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Winter Haven Homes For Sale & Real Estate - 908 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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  • 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $215,000230 Days on yellowkey   MLS ID: O6339713

    REDUCED by $10,000 (4.4%) on 04/13/2026

    For Sale O6339713 - 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006
    Monthly Fee: $250
       Tax: $1,325 (2024)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,538 (change assumption)
    Mortgage ($1,178) + Fees ($250) + Taxes in 2024 ($110)


    Taxes:$1,325

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3108 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $279,99035 Days on yellowkey   MLS ID: S5146052

    REDUCED by $10,000 (3.4%) on 04/19/2026

    For Sale S5146052 - 3108 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2018
    Monthly Fee: $30
       Tax: $2,950 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,810 (change assumption)
    Mortgage ($1,534) + Fees ($30) + Taxes in 2025 ($246)


    Taxes:$2,950

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4925 CYPRESS GARDENS RD #20, WINTER HAVEN, FL 33884

    $60,0004 Days on yellowkey   MLS ID: P4938460

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale P4938460 - 4925 CYPRESS GARDENS RD #20, WINTER HAVEN, FL 33884 49 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 378
       Built: 1981
    Monthly Fee: $133
       Tax: $446 (2025)
    Community: Doves Residence
    Manufactured Home


    Estimated Monthly Payment: $499 (change assumption)
    Mortgage ($329) + Fees ($133) + Taxes in 2025 ($37)


    Taxes:$446

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4669 OSPREY WAY, WINTER HAVEN, FL 33881

    $319,5004 Days on yellowkey   MLS ID: R4911042

    For Sale R4911042 - 4669 OSPREY WAY, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2019
    Monthly Fee: $35
       Tax: $5,100 (2025)
    Community: St James Xing
    Single Family


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,751) + Fees ($35) + Taxes in 2025 ($425)


    Taxes:$5,100

    Elementary School: Walter Caldwell Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: None


  • 410 VILLAGE CIR SW, WINTER HAVEN, FL 33880

    $99,00034 Days on yellowkey   MLS ID: P4938198

    REDUCED by $6,000 (5.7%) on 04/03/2026

    For Sale P4938198 - 410 VILLAGE CIR SW, WINTER HAVEN, FL 33880 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1987
    Monthly Fee: $55
       Tax: $1,554 (2025)
    Community: Village Park
    Manufactured Home


    Estimated Monthly Payment: $727 (change assumption)
    Mortgage ($542) + Fees ($55) + Taxes in 2025 ($129)


    Taxes:$1,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880

    $250,00016 Days on yellowkey   MLS ID: TB8493899

    For Sale TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880 30 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2883
       Built: 1920   Tax: $5,897 (2025)
    Community: Leonards Sub
    Single Family


    Estimated Monthly Payment: $1,861 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2813 WINGFOOT CT, WINTER HAVEN, FL 33884

    $215,00050 Days on yellowkey   MLS ID: L4959887

    REDUCED by $15,000 (6.5%) on 04/15/2026

    For Sale L4959887 - 2813 WINGFOOT CT, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1682
       Built: 1990
    Monthly Fee: $295
       Tax: $2,981 (2025)
    Community: Cypresswood Golf Villas
    Spa: No

    Villa


    Estimated Monthly Payment: $1,721 (change assumption)
    Mortgage ($1,178) + Fees ($295) + Taxes in 2025 ($248)


    Taxes:$2,981

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $363,00012 Days on yellowkey   MLS ID: O6398240

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($1,989) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $425,00012 Days on yellowkey   MLS ID: L4960820

    For Sale L4960820 - 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2024
    Monthly Fee: $30
       Tax: $7,633 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,995 (change assumption)
    Mortgage ($2,329) + Fees ($30) + Taxes in 2025 ($636)


    Taxes:$7,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881

    $155,90019 Days on yellowkey   MLS ID: L4960831

    For Sale L4960831 - 6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1596
       Built: 1985
    Monthly Fee: $34
       Tax: $2,745 (2025)
    Community: Brookhaven Village First Add
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,117 (change assumption)
    Mortgage ($854) + Fees ($34) + Taxes in 2025 ($229)


