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Winter Haven Single Family Homes For Sale - 642 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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  • 2017 MISTY MORNING DR, WINTER HAVEN, FL 33880

    $360,00097 Days on yellowkey   MLS ID: L4958297

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale L4958297 - 2017 MISTY MORNING DR, WINTER HAVEN, FL 33880 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 2004
    Monthly Fee: $33
       Tax: $4,095 (2025)
    Community: Country Walk Ph 02
    Single Family


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($1,973) + Fees ($33) + Taxes in 2025 ($341)


    Taxes:$4,095

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1646 TRESSEL CT, WINTER HAVEN, FL 33881

    $290,000Listed 04/16/2026 8:01AM   MLS ID: P4938246

    For Sale P4938246 - 1646 TRESSEL CT, WINTER HAVEN, FL 33881 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $50
       Tax: $4,864 (2025)
    Community: Buckeye Trace
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,589) + Fees ($50) + Taxes in 2025 ($405)


    Taxes:$4,864

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884

    $335,00065 Days on yellowkey   MLS ID: R4910695

    REDUCED by $20,000 (5.6%) on 04/16/2026

    For Sale R4910695 - 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2011
    Monthly Fee: $56
       Tax: $2,554 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,836) + Fees ($56) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $369,95057 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.6%) on 03/31/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($2,027) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1740 2ND ST NE, WINTER HAVEN, FL 33881

    $240,000185 Days on yellowkey   MLS ID: L4956531

    For Sale L4956531 - 1740 2ND ST NE, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1683
       Built: 2025   Tax: $308 (2024)
    Community: Maud Meadows
    Single Family


    Estimated Monthly Payment: $1,341 (change assumption)
    Mortgage ($1,315) + Taxes in 2024 ($26)


    Taxes:$308

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4401 MAHOGANY RUN, WINTER HAVEN, FL 33884

    $292,50013 Days on yellowkey   MLS ID: L4960809

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale L4960809 - 4401 MAHOGANY RUN, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 1995   Tax: $1,765 (2025)
    Community: Cypress Grove Ph 04
    Single Family


    Estimated Monthly Payment: $1,750 (change assumption)
    Mortgage ($1,603) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2128 34TH ST NW, WINTER HAVEN, FL 33881

    $215,000Listed 04/16/2026 11:09AM   MLS ID: TB8498110

    For Sale TB8498110 - 2128 34TH ST NW, WINTER HAVEN, FL 33881 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2100
       Built: 1956   Tax: $2,817 (2025)
    Community: Inwood Unit 4
    Single Family


    Estimated Monthly Payment: $1,413 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($235)


    Taxes:$2,817

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3952 WARBLER DR, WINTER HAVEN, FL 33880

    $284,99516 Days on yellowkey   MLS ID: S5146840

    For Sale S5146840 - 3952 WARBLER DR, WINTER HAVEN, FL 33880 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2005
    Monthly Fee: $12
       Tax: $4,019 (2025)
    Community: Queens Cove Ph 04
    Single Family


    Estimated Monthly Payment: $1,909 (change assumption)
    Mortgage ($1,562) + Fees ($12) + Taxes in 2025 ($335)


    Taxes:$4,019

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2586 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $298,000725 Days on yellowkey   MLS ID: O6198152

    SHORT SALE O6198152 - 2586 SAN MARCO WAY, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2023
    Monthly Fee: $19
       Tax: $2,317 (2022)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,633) + Fees ($19) + Taxes in 2022 ($193)


    Taxes:$2,317

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2022

    Middle School: Mclaughlin Academy Of Excellence


  • 3015 AVENUE I NW, WINTER HAVEN, FL 33881

    $179,800351 Days on yellowkey   MLS ID: O6304872

    REDUCED by $100 (0.1%) on 04/16/2026

    For Sale O6304872 - 3015 AVENUE I NW, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1050
       Built: 1959   Tax: $1,951 (2024)
    Community: Westwood Sub
    Single Family


    Estimated Monthly Payment: $1,148 (change assumption)
    Mortgage ($985) + Taxes in 2024 ($163)


    Taxes:$1,951

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 720 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $339,00090 Days on yellowkey   MLS ID: P4937320

    For Sale P4937320 - 720 SANTA MARIA DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 1990
    Monthly Fee: $46
       Tax: $4,473 (2025)
    Community: Overlook Estates East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,857) + Fees ($46) + Taxes in 2025 ($373)


    Taxes:$4,473

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $299,990713 Days on yellowkey   MLS ID: O6202057

    For Sale O6202057 - 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $907 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,732 (change assumption)
    Mortgage ($1,644) + Fees ($13) + Taxes in 2024 ($76)


    Taxes:$907

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3863 BEDFORD AVE, WINTER HAVEN, FL 33884

    $345,0009 Days on yellowkey   MLS ID: O6396509

    REDUCED by $10,000 (2.8%) on 04/16/2026

    For Sale O6396509 - 3863 BEDFORD AVE, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2017
    Monthly Fee: $485
       Tax: $4,293 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,733 (change assumption)
    Mortgage ($1,890) + Fees ($485) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881

    $199,00015 Days on yellowkey   MLS ID: S5146942

    REDUCED by $61,000 (23.5%) on 04/16/2026

    SHORT SALE S5146942 - 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2022
    Monthly Fee: $83
       Tax: $3,522 (2025)
    Community: Krenson Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,467 (change assumption)
    Mortgage ($1,090) + Fees ($83) + Taxes in 2025 ($294)


    Taxes:$3,522

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $349,90010 Days on yellowkey   MLS ID: TB8494313

    REDUCED by $20,000 (5.4%) on 04/16/2026

    For Sale TB8494313 - 215 SANTA ROSA DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 1988
    Monthly Fee: $46
       Tax: $3,255 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,234 (change assumption)
    Mortgage ($1,917) + Fees ($46) + Taxes in 2025 ($271)


    Taxes:$3,255

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3334 FOX RIDGE DR, WINTER HAVEN, FL 33884

    $362,500182 Days on yellowkey   MLS ID: P4936715

    For Sale P4936715 - 3334 FOX RIDGE DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1542
       Built: 1985   Tax: $2,467 (2025)
    Community: Fox Ridge Ph 01
    Single Family


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($1,986) + Taxes in 2025 ($206)


    Taxes:$2,467

    Elementary School: Garden Grove Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 102 3RD JPV ST, WINTER HAVEN, FL 33880

    $187,90056 Days on yellowkey   MLS ID: TB8478354

    REDUCED by $4,000 (2.1%) on 04/16/2026

    For Sale TB8478354 - 102 3RD JPV ST, WINTER HAVEN, FL 33880 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1002
       Built: 1955   Tax: $2,334 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,224 (change assumption)
    Mortgage ($1,030) + Taxes in 2025 ($194)


    Taxes:$2,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $299,366523 Days on yellowkey   MLS ID: L4948737

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,723 (change assumption)
    Mortgage ($1,640) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 521 VITTORIO DR, WINTER HAVEN, FL 33884

    $329,782128 Days on yellowkey   MLS ID: L4957800

    3 Days Off yellowkey (back on 4/16/2026)

    For Sale L4957800 - 521 VITTORIO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2025
    Monthly Fee: $19

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,826 (change assumption)
    Mortgage ($1,807) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 536 ITUNA CIR, WINTER HAVEN, FL 33881

    $320,35556 Days on yellowkey   MLS ID: L4959563

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale L4959563 - 536 ITUNA CIR, WINTER HAVEN, FL 33881 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1545
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,805 (change assumption)
    Mortgage ($1,755) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    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.