Homes for Sale with a Pool in Clearwater, FL

2 Beds ⋅ 2 Baths ⋅ Mission Hills Condo SubDv.

Ideal for flippers seeking a fast turnaround or Northerners and snowbirds looking to customize their Florida escape. This property offers a true blank canvas with no demolition costs, giving you full control over layout, design, and upgrades. Drywall removal is from a previous plumbing leak. Create the floor plan buyers want, add high-impact finishes, and position the home for a strong return. The active community is a major draw, featuring scenic walking paths, a large pool, shuffleboard, and peaceful benches perfect for relaxing with a book while overlooking the lush grounds. Room sizes approximate.

1380 Mission Circle Unit 44-C, Clearwater

$382,900

3 Beds ⋅ 3 Baths ⋅ Brookfield SubDv.

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,551 square feet in the sought-after Brookfield at Estancia community of Clearwater. A rare and convenient layout places the spacious primary suite on the main floor, giving you single-level living with additional bedrooms upstairs. A one-car garage plus an extra parking pad means room for guests and everyday ease. Inside, you'll find brand-new luxury vinyl plank flooring and new carpet (2026), a soaring vaulted ceiling, and a dedicated inside laundry room. Everyday living is made easy with a whole-house water softener, a filtered water faucet, a dry bar, and a coffee bar with extra cabinets and counter space. Ceiling fans are found in the kitchen, living room, and every bedroom, and the primary bath was updated with new shower doors in 2026. A 2023 roof and 2024 water heater add lasting peace of mind. Out back, enjoy your own private, fenced backyard — with the fence maintained by the HOA. Living in Brookfield at Estancia means resort-style amenities: a clubhouse with a large swimming pool and hot tub, plus a second cabana pool and hot tub that's heated in the winter, along with tennis/pickleball courts. The dog-friendly community sits just five minutes from the closest beach — and, notably, outside the evacuation zone and flood zone. Best of all, the low $325/month HOA keeps life easy — covering the roof, fence, exterior painting, and ground maintenance — in one of Clearwater's most desirable neighborhoods.

2586 Pine Cove Lane, Clearwater

$209,000

3 Beds ⋅ 2 Baths ⋅ Woodside Village Condo SubDv.

DON'T MISS THIS RARE OPPORTUNITY TO OWN A BEAUTIFULLY UPDATED 3-BEDROOM, 2-BATH CONDOMINIUM IN DESIRABLE WOODSIDE VILLAGE! This move-in-ready home combines modern updates with an unbeatable central Pinellas County location. The stunning newly renovated kitchen features custom cabinetry, elegant quartz countertops, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Additional recent updates include fresh interior paint, brand-new carpeting, a completely renovated primary bathroom shower with beautiful designer tile, and a tastefully updated guest bathroom featuring a glass tile shower surround. Being sold fully furnished, this meticulously maintained home is truly move-in ready. Roof Replaced 2024. Woodside Village is a peaceful, well-maintained community where no Milestone Inspection is required, offering added peace of mind. Residents enjoy an exceptional array of amenities, including three heated swimming pools, three laundry facilities with newer machines, shuffleboard courts, a clubhouse with sauna, and beautifully landscaped grounds. Ideally situated in the heart of Pinellas County, you'll enjoy convenient access to the Gulf beaches, Tampa via East Bay Drive, downtown St. Petersburg, Clearwater, shopping, restaurants, golf courses, parks, and so much more. If you've been searching for a spacious, updated 3-bedroom condominium in a fantastic location, this is one you won't want to miss!

4215 E Bay Drive Unit 1602D, Clearwater

$149,900

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

Welcome to On Top of the World, one of Clearwater’s most popular 55+ active adult communities! This 2-bedroom, 2-bath condo offers a fantastic location directly across the street from one of the community’s two private golf courses. Bring your golf clubs and enjoy the Florida lifestyle right outside your door. This home features upgraded windows and outstanding views from both the living room and Florida room, creating a bright, comfortable setting to relax and enjoy your surroundings. The property is also located on a quiet street with no through traffic, adding to the peaceful feel of the home. Convenience is another major plus, with your assigned parking space, easy walk up to unit or elevator. On Top of the World offers an exceptional lifestyle with two private golf courses, including 9-hole and 18-hole options, two heated swimming pools, two activity centers, and a remodeled cardio gym with updated exercise equipment. Residents can also enjoy fitness classes, dancing, clubs, cards, billiards, hobby studios, a woodshop, and a wide variety of social activities. Pet owners will appreciate the very pet-friendly atmosphere, including a fenced dog park with covered seating. The community is conveniently located near Clearwater’s beautiful beaches, transportation, shopping, entertainment, restaurants, and everyday conveniences, making it easy to enjoy everything the area has to offer. This property is being transferred by leasehold estate deed, and association approval is required. If you are looking for a 55+ Clearwater condo with golf, amenities, views, convenience, and a true active Florida lifestyle, this On Top of the World opportunity is one to see.

