Location: Clearwater
Do Not Show Listings
2737 ENTERPRISE RD E #112, CLEARWATER, FL 33759
$205,000172 Days on yellowkey MLS ID: TB8453941
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1981 Tax: $541 (2024)Community: Oaks Of Northwood CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$541
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Tax Year: 2024
Middle School: Safety Harbor Middle-PN
Remarks: Move-In Ready Condo in Clearwater’s Countryside Area — Located in The Oaks of Northwood! Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit condo in the highly desirable Countryside area of Clearwater, nestled within the peaceful and tree-lined community of The Oaks of Northwood. This updated condo offers modern comfort, flexible living space, and an unbeatable location close to shopping, beaches, parks, and major conveniences. Step inside and you'll immediately appreciate the upgrades and thoughtful layout. The open-concept main living area connects seamlessly to the kitchen and dining space—ideal for both everyday living and entertaining. The in-unit washer and dryer are tastefully tucked behind double doors in the kitchen, maintaining a clean and functional design. One of the standout features of this home is the fully screened and tiled porch, surrounded by hurricane shutters and screened doors, allowing this space to be enjoyed year-round. This bonus area can serve as a cozy reading nook, hobby space, fitness area, or even a private home office—a rare and valuable feature in condo living. The desirable split-bedroom floor plan provides privacy, with the spacious primary suite offering a large walk-in closet, private en-suite bathroom, and direct access to the enclosed porch. The secondary bedroom and full bathroom are located on the opposite side of the condo, making it perfect for guests, family, or additional workspace. As an end unit, the condo is filled with natural light, enhancing the warm and inviting feel throughout the home. Located in the heart of Clearwater’s Countryside community, this condo offers quick access to: Countryside Mall, Whole Foods & major retailers, Downtown Dunedin, Safety Harbor & Palm Harbor, Clearwater Beach & Honeymoon Island State Park, Enterprise Dog Park (walking distance!), Tampa International Airport & major roadways. Residents of The Oaks of Northwood enjoy beautifully landscaped grounds, a community pool, and assigned covered parking. HOA Fee Includes: Basic Cable TV, Internet, Water, Sewer, Trash, Building Insurance, Exterior & Grounds Maintenance, Escrow Reserves, and Community Pool. Whether you're searching for a low-maintenance primary residence, seasonal getaway, or investment property, this Clearwater condo offers location, lifestyle, value, and flexibility—all in one of the most convenient and established neighborhoods in North Pinellas County. Schedule your private showing today and discover why homes in The Oaks of Northwood don’t stay on the market long.
Listing is courtesy of: FULLER HOUSE REAL ESTATE (727-470-9373)
Listing Agent: Kerryann Fuller Rainey (727-687-4342)
2561 ROYAL PINES CIR #14H, CLEARWATER, FL 33763
$188,900189 Days on yellowkey MLS ID: TB8448736
REDUCED by $3,100 (1.6%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1979Monthly Fee: $545 Tax: $2,740 (2024)Community: Village On The GreenCondo
Taxes:$2,740
Elementary School: None
High School: None
Middle School: None
Remarks: Price improvement by motivated seller! Welcome to your new home in the CORNER UNIT of the 55+ community at Village on the Green, located in a non-flood and non-evacuation area of Pinellas County. This neighborhood boasts one of the highest elevations in Pinellas County. Moreover, as a two-story structure, this community is exempt from milestone inspections. This spacious and meticulously maintained second-floor condo includes a primary bedroom with an ensuite bathroom, a generous second bedroom with a bathroom in the hallway, an open concept living/dining area, a laundry room equipped with a full-size washer and dryer, a large kitchen, and a lanai that offers a stunning, private view of the mature landscaping. The condo features a carport for parking and a storage unit conveniently located at the front of the building. There are also ample guest parking spaces available nearby. The water heater and electrical panel have been recently upgraded, the air conditioning unit is just 5 years old, and the washer and dryer are brand new. The popcorn ceilings have been removed and replaced with knockdown ceilings, and the entire unit has been freshly painted. The HOA fee covers Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Exterior Maintenance, Grounds Maintenance, Manager, Pool Maintenance, Recreational Facilities, Sewer, Trash, and Water. Village on the Green is conveniently located near restaurants, Countryside Mall, and other major shopping centers. Clearwater and Honeymoon Island beach are only a 20-minute drive away. This unit is awaiting the new owner's personal touches. Schedule your showing today!
