Location: Clearwater , 33755
Do Not Show Listings
2025 PLAZA DOLORES, CLEARWATER, FL 33755
$375,000155 Days on yellowkey MLS ID: TB8460060
REDUCED by $15,000 (3.8%) on 05/01/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1083 Built: 1953 Tax: $2,367 (2025)Community: La Jolla SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,367
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Tucked away on the charming Plaza Dolores cul-de-sac, this solid 1950s concrete block home offers an ideal Florida retreat with a shady front porch and colorful yard. Inside, enjoy recent renovations including windows, flooring, kitchen, bath, and a new 2024 roof, while original hardwood floors add timeless character. The spacious living room flows into a stylish eat-in kitchen with stainless steel appliances, granite countertops, and ceramic plank flooring. A bright rear porch overlooks the fenced backyard and opens to a large deck, perfect for relaxing or entertaining. Ideally located adjacent to the Pinellas Trail and just minutes from downtown Dunedin and Clearwater, with easy access to beaches, golf, dining, breweries, parks, and marinas. This sought-after Clearwater - Dunedin location offers excellent potential as a primary home, seasonal getaway, or high-demand rental, with no flood insurance required and no storm damage—all just steps from Edgewater Linear Park and breathtaking sunset views.
Listing is courtesy of: BILTMORE GROUP INC (727-559-2008)
Listing Agent: Sheena Hunter (727-512-1950)
1325 MARY L RD, CLEARWATER, FL 33755
$344,00095 Days on yellowkey MLS ID: TB8484794
REDUCED by $3,000 (0.9%) on 04/30/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1956 Tax: $2,892 (2025)Community: Betty Lane Heights 2Nd AddSpa: NoSingle Family
Taxes:$2,892
Elementary School: Sandy Lane Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Welcome to Your Dream Home! Discover this stunning 4-bedroom, 2-bathroom fully remodeled home that is move-in ready! With a brand-new roof and a 2-year-old A/C, this property boasts an updated electrical system with upgraded lighting for modern living. The heart of the home features new cabinetry, beautiful granite countertops, and a kitchen island. Enjoy the luxury of new bathrooms and gorgeous ceramic tile flooring throughout the living areas, complemented by luxury vinyl plank flooring in the bedrooms. The huge master bedroom includes a generous walk-in closet plus an additional closet for all your storage needs. Added conveniences include an inside utility room, new doors, and stylish window treatments. Step outside to a new wooden deck, ideal for relaxing time, while enjoying your large back yard. Located just 10 minutes from the beautiful Clearwater Beach and one mile from pristine golf courses, shopping centers, medical facilities, and schools, this home offers the perfect blend of comfort and convenience. No Flood Zone, No Homeowners Association and seller will assist the buyers with a $5,000.00 credit for theirs closing costs. Don't miss out on this beauty—schedule your showing today, as it’s poised to sell quickly!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Roberto Diaz (813-928-5485)
1175 JACKSON RD, CLEARWATER, FL 33755
$1,100,000242 Days on yellowkey MLS ID: O6352514
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2000 Built: 1925 Tax: $6,426 (2024)Community: Country Club AddSingle Family
Taxes:$6,426
Tax Year: 2024
Remarks: Historic Clearwater This home has a 1.1 Million dollar appraisal Great AIr BB potential 100 year old renovated Spanish Revival property at Motivated Sellers Great AIRBB potential 14 thousand gallon new salt water pool, with 8 person Spa The home features 4 bedrooms, 2 baths with glass shower enclosures A Kitchen and Butlers Pantry: 3 refrigerators 2 full size sinks professional quality ice maker Granite countertops Maple cabinets including spice racks, kitchen mixer stand, kitchen step ladder and knife drawer Chef quality FISHER PAYKAL appliances with range hood Under counter and in cabinet lighting The living original fireplace has been restored All bedroom, kitchen and living room floors are real wood with 9’ ceilings Bathroom floors are Marble Dining room has a 16’ ceiling banked with windows Marble floor Minka Ceiling Fans 600 sq feet master bedroom, to a mother in law