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Homes for Sale with a Pool in Clearwater, FL

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.

All Homes for Sale with a Pool in Clearwater, FL

$599,900
3 Beds 2 Baths Countryside Tr 58 SubDv.
Welcome to 3350 Hunt Club Drive, a beautifully updated Clearwater home where the big-ticket improvements have already been taken care of—leaving you more time to simply move in and enjoy the Florida lifestyle. This inviting 3-bedroom, 2-bath home features a desirable split floor plan, offering privacy and functionality for everyday living. Thoughtfully maintained and continually improved, roof 2018, the home includes hurricane-rated windows 2020 & 2022, updated wood tile flooring 2024, beautifully renovated primary 2023 and guest bathrooms 2024, fresh interior paint 2026, and a newer water heater 2023. A Trane A/C system 2018 with updated ductwork adds year-round comfort, and a whole-home water softener installed in 2021 provides an additional everyday convenience. The spacious kitchen and living areas flow comfortably throughout the home, while the sunroom offers additional space to relax, entertain or simply enjoy the natural light. An oversized two-car garage provides excellent parking and storage options. Step outside and discover a backyard designed for Florida living. The private pool is surrounded by an updated paver pool deck and includes a newer pool pump motor, child safety fence and for game day watch party or movie night there is large screen located on the wall outside-creating the perfect setting for weekend gatherings, quiet mornings or relaxing poolside at the end of the day. New landscaping and sod, an updated irrigation system, gutters, fencing and an included storage shed further enhance the home's appeal and ease of ownership. The home's many improvements reflect years of thoughtful care rather than a quick renovation, offering buyers confidence in both the condition and long-term enjoyment of the property. Situated in a desirable Clearwater location, 3350 Hunt Club Drive is convenient to Countryside shopping and dining, parks and recreation, the Pinellas Trail, Gulf beaches and the amenities of Countryside Country Club—all while offering the comfort of an established residential neighborhood. With a split-bedroom floor plan, oversized garage, private pool, hurricane-rated windows and extensive updates throughout, this is the kind of home that allows you to start enjoying the Florida lifestyle from day one. Schedule your private showing and discover all that 3350 Hunt Club Drive has to offer.

3350 Hunt Club Drive, Clearwater

$224,900
3 Beds 2 Baths Winding Wood Condo SubDv.
Welcome to 2705 Sand Hollow Court, a charming 3-bedroom, 2-bath, single-story home in Winding Wood. Offering 1,145 square feet of comfortable living space, this move-in-ready home features impact windows installed in 2022, fresh interior paint, brand-new carpet and freshly cleaned tile flooring. Step inside to a light and welcoming living and dining area with an easy-flowing floor plan that’s perfect for both everyday living and entertaining. The kitchen offers plenty of cabinetry and workspace and is ready to enjoy as-is or personalize over time to suit your own style. The home features three bedrooms and two full bathrooms, providing flexibility for family, guests, a home office or hobby space. The primary bedroom includes its own private bath, while the additional bedrooms offer plenty of possibilities. One of the home’s most enjoyable spaces is the screened lanai, an ideal spot for morning coffee, reading, entertaining friends or simply enjoying Florida’s indoor-outdoor lifestyle. Located in established Winding Wood, residents enjoy a community pool and a convenient Clearwater location close to shopping, dining, recreation and the many amenities of the Tampa Bay area. Fresh, clean and move-in ready, this home offers a wonderful opportunity to enjoy it immediately while making it your own over time. With three bedrooms, single-story living and 2022 impact windows, 2705 Sand Hollow Court is one you’ll want to see.

