Clearwater Homes with Pool View

Clearwater Homes with Pool View

Welcome to Clearwater, Florida, a stunning coastal gem nestled in the heart of Pinellas County. Known for its pristine beaches, vibrant community, and year-round sunshine, Clearwater offers a perfect blend of relaxation and adventure. Whether you’re strolling along the famous Clearwater Beach or exploring the local shops and restaurants, this city promises a lifestyle filled with charm and excitement.

One of the most enticing features of Clearwater real estate is the abundance of homes with breathtaking pool views. Imagine waking up to the serene sight of shimmering water just outside your window, inviting you to take a refreshing dip or enjoy a leisurely afternoon by the poolside. These homes not only provide a private oasis for relaxation but also serve as the perfect backdrop for entertaining friends and family.

With a variety of architectural styles, from modern condos to sprawling single-family homes, Clearwater's real estate market caters to diverse tastes and budgets. Many properties are situated within lush, landscaped communities that offer additional amenities, such as clubhouses, fitness centers, and walking trails, enhancing your living experience.

Living in Clearwater means embracing a vibrant lifestyle filled with outdoor activities, cultural events, and a close-knit community spirit. Whether you’re a first-time homebuyer or looking to upgrade, Clearwater’s homes with pool views are not just residences; they’re gateways to a lifestyle of leisure, beauty, and joy. Come explore what Clearwater has to offer, and discover the perfect home that suits your dreams!

Newest Clearwater Homes with Pool View

$250,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome home to refined, low-maintenance living in Clearwater’s premier On Top of the World 55+ community. Spanning 1,400 square feet, this light-filled end-unit condo offers two bedrooms, two fully remodeled bathrooms, and a seamless blend of everyday comfort and effortless entertaining. At the heart of the home is a sleek, chef-inspired kitchen featuring quartz countertops, soft-close cabinetry, stainless steel appliances, and an induction cooktop. An adjacent coffee and wine bar, complete with a built-in wine refrigerator, serves as a stylish focal point for morning brews or evening toasts. Durable luxury vinyl plank flooring flows continuously throughout the main living areas, while essential updates—including impact-resistant windows and doors, an upgraded electrical panel, and a Larsen storm door with a retractable screen—provide ultimate energy efficiency and peace of mind. The vibrant Floridian lifestyle extends well beyond your front door. A heated pool sits just steps away, complemented by two golf courses, dual clubhouses, a fitness center, tennis courts, and a dog park right within the community. When you want to explore the local area, you are perfectly positioned between two of the Suncoast’s favorite coastal towns. Just minutes to the west, downtown Dunedin offers lively craft breweries, local boutiques, and direct access to the Pinellas Trail and Honeymoon Island. A short drive east brings you to charming Safety Harbor, famous for its historic resort spa, scenic waterfront parks along Tampa Bay, and third-Friday street festivals. With grocery staples like Publix at Beckett Lake Plaza just down the road, this turnkey residence delivers the ideal balance of community activities, coastal town charm, and everyday convenience.

2259 Costa Rican Drive Unit 23, Clearwater
$1,525,000
3 Beds ⋅ 2 Baths ⋅ Sunnybrook Farms SubDv. ⋅ 33764 Zip Code
Welcome to Paradise on Sunnybrook Lane!! Experience a truly one-of-a-kind Frank Lloyd Wright inspired home set on 1.5 private acres with water on two sides. Completely remodeled in 2020, this extraordinary 3bedroom, 2-bath residence was thoughtfully designed to capture natural light year-round, with expansive windows showcasing panoramic views of tranquil ponds, lush landscaping, and the resort-style backyard. As you enter the property, a beautiful fountain welcomes you at the main pond, while an elegant three-tiered fountain creates a stunning entrance to the home. Inside, distinctive angles, authentic limestone stacked stone, and dramatic architectural details reflect the timeless Prairie-style design. The centrally located kitchen overlooks the living spaces and picturesque grounds, making it the true heart of the home. The spacious primary suite features a private loft overlooking the pond, while the impressive 21’ x 26’ flex space, highlighted by soaring beams and walls of glass, offers endless possibilities as a guest suite, additional primary bedroom, studio, office, or recreation room. Step outside to your own tropical retreat featuring a spectacular 20’ x 40’ resort-style pool, two gazebos, low maintenance AstroTurf, mature coconut palms, and a private basketball/pickleball court. As evening falls, the magnificent century-old oak comes alive with thousands of twinkling lights, creating an unforgettable setting for entertaining or relaxing under the stars. This is more than a home—it’s a private waterfront sanctuary where exceptional architecture, nature, and resort-style living come together in a setting unlike any other.

