Homes for Sale with a Pool in Clearwater, FL

2 Beds ⋅ 2 Baths ⋅ Lakes Unit I The SubDv.

Welcome to this impeccably maintained home, where quality craftsmanship, timeless finishes, and exceptional pride of ownership are evident from the moment you arrive.( 55+ Resort Style living community) Step inside to discover elegant crown molding, marble window sills, custom blinds, and remote-controlled ceiling fans that enhance both comfort and style throughout the home. The beautifully upgraded kitchen showcases custom cabinetry, granite countertops, and generous workspace, making it ideal for everyday living as well as entertaining family and friends. Enjoy complete peace of mind with numerous major improvements already in place, including hurricane-impact windows, a roof and heat pump approximately 10 years old, and interior and exterior painting completed within the last five years. The exterior has also been professionally sealed for added durability and protection, while the garage and driveway have been freshly painted, further reflecting the home's meticulous care. The oversized one-and-a-half-car garage offers exceptional storage and features pull-down attic stairs leading to a floored attic, providing convenient additional storage space. Retreat to the spacious primary suite, complete with a walk-in closet and an updated walk-in shower designed for both comfort and convenience. Outside, professionally landscaped grounds create outstanding curb appeal, while the covered rear patio, featuring a newer roof (approximately five years old), offers the perfect setting to relax, dine outdoors, or entertain guests year-round. Move-in ready and thoughtfully updated throughout, this exceptional home combines quality improvements, lasting value, and true pride of ownership—offering a rare opportunity to enjoy comfortable Florida living at its finest. The very low HOA dues of just $305 per month includes water, sewer, trash pick up, cable service, wifi internet service, lawn maintenance, irrigation, club house, and pool, making ownership both convenient and affordable. Residents enjoy all that the clubhouse has to offer, including a full kitchen, meeting rooms, library, card room, billiards, shuffleboard, a raised stage area for community events, and a sparkling pool with patio area

4577 Great Lakes Drive S Unit 1, Clearwater

$139,900

2 Beds ⋅ 2 Baths ⋅ Marilyn Pines Condo Apts SubDv.

Welcome to Marilyn Pines! A peaceful, yet active 55+ community that feels like a year-round getaway. This second-floor, 2 bedroom, 2 bathroom corner unit offers effortless Florida living with top-tier convenience, starting with your own reserved carport right out front. Spend your afternoons lounging by the heated pool, playing a game of shuffleboard, or unwinding in the private saunas before heading out. Located in a non-flood zone just minutes from everyday shopping, dining, and the soft sands of world-famous Clearwater Beach, you get the best of coastal living with absolute peace of mind. Best of all, Leasing options are flexible with no waiting period mean you can enjoy the sun whenever you choose and generate income when you're away!

2060 Marilyn Street Unit 236, Clearwater

$94,900

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

Great location at a great price - Come see this move in ready 1 bedroom 1 bath condo in the highly sought after 55+ community of On Top of the World in beautiful Clearwater, Florida. This unit includes new luxury vinyl flooring for easy clean up and newer windows in the Florida room. On Top of the World has so much to offer including one of two clubhouses where you can enjoy all the great amenities, including two golf courses (free to owners), pools (one heated), tennis courts, shuffleboard, pickleball, lawn bowling, billiards, dog park, state of the art fitness center, clubs, entertainment and much more. Located close to award winning beaches, great restaurants, shopping, medical and 25 minutes to Tampa International Airport...

