Clearwater Homes with Pool Community Features

Clearwater Homes with Pool Community Features

Welcome to Clearwater, Florida – a vibrant coastal city nestled in the heart of Pinellas County! Known for its stunning white-sand beaches and sparkling azure waters, Clearwater offers a unique blend of relaxation and adventure. With a rich history, thriving arts scene, and an array of outdoor recreational activities, Clearwater is the perfect place to call home.

One of the standout features of Clearwater is its warm, sunny climate, which invites residents to enjoy year-round outdoor living. Imagine stepping out of your beautiful home into a backyard oasis, complete with a sparkling pool. Many of the homes in Clearwater boast luxurious poolside amenities, perfect for entertaining friends and family or simply unwinding after a long day. With a variety of styles and sizes available, you’re sure to find a home that meets your needs while providing the ultimate Florida lifestyle.

Community features in Clearwater often include well-maintained parks, scenic walking trails, and easy access to the stunning coastline. Whether you prefer a quiet evening by the pool or a day filled with beach activities, Clearwater's homes with pool community features create an inviting atmosphere for both relaxation and socialization.

As you explore Clearwater, you'll discover an array of dining options, shopping experiences, and cultural events that make this city truly special. With its friendly atmosphere and strong sense of community, Clearwater is more than just a place to live; it’s a lifestyle waiting to be embraced. Come experience the magic of Clearwater and find your dream home with a pool today!

Newest Clearwater Homes with Pool Community Features

$249,900
2 Beds ⋅ 2 Baths ⋅ Westchester Lake Condo SubDv. ⋅ 33761 Zip Code
Water views, sunset skies, and fresh interior updates make this two-level, townhome-style condo in Westchester Lake a must-see. Enjoy nightly sunsets over the sparkling lake, with the Countryside Recreation Center, Library, Countryside Country Club, shopping, dining, and the Pinellas Trail extension all nearby. Inside, the home features new luxury vinyl flooring, new baseboards, a new range, new refrigerator, and microwave. The spacious layout offers two primary suites, including an upper-level suite with an office nook, vaulted ceilings, plantation shutters, and a cozy wood-burning fireplace. A rare one-car garage adds valuable storage and convenience. Westchester Lake is a pet-friendly community offering a pool, hot tub, covered cabana, sundeck, and access to a walking path around the lake. With beautiful water views, fresh updates, and a prime Countryside location, this home is ready for its next owner to enjoy the best of Clearwater living.

2830 Countryside Boulevard Unit 223, Clearwater
$169,900
1 Beds ⋅ 1 Baths ⋅ Fountains At Countryside Condo SubDv. ⋅ 33761 Zip Code
Welcome to The Fountains at Countryside, a gated community in the heart of Clearwater offering resort-style amenities and maintenance-free living. This beautifully updated second-floor 1-bedroom, 1-bath condo features 678 square feet of thoughtfully designed living space with luxury vinyl plank flooring (2022), fresh paint, and an open-concept layout. The upgraded kitchen boasts quartz countertops, wood cabinetry, stainless steel appliances, and a peninsula with bar seating that flows seamlessly into the living area. Enjoy your morning coffee or unwind in the evening from the screened balcony overlooking the community's resort-style pool, complete with lounge areas and grilling stations. The spacious bedroom offers a walk-in closet, and the in-unit washer and dryer are included for added convenience. A reserved covered parking space is also included. Residents enjoy a gated entrance, clubhouse, fitness center, dog park, pool, and beautifully maintained grounds. The HOA covers cable, internet, water, sewer, trash, exterior maintenance, pest control, and more. Ideally located just minutes from Countryside Mall, restaurants, golf, the Pinellas Trail, Dunedin, Safety Harbor, Clearwater Beach, and Tampa International Airport. Immediate rental opportunities are available (restrictions apply), making this an excellent option for a primary residence, seasonal getaway, or investment property.

2500 Winding Creek Boulevard Unit E208, Clearwater
$129,000
2 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Welcome to your Florida waterfront retreat in the premier resident-owned waterfront community of Bay Aristocrat in Clearwater! This spacious 2 bedroom and 2 bathrooms fully furnished mobile home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Designed with privacy in mind, this home features two spacious primary suites, each with its own private bathroom, making it ideal for homeowners and overnight guests. One of the bathrooms features a walk-in shower for added comfort and accessibility. The bright and inviting sun porch, surrounded by windows, provides the perfect place to relax with your morning coffee, unwind with a good book, or entertain friends while enjoying the Florida sunshine. Outside, you'll find a two-car carport and a convenient storage shed, offering plenty of room for your beach gear, fishing equipment, bicycles, and extra storage. Living in Bay Aristocrat means enjoying one of Clearwater's most desirable waterfront communities. This resident-owned park features a low monthly HOA that includes water, sewer, trash, and lawn care, providing exceptional value and worry-free living. Residents enjoy an impressive array of amenities, including a heated waterfront pool, jacuzzi, active clubhouse with a full calendar of social events and activities, shuffleboard courts, two fishing piers, and a private boat ramp with direct access to the water. Take in breathtaking views of Tampa Bay while enjoying boating, fishing, kayaking, or simply relaxing along the shoreline. Centrally located, you'll be just minutes from Clearwater's award-winning beaches, shopping, restaurants, entertainment, medical facilities, and everyday conveniences. Tampa International Airport is just a short drive away, making travel easy for both full-time and seasonal residents. Whether you're searching for a year-round residence or the perfect winter escape, this move-in-ready furnished home offers an exceptional opportunity to enjoy the very best of Florida waterfront living in one of Clearwater's most sought-after 55+ communities.