2705 Sand Hollow Ct Clearwater, Fl 33761-3732, Clearwater

$425,000
3 Beds 2 Baths Spring Lake Of Clearwater SubDv.
ABSOLUTELY GORGEOUS, MINT & MOVE-IN READY! Welcome to this beautifully updated 3-bedroom, 2-bath, 2-car garage home in the highly sought-after Spring Lake community of North Clearwater, conveniently located near Keene Road and Virginia Street. Built in 1985 and lovingly updated throughout, this home features IMPACT WINDOWS AND DOORS, vaulted ceilings, gorgeous tile flooring throughout, ceiling fans in every room, updated bathrooms, stainless steel appliances, a charming breakfast nook, and a pass-through to the dining area. Enjoy incredibly low electric costs of approximately $50 per month thanks to the home's solar system, with a solar payment of only approximately $88 per month. Step outside and you'll find mature landscaping creating a peaceful, park-like setting along with a fully fenced backyard perfect for relaxing, entertaining, pets, or enjoying the Florida lifestyle. Washer and dryer are included, and the COMPLETE HOME FURNISHINGS ARE NEGOTIABLE—making this an outstanding opportunity for someone looking for a truly move-in-ready home. Spring Lake residents enjoy a LOW HOA and an impressive collection of community amenities just steps from your door, including a clubhouse, community pool and spa, playground, and tennis courts. Best of all—NO FLOOD ZONE! The location is hard to beat! Centrally located near shopping, dining, recreation, and everything Clearwater and Dunedin have to offer, including the world-famous Gulf beaches and charming Downtown Dunedin with its quaint shops, galleries, breweries, entertainment, and highly rated restaurants. This beautiful home combines condition, upgrades, low operating costs, community amenities, and an exceptional location—DON'T MISS THIS ONE!

1889 Springwood Circle N, Clearwater

$874,000
4 Beds 3 Baths Westchester Of Countryside SubDv.
Located in the desirable Countryside area of Clearwater, this completely renovated 4-bedroom, 3-bath pool home offers nearly 2,800 square feet of beautifully updated living space... with a spacious, versatile floor plan. The home has undergone a comprehensive transformation, with every major surface thoughtfully updated, from the kitchen and baths, to the flooring, fixtures, appliances, and finishes. Each improvement was intentionally designed to create a cohesive blend of style, comfort, and lasting peace of mind. Multiple living areas provide plenty of room to spread out, including an inviting space with a fireplace and built-in shelving just off the kitchen. The split-bedroom floor plan offers flexibility for entertaining, hosting guests, or working from home. The spacious primary suite features a beautifully renovated bathroom with a freestanding soaking tub, dual-sink vanity, oversized walk-in shower, and a large wraparound walk-in closet... offering an abundance of storage. Step outside to a large screened-in pool and covered patio with plenty of room for outdoor dining, entertaining, or relaxing poolside. Beyond the screened enclosure, a generously sized backyard and thoughtful landscaping provide even more space to enjoy the outdoors. With extensive renovations, brand new hurricane impact windows, generous living space, a versatile floor plan and private pool setting, this move-in ready countryside home offers an impressive combination of style, comfort and Florida living.

2761 N Westchester Drive N, Clearwater

$225,000
4 Beds 3 Baths Sunset Grove Condo SubDv.
Rare 4-bedroom, 2.5-bathroom townhome in the heart of Clearwater! Located in desirable Sunset Grove near Belcher Road and Sunset Point Road, this spacious 1,456 sq. ft. home offers a flexible and functional layout, along with a one-car garage and designated parking spot. The first floor features a bedroom, half bathroom, living room, dining area, and kitchen—perfect for guests, a home office, or multigenerational living. Upstairs, you’ll find three additional bedrooms, including the primary suite with an en-suite bathroom, plus another full bathroom. Enjoy exceptional outdoor living with two large, fenced paver patios, including an impressive front patio offering nearly 460 sq. ft. of private outdoor space. Sunset Grove has no age restrictions, is pet friendly, and is located within a highly rated school district. The HOA includes water, sewer, trash, cable, exterior maintenance and insurance, and community amenity maintenance. Residents can also enjoy the community’s large swimming pool and two tennis courts. With its central Clearwater location, spacious floor plan, and rare four-bedroom configuration, this townhome offers a fantastic combination of space, convenience, and low-maintenance Florida living. And when you're ready to explore, you're just a 20-minute drive to Florida's award-winning Clearwater Beach or Honeymoon Island State Park, approximately 25 minutes to Tampa International Airport, and just 12 minutes to Downtown Dunedin. Shopping, restaurants, medical facilities, and so much more are also just a short drive away!

