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Winter Haven Homes For Sale & Real Estate - 1041 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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  • 137 NEMO LN, WINTER HAVEN, FL 33881

    $259,900166 Days on yellowkey   MLS ID: L4959021

    For Sale L4959021 - 137 NEMO LN, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1544
       Built: 2026
    Monthly Fee: $100

    Community: Harbor At Lake Henry
    Townhouse


    Estimated Monthly Payment: $1,524 (change assumption)
    Mortgage ($1,424) + Fees ($100) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $390,00021 Days on yellowkey   MLS ID: TB8522219

    For Sale TB8522219 - 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2413
       Built: 2006
    Monthly Fee: $55
       Tax: $6,079 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($2,137) + Fees ($55) + Taxes in 2025 ($507)


    Taxes:$6,079

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 352 VAIL DR, WINTER HAVEN, FL 33884

    $265,00043 Days on yellowkey   MLS ID: L4962337

    REDUCED by $9,900 (3.6%) on 06/26/2026

    For Sale L4962337 - 352 VAIL DR, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2040
       Built: 1990
    Monthly Fee: $17
       Tax: $1,538 (2025)
    Community: Cedar Cove Ph 02
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,452) + Fees ($17) + Taxes in 2025 ($128)


    Taxes:$1,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90097 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $305,000141 Days on yellowkey   MLS ID: L4959592

    REDUCED by $10,000 (3.2%) on 06/08/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $1,955 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $364,500167 Days on yellowkey   MLS ID: S5142551

    REDUCED by $500 (0.1%) on 06/23/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 33 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: $2,375 (change assumption)
    Mortgage ($1,997) + 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


  • 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $356,999143 Days on yellowkey   MLS ID: S5144206

    REDUCED by $7,991 (2.2%) on 06/27/2026

    For Sale S5144206 - 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $64
       Tax: $5,142 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($1,956) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $320,00022 Days on yellowkey   MLS ID: TB8522011

    For Sale TB8522011 - 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $504
       Tax: $2,165 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($1,753) + Fees ($504) + Taxes in 2025 ($180)


    Taxes:$2,165

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 136 LAKE MARIAM RD SE, WINTER HAVEN, FL 33884

    $410,00025 Days on yellowkey   MLS ID: S5151925

    For Sale S5151925 - 136 LAKE MARIAM RD SE, WINTER HAVEN, FL 33884 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2356
       Built: 1969
    Monthly Fee: $100
       Tax: $2,586 (2025)
    Community: Lakewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,247) + Fees ($100) + Taxes in 2025 ($216)


    Taxes:$2,586

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $340,000211 Days on yellowkey   MLS ID: P4937220

    For Sale P4937220 - 5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1677
       Built: 2016
    Monthly Fee: $5
       Tax: $2,785 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,100 (change assumption)
    Mortgage ($1,863) + Fees ($5) + Taxes in 2024 ($232)


    Taxes:$2,785

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 237 MCLEAN PT, WINTER HAVEN, FL 33884

    $699,000253 Days on yellowkey   MLS ID: L4957003

    REDUCED by $21,000 (2.9%) on 04/30/2026

    For Sale L4957003 - 237 MCLEAN PT, WINTER HAVEN, FL 33884 85 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2961
       Built: 2001
    Monthly Fee: $238
       Tax: $6,631 (2024)
    Community: Renaissance
    Single Family


    Estimated Monthly Payment: $4,621 (change assumption)
    Mortgage ($3,830) + Fees ($238) + Taxes in 2024 ($553)


    Taxes:$6,631

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $380,00095 Days on yellowkey   MLS ID: L4960820

    REDUCED by $10,000 (2.6%) on 05/19/2026

    For Sale L4960820 - 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2024
    Monthly Fee: $30
       Tax: $7,633 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2025 ($636)


    Taxes:$7,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884

    $605,00078 Days on yellowkey   MLS ID: O6401292

    REDUCED by $5,000 (0.8%) on 06/27/2026

    For Sale O6401292 - 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1985
    Monthly Fee: $21
       Tax: $2,131 (2025)
    Community: Sundance Ranch Estates
    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($3,315) + Fees ($21) + Taxes in 2025 ($178)


    Taxes:$2,131

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6194 GREY HERON DR, WINTER HAVEN, FL 33881

    $300,00061 Days on yellowkey   MLS ID: L4961808

    For Sale L4961808 - 6194 GREY HERON DR, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1711
       Built: 2018
    Monthly Fee: $15
       Tax: $5,910 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,644) + Fees ($15) + Taxes in 2025 ($493)


    Taxes:$5,910

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $799,900117 Days on yellowkey   MLS ID: L4960380

    REDUCED by $25,100 (3.0%) on 06/22/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,196 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1280 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881

    $1,259,00041 Days on yellowkey   MLS ID: L4961525

    0 Days Off yellowkey (back on 6/27/2026)

    For Sale L4961525 - 1280 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 52 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 5416
       Built: 1995   Tax: $7,019 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $7,483 (change assumption)
    Mortgage ($6,898) + Taxes in 2025 ($585)


    Taxes:$7,019

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 804 AVENUE M SE, WINTER HAVEN, FL 33880

    $295,00019 Days on yellowkey   MLS ID: P4939152

    0 Days Off yellowkey (back on 6/27/2026)

    For Sale P4939152 - 804 AVENUE M SE, WINTER HAVEN, FL 33880 30 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1400
       Built: 1954   Tax: $960 (2025)
    Community: Lesnick Park
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($80)


    Taxes:$960

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 129 FLORIDA DR, WINTER HAVEN, FL 33881

    $140,00018 Days on yellowkey   MLS ID: TB8523624

    For Sale TB8523624 - 129 FLORIDA DR, WINTER HAVEN, FL 33881 27 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1088
       Built: 1958   Tax: $1,806 (2025)
    Community: Fairview Subdivision
    Single Family


    Estimated Monthly Payment: $918 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($151)


    Taxes:$1,806

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6549 CRESCENT LOOP, WINTER HAVEN, FL 33884

    $300,00018 Days on yellowkey   MLS ID: TB8523412

    For Sale TB8523412 - 6549 CRESCENT LOOP, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1883
       Built: 2008
    Monthly Fee: $50
       Tax: $1,615 (2025)
    Community: Crescent View
    Single Family


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,644) + Fees ($50) + Taxes in 2025 ($135)


    Taxes:$1,615

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $284,99084 Days on yellowkey   MLS ID: O6401087

    REDUCED by $20,000 (6.6%) on 06/21/2026

    For Sale O6401087 - 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $3,035 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,827 (change assumption)
    Mortgage ($1,562) + Fees ($13) + Taxes in 2025 ($253)


    Taxes:$3,035

    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.