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Winter Haven Homes For Sale & Real Estate - 1034 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881

    $339,0007 Days on yellowkey   MLS ID: O6415489

    For Sale O6415489 - 2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 2144
       Built: 1984   Tax: $5,045 (2025)
    Community: Saxon-Myers Rep Ph 1
    Apartment


    Estimated Monthly Payment: $2,278 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $474,99936 Days on yellowkey   MLS ID: K4903491

    2 Days Off yellowkey (back on 6/14/2026)

    For Sale K4903491 - 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2648
       Built: 1998
    Monthly Fee: $71
       Tax: $4,848 (2025)
    Community: Ruby Lake Sub Ph Ii
    Single Family


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,603) + Fees ($71) + Taxes in 2025 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6733 KENSINGTON DR NE, WINTER HAVEN, FL 33881

    $175,0006 Days on yellowkey   MLS ID: G5113718

    For Sale G5113718 - 6733 KENSINGTON DR NE, WINTER HAVEN, FL 33881 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1985
    Monthly Fee: $46
       Tax: $329 (2025)
    Community: Lake N Golf Estates
    Manufactured Home


    Estimated Monthly Payment: $1,032 (change assumption)
    Mortgage ($959) + Fees ($46) + Taxes in 2025 ($27)


    Taxes:$329

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $329,9006 Days on yellowkey   MLS ID: L4962574

    For Sale L4962574 - 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2023
    Monthly Fee: $13
       Tax: $3,953 (2024)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Fees ($13) + Taxes in 2024 ($329)


    Taxes:$3,953

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 2207 AVENUE F NW, WINTER HAVEN, FL 33880

    $252,90022 Days on yellowkey   MLS ID: TB8513310

    REDUCED by $2,100 (0.8%) on 06/13/2026

    For Sale TB8513310 - 2207 AVENUE F NW, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1310
       Built: 1946   Tax: $2,679 (2025)
    Community: Beymer Stoner Sub
    Single Family


    Estimated Monthly Payment: $1,609 (change assumption)
    Mortgage ($1,386) + Taxes in 2025 ($223)


    Taxes:$2,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 153 STEVENSON RD, WINTER HAVEN, FL 33884

    $339,90080 Days on yellowkey   MLS ID: L4960685

    For Sale L4960685 - 153 STEVENSON RD, WINTER HAVEN, FL 33884 64 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1867
       Built: 1961   Tax: $4,041 (2025)
    Community: Garden Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $768,900137 Days on yellowkey   MLS ID: L4959091

    REDUCED by $100 (0.0%) on 06/13/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,117 (change assumption)
    Mortgage ($4,213) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1452 AXEL CIR, WINTER HAVEN, FL 33880

    $287,00021 Days on yellowkey   MLS ID: TB8513583

    REDUCED by $9,500 (3.2%) on 06/13/2026

    For Sale TB8513583 - 1452 AXEL CIR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 2022
    Monthly Fee: $71
       Tax: $3,731 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,573) + Fees ($71) + Taxes in 2025 ($311)


    Taxes:$3,731

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884

    $69,99949 Days on yellowkey   MLS ID: P4938584

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $2,501 (3.4%) on 05/12/2026

    For Sale P4938584 - 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884 29 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 826
       Built: 1974   Tax: $316 (2025)
    Community: Orchid Spgs Vill 300 Barcelona
    Condo


    Estimated Monthly Payment: $410 (change assumption)
    Mortgage ($384) + Taxes in 2025 ($26)


    Taxes:$316

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3421 HICKORY ST NW, WINTER HAVEN, FL 33881

    $187,00018 Days on yellowkey   MLS ID: O6412571

    For Sale O6412571 - 3421 HICKORY ST NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 690
       Built: 1955   Tax: $962 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,105 (change assumption)
    Mortgage ($1,025) + Taxes in 2025 ($80)


    Taxes:$962

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 381 SAN JOSE DR, WINTER HAVEN, FL 33884

    $237,5008 Days on yellowkey   MLS ID: S5151702

    For Sale S5151702 - 381 SAN JOSE DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 1991
    Monthly Fee: $108
       Tax: $3,176 (2025)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,674 (change assumption)
    Mortgage ($1,301) + Fees ($108) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 341 MANDOLIN LN, WINTER HAVEN, FL 33884

    $439,00013 Days on yellowkey   MLS ID: L4962452

    For Sale L4962452 - 341 MANDOLIN LN, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2506
       Built: 2011
    Monthly Fee: $56
       Tax: $4,408 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,829 (change assumption)
    Mortgage ($2,405) + Fees ($56) + Taxes in 2025 ($367)


    Taxes:$4,408

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $305,000116 Days on yellowkey   MLS ID: L4959592

    REDUCED by $10,000 (3.2%) on 06/08/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $1,955 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1055 30TH ST NW, WINTER HAVEN, FL 33881

    $199,90037 Days on yellowkey   MLS ID: TB8507249

    REDUCED by $10,000 (4.8%) on 06/13/2026

    For Sale TB8507249 - 1055 30TH ST NW, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 1020
       Built: 1955   Tax: $1,715 (2025)
    Community: Rosewood Manor
    Single Family


    Estimated Monthly Payment: $1,238 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($143)


    Taxes:$1,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881

    $300,00070 Days on yellowkey   MLS ID: P4938412

    REDUCED by $5,000 (1.6%) on 06/13/2026

    For Sale P4938412 - 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1893
       Built: 2015
    Monthly Fee: $65
       Tax: $2,614 (2025)
    Community: Lakeridge Estates
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,644) + Fees ($65) + Taxes in 2025 ($218)


    Taxes:$2,614

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1508 MAJESTIC LN, WINTER HAVEN, FL 33880

    $327,50028 Days on yellowkey   MLS ID: L4962086

    For Sale L4962086 - 1508 MAJESTIC LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,775 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,794) + Fees ($38) + Taxes in 2025 ($315)


    Taxes:$3,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 136 LAKE RING DR, WINTER HAVEN, FL 33884

    $319,90049 Days on yellowkey   MLS ID: P4938606

    REDUCED by $5,000 (1.5%) on 05/29/2026

    For Sale P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1975   Tax: $2,508 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,962 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($209)


    Taxes:$2,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3426 HICKORY ST NW, WINTER HAVEN, FL 33881

    $220,00070 Days on yellowkey   MLS ID: O6398170

    REDUCED by $10,000 (4.3%) on 05/12/2026

    For Sale O6398170 - 3426 HICKORY ST NW, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1955   Tax: $2,004 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,372 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1280 DENALI DR, WINTER HAVEN, FL 33881

    $409,000141 Days on yellowkey   MLS ID: G5107453

    INCREASED by $10,000 (2.5%) on 04/05/2026

    For Sale G5107453 - 1280 DENALI DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2566
       Built: 2024
    Monthly Fee: $92
       Tax: $6,203 (2025)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,241) + Fees ($92) + Taxes in 2025 ($517)


    Taxes:$6,203

    Elementary School: Bethune Academy

    High School: None

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 5384 HOGAN LN, WINTER HAVEN, FL 33884

    $345,500340 Days on yellowkey   MLS ID: P4935506

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale P4935506 - 5384 HOGAN LN, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2006
    Monthly Fee: $5

    Community: Lake Ashton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,898 (change assumption)
    Mortgage ($1,893) + Fees ($5) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Winter Haven home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.