suite, or a family room with a wall of floor to ceiling windows and French doors Marble floors Shower has terrazzo walls and sitting bench All windows and doors are hurricane rated and have custom wood Plantation shutters A lush backyard provides mature palm trees, bamboo and Plumeria 3 fountains A new Island Way Pool 14,000 gallon in ground pool with a 14 x 5’ spa and 3 pool fountains State of the art lighting and mechanics Pool includes 2 state of the art pool alarms and locked self closing security gates. (Florida state law enacted October 2025) requires sales of (All ) homes with pools must have self closing state approved security gates and fences and pool alarms before property closing 6 foot wood fencing with 2 gates New pavered driveway allows for up to 5 cars Boat or small RV parking New Sewer New industrial gas lines allow for the addition of a house hold size Generator New HVAC and all Air ducts replaced Conveniently located near CLearwater Academy, 10 minutes to Clearwater beach and 5 minutes to THE SOUND A Historic MUST SEE
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
331 CLEVELAND ST ##301, CLEARWATER, FL 33755
$768,00056 Days on yellowkey MLS ID: TB8496794
REDUCED by $80,000 (9.4%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1772 Built: 2008 Tax: $5,479 (2025)Community: Water's EdgeSpa: YesCondo
Taxes:$5,479
Remarks: NON EVACUATION ZONE BUILDING RESTS ATOP A 50 FT. BLUFF & BLDG HAS NEVER LOST POWER. The locale is the stuff of dreams..a poignant waterfront bluff within the enviable Downtown Clearwater Corridor walkable to the adjacent BayCare Sound, the Park, the Capital Theatre and a bevy of Downtown Clearwater shoppes, restaurants, pubs and coffee spots. Imagine western sunsets and water vistas without navigating the Barrier Islands bridge..THIS REMARKABLE AND RARE LOWER FLOOR COACHMAN IS A RARITY WHERE ONLY A FEW OF THESE EXIST, AND ALLOW THE SECOND BEDROOM THE SPACIOUSNESS TO AFFORD YOU A KING BED, BUNK BEDS AND A CAVERNOUS WHOLE WALL CLOSET INSTALLATION BEYOND MEASURE. The condo home itself offers a waterside balcony accessible from both the great room and the primary suite. While the floor plan is open and integrated for gracious living, the interiors reflect a soft warm aesthetic punctuated by earth tones, solid wood cabinetry, stone counters and meticulous baths. THERE ARE ELECTRIC SHADES FOR ADDED COMFORT. A DEN AREA/OFFICE SPACE LENDS A DEDICATED FUNCTION TO THIS WELL POSITIONED AND PRACTICAL BONUS! There are waterfront and plantings vistas that will remain intact despite a planned tower next door, from the renderings provided a pool will be the focal point hence the easement will be generous, and allow this unit to retain its’ views. Waters Edge is a luxurious Opus South built masterpiece with 24 hr manned concierge desk within the glorious lobby, a stunning social arena with spectacular new furnishings, a 5th floor state of the art fitness center, pool w/canopied cabanas. OH, AND YOU HAVE 2 ASSIGNED PARKING SPACES AND A PRIVATE AIR CONDITIONED STORAGE LOCKER..
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Rafal Wazio (727-424-4629)
1799 N HIGHLAND AVE #106, CLEARWATER, FL 33755
$129,900101 Days on yellowkey MLS ID: TB8482179
REDUCED by $4,000 (3.0%) on 04/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Monthly Fee: $578 Tax: $1,929 (2025)Community: Fountain Square CondSpa: NoCondo
Taxes:$1,929
Remarks: Wonderful ALL-AGE Condo in Clearwater Under $134K This beautiful condo in Fountain Square is ideally situated between Clearwater and Dunedin. This move-in ready residence offers two bedrooms and one-and-a-half bathrooms, along with big-ticket upgrades that give you long-term peace of mind, including a New Roof (2026), A/C system (2024) Water Heater (2024) and newer kitchen appliances. The interior welcomes you with a light-filled, freshly painted space complemented by luxury vinyl flooring throughout. A private balcony provides a pleasant retreat for relaxation. Residents enjoy access to desirable community amenities, including a clubhouse, swimming pool, and on-site laundry facilities. Conveniently located just minutes from the shopping, dining, and entertainment options of both Clearwater and Dunedin, this meticulously maintained condo presents exceptional value in a highly sought-after location.
