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Winter Haven Homes For Sale & Real Estate - 981 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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  • 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $239,99044 Days on yellowkey   MLS ID: S5147785

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale S5147785 - 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1426
       Built: 2020
    Monthly Fee: $17
       Tax: $5,036 (2024)
    Community: 407-872-7608 Hoa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,315) + Fees ($17) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 237 MCLEAN PT, WINTER HAVEN, FL 33884

    $699,000214 Days on yellowkey   MLS ID: L4957003

    REDUCED by $21,000 (2.9%) on 04/30/2026

    For Sale L4957003 - 237 MCLEAN PT, WINTER HAVEN, FL 33884 85 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2961
       Built: 2001
    Monthly Fee: $238
       Tax: $6,631 (2024)
    Community: Renaissance
    Single Family


    Estimated Monthly Payment: $4,621 (change assumption)
    Mortgage ($3,830) + Fees ($238) + Taxes in 2024 ($553)


    Taxes:$6,631

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 2128 34TH ST NW, WINTER HAVEN, FL 33881

    $205,00050 Days on yellowkey   MLS ID: TB8498110

    REDUCED by $10,000 (4.7%) on 04/30/2026

    For Sale TB8498110 - 2128 34TH ST NW, WINTER HAVEN, FL 33881 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1437
       Built: 1956   Tax: $2,817 (2025)
    Community: Inwood Unit 4
    Single Family


    Estimated Monthly Payment: $1,358 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($235)


    Taxes:$2,817

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $469,000186 Days on yellowkey   MLS ID: P4937082

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale P4937082 - 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2019
    Monthly Fee: $5
       Tax: $4,742 (2025)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,970 (change assumption)
    Mortgage ($2,570) + Fees ($5) + Taxes in 2025 ($395)


    Taxes:$4,742

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2964 PLANTATION RD, WINTER HAVEN, FL 33884

    $579,900232 Days on yellowkey   MLS ID: O6352519

    REDUCED by $20,000 (3.3%) on 04/30/2026

    For Sale O6352519 - 2964 PLANTATION RD, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3614
       Built: 1989
    Monthly Fee: $137
       Tax: $618 (2024)
    Community: Cypresswood Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($3,177) + Fees ($137) + Taxes in 2024 ($52)


    Taxes:$618

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1700 6TH ST NW #C31, WINTER HAVEN, FL 33881

    $99,900112 Days on yellowkey   MLS ID: L4959370

    REDUCED by $9,890 (9.0%) on 04/30/2026

    For Sale L4959370 - 1700 6TH ST NW #C31, WINTER HAVEN, FL 33881 22 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 840
       Built: 1964
    Monthly Fee: $350
       Tax: $1,336 (2025)
    Community: Winter Haven Harbour Apts Condo
    Condo


    Estimated Monthly Payment: $1,009 (change assumption)
    Mortgage ($547) + Fees ($350) + Taxes in 2025 ($111)


    Taxes:$1,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 126 2ND ST, WINTER HAVEN, FL 33880

    $149,900143 Days on yellowkey   MLS ID: P4937521

    1 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $10,000 (6.3%) on 04/08/2026

    For Sale P4937521 - 126 2ND ST, WINTER HAVEN, FL 33880 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 2023   Tax: $1,796 (2025)
    Community: Leslie J A Sub
    Manufactured Home


    Estimated Monthly Payment: $971 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($150)


    Taxes:$1,796

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $255,000151 Days on yellowkey   MLS ID: S5141071

    REDUCED by $10,000 (3.8%) on 04/29/2026

    For Sale S5141071 - 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $210
       Tax: $3,716 (2025)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,397) + Fees ($210) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7041 FAIRVIEW VILLAGE CIR, WINTER HAVEN, FL 33881

    $57,900149 Days on yellowkey   MLS ID: P4937431

    For Sale P4937431 - 7041 FAIRVIEW VILLAGE CIR, WINTER HAVEN, FL 33881 21 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 248
       Built: 1980
    Monthly Fee: $90
       Tax: $807 (2025)
    Community: Fairview Village
    Manufactured Home


    Estimated Monthly Payment: $475 (change assumption)
    Mortgage ($317) + Fees ($90) + Taxes in 2025 ($67)


    Taxes:$807

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 20 BREVARD DR SE, WINTER HAVEN, FL 33884

    $515,00043 Days on yellowkey   MLS ID: L4961284

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale L4961284 - 20 BREVARD DR SE, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2340
       Built: 1976   Tax: $2,154 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $3,001 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($179)


