Homes for Sale with a Pool in Clearwater, FL

2 Beds ⋅ 3 Baths ⋅ Countryside Woods SubDv.

Rarely available and designed for effortless Florida living, this beautifully maintained two bedroom, two and a half bathroom townhome in the sought after Countryside Woods community offers a flexible layout with two private en suite bedrooms. This design is ideal for guests, roommates, or anyone who values additional privacy. Step inside to an inviting open concept living and dining area featuring durable wood look tile flooring throughout the main level. The kitchen is finished with granite countertops, crisp white cabinetry, stainless steel appliances, and plenty of workspace for everyday cooking and entertaining. A convenient half bathroom on the first floor adds comfort for guests. The true showstopper is the covered and enclosed lanai, complete with a wet bar, outdoor kitchen, and electric griddle. This private, year round entertaining space extends the living area and creates the perfect setting for hosting friends, enjoying casual meals, or relaxing after a long day. Upstairs, newly installed luxury vinyl flooring, completed in June 2026, adds a fresh and modern touch. Both generously sized bedrooms feature their own private full bathrooms, while one bedroom includes a spacious walk in closet. In unit laundry and additional storage provide everyday convenience. Residents of Countryside Woods enjoy resort style amenities, including a sparkling community pool and hot tub surrounded by lush tropical landscaping. This setting offers low maintenance Florida living at its best. Located in the heart of Clearwater’s highly desirable Countryside neighborhood, this home places shopping, dining, recreation, schools, golf, and Gulf Coast beaches within easy reach. Countryside Country Club is just up the road and offers golf, dining, and social membership opportunities. Countryside Mall is only minutes away and continues to evolve into one of the area’s most exciting shopping and entertainment destinations. The center features Whole Foods, a twelve screen CMX Cinema, an ice skating rink, popular restaurants, and a two story Target currently planned to open in 2027. A new Launch Entertainment center is also planned, featuring bowling, an arcade, laser tag, virtual reality games, a ninja obstacle course, and on site dining. Nearby schools include Curlew Creek Elementary, Safety Harbor Middle School, and Countryside High School. Clearwater Beach and other Gulf Coast destinations are approximately 15 to 20 minutes away, while Tampa International Airport is easily accessible via US 19 and State Road 580. Grocery stores, parks, restaurants, and additional shopping plazas along Countryside Boulevard and McMullen Booth Road are all just minutes from home. With its dual en suite bedroom layout, newly installed second floor flooring, exceptional indoor and outdoor entertaining space, resort style amenities, and prime Clearwater location, this Countryside Woods townhome offers a rare opportunity to enjoy comfort, convenience, and the Florida lifestyle.

3460 Countryside Boulevard Unit 60, Clearwater

$139,888

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

Enjoy breathtaking golf course views from this 2 bed/ 2 bath second floor Emerald condo! Ideally located close to the elevator, this home also offers the convenience of a building laundry room on the same floor. Inside, you will find NO CARPET ANYWHERE, making cleaning a breeze! The spacious kitchen features stainless steel appliances, ceramic tile flooring, a tasteful backsplash, and even a window! The large primary bedroom includes an en-suite bathroom, while both bedrooms offer generous closet space. For added peace of mind, the A/C was replaced in 2022. Schedule your private showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & 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. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2410 Franciscan Drive Unit 60, Clearwater

$70,000

2 Beds ⋅ 2 Baths ⋅ Country Park Co-Op M/H Unrec SubDv.

Welcome to Country Park Resident-Owned 55+ Cooperative Community in Clearwater! This fully furnished double-wide manufactured home offers approximately 888 sq ft of comfortable living space with two bedrooms and two full bathrooms. Two mini-split A/C systems provide efficient, individualized comfort throughout. Outdoor living is a highlight, with a screened porch and open porch for relaxing, plus a covered carport and separate utility/storage area for added convenience. The home is just a short walk to the community pool, clubhouse, and shuffleboard courts everything you need for an active Florida lifestyle. Ideally located near shopping, dining, medical facilities, and Pinellas County's stunning Gulf beaches, this home is perfect for seasonal getaways or year-round living. Just bring your personal belongings and start enjoying the Florida lifestyle! Ownership & Fees: This is a resident-owned cooperative community. A share value of $40,000 is included in the sale price. Monthly maintenance fee of $285 covers water, sewer, trash, lawncare, and park amenities. Approval Requirements: Association approval required, including a minimum 700 credit score and background check. Country Park has a no-pet policy, subject to applicable fair housing requirements.