2095 Sunset Point Road Unit 2302, Clearwater

$1,225,000
4 Beds 3 Baths Belleair Estates SubDv.
The perfect Belleair home where comfort, convenience, and resort-style living come together beautifully. This spacious 4 bedroom, 3 bathroom residence offers a flexible home office/bedroom, an oversized laundry room, open living area with an inviting gas fireplace, and a two-car finished garage. This home has been thoughtfully renovated with a gorgeous kitchen including premium appliances, en suite baths, tile floors throughout, custom closets providing exceptional storage, private primary retreat features a beverage station, wet bar, fireplace and dual-sink bath. Other thoughtful improvements include a 2019 roof, impact windows, gutters, vinyl fenced yard, updated climate systems, dual tankless water heaters, a water softener, and gas cooking. Paid-off, solar panels bring added energy efficiency and peace of mind. The home is also equipped with app-controlled Lutron shades, extensive internet and TV wiring, a generator hookup, and EV charging. Step outside to your own private oasis, complete with a heated saltwater pool and spa, convenient pool remote system, and an outdoor bar with a sink, perfect for relaxing weekends or memorable gatherings. The TVs, sound equipment, security cameras, and chargers convey with the sale. Ideally located in the sought-after Belleair area, this home is just minutes from the Gulf beaches, offering easy access to sun-filled days along Florida’s beautiful coastline. Enjoy close proximity to Belleair Country Club, a private club known for its championship golf, tennis, dining, social amenities, and waterfront setting. Nearby Pelican Golf Club, a premier private golf club in Belleair, is home to the LPGA’s prestigious Pelican Women’s Championship and offers an exceptional golf experience for its members. With convenient access to Clearwater, Belleair Bluffs, Largo, shopping, dining, parks, and coastal attractions, 1621 Indian Rocks Road places you near everything that makes the area special. Beautifully equipped for modern life and ideally positioned for enjoying the best of the Gulf Coast, this exceptional home is ready to become the setting for your next chapter.

1621 Indian Rocks Road, Clearwater

$174,500
2 Beds 2 Baths Via Verde Condo SubDv.
Virtually Staged. Welcome to this spacious 1,218-square-foot, two-bedroom, one-and-a-half-bathroom home offering a comfortable layout, soaring high ceilings, valuable recent updates, and an excellent central location. The bright living room features attractive new laminate flooring installed in 2026, while the kitchen offers abundant cabinetry, generous granite countertop space, stainless steel appliances, and a convenient breakfast bar. The adjoining dining area opens to the outdoor space, creating an easy flow for everyday living and entertaining. Both bedrooms provide ample space, and the home includes excellent closet storage. Major improvements add peace of mind, including a new water heater installed in 2026, an HVAC system installed in 2022 with a 10-year warranty, and a roof completed in 2022. Located in a non-flood zone, this property combines convenience with a relaxed community lifestyle. Residents can enjoy a community pool, tennis courts, clubhouse, and dog park. The home also includes one assigned parking space. The location provides convenient access throughout Pinellas and Hillsborough counties. Clearwater/St. Pete-Clearwater International Airport is approximately 10 minutes away, vibrant downtown St. Petersburg is about 20 minutes away, and Tampa is approximately 25 minutes away. Enjoy the convenience of being close to shopping, dining, recreation, beaches, and major roadways, while returning home to a peaceful neighborhood setting with amenities nearby every day. Whether you are searching for a primary residence, seasonal getaway, or low-maintenance Florida home, this property offers a compelling combination of space, updates, amenities, and accessibility. Schedule your private showing and experience everything this conveniently located home and welcoming community have to offer.

6262 142nd Avenue N Unit 709, Clearwater

$474,900
3 Beds 2 Baths University Park SubDv.
Virtually Staged. Set within Clearwater’s established University Park, this thoughtfully renovated pool residence pairs sophisticated interiors with effortless Florida living. With no HOA or CDD and a location in Flood Zone X, the property offers a compelling combination of privacy, flexibility, and long-term appeal. Renovated throughout in 2025, the home encompasses 1,366 square feet of heated living space and 2,078 total square feet, with three bedrooms, two full baths, a two-car attached garage, and beautifully considered indoor-outdoor spaces. Wide-plank wood-look luxury vinyl flooring creates continuity throughout the interiors, complemented by recessed lighting, charcoal two-panel doors, updated fixtures, and clean, contemporary finishes. At the heart of the home, the kitchen features solid wood espresso cabinetry, quartz countertops, a tumbled-stone backsplash, stainless steel Samsung appliances, and a breakfast bar opening naturally to the great room. The dining room makes a striking architectural statement with a dramatic floor-to-ceiling black grid accent wall, bronze chandelier, and black divided-light French doors. Beyond, a light-filled room framed by two walls of windows offers remarkable versatility as a third bedroom, private office, den, or creative space. Two bedrooms are designed as private en-suite retreats—an uncommon arrangement that lends itself beautifully to multigenerational living, guests, or those seeking additional privacy. The primary suite includes a walk-in closet with built-in organization and a quartz-appointed bath, while the second suite features a beautifully finished walk-in shower with full-height tile, pebble-stone flooring, and integrated niche shelving. Outdoors, the home transitions seamlessly to a private, fully fenced setting designed for year-round enjoyment. A 17-by-11 screened lanai opens to a travertine-look paver terrace surrounding the freeform, pebble-finish pool, complete with fiber-optic lighting for evening swims. Mature palms, established landscaping, and a raised paver planter create a relaxed sense of seclusion. Additional highlights include a finished two-car garage, interior laundry with washer and dryer, double-pane windows, and a dimensional shingle roof replaced in 2020. Set on a 7,632-square-foot homesite, this distinctive Clearwater residence brings together a private pool, renovated interiors, dual en-suite accommodations, Flood Zone X designation, and the freedom of no HOA or CDD—an inviting expression of Florida living, thoughtfully updated for today.

