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Winter Haven Single Family Homes For Sale - 779 homes

Winter Haven Single Family Homes for Sale are located in Polk County, Florida. Find single family homes for sale in Winter Haven with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven single family houses.

Location: Winter Haven

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  • 248 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $259,99049 Days on yellowkey   MLS ID: G5111557

    REDUCED by $25,000 (8.8%) on 06/04/2026

    For Sale G5111557 - 248 MEREDITH BLVD, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 2026
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,472 (change assumption)
    Mortgage ($1,425) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2782 ADELINE AVE, WINTER HAVEN, FL 33881

    $279,90087 Days on yellowkey   MLS ID: O6391785

    REDUCED by $2,090 (0.7%) on 05/29/2026

    For Sale O6391785 - 2782 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,534) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 217 4TH JPV ST, WINTER HAVEN, FL 33880

    $245,0008 Days on yellowkey   MLS ID: L4962456

    For Sale L4962456 - 217 4TH JPV ST, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1064
       Built: 1962   Tax: $1,280 (2025)
    Community: Jan Phyl Village Unit 03 A
    Single Family


    Estimated Monthly Payment: $1,449 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($107)


    Taxes:$1,280

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4048 GIORGIO DR, WINTER HAVEN, FL 33884

    $286,090178 Days on yellowkey   MLS ID: O6364898

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

    INCREASED by $1,000 (0.4%) on 05/08/2026

    For Sale O6364898 - 4048 GIORGIO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $3,147 (2025)
    Community: Villamar Phase 6
    Single Family


    Estimated Monthly Payment: $1,847 (change assumption)
    Mortgage ($1,568) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $384,00060 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


  • 6003 LIVE OAK DR, WINTER HAVEN, FL 33880

    $364,99993 Days on yellowkey   MLS ID: S5145500

    2 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $4,000 (1.1%) on 05/16/2026

    For Sale S5145500 - 6003 LIVE OAK DR, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1907
       Built: 2006
    Monthly Fee: $20
       Tax: $2,549 (2025)
    Community: Oak Preserve Ph 02
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($2,000) + Fees ($20) + Taxes in 2025 ($212)


    Taxes:$2,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881

    $314,90097 Days on yellowkey   MLS ID: L4960041

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

    REDUCED by $2,500 (0.8%) on 04/18/2026

    For Sale L4960041 - 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2020
    Monthly Fee: $23
       Tax: $4,127 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,725) + Fees ($23) + Taxes in 2025 ($344)


    Taxes:$4,127

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4815 KHLOE CT, WINTER HAVEN, FL 33884

    $281,9905 Days on yellowkey   MLS ID: O6414954

    INCREASED by $2,090 (0.7%) on 06/09/2026

    For Sale O6414954 - 4815 KHLOE CT, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,816 (change assumption)
    Mortgage ($1,545) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $305,000110 Days on yellowkey   MLS ID: L4959592

    REDUCED by $10,000 (3.2%) on 06/08/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $1,955 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 563 HONEY BELL RD, WINTER HAVEN, FL 33880

    $305,0004 Days on yellowkey   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

    $329,9905 Days 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

    $310,0005 Days 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

    $258,0005 Days on yellowkey   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


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $273,900113 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

    $213,000178 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

    $235,000243 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

    $619,50043 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

    $333,00043 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


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,000136 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


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,90016 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




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. 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 single family home 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.