1653 Sunnybrook Lane, Clearwater
$539,900
3 Beds ⋅ 2 Baths ⋅ Northwood Estates-Tr C SubDv. ⋅ 33761 Zip Code
Welcome to your own slice of paradise in the highly sought-after Countryside area! This light, bright, coastal-inspired 3-bedroom, 2-bath pool home is filled with natural light and features an inviting split-bedroom floor plan with fresh interior and exterior paint, luxury waterproof vinyl plank flooring, recessed LED lighting, updated fixtures, and upgrades throughout. Step outside to your private backyard oasis featuring a newly resurfaced Fibre Tech pool, newly rescreened lanai, lush landscaping, and irrigation—perfect for entertaining or relaxing year-round. Enjoy peace of mind knowing the major updates are already complete, including a 2020 roof, 2023 HVAC, owned solar system, hurricane-impact windows, 2025 commercial-grade water heater, whole-house water filtration system, new fencing, updated garage door, gutters, soffits, fascia, and more. Ideally located just minutes from Countryside Mall, top-rated schools, hospitals, parks, restaurants, beautiful Gulf beaches, US-19, and McMullen Booth Road. With the costly improvements already completed, all that’s left to do is move in and start enjoying the Florida lifestyle!

3047 Cascade Drive, Clearwater
$516,500
3 Beds ⋅ 2 Baths ⋅ Windsor Park SubDv. ⋅ 33755 Zip Code
From the moment you arrive, this move-in ready pool home makes a great first impression with its inviting curb appeal and fresh, contemporary style. Inside, you'll find a nicely updated kitchen with stylish countertops, stainless steel appliances and tasteful finishes. Both bathrooms have been beautifully renovated, and complemented by vinyl plank flooring throughout and a neutral color palette. The family room features a nice fireplace surrounded by brick. Retreat to the primary bedroom with a spacious walk-in closet, large en-suite bathroom with a huge shower and double vanity. There are two additional bedrooms along with a second bathroom that has been updated. The fully fenced backyard with a pool is the perfect place to spend warm summer days! Great location plus a move in ready home make this a must see home!!

1779 Union Street, Clearwater
$45,000
1 Baths ⋅ Woodside Village Condo SubDv. ⋅ 33764 Zip Code
GREAT PLACE FOR SNOWBIRDS! UNIT CAN BE LEASED AFTER 1 YEAR OF OWNER OCCUPANCY.JUST THE RIGHT AMOUNT OF TIME TO GET IT READY FOR SEASONAL OR SHORT TERM LEASING WITH JUST 30 DAYS OCCUPANCY REQUIRED. All age community! Welcome to 4215 E Bay Drive, #1702H? This 2nd floor STUDIO needs TLC to make it a great investment opportunity. Inside, you'll find a generous living space with a walk-in closet, a large walk-in pantry, and a private balcony. The unit's balcony, stairs and ROOF are brand new, all replaced in 2024! The community is packed with amenities, including a heated pool and spa, 24/7 security, a car wash station with vacuum/tire pump, quick and responsive management, and a reserved parking space for your convenience. Located just minutes from grocery stores, restaurants, shops, and transit, everything you need is close by. Tampa International Airport, Clearwater/St Petersburg Airport and our top-rated Clearwater Beaches are just 15 minutes away! Owners can lease their unit after one year of ownership, making this a great option for both permanent residents and, if desired, a short term or seasonal rental. Just a short drive from Picturesque Dunedin, Safety Harbor, Palm Harbor and Tarpon Springs Sponge Docks. Don't forget to bring your sweet tooth, so many European bakeries to visit and sit outside to enjoy the International ambiance.

