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 crystal-clear waters, Clearwater offers a unique blend of relaxation and adventure, making it a perfect destination for families, retirees, and everyone in between. With its sunny climate, residents enjoy year-round outdoor activities, from beach volleyball to boating in the Gulf of Mexico.

Clearwater is more than just a beautiful beach town; it boasts a rich cultural scene, including the renowned Clearwater Marine Aquarium, home to Winter the dolphin, and a variety of art galleries and theaters. The bustling downtown area features charming shops, delightful restaurants, and lively entertainment options, ensuring there’s always something to do.

For those seeking the ultimate Florida lifestyle, Clearwater is home to numerous communities featuring homes with pools. Imagine waking up to the warm sunshine and stepping out to your private oasis, where you can relax with a morning coffee or host a weekend barbecue with friends and family. These poolside properties not only offer a refreshing retreat from the Florida heat but also enhance your entertaining experience and provide a safe space for children to play.

Whether you’re looking for a cozy bungalow or a luxurious estate, Clearwater’s homes with pool community features cater to your every need. Embrace the laid-back lifestyle that Clearwater has to offer, and discover your dream home in this picturesque paradise. Experience the perfect blend of beach life and community living in Clearwater, where every day feels like a vacation!

Newest Clearwater Homes with Pool Community Features

2980 Haines Bayshore Road Unit 105, Clearwater
$225,000
2 Beds ⋅ 3 Baths ⋅ Caribay Condo SubDv. ⋅ 33760 Zip Code
Welcome home to your Florida dream home. This beautiful 2- bed, 2.5-bath townhouse-style condo offers unobstructed, panoramic views of Old Tampa Bay from both levels. Caribay Condos are one of the area’s best-kept secrets—an all-ages, pet- friendly community with exceptional amenities and a true resort- like lifestyle. Community amenities include: a heated/cooled pool, tennis courts lined for pickleball, a private dock for fishing, sunbathing, birdwatching, or simply enjoying the sweeping bay views. The community also offers kayak/paddleboard storage with a private association launch area, plus a spacious clubhouse with lounge, large-screen TV, game room with pool table, kitchenette, bathrooms and showers. The open-concept main floor features a bright living and dining area with wall-to-wall sliders, a galley-style kitchen, a large interior laundry room, and generous storage areas. There are nearly 200 sq ft of enclosed porches with impact-resistant sliding doors, to ensure you don't miss the exceptional views. Upstairs, both oversized bedrooms include private en-suite bathrooms. The primary suite is a true retreat with floor-to- ceiling sunrise over the bay views that make every morning feel like vacation. Enjoy an oversized garage—perfect for storage or a vehicle—plus driveway parking for a second car. Caribay’s location is unbeatable: minutes from Tampa International and St. Pete-Clearwater airports, world-class beaches, downtown St. Pete and Tampa, dining, arts, sports, and seasonal events. The community remained unaffected by recent hurricanes, adding peace of mind. All high-ticket items have been recently updated, including a new roof (2026), AC (2024), and hot water heater (2021). The monthly maintenance fee covers internet, cable, water, sewer, trash, lawn care, mangrove trimming, maintenance and insurance of all common elements, and master association flood insurance. Perfect for full-time living, seasonal enjoyment, or a vacation escape; you will not want to miss your opportunity to experience waterfront living at its best. Schedule your private showing today.   (Some photos virtually staged.)

