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Winter Haven Homes For Sale & Real Estate - 1038 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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  • 262 OLEANDER ST, WINTER HAVEN, FL 33881

    $274,900103 Days on yellowkey   MLS ID: TB8479025

    For Sale TB8479025 - 262 OLEANDER ST, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1743
       Built: 2017
    Monthly Fee: $49
       Tax: $2,428 (2025)
    Community: Lakes/Lucerne Park Ph 3
    Single Family


    Estimated Monthly Payment: $1,758 (change assumption)
    Mortgage ($1,506) + Fees ($49) + Taxes in 2025 ($202)


    Taxes:$2,428

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4000 OAK PRESERVE DR, WINTER HAVEN, FL 33880

    $309,90015 Days on yellowkey   MLS ID: L4962513

    For Sale L4962513 - 4000 OAK PRESERVE DR, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1901
       Built: 2006
    Monthly Fee: $20
       Tax: $1,874 (2025)
    Community: Oak Preserve Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,698) + Fees ($20) + Taxes in 2025 ($156)


    Taxes:$1,874

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 840 PIEDMONT DR SE, WINTER HAVEN, FL 33880

    $425,00016 Days on yellowkey   MLS ID: L4962339

    For Sale L4962339 - 840 PIEDMONT DR SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1960   Tax: $4,220 (2025)
    Community: Cooper Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($352)


    Taxes:$4,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $409,90029 Days on yellowkey   MLS ID: S5150525

    For Sale S5150525 - 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 2025
    Monthly Fee: $95
       Tax: $761 (2025)
    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,246) + Fees ($95) + Taxes in 2025 ($63)


    Taxes:$761

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2634 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $240,0009 Days on yellowkey   MLS ID: L4962710

    For Sale L4962710 - 2634 RUTLEDGE CT, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1536
       Built: 2006
    Monthly Fee: $250
       Tax: $3,814 (2025)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,883 (change assumption)
    Mortgage ($1,315) + Fees ($250) + Taxes in 2025 ($318)


    Taxes:$3,814

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2108 CARTGATE LN, WINTER HAVEN, FL 33884

    $310,00023 Days on yellowkey   MLS ID: P4938873

    For Sale P4938873 - 2108 CARTGATE LN, WINTER HAVEN, FL 33884 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1961
       Built: 2023
    Monthly Fee: $18
       Tax: $6,185 (2025)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,699) + Fees ($18) + Taxes in 2025 ($515)


    Taxes:$6,185

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $475,00023 Days on yellowkey   MLS ID: O6412012

    REDUCED by $10,000 (2.1%) on 06/16/2026

    For Sale O6412012 - 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881 49 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2472
       Built: 2023
    Monthly Fee: $63
       Tax: $5,302 (2025)
    Community: Chestnut Crk
    Single Family


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($2,603) + Fees ($63) + Taxes in 2025 ($442)


    Taxes:$5,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $389,90072 Days on yellowkey   MLS ID: O6397768

    REDUCED by $9,600 (2.4%) on 06/03/2026

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2492
       Built: 1963   Tax: $3,785 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,452 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 287 INMAN BLVD, WINTER HAVEN, FL 33881

    $315,00079 Days on yellowkey   MLS ID: S5147134

    For Sale S5147134 - 287 INMAN BLVD, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $49
       Tax: $3,542 (2025)
    Community: Inman Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,726) + Fees ($49) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,607141 Days on yellowkey   MLS ID: P4937644

    REDUCED by $2 (0.0%) on 06/19/2026

    For Sale P4937644 - 2436 EDWIN ST NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1813
       Built: 2026   Tax: $313 (2025)
    Community: Smart Sub
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,368) + Taxes in 2025 ($26)


    Taxes:$313

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3025 SILVERADO TER, WINTER HAVEN, FL 33884

    $199,000305 Days on yellowkey   MLS ID: P4935949

    1 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $36,000 (15.3%) on 05/11/2026

