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Winter Haven Single Family Homes For Sale - 792 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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  • 3408 COSTELLO CIR, WINTER HAVEN, FL 33884

    $315,00019 Days on yellowkey   MLS ID: O6411460

    INCREASED by $10,000 (3.3%) on 06/01/2026

    For Sale O6411460 - 3408 COSTELLO CIR, WINTER HAVEN, FL 33884 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2025
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,997 (change assumption)
    Mortgage ($1,726) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,49945 Days on yellowkey   MLS ID: TB8504505

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

    REDUCED by $500 (0.1%) on 05/19/2026

    For Sale TB8504505 - 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,915) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1000 LENA RUN CT, WINTER HAVEN, FL 33880

    $549,00011 Days on yellowkey   MLS ID: L4962371

    For Sale L4962371 - 1000 LENA RUN CT, WINTER HAVEN, FL 33880 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2624
       Built: 2007
    Monthly Fee: $129
       Tax: $3,309 (2025)
    Community: Hidden Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,413 (change assumption)
    Mortgage ($3,008) + Fees ($129) + Taxes in 2025 ($276)


    Taxes:$3,309

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $180,00019 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


  • 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $264,90049 Days on yellowkey   MLS ID: TB8502032

    REDUCED by $5,100 (1.9%) on 06/09/2026

    For Sale TB8502032 - 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $4,173 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,451) + Fees ($49) + Taxes in 2025 ($348)


    Taxes:$4,173

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4121 GIORGIO DR, WINTER HAVEN, FL 33884

    $329,990124 Days on yellowkey   MLS ID: O6382578

    4 Days Off yellowkey (back on 5/8/2026)

    For Sale O6382578 - 4121 GIORGIO DR, WINTER HAVEN, FL 33884 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,808) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1660 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $292,99040 Days on yellowkey   MLS ID: O6406327

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

    For Sale O6406327 - 1660 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1593
       Built: 2026
    Monthly Fee: $30
       Tax: $3,144 (2025)
    Community: Harmony On Lake Eloise Phase 2
    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,605) + Fees ($30) + Taxes in 2025 ($262)


    Taxes:$3,144

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $260,00076 Days on yellowkey   MLS ID: O6390090

    REDUCED by $15,000 (5.5%) on 06/09/2026

    SHORT SALE O6390090 - 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2023
    Monthly Fee: $18
       Tax: $6,208 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,425) + Fees ($18) + Taxes in 2025 ($517)


    Taxes:$6,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880

    $256,500229 Days on yellowkey   MLS ID: O6356028

    REDUCED by $500 (0.2%) on 06/09/2026

    For Sale O6356028 - 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1099
       Built: 1960   Tax: $3,654 (2024)
    Community: Tranquility Park 02 Rep
    Single Family


    Estimated Monthly Payment: $1,710 (change assumption)
    Mortgage ($1,405) + Taxes in 2024 ($305)


    Taxes:$3,654

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2782 ADELINE AVE, WINTER HAVEN, FL 33881

    $279,90091 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

    $245,00012 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

    $286,090182 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


  • 6003 LIVE OAK DR, WINTER HAVEN, FL 33880

    $364,99997 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

    $314,900101 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

    $281,9909 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


  • 563 HONEY BELL RD, WINTER HAVEN, FL 33880

    $305,0008 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

    $329,9909 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

    $310,0009 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

    $258,0009 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

    $273,900117 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




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.