    Taxes:$2,154

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5850 CYPRESS GARDENS BLVD #304, WINTER HAVEN, FL 33884

    $139,000526 Days on yellowkey   MLS ID: O6266648

    For Sale O6266648 - 5850 CYPRESS GARDENS BLVD #304, WINTER HAVEN, FL 33884 34 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1332
       Built: 1975   Tax: $1,531 (2023)
    Community: Royal Crescent Condo
    Spa: No

    Townhouse


    Estimated Monthly Payment: $889 (change assumption)
    Mortgage ($762) + Taxes in 2023 ($128)


    Taxes:$1,531

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 69 ENCLAVE DR, WINTER HAVEN, FL 33884

    $300,00038 Days on yellowkey   MLS ID: S5148089

    For Sale S5148089 - 69 ENCLAVE DR, WINTER HAVEN, FL 33884 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 1998
    Monthly Fee: $435
       Tax: $2,189 (2024)
    Community: Cypresswood Enclave Ph 02
    Villa


    Estimated Monthly Payment: $2,261 (change assumption)
    Mortgage ($1,644) + Fees ($435) + Taxes in 2024 ($182)


    Taxes:$2,189

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 3410 FOX RIDGE ST, WINTER HAVEN, FL 33884

    $275,000113 Days on yellowkey   MLS ID: P4937797

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale P4937797 - 3410 FOX RIDGE ST, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1369
       Built: 1986   Tax: $1,686 (2025)
    Community: Fox Ridge Ph 02
    Single Family


    Estimated Monthly Payment: $1,647 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($141)


    Taxes:$1,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1700 6TH ST NW #A37, WINTER HAVEN, FL 33881

    $99,90093 Days on yellowkey   MLS ID: L4959920

    For Sale L4959920 - 1700 6TH ST NW #A37, WINTER HAVEN, FL 33881 43 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 840
       Built: 1964
    Monthly Fee: $350
       Tax: $1,550 (2025)
    Community: Winter Haven Harbour Apts Condo
    Condo


    Estimated Monthly Payment: $1,027 (change assumption)
    Mortgage ($547) + Fees ($350) + Taxes in 2025 ($129)


    Taxes:$1,550

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 RUBY LAKE DR, WINTER HAVEN, FL 33884

    $375,00058 Days on yellowkey   MLS ID: P4938379

    For Sale P4938379 - 131 RUBY LAKE DR, WINTER HAVEN, FL 33884 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2000
    Monthly Fee: $71
       Tax: $4,453 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,055) + Fees ($71) + Taxes in 2025 ($371)


    Taxes:$4,453

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $423,000109 Days on yellowkey   MLS ID: L4959442

    1 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $3,000 (0.7%) on 04/23/2026

    For Sale L4959442 - 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2249
       Built: 2004
    Monthly Fee: $25
       Tax: $5,809 (2025)
    Community: Buckeye Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,318) + Fees ($25) + Taxes in 2025 ($484)


    Taxes:$5,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884

    $259,99061 Days on yellowkey   MLS ID: O6396319

    REDUCED by $12,010 (4.4%) on 04/28/2026

    For Sale O6396319 - 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1596
       Built: 1987
    Monthly Fee: $45
       Tax: $2,901 (2025)
    Community: Lake Dexter Moorings
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,425) + Fees ($45) + Taxes in 2025 ($242)


    Taxes:$2,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 BROAD ST, WINTER HAVEN, FL 33881

    $469,00073 Days on yellowkey   MLS ID: P4938236

    For Sale P4938236 - 132 BROAD ST, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2672
       Built: 2016
    Monthly Fee: $74
       Tax: $3,868 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,966 (change assumption)
    Mortgage ($2,570) + Fees ($74) + Taxes in 2025 ($322)


    Taxes:$3,868

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6086 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884

    $185,000114 Days on yellowkey   MLS ID: L4959284

    For Sale L4959284 - 6086 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1998
    Monthly Fee: $65
       Tax: $749 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,141 (change assumption)
    Mortgage ($1,014) + Fees ($65) + Taxes in 2025 ($62)


    Taxes:$749

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6081 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884

    $169,500116 Days on yellowkey   MLS ID: L4959229

    For Sale L4959229 - 6081 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1080
       Built: 1990
    Monthly Fee: $65
       Tax: $1,102 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,086 (change assumption)
    Mortgage ($929) + Fees ($65) + Taxes in 2025 ($92)


    Taxes:$1,102

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.