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Michael Morton (727-580-0073)
1161 JACKSON RD, CLEARWATER, FL 33755
$529,900189 Days on yellowkey MLS ID: TB8454348
REDUCED by $5,100 (1.0%) on 04/05/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1565 Built: 1948 Tax: $8,081 (2025)Community: Country Club AddSingle Family
Taxes:$8,081
High School: Clearwater High-PN
Remarks: NEW PRICE! Stunning fairy-tale pool home in popular and prestigious "Presidential Area" in the heart Clearwater. Yes, you will be living next to the new up and coming Downtown and just minutes from the beaches and shopping, but still feel tucked away in a little resort on your own. This is true Florida living. This beautiful home features an additional, independent pool home or in-law suite, a detached garage and wonderful manicured pool area, great for entertaining. Main home has been restored and maintained with many original features and a really gorgeous original wood floor, also professionally refinished (sooooo beautiful!!!) It features two spacious bedrooms, one full bath and a half bathroom. In addition it has a light and bright sunroom which can be used as an office, gym or as an extra guest room. Out back, you'll find the detached pool house/in-law guest suite, also featuring a full bath. Enjoy your Florida paradise also from your large, screened porch overlooking the sparkling SALTWATER POOL surrounded by a beautifully paved deck! A one-car detached garage and a long driveway provide ample parking spaces. Make sure to check out all photos. This is the house you have been waiting for! NON-FLOOD, NON-EVACUATION ZONE, NO HOA. New Roof.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Tomoko Ryan (310-729-8662)
900 N OSCEOLA AVE #401, CLEARWATER, FL 33755
$1,099,90051 Days on yellowkey MLS ID: TB8500267
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1960 Built: 2021 Tax: $17,490 (2025)Community: Marina Bay 880 CondoCondo
Taxes:$17,490
Remarks: Luxury Redefined at Marina Bay - Experience the pinnacle of waterfront living in this exquisite, single-owner corner residence. Occupied for only three months, this home presents as a brand-new masterpiece, offering the rare advantage of being sold fully furnished with Restoration Hardware collections. As a coveted end unit, the floor plan is bathed in natural light from three sides, showcasing panoramic water views through expansive windows and two private balcony —perfect for enjoying Clearwater’s legendary sunsets. No detail has been overlooked in this 3-bedroom, 2-bathroom sanctuary. The interior features a designer palette of Farrow & Ball paint, while the spa-style bathrooms are upgraded with Toto touchless toilets and washlets. The chef’s kitchen is an entertainer’s dream with high-end appliances and a stone-clad island, complemented by a newer Samsung laundry suite and private storage. Living at Marina Bay means embracing a 24/7 resort lifestyle. Enjoy world-class amenities including a full-service concierge, heated pool and spa, fitness center, sauna, and putting green. For boaters, the on-site marina offers leasable slips just steps from your door. Located in the heart of Downtown Clearwater, you are within a short distance of the newly developed Coachman Park and The Sound Amphitheater, and only minutes from the nation’s top-rated beaches. This isn't just a home; it is a meticulously curated lifestyle waiting for its next owner.
Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)
Listing Agent: Wesley Weber (727-503-7865)
200 N BETTY LN #1C, CLEARWATER, FL 33755
$125,00086 Days on yellowkey MLS ID: A4686445
REDUCED by $24,900 (16.6%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1955Monthly Fee: $497 Tax: $1,347 (2025)Community: Betty Drew Apts Co-OpCondo
Taxes:$1,347
Remarks: Welcome to Unit 1-C at 200 N Betty Lane! This 55+ cooperative community offers an inviting opportunity to enjoy relaxed, low-maintenance living in the heart of Clearwater. This charming unit comes completely TURNKEY FURNISHED and features a comfortable and efficient layout that makes the most of its space. The bright interior creates a warm and welcoming atmosphere, while the functional floor plan provides comfort and flexibility. Whether you're looking for a full-time residence, an investment property, or a seasonal retreat, this condo offers a wonderful place to call home! This 1-bedroom, 1-bath unit features low maintenance TERRAZO flooring, stainless steel appliances, and the convenience of GROUND FLOOR living - Just steps away from your assigned COVERED parking space, assigned private storage area, and the ground level laundry room! The location is another standout feature. Walk to the beautiful Clearwater Country Club or take a short 10-minute drive to the world-famous Clearwater Beach, celebrated for its powder-soft sand, beautiful Gulf waters, and spectacular sunset views. Whether you enjoy morning beach walks, waterfront dining, or simply soaking up the Florida sunshine, the coast is always within easy reach. Nearby Coachman Park has recently been beautifully redeveloped and serves as a gathering place for concerts, festivals, and waterfront recreation throughout the year. Residents can also explore local attractions such as the Clearwater Marine Aquarium, a beloved destination known for marine life rescue and education. Everyday conveniences are close at hand as well, with shopping, grocery stores, medical services, and dining options located just minutes from the community. The central Pinellas County location also allows easy travel throughout the Tampa Bay area, with convenient access to both St. Petersburg and Tampa for additional cultural attractions, sporting events, and airport access. Unit 1-C at 200 N Betty Lane offers the perfect blend of comfort, community, and location—making it an excellent opportunity to enjoy the relaxed lifestyle that makes Clearwater such a sought-after place to live.
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
331 CLEVELAND ST #1101, CLEARWATER, FL 33755
$975,000180 Days on yellowkey MLS ID: TB8456502
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1676 Built: 2008 Tax: $13,359 (2024)Community: Water's Edge CondoCondo
Taxes:$13,359
Remarks: Gorgeous, no-expense-spared, fully remodeled 11th-floor luxury condo offering breathtaking water and downtown views. Completely updated since 2023, including a brand-new Bosch A/C installed December 2025, this stunning residence showcases impeccable craftsmanship and high-end finishes throughout. Highlights include epoxy flooring throughout, quartz countertops, custom marble backsplashes, and solid wood custom cabinetry with abundant storage. The chef’s kitchen is equipped with top-of-the-line appliances, including a Sub-Zero refrigerator, Viking French double ovens, Viking induction range and hood, Bosch dishwasher, and microwave, along with a large double pantry featuring pull-out shelving. An electric fireplace with quartz surround adds warmth and elegance to the living space. The dining area features a striking 60-inch marble table seating six, which conveys with the sale and perfectly complements the oversized quartz island. Adjacent is a beautifully designed work desk area with quartz countertops, custom marble backsplash, and illuminated glass-front cabinets. The inside laundry room offers newer stackable washer and dryer, additional storage, and houses the new A/C unit. Nearby is the updated guest bathroom with a walk-in shower and lighted mirror, along with a spacious guest bedroom featuring a walk-in closet and custom Ethan Allen blackout shades for restful nights. On the opposite side of the unit, the living area and exquisite primary retreat both enjoy sweeping water and city views, enhanced by automated window shades. The large primary suite offers his-and-hers closets and a spa-like en-suite bathroom with double custom vanities, illuminated mirrors, porcelain tile, soaking tub, and a walk-in shower with multiple jets and handheld spray. Step onto the expansive balcony to take in picturesque views of the Intracoastal Waterway, Clearwater Memorial Causeway Bridge, and Clearwater Beach. Additional features include Category 5 impact-rated windows, high ceilings, Restoration Hardware chandeliers in the dining and living areas, fresh interior paint, a 2023 tankless water heater, and a massive walk-in storage room just off the entry. The unit includes two assigned under-building parking spaces and a private storage locker. Waters Edge offers exceptional resort-style amenities, including a club room with billiards, bar, private dining area, and full kitchen available for private events; an outdoor patio overlooking the marina, Coachman Park, and The Sound music venue; a heated pool and spa with cabanas, grills, and outdoor fireplace; and a state-of-the-art fitness center with sauna. Ideally located near shopping, dining, and entertainment, and just over the bridge from the world-famous powder sands of Clearwater Beach, this extraordinary residence is truly one of a kind! An absolute must-see!!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Ryan Nowlin (727-647-8089)
306 CASLER AVE, CLEARWATER, FL 33755
$425,00057 Days on yellowkey MLS ID: TB8498863
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1556 Built: 1952 Tax: $875 (2025)Community: Grand View TerraceSingle Family
Taxes:$875
Elementary School: Skycrest Elementary-PN
Remarks: Beautiful 3 bed 2 bath home centrally located in the Grand View Terrace neighborhood of Clearwater Florida. Home to a visual artist the interior features sleek modern upgrades to the bathrooms and kitchen along with beautifully finished concrete floors throughout. This home is high and dry in flood zone X and comes equipped with newer windows and hurricane shutters. Outside there are several mature trees that provide shade along with several fruit trees. Don't miss this Clearwater gem!
