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Winter Haven Single Family Homes For Sale - 708 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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  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $309,000128 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


  • 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


  • 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


  • 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


  • 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


  • 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

    $292,000121 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


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000106 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


  • 303 DILLON ST, WINTER HAVEN, FL 33880

    $275,00021 Days on yellowkey   MLS ID: TB8496082

    For Sale TB8496082 - 303 DILLON ST, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 1975   Tax: $3,612 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 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


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $349,95066 Days on yellowkey   MLS ID: L4959685

    REDUCED by $10,000 (2.8%) on 03/31/2026

    For Sale L4959685 - 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1517
       Built: 1985   Tax: $1,169 (2025)
    Community: Timber Wood
    Single Family


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $409,90021 Days on yellowkey   MLS ID: O6397768

    REDUCED by $10,100 (2.4%) on 04/28/2026

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2492
       Built: 1963   Tax: $3,785 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,561 (change assumption)
    Mortgage ($2,246) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00042 Days on yellowkey   MLS ID: P4938120

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    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


  • 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


  • 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


  • 1569 LEMON AVE, WINTER HAVEN, FL 33881

    $349,90016 Days on yellowkey   MLS ID: TB8490457

    2 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8490457 - 1569 LEMON AVE, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2016
    Monthly Fee: $23
       Tax: $5,582 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,917) + Fees ($23) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $262,99976 Days on yellowkey   MLS ID: S5143914

    REDUCED by $2,000 (0.8%) on 04/29/2026

    For Sale S5143914 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 45 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960   Tax: $2,806 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,675 (change assumption)
    Mortgage ($1,441) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: Frank E. Brigham Academy

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366538 Days on yellowkey   MLS ID: L4948737

    REDUCED by $5,000 (1.7%) on 05/01/2026

    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: $1,696 (change assumption)
    Mortgage ($1,613) + 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


  • 2323 BRASSIE CT, WINTER HAVEN, FL 33884

    $313,967198 Days on yellowkey   MLS ID: L4956626

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4956626 - 2323 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2405
       Built: 2025
    Monthly Fee: $68
       Tax: $7,100 (2025)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,720) + Fees ($68) + Taxes in 2025 ($592)


    Taxes:$7,100

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Berkley Accelerated 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.