Listing is courtesy of: BULLARD REALTY (727-576-6424)
Listing Agent: Bozena Pniewski (727-744-4729)
650 SIREN WIND LN, CLEARWATER, FL 33756
$427,00032 Days on yellowkey MLS ID: TB8502993
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1930 Built: 2008Monthly Fee: $335 Tax: $6,876 (2025)Community: Harold Court TwnhmsTownhouse
Taxes:$6,876
Tax Year: 2025
Remarks: Location, lifestyle, and space—all in the heart of downtown Clearwater just minutes from world-famous Clearwater Beach. This furnished 2008-built end-unit townhome sits in a quiet, tucked-away community just one block east of Ft. Harrison Blvd. You’re minutes to restaurants, grocery stores, the Pinellas Trail, and Clearwater’s new waterfront amphitheater—everything you need right at your doorstep. Inside, the home offers a bright, open second floor with a kitchen/dining combo, half bath, and a living room filled with natural light from oversized windows. The third floor features a spacious primary suite with walk-in closet and en-suite bath, plus a second bedroom with its own private bath—perfect for guests. Laundry is conveniently located between both bedrooms. The 2-car garage includes two storage rooms, one of which is climate-controlled and ideal for a home office or flex space. As a rare larger end unit—one of only four in the community—you also get an extended driveway for guest parking, a private rear paver patio, and access to additional community parking. A rare opportunity for low-maintenance living in one of Clearwater’s most walkable and desirable locations. Schedule your showing today.
Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)
Listing Agent: Shawn Van Grouw (973-747-6915)
1300 S HILLCREST AVE, CLEARWATER, FL 33756
$250,000111 Days on yellowkey MLS ID: TB8474773
1 Days Off yellowkey (back on 2/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1351 Built: 1960 Tax: $500 (2025)Community: BrookhillSpa: NoSingle Family
Taxes:$500
Elementary School: Plumb Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: Under contract-accepting backup offers. Opportunity meets location at 1300 S Hillcrest Ave in Clearwater! This solid block construction single-family home sits on a spacious corner lot just over ¼ acre, offering room to spread out, entertain, or create the backyard oasis you’ve been dreaming about. With a split floor plan and a primary suite featuring its own en-suite bath, the layout provides both functionality and privacy. Original terrazzo floors add character and timeless appeal, while impact windows installed in 2016 provide added peace of mind. The A/C was replaced in 2023 for efficiency and comfort. The home is ready for cosmetic updates, making it a fantastic opportunity to renovate and truly make it your own. The fully fenced yard includes a storage shed, and the garage comes complete with a washer and dryer. Although this home is in a flood zone, it has never flooded during the seller's ownership since 1999. Conveniently located just minutes from Clearwater’s beautiful beaches, shopping, and popular restaurants, this property offers the perfect blend of potential and prime location. Make your appointment to see it today!
Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)
Listing Agent: Jenna Kuzma (727-265-2405)
3079 BRANCH DR, CLEARWATER, FL 33760
$379,90066 Days on yellowkey MLS ID: TB8478281
REDUCED by $10,100 (2.6%) on 05/09/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1928 Built: 1994Monthly Fee: $687 Tax: $1,765 (2025)Community: OverlookTownhouse
Taxes:$1,765
Elementary School: High Point Elementary-PN
High School: Largo High-PN
Remarks: Welcome to 3079 Branch Drive in Clearwater, Florida, a rare end-unit townhome in the desirable Overlook community offering privacy, space, and a peaceful natural setting—and one of the only homes currently available in the community featuring updated impact-rated windows and slider for added storm protection and energy efficiency. This spacious 4-bedroom, 2.5-bath, 2 car garage townhome with 1,928 square feet of heated space is designed for both comfort and flexibility, ideal for work-from-home professionals or those needing versatile living space. Inside, soaring vaulted ceilings and a wall of windows fill the main living area with natural light, highlighting the wood floors and open layout that feels both inviting and functional. The kitchen offers a blend of charm and efficiency with Corian countertops, oak cabinetry, a built-in wine rack, desk/workstation, pantry, and under-cabinet lighting. The