Location: Fountain Square Condo, Clearwater
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1799 N HIGHLAND AVE #169, CLEARWATER, FL 33755
$165,00020 Days on yellowkey MLS ID: TB8510324
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (5.7%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Monthly Fee: $492 Tax: $2,682 (2025)Community: Fountain Square CondoSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,682
Elementary School: Sandy Lane Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. This 1st floor condo at Fountain Square is a true GEM!! So many updates in this 2BR, 1.5BA condo, Updated Kitchen, Freshly painted, new light fixtures, new doors, new vinyl plank flooring throughout and stylish new bathroom vanities, and a Fenced Patio for Privacy. Brand new A/C to keep you cool, and new hurricane windows installed in 2021. New Roof 2023. The kitchen has beautiful new shaker style cabinets, along with stainless appliances and granite countertops and a Reverse Osmosis Water Filtration system. Tons of closet space here and even a washer and dryer in the unit for your convenience. Another special part of this home is the beautiful fenced and very private patio oasis with easy access from your assigned parking spot. Did I mention that Dunedin is just 5 minutes away, or just a short drive to our World Famous Clearwater Beach. Or stay home and enjoy the community pool & fitness center and grill out on your private patio. This unit has a great location within Fountain Square, very quiet and private in the back of the community. Two small pets allowed. Assigned parking and plenty of guest parking too. All this and low HOA fees make it the total package! Fees include cable, roof, water, trash, and exterior maintenance. Walking distance to shopping , Dunedin Schools, Restaurants and so much to do nearby. This condo will not last, make an appointment to see it today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Holly Frandeka (727-244-0300)
1799 N HIGHLAND AVE #172, CLEARWATER, FL 33755
$130,0003 Days on yellowkey MLS ID: W7886496
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971 Tax: $1,700 (2024)Community: Fountain Square CondoCondo
Taxes:$1,700
Tax Year: 2024
Remarks: Welcome to your perfect Florida retreat! This beautifully updated 2-bedroom, 2-bathroom first-floor condo with smart features in the highly desirable Fountain Square community is a rare find! Renovated from top to bottom, this move-in-ready gem offers a seamless blend of modern comfort, functionality, and beachside charm. Step inside to discover fresh paint, luxury vinyl plank flooring throughout, new light fixtures, and stylish bathroom vanities that bring a sleek, contemporary feel to every space. The kitchen is a showstopper and has been fully transformed, featuring stunning countertops with backsplash, shaker-style cabinetry with undercabinet lights and stainless steel appliances — perfect for cooking, entertaining, and enjoying meals in style. Both bathrooms feature stylish tiles and mosaic accents. Great mirrored closet adds a clean, modern touch. This home has smart features you will love smart thermostat, water temperature indicating kitchen faucet, multicolor undercabinet lights and programmable front door lock. New roof already paid for by current owner will give peace of mind and long-term value. You'll also appreciate the abundant closet space and remote controlled fans in every room. The home enjoys plenty of natural light, and even includes a private balcony, adding to the inviting indoor-outdoor living experience. Assigned parking steps away from unit, guest spaces, and a pet-friendly policy (two small pets allowed) add extra appeal. Whether you're seeking a full-time residence, seasonal escape, or investment property, this unit checks every box. Located just minutes from Clearwater's award-winning beaches, Honeymoon Island, Caladesi Island, and Downtown Dunedin, you’ll love the vibrant coastal lifestyle. Enjoy nearby golf courses, dog-friendly walking areas, and local shopping, including a Walmart directly across the street for ultimate convenience. Fountain Square offers a wide range of amenities, including a sparkling pool, fitness center, clubhouse, laundry facilities, and well-maintained common areas. Low monthly HOA fees cover cable, water, trash, roof, and exterior maintenance—providing true stress-free living. This beautifully upgraded and sun-filled condo has everything you need and more.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
1799 N HIGHLAND AVE #79, CLEARWATER, FL 33755
$99,00026 Days on yellowkey MLS ID: TB8508022
REDUCED by $11,000 (10.0%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1971 Tax: $1,670 (2025)Community: Fountain Square CondoSpa: NoCondo
Taxes:$1,670
Remarks: One or more photo(s) has been virtually staged. Wonderful Opportunity in Fountain Square! This charming 1-bedroom, 1-bathroom condo offers affordable Florida living in a convenient Clearwater location just minutes from both Clearwater and Dunedin. The unit offers a functional layout with plenty of natural light, a spacious bedroom, comfortable living areas, an updated bathroom, a small private fenced patio, and an in-unit Washer/Dryer. Just a few steps away from the community pool, club house and the assigned parking space, this location is very convenient. The monthly condo fee includes water, trash, cable, exterior maintenance, insurance, pest control, and more, making for easy, low-maintenance living. Conveniently located near shopping, dining, entertainment, and just a short drive to world-famous Clearwater Beach, this condo is ideal as a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Niki Fiala (727-254-3141)
1799 N HIGHLAND AVE #3, CLEARWATER, FL 33755
$164,9007 Days on yellowkey MLS ID: TB8514931
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971 Tax: $2,379 (2025)Community: Fountain Square CondoSpa: NoCondo
Taxes:$2,379
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully remodeled and updated condo on ground level with fenced in courtyard where you can enjoy your own barbeque. Very bright with a lot of windows. New kitchen with quartz countertop and new appliances Washer and dryers hook up in Master bathroom Very close to public transportation and shopping center. Complex has large pool, fitness center and laundromat. Only minutes away from Dunedin and Clearwater Beach. Listing agent is also part owner.
