, peaceful waterfront strolls, and the relaxed Florida lifestyle that makes this location so special. Home did not experience any damage during the last two hurricane seasons! Situated on a fenced 50' x 125' lot with no HOA, this move-in-ready 2-bedroom, 2-bath home has been thoughtfully updated while preserving its timeless charm and character. From the adorable picket fence welcoming you home to the charming paver driveway, inviting front porch, and refreshed tropical landscaping, every detail creates a warm and inviting first impression. Inside, you'll find fresh interior paint, beautiful laminate wood-plank flooring, and a cozy living room centered around a wood-burning fireplace. The beautifully remodeled kitchen showcases quartz countertops, modern cabinetry, stainless steel appliances, and stylish finishes, while both bathrooms have been tastefully renovated, making this home truly move-in ready. Step into your own private backyard oasis featuring a sparkling swimming pool, a cozy fire pit, and plenty of room to entertain family and friends or unwind in the privacy of your tropical retreat. Whether you're hosting weekend gatherings, enjoying your morning coffee poolside, or relaxing beneath the stars after a sunset stroll along Edgewater Drive, this backyard was designed for the very best of Florida outdoor living. The location is truly exceptional. Just minutes from vibrant Downtown Dunedin, you'll enjoy award-winning restaurants, craft breweries, boutique shopping, the marina, and year-round festivals. Spend the day exploring the pristine beaches and nature trails of Honeymoon Island State Park, bike or walk nearly 50 miles along the Pinellas Trail, or take a short drive to the world-famous sands and crystal-clear waters of Clearwater Beach. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional home offers the perfect blend of timeless character, thoughtful updates, a private backyard oasis, and an unbeatable location where every sunset, every stroll, and every day captures the best of Florida coastal living.

1023 Granada Street, Clearwater

$157,900
2 Beds 2 Baths Winding Creek SubDv.
Virtually Staged. This rare ground floor corner 2BR/2BA condo is ideally located in the sought-after community of Winding Creek. It sits on high ground in a NON flood zone and is centrally located with access roads leading to all parts of the county. The unit has a bright, spacious, split bedroom plan that includes the following: welcoming foyer, spacious great room, eat-in kitchen, master bedroom with private bath & walk-in closet, office or guest bedroom, 2nd full bath, utility closet with full size washer & dryer, bonus area, PLUS a rear paved patio perfect for your morning coffee & evening glass of wine. As an end unit, additional windows allow natural light to shine in the great room. Updates include, MASTER BATH: vanity with dual sinks - stone counters and soft close drawers & doors, faucets, mirror, light fixture, toilet, showerhead & custom tiled walk-in shower, HALL BATH: vanity with stone counters, faucet, mirror, light fixture, showerhead, and custom tiled tub, INTERIOR: luxury vinyl flooring, new water heater (2026), and AC system (2021), EXTERIOR: newer roof (2021), and painted parking spots - condo assn takes care of exterior including roof. Unit includes an assigned parking spot footsteps from the front door as well as ample guest parking. This building is non-age restricted, pet friendly, and adjacent to the pool & clubhouse. Winding Creek is a well maintained community with mature plants-shrubs-palms-majestic trees & green lawns. Amenities include: active clubhouse with kitchen - social area - meeting & game rooms, heated pool & spa, tennis/pickleball court, and BBQ picnic area. It is conveniently located a short drive from major shopping hubs, Countryside Mall, Historic Downtown Dunedin, Eclectic Safety Harbor, and Award Winning Clearwater Beach. Enjoy Florida living at its finest with countless activities nearby: beaches, water sports, boating, parks, casual & fine dining, trendy bars, micro-breweries, cafes, festivals, concerts, art shows, theaters, spring training baseball, championship golf & more. This is a MUST SEE for buyers seeking maintenance free living in a desirable community.

2400 Winding Creek Boulevard Unit 20A-109, Clearwater

$409,900
3 Beds 2 Baths Greenbriar SubDv.
Welcome to this well-maintained 3-bedroom, 2-bathroom home in the Greenbriar community of Clearwater, offering a recently updated kitchen, a 2018 HVAC system, and a spacious driveway. This home is move-in ready and designed for everyday convenience. The open-concept living room and kitchen create an inviting space for gathering with family and friends. The beautifully updated kitchen features quartz countertops, stainless steel appliances, a farmhouse sink, floating shelves, a large peninsula with seating, and a brand-new dishwasher installed in 2026. Wood-look luxury vinyl plank flooring flows throughout the main living areas, adding warmth and durability. The spacious primary features a wall-to-wall closet and ceiling fan, while the third bedroom is equipped with a built-in Murphy bed and additional storage, making it an ideal guest room, home office, or flexible living space. The main bathroom features a tub/shower combination, and the enclosed Florida room with newer windows provides additional living space perfect for relaxing, entertaining, or enjoying the Florida sunshine year-round. For added peace of mind, the home includes a Ring Security system featuring a wired front spotlight camera, rechargeable backyard camera, rechargeable Ring video doorbell, and interior plug-in chime. A portion of the original garage had been previously converted into additional living space, providing increased flexibility. The remaining garage area still offers enough room for a golf cart, storage, tools, or convert back to a full garage, giving you the best of both worlds. Greenbriar residents enjoy a low HOA while taking advantage of outstanding community amenities, including a heated swimming pool, fitness room, active clubhouse, and a variety of social activities and events. Conveniently located just minutes from Countryside Mall, Whole Foods, popular restaurants, shopping centers, and everyday conveniences, this home also offers a quick drive to the beautiful Gulf beaches. Schedule your showing today!

2061 Fair Oak Drive, Clearwater

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