Listing is courtesy of: OAKSTRAND REALTY (888-912-5258)
Listing Agent: Adam Randall (727-504-0866)
700 N OSCEOLA AVE #606, CLEARWATER, FL 33755
$775,000145 Days on yellowkey MLS ID: TB8465967
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1741 Built: 2004 Tax: $12,800 (2025)Community: Bayview Condo ClearwaterCondo
Taxes:$12,800
Remarks: This gorgeous condo was fully renovated from top of bottom in 2023, including all new appliances and AC. There are fantastic views to the South showing off a wide expanse of the Intracoastal Waterway. Located in the beautiful Bayview Condominium building, this spacious condo is sure to please. Besides the two bedrooms with water views, there is a spacious den that is perfect for an office or guest room. The condo comes with two parking spaces under the garage as well as a deeded boat slip. Entertain guests in the beautiful club room, or out by the pool that also overlooks the Intracoastal. There was a special assessment for $3,000 for each unit, which the Seller has already paid. The work being done includes some stucco and roof work, as well as a new electronic entry system,and the pool is currently closed for renovations. Watch the fireworks and boat parades from the privacy of you expansive balcony, and listen to concerts from The Sound from the comfort of your living room! This is a gem of a condo just waiting for it's new owners. NOTE: The dock size is a total guess as I do not have access to get to the docks so could not measure that.
Listing is courtesy of: PAM RYAN REALTY INC (727-442-2822)
Listing Agent: Pam Ryan Anderson (727-442-2822)
1028 SUNSET POINT RD #R7, CLEARWATER, FL 33755
$1,995,500297 Days on yellowkey MLS ID: TB8412168
0 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026 Tax: $1,000 (2023)Community: Serena By The SeaSpa: YesTownhouse
Taxes:$1,000
Tax Year: 2023
Remarks: Under Construction. Brand New Construction Residences at Serena by the Sea! Enjoy the privacy of townhome-style living in Serena's gated community with 23,000+ square feet of resort-style amenities outside your doorstep. Residence #7 is a 3-level, 3 Bedroom, 2.5 Bathroom, 2-Car Garage townhome with Elevator accessing all levels. The first level welcomes you with its entry Foyer, Garage, Bonus Room/Den, and Covered Porch opening to the Private Rear Garden. Choose between your Elevator or Stairs up to the Main Living Level featuring an open floor plan perfect for entertaining with spacious Kitchen offering a large island bar and high-end Gaggenau and Bosch appliance options, seamless Living & Dining areas, and covered Balcony ideal for dining al fresco overlooking the lush community gardens. A Powder Room services this main level for guests. Private quarters on the Third Level boast a luxurious Owner Suite with large walk-in closet, En Suite Bathroom with double vanity and glass enclosed bathing area featuring a double shower beside a relaxing soaking tub. The Second and Third Bedrooms share a well-appointed hall Bathroom with glass enclosed shower. The home's Laundry Room is also conveniently located on this Bedroom level. The total of approx. 4,026 SF includes 3,203 SF of interior living space, plus Garage, Porch, and Balcony - luxury living at its finest!
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Joseph Kotula (571-331-5886)
1021 FAIRBURN AVE, CLEARWATER, FL 33755
$410,000113 Days on yellowkey MLS ID: O6382876
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1964 Tax: $5,212 (2025)Community: Fair Burn AddSingle Family
Taxes:$5,212
Remarks: Fractional Ownership. Prime Clearwater gem in the heart of sought-after Clearwater 33755 NO HOA, NO CDD and located outside the flood zone! This spacious home boasts a functional layout with multiple bedrooms and bathrooms, perfect for everyday living or entertaining. Enjoy a fully fenced yard ideal for pets and outdoor gatherings and quality features such as granite countertops and easy to maintain flooring throughout. With room for expansion or personalization, this property presents great potential and value. Location is exceptional just minutes to the Clearwater Golf Course, vibrant Downtown Clearwater’s dining/shopping, and the world-renowned Clearwater Beach and Pier District. A wonderful opportunity to live in a convenient, quiet residential neighborhood with access to all coastal lifestyle amenities. Don’t miss this one!
