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Winter Haven Single Family Homes For Sale - 810 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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  • 1405 28TH ST NW, WINTER HAVEN, FL 33881

    $225,00014 Days on yellowkey   MLS ID: L4963168

    For Sale L4963168 - 1405 28TH ST NW, WINTER HAVEN, FL 33881 16 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1137
       Built: 1955   Tax: $904 (2025)
    Community: Inwood
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,308 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($75)


    Taxes:$904

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $279,900479 Days on yellowkey   MLS ID: TB8364733

    REDUCED by $24,000 (7.9%) on 06/25/2026

    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: $1,629 (change assumption)
    Mortgage ($1,534) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $357,49990 Days on yellowkey   MLS ID: TB8497895

    0 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $2,000 (0.6%) on 05/26/2026

    For Sale TB8497895 - 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,959) + 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


  • 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99972 Days on yellowkey   MLS ID: TB8504144

    0 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $5,000 (1.4%) on 05/12/2026

    For Sale TB8504144 - 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884 16 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,000) + 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


  • 2790 ADELINE AVE, WINTER HAVEN, FL 33881

    $269,900118 Days on yellowkey   MLS ID: O6391726

    REDUCED by $5,000 (1.8%) on 06/30/2026

    For Sale O6391726 - 2790 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: $1,775 (change assumption)
    Mortgage ($1,479) + 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


  • 2775 ADELINE AVE, WINTER HAVEN, FL 33881

    $268,900116 Days on yellowkey   MLS ID: O6391813

    REDUCED by $6,000 (2.2%) on 06/30/2026

    For Sale O6391813 - 2775 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: $1,769 (change assumption)
    Mortgage ($1,473) + 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


  • 2791 ADELINE AVE, WINTER HAVEN, FL 33881

    $287,900210 Days on yellowkey   MLS ID: O6367908

    REDUCED by $6,840 (2.3%) on 06/30/2026

    For Sale O6367908 - 2791 ADELINE AVE, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,873 (change assumption)
    Mortgage ($1,577) + 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


  • 2795 ADELINE AVE, WINTER HAVEN, FL 33881

    $299,900210 Days on yellowkey   MLS ID: O6367889

    REDUCED by $6,840 (2.2%) on 06/30/2026

    For Sale O6367889 - 2795 ADELINE AVE, WINTER HAVEN, FL 33881 1 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,939 (change assumption)
    Mortgage ($1,643) + 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


  • 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $275,90099 Days on yellowkey   MLS ID: O6396753

    REDUCED by $1,000 (0.4%) on 06/30/2026

    For Sale O6396753 - 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villamar Phase 7
    Single Family


    Estimated Monthly Payment: $1,789 (change assumption)
    Mortgage ($1,512) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 2799 ADELINE AVE, WINTER HAVEN, FL 33881

    $281,740203 Days on yellowkey   MLS ID: O6369098

    REDUCED by $24,000 (7.8%) on 07/01/2026

    For Sale O6369098 - 2799 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: $3,455 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,544) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,455

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4049 GIORGIO DR, WINTER HAVEN, FL 33884

    $287,99021 Days on yellowkey   MLS ID: O6419242

    For Sale O6419242 - 4049 GIORGIO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,147 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,578) + Fees ($18) + 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


  • 4045 GIORGIO DR, WINTER HAVEN, FL 33884

    $300,99021 Days on yellowkey   MLS ID: O6419297

    For Sale O6419297 - 4045 GIORGIO DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $18
       Tax: $3,147 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,649) + Fees ($18) + 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


  • 4160 GIORGIO DR, WINTER HAVEN, FL 33884

    $284,900209 Days on yellowkey   MLS ID: O6366024

    REDUCED by $7,000 (2.4%) on 06/30/2026

    For Sale O6366024 - 4160 GIORGIO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,561) + 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


  • 4081 GIORGIO DR, WINTER HAVEN, FL 33884

    $280,90036 Days on yellowkey   MLS ID: O6414935

    REDUCED by $1,000 (0.4%) on 06/30/2026

    For Sale O6414935 - 4081 GIORGIO DR, 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: $1,810 (change assumption)
    Mortgage ($1,539) + 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


  • 4948 KAIA, WINTER HAVEN, FL 33884

    $278,900188 Days on yellowkey   MLS ID: O6370131

    REDUCED by $3,000 (1.1%) on 06/30/2026

    For Sale O6370131 - 4948 KAIA, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $203
       Tax: $3,396 (2025)
    Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,528) + Fees ($203) + Taxes in 2025 ($283)


    Taxes:$3,396

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4663 OSTERO ST, WINTER HAVEN, FL 33884

    $296,99021 Days on yellowkey   MLS ID: O6415737

    INCREASED by $17,090 (6.1%) on 06/30/2026

    For Sale O6415737 - 4663 OSTERO ST, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,898 (change assumption)
    Mortgage ($1,627) + 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


  • 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $267,90028 Days on yellowkey   MLS ID: O6417447

    REDUCED by $1,000 (0.4%) on 06/30/2026

    For Sale O6417447 - 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1302
       Built: 2026
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,745 (change assumption)
    Mortgage ($1,468) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4815 KHLOE CT, WINTER HAVEN, FL 33884

    $279,90036 Days on yellowkey   MLS ID: O6414954

    REDUCED by $2,090 (0.7%) on 06/30/2026

    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: $1,805 (change assumption)
    Mortgage ($1,534) + 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


  • 5820 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $291,000173 Days on yellowkey   MLS ID: P4937585

    2 Days Off yellowkey (back on 5/14/2026)

    For Sale P4937585 - 5820 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2006
    Monthly Fee: $25
       Tax: $1,286 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,594) + Fees ($25) + Taxes in 2025 ($107)


    Taxes:$1,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3081 FIREBRUSH LN, WINTER HAVEN, FL 33884

    $264,900132 Days on yellowkey   MLS ID: O6387742

    REDUCED by $7,000 (2.6%) on 06/30/2026

    For Sale O6387742 - 3081 FIREBRUSH LN, WINTER HAVEN, FL 33884 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1302
       Built: 2026
    Monthly Fee: $69
       Tax: $2,310 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,451) + Fees ($69) + Taxes in 2025 ($193)


    Taxes:$2,310

    Elementary School: John Snively 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.