Location: Clearwater
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19029 US HIGHWAY 19 N #10D, CLEARWATER, FL 33764
$122,900216 Days on yellowkey MLS ID: TB8442922
REDUCED by $13,000 (9.6%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1977 Tax: $1,721 (2024)Community: Imperial Cove 10Spa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,721
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One floor ground level living in this spacious villa located within the waterfront community of Imperial Cove. New roofs have been done and paid for Huge double lanai. 1400 square feet total. New hot water heater and A/C In unit washer and dryer 2 spacious bedrooms and 2 full baths, huge open dining and living room area. Here you can have it all, EVERYTHING is included in your monthly fee. Heated pool, activities, social director, property manager, ballroom, fitness rooms, sauna, putting green, shuffleboard and so much more. Lighted waterfront walking path. Imperial Cove is designed for 55 and over carefree living. Friendly and safe community. Gated. Medical services nearby, not to mention all conveniences. World class golf less than 1 mile away, kayak launching and boat storage 1 mile away. Even an upgraded cable TV package including streaming, Hulu, Paramount, HBO, and more as well as high speed internet is included!. Villa 10D is located close to "the loop" which is an amazing waterfront sidewalk with sweeping views that winds around the bay and the canal. Dolphins, manatees, and birds of all kinds are ever present. Kitchen offers solid surface counter top and recessed ceiling all appliances included. Fully furnished if you wish. Primary bedroom and living room have sliders leading onto the Florida room offering additional living space year-round. Inside, you’ll find ample storage throughout, and the absence of carpet means low maintenance with vinyl and tile floors throughout. A convenient laundry room is located within the unit, adding to the home's functionality. Guest bedroom is located on the front side with guest bathroom beautifully updated, primary bedroom is in the rear with primary bathroom and huge walk in closet. Functional floor plan lends itself so well here for easy living and a carefree lifestyle filled with as many things as you like to keep busy.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Nancy Lee Zeimetz (727-249-3558)
2333 FEATHER SOUND DR #C507, CLEARWATER, FL 33762
$215,00048 Days on yellowkey MLS ID: TB8497184
REDUCED by $5,000 (2.3%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1988Monthly Fee: $911 Tax: $4,191 (2025)Community: Crystal Bay CondoCondo
Taxes:$4,191
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully positioned 2-bedroom, 2 full bath condo located on the 5th floor, offering breathtaking panoramic views of the golf course and Tampa Bay. This unit presents an incredible opportunity for both investors and future homeowners alike, with a tenant already in place through March of next year—providing immediate rental income. With just minor updates such as fresh paint and new carpeting, this property can easily be transformed into a turnkey residence or rental for its next owner. The layout offers comfortable living spaces, ideal for enjoying the serene surroundings and stunning waterfront sunsets. Residents enjoy access to exceptional community amenities, including a resort-style pool, relaxing Jacuzzi, fully equipped fitness center, and a beautifully maintained clubhouse perfect for entertaining guests. Conveniently located next to Feather Sound Golf Course and a neighborhood playground park, this condo combines lifestyle, location, and value. Priced to sell—don’t miss this fantastic opportunity in one of the area’s most desirable communities!
Listing is courtesy of: THE ALDRICH AGENCY REAL ESTATE LLC (813-546-1227)
Listing Agent: Denny Umphreys (813-810-9108)
2333 FEATHER SOUND DR #C206, CLEARWATER, FL 33762
$135,00050 Days on yellowkey MLS ID: TB8496079
REDUCED by $5,000 (3.6%) on 05/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1988Monthly Fee: $675 Tax: $2,727 (2025)Community: Crystal Bay CondoCondo
Taxes:$2,727
Remarks: Welcome to resort-style living in the highly desirable Feather Sound community! This beautiful waterfront condo offers a perfect blend of comfort, convenience, and investment potential. Situated right on the water and adjacent to the Feather Sound Golf & Country Club, this unit delivers serene views and a peaceful setting. Ideal for investors, the property already includes a built-in renter in place through October, providing immediate income. Inside, you’ll find a spacious full primary suite, along with the convenience of an in-unit washer and dryer. A secondary bathroom vanity adds extra functionality for guests, while the screened-in front porch creates the perfect space to relax and enjoy the Florida lifestyle year-round. The community welcomes you with lush landscaping, two picturesque ponds with fountains, and a beautifully updated clubhouse perfect for gatherings or private events. Residents also enjoy access to a fitness center, resort-style pool, and Jacuzzi. Additional features include a secured building entry with call box access, elevator service to your floor, and a meticulously maintained community with consistent upkeep. Whether you’re looking for a low-maintenance primary residence or a turnkey investment opportunity, this Feather Sound condo checks all the boxes.
