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Winter Haven Homes For Sale & Real Estate - 800 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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  • 6518 RAINTREE LN NE, WINTER HAVEN, FL 33881

    $165,000178 Days on yellowkey   MLS ID: S5136893

    REDUCED by $5,000 (2.9%) on 04/08/2026

    For Sale S5136893 - 6518 RAINTREE LN NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1525
       Built: 1989
    Monthly Fee: $34
       Tax: $1,157 (2025)
    Community: Brookhaven Village First Add
    Manufactured Home


    Estimated Monthly Payment: $1,035 (change assumption)
    Mortgage ($904) + Fees ($34) + Taxes in 2025 ($96)


    Taxes:$1,157

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884

    $130,00078 Days on yellowkey   MLS ID: S5142500

    REDUCED by $5,000 (3.7%) on 04/08/2026

    For Sale S5142500 - 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1666
       Built: 1974
    Monthly Fee: $448
       Tax: $1,368 (2025)
    Community: Orchid Spgs Vill 400 San Miguel
    Spa: No

    Condo


    Estimated Monthly Payment: $1,274 (change assumption)
    Mortgage ($712) + Fees ($448) + Taxes in 2025 ($114)


    Taxes:$1,368

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 LAKE HOWARD DR NW #211A, WINTER HAVEN, FL 33880

    $89,99595 Days on yellowkey   MLS ID: TB8461846

    REDUCED by $10,000 (10.0%) on 04/08/2026

    For Sale TB8461846 - 333 LAKE HOWARD DR NW #211A, WINTER HAVEN, FL 33880 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1218
       Built: 1974
    Monthly Fee: $529
       Tax: $1,931 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $1,183 (change assumption)
    Mortgage ($493) + Fees ($529) + Taxes in 2025 ($161)


    Taxes:$1,931

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1776 6TH ST NW #808, WINTER HAVEN, FL 33881

    $136,000119 Days on yellowkey   MLS ID: L4957914

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale L4957914 - 1776 6TH ST NW #808, WINTER HAVEN, FL 33881 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1347
       Built: 1974
    Monthly Fee: $650
       Tax: $212 (2024)
    Community: Lakeridge Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,413 (change assumption)
    Mortgage ($745) + Fees ($650) + Taxes in 2024 ($18)


    Taxes:$212

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3935 PALAZZO PL, WINTER HAVEN, FL 33884

    $290,00036 Days on yellowkey   MLS ID: L4960079

    SHORT SALE L4960079 - 3935 PALAZZO PL, WINTER HAVEN, FL 33884 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $250
       Tax: $6,788 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,589) + Fees ($250) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 345 WHARF WAY, WINTER HAVEN, FL 33881

    $255,90054 Days on yellowkey   MLS ID: L4959546

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale L4959546 - 345 WHARF WAY, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1604
       Built: 2026
    Monthly Fee: $100

    Community: Harbor At Lake Henry
    Townhouse


    Estimated Monthly Payment: $1,502 (change assumption)
    Mortgage ($1,402) + Fees ($100) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1501 7TH ST SE, WINTER HAVEN, FL 33880

    $389,9007 Days on yellowkey   MLS ID: A4689208

    SHORT SALE A4689208 - 1501 7TH ST SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1959   Tax: $5,528 (2025)
    Community: Highland Estates
    Single Family


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($461)


    Taxes:$5,528

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2037 LAKERIDGE DR, WINTER HAVEN, FL 33881

    $305,0007 Days on yellowkey   MLS ID: L4960883

    For Sale L4960883 - 2037 LAKERIDGE DR, WINTER HAVEN, FL 33881 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2014
    Monthly Fee: $65
       Tax: $2,106 (2025)
    Community: Lakeridge Estates
    Single Family


    Estimated Monthly Payment: $1,912 (change assumption)
    Mortgage ($1,671) + Fees ($65) + Taxes in 2025 ($176)


    Taxes:$2,106

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $329,4907 Days on yellowkey   MLS ID: O6396937

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,805) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2312 NE SECOND ST, WINTER HAVEN, FL 33881

