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Homes for Sale with a Pool in Clearwater, FL

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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.

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All Homes for Sale with a Pool in Clearwater, FL

$150,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
Tucked into the sought-after On Top of the World 55+ community, this well-maintained 2-bedroom, 2-bath residence offers 1,100 square feet of comfortable living space with a layout that feels open, functional, and easy to enjoy. The spacious living and dining areas flow naturally together, creating plenty of room for quiet evenings at home or gathering with friends and family. The kitchen offers abundant cabinetry, generous counter space, a ceiling fan, and a dedicated eat-in area for casual meals or morning coffee. The primary suite provides a private place to unwind, complete with ample closet space and an en suite bath. A second bedroom and full bath offer flexibility for overnight guests, a home office, hobby space, or whatever best fits your lifestyle. One of the home's standout features is the enclosed Florida room, adding valuable extra space that can be enjoyed throughout the year. Use it as a reading room, sitting area, game room, craft space, or simply a comfortable spot to relax and enjoy the Florida lifestyle. Living in On Top of the World means more than just having a place to call home. Residents enjoy an active, resort-style community with golf, swimming pools, fitness facilities, walking areas, clubhouses, social clubs, activities, and recreation designed for a wide range of interests. Whether you're looking for a full-time residence, seasonal escape, or an easy-to-maintain home in an established 55+ community, 2370 Jamaican Street, Unit 30 offers a comfortable setting, versatile living space, and access to one of the area's most popular active-adult lifestyles.

2370 Jamaican Street Unit 30, Clearwater
$119,900
1 Beds ⋅ 1 Baths ⋅ Marilyn Pines Condo Apts SubDv.
Welcome to Marilyn Pines, a peaceful 55+ community tucked away on a dead end street, yet perfectly located in the heart of Clearwater. This condo is a first floor unit and an end unit in one of the community's few detached single level buildings, highly sought after for added privacy and convenience. An inviting front porch greets you, perfect for morning coffee and relaxing. As you enter the unit, the kitchen provides ample room to function and a spacious dining and living room combo flows into a back sun room with plentiful natural light and sliders (updated hurricane impact - along with windows) that open to additional outdoor space out back. The bedroom is nicely sized and also features slider access to the sun room as well as a walk in closet. a community pool , clubhouse and other features are also included. Location is truly ideal, minutes away from golf, shopping, restaurants, Clearwater Beach, spring training baseball and more..

2060 Marilyn Street Unit 118, Clearwater
$74,000
1 Beds ⋅ 1 Baths ⋅ Coachman Creek Condo SubDv.
Welcome to easy Florida living in this bright and inviting second-floor, 1-bedroom, 1-bath condo overlooking a peaceful pond in the heart of Clearwater. Offering comfortable living space just minutes from the Beaches, this strong block-and-stucco constructed residence has never flooded and combines low-maintenance with a practical, open layout filled with natural light. Inside, durable tile flooring flows throughout the main living areas, providing a clean, solid surface that is easy to maintain—perfect for everyday Florida living. The kitchen features warm solid-wood cabinetry, generous counter space and a convenient pass-through that keeps the kitchen connected to the dining and living areas. The open living and dining space feels bright and spacious, with plenty of flexibility for arranging your furniture and creating a comfortable place to relax or entertain. Step outside onto the private balcony overlooking the tranquil pond, where you can enjoy your morning coffee, watch the ducks and unwind in the evening with a peaceful water view. The combination of natural light, tile flooring, wood cabinetry and indoor-outdoor living gives the condo a warm, welcoming atmosphere. Coachman Creek offers a low-maintenance lifestyle with two community swimming pools, tennis courts and landscaped grounds. Nearby walking and biking trails and disc golf courses provide even more ways to enjoy the outdoors. The central Clearwater location places shopping, restaurants, malls, public transportation and everyday conveniences close at hand. Sports fans will appreciate being just minutes from BayCare Ballpark, spring-training home of the Philadelphia Phillies, while beach lovers can enjoy convenient access to world-famous Clearwater Beach and the Gulf Coast. Dunedin, Safety Harbor, downtown Clearwater and Tampa International Airport are also within easy reach. Whether you are searching for a primary residence, seasonal Florida retreat or comfortable, low-maintenance place to call home, this condo brings together practical interior features, peaceful pond views, two community pools, outdoor recreation and an exceptionally convenient Clearwater location. Come enjoy the comfort, convenience and classic Florida lifestyle this home has to offer.

