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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

$259,500
2 Beds 2 Baths On Top Of The World SubDv.
This beautiful remodeled 2-bedroom, 2-bath condo in Clearwater’s premier 55+ community, On Top of the World, offers the perfect balance of modern upgrades and resort-style living. Step inside to an open-concept design with waterproof luxury vinyl flooring, fresh paint, recessed lighting, and stylish ceiling fans. A brand-new Trane HVAC system (installed August 2025) ensures comfort year-round. The updated kitchen is both functional and elegant, featuring shaker-style cabinetry, granite countertops, subway tile backsplash, stainless steel appliances, soft-close drawers, under-cabinet lighting, and a breakfast bar. The spacious living area flows into a bright Florida room with custom built-ins and a wine bar, ideal for relaxing or entertaining. As an end-unit, this home is filled with natural light and offers sweeping golf course views through newer hurricane-rated windows with plantation shutters. Both bathrooms have been tastefully renovated with marble countertops, updated vanities, porcelain tile, and upgraded fixtures. Added conveniences include ample closet space, an in-unit washer and dryer. Living at On Top of the World means access to unmatched amenities: two private golf courses (free for owners), two heated pools, a fitness center, tennis and pickleball courts, hot tub, sauna, dog park, hobby studios, billiards, lawn bowling, library, café, and an active calendar of clubs and events. Cable and internet included in the low monthly fees. Just minutes from Clearwater's world-famous beaches, dining, shopping, and entertainment, this move-in-ready condo offers low-maintenance living in one of Florida’s most sought-after 55+ communities.

2430 Florentine Way Unit 40, Clearwater

$215,000
2 Beds 2 Baths Cove Cay Village Iv SubDv.
Welcome to the top floor of this beautifully maintained 2-bedroom, 2-bath condominium located in the desirable gated community of Cove Cay in Clearwater. This bright and spacious residence features ceramic tile flooring throughout the home, elegant crown molding, and a functional open layout ideal for both everyday living and entertaining. The living and dining areas offer abundant natural light and open to a private screened lanai where you can enjoy peaceful views of the golf course and surrounding greenery. The primary bedroom suite includes a private ensuite bathroom, generous closet space, and direct access to the lanai. The second bedroom and full bathroom provide comfortable accommodations for guests or a home office. The kitchen offers ample cabinet storage and workspace, while the home also features a private laundry room with full-size washer and dryer and additional closet storage. Located within the secure, guard-gated Cove Cay community, residents enjoy resort-style amenities including a heated community pool and hot tub, clubhouse, beautifully maintained grounds, and scenic walking areas. The community also features the Cove Cay Golf Club with an 18-hole golf course and an on-site marina with access to Tampa Bay for boating enthusiasts. Conveniently located near shopping, dining, airports, and the Gulf beaches, this property offers the perfect combination of comfort, convenience, and Florida lifestyle living.

2900 Cove Cay Drive Unit 7B, Clearwater

$524,000
2 Beds 2 Baths Harbor Bluffs Waterfront Condo SubDv.
Rare 2 Bedroom 2 Bath Open Waterfront View at Harbor Bluffs Waterfront in downtown Clearwater. The balcony overlooks St. Joseph's Sound Intercoastal Waterway from the entire length of this spacious 4th floor unit from every room with floor to ceiling windows in both bedrooms and living room. Enjoy waterfront breezes while entertaining or watching wildlife, boaters and gorgeous sunsets. Harbor Bluffs is a gated waterfront condo building with 2 elevators, an interior courtyard, fitness center, pool, dock and clubhouse, all overlooking the Intercoastal. One designated storage room on the 1st floor also conveys as well as one covered parking space. There is also guest parking. Kitchen is well equipped with an electric Kenmore Elite range that offers 2 ovens for baking, as well as a convection setting. Privacy is at a premium with a split bedroom floor plan and 2 separate entrances to the unit. Primary bedroom boasts dual closets and an ensuite bathroom with a walk-in shower. This property is located near vibrant downtown, home to Ruth Eckerd’s Capital Theater and Coachman’s Park Sound Venue, both with worldwide top performers. Listen to entertainers perform from the Sound Venue FROM THE COMFORT AND PRICACY OF YOUR BALCONY! Downtown has many popular delectable restaurants, as well as fabulous shopping, the Clearwater library, several banks, Clearwater Court House, Clearwater downtown Marina, Seminole boat ramp and Clearwater Playhouse. All within a short walking distance from Harbor Bluffs Condominium. Famous Clearwater beach is just over the Clearwater Memorial Causeway, as well as the Clearwater Aquarium, home to Winter and also the popular Island Way Grill Restaurant. Enjoy walks on the beach, sunsets, entertainment and other famous restaurants on Clearwater beach. Only a short drive to Dunedin, Tarpon Springs, Tampa and St. Petersburgh. Experience a tranquil lifestyle at Harbor Bluff with excitement around every corner. New electrical panel 2023, HVAC 2023. LG Thin Q front loading washer and dryer convey with purchase. Some photos have been virtually staged.

