Clearwater Real Estate Listings

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

$225,000

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

$309,900

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

$169,900

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

$625,000

1 Beds ⋅ 2 Baths ⋅ Landmark Towers One SubDv. ⋅ 33767 Zip Code

WOW! Prepare to be captivated by breathtaking, unobstructed Gulf views from this spectacular 12th-floor beachfront residence in the highly sought-after gated Landmark Towers on Sand Key. From the moment you enter, floor-to-ceiling hurricane-resistant windows frame endless turquoise waters and sugar-white sand, creating an unforgettable first impression. Step onto your private balcony to enjoy morning coffee, watch dolphins play in the surf, and take in world-famous Florida sunsets. Beautifully appointed and being offered fully furnished, this light-filled condominium is move-in ready and designed to maximize the incredible waterfront setting. Whether you're seeking a luxurious full-time residence, the perfect vacation retreat, or an exceptional income-producing investment, this property offers outstanding flexibility with one-month minimum rentals permitted. Additional highlights include two assigned under-building parking spaces, a rare and highly desirable amenity. Residents of the gated Landmark Towers enjoy resort-style amenities including 24-hour security, a heated beachfront pool and spa, tennis and pickleball courts, a grilling area, and direct beach access. Conveniently located across from the Shoppes of Sand Key with restaurants, cafés, shopping, and the Jolley Trolley, and just minutes from award-winning Clearwater Beach, this is Florida Gulf Coast living at its absolute finest. Luxury. Lifestyle. Location. This is your opportunity to own a turnkey, fully furnished slice of paradise with million-dollar Gulf views.

1230 Gulf Blvd Unit 1204, Clearwater

$334,900

2 Beds ⋅ 3 Baths ⋅ Countryside Woods SubDv. ⋅ 33761 Zip Code

Rarely available and designed for effortless Florida living, this beautifully maintained two bedroom, two and a half bathroom townhome in the sought after Countryside Woods community offers a flexible layout with two private en suite bedrooms. This design is ideal for guests, roommates, or anyone who values additional privacy. Step inside to an inviting open concept living and dining area featuring durable wood look tile flooring throughout the main level. The kitchen is finished with granite countertops, crisp white cabinetry, stainless steel appliances, and plenty of workspace for everyday cooking and entertaining. A convenient half bathroom on the first floor adds comfort for guests. The true showstopper is the covered and enclosed lanai, complete with a wet bar, outdoor kitchen, and electric griddle. This private, year round entertaining space extends the living area and creates the perfect setting for hosting friends, enjoying casual meals, or relaxing after a long day. Upstairs, newly installed luxury vinyl flooring, completed in June 2026, adds a fresh and modern touch. Both generously sized bedrooms feature their own private full bathrooms, while one bedroom includes a spacious walk in closet. In unit laundry and additional storage provide everyday convenience. Residents of Countryside Woods enjoy resort style amenities, including a sparkling community pool and hot tub surrounded by lush tropical landscaping. This setting offers low maintenance Florida living at its best. Located in the heart of Clearwater’s highly desirable Countryside neighborhood, this home places shopping, dining, recreation, schools, golf, and Gulf Coast beaches within easy reach. Countryside Country Club is just up the road and offers golf, dining, and social membership opportunities. Countryside Mall is only minutes away and continues to evolve into one of the area’s most exciting shopping and entertainment destinations. The center features Whole Foods, a twelve screen CMX Cinema, an ice skating rink, popular restaurants, and a two story Target currently planned to open in 2027. A new Launch Entertainment center is also planned, featuring bowling, an arcade, laser tag, virtual reality games, a ninja obstacle course, and on site dining. Nearby schools include Curlew Creek Elementary, Safety Harbor Middle School, and Countryside High School. Clearwater Beach and other Gulf Coast destinations are approximately 15 to 20 minutes away, while Tampa International Airport is easily accessible via US 19 and State Road 580. Grocery stores, parks, restaurants, and additional shopping plazas along Countryside Boulevard and McMullen Booth Road are all just minutes from home. With its dual en suite bedroom layout, newly installed second floor flooring, exceptional indoor and outdoor entertaining space, resort style amenities, and prime Clearwater location, this Countryside Woods townhome offers a rare opportunity to enjoy comfort, convenience, and the Florida lifestyle.