2458 Florentine Way Unit 34, Clearwater

$225,000

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

Welcome home to refined, low-maintenance living in Clearwater’s premier On Top of the World 55+ community. Spanning 1,400 square feet, this light-filled end-unit condo offers two bedrooms, two fully remodeled bathrooms, and a seamless blend of everyday comfort and effortless entertaining. At the heart of the home is a sleek, chef-inspired kitchen featuring quartz countertops, soft-close cabinetry, stainless steel appliances, and an induction cooktop. An adjacent coffee and wine bar, complete with a built-in wine refrigerator, serves as a stylish focal point for morning brews or evening toasts. Durable luxury vinyl plank flooring flows continuously throughout the main living areas, while essential updates—including impact-resistant windows and doors, an upgraded electrical panel, and a Larsen storm door with a retractable screen—provide ultimate energy efficiency and peace of mind. The vibrant Floridian lifestyle extends well beyond your front door. A heated pool sits just steps away, complemented by two golf courses, dual clubhouses, a fitness center, tennis courts, and a dog park right within the community. When you want to explore the local area, you are perfectly positioned between two of the Suncoast’s favorite coastal towns. Just minutes to the west, downtown Dunedin offers lively craft breweries, local boutiques, and direct access to the Pinellas Trail and Honeymoon Island. A short drive east brings you to charming Safety Harbor, famous for its historic resort spa, scenic waterfront parks along Tampa Bay, and third-Friday street festivals. With grocery staples like Publix at Beckett Lake Plaza just down the road, this turnkey residence delivers the ideal balance of community activities, coastal town charm, and everyday convenience.

2259 Costa Rican Drive Unit 23, Clearwater

$344,000

2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv.

Virtually Staged. Clearwater living with the big-ticket updates already done! Located in the Greenbriar community, this solid block 2-bedroom, 2-bath home with an oversized 1-car garage combines classic Florida character with an impressive list of improvements. One of the home's standout features is the beautifully polished terrazzo flooring that flows throughout the living areas. Prized for its exceptional durability, longevity, and easy maintenance, terrazzo is a timeless feature found in many classic Florida homes. Recently polished to bring back its natural beauty and shine, these floors add character while offering a hard-wearing surface designed to last for decades. A large picture window fills the living room with natural light, creating a bright and inviting space. The home has been freshly painted inside and out and features modern lighting, impact-resistant windows, a newer HVAC system with all new ductwork, and an updated kitchen with new Whirlpool appliances. The kitchen cabinetry is approximately eight years old. The tile roof was installed in 2012 and includes a secondary water barrier. The floor plan offers two bedrooms and a full bathroom inside the home, plus a second full bathroom with a shower located in the oversized garage. Outside, enjoy a screened patio with a ceiling fan, tropical landscaping, and a fully fenced backyard with a separate dog run and divided outdoor spaces. Greenbriar amenities include a heated community pool, fitness room, clubhouse, and community activities, all with a low HOA fee. The home is located in Flood Zone X, approximately 8 miles from Clearwater Beach, and convenient to downtown Dunedin, shopping, dining, golf, Countryside Mall, and Phillies and Blue Jays Spring Training. Solid block construction, impact windows, tile roof, newer HVAC, updated kitchen, and beautifully restored terrazzo floors. Come see the value and character this Greenbriar home has to offer!

