Homes for Sale with a Pool in Clearwater, FL

3 Beds ⋅ 2 Baths ⋅ Coachman Creek Condo SubDv.

Welcome to this spacious 3-bedroom, 2-bath condo located in the heart of Clearwater. Situated on the first floor of a two-story building, this 1,274 sq. ft unit offers a functional and comfortable layout with ceramic tile flooring throughout—no carpet. With a little love and personal touches, this condo could be transformed into a perfect winter getaway, full-time residence, or investment opportunity. The home features generously sized bedrooms and a large kitchen that flows seamlessly into the dining area, ideal for everyday living and entertaining. A formal living room provides ample space to relax and unwind. The primary suite offers an en suite bathroom with a tub/shower combination, a walk-in closet, and an additional linen closet for extra storage. The AC was replaced in 2017, and the water heater was updated in 2021. Enjoy maintenance-fee living in a community that offers a swimming pool and is conveniently located near shopping, dining, medical facilities, beaches, and major roadways, providing easy access to everything Clearwater has to offer.

2625 State Road 590 Unit 2714, Clearwater

$142,500

2 Beds ⋅ 2 Baths ⋅ Doral Ro Association Inc Unrec SubDv.

Located in the highly sought-after 55+ gated community of Doral Village, this beautifully renovated and truly turnkey home offers the perfect blend of comfort, convenience, and low-maintenance Florida living. With an ultra-low monthly fee of just $238 and resident-owned land-share included (valued at approximately $40,000, this is an exceptional opportunity in desirable Pinellas County. Designed with accessibility and easy living in mind, this move-in-ready home features a bright open floor plan, new drywall throughout, stylish 6-panel doors, dimmable lighting, décor switches with USB outlets, ceiling fans, blinds, and a Wi-Fi programmable thermostat. The updated kitchen showcases granite countertops, modern appliances, and a BRAND-NEW dishwasher, making everyday living and entertaining effortless. Recent upgrades provide peace of mind, including a BRAND-NEW electrical panel! Home includes a Daikin central HVAC system, vapor barrier insulation, and ¾” plywood subflooring. Energy-efficient humidity-sensor bath fans add comfort and convenience. The spacious primary suite is a relaxing retreat featuring porcelain tile flooring, upgraded Moen and Delta fixtures, and a custom oversized 5’x5’ step-in shower. The guest bathroom includes a Jacuzzi tub, ideal for relaxation after a day enjoying the Florida lifestyle. Additional thoughtful features include an emergency nurse-call system and built-in in-ceiling/wall speakers in the primary bedroom. Enjoy year-round comfort in the Florida room with its own separate A/C unit. Outside, the oversized ventilated shed offers a washer/dryer, laundry basin, generous storage, and workspace. The large covered carport includes a Blair water conditioning hookup. Has durable AMS roof-over. Doral Village is a vibrant resident-owned 55+ community offering two clubhouses, swimming, social events, clubs, and golf-cart-friendly streets. Monthly fees include water, sewer, trash, and landscaping, allowing for easy, worry-free living. Conveniently located near Gulf beaches, shopping, dining, healthcare, and both Tampa International and St. Pete-Clearwater airports. Enjoy the active Florida lifestyle you’ve been waiting for in this beautifully upgraded home where everything has already been done for you. PRICED WELL BELOW APPRAISAL!!!

29250 Us Highway 19 N Unit 537, Clearwater

$245,000

2 Beds ⋅ 2 Baths ⋅ Carmel Of Bryn-Mawr Condo SubDv.

WELCOME TO THIS GORGEOUS 2 BEDROOM VILLA (NO STAIRS TO CLIMB!) WITH 2 CARPORT SPACES JUST A FEW STEPS FROM YOUR FRONT DOOR! This home has tons of RENOVATIONS and comes furnished making it MOVE IN READY! From the moment you walk in, you'll be greeted with tons of natural light from the gorgeous western exposure, allowing you to sit on your private enclosed patio and enjoy the gorgeous sunsets every evening. The kitchen features ALL NEWER STAINLESS Appliances, GRANITE Countertops with breakfast bar, Soft Close Shaker Cabinets, updated fixtures, beautiful lighting, and elegant, wide plank Luxury Tile Flooring that runs throughout the main part of the house. The Master Bedroom features 2 SPACIOUS CLOSETS, and a tastefully updated ensuite . This unit is the perfect split floorplan for privacy as the second bedroom and full bathroom. You'll also appreciate ample interior storage space PLUS an indoor FULL-SIZED Washer and Dryer! Additional UPDATES include New HVAC (2025) and Roof (2021). The Community welcomes ALL ages, is pet friendly and offers a huge pool with Barbeque area and a Clubhouse with a Full workout room! Close to everything the desirable Countryside area has to offer with shopping, restaurants, Top Rated golf courses and just a short walk across the street is the Countryside Rec Center with Pickleball courts, Playground, Picnic Tables, Outdoor Gym Equipment, Gymnasium, Fitness Center & Outdoor Basketball Courts and more! AND You are 10 minutes in either direction to enjoying the famous Downtown Dunedin and Downtown Safety Harbor where there's always something fun to do every weekend! DONT MISS THIS ONE!