2298 AMERICUS BLVD E #38, CLEARWATER, FL 33763
$155,000183 Days on yellowkey MLS ID: TB8446058
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,000 (8.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1991Monthly Fee: $527 Tax: $556 (2024)Community: On Top Of The WorldCondo
Taxes:$556
Elementary School: Leila G Davis Elementary-PN
High School: Dunedin High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT -- DON'T MISS OUT ON THIS AMAZING FIND !! - Top floor (floor 2 of 2 - no upstairs neighbors!) elevators available. , 2 bed/2 bath, condo! Located on the highly sought after West side of OTOW. This condo is clean and ready for someone to come and make it their own. New LVP flooring installed in 2026 in both bedrooms, living room, laundry/utility room. Tall ceilings and generous-sized rooms in this spacious unit. Updated with IMPACT RESISTANT WINDOWS. Enter the spacious main bedroom, offering a large en-suite bath, with a dual sink vanity, walk-in shower. For added bliss, a WALK-IN CLOSET! Additionally, the second bedroom includes generous closet space. The hall bath includes a tub. As an extra bonus, enjoy your interior washer and dryer hookups and a laundry / utility room, plumbing and electrical have been certified. Windows installed in 2020 and HVAC 2023! Don't delay, schedule today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident 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 35/100 down payment is required. Once installed, washed, dryer must be approved by the association. All association documents available.
Listing is courtesy of: CONCI, REALTORS (727-203-4967)
Listing Agent: Cyndi Olmstead (727-203-4967)
2333 FEATHER SOUND DR #B102, CLEARWATER, FL 33762
$144,90038 Days on yellowkey MLS ID: TB8501826
REDUCED by $5,100 (3.4%) on 05/13/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1195 Built: 1988 Tax: $4,170 (2025)Community: Crystal Bay CondoCondo
Taxes:$4,170
Remarks: Experience resort-style living in the desirable Feather Sound community. Enjoy access to a clubhouse equipped with fitness facilities, pool tables, a heated pool and spa, and an outdoor grill. The community is within walking distance of parks, playgrounds, and a basketball court. Relax in this well-maintained unit featuring two master suite bedrooms, each with its own full bathroom, plus an additional half bath for guests. The kitchen offers ample cabinetry and a pass-through to the dining area, which overlooks the living room. Sliding glass doors open to a spacious screened-in patio. Surrounded by water views and a golf course, this community is also close to Gulf beaches. Please note, that this is a pet-free community.
Listing is courtesy of: HOMERIVER GROUP (703-762-6218)
Listing Agent: Bridgette Daniels (727-410-5343)
2277 S LAGOON CIR, CLEARWATER, FL 33765
$389,90026 Days on yellowkey MLS ID: TB8506097
0 Days Off yellowkey (back on 5/13/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1959 Tax: $6,653 (2025)Community: Clearwater ManorSpa: NoSingle Family
Taxes:$6,653
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 2277 Lagoon Circle S in Clearwater — a beautifully maintained 2-bedroom, 2-bath home offering a wonderful blend of comfort, functionality, and outdoor enjoyment. Situated on a double lot, this property provides an abundance of space both inside and out, creating endless possibilities for entertaining, recreation, gardening, storage, or simply enjoying the Florida lifestyle. A circular driveway adds convenience and curb appeal, while the expansive fenced backyard serves as a private retreat complete with a sparkling pool and two sheds offering excellent additional storage, workshop space, hobby space, or room for outdoor equipment. Inside, the home features a welcoming living room, a large family room with dining area, and a beautiful kitchen highlighted by granite countertops, ample cabinet space, and a gas range for those who enjoy cooking with precision and control. The layout offers flexibility for everyday living, relaxing, hosting guests, or creating work-from-home areas. Additional features include a tankless gas hot water heater for energy efficiency and continuous hot water. The laundry area is conveniently located in the garage, and the attached 1-car garage provides additional storage and parking options. Located in a centrally positioned area of Clearwater, this home offers convenient access to a variety of shopping, dining, entertainment, parks, and everyday