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Winter Haven Homes For Sale & Real Estate - 1004 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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  • 563 HONEY BELL RD, WINTER HAVEN, FL 33880

    $305,000Listed 06/09/2026 12:51AM   MLS ID: S5151545

    For Sale S5151545 - 563 HONEY BELL RD, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2022
    Monthly Fee: $63
       Tax: $5,252 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,671) + Fees ($63) + Taxes in 2025 ($438)


    Taxes:$5,252

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 276 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $329,9901 Day on yellowkey   MLS ID: G5113493

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

    For Sale G5113493 - 276 MEREDITH BLVD, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $7
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,808) + Fees ($7) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 265 MAJESTIC GARDENS LN, WINTER HAVEN, FL 33880

    $310,0001 Day on yellowkey   MLS ID: L4962565

    For Sale L4962565 - 265 MAJESTIC GARDENS LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1951
       Built: 2006
    Monthly Fee: $33
       Tax: $4,273 (2025)
    Community: Gardens Ph 01
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,699) + Fees ($33) + Taxes in 2025 ($356)


    Taxes:$4,273

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 151 1ST ST S, WINTER HAVEN, FL 33880

    $258,000Listed 06/08/2026 10:31PM   MLS ID: O6413676

    For Sale O6413676 - 151 1ST ST S, WINTER HAVEN, FL 33880 2 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1259
       Built: 2024   Tax: $2,032 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,583 (change assumption)
    Mortgage ($1,414) + Taxes in 2025 ($169)


    Taxes:$2,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $303,900444 Days on yellowkey   MLS ID: TB8364733

    3 Days Off yellowkey (back on 3/10/2026)

    For Sale TB8364733 - 1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,665) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884

    $875,00029 Days on yellowkey   MLS ID: TB8506932

    REDUCED by $24,000 (2.7%) on 06/05/2026

    For Sale TB8506932 - 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3799
       Built: 1994
    Monthly Fee: $83
       Tax: $5,583 (2025)
    Community: Skidmore
    Single Family


    Estimated Monthly Payment: $5,343 (change assumption)
    Mortgage ($4,794) + Fees ($83) + Taxes in 2025 ($465)


    Taxes:$5,583

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $273,900109 Days on yellowkey   MLS ID: O6384404

    REDUCED by $1,000 (0.4%) on 06/08/2026

    For Sale O6384404 - 2362 BRASSIE CT, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2022
    Monthly Fee: $18
       Tax: $5,003 (2025)
    Community: Villmar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,501) + Fees ($18) + Taxes in 2025 ($417)


    Taxes:$5,003

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884

    $213,000174 Days on yellowkey   MLS ID: O6367947

    For Sale O6367947 - 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1264
       Built: 2002
    Monthly Fee: $23
       Tax: $543 (2024)
    Community: Reflections East Ph 02
    Single Family


    Estimated Monthly Payment: $1,235 (change assumption)
    Mortgage ($1,167) + Fees ($23) + Taxes in 2024 ($45)


    Taxes:$543

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1740 2ND ST NE, WINTER HAVEN, FL 33881

    $235,000239 Days on yellowkey   MLS ID: L4956531

    REDUCED by $5,000 (2.1%) on 06/08/2026

    For Sale L4956531 - 1740 2ND ST NE, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1683
       Built: 2025   Tax: $308 (2024)
    Community: Maud Meadows
    Single Family


    Estimated Monthly Payment: $1,313 (change assumption)
    Mortgage ($1,288) + Taxes in 2024 ($26)


    Taxes:$308

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50039 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $333,00039 Days on yellowkey   MLS ID: O6404080

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

    REDUCED by $4,000 (1.2%) on 05/21/2026

    For Sale O6404080 - 3322 OAK HILL PL, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $155

    Community: Oakgrove Sub
    Single Family


    Estimated Monthly Payment: $1,980 (change assumption)
    Mortgage ($1,825) + Fees ($155) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884

    $230,00026 Days on yellowkey   MLS ID: O6407939

    REDUCED by $10,000 (4.2%) on 06/04/2026

    For Sale O6407939 - 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 2018
    Monthly Fee: $96
       Tax: $3,757 (2025)
    Community: Whispering Trails Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,669 (change assumption)
    Mortgage ($1,260) + Fees ($96) + Taxes in 2025 ($313)


    Taxes:$3,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $217,00028 Days on yellowkey   MLS ID: O6407265

    For Sale O6407265 - 1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1019
       Built: 1969   Tax: $1,264 (2025)
    Community: Carefree Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,189) + Taxes in 2025 ($105)


    Taxes:$1,264

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,000132 Days on yellowkey   MLS ID: S5142551

    REDUCED by $4,000 (1.1%) on 04/29/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,000) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


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

    $109,000453 Days on yellowkey   MLS ID: O6289336

    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


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $259,999115 Days on yellowkey   MLS ID: S5143914

    REDUCED by $3,000 (1.1%) on 05/20/2026

    For Sale S5143914 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960   Tax: $2,806 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,658 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: Frank E. Brigham Academy

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,90012 Days on yellowkey   MLS ID: P4938830

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

    For Sale P4938830 - 2954 PLANTATION RD, WINTER HAVEN, FL 33884 90 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 1989
    Monthly Fee: $137
       Tax: $7,558 (2025)
    Community: Cypress Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,082) + Fees ($137) + Taxes in 2025 ($630)


    Taxes:$7,558

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $215,000278 Days on yellowkey   MLS ID: O6339713

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

    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


  • 3052 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $219,99049 Days on yellowkey   MLS ID: O6401061

    REDUCED by $7,500 (3.3%) on 05/14/2026

    For Sale O6401061 - 3052 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2026
    Monthly Fee: $193
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,205) + Fees ($193) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 3032 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $219,99010 Days on yellowkey   MLS ID: O6412165

    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




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.