Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Price: $100,000 to $199,000
Do Not Show Listings
Winter Haven - 31 properties found
102 2ND ST N, WINTER HAVEN, FL 33880
$119,90035 Days on yellowkey MLS ID: O6394962
1 Days Off yellowkey (back on 4/14/2026)
REDUCED by $5,000 (4.0%) on 04/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1940 Tax: $1,413 (2025)Community: SouthavenSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,413
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.
Listing is courtesy of: ENCORE INVESTMENT REALTY (407-334-8664)
Listing Agent: Desmond Pollock (407-334-8664)
508 AVENUE I SE, WINTER HAVEN, FL 33880
$189,00026 Days on yellowkey MLS ID: TB8495578
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1954 Tax: $271 (2025)Community: Hackles AddSingle Family
Taxes:$271
Remarks: Under contract-accepting backup offers. Florida classic with NEW ROOF now available in Winter Haven! This 3/2 is close to everything, and walking distance to the High School. A/C was replaced in 2022, all appliances convey, and home is clean and move-in ready! Home also includes 2 living areas, a large screened porch (carport), a dining area with terrazzo floors, and a huge backyard with shade tree. Better Hurry!
Listing is courtesy of: STORMS REALTY (813-293-4652)
Listing Agent: Steve Storms (813-293-4652)
1812 2ND ST NW, WINTER HAVEN, FL 33881
$189,00095 Days on yellowkey MLS ID: TB8469792
1 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1163 Built: 1995 Tax: $1,940 (2025)Community: Habitat For Humanity 01Single Family
Taxes:$1,940
Remarks: Under contract-accepting backup offers. NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Richard Carey (913-963-9800)
201 RICHBURG RD, WINTER HAVEN, FL 33880
$110,000290 Days on yellowkey MLS ID: L4954499
3 Days Off yellowkey (back on 9/3/2025)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $618 (2024)Community: NoneSingle Family
Taxes:$618
Tax Year: 2024
Remarks: Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.
Listing is courtesy of: SWAN CITY REALTY LLC (863-535-7271)
Listing Agent: Tonya Lockamy (863-535-7271)
1246 31ST ST NW, WINTER HAVEN, FL 33881
$165,90088 Days on yellowkey MLS ID: TB8470610
REDUCED by $4,000 (2.4%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1961 Tax: $1,157 (2024)Community: West Cannon HeightsSingle Family
Taxes:$1,157
Elementary School: Inwood Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: Welcome to this charming 2-bedroom, 1-bathroom home in the West Cannon Heights neighborhood of Winter Haven, an excellent opportunity for first-time buyers or investors. With a really large open kitchen, this home is move-in ready. The exterior features a covered parking area and a workshop with a new roof. This property offers a cozy living space and a convenient location, with no HOA fees. Don't miss the chance to own this piece of Winter Haven.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Pablo Lluveras Matos (813-406-3652)
415 GARRETT RIDGE CT, WINTER HAVEN, FL 33880
$140,00073 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)
213 CLEVELAND AVE, WINTER HAVEN, FL 33881
$190,00034 Days on yellowkey MLS ID: P4938281
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1949 Tax: $1,588 (2025)Community: Eastwood SubSingle Family
Taxes:$1,588
Remarks: Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers both comfort and opportunity. The home features a functional layout and a new AC installed in 2024, providing added efficiency and peace of mind. The spacious backyard includes a detached shed with great potential, perfect for a workshop, studio, storage, or a future conversion to fit your needs. Conveniently located just minutes from shopping, dining, and everyday essentials, and close to the new Publix plaza currently under development, this home is perfectly positioned in an area experiencing exciting growth. A great opportunity for homeowners or investors looking to own in one of Winter Haven’s expanding neighborhoods.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Pedro Perez, Jr (863-236-8799)
4622 CYPRESS GARDENS RD, WINTER HAVEN, FL 33884
$180,00037 Days on yellowkey MLS ID: S5146684
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1706 Built: 1985 Tax: $3,238 (2025)Community: Silver Oaks VillasSingle Family
Taxes:$3,238
Elementary School: Garden Grove Elem
Middle School: Denison Middle
Remarks: Welcome to this charming and versatile 2-bedroom, 2-bath home offering 1,706 square feet of living space in Winter Haven. This property features a spacious combined living and dining area, ideal for both everyday living and entertaining. The home also offers a flexible bonus room that can easily be converted into a third bedroom, home office, hobby space, or guest area, along with a bright sunroom at the back—ideal for relaxing and enjoying backyard views year-round. Step outside to a screened-in back porch, ideal for unwinding or outdoor dining, and take advantage of the backyard shed for additional storage. With its adaptable spaces and inviting indoor-outdoor features, this home is a must-see—schedule your private showing today and discover all it has to offer! The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. All buyers must view the home before submitting an offer. HUD CASE: 098-116683 FINANCE ESCROW MAY APPLY FINANCE CODE: IE
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
121 BATES AVE SE, WINTER HAVEN, FL 33880
$199,00040 Days on yellowkey MLS ID: OM721475
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1945Community: Haven TerraceSingle Family
Taxes:
Tax Year:
Remarks: Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!
Listing is courtesy of: RE/MAX REALTY PLUS (863-385-0077)
Listing Agent: Emily Jones (863-446-3246)
926 28TH ST NW, WINTER HAVEN, FL 33881
$185,000193 Days on yellowkey MLS ID: S5137142
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1614 Built: 1955Community: WestwoodSingle Family
Remarks: Back on the market, home appraised over list price buyer lost job before closing. This home boast over 1614 heated living square foot. The home has tile floor and wood throughout all rooms. The large kitchen has solid stone granite counter tops and a large breakfast bar. The seller will credit the buyer for a brand new roof from one of their recent quotes of $10,600 at time of closing (See attached roof est). The large fully fenced in backyard is perfect for entertaining or pets. There is a one car detached garage in the backyard and the shed also conveys.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Eric Sigismondi, Llc (863-651-9257)
2824 AVENUE Q NW, WINTER HAVEN, FL 33881
$154,900178 Days on yellowkey MLS ID: S5138109
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1960Community: InwoodSingle Family
Remarks: Don’t Miss This Opportunity! This fixer-upper offers amazing potential and features 4 bedrooms and 2 full baths, making it ideal for homeowners or investors. The kitchen includes a cozy dinette area, great for family gatherings, while the spacious living room opens to a screened front patio, providing extra space to relax. The primary bedroom is generously sized, offering a walk-in closet and an upgraded full bath with attractive tile. The second bathroom has also been updated by the previous owner. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don’t last—schedule your showing today before it’s gone!
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