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Newest MLS Listings in Clearwater, FL

$149,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to On Top of the World, one of Clearwater’s most popular 55+ active adult communities! This 2-bedroom, 2-bath condo offers a fantastic location directly across the street from one of the community’s two private golf courses. Bring your golf clubs and enjoy the Florida lifestyle right outside your door. This home features upgraded windows and outstanding views from both the living room and Florida room, creating a bright, comfortable setting to relax and enjoy your surroundings. The property is also located on a quiet street with no through traffic, adding to the peaceful feel of the home. Convenience is another major plus, with your assigned parking space, easy walk up to unit or elevator. On Top of the World offers an exceptional lifestyle with two private golf courses, including 9-hole and 18-hole options, two heated swimming pools, two activity centers, and a remodeled cardio gym with updated exercise equipment. Residents can also enjoy fitness classes, dancing, clubs, cards, billiards, hobby studios, a woodshop, and a wide variety of social activities. Pet owners will appreciate the very pet-friendly atmosphere, including a fenced dog park with covered seating. The community is conveniently located near Clearwater’s beautiful beaches, transportation, shopping, entertainment, restaurants, and everyday conveniences, making it easy to enjoy everything the area has to offer. This property is being transferred by leasehold estate deed, and association approval is required. If you are looking for a 55+ Clearwater condo with golf, amenities, views, convenience, and a true active Florida lifestyle, this On Top of the World opportunity is one to see.

2458 Florentine Way Unit 34, Clearwater
$110,000
1 Beds ⋅ 1 Baths ⋅ Betty Drew Apts Co-Op SubDv. ⋅ 33755 Zip Code
Charming 1-bedroom, 1-bath condo in the heart of Clearwater, just minutes from the beautiful Clearwater Beach. This well-maintained unit features a spacious bedroom, beautiful views, and includes free on-site laundry and a storage unit. Located in a quiet 55+ community with easy access to shopping, dining, and entertainment. Must own for one year prior to leasing. No pets allowed.

200 N Betty Lane Unit 2E, Clearwater
$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
$149,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
This second floor 2 bedroom and 2 bath is ready for you call it home.

2448 Columbia Drive Unit 28, Clearwater
$275,000
3 Beds ⋅ 3 Baths ⋅ Sunset Pointe Twnhms SubDv. ⋅ 33763 Zip Code
Welcome home to this beautifully maintained END-UNIT townhome offering the perfect combination of comfort, convenience, and low-maintenance living! Ideally situated in a highly desirable location, you'll enjoy easy access to shopping, grocery stores, restaurants, major thoroughfares, and some of Pinellas County's most sought-after destinations, including charming Downtown Safety Harbor, vibrant Downtown Dunedin, and the award-winning white sand beaches of Clearwater. This bright and cheerful end unit is filled with natural light thanks to the additional windows that only an end-unit location can provide. Thoughtfully updated, this home offers peace of mind with a new ROOF (2022), AC (2021), and kitchen appliances (2023). Inside, you'll appreciate the functional floor plan with ample storage throughout, providing space for all your organizational needs. Relax year-round in the screened-enclosed porch, the perfect spot for your morning coffee or evening unwind, or step outside to enjoy the private patio—ideal for grilling, entertaining, or simply soaking up the Florida sunshine. The affordable monthly maintenance fee makes ownership easy by covering cable, lawn care, exterior maintenance, roof maintenance, trash service, and access to the community amenities, allowing you to spend more time enjoying life and less time worrying about upkeep. Residents enjoy a sparkling community pool, a playground, beautifully maintained grounds, and the convenience of two assigned parking spaces located just outside your door. Best of all, this property is in a NON-FLOOD ZONE, so flood insurance is not required, offering additional savings and peace of mind. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this exceptional townhome checks all the boxes with its updated features, unbeatable location, and carefree lifestyle. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

1977 Searay Shore Drive, Clearwater
$319,900
3 Beds ⋅ 3 Baths ⋅ Highland Glen SubDv. ⋅ 33755 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhome with a 1-car garage in the highly desirable Highland Glen community. Offering an abundance of natural light and a spacious open-concept design, this corner unit features a bright living and dining area that flows seamlessly into a well-appointed kitchen with rich wood cabinetry, granite countertops, stainless steel appliances, and reverse osmosis water filtration at both the sink and refrigerator. Elegant tile flooring extends throughout the first floor, while warm wood flooring continues upstairs. The generous primary suite offers a walk-in closet and a private en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Additional highlights include built-in surround sound speakers in the living room and primary bedroom, a whole-home water softener, an A/C system with UV germ control for enhanced comfort, and the added peace of mind of a new roof installed in 2024. Upstairs also features two additional bedrooms, a full bathroom, and a convenient laundry room complete with washer and dryer. Ideally located on the Clearwater/Dunedin border, Highland Glen offers easy access to Downtown Dunedin, Clearwater Beach, the Pinellas Trail, TD Ballpark, shopping, dining, and everyday conveniences. The low HOA fee includes exterior maintenance, making for easy, low-maintenance living in one of Clearwater's most convenient locations.

