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Winter Haven Single Family Homes For Sale - 807 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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  • 757 REGGIE RD, WINTER HAVEN, FL 33884

    $303,000249 Days on yellowkey   MLS ID: S5136830

    For Sale S5136830 - 757 REGGIE RD, WINTER HAVEN, FL 33884 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1432
       Built: 2023
    Monthly Fee: $14
       Tax: $6,977 (2024)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,660) + Fees ($14) + Taxes in 2024 ($581)


    Taxes:$6,977

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 2122 LAKE BLVD, WINTER HAVEN, FL 33881

    $248,000134 Days on yellowkey   MLS ID: S5143521

    REDUCED by $2,000 (0.8%) on 05/05/2026

    For Sale S5143521 - 2122 LAKE BLVD, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 985
       Built: 1978   Tax: $2,387 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,558 (change assumption)
    Mortgage ($1,359) + Taxes in 2025 ($199)


    Taxes:$2,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 374 TROON CT, WINTER HAVEN, FL 33884

    $249,900Listed 06/23/2026 10:10AM   MLS ID: L4962639

    For Sale L4962639 - 374 TROON CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1634
       Built: 1978
    Monthly Fee: $129
       Tax: $3,099 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,369) + Fees ($129) + Taxes in 2024 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 506 15TH CT NE, WINTER HAVEN, FL 33881

    $265,00014 Days on yellowkey   MLS ID: L4962442

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale L4962442 - 506 15TH CT NE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1964   Tax: $2,989 (2025)
    Community: Hills Lake Elbert
    Single Family


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($249)


    Taxes:$2,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $390,000Listed 06/23/2026 9:48AM   MLS ID: TB8522219

    For Sale TB8522219 - 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2413
       Built: 2006
    Monthly Fee: $55
       Tax: $6,079 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($2,137) + Fees ($55) + Taxes in 2025 ($507)


    Taxes:$6,079

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880

    $180,00025 Days on yellowkey   MLS ID: O6411867

    1 Days Off yellowkey (back on 6/4/2026)

    For Sale O6411867 - 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1014
       Built: 1976   Tax: $844 (2025)
    Community: High Point
    Single Family


    Estimated Monthly Payment: $1,057 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($70)


    Taxes:$844

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880

    $283,99963 Days on yellowkey   MLS ID: P4938520

    REDUCED by $14,901 (5.0%) on 05/10/2026

    For Sale P4938520 - 1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 1990   Tax: $3,176 (2025)
    Community: Sandalwood Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,821 (change assumption)
    Mortgage ($1,556) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 924 S HERON CIR, WINTER HAVEN, FL 33884

    $265,000Listed 06/23/2026 9:38AM   MLS ID: O6419206

    For Sale O6419206 - 924 S HERON CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1483
       Built: 1985   Tax: $3,490 (2025)
    Community: Garden Grove South Add
    Single Family


    Estimated Monthly Payment: $1,743 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($291)


    Taxes:$3,490

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2227 12TH ST NW, WINTER HAVEN, FL 33881

    $280,0001 Day on yellowkey   MLS ID: L4962962

    1 Days Off yellowkey (back on 6/23/2026)

    For Sale L4962962 - 2227 12TH ST NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1773
       Built: 1947   Tax: $536 (2025)
    Community: Aldoro Park
    Single Family


    Estimated Monthly Payment: $1,579 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($45)


    Taxes:$536

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 531 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $280,00014 Days on yellowkey   MLS ID: TB8517307

    For Sale TB8517307 - 531 HEATHER GLEN DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2002
    Monthly Fee: $33
       Tax: $1,954 (2025)
    Community: Heather Glen Phase One
    Single Family


    Estimated Monthly Payment: $1,730 (change assumption)
    Mortgage ($1,534) + Fees ($33) + Taxes in 2025 ($163)


    Taxes:$1,954

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4111 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $399,90027 Days on yellowkey   MLS ID: O6411190

    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


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $317,90077 Days on yellowkey   MLS ID: O6396937

    2 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $2,000 (0.6%) on 06/10/2026

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,742) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3036 THORNHILL RD, WINTER HAVEN, FL 33880

    $389,95019 Days on yellowkey   MLS ID: L4962365

    For Sale L4962365 - 3036 THORNHILL RD, WINTER HAVEN, FL 33880 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1778
       Built: 2026   Tax: $523 (2025)
    Community: Orange Hill Sub
    Single Family


    Estimated Monthly Payment: $2,180 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3038 THORNHILL RD, WINTER HAVEN, FL 33880

    $369,95019 Days on yellowkey   MLS ID: L4962366

    For Sale L4962366 - 3038 THORNHILL RD, WINTER HAVEN, FL 33880 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 2026   Tax: $403 (2025)
    Community: Orange Hill Sub
    Single Family


    Estimated Monthly Payment: $2,061 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($34)


    Taxes:$403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 528 MCKENNA DR, WINTER HAVEN, FL 33881

    $375,00049 Days on yellowkey   MLS ID: TB8505250

    For Sale TB8505250 - 528 MCKENNA DR, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2021
    Monthly Fee: $17
       Tax: $7,508 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,697 (change assumption)
    Mortgage ($2,055) + Fees ($17) + Taxes in 2025 ($626)


    Taxes:$7,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $320,0001 Day on yellowkey   MLS ID: TB8522011

    For Sale TB8522011 - 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $504
       Tax: $2,165 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($1,753) + Fees ($504) + Taxes in 2025 ($180)


    Taxes:$2,165

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 440 PALMA CEIA RD, WINTER HAVEN, FL 33884

    $800,00013 Days on yellowkey   MLS ID: O6415193

    For Sale O6415193 - 440 PALMA CEIA RD, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2575
       Built: 2023
    Monthly Fee: $149
       Tax: $6,403 (2025)
    Community: Cypresswood Golf/Cc
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,066 (change assumption)
    Mortgage ($4,383) + Fees ($149) + Taxes in 2025 ($534)


    Taxes:$6,403

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 231 AVENUE A NE, WINTER HAVEN, FL 33881

    $195,00074 Days on yellowkey   MLS ID: L4960914

    REDUCED by $15,000 (7.1%) on 06/01/2026

    For Sale L4960914 - 231 AVENUE A NE, WINTER HAVEN, FL 33881 11 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1144
       Built: 1920   Tax: $2,944 (2025)
    Community: Winter Haven Heights
    Single Family


    Estimated Monthly Payment: $1,314 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($245)


    Taxes:$2,944

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3307 COSTELLO CIR, WINTER HAVEN, FL 33884

    $289,00050 Days on yellowkey   MLS ID: L4961494

    REDUCED by $5,900 (2.0%) on 06/14/2026

    For Sale L4961494 - 3307 COSTELLO CIR, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2023
    Monthly Fee: $17
       Tax: $4,645 (2025)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $1,988 (change assumption)
    Mortgage ($1,584) + Fees ($17) + Taxes in 2025 ($387)


    Taxes:$4,645

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 180 SOLIS DR, WINTER HAVEN, FL 33880

    $274,000Listed 06/22/2026 6:44PM   MLS ID: P4939000

    For Sale P4939000 - 180 SOLIS DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1460
       Built: 2018
    Monthly Fee: $65
       Tax: $3,064 (2025)
    Community: Solis Gardens
    Single Family


    Estimated Monthly Payment: $1,822 (change assumption)
    Mortgage ($1,501) + Fees ($65) + Taxes in 2025 ($255)


    Taxes:$3,064

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.