4215 E Bay Drive Unit 1702H, Clearwater
$524,900
3 Beds ⋅ 2 Baths ⋅ Venetian Gardens SubDv. ⋅ 33764 Zip Code
Welcome home to this beautifully remodeled property in the highly sought-after Venetian Gardens neighborhood. Meticulously maintained and extensively updated, this move-in-ready home offers the perfect combination of style, comfort, and peace of mind. Recent improvements include a new electrical panel (2026), new flat roof (2026), upgraded insulation exceeding code requirements, new drywall, fresh interior and exterior paint, recessed lighting, all new light fixtures and fans, new interior panel doors with updated hardware, a new garage door opener with all new hardware, plus a newer HVAC system and water heater. The home also features newer impact windows throughout (excluding the Florida room, bathrooms, and garage) along with hurricane panels for added protection. Inside, you'll find beautiful plank tile flooring throughout and a stunning chef's kitchen featuring granite countertops, solid wood soft-close cabinetry, a stylish tile backsplash, two pantry cabinets, a Lazy Susan, stainless steel appliances, and a sleek stainless vent hood. Both bathrooms have been tastefully updated with new vanities, toilets, and fixtures, creating fresh, modern spaces. Step outside to your own private backyard retreat. The pool was recently resurfaced, and brand-new pavers were installed in July 2026, creating the perfect setting for relaxing or entertaining. New landscaping enhances the home's outstanding curb appeal, making a wonderful first impression. This exceptional home truly has it all. Schedule your showing today before this opportunity is gone!

2178 Waterside Drive, Clearwater
$650,000
4 Beds ⋅ 3 Baths ⋅ Clubhouse Estates Of Countryside SubDv. ⋅ 33761 Zip Code
Virtually Staged. Updated Pool Home on HIGH Ground in desirable Clubhouse Estates in Countryside. Freshly updated, POOL home sits on nearly a third of an acre in the established Clubhouse Estates of Countryside neighborhood of Clearwater — in FLOOD ZONE X and one of the HIGHEST ELEVATIONS in Pinellas County, a rare combination for true Florida peace of mind. Inside, a functional SPLIT BEDROOM FLOOR PLAN separates the RENOVATED OWNER'S SUITE from the secondary bedrooms. Popcorn ceilings have been removed, and NEW PAINT and NEW CARPET run through most of the interior for a clean, move-in-ready feel. Behind the walls, a NEW ELECTRICAL PANEL (2026), a NEW WATER HEATR (2026) and NEWER WINDOWS bring real peace of mind on the big-ticket items. Out back, an OVERSIZED, SCREEN-ENCLOSED POOL anchors a FULLY FENCED yard that backs directly to the DUKE ENERGY TRAIL, with PRIVATE ACCESS for walking, biking, or an evening escape. An IRRIGATION SYSTEM keeps the mature, oak-shaded landscaping lush, and the SIDE-ENTRY 2-CAR GARAGE adds curb appeal without crowding the driveway. Minutes from Westfield Countryside Mall, Ruth Eckerd Hall, Countryside Little League/Rec Center, Countryside Country Club and the SR-54/Countryside dining and shopping corridor, with easy access to Clearwater's beaches and top-rated schools nearby. Updated, elevated, and trail-adjacent — this one won't sit long. SCHEDULE YOUR PRIVATE TOUR today.

2942 Clubhouse Drive W, Clearwater
$429,000
2 Beds ⋅ 2 Baths ⋅ Druid Park SubDv. ⋅ 33764 Zip Code
Virtually Staged. PRICED BELOW RECENT APPRAISED VALUE! This MOVE-IN READY 2-BEDROOM, 2-BATH POOL HOME offers exceptional value and is perfectly situated on a beautifully landscaped CORNER LOT with outstanding curb appeal, featuring a welcoming front porch, side-entry 2-car garage, newer PVC privacy fence, and a magnificent blooming magnolia tree that creates a spectacular first impression. Inside, BEAUTIFUL HARDWOOD FLOORS flow throughout the living room, dining room, Florida room, and both bedrooms, while the kitchen and bathrooms feature tile flooring. The sun-filled FLORIDA ROOM, surrounded by windows, is the perfect place to relax, work from home, or enjoy your morning coffee while overlooking the backyard. Step outside to your own private Florida retreat featuring a SCREEN-ENCLOSED POOL, SPILLOVER SPA, expansive COVERED PAVER LANAI, and a convenient POOL BATH, creating the ideal setting for entertaining family and friends or enjoying peaceful evenings at home. The fully fenced backyard provides privacy and plenty of room for pets, gardening, and outdoor living. Need extra space? The AIR-CONDITIONED DETACHED SHED offers endless possibilities as a workshop, hobby room, home gym, or additional storage. Meticulously maintained, this home also features a HURRICANE-RATED GARAGE DOOR, HURRICANE PANELS, a CURRENT FOUR-POINT INSPECTION, and a SURVEY AVAILABLE UPON REQUEST, providing added confidence for the next owner. A MAY 2026 APPRAISAL VALUES THIS HOME ABOVE THE CURRENT LIST PRICE, making this an exceptional opportunity to own a quality pool home with immediate value. Conveniently located just minutes from downtown Clearwater, award-winning Gulf beaches, shopping, dining, parks, airports, and major Tampa Bay roadways, you'll enjoy easy access to everything the Tampa Bay area has to offer. DON'T MISS THIS RARE OPPORTUNITY to own a meticulously maintained pool home offering exceptional value in one of Clearwater's most convenient locations.

