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Winter Haven Homes For Sale & Real Estate - 982 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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  • 505 MAGGIE CIR, WINTER HAVEN, FL 33880

    $249,90010 Days on yellowkey   MLS ID: P4938744

    For Sale P4938744 - 505 MAGGIE CIR, WINTER HAVEN, FL 33880 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1592
       Built: 1973   Tax: $2,729 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($227)


    Taxes:$2,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 509 CLAYTON CIR, WINTER HAVEN, FL 33880

    $305,00092 Days on yellowkey   MLS ID: O6385911

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6385911 - 509 CLAYTON CIR, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1974   Tax: $2,876 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($240)


    Taxes:$2,876

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $324,900165 Days on yellowkey   MLS ID: L4957925

    REDUCED by $5,100 (1.5%) on 05/13/2026

    For Sale L4957925 - 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1697
       Built: 2023
    Monthly Fee: $30
       Tax: $3,769 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,124 (change assumption)
    Mortgage ($1,780) + Fees ($30) + Taxes in 2025 ($314)


    Taxes:$3,769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4622 CYPRESS GARDENS RD, WINTER HAVEN, FL 33884

    $180,00062 Days on yellowkey   MLS ID: S5146684

    2 Days Off yellowkey (back on 5/21/2026)

    For Sale S5146684 - 4622 CYPRESS GARDENS RD, WINTER HAVEN, FL 33884 11 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 1985   Tax: $3,238 (2025)
    Community: Silver Oaks Villas
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,256 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($270)


    Taxes:$3,238

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6441 DOMIZIO DR, WINTER HAVEN, FL 33884

    $299,49042 Days on yellowkey   MLS ID: O6400090

    1 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $5,000 (1.6%) on 05/12/2026

    For Sale O6400090 - 6441 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,697 (change assumption)
    Mortgage ($1,641) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 116 HAMPDEN RD, WINTER HAVEN, FL 33884

    $249,900210 Days on yellowkey   MLS ID: S5137660

    21 Days Off yellowkey (back on 5/21/2026)

    SHORT SALE S5137660 - 116 HAMPDEN RD, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 1966   Tax: $4,494 (2024)
    Community: Dugger Rep
    Single Family


    Estimated Monthly Payment: $1,744 (change assumption)
    Mortgage ($1,369) + Taxes in 2024 ($375)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1985 SARAH ST, WINTER HAVEN, FL 33884

    $296,00030 Days on yellowkey   MLS ID: P4938491

    For Sale P4938491 - 1985 SARAH ST, WINTER HAVEN, FL 33884 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2025
    Monthly Fee: $14
       Tax: $3,519 (2025)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,622) + Fees ($14) + Taxes in 2025 ($293)


    Taxes:$3,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881

    $120,000239 Days on yellowkey   MLS ID: L4956165

    REDUCED by $2,000 (1.6%) on 04/01/2026

    For Sale L4956165 - 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1976   Tax: $2,376 (2024)
    Community: Lake Buckeye Condo
    Condo


    Estimated Monthly Payment: $856 (change assumption)
    Mortgage ($658) + Taxes in 2024 ($198)


    Taxes:$2,376

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $319,90058 Days on yellowkey   MLS ID: L4960750

    REDUCED by $10,000 (3.0%) on 05/21/2026

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($1,753) + Fees ($5) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884

    $535,00024 Days on yellowkey   MLS ID: P4938608

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale P4938608 - 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2017
    Monthly Fee: $8
       Tax: $3,349 (2025)
    Community: Winterset Gardens
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,931) + Fees ($8) + Taxes in 2025 ($279)


    Taxes:$3,349

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $384,00045 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


  • 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,49037 Days on yellowkey   MLS ID: O6401328

    1 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $5,000 (1.7%) on 05/12/2026

    For Sale O6401328 - 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 543 TERRANOVA CIR, WINTER HAVEN, FL 33884

    $399,90088 Days on yellowkey   MLS ID: L4959863

    For Sale L4959863 - 543 TERRANOVA CIR, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2118
       Built: 2003
    Monthly Fee: $67
       Tax: $1,923 (2025)
    Community: Terranova Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,191) + Fees ($67) + Taxes in 2025 ($160)


    Taxes:$1,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3865 GIORGIO DR, WINTER HAVEN, FL 33884

    $328,4809 Days on yellowkey   MLS ID: TB8508578

    For Sale TB8508578 - 3865 GIORGIO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2026
    Monthly Fee: $154
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,800) + Fees ($154) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 850 LAKE ELBERT PARK NE, WINTER HAVEN, FL 33881

    $267,90043 Days on yellowkey   MLS ID: S5148051

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale S5148051 - 850 LAKE ELBERT PARK NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1781
       Built: 1980   Tax: $4,590 (2025)
    Community: Elbert Park
    Single Family


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,468) + Taxes in 2025 ($383)


    Taxes:$4,590

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2085 ISLE ROYALE CT SE #284, WINTER HAVEN, FL 33880

    $124,999110 Days on yellowkey   MLS ID: O6380383

    REDUCED by $1 (0.0%) on 04/22/2026

    For Sale O6380383 - 2085 ISLE ROYALE CT SE #284, WINTER HAVEN, FL 33880 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 648
       Built: 2004
    Monthly Fee: $270
       Tax: $213 (2025)
    Community: Park Lake
    Condo


    Estimated Monthly Payment: $973 (change assumption)
    Mortgage ($685) + Fees ($270) + Taxes in 2025 ($18)


    Taxes:$213

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 340 VAIL DR, WINTER HAVEN, FL 33884

    $365,000120 Days on yellowkey   MLS ID: S5142678

    For Sale S5142678 - 340 VAIL DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 1984
    Monthly Fee: $17
       Tax: $3,946 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($2,000) + Fees ($17) + Taxes in 2025 ($329)


    Taxes:$3,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3022 HICKORY ST NW, WINTER HAVEN, FL 33881

    $270,000169 Days on yellowkey   MLS ID: A4674941

    REDUCED by $3,000 (1.1%) on 04/28/2026

    For Sale A4674941 - 3022 HICKORY ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1602
       Built: 1955   Tax: $1,866 (2024)
    Community: Biltmore Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,635 (change assumption)
    Mortgage ($1,479) + Taxes in 2024 ($156)


    Taxes:$1,866

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1511 GAINES RD, WINTER HAVEN, FL 33880

    $155,00055 Days on yellowkey   MLS ID: TB8493080

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale TB8493080 - 1511 GAINES RD, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 860
       Built: 1974   Tax: $2,075 (2025)
    Community: Acreage & Unrec
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $1,022 (change assumption)
    Mortgage ($849) + Taxes in 2025 ($173)


    Taxes:$2,075

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $465,900193 Days on yellowkey   MLS ID: P4936971

    REDUCED by $3,900 (0.8%) on 05/20/2026

    For Sale P4936971 - 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 2014
    Monthly Fee: $17
       Tax: $4,603 (2024)
    Community: Island Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,953 (change assumption)
    Mortgage ($2,553) + Fees ($17) + Taxes in 2024 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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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.