updated impact-rated slider off the kitchen leads to the enclosed Florida room, creating additional living space perfect for a reading nook, or relaxing retreat overlooking the pond and natural surroundings. The primary bedroom is located on the main level and serves as a private retreat, featuring a vaulted ceiling, a large walk-in closet, and direct access to the enclosed sunroom where you can enjoy the peaceful view. The en-suite bath is thoughtfully designed with dual sinks, a soaking tub, and a large walk-in shower. A second bedroom downstairs offers flexibility for guests or office space along with a convenient half bath, and a full-size washer and dryer located inside the home on the main level for everyday convenience. Upstairs, you’ll find two generously sized bedrooms, a full bath, extra closet for added storage and a finished/enclosed utility room with extra storage, creating ideal separation of space. Additional highlights include a spacious 2-car garage, paver entry, Hurricane fabric for the front entrance, side patio, and ample storage throughout. Overlook is a pet-friendly community (2 pets up to 100 lbs combined or one up to 60 lbs) with just 104 homes, featuring a geo thermal pool allowing year round swimming while overlooking the large lake that also features covered seating areas with restrooms. This is a great place to relax or visit with neighbors. Overlook is located directly across from Datsko Park, you’ll enjoy convenient access to playgrounds, basketball, volleyball, fitness areas, walking trails, and open green space. Monthly fees provide exceptional value and include water, trash, sewer, building insurance, roof, exterior maintenance and paint, and lawn care, allowing for a low-maintenance lifestyle. Centrally located, this home is just minutes to Tri-City Shopping Center (Publix, restaurants, shops, and gym), Clearwater mall with a Super Target and Costco, with easy access to US-19, both St. Pete–Clearwater Airport and Tampa International airport, award winning Clearwater Beach, downtown St. Petersburg, and Tampa. If you’re searching for a Clearwater end-unit townhome with pond views, no rear neighbors, vaulted ceilings, natural light, a 2-car garage, and low-maintenance living, this is a standout opportunity in one of the area’s most sought-after communities.
Listing is courtesy of: EXP REALTY (727-449-9276)
Listing Agent: Kathie Lea (727-422-9455)
1837 AUDREY DR, CLEARWATER, FL 33759
$431,900201 Days on yellowkey MLS ID: TB8447038
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1257 Built: 1957 Tax: $5,760 (2024)Community: Carlton TerraceSpa: NoSingle Family
Taxes:$5,760
Elementary School: McMullen-Booth Elementary-PN
Remarks: Beautifully Updated Pool Home with No HOA or Flood Zone and Seller will assist with Buyer closing Costs! This stunning 3-bedroom, 2-bath, 1-car garage pool home has been fully remodeled from top to bottom—offering the perfect blend of modern upgrades and Florida lifestyle living. Step inside to find a bright, open layout featuring a beautifully renovated kitchen with newer cabinets, sleek countertops, stainless steel appliances, decorative tile backsplash, and a skylight that fills the space with natural light. Both bathrooms have been tastefully updated, and the home features waterproof laminate flooring, fresh interior and exterior paint, and stylish tile in the kitchen and baths. Major improvements include a newer roof, updated windows and doors, new electric meter, and AC that runs great. Outside, enjoy your private backyard oasis—complete with a sparkling in-ground screen-enclosed pool that was resurfaced along with the deck in 2020. The home also offers a double driveway, extra concrete patio, and a custom-built tool shed. Centrally located near top-rated schools, shopping, restaurants, and beautiful Gulf beaches, this move-in-ready home truly has it all.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Bernardo Piccolo, Pa (727-463-7230)
1000 COVE CAY DR #2C, CLEARWATER, FL 33760
$179,900299 Days on yellowkey MLS ID: TB8414159
REDUCED by $9,100 (4.8%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1991 Tax: $3,637 (2024)Community: Cove Cay Village IiiCondo
Taxes:$3,637
Elementary School: Belcher Elementary-PN
High School: Pinellas Park High-PN
