Location: Clearwater
Only Show: Short Sale
Do Not Show Listings
320 N BAYSHORE BLVD #107, CLEARWATER, FL 33759
$129,900261 Days on yellowkey MLS ID: TB8408909
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1972 Tax: $3,741 (2024)Community: Harbour Towne CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,741
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
1027 GROVEWOOD CT, CLEARWATER, FL 33764
$599,900230 Days on yellowkey MLS ID: TB8418574
0 Days Off yellowkey (back on 1/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1972Monthly Fee: $5 Tax: $2,978 (2024)Community: GrovewoodSingle Family
Taxes:$2,978
Remarks: Short Sale. "SHORT SALE" Live the Florida dream in this executive pool residence located in the highly desirable Grovewood Estates. Set on a private .38-acre lot, this home blends elegance and functionality with a spacious split floor plan, resort-style outdoor living, and a central location only minutes from boating, beaches, and the energy of downtown St. Petersburg. Step inside to find 2,846 sq. ft. of refined living space filled with natural light, highlighted by gleaming walnut wood floors and hurricane-impact windows throughout. The formal living and dining rooms flow into a comfortable family room and a bright, oversized sunroom. With a full wall of Andersen sliding glass doors, the sunroom opens directly to the pool deck and is complete with a custom wet bar featuring Sub-Zero refrigerator, ice maker, Corian countertops, and custom cabinetry—perfect for entertaining. At the heart of the home, the chef-inspired kitchen boasts tray ceilings with recessed lighting, stainless steel appliances including a double oven, abundant cabinetry, and a clear view of the pool. The private owner’s suite, tucked away off the dining room, features a walk-in closet, ensuite bath, and sliding doors leading to the sunroom. The guest wing offers three spacious bedrooms with a Jack-and-Jill bath and a dedicated pool bath for ultimate convenience. The outdoor living space is a true retreat, centered around a resurfaced pool (2023) with new tile, pump, and filter. Surrounded by mature privacy hedges and generous decking, the backyard also includes a built-in natural gas grill and ample room for lounging or play. This residence is loaded with thoughtful upgrades, including a whole-house natural gas generator, 2020 HVAC, 2015 tile roof, 2023 gas water heater, water purification system, three refrigerators, LeafGuard gutters, two new Genie garage door openers, and a well-fed irrigation system. A five-camera security system with Ring doorbell provides peace of mind. The oversized laundry and utility room includes a climate-controlled flex space—ideal for a home office, workshop, or gym. Recent updates include fresh interior paint, new laminate flooring in the family room and two bedrooms, and new carpet in the master and guest suite. Located in a non-flood zone and one of St. Petersburg’s most established communities, this executive home delivers privacy, functionality, and luxury all in one, Schedule your private tour today.
Listing is courtesy of: BROPHY REAL ESTATE (727-463-9522)
Listing Agent: Tammy Brophy Wenzel (727-463-9522)
2583 COUNTRYSIDE BLVD #3307, CLEARWATER, FL 33761
$125,000159 Days on yellowkey MLS ID: TB8442371
0 Days Off yellowkey (back on 3/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1980 Tax: $3,122 (2024)Community: Inverness CondoCondo
Taxes:$3,122
Remarks: Short Sale. Enjoy the best of Florida living in this beautifully maintained 2-bedroom, 2-bath condo at 2583 Countryside Blvd. #3307, perfectly located in Clearwater’s desirable Countryside community. This spacious and inviting home offers a low-maintenance lifestyle ideal for year-round residents or seasonal visitors seeking a sunny retreat. Step inside to a bright, open floor plan with generous living and dining areas that flow seamlessly together, creating an easy, relaxed atmosphere. Large windows fill the home with natural light, and the private balcony provides the perfect spot to enjoy your morning coffee or unwind with evening breezes. The well-appointed kitchen features modern appliances, plenty of cabinetry, and ample counter space for cooking and entertaining. The primary suite includes a large closet and an en-suite bath for added comfort, while the second bedroom offers flexibility for guests, a home office, or a cozy den. With in-unit laundry, abundant storage, and tasteful finishes throughout, this condo is truly move-in ready. Residents of this well-kept community enjoy access to a sparkling pool, clubhouse, and beautifully landscaped grounds—ideal for relaxing or socializing with neighbors. The location couldn’t be more convenient: just minutes to Countryside Mall, nearby restaurants, golf courses, and parks. World-famous Clearwater Beach and Honeymoon Island are only a short drive away, making weekend getaways and beach days effortless. Whether you’re escaping the cold winters, investing in a seasonal getaway, or looking for a full-time home in a prime Clearwater location, this condo offers the perfect combination of comfort, convenience, and value. Don’t miss your chance to make 2583 Countryside Blvd. #3307 your new Florida address—schedule your private showing today and start enjoying the sunshine lifestyle you’ve been dreaming of.