2373 Forest Drive, Clearwater

$300,000

2 Beds ⋅ 2 Baths ⋅ Villas Of Lake Arbor SubDv.

Welcome to 2022 Nash Dr in Villas of Lake Arbor, a spacious and well-maintained home located in a desirable 55+ Clearwater community offering a relaxed Florida lifestyle, beautiful grounds, a scenic lake, and community amenities. Step inside and immediately notice the plantation shutters throughout, raised ceilings, abundant natural light, and a versatile floor plan offering more usable space than many neighboring homes. The main living area combines a comfortable living room with a formal dining space, while the additional flex room is a standout feature rarely found in similar units. Create a home office, den, hobby room, guest retreat, or potentially a third bedroom with the addition of a closet. The kitchen and bathrooms have been moderately updated, providing a clean and functional feel while leaving plenty of opportunity to personalize the home. The generously sized primary bedroom features a private separate entrance and a large walk-in closet with built-in California-style shelving. Storage is exceptional throughout the home, including an additional dedicated storage area that many properties in the community simply don't offer. Major improvements provide additional peace of mind, including a roof installed in 2021, HVAC replaced in 2020, water heater from 2018, and an insurable electrical panel. The home is clean, well cared for, and ready for immediate occupancy. Outside your front door, enjoy the lifestyle offered by Villas of Lake Arbor, an established 55+ Clearwater community featuring a heated swimming pool overlooking the lake, furnished cabana area, scenic lake, fishing pier, picnic and green spaces, and walking and biking areas. The association maintains common areas along with the front and side yard areas of the villas, helping provide a low-maintenance lifestyle. Conveniently located near Clearwater shopping, restaurants, medical facilities, Gulf beaches, Dunedin, St. Pete-Clearwater International Airport, and Tampa International Airport, this home combines space, storage, community amenities, and a central Pinellas County location. 2022 Nash Dr offers something increasingly difficult to find—a flexible floor plan, valuable updates, exceptional storage, and an active-adult community built around the Florida lifestyle. Schedule your private showing today!

2022 Nash Drive, Clearwater

$169,900

2 Beds ⋅ 1 Baths ⋅ Woodlake 1 Condo SubDv.

Welcome home to this well-maintained 2-bedroom, 1-bath condominium in the established Woodlake community, where pride of ownership shines through after being lovingly cared for by the same family for more than 40 years. Offering a clean, functional layout and durable tile flooring throughout, this residence is ready for its next chapter. Enjoy peace of mind with several important updates already completed, including a new HVAC system (March 2026), refrigerator, dishwasher, microwave, and washing machine (2024), toilet (2023), electrical panel (2009), and tub surround (2009). Woodlake offers residents beautifully maintained grounds along with amenities that include a community pool, tennis courts, clubhouse, and recreational areas. The community is centrally located in Clearwater, providing convenient access to shopping, dining, parks, medical facilities, Downtown Dunedin, Safety Harbor, Tampa International Airport, and the world-famous Gulf beaches. Whether you're searching for a primary residence, seasonal getaway, or low-maintenance Florida lifestyle, this home offers an excellent opportunity in one of Clearwater's well-established condominium communities.

2054 Sunset Point Road Unit 38, Clearwater

$699,000

3 Beds ⋅ 2 Baths ⋅ Coachman Ridge-Tract A-1 SubDv.

Welcome to 1612 Midnight Pass Way. Nestled in the highly desirable Coachman Ridge Neighborhood. This is a 3 bedroom 2 full bath home with a 2 car garage - pool home. This area sits high and dry so no flood insurance required. Inside this split floor plan provides privacy and convenience. The Primary retreat is large and has a HUGE walk in closet for all your storage needs. The Primary bath also has a privacy door leading out to the pool area. The other 2 bedrooms are good size and both have windows. The second full bath has a tub and nicely updated with custom cabinetry and tiles. The main living area offers vaulted ceilings and a wood burning fireplace, for cozy evenings. The kitchen is well appointed and has nice cabinetry along with granite counters and a window making this area light and bright along with eat in space. The screened in covered Lanai offers shelter from sun and rain and makes a great area for outside dining and entertaining year round. You will love the custom brick pavers! Some other updates include, Newer power box, flat roof 2016, new chimney cap, reclaimed water, ring alarm system, solar pool heating and salt cell with colored LED lights in pool, jacuzzi hook up above ground. Coachman Ridge is one of Clearwater's most desirable communities, offering tree lined streets, access to coachman ridge park, the Ream Wilson Trail, and close proximity to Baycare Ballpark home of the Phillies spring training and the Clearwater Threshers. It offers quick access to US 19 and 2 International airports. You are an easy drive to our famous Clearwater Beach and all the beach has to offer. Schedule your private showing today before this rarely available home sells. Washer, Dryer and refrigerator do not convey

1612 Midnight Pass Way, Clearwater

$334,900

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

$850,000

4 Beds ⋅ 3 Baths ⋅ Elde Oro West SubDv.

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

$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

Homes for Sale with a Pool in Clearwater, FL

All Homes for Sale with a Pool in Clearwater, FL

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