Remarks: HUGE PRICE DROP Step into a bright, easy-living 2-bedroom, 2-bath condominium that blends comfort with convenience from the moment you arrive. An inviting living/dining combo opens effortlessly for everyday lounging and weekend gatherings, while an enclosed, covered balcony extends your living space for morning coffee and sunset unwinding. The kitchen is thoughtfully finished with solid wood cabinetry and stone counters, giving you durable style and plenty of storage. All the essentials are here—including refrigerator, range with hood, microwave, dishwasher, and even an in-unit washer and dryer—so moving in feels simple and complete. Inside, you’ll appreciate central air and heat, a practical mix of tile and carpet underfoot, and window blinds that keep the light just right. Laundry is tucked inside for everyday ease, and safety is supported by a fire sprinkler system and smoke detectors. Daily life here is streamlined: you have an assigned covered carport plus additional open/guest options, and the residence sits on one easy level for comfortable access. Solid construction—block, concrete, and stucco on a slab with a built-up roof—adds peace of mind. Love amenities? This guard-gated community brings resort-style living to your doorstep with a clubhouse, pool, tennis courts, playground and park spaces, and it welcomes golf carts, too. Many essentials are covered for you—cable TV, high-speed internet, water, trash, security, exterior maintenance, and more—so weekends can look a lot more like leisure. [20:26] There’s flexibility built in as well: leasing is allowed with no minimum lease period (association approval required), giving you options as your plans evolve. Pet lovers will appreciate that a pet is permitted, and cats are A-OK. Outdoors, you’ll find sliding doors to your balcony and beautifully maintained grounds, plus community access to a brackish-water canal for a serene coastal vibe without the upkeep. With approximately 960 square feet of well-planned living space in a 1991-built residence, this home delivers the right spaces, the right finishes, and the right amenities for an everyday-retreat feel. If you’re looking for turnkey comfort, abundant perks, and effortless living, this one is ready for you.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Daniela Nankova-Silverstone (727-678-6783)
2029 STRATHMILL DR, CLEARWATER, FL 33755
$325,00049 Days on yellowkey MLS ID: TB8495886
3 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1496 Built: 2007Monthly Fee: $240 Tax: $2,780 (2025)Community: Highland GlenTownhouse
Taxes:$2,780
Remarks: Under contract-accepting backup offers. Spectacular End-Unit Townhome – Coastal Living Meets Modern Luxury WELCOME HOME! Experience the ultimate Florida lifestyle in this beautifully finished 3-bedroom, 2.5-bathroom end-unit townhome, perfectly situated on the Clearwater/Dunedin border. Bathed in natural light from extra windows and featuring soaring 10-foot ceilings on both levels, this home offers an expansive, airy feel that is rare to find. CHEF’S DREAM & DESIGNER DETAILS Enter through the welcoming foyer and discover an open-concept living, dining, and kitchen combo designed for effortless entertaining. The attention to detail is spectacular, including a downstairs half-bath with custom wainscoting and trim, a custom-crafted staircase, and gorgeous luxury vinyl plank flooring throughout the entire second floor. THE PRIMARY RETREAT The oversized Primary Suite is a true sanctuary, featuring a double vanity, deep garden tub, separate stand-up shower, and a large walk-in closet. Two additional upstairs bedrooms offer the perfect flexibility for a guest room, a quiet home office, or a creative space. LIFESTYLE & LOCATION You are truly in the heart of it all. Sports & Outdoors: Minutes from TD Ballpark (Spring Training home of the Toronto Blue Jays) and the scenic Pinellas Trail. Sun & Sand: Just 15 minutes to the world-famous Clearwater Beach. Dining & Shopping: Enjoy the charm of downtown Dunedin and Clearwater’s vibrant local scene just a short drive away. PEACE OF MIND BUILT-IN Rest easy with significant recent upgrades and safety features: Newer Roof (March 2024) and fresh interior/exterior paint. Located in Flood Zone X (no flood insurance typically required). Aluminum Hurricane Shutters included for maximum protection. Low monthly HOA fee covers all exterior maintenance. Zoned for excellent local schools with nearby private and charter options. This beautiful townhome is turnkey and ready to go for its next owner. Schedule your appointment quickly—this one won’t last!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Joe Orchard (727-265-1891)
920 N OSCEOLA AVE #603, CLEARWATER, FL 33755
$899,00043 Days on yellowkey MLS ID: TB8499529