2625 State Road 590 Unit 1123, Clearwater
$610,000
2 Beds ⋅ 3 Baths ⋅ Waters Edge Condo SubDv.
Rare opportunity to own one of only 12 exclusive two-story patio homes in the highly coveted Waters Edge condominium! This beautiful 2-bedroom, 2.5-bathroom residence spans 1,458 sq ft, offering the privacy of a townhome with the luxury of full-service condo living. The main level boasts soaring 10' ceilings, guest half-bath, and a large kitchen with granite countertops and stainless steel appliances, with gorgeous, cool tile flooring that flows seamlessly across the first floor into the sun-drenched Great Room. Upstairs features a convenient laundry room with a washer/dryer and two spacious en-suite bedrooms. The primary retreat offers dual walk-in closets, a spa-like bath, and a private patio with direct, step-out access to the community's elevated amenities deck. Enjoy a heated pool, hot tub, saunas, steam rooms, outdoor fireplace, gas grills, and a state-of-the-art health club with a Pilates Reformer right outside your door. Premium perks include 24/7 concierge service, full-time maintenance, robust security, a private storage unit, and 2 assigned parking spaces in the secure covered garage on the exact same level as the unit. Built to strict safety standards with hurricane windows in a non-evacuation zone. Unbeatable downtown location surrounded by the $84M Coachman Park, Capitol Theatre, and Clearwater Marina. Walk to local dining and entertainment, drive to Clearwater Beach in 5 minutes, or reach TPA airport in 30 minutes. Furniture negotiable!

331 Cleveland Street Unit 312, Clearwater
$499,000
4 Beds ⋅ 3 Baths ⋅ Cypress Point SubDv.
Great bones, a fantastic layout and plenty of potential make this Clearwater home one worth seeing! This 4-bedroom, 3-bath home offers two primary suites, each with a private en-suite bath and walk-in closet, along with a 2-car garage and inside laundry room. The spacious 0.16-acre lot features a large fenced backyard, covered lanai, and screened-in-ground pool, giving you plenty of room to enjoy the Florida lifestyle. The home could use some cosmetic updates, but the layout and space are already here. You can make it your own and watch it shine! Located in a non-flood zone and conveniently close to parks, shopping, dining and entertainment, with Clearwater Beach, Pier 60, Coachman Park and Honeymoon Island all within easy reach. Come take a look, bring your ideas and see the potential this home has to offer!

2179 Cypress Point Drive N, Clearwater
$99,000
2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv.
Discover the easygoing Florida lifestyle at On Top of the World! This spacious 2 bed, 1bath, 1,100 sq. ft. condo is located on the 3rd floor as an interior end unit in one of Clearwater’s most active and amenity-rich 55+ communities. The comfortable layout features abundant closet space and storage, including wall-to-wall closets in the primary bedroom. A versatile bonus room off the back adds valuable flex space for a second living room, home office, den, study, hobby room or workout area. Lovingly cared for and successfully rented seasonally for nearly 20 years, the condo makes an appealing Florida getaway or full-time or seasonal residence. The interior retains its original character, offering a blank canvas for a new owner to update and personalize to their own taste. The home is offered fully furnished, with the option to have the furnishings removed before closing if desired. An elevator, assigned parking space and dedicated storage space just outside the unit add everyday convenience. Beyond your front door, OTOW offers an incredible array of amenities and activities, including more than 175 clubs, 2 swimming pools, 4 tennis courts, pickleball, a fitness center, dog park, horseshoe pits, lawn bowling and shuffleboard. Approved resident owners with a valid Activity Card also enjoy FREE golf on the community’s 2 courses—an exceptional perk for golf enthusiasts! With a vibrant social atmosphere, pet-friendly environment and something for everyone, On Top of the World makes it easy to stay active, connected and entertained. All this, just minutes from Clearwater’s beautiful beaches, shopping, dining, medical facilities and more. Come see what makes OTOW such a special place to call home!

