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Winter Haven Homes For Sale & Real Estate - 929 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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  • 2015 6TH ST NE, WINTER HAVEN, FL 33881

    $279,000Listed 05/01/2026 5:37PM   MLS ID: O6403905

    For Sale O6403905 - 2015 6TH ST NE, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1542
       Built: 1958   Tax: $1,794 (2025)
    Community: Florence Villa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($150)


    Taxes:$1,794

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880

    $118,000Listed 05/01/2026 4:43PM   MLS ID: L4961519

    For Sale L4961519 - 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1030
       Built: 1973   Tax: $361 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $677 (change assumption)
    Mortgage ($647) + Taxes in 2025 ($30)


    Taxes:$361

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,900Listed 05/01/2026 3:47PM   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $339,999Listed 05/01/2026 2:50PM   MLS ID: TB8504154

    For Sale TB8504154 - 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,307 (change assumption)
    Mortgage ($1,863) + 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


  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $349,000Listed 05/01/2026 2:14PM   MLS ID: O6404080

    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: $2,067 (change assumption)
    Mortgage ($1,912) + Fees ($155) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4263 STAFFORD DR, WINTER HAVEN, FL 33880

    $380,000Listed 05/01/2026 2:18PM   MLS ID: O6404043

    For Sale O6404043 - 4263 STAFFORD DR, WINTER HAVEN, FL 33880 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1986   Tax: $1,977 (2025)
    Community: Lake Thomas Woods Add 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($165)


    Taxes:$1,977

    Elementary School: Clarence Boswell Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 136 LAKE RING DR, WINTER HAVEN, FL 33884

    $324,900Listed 05/01/2026 11:03AM   MLS ID: P4938606

    For Sale P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1975   Tax: $2,508 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,989 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($209)


    Taxes:$2,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00026 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,900Listed 05/01/2026 9:44AM   MLS ID: O6403149

    For Sale O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,857) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $309,000129 Days on yellowkey   MLS ID: TB8458652

    REDUCED by $3,000 (1.0%) on 04/25/2026

    For Sale TB8458652 - 2519 AVENUE E SW, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 2025   Tax: $310 (2024)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,693) + Taxes in 2024 ($26)


    Taxes:$310

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884

    $229,500533 Days on yellowkey   MLS ID: P4932767

    For Sale P4932767 - 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884 44 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1231
       Built: 2014
    Monthly Fee: $430
       Tax: $1,843 (2024)
    Community: Vienna Square
    Villa


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,258) + Fees ($430) + Taxes in 2024 ($154)


    Taxes:$1,843

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,500Listed 05/01/2026 8:47PM   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 2 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


  • 6114 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $175,0009 Days on yellowkey   MLS ID: L4961323

    For Sale L4961323 - 6114 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1288
       Built: 1988
    Monthly Fee: $65
       Tax: $1,512 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,150 (change assumption)
    Mortgage ($959) + Fees ($65) + Taxes in 2025 ($126)


    Taxes:$1,512

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $220,000108 Days on yellowkey   MLS ID: TB8462826

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale TB8462826 - 2735 RUTLEDGE CT, WINTER HAVEN, FL 33884 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006
    Monthly Fee: $250
       Tax: $1,639 (2025)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,205) + Fees ($250) + Taxes in 2025 ($137)


    Taxes:$1,639

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884

    $72,500Listed 05/01/2026 9:50AM   MLS ID: P4938584

    For Sale P4938584 - 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 826
       Built: 1974   Tax: $316 (2025)
    Community: Orchid Spgs Vill 300 Barcelona
    Condo


    Estimated Monthly Payment: $424 (change assumption)
    Mortgage ($397) + Taxes in 2025 ($26)


    Taxes:$316

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 134 CLOVERDALE RD, WINTER HAVEN, FL 33884

    $319,000Listed 05/01/2026 12:54PM   MLS ID: L4961268

    For Sale L4961268 - 134 CLOVERDALE RD, WINTER HAVEN, FL 33884 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1823
       Built: 2005
    Monthly Fee: $31
       Tax: $1,366 (2025)
    Community: Savanna Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,748) + Fees ($31) + Taxes in 2025 ($114)


    Taxes:$1,366

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 624 HONEY BELL RD, WINTER HAVEN, FL 33880

    $292,000122 Days on yellowkey   MLS ID: S5140630

    REDUCED by $2,000 (0.7%) on 05/01/2026

    For Sale S5140630 - 624 HONEY BELL RD, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $281 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,672 (change assumption)
    Mortgage ($1,600) + Fees ($49) + Taxes in 2024 ($23)


    Taxes:$281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884

    $169,900549 Days on yellowkey   MLS ID: L4948430

    INCREASED by $11,900 (7.5%) on 04/22/2026

    SHORT SALE L4948430 - 1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1103
       Built: 1986
    Monthly Fee: $414
       Tax: $1,858 (2023)
    Community: Winterset 02 A Condo Ph 01
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,500 (change assumption)
    Mortgage ($931) + Fees ($414) + Taxes in 2023 ($155)


    Taxes:$1,858

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 6734 KENSINGTON DR NE, WINTER HAVEN, FL 33881

    $124,900170 Days on yellowkey   MLS ID: TB8446380

    5 Days Off yellowkey (back on 4/2/2026)

    For Sale TB8446380 - 6734 KENSINGTON DR NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 960
       Built: 1980
    Monthly Fee: $46
       Tax: $1,560 (2024)
    Community: Lake N Golf Estates
    Manufactured Home


    Estimated Monthly Payment: $860 (change assumption)
    Mortgage ($684) + Fees ($46) + Taxes in 2024 ($130)


    Taxes:$1,560

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000107 Days on yellowkey   MLS ID: P4937501

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

    For Sale P4937501 - 107 MANDOLIN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2013
    Monthly Fee: $55
       Tax: $4,514 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,638) + Fees ($55) + Taxes in 2025 ($376)


    Taxes:$4,514

    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 Homes for Sale and Other Real Estate?

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.