    $265,0007 Days on yellowkey   MLS ID: TB8494435

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale TB8494435 - 2312 NE SECOND ST, WINTER HAVEN, FL 33881 29 photos

    Bed: 0   Bath: 0.0
    Liv Area Sq Ft: 1275
       Built: 1962   Tax: $4,265 (2025)
    Community: Booker Subdivision
    Apartment


    Estimated Monthly Payment: $1,807 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($355)


    Taxes:$4,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 306 NE X AVE, WINTER HAVEN, FL 33881

    $255,0007 Days on yellowkey   MLS ID: TB8494382

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale TB8494382 - 306 NE X AVE, WINTER HAVEN, FL 33881 19 photos

    Bed: 0   Bath: 0.0
    Liv Area Sq Ft: 1275
       Built: 1962   Tax: $4,265 (2025)
    Community: Booker Sub-Division
    Apartment


    Estimated Monthly Payment: $1,753 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($355)


    Taxes:$4,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3863 BEDFORD AVE, WINTER HAVEN, FL 33884

    $355,0007 Days on yellowkey   MLS ID: O6396509

    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: $2,788 (change assumption)
    Mortgage ($1,945) + Fees ($485) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 220 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $799,9007 Days on yellowkey   MLS ID: P4938358

    For Sale P4938358 - 220 RUBY LAKE LN, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2705
       Built: 2001
    Monthly Fee: $71
       Tax: $7,665 (2025)
    Community: Ruby Lake Ph 04
    Single Family


    Estimated Monthly Payment: $5,093 (change assumption)
    Mortgage ($4,383) + Fees ($71) + Taxes in 2025 ($639)


    Taxes:$7,665

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4 CASARENA CT, WINTER HAVEN, FL 33881

    $529,0007 Days on yellowkey   MLS ID: P4938356

    For Sale P4938356 - 4 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3911
       Built: 1984
    Monthly Fee: $320
       Tax: $4,267 (2025)
    Community: Casarena On The Lakes
    Single Family


    Estimated Monthly Payment: $3,574 (change assumption)
    Mortgage ($2,899) + Fees ($320) + Taxes in 2025 ($356)


    Taxes:$4,267

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,0007 Days on yellowkey   MLS ID: P4938326

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1607 2ND STREET SE, WINTER HAVEN, FL 33880

    $185,000124 Days on yellowkey   MLS ID: P4937275

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale P4937275 - 1607 2ND STREET SE, WINTER HAVEN, FL 33880 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 576
       Built: 1930   Tax: $1,198 (2024)
    Community: Bryson R H Subdivision
    Single Family


    Estimated Monthly Payment: $1,113 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($100)


    Taxes:$1,198

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $330,000120 Days on yellowkey   MLS ID: L4957925

    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: $2,152 (change assumption)
    Mortgage ($1,808) + Fees ($30) + Taxes in 2025 ($314)


    Taxes:$3,769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $369,00076 Days on yellowkey   MLS ID: S5142551

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($2,022) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2500 21ST ST NW #15, WINTER HAVEN, FL 33881

    $194,00011 Days on yellowkey   MLS ID: S5147117

    REDUCED by $4,000 (2.0%) on 04/07/2026

    For Sale S5147117 - 2500 21ST ST NW #15, WINTER HAVEN, FL 33881 21 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1184
       Built: 1976   Tax: $2,616 (2025)
    Community: Casa Del Sol Condo Village Ph 02
    Condo


    Estimated Monthly Payment: $1,281 (change assumption)
    Mortgage ($1,063) + Taxes in 2025 ($218)


    Taxes:$2,616

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3306 OAK HILL PL, WINTER HAVEN, FL 33884

    $297,50060 Days on yellowkey   MLS ID: L4959302

    0 Days Off yellowkey (back on 3/12/2026)

    For Sale L4959302 - 3306 OAK HILL PL, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1722
       Built: 2004
    Monthly Fee: $148
       Tax: $4,783 (2025)
    Community: Oakgrove Sub
    Single Family


    Estimated Monthly Payment: $2,177 (change assumption)
    Mortgage ($1,630) + Fees ($148) + Taxes in 2025 ($399)


    Taxes:$4,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.