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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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  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $295,00049 Days on yellowkey   MLS ID: O6403532

    REDUCED by $9,999 (3.3%) on 06/12/2026

    For Sale O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2018
    Monthly Fee: $15
       Tax: $5,214 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,066 (change assumption)
    Mortgage ($1,616) + Fees ($15) + Taxes in 2025 ($434)


    Taxes:$5,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $415,00090 Days on yellowkey   MLS ID: L4960449

    For Sale L4960449 - 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1998
    Monthly Fee: $71
       Tax: $2,731 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,274) + Fees ($71) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 820 AVENUE Z NW, WINTER HAVEN, FL 33881

    $197,50021 Days on yellowkey   MLS ID: S5150017

    SHORT SALE S5150017 - 820 AVENUE Z NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2082
       Built: 1925   Tax: $3,824 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,082) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 606 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880

    $237,90044 Days on yellowkey   MLS ID: P4938640

    REDUCED by $2,000 (0.8%) on 06/12/2026

    For Sale P4938640 - 606 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1407
       Built: 1994
    Monthly Fee: $408
       Tax: $972 (2025)
    Community: Waters Edge Unit 01 A Rep 02
    Townhouse


    Estimated Monthly Payment: $1,793 (change assumption)
    Mortgage ($1,304) + Fees ($408) + Taxes in 2025 ($81)


    Taxes:$972

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00030 Days on yellowkey   MLS ID: P4938750

    For Sale P4938750 - 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2016
    Monthly Fee: $15
       Tax: $4,656 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,726) + Fees ($15) + Taxes in 2025 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $384,00065 Days on yellowkey   MLS ID: L4960971

    REDUCED by $15,500 (3.9%) on 05/21/2026

    For Sale L4960971 - 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1957   Tax: $2,598 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,104) + Taxes in 2025 ($216)


    Taxes:$2,598

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 125 LAKE HAZEL DR, WINTER HAVEN, FL 33884

    $100,00078 Days on yellowkey   MLS ID: P4938311

    REDUCED by $15,000 (13.0%) on 06/12/2026

    For Sale P4938311 - 125 LAKE HAZEL DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1985
    Monthly Fee: $279
       Tax: $1,272 (2025)
    Community: Orange Manor West Coop Inc
    Manufactured Home


    Estimated Monthly Payment: $933 (change assumption)
    Mortgage ($548) + Fees ($279) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00090 Days on yellowkey   MLS ID: P4938120

    0 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $272,50050 Days on yellowkey   MLS ID: L4960255

    REDUCED by $22,500 (7.6%) on 06/12/2026

    For Sale L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2013
    Monthly Fee: $38
       Tax: $4,294 (2025)
    Community: Overlook Rdg
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,493) + Fees ($38) + Taxes in 2025 ($358)


    Taxes:$4,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884

    $130,000143 Days on yellowkey   MLS ID: S5142500

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $5,000 (3.7%) on 04/08/2026

    SHORT SALE S5142500 - 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1666
       Built: 1974
    Monthly Fee: $448
       Tax: $1,368 (2025)
    Community: Orchid Spgs Vill 400 San Miguel
    Spa: No

    Condo


    Estimated Monthly Payment: $1,274 (change assumption)
    Mortgage ($712) + Fees ($448) + Taxes in 2025 ($114)


    Taxes:$1,368

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $484,90013 Days on yellowkey   MLS ID: L4962358

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962358 - 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2406
       Built: 1999
    Monthly Fee: $71
       Tax: $3,154 (2025)
    Community: Ruby Lake Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,991 (change assumption)
    Mortgage ($2,657) + Fees ($71) + Taxes in 2025 ($263)


    Taxes:$3,154

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880

    $575,00041 Days on yellowkey   MLS ID: L4961757

    REDUCED by $5,000 (0.9%) on 06/12/2026

    For Sale L4961757 - 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3086
       Built: 2000
    Monthly Fee: $13
       Tax: $5,683 (2025)
    Community: Grey Fox Hollow Ph Three
    Single Family


    Estimated Monthly Payment: $3,637 (change assumption)
    Mortgage ($3,151) + Fees ($13) + Taxes in 2025 ($474)


    Taxes:$5,683

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881

    $765,900155 Days on yellowkey   MLS ID: P4937480

    REDUCED by $30,000 (3.8%) on 06/12/2026

    For Sale P4937480 - 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1977   Tax: $760 (2025)
    Community: Not In Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($4,197) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $350,0007 Days on yellowkey   MLS ID: S5151595

    For Sale S5151595 - 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1120
       Built: 1957   Tax: $1,027 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,003 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($86)


    Taxes:$1,027

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881

    $749,90049 Days on yellowkey   MLS ID: L4961524

    REDUCED by $27,800 (3.6%) on 06/12/2026

    For Sale L4961524 - 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 95 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2363
       Built: 1997
    Monthly Fee: $17
       Tax: $6,592 (2025)
    Community: Hamilton Ridge
    Single Family


    Estimated Monthly Payment: $4,675 (change assumption)
    Mortgage ($4,109) + Fees ($17) + Taxes in 2025 ($549)


    Taxes:$6,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 117 5TH ST NE, WINTER HAVEN, FL 33881

    $484,00044 Days on yellowkey   MLS ID: L4961626

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale L4961626 - 117 5TH ST NE, WINTER HAVEN, FL 33881 5 photos

    Bed: 6   Bath: 0.0
    Liv Area Sq Ft: 2214
       Built: 1930   Tax: $962 (2025)
    Community: Revised Map Of Fernwood Add
    Apartment


    Estimated Monthly Payment: $2,732 (change assumption)
    Mortgage ($2,652) + Taxes in 2025 ($80)


    Taxes:$962

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3032 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $219,99019 Days on yellowkey   MLS ID: O6412165

    1 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $7,000 (3.1%) on 06/01/2026

    For Sale O6412165 - 3032 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 3 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2026
    Monthly Fee: $16
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,224 (change assumption)
    Mortgage ($1,205) + Fees ($16) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 232 CUTRONE RD, WINTER HAVEN, FL 33880

    $199,00043 Days on yellowkey   MLS ID: TB8505344

    5 Days Off yellowkey (back on 5/28/2026)

    For Sale TB8505344 - 232 CUTRONE RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 640
       Built: 1940   Tax: $1,489 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $1,214 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($124)


    Taxes:$1,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884

    $610,00052 Days on yellowkey   MLS ID: O6401292

    For Sale O6401292 - 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1985
    Monthly Fee: $21
       Tax: $2,131 (2025)
    Community: Sundance Ranch Estates
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($3,342) + Fees ($21) + Taxes in 2025 ($178)


    Taxes:$2,131

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2037 SAN MARCOS DR SE #217, WINTER HAVEN, FL 33880

    $109,000462 Days on yellowkey   MLS ID: O6289336

    1 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $6,000 (5.2%) on 06/08/2026

    For Sale O6289336 - 2037 SAN MARCOS DR SE #217, WINTER HAVEN, FL 33880 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 826
       Built: 1984   Tax: $1,612 (2024)
    Community: Park Lake
    Condo


    Estimated Monthly Payment: $732 (change assumption)
    Mortgage ($597) + Taxes in 2024 ($134)


    Taxes:$1,612

    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.