Listing is courtesy of: MONTESOL REALTY, INC. (305-549-5053)
Listing Agent: Yisell Fernandez Reyes (813-462-6552)
1528 STEVENSONS DR, CLEARWATER, FL 33755
$278,500625 Days on yellowkey MLS ID: TB8307522
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1955 Tax: $2,698 (2023)Community: Stevensons HeightsSingle Family
Taxes:$2,698
Remarks: Charming 3-Bedroom Home with Stevenson's Creek Frontage! Discover your perfect home or next investment opportunity! This cozy 3-bedroom, 1-bath home is nestled along the serene Stevenson's Creek and boasts a variety of desirable features: Spacious eat-in kitchen, tiled flooring through out, Bright and inviting living room, 1-car carport, and fully fenced yard for privacy and security. Conveniently located to schools and shopping, short drive to area beaches and less than a 30 minutes from a major airport. With a nearby park and recreation center, this home is perfect for outdoor enthusiasts. Don't miss out on this hidden gem! Make it yours today!
Listing is courtesy of: GRACE REALTY & PROPERTY MGMT (800-497-4072)
Listing Agent: Beverly Grace (518-572-0204)
1874 DOUGLAS AVE, CLEARWATER, FL 33755
$289,500642 Days on yellowkey MLS ID: TB8301678
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1945 Tax: $3,225 (2023)Community: Sunset Point 1St AddSingle Family
Taxes:$3,225
Remarks: Check out this hidden gem! 3-bedroom, 1 bath home on large and private lot. Plenty of space for your garden or to turn into your own private oasis. Keep as an investment property or move in, the choice is yours! Call today for a tour.
1799 N HIGHLAND AVE #185, CLEARWATER, FL 33755
$177,000372 Days on yellowkey MLS ID: TB8394022
REDUCED by $7,500 (4.1%) on 04/02/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1179 Built: 1971Monthly Fee: $548 Tax: $2,593 (2024)Community: Fountain Square CondoCondo
Taxes:$2,593
Remarks: **NEW PRICE & $4,500 MOVE-IN CREDIT, DON'T MISS OUT ON THIS DEAL!!** This 3-bedroom, 2-bathroom condo offers a fantastic opportunity to get into the desirable Fountain Square community. Step inside to a spacious living area with plenty of room for a comfortable sectional and entertainment setup. The dedicated dining space flows nicely off the living room, and the kitchen offers ample cabinet and counter space for everyday use. A convenient half bath on the main floor adds extra functionality. Upstairs, the primary suite features a walk-in closet and private bath, with two additional bedrooms and a second full bathroom just down the hall. Out back, the fully fenced patio provides a private spot to unwind or enjoy the Florida sunshine. Fountain Square residents enjoy access to a large heated pool, a clubhouse, and a community gym. The monthly condo fee includes water, trash, cable, exterior maintenance, insurance, pest control, and more, making for truly low maintenance living. Located just minutes from world famous Clearwater Beach, plus shopping, dining, and local conveniences, this is a great opportunity to enjoy the Florida lifestyle in a well-established community!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Conor Green (973-494-1712)
306 MARSHALL ST, CLEARWATER, FL 33755
$899,90073 Days on yellowkey MLS ID: TB8493151
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2724 Built: 1925 Tax: $10,895 (2025)Community: Marshalls E.A. SubApartment
Taxes:$10,895
Remarks: Nestled in the heart of Clearwater, 306 Marshall St presents an incredible opportunity to own a versatile two-dwelling triplex in a prime location. This property offers a spacious 3-bedroom, 2-bathroom front house and two charming 1-bedroom, 1-bathroom units in the rear structure—perfect for multi-generational living, rental income, or a combination of both! The front house boasts an inviting layout with room for family gatherings, while the rear units provide cozy, private retreats. Whether you're looking to invest or settle down, this property delivers flexibility and potential. Location is everything, and this triplex places you at the center of Clearwater's best attractions. Spend your weekends soaking up live entertainment at The Sound, enjoying picturesque views of Clearwater Harbor, or exploring the vibrant shops, dining, and culture of Downtown Clearwater. And of course, you're just minutes away from the world-renowned white sands and sparkling waters of Clearwater Beach, consistently ranked among the nation's top beaches. Don't miss your chance to own a property that combines comfortable living, investment potential, and unbeatable proximity to everything Clearwater has to offer. Schedule your showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Neill Boyd (813-767-2694)
