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Winter Haven Homes For Sale & Real Estate - 972 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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  • 270 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $355,900Listed 06/02/2026 3:45PM   MLS ID: O6411678

    For Sale O6411678 - 270 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 0 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2020
    Monthly Fee: $17
       Tax: $8,139 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($1,950) + Fees ($17) + Taxes in 2025 ($678)


    Taxes:$8,139

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1220 33RD ST NW, WINTER HAVEN, FL 33881

    $139,9877 Days on yellowkey   MLS ID: A4694880

    For Sale A4694880 - 1220 33RD ST NW, WINTER HAVEN, FL 33881 9 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1141
       Built: 1926   Tax: $2,340 (2025)
    Community: West Cannon Heights
    Single Family


    Estimated Monthly Payment: $962 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($195)


    Taxes:$2,340

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 247 S LAKE PANSY DR, WINTER HAVEN, FL 33881

    $469,90050 Days on yellowkey   MLS ID: TB8496517

    REDUCED by $10,000 (2.1%) on 05/10/2026

    For Sale TB8496517 - 247 S LAKE PANSY DR, WINTER HAVEN, FL 33881 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1986
    Monthly Fee: $136
       Tax: $2,948 (2025)
    Community: Hartridge Hills
    Single Family


    Estimated Monthly Payment: $2,956 (change assumption)
    Mortgage ($2,575) + Fees ($136) + Taxes in 2025 ($246)


    Taxes:$2,948

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3821 AVENUE J NW, WINTER HAVEN, FL 33881

    $229,900Listed 06/02/2026 1:59PM   MLS ID: TB8508879

    For Sale TB8508879 - 3821 AVENUE J NW, WINTER HAVEN, FL 33881 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1252
       Built: 1962   Tax: $1,679 (2025)
    Community: Deerwood
    Single Family


    Estimated Monthly Payment: $1,400 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($140)


    Taxes:$1,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 896 EAGLE ROCK TER, WINTER HAVEN, FL 33880

    $399,900Listed 06/01/2026 7:45PM   MLS ID: L4962338

    REDUCED by $5,000 (1.2%) on 06/02/2026

    For Sale L4962338 - 896 EAGLE ROCK TER, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2022
    Monthly Fee: $38
       Tax: $3,355 (2025)
    Community: Eagle Lndg Ph Ib
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,509 (change assumption)
    Mortgage ($2,191) + Fees ($38) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881

    $387,500110 Days on yellowkey   MLS ID: L4958953

    For Sale L4958953 - 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2017
    Monthly Fee: $173
       Tax: $4,932 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,123) + Fees ($173) + Taxes in 2025 ($411)


    Taxes:$4,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3425 COVE CT E, WINTER HAVEN, FL 33880

    $255,00018 Days on yellowkey   MLS ID: O6408206

    For Sale O6408206 - 3425 COVE CT E, WINTER HAVEN, FL 33880 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1991
    Monthly Fee: $14
       Tax: $2,851 (2025)
    Community: Queens Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,397) + Fees ($14) + Taxes in 2025 ($238)


    Taxes:$2,851

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $295,00034 Days on yellowkey   MLS ID: L4960255

    REDUCED by $7,500 (2.5%) on 06/02/2026

    For Sale L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2013
    Monthly Fee: $38
       Tax: $4,294 (2025)
    Community: Overlook Rdg
    Single Family


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,616) + Fees ($38) + Taxes in 2025 ($358)


    Taxes:$4,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1368 INNSBRUCK CT, WINTER HAVEN, FL 33884

    $219,900Listed 06/02/2026 10:48AM   MLS ID: P4938887

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale P4938887 - 1368 INNSBRUCK CT, WINTER HAVEN, FL 33884 10 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1369
       Built: 2009
    Monthly Fee: $455
       Tax: $2,330 (2025)
    Community: Vienna Square
    Villa


    Estimated Monthly Payment: $1,854 (change assumption)
    Mortgage ($1,205) + Fees ($455) + Taxes in 2025 ($194)


    Taxes:$2,330

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 803 LAKE JESSIE DR DR, WINTER HAVEN, FL 33881

    $669,000Listed 06/02/2026 9:34AM   MLS ID: TB8503132

    For Sale TB8503132 - 803 LAKE JESSIE DR DR, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3050
       Built: 2023   Tax: $7,358 (2025)
    Community: Lake Jessie Or Carrs J A
    Single Family


