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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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  • 126 2ND ST, WINTER HAVEN, FL 33880

    $149,900137 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


  • 716 AVENUE I NE, WINTER HAVEN, FL 33881

    $235,00087 Days on yellowkey   MLS ID: L4958483

    REDUCED by $24,000 (9.3%) on 04/16/2026

    For Sale L4958483 - 716 AVENUE I NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1559
       Built: 1951   Tax: $3,043 (2025)
    Community: Hutchinson Add
    Single Family


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($254)


    Taxes:$3,043

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $255,000145 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


  • 1331 34TH ST NW, WINTER HAVEN, FL 33881

    $199,999114 Days on yellowkey   MLS ID: L4959219

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

    REDUCED by $10,001 (4.8%) on 04/23/2026

    For Sale L4959219 - 1331 34TH ST NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0   Gar: 10
    Liv Area Sq Ft: 1220
       Built: 1954   Tax: $3,823 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,414 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($319)


    Taxes:$3,823

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000186 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 7041 FAIRVIEW VILLAGE CIR, WINTER HAVEN, FL 33881

    $57,900143 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


  • 6040 NAVONA WAY, WINTER HAVEN, FL 33884

    $357,999247 Days on yellowkey   MLS ID: TB8431485

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale TB8431485 - 6040 NAVONA WAY, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $18
       Tax: $8,495 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($1,962) + Fees ($18) + Taxes in 2025 ($708)


    Taxes:$8,495

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 20 BREVARD DR SE, WINTER HAVEN, FL 33884

    $515,00037 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

    $139,000520 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

    $300,00032 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

    $275,000107 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

    $99,90087 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

    $375,00052 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

    $423,000103 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

    $259,99055 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

    $469,00067 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

    $185,000108 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

    $169,500110 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


  • 1787 LAKEHILL DR, WINTER HAVEN, FL 33884

    $759,90033 Days on yellowkey   MLS ID: P4938572

    For Sale P4938572 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2024
    Monthly Fee: $86
       Tax: $1,460 (2024)
    Community: Woodpointe Phase Three
    Single Family


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($4,164) + Fees ($86) + Taxes in 2024 ($122)


    Taxes:$1,460

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 218 DENNIS AVE, WINTER HAVEN, FL 33880

    $246,90033 Days on yellowkey   MLS ID: L4961409

    For Sale L4961409 - 218 DENNIS AVE, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1174
       Built: 1962   Tax: $2,994 (2025)
    Community: Jan Phyl Village Unit 03 A
    Single Family


    Estimated Monthly Payment: $1,602 (change assumption)
    Mortgage ($1,353) + Taxes in 2025 ($250)


    Taxes:$2,994

    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.