amenities. The property is approximately 3 to 5 miles from the Westfield Countryside Mall area with its popular retail, restaurants, and entertainment options. Outdoor enthusiasts will appreciate the proximity to local parks, golf courses, and recreational facilities throughout north Clearwater and nearby Safety Harbor and Dunedin. World-famous Clearwater Beach is approximately 10 to 12 miles away, offering sugar sand beaches, waterfront dining, boating, fishing, and year-round activities. Downtown St. Petersburg is approximately 20 to 25 miles away, while downtown Tampa and Tampa International Airport are roughly 18 to 20 miles away, making commuting and travel convenient. Whether you are looking for a primary residence, seasonal getaway, or property with room to personalize and enjoy, this home offers an exceptional opportunity in a desirable Clearwater location. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
1349 VIEWTOP DR, CLEARWATER, FL 33764
$495,00021 Days on yellowkey MLS ID: TB8507869
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1830 Built: 1961 Tax: $5,641 (2025)Community: Douglas Manor Park 1St AddSingle Family
Taxes:$5,641
Elementary School: Plumb Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: Move-in ready 3BR/2BA ranch, 5-min walk to coveted Plumb Elementary -- no HOA, no CDD, Flood Zone X. This 1,830 sq ft Douglas Manor Park home shows beautifully: renovated kitchen with quartz counters, a large center island, stainless appliances, and abundant cabinet storage; porcelain tile baths with a dual vanity in the guest bath; brand-new luxury vinyl plank flooring in all three bedrooms; and a wood-burning fireplace with porcelain marble surround in the open living area. Bright, entertaining-friendly layout opens to a private screened porch and a big fenced yard -- room for a firepit or future pool. Block/stucco construction, tile roof, 2-car attached garage (20x22). Flood Zone X = lower insurance and no mandatory evacuation. 0.21-acre lot on quiet Viewtop Drive -- central Pinellas, quick access to US-19, the beaches, and downtown.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Evan Beggs (727-776-1122)
2255 PHILIPPINE DR #9, CLEARWATER, FL 33763
$199,999305 Days on yellowkey MLS ID: TB8411616
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1984 Tax: $2,712 (2024)Community: On Top Of The WorldSpa: YesCondo
Taxes:$2,712
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. FIRST FLOOR END UNIT + IN-UNIT WASHER & DRYER – FULLY UPDATED & MOVE-IN READY! Don’t miss this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable 55+ gated community of On Top of the World. Situated in a pet-friendly building, this inside end unit offers added privacy and a quiet setting, along with the convenience of first-floor living—no stairs and easy access for everyday comfort or seasonal use. Step inside to a bright and inviting layout with a spacious open-concept living and dining area, perfect for both relaxing and entertaining. This home has been thoughtfully updated for true low-maintenance living, including a 2024 kitchen remodel with all new appliances, wood-look waterproof vinyl flooring, fresh interior paint, updated ceiling fans, and a new water heater (2025)—giving buyers a true “move-in ready” experience. A standout feature is the approved in-unit washer and dryer, offering added convenience and functionality not found in all units within the community. Enjoy additional living space in the Florida room, or unwind on the rear patio featuring epoxy flooring and a retractable awning—perfect for enjoying Florida’s year-round weather. A designated parking space nearby adds to the everyday convenience that makes this unit even more appealing. The HOA offers exceptional value, covering cable TV, internet, water, sewer, trash, exterior grounds maintenance, pool maintenance, and recreational facilities, making for truly hassle-free living. On Top of the World is known for its vibrant, active lifestyle, offering two private golf courses (free for residents), multiple pools, tennis and pickleball courts, fitness centers, social clubs, and the popular Good Karma Café—all within a beautifully maintained gated community. Conveniently located near Gulf beaches, shopping, dining, and airports, this home is ideal for full-time living or a seasonal retreat. First-floor end units with in-unit laundry in pet-friendly sections are limited—schedule your showing today before it’s gone!