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2021Monthly Fee: $1,782 Tax: $17,015 (2025)Community: Marina Bay 880Condo
Taxes:$17,015
Remarks: Under contract-accepting backup offers. WOW — this is a stunning south-facing unit in a rare 2021 luxury waterfront building right on the Intracoastal, steps form Downtown Clearwater and the beaches! Step onto your private balcony and enjoy breathtaking ever changing water views with your morning coffee or evening glass of wine. The south-facing orientation floods the home with natural light, making it feel bright and airy all day long. The layout flows beautifully from a seamless, open-concept gourmet kitchen into the expansive living area. The primary suite is a true retreat, featuring a generous walk-in closet and a spa-inspired bathroom with a large walk-in shower and separate controls. Both bedrooms open directly onto the balcony, inviting the serenity of the waterway inside. A spacious 12 × 11 den provides elegant flexibility as a refined home office or third bedroom. The kitchen shines with white wood cabinetry, quartz counters, and a large center island with seating. Resort-style amenities elevate everyday living: a 25-meter saltwater lap pool with Baja shelves, sauna, steam room, state-of-the-art fitness center, putting green, elegant clubroom, full concierge service, and more. This is coastal living at its finest — where every day feels like an exclusive vacation. A rare opportunity not to be missed! The unit comes with 2 parking spaces and storage space.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Tomoko Ryan (310-729-8662)
104 N ORION AVE, CLEARWATER, FL 33765
$514,90031 Days on yellowkey MLS ID: TB8503149
1 Days Off yellowkey (back on 5/9/2026)
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2484 Built: 1953 Tax: $1,394 (2025)Community: Sky Crest Unit 5Single Family
Taxes:$1,394
Elementary School: Skycrest Elementary-PN
Middle School: Coachman Fundamental-PN
Remarks: Rare spacious Tri-Split Home in highly desirable Skycrest. Discover a rare opportunity in Clearwater’s established Skycrest neighborhood—an impressively spacious 5-bedroom, 3-bath, 2,484 sq ft tri-split residence ideal for multigenerational living, extended family, or flexible work-from-home lifestyles. This thoughtfully crafted layout offers distinct private wings, giving everyone their own retreat while maintaining a warm, connected flow throughout the home with a recently updated kitchen serving as a central hub. With generous room sizes, multiple living areas, and a floorplan rarely found in this community, this property stands out as one of Skycrest’s most versatile and desirable homes. Step inside to find: Five bedrooms—perfect for large families or guest accommodations. Three full bathrooms, smartly positioned for privacy and convenience. Tri-split layout, ideal for in-laws or dual-suite living. Expansive 2,484 sq ft of comfortable, functional living space. Located in one of Clearwater’s most established neighborhoods, you’ll enjoy the charm of mature streets and the convenience of being just minutes from: World-famous sugar-sand Clearwater Beach. The vibrant nightlife, dining, and waterfront energy of Downtown St. Petersburg. The cultural, entertainment, and business hubs of Downtown Tampa. Whether you’re seeking room to grow, space to host, or a home that adapts to every stage of life, this Skycrest gem delivers unmatched flexibility in a prime central location. Ready for your personal touches. This home is the perfect canvas for your dream upgrades!
Listing Agent: Dan Abdullaj (727-480-2516)
1104/1106 AMBLE LN, CLEARWATER, FL 33755
$525,00024 Days on yellowkey MLS ID: TB8506423
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1801 Built: 1972 Tax: $4,966 (2025)Community: Hallmark SubApartment
Taxes:$4,966
Remarks: Investment opportunity in the heart of Clearwater! Well-maintained duplex located at 1104 & 1106 Amble Lane featuring two spacious 2-bedroom units with garages. Currently furnished. New Sherman Williams paint, updated windows, double pane sliders, new doors, beautiful tile flooring throughout, updated bathrooms and kitchens, central AC is both units with wall units as a bonus. Separate electric and water meters add convenience for investors and owner-occupants alike. Conveniently located near downtown Clearwater, beaches, shopping, dining, and major commuter routes. Excellent opportunity to live in one unit and rent the other, or add a solid income-producing property to your portfolio!