2331 Belleair Road Unit 206, Clearwater

$139,900

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

Welcome home to this beautifully maintained 2 bed/2 bath condo, ideally located at the end of a quiet cul-de-sac. Situated on the top (3rd) floor with no neighbors above, this home offers exceptional peace, privacy & beautiful surroundings! Furnishings are negotiable, offering added flexibility for the next owner. One of the biggest investments has already been taken care of with newer windows installed, providing added value, energy efficiency, & peace of mind. Enjoy picturesque golf course views from the front picture window, while the rear of the home overlooks lush green space instead of neighboring buildings, creating a tranquil setting from every angle. Inside you will appreciate the tasteful updates throughout. The inviting kitchen features quality wood cabinetry, tile backsplash, Corian countertops, & newer stainless steel appliances making it both functional & stylish. Both baths have also been thoughtfully updated, most recently adding a new high sitting toilet in the primary bath, and new sink faucets. The AC was installed approximately in 2010 & have been well maintained to ensure efficient operation. A Brand new hot water heater was installed a few months ago. A laundry room is conveniently located on the 2nd floor of the building for added ease & "loads of fun"! If you are looking for a move-in ready home that combines comfort, privacy, scenic views, & thoughtful updates, this condo is one you won't want to miss! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & 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. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2440 World Parkway Boulevard Unit 52, Clearwater

$179,000

2 Beds ⋅ 2 Baths ⋅ Woodland Villas Condo 1 SubDv.

Active 55 and over community Villa – condo 2 bedroom with walk in closets, 2 updated bathrooms, open dining living room area. Carport right in front with additional storage area also attic has storage space. Ramp to building. There are ceiling fans in each bedroom and the Florida room. Included are a refrigerator, microwave, cooktop range, dishwasher garbage disposal. Villa has double pane windows, central air and heat, electric water heater and smoke detectors. HOA covers water, trash, cable, Internet, reserves, insurance, and exterior maintenance. Amenities are a heated pool, active clubhouse with a kitchen, social hall with many activities,and a grilling area. There is a nearby shopping area 10 minutes to countryside mall also Mease hospital with other medical facilities close by. There are many enjoyable places to go to honeymoon Island, Clearwater Beach.

2465 Northside Drive Unit 1502, Clearwater

$499,900

3 Beds ⋅ 2 Baths ⋅ Woodmont Park Estates 1st Add SubDv.

Welcome home to this fantastic 3-bedroom, 2-bathroom, 2-car garage pool home in Clearwater! This high and dry residence sits on a nice sized lot and is centrally located with easy access to downtown Dunedin and world-famous Clearwater Beach. Step inside and fall in love with this light and bright gem, it features two living areas, a split bedroom plan, and the large primary bedroom features its own private bathroom. Updates to this home are numerous and include, new stainless-steel kitchen appliances, hurricane rated impact windows throughout, a full remodel in the primary bathroom and a partial remodel in the guest bathroom. The roof was put on in 2020, the water heater replaced in 2021, and the electrical panel was updated in 2023. Step out back and see where this home really shines, there is a beautiful inground swimming pool inside of a large, fenced back yard. There is an open patio space for table and chairs and good space on both side yards for storage or dog runs. The lawn is serviced by the irrigation system, and a French drain was recently added to the rear yard for exceptional drainage. This home is in absolutely immaculate condition inside and outside and will not last long, hurry do not miss it! NON EVACUATION ZONE, NO FLOOD ZONE!!

1707 Ridgeway Drive, Clearwater

$169,999

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

Welcome to On Top of the World, one of Clearwater's most sought-after 55+ communities! This beautifully maintained 2-bedroom, 2-bathroom condo is perfectly positioned to enjoy peaceful golf course views from the front windows while being just a short stroll from the community pool and recreation center. Inside, you'll find a bright, open great room with new laminate flooring, elegant wainscoting, and charming Tiffany-style lighting that adds warmth and character. The updated kitchen features white cabinetry, granite countertops, new stainless steel appliances, including a stove and refrigerator, a modern tile backsplash, updated wiring, and plenty of cabinet space, making it both stylish and functional. For added peace of mind, the HVAC system and water heater are approximately three years old. The oversized primary suite offers a relaxing retreat with an updated en-suite bathroom featuring a beautiful step-in shower. A spacious secondary bedroom is conveniently located near the full guest bath, providing comfort and privacy for family or visitors. One of the highlights of this home is the expansive 25-foot enclosed Florida room—the perfect place to enjoy your morning coffee, entertain guests, or simply relax year-round. Living in On Top of the World means enjoying an incredible array of amenities, including golf course views, fitness centers, swimming pools, tennis and pickleball courts, shuffleboard, a dog park, hobby clubs, and countless social activities. Your monthly condo fee also includes water, sewer, trash, cable, and exterior maintenance, making for truly carefree living. Conveniently located near shopping, restaurants, medical facilities, and entertainment, you're also just a short drive from award-winning Clearwater Beach, where you can enjoy breathtaking sunsets, white sand beaches, and everything Florida's Gulf Coast has to offer. Whether you're looking for a full-time residence or a seasonal retreat, this move-in-ready condo offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