2455 Finlandia Lane Unit 63, Clearwater
$315,000
2 Beds ⋅ 2 Baths ⋅ Grand Bellagio At Baywatch Condo The SubDv.
On the third and top floor of Building 13 — Unit 1330B offers a more private location (no passing thru traffic) at the tip of the Via Cipriani peninsula. In this secure, guard-gated waterfront community, 1330b is just steps out back to a beautiful gazebo paved walking path exclusive to Grand Bellagio and Grand Venezia residence. And inside, find partial water views of Old Tampa Bay right from your dining room while you sip your morning coffee. This 2-bedroom, 2-bath, 1,368 sq. ft. Toscano model is move-in ready and completely turnkey — no major projects here, just a clean, well-maintained condo ready for its next chapter. Updated & Turnkey Quartz countertops and 2023 stainless steel appliances. New lighting, new ceiling fans throughout, 2025 water heater, 2024 window treatments Ductwork professionally cleaned this past year In-unit laundry room. Smart Home Features Alexa-enabled thermostat, doorbell, and cameras USB outlets throughout for effortless charging Primary Suite Spacious enough for a home office, workout space, or nursery Large walk-in closet (10'5" x 5'1") Spa-style bath with dual vanity, garden tub, and walk-in shower with pebble-stone floor and glass enclosure Being on the third floor means peace and quiet — no footsteps overhead — while keeping this an easy, efficient home to maintain. This unit doesn't come with a deeded boat slip or garage storage, making it a smart fit for a buyer who wants resort-style waterfront living without paying for extras they won't use. Resort-Style Community Set behind a 24-hour guard-gated, architectural entrance, The Grand Bellagio at Baywatch delivers amenity-rich living: heated pool with first-come cabanas, covered hot tub, sauna, full fitness center, clubhouse with billiards and library rooms, tennis courts, dog park, and grills outside every building. HOA-maintained, lush, manicured grounds throughout. Assigned parking space #270 included. Pet-friendly, no age restrictions. Location Minutes from St. Pete–Clearwater Airport, with easy access to Costco, Target, and the Gulf-to-Bay corridor via side roads that skip the 19N traffic. Centrally located between Clearwater Beach, Tampa, and St. Petersburg. Whether you're looking for a full-time residence, a seasonal getaway, or an investment property, Unit 1330B delivers turnkey, low-maintenance living in one of Clearwater's most sought-after waterfront communities. Schedule your private showing today.

2773 Via Cipriani Unit 1330B, Clearwater
$135,000
1 Beds ⋅ 1 Baths ⋅ Hill Crest Villas SubDv.
Welcome to turn-key resort-style living in the heart of Clearwater! This beautifully updated 1-bedroom, 1-bathroom residence offers an ideal blend of comfort, convenience, and low-maintenance Florida living. Step inside to an open and inviting living layout filled with natural light, modern interior finishes, and stylish touches throughout. A standout feature is the versatile, sunlit Florida room—providing essential extra living space perfect for a home office, cozy reading nook, or morning coffee spot. Enjoy the ultimate convenience of in-unit laundry, low HOA fees, assigned parking, and peace of mind with a non-flood zone designation (Zone X, no mandatory flood insurance required). Residents of Hillcrest Villas enjoy top-tier community amenities, including a sparkling swimming pool and an active clubhouse. Positioned in a highly desirable Clearwater location with quick access to US-19, you are just minutes away from pristine Gulf beaches, fine dining, shopping, and Tampa Bay international airports. Offered optional fully furnished. Schedule your showing today!

24862 Us Highway 19 N Unit 3305, Clearwater
$474,900
4 Beds ⋅ 2 Baths ⋅ Newport Unit 2 SubDv.
**IMMACULATE POOL HOME, GREAT LOCATION** Prepare to be impressed with this well-maintained and beautifully updated COTTAGE-STYLE POOL home in desirable unincorporated Clearwater with NO HOA!! Just minutes to the beach, this one checks all the boxes! You're going to LOVE living the Florida lifestyle in this amazing backyard. The large SWIMMING POOL is the centerpiece of an amazing resort-style landscape! This home features wide-open living spaces with tons of natural light and modern, luxury plank flooring. The designer kitchen features solid wood, SHAKER-STYLE cabinets with SOFT-CLOSE DRAWERS, bright GRANITE countertops, and STAINLESS STEEL APPLIANCES. The large living room offers a cozy spot to relax and make countless, lasting memories. An amazing bonus room makes a perfect family room, bonus room, playroom or office. Two bedrooms downstairs offer convenience and space for all. A beautifully updated bath welcomes residents and guests alike. Two additional bedrooms and a family-sized bathroom UPSTAIRS provide everyone plenty of privacy and comfort. This adorable home comes with plenty of room to stretch out, relax, and enjoy some fresh air! At the back of the home is the OVERSIZED PATIO and refreshing pool... ideal for enjoying mornings and evenings outside in the great year-round Florida climate. The fenced backyard is a true oasis and is perfect for family & pets. A large paved area behind the privacy fence could be the perfect place for your BOAT, TRAILER, or RV! This amazing property is conveniently located within just a short drive to award-winning Clearwater Beach! St. Pete/Clearwater Airport is only about 10 minutes away, and you can drive to downtown St. Pete in around 20 minutes and Tampa in 30. This property also features all fresh paint and a large laundry room. Everything's been done for you, so all you have to do is schedule your showing today and make this one yours!