500 N Osceola Avenue Unit 406, Clearwater

$95,000
2 Beds 2 Baths Country Park Co-Op M/H Unrec SubDv.
Move right into this fully furnished two bedroom, two bathroom double wide mobile home located in Country Park, a resident owned 55+ cooperative in Clearwater. The purchase price includes the $40,000 land share, giving you ownership in both the home and the community. Ideally situated is this well-maintained home also enjoys added privacy with no rear neighbors directly behind. This home is close to some of the best attractions on Florida’s Gulf Coast. Just a short drive away is the world-famous Clearwater Beach, known for its stunning sunsets. Baseball fans will love being near several Major League Baseball spring training facilities, including the Toronto Blue Jays, the Philadelphia Phillies, and the New York Yankees. Residents also enjoy easy access to excellent shopping, dining, and everyday conveniences throughout Clearwater and nearby Dunedin. Country Park itself is a highly sought after community known for its friendly atmosphere and convenient location, situated less than 20 minutes from both Tampa International Airport and St. Pete Clearwater Airport, making travel simple whether you are heading out of town or welcoming visiting friends and family. Inside, you’ll find a bright and inviting open living space with replaced windows, attractive flooring, and a well-equipped kitchen with ample cabinetry. Both bedrooms provide comfortable space, and one of the bathrooms has a walk-in shower. Important updates include a 2016 HVAC system and a recently resealed metal roof, offering added peace of mind. A covered carport attached laundry/storage shed, and generous closet space add to the home’s everyday convenience. Country Park’s low monthly maintenance fee of $285 includes water, trash, lawn care, and access to the community clubhouse, heated pool, and amenities. This pet free, age-qualified community is conveniently located near shopping, dining, and the beautiful Gulf beaches. Buyer approval is required. With the share included and furnishings in place, this is a wonderful turnkey opportunity to enjoy comfortable Florida living.

2331 Belleair Road Unit 514, Clearwater

$549,900
4 Beds 2 Baths Imperial Park SubDv.
$$$ PRICE IMPROVED — NOW $549,900 $$$ Motivated sellers just made the move. ASSUMABLE at 3.875 for a qualified buyer. Fall in love. Take the leap. WOW. Discover the perfect fusion of updated sophistication and relaxed Florida living in this impeccably maintained 4-bedroom, 2-bath split-floor-plan residence in tree-canopied Imperial Park, a peaceful Clearwater neighborhood known for pride of ownership and serene streets. This move-in-ready beauty offers approximately 2,100 sq ft of thoughtfully designed living space (2,092 heated sq ft; 2,653 total) with an inviting open-concept layout that flows for everyday living and entertaining. The heart of the home is a refreshed kitchen with elegant granite, new stainless-steel appliances, and custom cabinetry. Recent improvements include a refreshed pool deck, a beautifully updated primary bath, new windows throughout, and a modern garage door with opener. A 2022 rear flat roof and brand-new 2025 A/C deliver efficiency and Florida-weather peace of mind. Securely in Flood Zone X (no flood insurance required). Your private pool is the backdrop for holidays, weekend barbecues, and quiet evenings under the stars, set on a generous lot under 1/4 acre with mature landscaping and sidewalks for morning walks. Practical perks: 2-car attached garage with extra refrigerator and freezer, circular driveway and extra parking, very low annual association dues of $80 (~$6.67/month), and pet-friendly flexibility with no minimum lease period. Minutes to restaurants, shopping, schools, and highways — and a short hop to legendary Clearwater Beach, Pier 60 sunsets, Sand Key Park, Clearwater Marine Aquarium, Honeymoon Island, and Caladesi Island. This is not merely a house. It is a refreshed Imperial Park retreat at a new, attention-getting price. Come see 2058 Nursery Rd now and step into the Florida lifestyle you have been dreaming of.