18675 Us Highway 19 N Unit 116, Clearwater
$155,000
2 Beds ⋅ 2 Baths ⋅ Imperial Cove 12 SubDv. ⋅ 33764 Zip Code
Welcome to the highly desirable Imperial Cove 55+ waterfront community in the heart of Clearwater! This spacious 2-bedroom, 2-bathroom condominium offers a bright, open layout with generously sized living spaces designed for both comfort and easy entertaining. The expansive living and dining areas flow seamlessly, creating an inviting atmosphere, while the large bedrooms provide plenty of room to relax and unwind. Enjoy peaceful lake views from your home and embrace the maintenance-free Florida lifestyle. Indulge in an impressive array of amenities, including a waterfront clubhouse, heated swimming pool, shuffleboard courts, fitness facilities, walking paths, fishing piers, and a full calendar of social activities, making it easy to stay active and connected. The community is known for its beautifully maintained grounds and scenic waterfront setting. Conveniently located just minutes from Clearwater's world-famous beaches, shopping, dining, medical facilities, and airports, this condominium is the perfect place to enjoy everything Florida living. Don't miss this opportunity to own a beautiful home in one of Clearwater's most sought-after waterfront communities!

19029 Us Highway 19 N Unit 21F, Clearwater
$200,000
2 Beds ⋅ 2 Baths ⋅ Fountains At Countryside Condo SubDv. ⋅ 33761 Zip Code
Welcome home to this beautifully renovated 2-bedroom, 2-bathroom condo located in the highly sought-after Fountains at Countryside. This move-in-ready third-floor residence has been thoughtfully updated with modern finishes throughout, blending style, comfort, and maintenance-free living. Step inside to discover a bright and inviting open floor plan featuring a newly remodeled kitchen with gorgeous granite countertops, updated cabinetry, and ample space for cooking and entertaining. New luxury vinyl plank flooring flows throughout the home, complemented by freshly painted walls that create a clean, modern feel. Every detail has been thoughtfully refreshed, making this home truly move-in ready. The spacious primary suite provides a relaxing retreat with an updated en-suite bathroom and generous closet space. The second bedroom and beautifully updated guest bathroom are ideal for family, guests, or a home office. Step outside to your private screened balcony, the perfect place to enjoy your morning coffee or unwind after a long day. Residents of The Fountains at Countryside enjoy an array of resort-style amenities, including a sparkling swimming pool, spa, fitness center, clubhouse, and beautifully maintained grounds. Conveniently located near Countryside Mall, shopping, dining, parks, golf courses, medical facilities, and the award-winning Gulf beaches, this condo places you just minutes from everything Clearwater has to offer. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this beautifully updated condo is ready for you to move in and enjoy.

2500 Winding Creek Boulevard Unit F305, Clearwater
$269,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.

2380 World Parkway Boulevard Unit 40, Clearwater
$85,000
2 Beds ⋅ 2 Baths ⋅ Mission Hills Condo SubDv. ⋅ 33759 Zip Code
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
$389,900
3 Beds ⋅ 3 Baths ⋅ Brookfield SubDv. ⋅ 33761 Zip Code
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. ⋅ 33764 Zip Code
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. ⋅ 33763 Zip Code
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
$250,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
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
$353,990
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Virtually Staged. Welcome to Greenbriar, one of Clearwater's most desirable communities! This solid block 2-bedroom, 2-bathroom home with an oversized 1-car garage combines timeless charm with an impressive list of updates, making it an outstanding opportunity for homeowners, seasonal residents, or investors alike.Step inside and you'll immediately appreciate the beautifully polished terrazzo floors that flow throughout the home, adding character, durability, and easy maintenance. A large picture window fills the living room with natural light, creating a bright and inviting atmosphere. The home has been freshly painted inside and out, features new modern lighting and includes impact-resistant windows for added peace of mind. The newer HVAC system includes all new ductwork and installation, helping maximize comfort and efficiency year-round. The tile roof, installed in 2012, includes a secondary water barrier for added protection and lasting value. The plumbing is in good condition, making this home move-in ready with many of the major improvements already completed.The kitchen has been updated and has new Whirlpool appliances, while the bathroom inside the home features a modern vanity. The efficient floor plan offers two comfortable bedrooms and a full bathroom inside the home. An additional full bathroom with a shower is conveniently located in the garage, providing added flexibility for hobbies, projects, guests, or cleaning up after a day at the beach or working in the yard.Step outside to enjoy the screened patio with a ceiling fan and relax surrounded by the tropical landscaping. It's the perfect space for grilling, entertaining, or simply unwinding year-round. The fully fenced backyard includes a separate dog run and a divider, making it easy to create separate outdoor spaces while providing added privacy.Greenbriar residents enjoy a heated community pool, fitness room, clubhouse, and a variety of social activities—all with a low HOA fee. The location is hard to beat, just about 8 miles from the sugar-sand beaches of Clearwater and the Gulf of Mexico. You'll also be minutes from charming downtown Dunedin, golf courses, Countryside Mall, hospitals, shopping, dining, and the Philadelphia Phillies and Toronto Blue Jays Spring Training stadiums. Best of all, the home is located in Flood Zone X, meaning no lender-required flood insurance for most financed buyers. Whether you're searching for a primary residence, a seasonal getaway, or an investment opportunity, this Greenbriar home offers the perfect combination of comfort, convenience, and the Florida lifestyle. Schedule your private showing today!

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