2459 Columbia Drive Unit 47, Clearwater

$199,900

2 Beds ⋅ 2 Baths ⋅ Sunshine Terrace Condo SubDv.

Welcome to this beautifully renovated, move-in-ready condominium offering comfort, style, and an unbeatable Clearwater location. Thoughtfully redesigned from top to bottom, this inviting home features a functional floor plan with spacious living areas filled with natural light, creating the perfect setting for both year-round living and a seasonal retreat. The home has been extensively updated throughout, including a completely remodeled kitchen with stainless steel appliances, beautifully renovated bathrooms, new tile flooring, modern lighting throughout, updated HVAC, and newer windows. The beautifully updated kitchen offers ample cabinetry and counter space, while the generously sized living area provides a warm and welcoming space to relax or entertain. A versatile bonus flex room is ideal for a home office, hobby room, reading nook, or additional living space. An added convenience is the private indoor laundry area, providing everyday functionality and extra storage. The spacious bedroom offers a comfortable and peaceful retreat. Located in the desirable Sunshine Terrace 55+ community, residents enjoy a relaxed, low-maintenance lifestyle with amenities that include a heated community pool, clubhouse, and convenient elevator access. Ideally situated just minutes from world-famous Clearwater Beach, shopping, dining, parks, medical facilities, and major roadways, this home offers the perfect combination of convenience and coastal living. Whether you're searching for a full-time residence or a winter getaway, this exceptional condo is ready for you to move in and enjoy.

1241 S Martin Luther King Jr Avenue Unit 104, Clearwater

$450,000

2 Beds ⋅ 3 Baths ⋅ Bayshore Twnhs SubDv.

Live the Florida you pictured. Tucked in a private enclave of 68 residences between Old Tampa Bay and downtown Safety Harbor, this three-story townhome frames a mangrove view from every level. Sip coffee on a screened balcony over the greenery, then hit the Bayshore Trail, linking the Ream Wilson and Courtney Campbell trails, for rides and paddleboarding. The middle level's open-concept kitchen, dining, and living add a workspace nook, half bath, and screened balcony over the mangroves. Above, a retreat under soaring ceilings offers a primary suite with private bath and screened balcony, a second bedroom, full bath, flexible office, and laundry. Below sits an oversized 4 car tandem garage and a screened lanai to a manicured lawn. Minutes to Safety Harbor's waterfront and dining; Tampa via the Courtney Campbell Causeway, St. Pete south, two airports close by. A carefree HOA covers roof, paint, landscaping, irrigation, termites, roads, pool, and entrances, with fire sprinklers on every floor.

38 Seagrape Circle, Clearwater

$220,000

2 Beds ⋅ 2 Baths ⋅ Timberline Condo SubDv.

Virtually Staged. Welcome to this charming 2-bedroom, 2-bathroom one-story condominium in Clearwater, Florida. This well-maintained home features stainless steel appliances, a private fenced patio, and a functional layout designed for comfortable living. Additional features include a Tesla charger that conveys with the home, offering added convenience for electric vehicle owners. The private outdoor space is perfect for relaxing, entertaining, or enjoying added privacy. Residents also have access to a community pool for year-round enjoyment. Conveniently located just 15 minutes from the closest beach, this home offers the perfect blend of comfort, convenience, and the Florida lifestyle. Close to shopping, dining, parks, and major roadways, this property is a fantastic opportunity for a primary residence or seasonal retreat.

1944 Elaine Drive Unit 1944, Clearwater

$1,149,900

6 Beds ⋅ 4 Baths ⋅ Studley-Hills Sub SubDv.

Virtually Staged. Price Improvement for a Rare Opportunity in the Heart of Clearwater!** Welcome to an extraordinary private estate nestled on nearly **1 acre** in one of Clearwater's most desirable locations. Situated on sought-after **Long Bow Road**, where oversized homesites provide space, privacy, and prestige, this remarkable property offers a lifestyle that is nearly impossible to find. Featuring **two separate homes**, this unique estate boasts a combined **6 bedrooms, 4 full bathrooms, and nearly 4,000 square feet of air-conditioned living space**, making it ideal for multigenerational living, extended family, guests, or rental income potential. Step outside to your own private retreat, complete with a **huge resort-style swimming pool** surrounded by mature landscaping and peaceful wooded views. With **no neighboring homes in sight**, you'll enjoy exceptional privacy rarely found in central Clearwater. Adding to the natural beauty, the property borders a **bird sanctuary**, where you'll often wake up to the sight of magnificent **peacocks strolling through the yard**. The homes have been thoughtfully upgraded with **impact-rated windows and sliding glass doors throughout**, providing enhanced storm protection, energy efficiency, and peace of mind. A **whole-house propane-powered generator** ensures reliable comfort year-round. Despite the tranquil setting, you're just minutes from everything that makes Clearwater one of Florida's premier destinations. Enjoy easy access to **world-famous Clearwater Beach and the stunning Gulf of Mexico**, along with countless shopping destinations, restaurants, entertainment venues, golf courses, parks, and marinas. Whether you're looking for a family compound, vacation retreat, or a one-of-a-kind investment opportunity, this exceptional property delivers unmatched versatility, privacy, and location. Properties offering this much land, two residences, incredible privacy, and such close proximity to Clearwater's renowned beaches are exceptionally rare. Don't miss your chance to own one of the area's most unique estates.