2980 Haines Bayshore Road Unit 105, Clearwater
2333 Feather Sound Drive Unit A401, Clearwater
$269,000
2 Beds ⋅ 2 Baths ⋅ Crystal Bay Condo SubDv. ⋅ 33762 Zip Code
BEAUTIFULLY REMODELED CORNER UNIT FACINF THE GOLF COURSE AND RESORT STYLE AMENITIES! This move in ready condo features a freshly remodeled kitchen with granite countertops and under cabinet lighting, two beautifully updated bathrooms, one with a bathtub and the other with a stand up shower, and gorgeous polished porcelain flooring throughout. Decorative granite stone accent walls frame the patio doors, adding a distinctive touch. Additional upgrades include new hurricane rated windows, excluding the bathrooms and sliding patio door, plus an A/C system and water heater that are both approximately two years old. Enjoy the privacy of a desirable corner unit and a screened in back porch overlooking the private golf course, with mature trees providing a peaceful natural buffer between the building and the green. Experience resort style living with a heated pool, jacuzzi, fully equipped fitness center, saunas, clubhouse, game room, pool table, ping pong, four commercial grills, and a spacious poolside patio. The clubhouse features a kitchen and can be reserved at no additional charge for private gatherings. Additional amenities include a dog park, playground, walking trails, assigned parking, guest parking, and storage. The HOA includes water, sewer, trash, internet, cable, grounds maintenance, and storage, providing exceptional convenience and value. Conveniently located near St. Pete Clearwater International Airport and Tampa International Airport, just minutes from I275 with easy access to downtown Tampa, downtown St. Petersburg, shopping, dining, and Gulf Coast beaches. Beautiful upgrades, peaceful golf course views, and outstanding amenities make this condo an exceptional opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

2333 Feather Sound Drive Unit A401, Clearwater
2555 Newbern Drive, Clearwater
$365,000
2 Beds ⋅ 3 Baths ⋅ Summerdale Twnhms SubDv. ⋅ 33761 Zip Code
Set at high elevation in a NON-flood zone and updated top to bottom, this townhome in Countryside’s Summerdale community is move-in ready! The 2-bed, 2-bath layout offers 1,740 sq ft, a 2-car garage, and an upstairs bonus area for a home office, playroom, or flex space. Downstairs, 9-ft ceilings and new luxury vinyl flooring create a spacious feel, and the kitchen opens to the living room with a breakfast bar that’s perfect for entertaining. It features beautifully refinished solid wood cabinets, freshly painted with new hardware, plus new quartz countertops and brand-new stainless appliances. Upstairs offers vaulted ceilings and new carpet. Both bathrooms are fully remodeled with all-new showers/tub, tile, fixtures, vanities, and flooring, and the primary bath adds a brand-new shower door. The big-ticket items are handled: roof 2018, A/C 2020, and a new garage door in 2025. Add the high elevation and non-flood zone, and you get real peace of mind with fewer major expenses ahead. The enclosed patio adds extra living space, and on cooler days and evenings you can open the blinds/windows and let the breeze in. The community pool includes covered areas and restrooms. The central location keeps Countryside Mall, shopping, restaurants, grocery stores, and hospitals close, and easy access to US-19 puts you minutes from St. Pete, Dunedin, Honeymoon Island, Clearwater Beach, the rest of Pinellas beaches and much more! With low-maintenance living and nothing left to do inside, enjoy one of Pinellas County’s most sought-after locations at an affordable price!

2555 Newbern Drive, Clearwater
1442 Normandy Park Drive Unit 6, Clearwater
$102,000
1 Beds ⋅ 1 Baths ⋅ Normandy Park Oaks Condo SubDv. ⋅ 33756 Zip Code
Welcome to easy Florida living in the desirable 55+ community of Normandy Park Oaks in Clearwater! This beautifully maintained, move-in-ready 1-bedroom, 1-bath condo is in excellent condition and offers a comfortable, inviting place to call home. Freshly painted throughout, the interior feels clean, bright, and welcoming. Additional highlights include A/C 2020 and 2025 water heater. The air conditioned sunroom provides additional versatile living space, perfect for enjoying your morning coffee, creating a cozy sitting area, or setting up a home office. A convenient storage closet in the sunroom offers extra space to keep everything organized. Residents can enjoy a wonderful variety of community amenities, including a swimming pool, spacious clubhouse, shuffleboard courts, exercise equipment, library, and piano. The clubhouse also features a kitchen and can be reserved for private gatherings and special occasions. Enjoy the convenience of an HOA fee that covers exterior and grounds maintenance, property management, pest control, pool maintenance, reserve funds, recreational facilities, cable, internet, water, sewer, and trash service. Whether you're looking for a full-time residence or a seasonal Florida retreat, this well-cared-for condo offers comfort, convenience, and low-maintenance living. Ideally situated in Clearwater, with easy access to shopping, dining, entertainment, and Clearwater Beach. Simply move in, unpack, and start enjoying the Florida lifestyle! Schedule your private showing today!