Listing is courtesy of: SEASIDE REALTY & ASSOCIATES LLC (727-504-7110)
Listing Agent: Bradley Chouinard Pauley (727-504-7110)
80 ROGERS ST #10A, CLEARWATER, FL 33756
$479,500221 Days on yellowkey MLS ID: TB8440478
3 Days Off yellowkey (back on 3/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1516 Built: 1975Monthly Fee: $1,184 Tax: $8,302 (2024)Community: Prelude 80 CondoSpa: NoCondo
Taxes:$8,302
Remarks: Clearwater - PRELUDE 80 - Some of the nicest panoramic water views on the West Coast of Florida. Tenth floor corner unit with wrap around balcony offering MILLION $$ VIEWS from every angle. 180 degree Westerly views of Bay, Intracoastal waterway and the Gulf of Mexico. Breathtaking sunset and waterfront views. Two bedrooms, two baths and 1,516sq.ft. of living area. Spacious living and dining areas all offering spectacular water views. Primary bedroom with a wall of windows offers amazing water views. This unit needs a complete makeover but is priced to reflect improvements needed. The complex offers a heated waterfront pool, a waterfront gazebo with BBQ grills, Clubhouse with full kitchen, lounging area, billiards area, exercise area, front lobby and more. The unit comes with a covered parking spot. Exceptional overall location, only minutes to Clearwater beach, restaurants, shopping, and more.
Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)
Listing Agent: Kevin Gallagher (727-365-2221)
2668 CONCORDE CT, CLEARWATER, FL 33761
$1,299,00047 Days on yellowkey MLS ID: TB8497991
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4320 Built: 1980Monthly Fee: $3 Tax: $15,448 (2025)Community: Clubhouse Estates Of CountrysideSpa: YesSingle Family
Taxes:$15,448
Elementary School: Curlew Creek Elementary-PN
Remarks: One or more photo(s) has been virtually staged. 2.5% VA ASSUMABLE LOAN — open to civilians and veterans. The Loan Itself Is Worth $315,000 — present value of paying 2.5% vs. today's 6.4%. 4,300+ SQFT Turn-Key Move-In Ready Golf Course Estate on .51 acres in Countryside, Clearwater FL. 4 BEDROOMS, 3.5 BATHROOMS. 1,000+ SqFt Master Wing — nearly 1/4 of the home. 185 Ft Golf Course Frontage on Countryside Country Club — Bayhead Hole #2. No Flood Insurance Required — high and dry. All Major Systems Updated 2021. $90,000 Recent Renovation. Remodeled Spa-Inspired Baths. ATTENTION BUYERS: UNBEATABLE OPPORTUNITY — STOP THE SEARCH. The ultimate financial "unicorn." Imagine a million dollar+ estate locked into a STAGGERINGLY LOW 2.5% INTEREST RATE. The Loan Itself Is Worth an estimated $315,000 — present value of paying 2.5% instead of today's 6.4% market rate over the remaining 25-year term. SMART CAPITAL meets "Modern Organic" luxury. THE COUNTRYSIDE MASTERPIECE | LUXURY REIMAGINED. Situated in the heart of Countryside overlooking Countryside Country Club, this Turn-Key Move-In Ready estate pairs massive scale with a recently completed CURATED $90,000 Recent Renovation. Perched high and dry (No Flood Insurance Required) on a 1/2 ACRE LOT with 185 Ft Golf Course Frontage (Bayhead Hole #2). 4,300+ SQFT of elite living space. THE 2026 LUXURY REVOLUTION — high-end finishes, clean industrial lines: • DESIGNER CHEF'S KITCHEN: Custom cabinetry and one-of-a-kind TERRAZZO & STAINED CONCRETE countertops. • REMODELED SPA-INSPIRED BATHS: All 4 baths — WHITE SHAKER VANITIES, PREMIUM QUARTZ, BACKLIT MIRRORS. • UNIFIED MODERN FLOORING: 4,000+ SQFT of new LIGHT OAK LUXURY VINYL PLANK throughout. • ARCHITECTURAL ARRIVAL: MATTE BLACK entry doors and refinished MATTE BLACK SPIRAL STAIRCASE. • FRESH PAINT: SHERWIN-WILLIAMS ALABASTER throughout. • LED RECESSED LIGHTING with MATTE BLACK hardware and screwless faceplates. THE PRIMARY WING: 1,000+ SqFt Master Wing — nearly 1/4 of the home. A true "home within a home": • FLEX SPACE: Dedicated wing for executive office, gym, or nursery. • MASSIVE STORAGE: FOUR LARGE WALK-IN CLOSETS. • REFRESHED RETREAT: Dual shaker vanities, quartz tops, RAIN SHOWER HEAD. All Major Systems Updated 2021 — Insurance-Ready 4-Point Audit: • ROOF: Full Replacement (2021). • HVAC: Dual-system replacement (2021). • ELECTRICAL: Main Panel upgrade (2021). • PLUMBING: New Hot Water Heater (2021), Water Softener & Sprinkler Controller (2022). • SECURITY: Black aluminum fully fenced backyard (2022). AN ENTERTAINER'S DREAM. SOARING CEILINGS, floor-to-ceiling golf course views. 