2162 Long Bow Lane, Clearwater

$3,500,000

7 Beds ⋅ 8 Baths ⋅ Harbor Oaks SubDv.

Virtually Staged. A rare opportunity to own one of Harbor Oaks’ most distinguished estates. Built between 1918 and 1925, 403 Magnolia Drive pairs nearly a century of architectural character with the scale and presence of a true estate—all just one block from the water, minutes from Downtown Clearwater, and located in desirable Flood Zone X. Spanning 7,223 square feet across three levels, the seven-bedroom, seven-and-a-half-bath estate is defined by soaring natural light, original hardwood floors, beautifully preserved architectural details, and an exceptional sense of space. Floor-to-ceiling windows line the dual formal living rooms, while a sun-filled solarium with NEW windows and an adjoining Florida room create effortless transitions throughout the main level. A private library and expansive family room offer additional spaces for both intimate everyday living and large-scale entertaining. Each of the home’s seven bedrooms features its own private full bathroom, an extraordinary level of comfort and privacy for family and guests. Upstairs, two generous suites open onto a sweeping wraparound deck and feature beautifully appointed, spa-inspired baths. The entire third floor offers another private retreat with a full bath, fireplace, sun deck, and abundant storage—creating exceptional flexibility for a primary suite, guest quarters, or private living level. At the heart of the home, the kitchen is designed for both serious cooking and entertaining, featuring commercial-grade stainless steel appliances, a Dacor gas range, custom millwork, and an oversized walk-in pantry. A wet bar, tray ceilings, and French doors opening to the courtyard and outdoor living spaces further enhance the home’s ability to host with ease. Outside, the estate unfolds across a prominent corner lot of more than half an acre—an increasingly rare offering in this location. Mature surroundings create a private setting for the resort-style pool and spa, expansive deck, and outdoor entertaining areas, while a circular drive provides an impressive sense of arrival. Moments from Downtown Clearwater’s dining and entertainment, minutes from Clearwater Beach, and surrounded by some of the area’s most notable residences, 403 Magnolia Drive offers a combination of history, scale, land, and lifestyle that is truly one of a kind.

403 Magnolia Drive, Clearwater

$199,900

2 Beds ⋅ 3 Baths ⋅ Crystal Bay Condo SubDv.

Welcome to resort-style living in the highly desirable Crystal Bay community of Feather Sound! This beautifully maintained second-floor condominium, conveniently accessible by elevator, offers 2 spacious bedrooms, 2.5 bathrooms, and scenic views overlooking the **5th hole of the Feather Sound Golf Course** and tranquil pond. Designed for comfort and privacy, both bedrooms feature private en-suite bathrooms, while the primary suite also includes a generous walk-in closet. The open-concept living and dining area flows seamlessly into a spacious kitchen, and tile flooring throughout provides a clean, low-maintenance living space. Relax on the screened lanai while taking in the peaceful golf course and water views, or enjoy the convenience of an in-unit washer and dryer. Additional highlights include a newer HVAC system (2023), secured key-fob building entry, assigned parking, and ample guest parking. Crystal Bay offers exceptional resort-style amenities, including an elegant waterfront lobby, on-site management, library, lounge areas, a 4,000-square-foot clubhouse, heated pool and spa, fitness rooms, saunas, billiards room, and an outdoor grilling area. The monthly HOA fee includes cable, internet, water, sewer, trash, building and flood insurance, exterior maintenance, pest control, recreational facilities, and beautifully maintained grounds. Recent community improvements include newer roofs, upgraded fire safety systems, new common-area HVAC units, resurfaced pools and saunas, and building generators. Residents also enjoy access to the Feather Sound Golf Club, scenic walking trails, sidewalks, parks, playgrounds, and basketball courts, all while being centrally located just minutes from Tampa International Airport, St. Pete-Clearwater International Airport, Topgolf, shopping, dining, downtown St. Petersburg, Clearwater, and the Gulf beaches.