1442 Normandy Park Drive Unit 6, Clearwater
2650 Countryside Boulevard Unit B105, Clearwater
$165,000
2 Beds ⋅ 2 Baths ⋅ Rustlewood At Countryside Condo SubDv. ⋅ 33761 Zip Code
Welcome to this recently renovated condominium in the desirable Rustlewood at Countryside community. This comfortable home features all-new kitchen cabinetry, new vinyl flooring, an updated bathroom, and fresh paint throughout! Enjoy a functional floor plan, a spacious living area, and a private screened lanai to relax and embrace Florida living. Residents enjoy community amenities including a pool, clubhouse, and beautifully maintained grounds. Conveniently located near Countryside Mall, shopping, dining, golf, parks, and the Gulf beaches, this condo offers easy, low-maintenance living in the heart of Clearwater. Schedule your showing today!

2650 Countryside Boulevard Unit B105, Clearwater
18675 Us Highway 19 N Unit 303, Clearwater
$289,900
3 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Embrace a unique standard of waterfront living in this rare triple-wide, three-bedroom, two-bath residence with a private dock, ideally situated on a **saltwater basin with direct access to Tampa Bay**. This peaceful setting offers beautiful water views, gentle coastal breezes, and frequent sightings of dolphins and manatees just beyond your backyard—without being directly on open water. From the moment you arrive, the home’s tranquil waterfront position sets it apart. Designed for both comfort and elegance, this meticulously maintained residence features updated drywall throughout, a beautifully remodeled bath with professionally tiled walls and a comfort-height design, and a newer traditional air conditioning system for year-round climate control. Generously sized bedrooms provide abundant closet space and excellent cross-ventilation, while classic wooden shutters add warmth and architectural charm. Expansive outdoor living areas—enhanced by a retractable awning with integrated lighting—create the perfect setting for relaxing mornings or evening entertaining by the water. As an added convenience, the seller will include the community-approved golf cart with the purchase. Located within the highly desirable Bay Aristocrat Village, a resident-owned 55+ waterfront community, residents enjoy a welcoming lifestyle with convenient access to beaches, dining, healthcare, and shopping. Please note: the seller will retain certain personal belongings and select unique items that will not convey. A detailed list of exclusions will be provided. Bay Aristocrat Village is a resident-owned CO-OP community. Prospective purchasers should review all governing documents, fees, and approval requirements with the association. ESA pet policies should be confirmed directly with the community office. Corporate ownership, LLCs, and partnerships are prohibited. No seller financing available. Schedule your private showing to experience this distinctive waterfront property.

18675 Us Highway 19 N Unit 303, Clearwater
1934 Peppermill Drive Unit 1934, Clearwater
$200,000
2 Beds ⋅ 2 Baths ⋅ Sunset Point Condo SubDv. ⋅ 33763 Zip Code
Affordable and spacious 2 bedroom, 2 bath condo with covered parking. New flooring throughout and freshly painted, including kitchen cabinets. Well maintained with open yard space just outside your private screened in patio. Schedule your showing today.