2172 University Drive S, Clearwater

$114,500
1 Beds 1 Baths Harbour Towne Condo SubDv.
YOUR SAFETY HARBOR GETAWAY AWAITS! Enjoy the perfect blend of privacy, convenience, and Florida lifestyle in the desirable Harbour Towne Condominiums. Ideally located just minutes from charming downtown Safety Harbor, approximately 10 miles from Clearwater Beach, and convenient to Tampa International Airport and major roadways, this second-floor 1-bedroom, 1-bath condo is the perfect full-time residence, seasonal retreat, or investment opportunity. Step inside to a bright, open floor plan designed for easy living and entertaining. The spacious primary bedroom offers multiple closets, while the beautifully updated bathroom adds a fresh, modern touch. Step outside to your private patio and unwind with your morning coffee or evening cocktail while overlooking the community’s lush, serene landscaping. A private double-door storage room located just outside your front door provides valuable extra space for beach gear, bicycles, luggage, and more. Laundry rooms with washers and dryers are conveniently located on each floor. Whether you're searching for a low-maintenance Florida home, a weekend escape, or a versatile property with rental potential, this Harbour Towne condo delivers location, lifestyle, and convenience. Come experience relaxed Florida living just minutes from Safety Harbor, Clearwater, and everything Tampa Bay has to experience! Don't miss out on this luxurious lifestyle that awaits you in this well-established community! Motorcycles are not allowed.

400 N Bayshore Boulevard Unit 205, Clearwater

$185,000
2 Beds 2 Baths On Top Of The World SubDv.
On Top of the World is the Nation's largest 55+ Active Community. This condo is 1400 sq. ft., on the ground level with your parking spot right in front of your door. BONUS!! There are 3 visitor spots also right out your front door... 2 BIG Bedrooms and 2 Large bathrooms. The Living/Dining combination makes furniture placement a breeze. This end-unit condo is bright and spacious. Extra side windows allow natural light into the dining room, kitchen. It's so Cheerful! Newer insulated windows keep your HVAC (1998) from working overtime. HWH (2016). On Top of the World has 2 activity centers, & 2 private golf courses, A 9-hole short course & an 18-hole regulation course, free for resident owners. There are 2 heated swimming pools. The Cardio Gym has the latest exercise equipment. There is a fenced dog park with 2 sections for Large & Small Dogs. With hobby studios, a Carpentry Shop & a Jewelry design studio with instructors, you can tap into your crafty side. Other activities include fitness classes, dancing, billiards, entertainment, travel clubs and much more. The on-site Good Karma Café has take & bake meals and snacks. Join the Coffee Clutch on Monday mornings. Are you a "Snowbird" looking to escape the northern winters? You can use this condo in the winter months, then, after 1 year of ownership, rent it for a profit until you make your full-time move. Think of your retirement & future! This Clearwater location is perfect to use as "Home Base". Close to the Best Beaches in the Country! Excellent Shopping, Dining & superb Medical Facilities are nearby. There are Performing Arts Centers, Pro Sports Venues, International & Regional Airports close by & a breeze to navigate to. Check out the small-town flavors of Dunedin, Safety and Palm Harbors. Tarpon Springs, St. Petersburg and Tampa are all an easy commute and are worthy daytrips. If financing, a 35% down payment is required.

2361 Ecuadorian Way Unit 19, Clearwater

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