Listing Agent: Chris Sauger (727-420-1975)
2428 COLUMBIA DR #36, CLEARWATER, FL 33763
$127,00024 Days on yellowkey MLS ID: TB8506424
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $380 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$380
Remarks: Full of potential, this 2 bedroom, 2 bath 2nd floor condo in sought after On Top of the World offers an incredible opportunity to enjoy FL living at an affordable price. Just steps away from the East Activity Center & Pool for all the the fun year round activities! Featuring newer impact windows for added peace of mind & efficiency, plus the buildings laundry conveniently located just outside the back door, everyday living is made easy! Whether you're looking for a full time residence, seasonal retreat, or vacation get away, this home checks all the boxes. Ideally located m a non flood zone, yet just a short drive to the stunning Gulf Coast beaches, you truly get the best of both worlds. Enjoy this 55± vibrant, resort style lifestyle Clearwater is known for, with endless amenities, activities, and social opportunities right at your fingertips. Don't miss a chance to own a piece of paradise at an unbeatable value, your dream starts here! 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.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Shannon Burskey (727-723-5035)
2463 BRAZILIA DR #39, CLEARWATER, FL 33763
$139,90024 Days on yellowkey MLS ID: TB8505354
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1970 Tax: $155 (2025)Community: On Top Of The WorldCondo
Taxes:$155
Remarks: Welcome to 2463 Brazilia Drive, Clearwater, FL — Unit in the Sought-After 55+ On Top of the World Community! This bright and move-in ready 2-bedroom, 1-bath condo offers 1,100 square feet of comfortable Florida living in one of Clearwater's most established active adult communities. Step inside to a spacious, open-concept living and dining area featuring neutral tile flooring, abundant natural light, and a warm, inviting layout perfect for everyday living or entertaining. The living room showcases generous dimensions with room for full-sized furniture, flowing seamlessly into the dining area accented by a classic chandelier. The enclosed Florida room adds valuable bonus space — ideal as a home office, hobby room, or quiet reading retreat. Both bedrooms are well-proportioned with ample closet storage and ceiling fans for year-round comfort. The kitchen and bath are well-maintained and ready for your personal touch. As a resident of On Top of the World, you'll enjoy resort-style amenities including golf courses, swimming pools, a modern fitness center, tennis and pickleball courts, walking trails, a pet park, and a full calendar of clubs and social activities. The monthly condo fee conveniently covers internet, cable TV, and grounds maintenance. Ideally located in Pinellas County, this home puts you just minutes from premier shopping, dining, and Clearwater's award-winning Gulf beaches. Lease approval required through the association — minimum 6-month lease, maximum one year at a time. Don't miss this opportunity to enjoy comfort, convenience, and value in one of Clearwater's most vibrant 55+ communities!
Listing is courtesy of: INTERNATIONAL TOP AGENTS REALTY (727-260-0848)
Listing Agent: Ari Abdi (727-599-0005)
628 CLEVELAND ST #1011, CLEARWATER, FL 33755
$549,90024 Days on yellowkey MLS ID: TB8505386
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 2008Monthly Fee: $1,059 Tax: $6,702 (2025)Community: Station Square CondoCondo
Taxes:$6,702
Remarks: Welcome to vibrant downtown Clearwater living! This spacious 10th-floor unit offers 2 bedrooms, 2 bathrooms, and an impressive 1,856 square feet of beautifully finished living space. It also includes a versatile den that can easily function as a home office, media room, guest space, or additional sleeping area. This unit is perfectly positioned in the heart of downtown Clearwater just a couple of blocks from beautiful Clearwater Bay and only two miles from world-famous Clearwater Beach. Clearwater beach is commonly ranked as one of Florida's top Beach's and is known for its soft sugar-sand, calm Gulf waters and stunning sunsets. Inside, you’ll appreciate the generous open floor plan and comfortable layout designed for both everyday living and entertaining. Not to mention the upgraded finishes that give the unit its true luxurious sparkle. So if you are looking to enjoy being just blocks from The BayCare Sound, an incredible waterfront concert venue and home to the annual Clearwater Jazz festival, restaurants, entertainment, parks, waterfront activities, and local events that are walkable from your front door this is the unit for you. Not to mention golfers will love the nearby Clearwater Country Club, while outdoor enthusiasts will appreciate having the Pinellas Trail right outside, offering roughly 50 miles of biking, walking, and recreation throughout Pinellas County. With its 10th-floor setting, beautiful views, spacious design, flexible den, luxury finishes, and unbeatable downtown location, this condo offers the perfect blend of comfort, convenience, and Florida lifestyle.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: David Mccollum (727-320-5648)
2768 BELLE HAVEN DR, CLEARWATER, FL 33763
$220,00091 Days on yellowkey MLS ID: TB8481981
1 Days Off yellowkey (back on 3/4/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1086 Built: 1952 Tax: $2,540 (2025)Community: Belle Haven Unit B RepSingle Family
Taxes:$2,540
Remarks: INVESTOR SPECIAL, Prime Clearwater Location - sitting on a generous .27-acre lot with a large backyard and serious upside potential. This property needs TLC and offers the perfect opportunity to rework the layout into a highly desirable 3-bedroom, 2-bathroom home. Located just 6 minutes from Downtown Dunedin, 1 minute from US-19 for easy access north and south, and approximately 15 minutes to the Gulf beaches, this is a value-add opportunity in a strong resale area. Bring your vision and contractor — the location, lot size, and potential make this one worth the effort. According to property records, the roof was replaced in 2009 and the HVAC in 2010.