Listing is courtesy of: LAWYERS REAL ESTATE BROKERAGE (321-951-7077)
Listing Agent: Jane Federoff (727-281-5995)
305 PENNSYLVANIA AVE, CLEARWATER, FL 33755
$223,12565 Days on yellowkey MLS ID: TB8469776
0 Days Off yellowkey (back on 2/6/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 718 Built: 1920 Tax: $2,664 (2025)Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Taxes:$2,664
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Short Sale. (Subject to final approval by seller's lender, some extra addenda required). Investors and Handyman special. Cute 2 bedrooms 1 bath cottage across from a small, but nice community park. Home has a cute screened in porch and backyard. It is being sold as-is.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Paola Lombardi (727-488-4825)
1221 WOODLAWN ST, CLEARWATER, FL 33756
$275,000163 Days on yellowkey MLS ID: TB8424306
18 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1954 Tax: $2,260 (2024)Community: Sall's Sub Blk D, Lot 18Single Family
Taxes:$2,260
Elementary School: Ponce de Leon Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: Under contract-accepting backup offers. Short Sale. LOCATION, VALUE, and MOVE-IN READY convenience all in one! This charming 3-bedroom, 2-bath home is perfectly situated in an X flood zone, ON A LARGE CORNER LOT, just minutes from the world-famous Clearwater Beach, Tampa International Airport, shopping, restaurants, and nightlife = the ultimate Florida lifestyle at your doorstep! Step inside to a fully updated kitchen with granite countertops, sleek finishes, and modern touches ready to impress. Recent upgrades include a 2023 roof and 2022 water heater, ensuring worry-free living. The home’s thoughtful layout and turnkey condition make it perfect for first-time buyers or investors looking to generate immediate income — whether through short-term or long-term rentals (buyers should verify current rental regulations with Pinellas County). Additional highlights: Spacious 1-car garage - Oversized fenced CORNER lot - Large screened porch - No HOA! This is a short sale with motivated sellers, presenting a rare opportunity to own a prime Clearwater property at incredible value. Don’t miss your chance to live or invest just minutes from the beach and all the area amenities! ?? Contact me today to schedule a showing or learn more about rental potential!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Michelle Dinsmore (727-365-1480)
807 PALM BLUFF ST, CLEARWATER, FL 33755
$239,900150 Days on yellowkey MLS ID: TB8445797
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1326 Built: 1959 Tax: $5,306 (2024)Community: Palm ParkSingle Family
Taxes:$5,306
Remarks: Short Sale. Short Sale Deal! This beautifully renovated home, updated within the last 3 years, blends modern comfort with style in the heart of Clearwater. Featuring a nearly new 2-year-old A/C unit, waterproof vinyl flooring, and a fully fenced yard, this move-in-ready property has been meticulously maintained. The spacious master suite, with its own separate entrance, offers excellent potential as an in-law suite. With no flood damage during the recent hurricanes, this home is also an ideal opportunity for investors. Just minutes from Clearwater Beach, and with easy access to major highways, restaurants, and shopping, this property offers both a prime location and the charm of coastal living. Don’t miss your chance to make this gem your new home or investment!
Listing is courtesy of: NEW BEGINNING REALTY LLC (813-249-5932)
Listing Agent: Ana Acosta (813-841-7141)
5167 BAY ISLE CIR, CLEARWATER, FL 33760
$330,00039 Days on yellowkey MLS ID: TB8480237
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1444 Built: 2016Monthly Fee: $320 Tax: $4,621 (2025)Community: Bay Isle LandingsTownhouse
Taxes:$4,621
Remarks: Short Sale. SHORT SALE. Beautiful opportunity in a desirable location. Stylish Gated Townhome with Pond Views in Central Clearwater ! Welcome to Bay Isle Landings, a gated, pet-friendly community in the heart of Clearwater. This beautifully maintained townhome offers over 1,400 sq ft of modern living with 2 bedrooms, 2.5 baths, a spacious loft, and a one-car garage. The open-concept main floor is ideal for everyday living and entertaining, featuring a bright kitchen with granite countertops, 42” white cabinetry, stainless steel GE appliances and a closet pantry. The kitchen is conveniently accessed from the garage—perfect for unloading groceries. A half bath on the main level adds convenience for guests. Upstairs, you’ll find two bedrooms and two full bathrooms. The primary suite features an en-suite bath with a walk-in shower and a large walk-in closet. The second full bath is located in the hallway, serving both the second bedroom and the loft, which offers flexible space for a third sleeping area with a pull-out sofa, home office, or second living area. An upstairs laundry keeps daily routines simple. Additional highlights include wood and ceramic tile flooring in wet areas, arched doorway, wood windowsills, rocker switches, 2-inch blinds, energy-efficient lighting, Low-E double-pane windows, R-30 insulation, and an eco-friendly geothermal hot water heater. The screened rear patio overlooks a tranquil pond, creating the perfect spot to relax or grill. Low HOA fees cover exterior maintenance, roof, landscaping, and a resort-style community pool, with new stucco and exterior painting recently completed. Located in Flood Zone X (no flood insurance required) and VA-friendly. Centrally located west of the Bayside Bridge, just minutes to St. Pete–Clearwater Airport, Tampa, St. Petersburg, shopping, dining, and the Gulf beaches. Move-in ready and thoughtfully designed, this home offers comfort, flexibility, and a lifestyle you’ll love. Short sale; sale subject to lender approval.
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Pam Moll (214-535-8694)
1507 CARLOS AVE, CLEARWATER, FL 33755
$243,000249 Days on yellowkey MLS ID: A4660426
1 Days Off yellowkey (back on 11/21/2025)
Bed: 3 Bath: 2.0 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
High School: Dunedin High-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)
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