    Taxes:$2,745

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $289,00086 Days on yellowkey   MLS ID: O6377124

    For Sale O6377124 - 3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 2004
    Monthly Fee: $33
       Tax: $4,114 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,584) + Fees ($33) + Taxes in 2024 ($343)


    Taxes:$4,114

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 221 AVENUE L NE, WINTER HAVEN, FL 33881

    $226,00035 Days on yellowkey   MLS ID: O6391663

    REDUCED by $10,800 (4.6%) on 04/18/2026

    For Sale O6391663 - 221 AVENUE L NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1000
       Built: 1948   Tax: $2,938 (2025)
    Community: Lake Silver Terrace
    Single Family


    Estimated Monthly Payment: $1,483 (change assumption)
    Mortgage ($1,238) + Taxes in 2025 ($245)


    Taxes:$2,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 720 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $339,00096 Days on yellowkey   MLS ID: P4937320

    For Sale P4937320 - 720 SANTA MARIA DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 1990
    Monthly Fee: $46
       Tax: $4,473 (2025)
    Community: Overlook Estates East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,857) + Fees ($46) + Taxes in 2025 ($373)


    Taxes:$4,473

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6346 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881

    $197,900168 Days on yellowkey   MLS ID: P4936920

    REDUCED by $2,000 (1.0%) on 04/07/2026

    For Sale P4936920 - 6346 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881 54 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: $1,400 (change assumption)
    Mortgage ($1,084) + 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


  • 1865 4TH ST SE, WINTER HAVEN, FL 33880

    $159,0006 Days on yellowkey   MLS ID: O6400012

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6400012 - 1865 4TH ST SE, WINTER HAVEN, FL 33880 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1540
       Built: 1960   Tax: $760 (2025)
    Community: Lake Lulu Terrace
    Single Family


    Estimated Monthly Payment: $935 (change assumption)
    Mortgage ($871) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 353 MANDOLIN LN, WINTER HAVEN, FL 33884

    $379,0006 Days on yellowkey   MLS ID: L4961166

    For Sale L4961166 - 353 MANDOLIN LN, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2010
    Monthly Fee: $46
       Tax: $2,370 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,320 (change assumption)
    Mortgage ($2,077) + Fees ($46) + Taxes in 2025 ($198)


    Taxes:$2,370

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 333 LAKE HOWARD DR NW #211A, WINTER HAVEN, FL 33880

    $89,995103 Days on yellowkey   MLS ID: TB8461846

    0 Days Off yellowkey (back on 4/15/2026)

    REDUCED by $10,000 (10.0%) on 04/08/2026

    For Sale TB8461846 - 333 LAKE HOWARD DR NW #211A, WINTER HAVEN, FL 33880 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1218
       Built: 1974
    Monthly Fee: $529
       Tax: $1,931 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $1,183 (change assumption)
    Mortgage ($493) + Fees ($529) + Taxes in 2025 ($161)


    Taxes:$1,931

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881

    $314,90045 Days on yellowkey   MLS ID: L4960041

    REDUCED by $2,500 (0.8%) on 04/18/2026

    For Sale L4960041 - 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2020
    Monthly Fee: $23
       Tax: $4,127 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,725) + Fees ($23) + Taxes in 2025 ($344)


    Taxes:$4,127

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $350,000138 Days on yellowkey   MLS ID: W7881213

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,918) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1250 31ST ST NW, WINTER HAVEN, FL 33881

    $225,000145 Days on yellowkey   MLS ID: O6361582

    4 Days Off yellowkey (back on 3/20/2026)

    For Sale O6361582 - 1250 31ST ST NW, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1960   Tax: $2,529 (2024)
    Community: West Cannon Heights
    Single Family


    Estimated Monthly Payment: $1,444 (change assumption)
    Mortgage ($1,233) + Taxes in 2024 ($211)


    Taxes:$2,529

    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.