    Estimated Monthly Payment: $4,279 (change assumption)
    Mortgage ($3,666) + Taxes in 2025 ($613)


    Taxes:$7,358

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880

    $180,0004 Days on yellowkey   MLS ID: O6411867

    For Sale O6411867 - 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1014
       Built: 1976   Tax: $844 (2025)
    Community: High Point
    Single Family


    Estimated Monthly Payment: $1,057 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($70)


    Taxes:$844

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2518 14TH CT SE, WINTER HAVEN, FL 33884

    $239,00053 Days on yellowkey   MLS ID: L4961012

    INCREASED by $30,000 (14.4%) on 06/02/2026

    For Sale L4961012 - 2518 14TH CT SE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 1970   Tax: $1,875 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $1,466 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($156)


    Taxes:$1,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 TALAMONE DR, WINTER HAVEN, FL 33884

    $499,90015 Days on yellowkey   MLS ID: P4938753

    For Sale P4938753 - 408 TALAMONE DR, WINTER HAVEN, FL 33884 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2333
       Built: 2005
    Monthly Fee: $83
       Tax: $3,765 (2025)
    Community: Tuscany/Winterset
    Single Family


    Estimated Monthly Payment: $3,136 (change assumption)
    Mortgage ($2,739) + Fees ($83) + Taxes in 2025 ($314)


    Taxes:$3,765

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881

    $338,00027 Days on yellowkey   MLS ID: S5149280

    REDUCED by $1,000 (0.3%) on 06/02/2026

    For Sale S5149280 - 339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 2021
    Monthly Fee: $50
       Tax: $3,879 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,852) + Fees ($50) + Taxes in 2025 ($323)


    Taxes:$3,879

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6443 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881

    $94,999Listed 06/02/2026 1:48PM   MLS ID: L4962398

    For Sale L4962398 - 6443 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881 0 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 989
       Built: 1984
    Monthly Fee: $34
       Tax: $1,944 (2025)
    Community: Brookhaven Village
    Manufactured Home


    Estimated Monthly Payment: $717 (change assumption)
    Mortgage ($521) + Fees ($34) + Taxes in 2025 ($162)


    Taxes:$1,944

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2234 AVENUE B NW, WINTER HAVEN, FL 33880

    $219,0005 Days on yellowkey   MLS ID: O6411347

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale O6411347 - 2234 AVENUE B NW, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1166
       Built: 1971   Tax: $657 (2025)
    Community: Haven Homes Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,255 (change assumption)
    Mortgage ($1,200) + Taxes in 2025 ($55)


    Taxes:$657

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 239 SUNFISH DR, WINTER HAVEN, FL 33881

    $315,00033 Days on yellowkey   MLS ID: O6403244

    3 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $10,000 (3.1%) on 05/13/2026

    For Sale O6403244 - 239 SUNFISH DR, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2021
    Monthly Fee: $92
       Tax: $5,146 (2025)
    Community: Lake Lucurne
    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($1,726) + Fees ($92) + Taxes in 2025 ($429)


    Taxes:$5,146

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1716 TERRY CIR NE, WINTER HAVEN, FL 33881

    $270,000Listed 06/02/2026 12:39PM   MLS ID: S5150876

    For Sale S5150876 - 1716 TERRY CIR NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1065
       Built: 1989   Tax: $3,382 (2025)
    Community: Buckeye Haven
    Single Family


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($282)


    Taxes:$3,382

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 35 S LAKE FOX RD, WINTER HAVEN, FL 33884

    $399,999286 Days on yellowkey   MLS ID: O6337767

    For Sale O6337767 - 35 S LAKE FOX RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2149
       Built: 1981   Tax: $2,600 (2023)
    Community: N/A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,408 (change assumption)
    Mortgage ($2,192) + Taxes in 2023 ($217)


    Taxes:$2,600

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $485,0004 Days on yellowkey   MLS ID: O6412012

    For Sale O6412012 - 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881 49 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2472
       Built: 2023
    Monthly Fee: $63
       Tax: $5,302 (2025)
    Community: Chestnut Crk
    Single Family


    Estimated Monthly Payment: $3,162 (change assumption)
    Mortgage ($2,657) + Fees ($63) + Taxes in 2025 ($442)


    Taxes:$5,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.