2749 Countryside Boulevard Unit 22, Clearwater

$210,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

NEW PRICE IMPROVEMENT! Experience the best of Florida living in Clearwater, home to some of the nation's most celebrated beaches, consistently ranked among the top beaches in the United States and the world. Located in the highly sought-after 55+ golf community of On Top of the World, this beautifully updated, pet-friendly second-floor end unit offers approximately 1,400 square feet of comfortable living space with 2 bedrooms and 2 bathrooms. MASTER BATH IS FRESHLY REMODELED SHOWER AND PLUMBING! One of the most valuable features of this property is that it is fee simple, meaning you own the land—there is no land lease. As an end unit, the home benefits from additional windows that fill the space with abundant natural light throughout the day. Why purchase a home that still needs updating when all the work has already been completed? This move-in-ready residence features a new Trane air conditioning system, fresh interior paint, newer windows, new interior doors, new ceiling fans, a new electrical panel, new outlets throughout, and new recessed lighting. The kitchen has been thoughtfully updated with stainless steel appliances, including a GE convection double oven and an LG refrigerator. Under-cabinet lighting and additional recessed lighting create a bright and inviting space for cooking and entertaining. The home also includes a full-size Bosch washer and dryer approved by the association. Both bathrooms have been tastefully updated, and the overall attention to detail throughout the home creates a modern, comfortable living environment. The extra windows unique to this end unit provide exceptional natural light and enhance the open, airy feel of the space. The East Activity Center is just STEPS away and features a newly resurfaced heated pool and a newly updated state-of-the-art fitness center. Residents also enjoy access to a café, library, BBQ pavilion, workshop, remodeled cardio gym, and an active calendar of social events and activities including Monday Night Bingo. For golf enthusiasts, the community offers both 9-hole and 18-hole golf courses, with golf membership included in the HOA. Additional amenities include tennis courts, pickleball courts, and shuffleboard. The HOA provides exceptional value by covering cable television, internet service, water, trash, community pool access, exterior maintenance, grounds maintenance, pool maintenance, recreational facilities, and security services. Conveniently located near both Tampa International Airport and St. Pete-Clearwater International Airport, this home offers easy access for travel while providing the relaxed lifestyle that makes Clearwater such a desirable destination. Association approval is required, and financing requires a minimum 35% down payment. Don't miss this opportunity to own a beautifully updated, maintenance-free home in one of Clearwater's premier active adult communities.

2430 Brazilia Drive Unit 24, Clearwater

$159,900

2 Beds ⋅ 1 Baths ⋅ Mission Hills Condo SubDv.

FANTASTIC OPPORTUNITY!! Welcome to Mission Hills, one of the most desirable 55+ communities in Clearwater! Perfectly located just steps from the famous Johnny’s Italian Restaurant, this beautifully maintained 2-bedroom, 1-bathroom fully furnished villa offers comfort, convenience, and community charm. Step inside to discover a renovated kitchen and bathroom, tastefully updated with modern finishes and all the essentials you need for effortless living. The open layout is bright and cheerful. Enjoy your morning coffee or evening chats on the adorable front patio surrounded by lush landscaping—or unwind on your private back patio for a little peace and quiet. Mission Hills is known for its vibrant community spirit and active lifestyle. Residents enjoy bingo nights, ice cream socials, a sparkling community pool, recreation facilities, and so much more! This turn-key rental offers the perfect blend of relaxation and activity—all in a prime Clearwater location close to dining, shopping, and beaches.

1606 Flint Drive W, Clearwater

$275,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Crossing Condo SubDv.