1515 Bowmore Drive, Clearwater
$699,000
2 Beds ⋅ 2 Baths ⋅ Station Square Condo SubDv. ⋅ 33755 Zip Code
Virtually Staged. Downtown Clearwater is walkable, waterfront, and full of energy—and Unit 1507 places you at the top of it all. As Station Square's true penthouse residence, this 15th-floor home enjoys sweeping eastern views of the city skyline and Tampa Bay from nearly every room. Step onto the private balcony to take in the breathtaking panorama from sunrise to sunset. Inside, two spacious bedrooms with walk-in closets are complemented by a generous den with double closets, offering the flexibility to serve as a third bedroom, home office, or guest suite. Engineered hardwood flooring extends throughout the main living areas, with tile in the kitchen and bathrooms. Two assigned parking spaces in the gated garage complete this exceptional residence. HOA fees cover cable, WiFi, building insurance, water, sewer, waste, and pest control — along with access to a state-of-the-art gym, a pool with BBQ area, and a clubroom built for real entertaining. Step outside and you're on Cleveland Street, in the heart of a downtown mid-transformation: a $350+ million revitalization bringing new hotels, a new city hall, and the $86 million waterfront park just steps away. You're minutes from the marina and the free ferry to Clearwater Beach, with the Pinellas Trail running right past the building toward Dunedin and Belleair.

628 Cleveland Street Unit 1507, Clearwater
$530,000
3 Beds ⋅ 2 Baths ⋅ Station Square Condo SubDv. ⋅ 33755 Zip Code
Virtually Staged. Walkable. Waterfront. Vibrant. That's Downtown Clearwater — and from the 12th floor of Station Square, Unit 1211 puts you above it, with east-facing views that catch the sunrise over the skyline every morning. At 1,856 square feet, this is the largest non-penthouse floorplan in the building — two bedrooms, two baths, plus a den large enough to serve as a third bedroom or a real home office. Nine-foot ceilings and updates throughout. Step onto your private balcony with coffee in hand and watch the light move across the bay. Two assigned, covered parking spaces are included — increasingly rare for a building this central. Downstairs: a sixth-floor pool deck with skyline views, a full fitness center, and a clubhouse. You're steps from the Cleveland Street District's dining and shopping, and just over the Intracoastal from Clearwater Beach via the free ferry, four blocks away. Downtown is mid-transformation — a $350+ million revitalization bringing new hotels, a new city hall, and the $86 million waterfront park just steps from your door. Two pets welcome.

628 Cleveland Street Unit 1211, Clearwater
$175,000
2 Beds ⋅ 1 Baths ⋅ Woodlake 1 Condo SubDv. ⋅ 33765 Zip Code
Welcome home to this well-maintained 2-bedroom, 1-bath condominium in the established Woodlake community, where pride of ownership shines through after being lovingly cared for by the same family for more than 40 years. Offering a clean, functional layout and durable tile flooring throughout, this residence is ready for its next chapter. Enjoy peace of mind with several important updates already completed, including a new HVAC system (March 2026), refrigerator, dishwasher, microwave, and washing machine (2024), toilet (2023), electrical panel (2009), and tub surround (2009). Woodlake offers residents beautifully maintained grounds along with amenities that include a community pool, tennis courts, clubhouse, and recreational areas. The community is centrally located in Clearwater, providing convenient access to shopping, dining, parks, medical facilities, Downtown Dunedin, Safety Harbor, Tampa International Airport, and the world-famous Gulf beaches. Whether you're searching for a primary residence, seasonal getaway, or low-maintenance Florida lifestyle, this home offers an excellent opportunity in one of Clearwater's well-established condominium communities.

2054 Sunset Point Road Unit 38, Clearwater
$99,500
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Come see this updated, attractively furnished and spacious one-bedroom condo in popular, pet-friendly On Top of the World! It blends comfort with aesthetic appeal and move-in ready convenience. The many updates in 2024 include: hurricane impact windows, new water heater, bathroom tile reglazing, grab bars, new vanity, new kitchen countertops, repainted cabinets, newer glass cooktop, new window treatments and new vinyl flooring throughout. Buyers will love the convenience of the Bosch washer and dryer inside the condo (association approved)! The monthly condo fee includes internet & TV, water, sewer and trash. Residents of this 55+ community enjoy a wide array of amenities: two golf courses with 9 and 18 holes, two community pools, fitness center, tennis courts, dog park, and many clubs and special events (cards, billiards, hobbies, art, entertainment, dancing) and much more. Enjoy living an active and maintenance-free Florida lifestyle!

2370 Jamaican Street Unit 64, Clearwater
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