2416 World Parkway Boulevard Unit 26, Clearwater

$265,900

2 Beds ⋅ 2 Baths ⋅ Normandy Park South SubDv.

55+ No Pet Community unless you have an ADA or ESA Exception. Just a hop, skip, and a jump from the outdoor fitness park & City Recreation Center, this 2/2 villa offers a wonderful opportunity to enjoy improvident living for less. Inside, you’ll find many appealing updates, including a renovated kitchen with granite countertops, recessed lighting, and newer appliances. The living room adds a touch of personality with its accent wall, while the three-panel pocket doors provide a nice surprising detail. There's no additional charge for the peace of mind that comes with the updated electrical panel & newer air conditioner. Enjoy carefree living, no grass to cut and a pool without the expense or upkeep...all included in the affordable $ 578 mo. HOA fee that also inc. Cable, Internet, Water, Sewer, Trash, and more. Located OUT OF Flood Zone but only minutes away from shopping, beaches, airports & more. Be sure to see this new listing soon—you’re sure to be glad you did!

1651 S Lake Avenue Unit 3, Clearwater

$619,000

4 Beds ⋅ 4 Baths ⋅ Montclair Lake Twnhms -Phase 2 SubDv.

SELLER IS OFFERING $5,000 TOWARDS BUYERS CLOSING COSTS! Welcome to Clearwater, where everyday convenience meets the laid-back Gulf Coast lifestyle. Situated directly on Beckett Lake within the gated Montclair Lake Townhomes community, this beautifully updated and meticulously maintained end-unit townhome offers 4 bedrooms, 3.5 bathrooms, a 2-car garage, and nearly 2,300 square feet of living space. Stepping inside, wood-look tile flooring flows throughout the first-floor main living areas, complemented by soaring ceilings and dramatic two-story windows that fill the home with natural light while showcasing beautiful water views. The kitchen features quartz countertops with barstool seating, ample cabinetry complemented by a timeless subway tile backsplash, stainless steel appliances, and recessed lighting. A first-floor powder room is perfect for guests, while the laundry room offers added convenience with the washer and dryer included. The first-floor owner’s suite features a walk-in closet and an ensuite bathroom with dual sinks, a separate soaking tub, and a stand-up shower. Upstairs, the split-bedroom layout provides three additional generously sized bedrooms and two full bathrooms, providing functionality for all. Step through the sliding glass doors to the screened-in patio overlooking Beckett Lake, the perfect place to unwind and enjoy the peaceful waterfront setting. A brand-new AC system installed in 2026 provides added comfort and peace of mind. Residents of Montclair Lake Townhomes enjoy low HOA fees that include high-speed internet, expanded cable, exterior maintenance and painting, roof replacement, landscaping, irrigation, pond care, a community pool, and strong escrow reserves. This lakefront home offers the space and comfort of a single-family residence with the ease of low-maintenance townhome living, all in one of Clearwater’s most convenient locations. Ideally located near the Dunedin border, this home places you just minutes from the charm of Downtown Dunedin, known for its locally owned restaurants, breweries, boutiques, waterfront parks, seasonal festivals, and vibrant community events. Spend your weekends biking the scenic Pinellas Trail, exploring Hammock Park, catching a Toronto Blue Jays spring training game at TD Ballpark, or heading to the Dunedin Causeway, Honeymoon Island, and world-famous Clearwater Beach for a day on the water. Countryside Mall, grocery stores, medical facilities, shopping, dining, and everyday essentials are all close by. With convenient access to US-19, commuting to St. Petersburg, Tampa, area airports, and the rest of Tampa Bay is a breeze. This home is sure to check all of your boxes, schedule your showing today!