1365 OVERLEA ST, CLEARWATER, FL 33755
$209,000184 Days on yellowkey MLS ID: W7881369
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 988 Built: 1953 Tax: $2,097 (2024)Community: Pine Brook HighlandsSingle Family
Taxes:$2,097
Remarks: Under contract-accepting backup offers. Cozy block 2-bedroom Clearwater home with great potential and a larger-than-average 0.21-acre lot. Cheapest Clearwater Block Home as of Mar 23, 2026. The property backs up to a creek area with a gentle, bubbling water flow. Home includes a newer air conditioner and newer water heater, and the seller is willing to include a new roof with at $225k. The home itself is in a non-flood zone, with only a small portion at the back of the lot located in a designated flood zone. No deed restrictions, no pet restrictions, and no lease restrictions. Conveniently located near Downtown Clearwater, beaches, parks, and major roadways. A great opportunity for first-time homebuyers, investors, or anyone looking for a value-priced home. Buyers to sign sellers' standard disclosure addendum. All offers should be net to seller.
Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)
Listing Agent: Randal Jenkins (727-409-4663)
1407 TAFT AVE, CLEARWATER, FL 33755
$329,900136 Days on yellowkey MLS ID: A4680211
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1248 Built: 1962 Tax: $4,427 (2025)Community: Lincoln PlaceApartment
Taxes:$4,427
Remarks: **New Price Adjustment!!** Excellent investment opportunity in the heart of Clearwater! This well-maintained duplex at 1407 Taft Ave offers immediate cash flow with strong upside potential. Both units are currently tenant-occupied and rented below market value, making this an ideal property for investors or owner-occupants looking to increase returns over time. Unit A is a 2-bedroom, 1-bath residence renting for $1,150/month on a month-to-month lease, providing flexibility for a rent increase or future owner occupancy. Unit B is also a 2-bedroom, 1-bath unit leased at $1,195/month through 07/31/2026, delivering stable, long-term income. Each unit features its own private laundry room located in the backyard, a valuable amenity that adds convenience and tenant appeal. The property was updated by the prior owner and has been well cared for, making it a low-maintenance addition to any portfolio. Separate living spaces and thoughtful layout enhance privacy for both tenants. Located just minutes from downtown Clearwater, residents enjoy easy access to shopping, dining, public transportation, and major roadways. The property is a short drive to world-famous Clearwater Beach, local parks, and the Pinellas Trail, while also being close to employment centers, hospitals, and schools. With strong rental demand in the Clearwater market and continued area growth, this duplex presents a compelling opportunity for both seasoned and first-time investors. Don’t miss this income-producing property with built-in upside in a highly desirable Clearwater location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Lorena Marquez (941-933-0133)
1799 N HIGHLAND AVE #155, CLEARWATER, FL 33755
$113,00088 Days on yellowkey MLS ID: TB8487393
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Community: Fountain Square CondoCondo
Taxes:
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Remarks: Great opportunity. Property is being sold AS-IS. Cash offers only. Affordable corner unit ALL-AGE condo in Clearwater’s Fountain Square with great potential. This 2-bedroom, 1.5-bath unit (815 sq ft) offers a spacious layout, in-unit laundry, and a private fenced patio—perfect for relaxing or for pets. Community amenities include pool, fitness room, club house, assigned parking, and guest parking. Prime location—5 minutes to Dunedin, 12 minutes to Clearwater Beach, and walking distance to shopping, restaurants, and public transportation. Located in a non-flood zone.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monika Spadlo (847-507-5709)
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