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Montana Wynant (910-789-2789)
2047 GREENBRIAR BLVD, CLEARWATER, FL 33763
$299,99932 Days on yellowkey MLS ID: OM723771
0 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1128 Built: 1961Monthly Fee: $12 Tax: $905 (2025)Community: GreenbriarSingle Family
Taxes:$905
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Remarks: Under contract-accepting backup offers. Live the Florida lifestyle you have been looking for in this comfortable 2 bedroom, 1 and 3/4 bathrooms single family home on Greenbriar Blvd in Clearwater. Designed for both everyday charm and easy entertaining, the home features a flexible layout with a bright living room, separate family room, formal dining space, and a casual dining area just off the kitchen. Enjoy seamless indoor outdoor living as you step onto your private wood deck, perfect for morning coffee, relaxed evenings, or hosting friends. A two car garage adds convenience and extra storage. Set within a quiet, established neighborhood, this home offers a peaceful setting while keeping you close to everything Clearwater and nearby Dunedin has to offer, from beautiful Gulf beaches minutes away to local golf courses, shopping, dining, and everyday essentials. For those seeking added amenities, Greenbriar Club is an optional HOA that provides access to a community pool, fitness center, and clubhouse, within walking distance giving you even more ways to enjoy your time at home. Whether you are looking for a full time residence or a seasonal retreat, this property offers comfort, flexibility, and a lifestyle buyers love.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lelah Hughes (407-342-2334)
1507 CARLOS AVE, CLEARWATER, FL 33755
$243,000306 Days on yellowkey MLS ID: A4660426
1 Days Off yellowkey (back on 11/21/2025)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1494 Built: 1956 Tax: $2,888 (2024)Community: Highland Terrace ManorSingle Family
Taxes:$2,888
Elementary School: Sandy Lane Elementary-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Short Sale. Short Sale has been approved at list price.– Investor Opportunity! This 3-bedroom, 2-bath home in Clearwater offers strong potential and solid cash flow. While the property does need significant repairs and updates, it currently has a tenant in place paying $2,500/month. The tenant has expressed interest in renewing, offering a great opportunity for continued rental income. Located in a well-established neighborhood near schools, parks, and just minutes from Downtown Clearwater and the beaches. Sold AS-IS. Buyer to verify all measurements. Short sale subject to lender approval.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Troy Funk (941-241-3850)
3408 FAIRFIELD TRL, CLEARWATER, FL 33761
$765,000170 Days on yellowkey MLS ID: TB8456035
REDUCED by $24,000 (3.0%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2411 Built: 1987Monthly Fee: $8 Tax: $10,993 (2024)Community: Trails Of CountrysideSpa: NoSingle Family
Taxes:$10,993
Elementary School: Curlew Creek Elementary-PN
High School: Palm Harbor Univ High-PN
Middle School: Palm Harbor Middle-PN
Remarks: GREAT PRICE DROP!! Welcome to this beautifully updated family home located in the highly desirable Trails of Countryside neighborhood. This spacious split-floor-plan residence offers 4 bedrooms, 2 baths, and a 3-car garage, thoughtfully designed for both everyday living and entertaining. The heart of the home features a remodeled kitchen with granite countertops, wood cabinetry, stainless steel appliances, and a brand-new stove, opening seamlessly to a light-filled family room with a cozy wood-burning fireplace and serene backyard views. The primary suite has been enhanced with a newly updated bath, while the second bathroom features a new bathtub. Luxury vinyl flooring has been installed in the bedrooms and the living and dining areas, as well as the bathrooms, creating a modern, durable, and cohesive feel throughout the main living spaces. Recent improvements include a new roof (2023), new lights and ceiling fans in every room (2023), a new digital water softener (2025), updated sprinkler system (2024–2025), completed stucco repairs, and fresh exterior paint, offering peace of mind and strong curb appeal. Step outside to the screened pool and outdoor living area—ideal for entertaining or unwinding—featuring pavers, a covered lanai, and an updated koi pond with new fish, creating a tranquil backyard oasis. Conveniently located in the Countryside area of Clearwater, this move-in-ready home is close to shopping, dining, beaches, and airports. A wonderful opportunity to own a thoughtfully updated home in one of Clearwater’s most sought-after communities.