1934 Lake Ridge Boulevard, Clearwater

$164,000

2 Beds ⋅ 2 Baths ⋅ Oak Lake Park Condo SubDv.

WATER VIEW, first floor, 2 bedroom, 2 bathroom Condo with Low HOA in a Prime Location Discover the perfect blend of comfort, convenience, and opportunity in this spacious 2-bedroom, 2-bathroom condo, ideally situated near shopping, dining, parks, medical facilities, and everyday conveniences. With a low HOA fee, this home offers exceptional value. Inside, you'll find a functional floor plan featuring a generously sized laundry room with abundant storage, plus additional storage throughout the home. The kitchen is equipped with a water purification system for fresh drinking water, while an exterior low-maintenance water softener adds everyday convenience. Step outside to your screened lanai—the perfect place to enjoy your morning coffee or unwind in the evening while taking in peaceful sunset water views without the bugs. For added peace of mind, this home did not experience flooding during the 2024 storms. While the condo offers an excellent foundation, it's ready for your personal updates and design touches, making it a fantastic opportunity to build the home you've been dreaming of. This hidden gem is full of potential. Schedule your private showing today!

1960 Union Street Unit 19, Clearwater

$569,000

2 Beds ⋅ 2 Baths ⋅ Belleview Biltmore Villas Bayshore I SubDv.

Wake up to peaceful pond views with partial views of the Intracoastal Waterway from this beautifully updated second-floor residence, tucked behind the gates of the Belleair Country Club in the highly desirable Bayshore I community. Combining contemporary finishes with the privacy, security, and convenience that make Belleair so desirable, this inviting condominium offers a relaxed coastal lifestyle just minutes from the Gulf beaches. Inside, abundant natural light fills the thoughtfully updated interior, where clean lines and contemporary finishes create a warm, inviting atmosphere. The beautifully appointed kitchen serves as the centerpiece of the home, featuring a spacious center island with seating for three, making it the perfect place for casual meals, morning coffee, or gathering with family and friends. Sliding glass doors open to a generous 26-foot balcony where you can enjoy peaceful pond views, partial views of the Intracoastal Waterway, gentle coastal breezes, and colorful sunsets. Residents of Bayshore I enjoy the convenience of elevator access, beautifully maintained grounds, a heated community pool, secure building entry, abundant guest parking, and the peace of mind provided by a 24-hour staffed guard gate. Located within the Belleair Country Club community, owners have the opportunity to apply for social or golf membership and enjoy one of Florida's most historic private clubs, offering championship golf, exceptional dining, a state-of-the-art fitness center, tennis, pickleball, croquet, and an active social calendar. Conveniently located just minutes from boutique shopping, fine dining, Morton Plant Hospital, the Belleview Inn, and the world-famous Gulf beaches, this beautifully updated residence offers an exceptional opportunity to enjoy one of Belleair's most sought-after gated communities. Move right in, unpack, and experience a lifestyle where security, convenience, and timeless Belleair charm come together in one exceptional location.

100 Oakmont Lane Unit 204, Clearwater

$499,000

3 Beds ⋅ 2 Baths ⋅ Douglas Manor Estates 2nd Add SubDv.

Meticulously maintained and thoughtfully updated, this inviting three bedroom, two bath pool home with an attached two car garage offers comfortable living both inside and out. A bright, split bedroom floor plan welcomes you with abundant natural light and laminate flooring throughout the living areas and bedrooms, with ceramic tile in the kitchen and bathrooms. Crown molding, found throughout the home except in the bathrooms, adds a refined finishing touch to the living spaces. At the heart of the home, the beautifully updated kitchen features custom designed cabinetry, granite countertops, stainless steel appliances and a timeless subway tile backsplash, creating a stylish and functional space for everyday living and entertaining. The primary bedroom offers a private en suite bath and glass sliders that lead to the pool area. Both bathrooms have been tastefully updated with custom vanities, granite countertops and ceramic tile finishes. Step outside and enjoy your own private backyard retreat. The screen enclosed inground pool is surrounded by expansive decking, providing plenty of space for relaxing or entertaining, while the covered brick paver patio offers a comfortable setting for outdoor dining or enjoying the Florida lifestyle. The spacious 80x110 lot is further enhanced by white vinyl fencing installed in 2017, adding privacy and functionality. For added convenience and peace of mind, the home is equipped with a Ring video doorbell and two exterior security cameras. There is also a Ring security system. Over the last few years, this home has benefited from numerous other thoughtful improvements, including a new shingle roof (2022), HVAC system with Nest thermostat (2019), new ductwork and insulation (2017), water softener (2017) pool enclosure re-screened (2018), new pool pump (2025), new pool sweep (2026), new garage door (2017), new garage door opener (2023) and Nest Protect smoke detectors (2021), Sprinkler system (2022). Ideally located near schools, shopping, local restaurants and within walking distance of Eagle Lake Park, this home combines modern updates, outdoor enjoyment and a convenient location. Come and see this amazing home today and make it yours tomorrow!

1417 Fairfield Drive, Clearwater

Homes for Sale with a Pool in Clearwater, FL

All Homes for Sale with a Pool in Clearwater, FL

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