Homes for Sale with a Pool in Clearwater, FL

Virtually Staged. This rare ground floor corner 2BR/2BA condo is ideally located in the sought-after community of Winding Creek. It sits on high ground in a NON flood zone and is centrally located with access roads leading to all parts of the county. The unit has a bright, spacious, split bedroom plan that includes the following: welcoming foyer, spacious great room, eat-in kitchen, master bedroom with private bath & walk-in closet, office or guest bedroom, 2nd full bath, utility closet with full size washer & dryer, bonus area, PLUS a rear paved patio perfect for your morning coffee & evening glass of wine. As an end unit, additional windows allow natural light to shine in the great room. Updates include, MASTER BATH: vanity with dual sinks - stone counters and soft close drawers & doors, faucets, mirror, light fixture, toilet, showerhead & custom tiled walk-in shower, HALL BATH: vanity with stone counters, faucet, mirror, light fixture, showerhead, and custom tiled tub, INTERIOR: luxury vinyl flooring, new water heater (2026), and AC system (2021), EXTERIOR: newer roof (2021), and painted parking spots - condo assn takes care of exterior including roof. Unit includes an assigned parking spot footsteps from the front door as well as ample guest parking. This building is non-age restricted, pet friendly, and adjacent to the pool & clubhouse. Winding Creek is a well maintained community with mature plants-shrubs-palms-majestic trees & green lawns. Amenities include: active clubhouse with kitchen - social area - meeting & game rooms, heated pool & spa, tennis/pickleball court, and BBQ picnic area. It is conveniently located a short drive from major shopping hubs, Countryside Mall, Historic Downtown Dunedin, Eclectic Safety Harbor, and Award Winning Clearwater Beach. Enjoy Florida living at its finest with countless activities nearby: beaches, water sports, boating, parks, casual & fine dining, trendy bars, micro-breweries, cafes, festivals, concerts, art shows, theaters, spring training baseball, championship golf & more. This is a MUST SEE for buyers seeking maintenance free living in a desirable community.

2400 Winding Creek Boulevard Unit 20A-109, Clearwater

$124,900

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

Virtually Staged. Welcome to 2460 Persian Dr #44 in the desirable On Top of the World community in Clearwater, FL! This 2-bedroom, 2-bathroom condo is located in an elevator building and offers a spacious layout with great potential, ready for your personal touches and updates. Whether you’re searching for a full-time residence, seasonal getaway, or investment property, this unit presents an excellent opportunity in one of Tampa Bay’s premier 55+ gated and guarded communities. Residents enjoy access to over 170 clubs and activities, multiple pools, a private golf course, expansive clubhouse, fitness center, tennis and sport courts, and beautifully maintained grounds. Conveniently located just minutes from Clearwater Beach, shopping, dining, and major highway access including US-19, this condo combines lifestyle and location in the heart of Clearwater.

2460 Persian Drive Unit 44, Clearwater

$409,900

3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv.

Welcome to this well-maintained 3-bedroom, 2-bathroom home in the Greenbriar community of Clearwater, offering a recently updated kitchen, a 2018 HVAC system, and a spacious driveway. This home is move-in ready and designed for everyday convenience. The open-concept living room and kitchen create an inviting space for gathering with family and friends. The beautifully updated kitchen features quartz countertops, stainless steel appliances, a farmhouse sink, floating shelves, a large peninsula with seating, and a brand-new dishwasher installed in 2026. Wood-look luxury vinyl plank flooring flows throughout the main living areas, adding warmth and durability. The spacious primary features a wall-to-wall closet and ceiling fan, while the third bedroom is equipped with a built-in Murphy bed and additional storage, making it an ideal guest room, home office, or flexible living space. The main bathroom features a tub/shower combination, and the enclosed Florida room with newer windows provides additional living space perfect for relaxing, entertaining, or enjoying the Florida sunshine year-round. For added peace of mind, the home includes a Ring Security system featuring a wired front spotlight camera, rechargeable backyard camera, rechargeable Ring video doorbell, and interior plug-in chime. A portion of the original garage had been previously converted into additional living space, providing increased flexibility. The remaining garage area still offers enough room for a golf cart, storage, tools, or convert back to a full garage, giving you the best of both worlds. Greenbriar residents enjoy a low HOA while taking advantage of outstanding community amenities, including a heated swimming pool, fitness room, active clubhouse, and a variety of social activities and events. Conveniently located just minutes from Countryside Mall, Whole Foods, popular restaurants, shopping centers, and everyday conveniences, this home also offers a quick drive to the beautiful Gulf beaches. Schedule your showing today!

2061 Fair Oak Drive, Clearwater

$89,000

1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv.