Spacious, bright, fully furnished, newly renovated beautiful condominium located in the heart of Clearwater featuring an open floor plan. The unit includes a well-appointed kitchen with NEW stainless steel modern appliances, NEW A/C unit, NEW windows, NEW leather couch and sofas in a comfortable living area, NEW washer/dryer unit, NEW led lightning, etc. Balconies with scenic views of the pond and sea birds from above. Enjoy the convenience of in-unit laundry and ample storage space. The community has amenities such as a pool, fitness center, and secure parking. Close to shopping, dining, and beautiful beaches! This property reflects a desirable lifestyle in a prime location. Everything is provided for the new owner from cooking spices to toothbrushs. New owner simply moves in and enjoys a well-maintained home in paradise. Motivated seller is willing to work with all buyers and options. A rare find in the heart of Clearwater minutes from the beaches, attractions, and downtown. A MUST SEE!!!

701 S Madison Avenue Unit 414, Clearwater

$5,999,999

5 Beds ⋅ 5 Baths ⋅ Belleview Island Sub SubDv.

THE VIEW YOU WANT – THE UPDATES YOU’LL LOVE – THE PEACE OF MIND YOU DESERVE Wake up to gorgeous waterfront views from an elevated home in one of Belleair’s most exclusive settings – a private, gated island of just 32 residences with the Belleair Country Club Campus. Perfectly positioned to capture both breathtaking sunrises and glowing sunsets, the home is wrapped in balconies that frame sweeping water, golf course, and tropical views at every turn. Beautifully and extensively updated in 2023, this home offers the rare opportunity to enjoy the waterfront lifestyle while knowing so many of the important details have already been taken care of. Updated for Peace of Mind: Hurricane Impact Windows, Seawall 2023, Dock – 2023, A/C 2023, Electrical 2023, roof 2023, kitchen and appliances 2023, whole-house generator and many other items. Over 5200 sq. ft, 5 bedrooms and 4 full and 2 half baths, elegant study, and multi-purpose rooms downstairs in the uninsured space and set up for over 6 cars. All of this and a pool, spa and putting green on a 128’ x 194’ lot! Waterfront living is supposed to feel like an escape. Here it does!

430 St Andrews Drive, Clearwater

$2,988,000

5 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv.

Tucked away on one of Belleair’s best-kept streets—Alexander Road—this family estate blends privacy, nature, and generous living spaces. Begin your day with coffee on the back deck overlooking a lush, wildlife-rich backdrop. Inside, high ceilings, clean lines, and abundant natural light set a sophisticated tone. The open kitchen features custom cabinetry, stainless Thermador appliances, and a large granite island for casual meals and effortless food preparation. The kitchen flows into a warm family room with coffered ceilings and a fireplace—ideal for gatherings or movie night. The primary suite offers a spacious walk-in closet, a spa-style bath, and tranquil views of the yard and pool. With five bedrooms, the home comfortably serves a large or growing family. On the lower level, nearly 3,000 additional square feet expand your options with an entertainer’s kitchen, additional bedrooms, office space, and substantial storage. Outdoors, a stone patio frames the sparkling pool, with multiple areas for sun, shade, dining, and year-round entertaining. Notable upgrades include a 22-kW standby generator, Control4 home automation, and a whole-home water filtration system. The property spans a subdividable double lot, offering future flexibility. Just steps from Belleair Country Club, the location allows owners to apply for membership—and this homeowner qualifies for priority on any membership wait list. Social memberships include dining, a fitness center with pool, tennis, pickleball, croquet, and more; golf memberships add access to two championship, 18-hole, Donald Ross–designed courses. This rare offering delivers space, serenity, and convenience in the heart of Belleair.

1581 Alexander Road, Clearwater

$130,000

2 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv.

Discover your perfect Florida retreat in this beautifully updated 2-bedroom, 1-bathroom ground-floor condo, ideally located just steps away from Tampa Bay. Whether you’re seeking a full-time residence or a seasonal escape to enjoy the sunshine and warm winters, this condo offers the ideal setting to experience the best of Florida living. Upon entering, you’ll be welcomed by a bright and open-concept living and dining space that extends to a screened-in patio—the perfect spot to start your day with a cup of coffee or unwind in the evening breeze. Enjoy recent upgrades throughout, including new flooring, baseboards, and fresh paint, adding a modern touch to every room. The kitchen has been thoughtfully updated with a new sink and stylish butcher block countertops, providing both beauty and functionality. Additionally, a new electrical panel installed in 2022. Located in the Tradewinds community, residents have access to a sparkling pool, perfect for cooling off on warm days. The HOA covers water and trash and allows for 30-day rentals. For those who love the outdoors, the Ream Wilson Trail is right outside the entrance—imagine biking or walking the scenic path all the way to Downtown Safety Harbor, where you can explore the local Farmer’s Market, relax at the historic Safety Harbor Spa, or dine at one of the many local restaurants. The condo’s prime location off the Courtney Campbell Causeway (SR 60) and McMullen Booth Road provides easy access to Downtown Tampa, Tampa International Airport, Clearwater, and some of Florida's most renowned beaches. This condo is truly your gateway to embracing the Florida lifestyle, with comfort, convenience, and endless activities at your doorstep!