2087 Druid Road E, Clearwater
$1,500,000
4 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33764 Zip Code
Experience Florida waterfront living in this spacious 4-bedroom pool home offering 4,152 square feet of living space. Located just down the road from St. Paul's School, one of the top-rated schools in the Tampa Bay area, this home combines an exceptional location with outstanding amenities. Designed with both comfort and functionality in mind, the property features a versatile split-bedroom layout, multiple living and entertaining areas, and a private dock overlooking peaceful waterfront views. Priced to sell, this exceptional home is ready for its next owner. The interior includes formal living and dining rooms, a cozy family room with a wood-burning fireplace, a bright sunroom, and a generously sized kitchen featuring wood cabinetry, granite countertops, and a separate breakfast area. The oversized secondary bedrooms provide plenty of space, while the large laundry room offers built-in cabinetry for added storage. Recently remodeled bathrooms add a fresh, updated touch throughout the home. Step outside to the expansive screened lanai with an heated pool, creating the perfect setting to relax or entertain while enjoying the waterfront backdrop. A newer seawall and private dock provide direct access to some of Tampa Bay's most sought-after fishing, where Snook, Redfish, Trout, and Tarpon can be caught right from your backyard. Car enthusiasts, hobbyists, and RV owners will appreciate the impressive 3-car garage plus an oversized RV garage and workshop that adds approximately 2,000 square feet of additional space, measuring approximately 42 feet deep—ideal for oversized vehicles, boats, recreational equipment, or a fully equipped workshop. Recent improvements include two new split A/C units (2024), a 100-gallon water heater (2025), and a silicone roof coating applied in 2023, providing added value and peace of mind. Combining generous living space, quality updates, exceptional garage capacity, an additional 2,000 square feet of garage/workshop space, a highly desirable location near St. Paul's School, and prime waterfront access, this property is a rare opportunity to own a true Florida retreat.

1615 Saint Pauls Drive, Clearwater
$157,900
2 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
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
$759,000
3 Beds ⋅ 2 Baths ⋅ Sunnydale Sub SubDv. ⋅ 33755 Zip Code
Extraordinary pool home on the edge of Dunedin off Edgewater Dr. with exquisite updates throughout! Open floor plan with vaulted ceiling, new roof in 2022, luxury vinyl flooring installed 2021, beautiful Stone fireplace in living room, spectacular saltwater heated pool and patio with new cage (2024), newer appliances, cabinets and counters in kitchen, updated baths, new storage shed… Wonderful outdoor living space with huge fenced yard, firepit, built-in grilling station, beautifully landscaped for low maintenance. Near the cul-de-sac on this lovely no through street, the home is situated within a short golf cart drive to Main St., Dunedin and a a stroll or bike ride down the sidewalks along Edgewater Drive. Enjoy amazing sunsets at the end of your street, relax at Edgewater Park, enjoy a wonderful dinner at many of the fabulous restaurants in Dunedin, dock your boat at Dunedin Marina and just a quick 2 mile drive to Clearwater Beach. This home is a must see. A great primary residence or investment property!

1105 Sunnydale Drive, Clearwater
$299,900
2 Beds ⋅ 2 Baths ⋅ Brynnwood Condo 1 SubDv. ⋅ 33761 Zip Code
Welcome to Brynnwood at Countryside! Stunningly remodeled in 2022, this spacious 2-bedroom, 2-bath condo offers stylish, move-in ready living in a prime Clearwater location. The updated interior features new flooring, a beautifully renovated kitchen with abundant cabinetry and a beverage refrigerator, plus a convenient full-size laundry room. Both bathrooms have been tastefully updated, including the primary bath with dual vanities and an upgraded shower enclosure. Relax on the oversized private balcony overlooking the community's picturesque courtyard, pool, and illuminated fountains. Storage is plentiful with a walk-in closet in the primary suite, two closets in the secondary bedroom, a community storage room, and a private storage closet in the under-building garage. Additional highlights include assigned under-building parking, elevator access, and an unbeatable location just minutes from Countryside Country Club, shopping, dining, and the Gulf beaches.

3021 Countryside Boulevard Unit 21A, Clearwater
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