55+ COMMUNITY. THIS THIRD FLOOR BEAUTY IS READY TO GO! ON TOP OF THE WORLD HAS SO MANY AMENITIES YOU WILL LOVE! GOLFING IS FREE TO OWNERS(A 9 HOLE AND AN 18 HOLE COURSE), 2 POOLS(ONE HEATED), AN INDOOR SPA, TENNIS COURTS, A DOGGIE PARK, BILLIARDS, WOODWORKING, A FITNES CENTER, A LARGE RECREATION CENTER WHERE RESIDENTS CAN ENJOY DANCES, CARD GAMES, A BARBQUE AREA, AND SO MUCH MORE. IT IS CLOSE TO BEACHES, SHOPPING AND 2 AIRPORTS! IT IS PARTIALLY FURNISHED, BUT SELLER WILL SELL IT UNFURNISHED IF NEEDED. COME SEE IT TODAY!!!

2371 Israeli Drive Unit 67, Clearwater

$157,400

2 Beds ⋅ 2 Baths ⋅ Normandy Park South SubDv.

A beautifully updated 2-bedroom, 2-bath that's move-in ready and offers the perfect blend of comfort and convenience. Nearly every aspect of this home has been thoughtfully updated, including the kitchen, flooring, lighting, fixtures, and finishes, creating a fresh, modern feel throughout. The spacious layout provides comfortable living with two generously sized bedrooms and an open, inviting living area that's perfect for relaxing or entertaining. Located just minutes from Clearwater's award-winning beaches, shopping, dining, parks, and major roadways, you'll enjoy easy access to everything the area has to offer. Whether you're searching for a primary residence or seasonal getaway, this home delivers outstanding value in one of Clearwater's most convenient locations and 55+ communities. Move-in ready, tastefully updated, and priced to sell—schedule your private showing today!

1614 S Lake Avenue Unit 2, Clearwater

$544,900

4 Beds ⋅ 2 Baths ⋅ Druid Groves Rev Rep SubDv.

Virtually Staged. Welcome to your own slice of Florida paradise in the heart of Clearwater! This beautifully maintained 4 bedroom, 2 bath pool home offers nearly 1,800 square feet of comfortable living space, combining modern updates, functional design, and the outdoor lifestyle that makes living in Tampa Bay so desirable. Step inside to discover a bright and inviting floor plan filled with natural light and thoughtfully designed living spaces. The updated kitchen serves as the heart of the home, featuring ample cabinetry, generous counter space, and a seamless connection to the main living and dining areas, making it ideal for both everyday living and entertaining. The updated bathrooms add a fresh, modern touch, while the cozy wood-burning fireplace creates the perfect gathering space during cooler Florida evenings. The spacious primary suite and three additional bedrooms provide flexibility for family, guests, remote work, or hobbies. Whether you're looking for room to grow or simply more space to spread out, this home delivers. Outdoor living truly shines with a screened-in pool and expansive patio area designed for year-round enjoyment. Relax poolside, host weekend barbecues, or unwind after a day at nearby Clearwater Beach while enjoying the privacy and comfort of your own backyard retreat. Additional highlights include a newer A/C system installed in 2022, mature landscaping, and plenty of space for entertaining both inside and out. Ideally located just minutes from world-famous Clearwater Beach, downtown Clearwater, top-rated restaurants, shopping, parks, golf courses, and major commuter routes, this home offers the perfect combination of convenience and lifestyle. With no HOA restrictions and a highly desirable central Clearwater location, this is a rare opportunity to own a move-in-ready pool home close to everything the Gulf Coast has to offer. Schedule your private showing today and start enjoying the Florida lifestyle you've been dreaming about.

1555 Magnolia Drive, Clearwater

$207,500

2 Beds ⋅ 2 Baths ⋅ Crystal Bay Condo SubDv.

Virtually Staged. RESORT-STYLE, MAINTENANCE-FREE FLORIDA LIVING WITH MAJOR UTILITIES & SERVICES INCLUDED! This beautifully updated SECOND-FLOOR END UNIT in Crystal Bay at Feather Sound offers added privacy with no neighboring unit on one side, peaceful golf-course views, impact windows and an impressive list of services included in the monthly condominium fee. MONTHLY CONDO FEE INCLUDES water, sewer, trash, Spectrum high-speed internet, Spectrum cable, HBO Max, Hulu, Disney+, Peacock, AMC+, Discovery+, Paramount+, Tennis Channel, Fox One, VIX and ESPN streaming services, along with exterior maintenance, landscaping, on-site property management, flood insurance and master building insurance. Residents also enjoy full clubhouse access with a pool, hot tub, sauna, fitness center, gas grills, recreation room and reservable event space — providing exceptional value and making everyday living incredibly convenient. Inside, this move-in-ready 2-bedroom, 2-bath condo has been thoughtfully updated throughout. The kitchen features white shaker-style cabinetry with soft-close drawers, solid black stone countertops and stainless steel appliances. Both bathrooms have been updated with tile, coordinating cabinetry and solid white stone countertops. Each bedroom offers its own bathroom and walk-in closet, creating a functional layout with excellent storage and privacy. Additional improvements include brand-new storm/impact windows installed in 2025 and a new water heater installed in April 2026. A convenient interior laundry closet and easily accessible HVAC and water heater add to the home's practicality. Step outside and enjoy beautiful views overlooking the golf course or take advantage of Crystal Bay's resort-style amenities. The condo also includes one assigned parking space. Ideally situated in the Feather Sound community with convenient access to St. Petersburg, Clearwater and Tampa, this private end-unit condo combines an updated interior, golf-course setting, extensive amenities and an HOA fee that covers many of the services and expenses homeowners typically pay separately.