235 S Mcmullen Booth Road Unit 45, Clearwater

$169,000

2 Beds ⋅ 2 Baths ⋅ Rustlewood At Countryside Condo SubDv.

Virtually Staged. PRICE IMPROVEMENT! Close to Countryside Mall with a conveniently located bus stop at the entrance of the community. Top-floor condominium in the desirable Countryside community. Two bedrooms and two full bathrooms, in an open-concept floor plan. Primary bedroom has an en-suite bathroom and direct access to the screened balcony. A generously sized sceond bedroom is conveniently located near the additional full bathroom. The modern kitchen has granite countertops, newer stainless steel appliances, and ample cabinetry for storage. 2025 washer and dryer, which convey with the sale. The open layout includes the living and dining areas. The screened-in balcony is an ideal setting for morning coffee or relaxation while overlooking the carefully maintained grounds. Residents enjoy access to the community pool and clubhouse. The windows are updated throughout the home. Conveniently located near Clearwater Beach, as well as a wide array of restaurants, shopping, medical facilities, airports and entertainSment options, this elevator-accessible condominium combines location, comfort and value. Schedule your private showing today!

2650 Countryside Boulevard Unit F303, Clearwater

$139,900

2 Beds ⋅ 2 Baths ⋅ Doral Ro Association Inc Unrec SubDv.

// Owner financing available // COMPLETELY REMODELED, 1,170st, 2-bedroom, 2-bathroom home in the DESIRABLE, GATED 55+ PARK COMMUNITY OF DORAL VILLAGE offering affordable living with the benefit of a RESIDENT-OWNED park, ensuring long-term stability and value for its homeowners. Home comes with a membership certificate that grants ownership in the cooperative and voting rights on cooperative issues. Monthly fee is $238 which includes water, sewer, lawn care, garbage and the use of all park amenities such as pool, clubhouse, and shuffleboard. The split floor plan has been thoughtfully UPDATED THROUGHOUT. The kitchen features NEW CUSTOM CABINETRY, granite countertops, and lots of storage. Modern fixtures and WATERPROOF LUXURY VINYL FLOORING throughout add both function and peace of mind. The SPACIOUS PRIMARY SUITE offers a newly remodeled private bath with a walk-in shower, while the second updated bathroom includes a tub and cabinetry. Additional highlights include a bonus room perfect for morning coffee or entertainment. Practical features include a large two-car carport and an outside utility room with washer and dryer. Step outside and enjoy the RESORT-STYLE AMENITIES of Doral Village, including a heated pool, hot tub, shuffleboard, billiards, and a wide array of social activities such as golf, bowling, card games, dances, and travel outings. This pet-friendly community is ideally located near golf courses, beautiful beaches, shopping, dining, medical facilities, and just 30 minutes to two major airports. Move-in ready and beautifully renovated, this home offers a vibrant, active lifestyle in one of the area’s most sought-after 55+ communities.

29250 Us Highway 19 N Unit 578, Clearwater

$245,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Some photos have been virtually staged to help buyers visualize the property's potential. Property will be shown unfurnished. Welcome to this beautifully updated 2 bedroom, 2 bathroom condo in the highly sought-after community of On Top of the World in Clearwater. This 1,400 sq. ft. second-floor unit features a fully renovated kitchen with brand new appliances, modern finishes, recessed lighting, and an open, inviting feel. Both bathrooms have been tastefully updated, while impact-resistant windows provide energy efficiency and peace of mind. Major updates include a new hot water heater in 2024 and HVAC installed in 2010. Enjoy the convenience of a dedicated storage unit and a prime location just steps from the activity center and pool. Live the resort lifestyle with nonstop amenities, exciting activities, and access to two beautiful golf courses. Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. Association approval is required. If financing, a 35% down payment is required.

2431 Canadian Way Unit 37, Clearwater

Homes for Sale with a Pool in Clearwater, FL

All Homes for Sale with a Pool in Clearwater, FL

Joseph Sullivan Real Estate

Search

Resources

About