Location: Winter Haven
Only Show: Short Sale
Do Not Show Listings
3161 ROYAL TERN DR, WINTER HAVEN, FL 33881
$259,000428 Days on yellowkey MLS ID: S5123505
2 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2020Monthly Fee: $10 Tax: $4,056 (2024)Community: Lakeside Landings Phase 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,056
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Tax Year: 2024
Middle School: Stambaugh Middle
Remarks: Under contract-accepting backup offers. Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area flows seamlessly into the airy living room, creating a perfect space for gatherings. Step outside to your private screened-in patio and enjoy the expansive yard with a tranquil, picturesque view. The luxurious Master Suite features dual sinks and a generous walk-in closet. The kitchen island and open layout are perfect for entertaining. This home comes complete with all major appliances, blinds, and is equipped with Smart Home Technology, including Alexa. Conveniently located near I-4, shopping, and entertainment, and offering access to a community pool. All of this at an unbeatable price in an up-and-coming location!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)
333 LAKE HOWARD DR NW #204C, WINTER HAVEN, FL 33880
$65,000673 Days on yellowkey MLS ID: U8249519
0 Days Off yellowkey (back on 4/21/2026)
REDUCED by $5,000 (7.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1973Monthly Fee: $485 Tax: $2,099 (2023)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$2,099
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures year-round relaxation, and a private community dock on Lake Howard is ideal for boating and fishing enthusiasts. Association dues cover water, basic cable, and internet, and also include access to dock your own boat. Located in the heart of Winter Haven, Imperial Harbor offers a serene and friendly community atmosphere, close to shopping, dining, recreational activities, and medical facilities. Act quickly because a property like this will not last long.
Listing is courtesy of: REALTY COOPERATIVE (800-704-6411)
Listing Agent: Tony Giglio (513-505-5222)
440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$263,000166 Days on yellowkey MLS ID: G5105497
1 Days Off yellowkey (back on 4/15/2026)
INCREASED by $23,000 (9.6%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 2020Monthly Fee: $53 Tax: $3,809 (2024)Community: Kensington ViewSingle Family
Taxes:$3,809
Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED AT 263K --VACANT---ON A CORNER LOT--delightful home boasting a private vinyl fenced side and backyard. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by stylish brown cabinets. Hard flooring flows throughout most of the home, providing both beauty and durability, while the cozy carpet in one guest bedroom offers a touch of warmth. Freshly painted walls and even the ceiling fan in the family room have just been updated, giving the whole space a fresh, inviting feel. Additionally, a covered lanai provides a perfect spot for relaxation or entertaining. Easy access to the Polk Parkway to Orlando And Tampa,
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Michael Huculak (321-624-0150)
1596 LEAMINGTON LN, WINTER HAVEN, FL 33884
$270,000330 Days on yellowkey MLS ID: P4935416
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2022Monthly Fee: $15 Tax: $6,017 (2024)Community: Villamar Ph 3Single Family
Taxes:$6,017
Remarks: Short Sale. Motivated Sellers- well below appraisal price - Price requires bank approval - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned dog park, creating an active and welcoming neighborhood lifestyle. Just minutes from Legoland, Highway 27, shopping, schools, medical centers, and dining, this home offers both accessibility and charm. The open kitchen is a chef’s delight with granite countertops, a generous island, upgraded cabinetry, and stainless-steel appliances, all connecting to bright and spacious living and dining areas. The primary suite easily fits a king bed and features a walk-in closet and a large walk-in shower for ultimate comfort. Outside, a covered lanai offers a peaceful water view with no rear neighbors for complete privacy. Schedule your private tour today and discover why Villa Mar is the perfect address for you.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christian Clay (863-509-7466)
1540 AVENUE C NE, WINTER HAVEN, FL 33881
$245,000433 Days on yellowkey MLS ID: R4909059
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1958 Tax: $2,407 (2024)Community: Lake Elbert Heights Unit 02 02 RepSingle Family
Taxes:$2,407
Remarks: Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.
Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)
Listing Agent: Robert Miller, Jr (863-899-9324)
404 COUNTRY LN NE #404, WINTER HAVEN, FL 33881
$120,00057 Days on yellowkey MLS ID: L4960788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1985Monthly Fee: $325 Tax: $1,415 (2025)Community: Country Lake CondoSpa: NoCondo
Taxes:$1,415
Elementary School: Elbert Elem
Tax Year: 2025
Middle School: Denison Middle
Remarks: Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary suite includes a full en-suite bathroom and ample closet space, while the second bedroom is perfect for guests, a home office, or family. Enjoy your morning coffee on the screened in back patio or take a short stroll to the community clubhouse, where you’ll find a sparkling swimming pool, social spaces, and exclusive access to a private fishing area—perfect for outdoor enthusiasts. Nestled in a quiet neighborhood with beautifully landscaped grounds, this condo is ideal for those seeking comfort, convenience, and a touch of nature. Whether you're downsizing, investing, or buying your first home, this property offers a unique blend of tranquility and community living. Don’t miss this opportunity—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Casandra Vann (863-546-5446)
1148 TYLER LOOP, WINTER HAVEN, FL 33884
$265,00071 Days on yellowkey MLS ID: L4960292
4 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Monthly Fee: $16 Tax: $7,039 (2025)Community: Peace River ReserveSingle Family
Taxes:$7,039
Remarks: Short Sale. SHORT SALE working on lender approval Rare opportunity to own a Next-Gen multigenerational home in Winter Haven’s Peace Creek Reserve. Built in 2023, this thoughtfully designed 4-bedroom, 3-bath residence offers over 2,100 square feet of living space and features a private in-law suite with its own entrance, kitchenette, living area, bedroom, and bathroom — ideal for extended family, guests, or potential income opportunities. The main home features an open-concept layout designed for modern living, while two covered lanais create seamless indoor-outdoor Florida lifestyle space. The property also includes a vinyl privacy fence, irrigation system, and a two-car garage. Located in a newer community in the heart of Winter Haven, residents enjoy convenient access to shopping, dining, and the Chain of Lakes lifestyle that makes Central Florida so desirable.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Sarah Armstrong (863-287-0252)
1374 BENEVENTO DR, WINTER HAVEN, FL 33884
$199,90064 Days on yellowkey MLS ID: O6390730
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 2020Monthly Fee: $15 Tax: $5,650 (2025)Community: Villamar Ph 2Single Family
Taxes:$5,650
Remarks: Short Sale. Subject to lender approval. Property has sustained prior storm-related damage with documented mold and interior environmental conditions. Due to these conditions, interior access is limited and not suitable for routine showings. Property is being sold AS-IS and will require substantial remediation, including potential structural and electrical work. Access is restricted to serious, qualified buyers and must be coordinated with the listing agent. Property includes leased solar panels. Buyer to verify terms and assume existing lease. Buyer to verify all measurements, square footage, HOA, and property information.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Hien Nguyen (479-926-7079)
415 GARRETT RIDGE CT, WINTER HAVEN, FL 33880
$140,00098 Days on yellowkey MLS ID: O6383855
0 Days Off yellowkey (back on 3/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 2006 Tax: $3,078 (2025)Community: TanamoraSingle Family
Taxes:$3,078
Remarks: Short Sale. Investor opportunity in Winter Haven. Welcome to this 3 bedroom, 2 bath home offering an open and inviting layout with vaulted ceilings and a spacious family room designed for comfortable everyday living. Tile flooring flows seamlessly through the main living areas and into the galley kitchen, creating a bright and cohesive feel throughout the home. Built with durable block construction, this property also features a single car garage. Step outside to enjoy a beautifully shaded lot, perfect for relaxing or entertaining guests in a private outdoor setting. This is a Short Sale. Professionally processed by ARII SOLUTIONS, LLC. Buyer Responsible Short Sale Processing Fee of $5,000. Please review ''Presentation of Offers'' document before submitting offer. Property sold as-is
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
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