2058 Nursery Road, Clearwater

$850,000
2 Beds 2 Baths Marina Bay 880 Condo SubDv.
Sellers will assist with 6 months of HOA dues. Spectacular waterfront living awaits at Marina Bay. This designer-appointed residence offers sweeping views of Clearwater Bay from an expansive private balcony—one of only two of its kind in the building—creating a rare opportunity to enjoy elevated coastal living with minimal direct sun exposure for comfortable year-round enjoyment. Built in 2021, this beautifully upgraded 2,003-square-foot home features two bedrooms, two baths, and a versatile den ideal for an office or guest space. Elegant finishes include upgraded tile flooring, crown molding, new carpet (2024–2025), custom closets, and commode cabinetry. The chef’s kitchen is thoughtfully designed with all-wood cabinetry, quartz countertops, stainless steel appliances, a reverse osmosis water system, and water softener. The serene primary suite offers professionally designed closets, electric blinds, and a spa-like bath with a walk-in shower. Electric blinds are also featured in the guest bedroom for added comfort and convenience. Hurricane-impact windows provide peace of mind, while recent mechanical upgrades include a new air conditioner (2024–2025) and an upgraded water heater with a safety shutoff device. Accessible from the living room and both bedrooms, the extended balcony creates a seamless indoor-outdoor living experience perfect for enjoying breathtaking sunsets over the water. Residents of Marina Bay enjoy a true resort lifestyle with 24/7 concierge service, a 25-meter saltwater lap pool, fitness center, sauna and steam rooms, billiards room, and putting green. The adjacent marina offers 69 slips (47 with lifts) with priority leasing opportunities for residents. Located just minutes from Clearwater’s world-famous beaches and vibrant downtown, this exceptional residence offers luxury, comfort, and convenience in one of the area’s most desirable waterfront communities. Furnishings may be negotiated separately.

920 N Osceola Avenue Unit 604, Clearwater

$2,950,000
4 Beds 4 Baths Belleair Estates SubDv.
Just one block from the bluff in beautiful Belleair, this exceptional pool home welcomes you with timeless curb appeal, a paver walkway, and an inviting front porch that sets the tone for what awaits inside. Designed with a traditional floorplan and elevated by designer finishes throughout, the home blends classic elegance with comfortable Florida living, creating the perfect atmosphere for entertaining. The formal dining room makes a bold first impression with striking wallpaper and seamless access to the kitchen—perfect for hosting memorable gatherings. The spacious dine-in kitchen is both functional and refined, offering abundant counter space, a large pantry, and easy access to a peaceful courtyard where morning coffee feels like a daily escape. The sophisticated formal living room is centered around a fireplace and framed by abundant windows that showcase the beautifully maintained ½ acre lot. The adjacent family room features another fireplace and a convenient wet bar for effortless entertaining. French doors invite you out to a private, resort-style pool and spa, creating the ultimate indoor-outdoor lifestyle. A dedicated home office with custom built-ins overlooks the lush backyard, providing an inspiring and serene workspace. Upstairs, the primary suite is a true spa-like retreat—generous in size with a cozy sitting area, French doors to a private balcony, and a luxurious ensuite featuring dual vanities, a soaking tub, and a walk-in shower. Three additional spacious bedrooms with generous closets and two bathrooms complete the upstairs living space. The two-car garage includes a sink and plenty of counter space, ideal for caterers to use when entertaining. Plantation shutters, crown molding, large lot with irrigation system, and numerous additional upgrades complete this remarkable Belleair residence—where elegance, luxury and comfort, come together beautifully. Ideally located near two private golf clubs, shopping, local restaurants and famous sparkling beaches.

100 Sarasota Road, Clearwater

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