    SHORT SALE P4935949 - 3025 SILVERADO TER, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1281
       Built: 1988
    Monthly Fee: $125
       Tax: $1,918 (2024)
    Community: Cypress Pond
    Single Family


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,090) + Fees ($125) + Taxes in 2024 ($160)


    Taxes:$1,918

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 108 EDGEWATER DR, WINTER HAVEN, FL 33881

    $285,000Listed 06/20/2026 10:55AM   MLS ID: O6418683

    For Sale O6418683 - 108 EDGEWATER DR, WINTER HAVEN, FL 33881 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1962   Tax: $3,071 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,818 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($256)


    Taxes:$3,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4146 SPRUCEWOOD ST, WINTER HAVEN, FL 33880

    $140,000Listed 06/20/2026 9:48AM   MLS ID: P4939076

    For Sale P4939076 - 4146 SPRUCEWOOD ST, WINTER HAVEN, FL 33880 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1982
    Monthly Fee: $166
       Tax: $1,024 (2025)
    Community: Oakwood Estates
    Manufactured Home


    Estimated Monthly Payment: $1,018 (change assumption)
    Mortgage ($767) + Fees ($166) + Taxes in 2025 ($85)


    Taxes:$1,024

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 440 PALMA CEIA RD, WINTER HAVEN, FL 33884

    $800,00011 Days on yellowkey   MLS ID: O6415193

    For Sale O6415193 - 440 PALMA CEIA RD, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2575
       Built: 2023
    Monthly Fee: $149
       Tax: $6,403 (2025)
    Community: Cypresswood Golf/Cc
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,066 (change assumption)
    Mortgage ($4,383) + Fees ($149) + Taxes in 2025 ($534)


    Taxes:$6,403

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 328 VAIL DR, WINTER HAVEN, FL 33884

    $330,00029 Days on yellowkey   MLS ID: TB8511866

    REDUCED by $5,000 (1.5%) on 06/16/2026

    For Sale TB8511866 - 328 VAIL DR, WINTER HAVEN, FL 33884 58 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1712
       Built: 1984
    Monthly Fee: $13
       Tax: $3,387 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,103 (change assumption)
    Mortgage ($1,808) + Fees ($13) + Taxes in 2025 ($282)


    Taxes:$3,387

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6346 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881

    $195,000228 Days on yellowkey   MLS ID: P4936920

    REDUCED by $4,900 (2.5%) on 04/07/2026

    For Sale P4936920 - 6346 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881 55 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 2005
    Monthly Fee: $34
       Tax: $3,375 (2025)
    Community: Brookhaven Village First Add
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,384 (change assumption)
    Mortgage ($1,068) + Fees ($34) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 1000 LENA RUN CT, WINTER HAVEN, FL 33880

    $549,00015 Days on yellowkey   MLS ID: L4962371

    For Sale L4962371 - 1000 LENA RUN CT, WINTER HAVEN, FL 33880 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2624
       Built: 2007
    Monthly Fee: $129
       Tax: $3,309 (2025)
    Community: Hidden Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,413 (change assumption)
    Mortgage ($3,008) + Fees ($129) + Taxes in 2025 ($276)


    Taxes:$3,309

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3927 PALAZZO PL, WINTER HAVEN, FL 33884

    $300,000122 Days on yellowkey   MLS ID: O6383833

    REDUCED by $3,000 (1.0%) on 06/20/2026

    For Sale O6383833 - 3927 PALAZZO PL, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2023
    Monthly Fee: $40
       Tax: $4,716 (2025)
    Community: Villamar Ph 4
    Single Family


    Estimated Monthly Payment: $2,077 (change assumption)
    Mortgage ($1,644) + Fees ($40) + Taxes in 2025 ($393)


    Taxes:$4,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90051 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 ALACHUA DR, WINTER HAVEN, FL 33884

    $369,000Listed 06/20/2026 4:09AM   MLS ID: O6416706

    For Sale O6416706 - 516 ALACHUA DR, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1973   Tax: $3,301 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,297 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($275)


    Taxes:$3,301

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

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.