1934 Peppermill Drive Unit 1934, Clearwater
2270 Montview Drive, Clearwater
$450,000
3 Beds ⋅ 3 Baths ⋅ Montclair Lake Twnhms - Ph 1 SubDv. ⋅ 33763 Zip Code
OOH LA LA! CHARM, CHARACTER, AND PRIDE OF OWNERSHIP! From the moment you enter the beautifully manicured, GATED COMMUNITY of Montclair Lake Townhomes, you'll appreciate the lovely surroundings, scenic ponds, and COMMUNITY POOL. A peaceful POND VIEW welcomes you as you approach this meticulously maintained 3-bedroom, 2.5-bath townhome with a spacious 2-CAR GARAGE. Thoughtfully decorated with an artist's eye for detail, this home offers warmth, style, and character throughout! Step inside to discover a spacious OPEN FLOOR PLAN with soaring ceilings and beautiful WOOD-LOOK TILE flooring throughout the downstairs living areas. The living room features a stylish MODERN FANDELIER and DIMMABLE RECESSED LIGHTING, while a CUSTOM WOOD BARN DOOR adds character to the downstairs half bath. The well-appointed kitchen offers SOLID WOOD CABINETRY, QUARTZ countertops, stainless steel appliances, a breakfast bar, and ample storage. The seamless flow between the kitchen, living, and dining areas makes entertaining a breeze, while sliding glass doors open to a PRIVATE BACK PATIO with NO REAR NEIGHBORS! Upstairs, the spacious primary suite features an en-suite bath and WALK-IN CLOSET. The front-facing second bedroom also offers a WALK-IN CLOSET and LOVELY POND VIEW, while the third bedroom provides flexibility for guests or a home office. All bedrooms feature LEVOLOR ROOM-DARKENING HONEYCOMB SHADES. The second full bathroom showcases a SPA-LIKE WALK-IN SHOWER. Additional storage closets and an INSIDE LAUNDRY CLOSET with WASHER AND DRYER INCLUDED add everyday convenience. Additional highlights include a NEW A/C (2023), Ring Doorbell, FRESHLY PAINTED EXTERIOR, and HURRICANE SHUTTERS. Enjoy LOW-MAINTENANCE LIVING with HOA dues covering the roof, high-speed internet, expandable cable, exterior maintenance, landscaping, irrigation, pond care, escrow reserves, and community pool. Even better, this home is located in a NON-FLOOD ZONE AND NON-EVACUATION ZONE, offering additional peace of mind! And you can't beat this FABULOUS LOCATION! Just minutes from DOWNTOWN DUNEDIN, DOWNTOWN SAFETY HARBOR, the PINELLAS TRAIL, HONEYMOON ISLAND, CLEARWATER BEACH (world-famous and ranked among the top beaches in the nation), TD Ballpark, BayCare Ballpark, The BayCare Sound, Countryside Mall, Ruth Eckerd Hall, shopping, airports (TIA and PIE), dining, medical facilities, and so much more! Whether you're looking for a place to call home, a seasonal Florida getaway, or an addition to your rental portfolio, this beautifully maintained townhome offers style, privacy, and easy Florida living. Schedule your private showing today! You will love what you see!

2270 Montview Drive, Clearwater
2924 Lichen Lane Unit C, Clearwater
$164,900
2 Beds ⋅ 2 Baths ⋅ Eastwood Shores 2 Ph 1 SubDv. ⋅ 33760 Zip Code
Enjoy stylish updates and easy Florida living in this 2-bedroom, 1.5-bath, two-story condo with a private one-car garage! The living/dining room combination features wood-look porcelain tile and a remodeled kitchen with modern white cabinetry, abundant storage, beautiful black granite counters, and stainless steel appliances, including a dishwasher and refrigerator with water and ice dispenser. Extended cabinetry and counters flow into the dining area—perfect for a coffee bar. The spacious primary bedroom offers a walk-in closet, while the remodeled full bath features a tub/shower combination and generous vanity. There is also an updated half bath with granite-topped vanity. Impact windows add peace of mind and quiet enjoyment of your home. Enjoy a beautifully landscaped, lush tropical view! The community offers a community pool, tennis courts, and a fishing pier on Tampa Bay at the rear of the complex. HOA fees include water, sewer, trash, cable, internet, landscaping, exterior building maintenance, roof, reserves, and master insurance. Convenient to US 19, major highways, shopping, restaurants, and both Tampa International and St. Pete–Clearwater airports. A welcoming option for first-time buyers, downsizers, seasonal residents, or those exploring an investment opportunity. Schedule your showing today!