2333 Feather Sound Drive Unit C201, Clearwater

$147,000

1 Beds ⋅ 1 Baths ⋅ Imperial Pines Condo SubDv.

Welcome to Imperial Pines, one of Clearwater's most desirable gated 55+ communities. This 1-bedroom, 1-bath condominium offers comfortable, low-maintenance living in a prime location just minutes from Tampa Bay attractions. Located on the fourth floor with elevator access, this bright and inviting residence features an open floor plan with updated laminate flooring throughout the main living areas and bedroom, tile flooring in the bathroom, an updated vanity, and tile flooring on the screened balcony, creating the perfect space to enjoy your morning coffee or unwind at the end of the day. The spacious primary bedroom includes a large walk-in closet and convenient en-suite bath access. The kitchen offers ample storage with its original cabinetry and functional layout, ready for your personal touches. Imperial Pines residents enjoy a resort-style lifestyle with a heated pool and spa, sauna, fitness center, billiards room, library, clubhouse, social activities, scenic walking paths, and beautifully maintained grounds. The community also features gated access, assigned under building parking #21 right next to the elevator lobby door, guest parking, and elevator service. The monthly condominium fee includes cable TV, internet, water, sewer, trash, exterior maintenance, grounds maintenance, pool amenities, private roads, and fully funded escrow reserves for added peace of mind. Ideally located just steps from Publix, Starbucks, CVS, restaurants, banking, fitness centers, and medical offices, and only minutes from Mease Countryside Hospital, Philippe Park, downtown Safety Harbor, and Clearwater's world-famous beaches. Enjoy nearby outdoor dining, boutique shopping, local festivals, farmers markets, and community events that make this area one of Pinellas County's most sought-after destinations. Whether you're looking for a year-round residence or a seasonal Florida retreat, this move-in ready condo offers exceptional value, convenience, and the carefree Florida lifestyle you've been searching for.

3062 Eastland Boulevard Unit 406, Clearwater

$599,999

2 Beds ⋅ 2 Baths ⋅ Belleview Biltmore Villas S Garden 4 SubDv.

Welcome to South Garden, Building 4—an elegant retreat nestled behind the guarded gates of the prestigious Belleair Country Club. This desirable first-floor, move-in ready condo offers effortless access to the outdoors and stunning views of the lush golf course. Step inside to an open and bright floor plan freshly painted in soothing tones, featuring a sparkling white kitchen with stylish pendant lighting, a spacious dining and living room combo, and sliders that open to a private balcony overlooking the greens. An electric fireplace adds warmth and charm, while crown molding and wainscoting elevate the designer appeal. The spacious primary suite offers abundant closet space and a newly renovated ensuite with a sleek walk-in shower. The additional bedroom is equally inviting and shares a beautifully updated hall bath. Enjoy the resort-style community pool, secure building access, and close proximity to two private golf clubs, fine dining, boutique shops, and the area’s famous white-sand beaches. Live the Florida dream in this Belleair gem!

4 Belleview Boulevard Unit 106, Clearwater

$159,000

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

Welcome to carefree Florida living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after On Top of the World community! Thoughtfully renovated with style and comfort in mind, this move-in-ready home features brand-new luxury vinyl plank flooring throughout, creating a seamless and modern feel. The stunning kitchen has been completely refreshed with sleek and modern shaker cabinetry, gorgeous butcher block countertops, new appliances, and convenient built-in shelving and additional storage that blend functionality with designer appeal. Both bathrooms have been tastefully upgraded with beautiful vanities, updated lighting, and stylish finishes that create a fresh, contemporary look. Additional improvements include upgraded GFCI electrical outlets throughout, HVAC replaced in 2021, and newer windows for added efficiency and peace of mind. Enjoy your morning coffee in your front sitting area, made possible by the balcony bump-out, or unwind in the spacious Florida room overlooking peaceful greenspace and a serene conservation area views. Located within the vibrant 55+ community of On Top of the World, residents enjoy an unparalleled array of amenities designed for an active and social lifestyle. Community features include two private golf courses (9-hole and 18-hole), two heated swimming pools, two activity centers, a remodeled cardio gym, fitness classes, dancing, clubs, cards, billiards, hobby studios, and a fully equipped woodshop. Pet lovers will appreciate the fenced dog park and covered seating areas. The on-site Good Karma Café provides convenient take-and-bake meals, snacks, and gathering space for residents. Ideally located near world-famous Gulf Coast beaches, shopping, dining, entertainment, and transportation, this beautifully updated condo offers the perfect combination of comfort, convenience, and community. Schedule your private showing today and discover why so many love calling On Top of the World home!