4TH BEDROOM ENSUITE on main level — perfect for guests or office. OPEN-AIR POOL & SPA, oversized 3-car garage, designer landscaping. LOCATION: Golf-cart distance to Countryside Country Club. Convenient to Tampa International Airport, top-rated beaches, and Tampa Bay dining. THIS IS THE ONE. Bold architecture, modern luxury, Turn-Key Move-In Ready, 1,000+ SqFt Master Wing, Remodeled Spa-Inspired Baths, 185 Ft Golf Course Frontage on Countryside Country Club, and a GENERATIONAL 2.5% VA Assumable Loan — The Loan Itself Is Worth $315,000+ vs. TODAY'S MARKET. Schedule your private tour today! DISCLAIMER: Info deemed reliable but not guaranteed; verify independently. 2.5% VA assumption subject to lender approval, eligibility, and equity-gap payment by buyer. Sold As-Is. Savings estimate based on 6.4% market rate; actual results may vary.
Listing Agent: Brett Harris (727-644-6022)
320 N BAYSHORE BLVD #107, CLEARWATER, FL 33759
$129,900319 Days on yellowkey MLS ID: TB8408909
1 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1972 Tax: $3,741 (2024)Community: Harbour Towne CondoCondo
Taxes:$3,741
Remarks: One or more photo(s) has been virtually staged. Short Sale. ACTIVE LIFESTYLE GROUND FLOOR CONDO WITH BONUS TURRET ROOM IS NOW AVAILABLE AT BELOW MARKET VALUE IN DESIRABLE HARBOUR TOWNE. New flooring, freshly painted, professionally deep cleaned corner unit welcomes the immediate occupant to enjoy walk/bike trails along the Tampa Bay or connecting to shady Ream Wilson Pinellas Trail, clubhouse, pool, tennis courts with ample parking spaces. Harbour Towne is located within minutes of 2 International airports, main transportation routes to highways, award-winning Clearwater Beach, Del Oro and Phillippe Parks,& 2.1 miles from quaint Safety Harbor offering eateries, shops, marina & recreation. This is a pet friendly community with no age restrictions. Investment opportunity with Board approval. Call today to set a time to view and buy. PRICE REFLECTS SHORT SALE.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Lucile Casey Llc (727-409-6456)
6673 146TH AVE N, CLEARWATER, FL 33764
$450,000382 Days on yellowkey MLS ID: TB8386986
REDUCED by $50,000 (10.0%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 480 Built: 1939 Tax: $923 (2024)Community: Pinellas GrovesSingle Family
Taxes:$923
Remarks: A great opportunity to acquire four (4) grandfathered lots in unincorporated Clearwater that offer the opportunity to build a 4-plex or 5-plex multi-family home according to the Pinellas County Housing & Community Development Zoning Division, or the three existing buildings can be updated to use as rental properties. Live in one home & rent the other two homes for steady income. It's Zoned C-2 that offers flexibility for other commercial uses.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
1625 BRAVO DR, CLEARWATER, FL 33764
$429,90044 Days on yellowkey MLS ID: TB8499130
1 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 1959 Tax: $7,224 (2025)Community: KeeneairSingle Family
Taxes:$7,224