15065 Newport Road, Clearwater
$179,900
2 Beds ⋅ 2 Baths ⋅ Sunshine Terrace Condo SubDv.
Just completly renovated, ground floor, end unit that is drop dead geourgeous, features 2 bedroom, 2 bath, unit with direct access infront of unit carport parking. All new stainless appliances, kitchen cabinets and solid surface counter tops. This just completed renovation also includeds both bathrooms, tankless hot water heater, plus a stakable washer / dryer in hall bathroom. The rooms are spacious, plenty of storage space, and the windows were also recently replaced. Fantastic smaller condo community also has a awesome pool area and clubhouse that is located in the heart of Clearwater, and close to everthing. This is a well cared for and extremely nice ground floor, end unit that is hard to come by.

1239 S Martin Luther King Jr Avenue Unit 104, Clearwater
$300,000
2 Beds ⋅ 2 Baths ⋅ Cove Cay Village Iii SubDv.
Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bath condo offering comfortable Florida living with relaxing water views. Step inside to an inviting interior featuring engineered hardwood flooring, granite countertops, soft-close cabinetry, and fresh stainless steel appliances complemented by an upgraded range hood. The kitchen also offers convenient built-in storage beneath the counter, combining style with everyday functionality. The living area features a built-in electric fireplace framed with modern trim and shelving around the TV area, creating a warm and polished focal point. Step outside to the large screened-in patio and enjoy peaceful water views, or unwind in the primary suite, which also offers water views, a built-in modern closet, and a private ensuite bathroom. The remodeled primary bath features a dual vanity, while the second bathroom has also been upgraded and includes a tub and shower. Located within the gated Cove Cay community, this move-in-ready condo combines thoughtful updates, beautiful views, and a convenient Clearwater location. Whether you're looking for a primary residence or a Florida retreat, this stylish waterfront setting is ready to welcome you home.

900 Cove Cay Drive Unit 2B, Clearwater
$250,000
2 Beds ⋅ 2 Baths ⋅ Grand Bellagio At Baywatch Condo The SubDv.
Beautiful Clearwater Condo in Gated Waterfront Community of Grand Bellagio at Baywatch. The bright and inviting main living area seamlessly connects the living room, dining area, and kitchen, creating an ideal space for everyday living and entertaining. The kitchen features rich mahogany-toned cabinetry, updated stainless-steel appliances, and a convenient breakfast bar. The living room offers plenty of natural light through a large window and features a gas fireplace with a built-in entertainment center for added warmth and character. Split floor plan, primary suite located toward the rear of the home. The primary bedroom includes a walk-in closet and a spacious en-suite bathroom. Additional features include crown molding throughout the living areas, dining room, den/study, kitchen, and foyer; bamboo laminate flooring throughout the main areas; solid wood kitchen cabinetry; stainless-steel gas range, microwave, and refrigerator; full-size washer and dryer in the separate utility area; updated light fixtures; and updated toilets and tile in the wet areas. Residents of Grand Bellagio enjoy resort-style living in a beautifully maintained, gated waterfront community along Old Tampa Bay. Community amenities include a 24-hour guarded entrance, a geothermal heated pool and spa with poolside cabanas, a 6,800-square-foot clubhouse, 24-hour fitness center, conference room, billiards room, social areas, kayak facilities, entertainment and sun decks, and a scenic 1.5-mile lighted waterfront promenade. Additional amenities include fishing areas, a gazebo, playground, sand volleyball, tennis courts, outdoor grills, and beautiful waterfront and Bayside Bridge views. Convenient access to shopping, restaurants, entertainment, schools, and Gulf Coast beaches. The community is close to both St. Pete-Clearwater International Airport and Tampa International Airport, with Tampa International Airport less than 30 minutes away and downtown Tampa approximately 35 minutes away. The beach is only about 10 minutes away, allowing you to enjoy the Clearwater lifestyle without paying beachfront prices. Schedule your private showing today and discover the resort-style lifestyle offered at Grand Bellagio at Baywatch!

2757 Via Cipriani Unit 1131B, Clearwater
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