Listing Agent: Jolanta Wasowski (727-798-9099)
1799 N HIGHLAND AVE #53, CLEARWATER, FL 33755
$175,00091 Days on yellowkey MLS ID: W7883714
REDUCED by $5,000 (2.8%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1179 Built: 1971Monthly Fee: $702 Tax: $1,447 (2025)Community: Fountain Square CondoTownhouse
Taxes:$1,447
Remarks: One or more photo(s) has been virtually staged. This 3-bedroom, 2.5-bath townhouse located in Fountain Square Condo in Clearwater, Florida offers 1,179 square feet of comfortable living space with a practical two-story floor plan. The main living area on the first floor features a living room and dining room combination along with a convenient half bathroom for guests, while all three bedrooms and two full bathrooms are located upstairs. French doors from the living area open to a private gated courtyard directly behind the unit, creating a great space to enjoy morning coffee, relax outdoors, or grill dinner in a more secluded setting. Several important updates have already been completed, including HVAC replaced in March 2023, updated flooring installed in 2020 in the main living area, water heater replaced in 2018, and a new roof completed by the condominium association in 2025, providing added peace of mind for the next owner. Fountain Square Condo offers maintenance-free living in a convenient Clearwater location, with easy access to shopping, dining, major roadways, Clearwater Beach, and nearby downtown Dunedin. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort and convenience in Clearwater. Schedule your private showing today to see everything this property has to provide.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Alan Alcuaz (727-457-5412)
1799 N HIGHLAND AVE #170, CLEARWATER, FL 33755
$135,000342 Days on yellowkey MLS ID: TB8380932
REDUCED by $2,500 (1.8%) on 05/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Monthly Fee: $451 Tax: $192 (2024)Community: Fountain Square CondoCondo
Taxes:$192
Remarks: HELLO! NEW PRICE REDUCTION! TAKE A LOOK AND CALL TO FIND OUT MORE...PRICE REDUCTION...No Flood Zone. Hello!!! Live where convenience meets coastal beauty. Hello!!! Nature enthusiasts, beach lovers will enjoy relaxing walks along the sandy warm beaches at your convenience located a short driving distance from this condo community. Looking for shelling experience to enjoy will be found in the nearby State Parks easily reachable offering great natural settings of their own as you will discover. Hello!!! This unit is a Second Floor unit located on the east side of the community offering natural lighting, low maintenance, charming condo located in a well maintained community with sidewalks, paved parking lots, flowery trees and bushes. Community is a dog friendly environment offering dog walking area around the community. The parking space is next to the building. Easy access to community amenities. pristine pool to enjoy in a relaxing environment, gym space and more. Enjoy a short walking distance to stores, gas station, Walmart and more shops and restaurants close by. Condo unit has had the Flooring upgraded, porcelain tiles in the living room, dining areas and hallway. The bedrooms are on ceramic tiles. The wall paint was upgraded, large closets, sliding glass door giving access to your private balcony for your enjoyment. Light and bright Condo unit. Clean unit and ready to move in. This unit is a perfect condo to make it the way you really would like to have it in order to feel at home. Bring in your own taste and looks that you love so much. Very good size unit with ample closet space. Welcome to your Florida home and make it now your own place to live in as you please. This is a dog friendly environment along the inside borders of the community. Flowery trees and bushes to admire as you enter the area giving colors and beauty to this community. Seller is motivated. This unit has a great future of its own as you will discover and a very welcoming feeling about it. Make it your own as you please. Very pleasant looking and peaceful community for you, family and friends to live in and enjoy located in beautiful sunny Florida State. See you soon.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Louise Alepins (727-692-5970)
1799 N HIGHLAND AVE #106, CLEARWATER, FL 33755
$129,90097 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)
1799 N HIGHLAND AVE #185, CLEARWATER, FL 33755
$177,000368 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 Agent: Conor Green (973-494-1712)
1799 N HIGHLAND AVE #155, CLEARWATER, FL 33755
$113,00084 Days on yellowkey MLS ID: TB8487393
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Community: Fountain Square CondoCondo
Taxes:
Tax Year:
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)
1799 N HIGHLAND AVE #68, CLEARWATER, FL 33755
$108,500 MLS ID: TB8485229
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 571 Built: 1971Community: Fountain Square CondoCondo
Remarks: NICE 1BR 1 BATH CONDO, GREAT FOR 2ND HOME, STUDENT, WINTER HOME ETC
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Calvin Van Auken (727-641-0912)
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