Remarks: Under contract-accepting backup offers. Come see this spacious central Clearwater 3 bedroom 3 bath home, situated on a large corner lot w/ an inground POOL in fenced back yard, located close to beaches, shopping, schools, Tampa International Airport and much much more. The home boasts a HUGE eat-in kitchen with loads of cabinet space, interior laundry room with a full size washer and dryer, an oversized attached 2 car garage w/ 2 garage doors, a cozy family room w/ a wood burning fireplace, terrazzo floors throughout that are just waiting for you to finish them to their original glorious condition and much much more. This property is eligible under the Freddie Mac First Look Initiative through 04/19/26. We have received multiple offers and seller has called for Highest and best. The deadline for submission is 04/24/2026 12:00 NOON. Please complete the multiple offer form attached
Listing is courtesy of: CAMELOT INC REALTORS (727-791-8100)
Listing Agent: George Papachristu, Pa (727-481-3407)
1389 CHESTERFIELD DR, CLEARWATER, FL 33756
$575,00030 Days on yellowkey MLS ID: TB8504519
3 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1414 Built: 1962 Tax: $6,700 (2025)Community: Chesterfield HeightsSingle Family
Taxes:$6,700
Elementary School: Ponce de Leon Elementary-PN
High School: Largo High-PN
Middle School: Largo Middle-PN
Remarks: Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Peter Bonanno (603-496-0201)
4215 E BAY DR #1005D, CLEARWATER, FL 33764
$124,000383 Days on yellowkey MLS ID: TB8386371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1971Monthly Fee: $565 Tax: $1,405 (2024)Community: Woodside Village CondoCondo
Taxes:$1,405
Remarks: Welcome to Woodside Village Condominiums, situated in the Largo/Clearwater area of Pinellas County, this one bedroom/one bath condo is only about a 15-minute drive to local premiere beaches. Open floor plan with split bedrooms. This community welcomes you home with attractive pool, club house, entertainment and landscaping, including tropical flowers, mature Oak and Palm trees. Convenient parking is right at your front door. Lots of guest parking provides a welcoming venue for all who visit you. As you enter the Villa, the beautiful open combo view of the unit greets you from this open concept. Community pools, a Clubhouse, shuffleboard, an onsite laundry facility, Clubhouse w/ FULL kitchen, pool tables, library and fireplace, tennis courts. Convenient shopping, and restaurants, all reflect Florida living at its best! This Villa is a special must see now!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: John Soliman (813-326-9776)
29781 69TH ST N, CLEARWATER, FL 33761
$379,00055 Days on yellowkey MLS ID: TB8495581
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1967 Tax: $4,685 (2025)Community: Curlew CitySingle Family
Taxes:$4,685
Middle School: Palm Harbor Middle-PN
Remarks: Welcome to this beautiful newly renovated Clearwater move-in-ready home. It has been professionally painted inside and out (2026), offering a clean, bright, and inviting feel from the moment you arrive. Step inside to find updated living spaces featuring a stunning custom-built-in TV wall (2025), creating a stylish focal point perfect for relaxing or entertaining. The kitchen shines with granite countertops installed in 2023 and newer stainless steel appliances (2023), providing both elegance and functionality. HOUSE IS VACANT & MOVE IN READY! Major systems have been thoughtfully updated, including the HVAC system (2022) and water heater (2022), giving peace of mind for years to come. The roof is in great condition, adding even more value to this well-maintained home. Outside, enjoy newly installed pavers (2025), fresh landscaping (2026), and a recently pressure-washed exterior, enhancing curb appeal and outdoor living space. Additional updates include a garage bathroom with NEW LUXURY FLOORING, NEW DOOR, and NEWLY reglazed shower, adding extra versatility and convenience. Garage has been painted from the ceiling, walls, and floor! Second bathroom with shower is ideally located in the garage! NO HOA, NO CDD, AND NO FLOOD INSURANCE REQUIRED!! Ideally located near shopping, dining, and just a short drive to Clearwater’s beautiful Gulf beaches, this home offers the perfect combination of style, updates, and location.