3460 Countryside Boulevard Unit 60, Clearwater

$139,888

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Enjoy breathtaking golf course views from this 2 bed/ 2 bath second floor Emerald condo! Ideally located close to the elevator, this home also offers the convenience of a building laundry room on the same floor. Inside, you will find NO CARPET ANYWHERE, making cleaning a breeze! The spacious kitchen features stainless steel appliances, ceramic tile flooring, a tasteful backsplash, and even a window! The large primary bedroom includes an en-suite bathroom, while both bedrooms offer generous closet space. For added peace of mind, the A/C was replaced in 2022. Schedule your private showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2410 Franciscan Drive Unit 60, Clearwater

$139,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Welcome home to this beautifully maintained 2 bed/2 bath condo, ideally located at the end of a quiet cul-de-sac. Situated on the top (3rd) floor with no neighbors above, this home offers exceptional peace, privacy & beautiful surroundings! Furnishings are negotiable, offering added flexibility for the next owner. One of the biggest investments has already been taken care of with newer windows installed, providing added value, energy efficiency, & peace of mind. Enjoy picturesque golf course views from the front picture window, while the rear of the home overlooks lush green space instead of neighboring buildings, creating a tranquil setting from every angle. Inside you will appreciate the tasteful updates throughout. The inviting kitchen features quality wood cabinetry, tile backsplash, Corian countertops, & newer stainless steel appliances making it both functional & stylish. Both baths have also been thoughtfully updated, most recently adding a new high sitting toilet in the primary bath, and new sink faucets. The AC was installed approximately in 2010 & have been well maintained to ensure efficient operation. A Brand new hot water heater was installed a few months ago. A laundry room is conveniently located on the 2nd floor of the building for added ease & "loads of fun"! If you are looking for a move-in ready home that combines comfort, privacy, scenic views, & thoughtful updates, this condo is one you won't want to miss! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2440 World Parkway Boulevard Unit 52, Clearwater

$168,990

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 sought-after 55+ communities! This beautifully maintained 2-bedroom, 2-bathroom condo is perfectly positioned to enjoy peaceful golf course views from the front windows while being just a short stroll from the community pool and recreation center. Inside, you'll find a bright, open great room with new laminate flooring, elegant wainscoting, and charming Tiffany-style lighting that adds warmth and character. The updated kitchen features white cabinetry, granite countertops, new stainless steel appliances, including a stove and refrigerator, a modern tile backsplash, updated wiring, and plenty of cabinet space, making it both stylish and functional. For added peace of mind, the HVAC system and water heater are approximately three years old. The oversized primary suite offers a relaxing retreat with an updated en-suite bathroom featuring a beautiful step-in shower. A spacious secondary bedroom is conveniently located near the full guest bath, providing comfort and privacy for family or visitors. One of the highlights of this home is the expansive 25-foot enclosed Florida room—the perfect place to enjoy your morning coffee, entertain guests, or simply relax year-round. Living in On Top of the World means enjoying an incredible array of amenities, including golf course views, fitness centers, swimming pools, tennis and pickleball courts, shuffleboard, a dog park, hobby clubs, and countless social activities. Your monthly condo fee also includes water, sewer, trash, cable, and exterior maintenance, making for truly carefree living. Conveniently located near shopping, restaurants, medical facilities, and entertainment, you're also just a short drive from award-winning Clearwater Beach, where you can enjoy breathtaking sunsets, white sand beaches, and everything Florida's Gulf Coast has to offer. Whether you're looking for a full-time residence or a seasonal retreat, this move-in-ready condo offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

2416 World Parkway Boulevard Unit 26, Clearwater

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