2323 Feather Sound Drive Unit 205, Clearwater

$424,900

2 Beds ⋅ 2 Baths ⋅ Forest Wood Estates SubDv.

Fantastic home located on a 1/4 acre lot in the quiet and convenient Forest Wood Estates! This two bedroom (split plan), two bath, POOL HOME sits comfortably on a large pie shaped lot. Enter the house through a nicely sized foyer that splits to either side of the home; to the right a living room with plenty of natural light, and to the left into the kitchen, with dinette. The kitchen, with newer solid surface counters and a brand new GE range with split ovens, is the center of the home, overlooking the nicely sized family room. Enjoy many sunny days hanging out in the pool with a screen enclosure, and fenced yard. New roof installed in 2022, and A/C in 2018. The home is equipped with a well for all your irrigation needs! Come make your next home in one of the most easily accesable areas of Tampa Bay! A short walk to Safety Harbor where you can enyoy great dining, entertainment, weekend markets, and street fairs. Get to award winning beaches, TPI and St. Pete airports, Dunedin, International and Countryside Malls, and many other great areas within 15-20 minutes.

1830 Oak Forest Drive S, Clearwater

$140,000

2 Beds ⋅ 2 Baths ⋅ Kalmia Condo SubDv.

Kalmia Condo, a 55+ community within the heart of Pinellas County is a lush community with several amenities that are not to be missed. Swim all year in the heated pool, play a game of billiards with your closest friends, or take a twirl on the dance floor. The clubhouse also offers its members a full kitchen, abundant library, and large screen TV. Building 2b at Kalmia features an elevator, trash collection area, and laundry room. Unit 2-301 is light, bright and spacious at the west end of the building. Luxury vinyl and tile, no carpet. The additional windows allow light to filter through the condo all day long. Being as close as it is to the beaches, it’s a pleasure to open the windows and take in the breezes. Windows are storm rated, 2021. The kitchen pantry is large enough to walk in and provides space in addition to the cabinets. Storage in nearly every room helps to keep your home looking neat and tidy. This unit also comes with an extra storage locker on the first floor. An oversized primary suite makes having your most personal space become the best place to retreat to at the end of every day. Primary suite has a full bath with walk in shower. Both bedrooms have a walk in closet. Hall bath features a “secret”, closet height, medicine cabinet. Perfect for storing all the necessities. Outdoors you will find oak trees and plenty of pathways for you to roam and take in the surroundings. Condo fees cover cable/wifi, water, sewer, and trash in addition to building and grounds care. Lots of opportunities to enjoy the Florida lifestyle here whether you are a full or part time resident. Covered assigned parking. Not in a flood zone. SIRS and Milestone have been completed, Assessments have been paid in full. Enjoy local flavors at the nearby shops and markets. Less than 30 minutes from the airport. Only 15 minutes to the beach.

1235 S Highland Avenue Unit 2-301, Clearwater

$86,000

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

Ideally located just a short walk from both the East Activity Center and a private golf course, this charming 1-bedroom, 1-bathroom condo offers comfortable living in a vibrant, interactive community. Inside, durable laminate flooring flows throughout the living room, hallway, bedroom, and Florida Room, complemented by assigned parking. Seller is offering home warranty for appliances. Furnishings are optional, the only piece not staying is the table and chairs in the living room. As part of an active 55+ community, residents enjoy access to two activity centers, two free private golf courses (9 and 18 holes), two heated swimming pools, a remodeled Cardio Gym, a fenced dog park with covered seating, hobby studios, and a dedicated wood shop. The bustling social calendar includes fitness classes, dancing, clubs, cards, billiards, and live entertainment, with the on-site Good Karma Café offering convenient take-and-bake meals. Situated close to beaches, shopping, dining, and transportation. This property is being transferred via a leasehold estate deed, requires Association approval, and necessitates a 35% down payment if financing. Schedule your showing today to experience this exceptional lifestyle!

2100 World Parkway Boulevard Unit 50, Clearwater

Homes for Sale with a Pool in Clearwater, FL

All Homes for Sale with a Pool in Clearwater, FL

Joseph Sullivan Real Estate

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