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Winter Haven Homes For Sale & Real Estate - 1023 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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  • 505 MAGGIE CIR, WINTER HAVEN, FL 33880

    $249,90029 Days on yellowkey   MLS ID: P4938744

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

    For Sale P4938744 - 505 MAGGIE CIR, WINTER HAVEN, FL 33880 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1592
       Built: 1973   Tax: $2,729 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($227)


    Taxes:$2,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 719 AVENUE Q SE, WINTER HAVEN, FL 33880

    $220,00012 Days on yellowkey   MLS ID: O6409223

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale O6409223 - 719 AVENUE Q SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1181
       Built: 1968
    Monthly Fee: $110
       Tax: $487 (2025)
    Community: Parkland Village
    Single Family


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,205) + Fees ($110) + Taxes in 2025 ($41)


    Taxes:$487

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884

    $134,99082 Days on yellowkey   MLS ID: P4938197

    REDUCED by $10 (0.0%) on 06/12/2026

    For Sale P4938197 - 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884 10 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1332
       Built: 1975   Tax: $1,683 (2025)
    Community: Royal Crescent Condo
    Condo


    Estimated Monthly Payment: $880 (change assumption)
    Mortgage ($740) + Taxes in 2025 ($140)


    Taxes:$1,683

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3923 BALDWIN LN, WINTER HAVEN, FL 33884

    $273,900313 Days on yellowkey   MLS ID: P4935847

    For Sale P4935847 - 3923 BALDWIN LN, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $467
       Tax: $4,082 (2024)
    Community: Traditions Ph 1
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,501) + Fees ($467) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 614 SIDNEY CIR, WINTER HAVEN, FL 33880

    $399,99013 Days on yellowkey   MLS ID: O6413011

    For Sale O6413011 - 614 SIDNEY CIR, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1908
       Built: 1968   Tax: $3,517 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $2,485 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 308 AVE P NW, WINTER HAVEN, FL 33881

    $230,00027 Days on yellowkey   MLS ID: L4962121

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

    For Sale L4962121 - 308 AVE P NW, WINTER HAVEN, FL 33881 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 2025
    Community: Harrington A B Sub
    Half Duplex


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 306 AVE P NW, WINTER HAVEN, FL 33881

    $230,00027 Days on yellowkey   MLS ID: L4962119

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

    For Sale L4962119 - 306 AVE P NW, WINTER HAVEN, FL 33881 6 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 2025
    Community: Harrington A B Sub
    Half Duplex


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3006 ELM ST, WINTER HAVEN, FL 33881

    $215,00042 Days on yellowkey   MLS ID: P4938656

    For Sale P4938656 - 3006 ELM ST, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1172
       Built: 1955   Tax: $2,592 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($216)


    Taxes:$2,592

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $295,00048 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

    $415,00089 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

    $197,50020 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

    $237,90043 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


  • 4111 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $399,90021 Days on yellowkey   MLS ID: O6411190

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

    For Sale O6411190 - 4111 ISLAND LAKES DR, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2012
    Monthly Fee: $17
       Tax: $4,556 (2025)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $2,588 (change assumption)
    Mortgage ($2,191) + Fees ($17) + Taxes in 2025 ($380)


    Taxes:$4,556

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00029 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

    $384,00064 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

    $100,00077 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

    $442,00089 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

    $272,50049 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

    $130,000142 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

    $484,90012 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




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.