2461 Rhodesian Drive Unit 45, Clearwater

$498,000

2 Beds ⋅ 2 Baths ⋅ Pierce 100 Condo SubDv.

Impressive sunset view all throughout the year. The open western sunset view occurs every day of the year. For this complex the milestone inspection is complete, funding almost complete, conventional loans accepted, and the ongoing done! This is a rare opportunity to purchase 3rd Floor SouthWest Corner that provides open-water views to the west, southwest and the south! Water views from every room. This well-maintained building with onsite staff just completing numerous construction upgrades. There is secure 24/7 access. Underground garage parking with additional parking in the lot. Beautiful pool is directly waterside. Also directly accessible is paddle boarding (with storage) and fishing from the association's pier. Convenience to beach and to downtown (and the newly completed Coachman Park!) is provided by this one-of-a-kind location. The location is adjacent to a city marina where boat slips or boat rentals are available. What a combination to make this a vacation or full-time residence!! Short stroll to downtown and Capitol Theatre offerings, restaurants, etc adds to the desirability.

100 Pierce Street Unit 307, Clearwater

$1,950,000

5 Beds ⋅ 6 Baths ⋅ Coachman Hill Preserve SubDv.

Now offered at its recently appraised value. Set within the private gated enclave of Coachman Hill Preserve, this exceptional Clearwater estate is available fully furnished and offers grand scale, privacy, and resort-style living across 5,256 livable square feet on an expansive 0.85-acre homesite. Built with concrete block construction and situated in a non-flood zone, the residence features hurricane-rated windows and doors and premium concrete tile roofing designed for durability, longevity, and peace of mind. A lagoon-style saltwater pool and spa, screened lanai, summer kitchen, and covered outdoor entertaining areas create a true turnkey Florida luxury retreat just over 5 miles from world-renowned Clearwater Beach. Designed for both refined everyday living and impressive entertaining, the interior showcases soaring 21-foot ceilings, expansive architectural volume, a dedicated executive office, and 5 spacious bedrooms including a home gym with a smoothie bar. The highly desirable first-floor primary suite offers a spa-like bath with dual rain showers, a whirlpool tub, and dual walk-in closets. Advanced smart-home capabilities and high-end infrastructure include whole-home water filtration with reverse osmosis, two tankless water heaters, a Sonos multi-zone sound system, and a comprehensive camera and security system with remote monitoring. The newly updated gourmet kitchen is appointed with Cristallo countertops, custom cabinetry, premium tile flooring, Sub-Zero refrigeration, Bosch gas range and appliances, an instant hot-water tap, and an independent ice maker. The elevated design continues into the oversized laundry and utility room, featuring matching Cristallo surfaces, smart appliances, extensive cabinetry, and abundant storage. Each full bathroom is finished with frameless glass doors, rain showers, and handheld sprayers. Outdoor living is centered around the lagoon-style saltwater pool and spa with screened lanai. Recent upgrades include dual electric and gas heaters, wireless smart automation controls, color-changing ambient lighting, an updated salt cell, pool pump, and related equipment. The covered entertaining area is designed for year-round hosting with a summer kitchen, built-in grill island, sit-up wet bar with refrigeration, fire-pit dining area, weather-resistant TVs, and integrated in-ground subwoofers. The manicured grounds are framed by more than 100 mature Areca palms and Podocarpus trees, creating a secluded setting complemented by professional landscape lighting. Additional features include an in-ground basketball hoop, an oversized 3-car garage, a circular driveway, and a separate side driveway. Positioned in a premier Tampa Bay location, the property offers convenient access to Clearwater Beach, St. Petersburg, and Tampa International Airport. With only 10 homes in Coachman Hill Preserve, this is a rare opportunity to own a turnkey estate available fully furnished, combining modern infrastructure, luxury finishes, resort-style outdoor living, and a premier Clearwater location. Schedule your private viewing today! *This listing offers a one-point-lender-paid rate buydown for qualifying buyers. (Some images have been digitally enhanced for visual presentation, including lighting and TV/fireplace display. No structural elements or material property features have been altered. Buyer to verify all property details.)

2280 Mackenzie Court, Clearwater

Homes for Sale with a Pool in Clearwater, FL

All Homes for Sale with a Pool in Clearwater, FL

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