Location: Winter Haven
Only Show: Short Sale
Do Not Show Listings
129 LAKE OTIS RD SE, WINTER HAVEN, FL 33884
$325,000158 Days on yellowkey MLS ID: L4958266
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2579 Built: 1966Monthly Fee: $100 Tax: $739 (2025)Community: LakewoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$739
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Short Sale. This charming home is a diamond in the rough, waiting for the right owner to unlock its full potential. Located in a sought-after neighborhood of picturesque red brick homes, this property offers a unique opportunity for those with vision and ambition. This home is being sold as a short sale, making it an ideal project for those looking to invest in a renovation loan and transform it into one of the best investments on the street. Surrounded by beautiful homes with strong property values, this two-level home boasts 5 bedrooms (with potential for a 6th), three bathrooms, and 2579 square feet of living space. Inside, you'll find real hardwood floors, double-paned windows, a cozy wood-burning fireplace, and a double car garage, all situated on a spacious 0.32-acre lot. With a little TLC and creativity, this property has the potential to become a stunning showcase home that stands out in the neighborhood. Don't miss this opportunity to own a piece of Winter Haven's red brick charm and create the home of your dreams. Schedule a showing today and start envisioning the possibilities that await.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Kelley Blackburn (813-478-0023)
273 HAYLEY ST, WINTER HAVEN, FL 33884
$240,000142 Days on yellowkey MLS ID: O6375357
5 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2024Monthly Fee: $16 Tax: $6,815 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$6,815
Remarks: Under contract-accepting backup offers. Short Sale. Exceptional Corner-Lot Home in Peace Creek Reserve. A beautifully maintained, move-in ready 3 bedroom, 2 bath home. Just a short stroll from the resort-style pool and playground, this home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is ideal for entertaining, highlighted by a gourmet kitchen with a spacious center island overlooking the dining area and expansive family room. Ceramic tile flows throughout the main living areas, while upgraded carpeted bedrooms provide cozy retreats. Unwind in the oversized owner’s suite, featuring a spa-inspired bathroom with dual vanities and a generous walk-in closet. This home stands out with included stainless-steel appliances, solid surface countertops, window blinds, LED recessed lighting, ceiling fans, and more—features often considered upgrades elsewhere. Ideally located near Winter Haven’s renowned Chain of Lakes, enjoy kayaking, paddleboarding, or pontoon boat rentals on scenic waterways. Just minutes from LEGOLAND®, local restaurants, farmers markets, bike paths, and a variety of entertainment options, this home delivers both lifestyle and location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bob Bretz, Pa (407-797-9500)
119 ALLEN AVE, WINTER HAVEN, FL 33880
$250,000357 Days on yellowkey MLS ID: TB8399712
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1961 Tax: $3,776 (2024)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,776
Tax Year: 2024
Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
WINTER HAVEN, FL 33880
$390,000233 Days on yellowkey MLS ID: TB8441385
REDUCED by $9,500 (2.4%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2242 Built: 2007Monthly Fee: $15 Tax: $3,305 (2024)Community: Ridge Acres Ph IiSingle Family
Taxes:$3,305
Remarks: Short Sale. Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.
Listing is courtesy of: BROOKS REALTY GROUP LLC (813-653-7291)
Listing Agent: Erica Ranson (863-934-3510)
1596 LEAMINGTON LN, WINTER HAVEN, FL 33884
$270,000346 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
$245,000449 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)
1148 TYLER LOOP, WINTER HAVEN, FL 33884
$265,00087 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)
415 GARRETT RIDGE CT, WINTER HAVEN, FL 33880
$140,000114 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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