Listing is courtesy of: WATERFRONT REALTY TAMPABAY (727-320-9283)
Listing Agent: Crystal Towe (859-492-8861)
18675 US HIGHWAY 19 N #357, CLEARWATER, FL 33764
$199,000101 Days on yellowkey MLS ID: TB8476616
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1968Monthly Fee: $360 Tax: $3,198 (2025)Community: Bay Aristocrat Village Mobile Home Park UnrecMobile Home
Taxes:$3,198
Remarks: Under contract-accepting backup offers. Have you ever dreamt about waking up by the water? This is not simply a property. It is a front row seat to the bay, a cozy retreat filled with light, and a rare opportunity to own a slice of the Florida coastal lifestyle. Set along the beautiful shoreline of Tampa Bay, this two-bedroom, two-bath Bayfront home captures everything buyers imagine when they dream of waking up by the water. Four expansive sliding glass doors frame a spectacular sunroom that blurs the line between indoors and out, flooding the home with sunshine and uninterrupted water views. The new deck has been thoughtfully designed to maximize the water vistas, creating the perfect setting for morning coffee as the sun rises over the bay or evening gatherings as the sky melts into soft coastal hues. Beautiful gray luxury vinyl flooring runs throughout, offering a clean finish that complements this home layout. The spacious laundry room and additional storage provide the practicality so often missing in waterfront properties, making this home as functional as it is beautiful. Every space feels intentional and inviting, from the open living areas designed for conversation and connection to the quiet bedrooms that offer a peaceful retreat after long beach days. The vibes here are pure coastal charm, comfortable, welcoming, and effortlessly cozy. This is the kind of home where windows stay open to the salt air, where neighbors become friends, and where weekends turn into lifelong memories. BAV is a vibrant 55+ community filled with amenities and activities. Life in BVA is about more than the view. It is about sunset walks along the bay, and a close knit waterfront community that values both privacy and connection. It is about generations returning year after year, creating traditions by the water and collecting moments that matter. Whether you’re enjoying social gatherings, two scenic fishing piers, a heated swimming pool, a hot tub, shuffleboard courts, or a beautifully appointed clubhouse, there’s always something to enjoy here. With access to nearby bike trails, pristine Clearwater Beach, and the charming towns of Safety Harbor and Dunedin, you’ll find endless opportunities for adventure just minutes from home. Major shopping, dining, and entertainment options are a short drive away, and both Clearwater-St. Pete and Tampa International Airports are just 15–20 minutes away. At Bay Aristocrat Village, every day feels like a vacation. Experience coastal living at its finest in this beautiful home, where comfort, beauty, and a warm sense of community come together to create your perfect retreat. (Updates include Water heater 2025, HVAC 2018, Flooring 2024, Vapor Barrier, Insulation, HVAC duct work, Washer/Dryer 2025)
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Scarleth Johnson (727-433-5008)
2440 WORLD PARKWAY BLVD #46, CLEARWATER, FL 33763
$179,50030 Days on yellowkey MLS ID: TB8503314
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1979 Tax: $2,555 (2025)Community: On Top Of The WorldCondo
Taxes:$2,555
Remarks: Pristine, beautifully furnished, and truly move-in ready—this charming home offers all the comforts of home in one of the area's most sought-after 55+ communities. Ideally situated at the end of a quiet cul-de-sac, you'll enjoy peace, privacy, and picturesque golf course views right from your own backyard. Simply bring your toothbrush and casual clothes and begin living the country club lifestyle you've been dreaming of. Located in On Top of the World, this vibrant and highly desirable community offers an unmatched array of amenities. Residents enjoy two private golf courses, including both 9-hole and 18-hole options, two beautifully appointed clubhouses, heated swimming pools, a billiards room, lapidary studio, woodworking shop, and an outdoor BBQ gazebo. The social calendar is always full, with dances, live entertainment, exciting trips, and clubs catering to virtually every interest. This is more than just a home—it's a lifestyle.
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Deb Bonomo (727-733-3777)
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