Listing is courtesy of: FLORIDIAN SHORES REALTY LLC (727-330-1322)
Listing Agent: Litzy Dothi Charrez (727-945-4585)
2480 ENTERPRISE RD #6, CLEARWATER, FL 33763
$140,000260 Days on yellowkey MLS ID: TB8427444
REDUCED by $5,000 (3.4%) on 05/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1981 Tax: $1,617 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,617
Remarks: Welcome to this charming 1-bedroom, 1-bath condo located in the heart of Clearwater! This well-maintained unit is perfect for year-round living or a seasonal retreat. The roof is only 2 years old, and the A/C is 7 years old. Step outside to your private patio and enjoy a peaceful view of the mature trees—a perfect spot for your morning coffee. The community itself is known for its quiet atmosphere, beautifully maintained grounds, and relaxing pool area. Centrally located, you’ll love being just minutes from Dunedin, Safety Harbor, and world-famous Clearwater Beach, with plenty of dining, shopping, and entertainment nearby. This condo also comes with a covered carport and is not located in a flood zone. Don’t miss your chance to own this cozy Clearwater gem—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Haddon (727-439-3485)
2017 KAMENSKY RD, CLEARWATER, FL 33763
$450,00030 Days on yellowkey MLS ID: TB8504426
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $40,000 (8.2%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1443 Built: 1981 Tax: $1,158 (2025)Community: Cedar HeightsSingle Family
Taxes:$1,158
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT... Your new home awaits! Experience the essence of Florida living in this beautifully maintained 1981 Mediterranean Style block home, offered by its original owner. Rich in character and timeless charm, this residence welcomes you with elegant arched doorways, tasteful furnishings, crown molding, and ceiling fans in nearly every room. Enjoy peace of mind with major updates already completed, including a new roof in 2020, a well maintained HVAC system replaced in 2020, and updated plumbing in 2019! Thoughtfully designed with a desirable split-bedroom floor plan, both the primary suite and guest bedroom feature double door access to the expansive 280-square-foot screened lanai. Designed for true indoor-outdoor living, the spacious lanai is the perfect setting for entertaining, dining or simply unwinding, complete with two ceiling fans for year-round comfort. Beyond the lushly landscaped backyard seamlessly extends into a beautifully maintained city green space, frequently visiting by native Florida wildlife, creating a peaceful and private nature backdrop. Additional highlights include an indoor laundry room with full-size washer and dryer, ample outdoor space with room to add a pool, and endless potential to create your own backyard oasis! Don't miss this rare opportunity to own a lovingly cared-for one-owner home filled with charm, quality, and endless possibilites for making new memories~
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Barbara Strickland (813-966-1889)
2440 ENTERPRISE RD #2, CLEARWATER, FL 33763
$169,500286 Days on yellowkey MLS ID: TB8419563
REDUCED by $7,000 (4.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1983 Tax: $1,249 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,249
Remarks: Fantastic condo in the heart of Clearwater/Countryside with some of the lowest maintenance fees in town. Not many condos in this price range have maintenance fees this low. And seller is also offering 3k at closing for any decorative changes buyer would like to make. This condo features 2 bedrooms and 2 bathrooms across 915 sq ft, which includes a bright great room floorplan, indoor laundry, and newer appliances in a well-appointed kitchen with granite countertops, soft-close drawers, and a pantry. Enjoy morning coffee or evening wine on your large screened-in patio. Ceiling fans throughout keep things cool and energy-efficient. The unit includes covered parking, and the pet-friendly community offers a community pool, low HOA fees, and a dedicated carport space and plenty of guest parking. Located in flood zone X (high and dry) with easy access to shopping, dining, and beaches. Perfect for seasonal living, first-time buyers, or investment—this one checks all the boxes!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Michael Giarratano (727-580-5604)
19029 US HIGHWAY 19 N #16C, CLEARWATER, FL 33764
$189,900317 Days on yellowkey MLS ID: TB8409184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1977 Tax: $1,138 (2024)Community: Imperial Cove 11Villa
Taxes:$1,138
Remarks: Under contract-accepting backup offers. Affordable Resort Style Living. 2 bedroom, 2 bath villa with a direct view of Tampa Bay with a private patio. Freshly painted and ready. Spacious kitchen with loads of cabinets, garden window, stainless steel appliances and breakfast bar. Large living area with sliding glass doors to the enclosed air conditioned porch. Wood floors in the living room, dining room and bedrooms. Large master bedroom with a walk in closet plus a second closet for additional storage and sliding glass doors all with direct waterview. Guest bedroon is situaited near the guest bath . The large porch area give access to the open private patio. Large laundry room that will accomodate a full size washer and dryer, Great for entertaining of just lounge around and take in the view. There is covered parking with storage and guest parking. Imperial Cove is a 55+ active community offering a clubhouse with a heated pool, a ballroom, billard room, game room, library, shuffelboard, a putting green and 2 fishing docks. Located close to shopping, restaurants, Clearwater Beach, malls, St. Petersburg/Clearwater International Airport and Tampa International Airport. All room dimensions are estimated and buyer should measure the rooms for exact sizes and verify all printed material herein.
Listing Agent: Richard Hannahs (727-251-2043)
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