2924 Lichen Lane Unit C, Clearwater
1706 Belleair Forest Drive Unit 238, Belleair
$199,000
2 Beds ⋅ 2 Baths ⋅ Belleair Forest SubDv. ⋅ 33756 Zip Code
Virtually Staged. Welcome to Belleair Forest, one of Belleair’s most beloved and desirable communities! This spacious 2-bedroom, 2-bath condominium offers approximately 1,200 square feet of comfortable living space and is ready for its new owner to make it their own. Featuring a newer Rheem A/C system installed in 2024 and regularly serviced, H20 tank in 2020. This home offers a wonderful opportunity to create your own Florida retreat. The spacious kitchen features a convenient dine-in area and flows seamlessly into the generously sized dining and living areas. The main living spaces are beautifully finished with 18-inch ceramic tile throughout, creating a clean and timeless backdrop for any décor. A large pantry closet in the entry hall provides excellent additional storage. The primary suite is generously sized and features a large closet, ensuite bath with tub/shower combination, and an adjoining walk-in closet with plenty of room for storage. The walk-in closet is also large enough to accommodate an all-in-one washer/dryer, a popular upgrade many Belleair Forest neighbors have added. The spacious second bedroom offers a large closet and is conveniently located just steps from the hall guest bath, complete with a walk-in shower. Step outside and enjoy the resort-style amenities and beautifully maintained surroundings that make Belleair Forest such a special place to call home. Residents enjoy a heated and cooled pool, active clubhouse, BBQ area, elevators, lobby bike storage, sparkling clean coin-op laundry room, and covered parking, including the deeded carport space #208 that conveys with the condo. The lush, meticulously landscaped tropical grounds reflect the true pride of ownership found throughout this cherished community. And the location is hard to beat! The Pinellas Trail runs alongside the community, offering convenient access for walking, jogging and cycling. The Pelican Golf Club is nearby, while the Gulf beaches, Intracoastal Waterway, boutique dining, shopping and medical facilities are all just minutes away. Whether you're enjoying a morning walk, an afternoon at the pool, a round of golf or an evening dining out, the best of the Florida lifestyle is right at your fingertips. Whether you're searching for a full-time tropical retreat or the perfect Florida snowbird escape, this inviting Belleair Forest condo is ready and waiting for you to bring your vision and make it your own slice of paradise! NOT IN A FLOOD ZONE.

1706 Belleair Forest Drive Unit 238, Belleair
500 N Osceola Avenue Unit 609, Clearwater
$350,000
1 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33755 Zip Code
Welcome to your new home, where stunning Intracoastal water views greet you from every room of this beautifully updated sixth-floor unit. Originally designed as a two-bedroom, this spacious home has been converted into a large one-bedroom layout, offering expansive living space and easy potential to revert back if desired. Step out onto the oversized balcony and take in the serene water vistas—perfect for morning coffee or evening sunsets. Inside, you'll find tile flooring throughout, a stylish kitchen with stainless steel appliances, and two full updated bathrooms enhanced with chic wallpaper. The convenience of an in-unit stackable washer and dryer adds to the modern appeal. Plus, with a 2025 AC, 2015 water heater, and optional furnishings, all you have to do is bring your suitcase! This residence comes with a covered, assigned parking space and a separate storage closet. Enjoy a resort-like lifestyle with amenities that include a waterfront pool, fitness center, floating dock, meeting room, and more. Best of all, the structural and reserve studies are complete with no assessments. The HOA fee covers nearly everything—just pay for electricity, cable, and internet. The location is ideal—just steps from Coachman Park, The Baycare Sound, Seminole Boat Ramp, Francis Wilson Playhouse, and an array of restaurants and shops. With so many exciting new developments on the horizon like the new Ballad Hotel, and the $50M EVO Entertainment complex coming to downtown Clearwater, now is the perfect time to invest in this vibrant area. Don’t miss your chance to own a waterfront gem in one of Clearwater’s most desirable neighborhoods—get in before it’s too late!

500 N Osceola Avenue Unit 609, Clearwater
2400 Winding Creek Boulevard Unit 3-202, Clearwater
$140,000
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Easy, affordable Florida living in a welcoming 55+ Clearwater community! This 2-bedroom, 1-bath home offers 913 square feet of comfortable living space, ideal as a year-round residence or a low-maintenance seasonal retreat. Start your mornings with coffee in the bright Florida room, settle in with a good book, or host friends and family in this inviting extra living space. The second bedroom adapts easily to visiting guests, a home office, or a hobby room. Monthly budgeting is simple, too: the HOA fee covers water, sewer, trash, cable TV, and internet. Add your personal touches and make this Clearwater home your own. Schedule your private showing today!

2400 Winding Creek Boulevard Unit 3-202, Clearwater
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