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Winter Haven Homes For Sale & Real Estate - 1003 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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  • 1864 EMILY DR, WINTER HAVEN, FL 33884

    $291,900213 Days on yellowkey   MLS ID: TB8447490

    REDUCED by $1,000 (0.3%) on 06/12/2026

    For Sale TB8447490 - 1864 EMILY DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2005
    Monthly Fee: $25
       Tax: $3,788 (2024)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $1,940 (change assumption)
    Mortgage ($1,599) + Fees ($25) + Taxes in 2024 ($316)


    Taxes:$3,788

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2303 JAGGER LN, WINTER HAVEN, FL 33880

    $370,00022 Days on yellowkey   MLS ID: G5112687

    For Sale G5112687 - 2303 JAGGER LN, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1882
       Built: 2024
    Monthly Fee: $108
       Tax: $5,561 (2025)
    Community: Sutton Preserve
    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($2,027) + Fees ($108) + Taxes in 2025 ($463)


    Taxes:$5,561

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 896 EAGLE ROCK TER, WINTER HAVEN, FL 33880

    $389,90012 Days on yellowkey   MLS ID: L4962338

    REDUCED by $10,000 (2.5%) on 06/12/2026

    For Sale L4962338 - 896 EAGLE ROCK TER, WINTER HAVEN, FL 33880 45 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: $2,454 (change assumption)
    Mortgage ($2,136) + Fees ($38) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884

    $610,00047 Days on yellowkey   MLS ID: O6401292

    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: $3,541 (change assumption)
    Mortgage ($3,342) + Fees ($21) + Taxes in 2025 ($178)


    Taxes:$2,131

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2037 SAN MARCOS DR SE #217, WINTER HAVEN, FL 33880

    $109,000457 Days on yellowkey   MLS ID: O6289336

    1 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $6,000 (5.2%) on 06/08/2026

    For Sale O6289336 - 2037 SAN MARCOS DR SE #217, WINTER HAVEN, FL 33880 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 826
       Built: 1984   Tax: $1,612 (2024)
    Community: Park Lake
    Condo


    Estimated Monthly Payment: $732 (change assumption)
    Mortgage ($597) + Taxes in 2024 ($134)


    Taxes:$1,612

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3467 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $270,0001 Day on yellowkey   MLS ID: S5151796

    For Sale S5151796 - 3467 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1750
       Built: 2014
    Monthly Fee: $105
       Tax: $1,247 (2025)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $1,688 (change assumption)
    Mortgage ($1,479) + Fees ($105) + Taxes in 2025 ($104)


    Taxes:$1,247

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER HAVEN, FL 33880

    $88,0001 Day on yellowkey   MLS ID: L4962685

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale L4962685 - WINTER HAVEN, FL 33880 1 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 648
       Built: 1990   Tax: $1,503 (2025)
    Community: Park Lake
    Condo


    Estimated Monthly Payment: $607 (change assumption)
    Mortgage ($482) + Taxes in 2025 ($125)


    Taxes:$1,503

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3357 TIMBERLINE RD W, WINTER HAVEN, FL 33880

    $279,0002 Days on yellowkey   MLS ID: O6416140

    For Sale O6416140 - 3357 TIMBERLINE RD W, WINTER HAVEN, FL 33880 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 1983   Tax: $2,765 (2024)
    Community: Timber Wood
    Single Family


    Estimated Monthly Payment: $1,759 (change assumption)
    Mortgage ($1,529) + Taxes in 2024 ($230)


    Taxes:$2,765

    Elementary School: Clarence Boswell Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 115 WINTER RIDGE DR #115, WINTER HAVEN, FL 33881

    $162,0002 Days on yellowkey   MLS ID: P4939017

    For Sale P4939017 - 115 WINTER RIDGE DR #115, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 2000
    Monthly Fee: $248
       Tax: $1,644 (2025)
    Community: Winter Ridge Condo
    Condo


    Estimated Monthly Payment: $1,273 (change assumption)
    Mortgage ($888) + Fees ($248) + Taxes in 2025 ($137)


    Taxes:$1,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 381 SAN JOSE DR, WINTER HAVEN, FL 33884

    $237,5002 Days on yellowkey   MLS ID: S5151702

    For Sale S5151702 - 381 SAN JOSE DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 1991
    Monthly Fee: $108
       Tax: $3,176 (2025)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,674 (change assumption)
    Mortgage ($1,301) + Fees ($108) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1912 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $245,0002 Days on yellowkey   MLS ID: P4939016

    SHORT SALE P4939016 - 1912 CARNOSTIE RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2022
    Monthly Fee: $9
       Tax: $5,334 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,342) + Fees ($9) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2748 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $325,7502 Days on yellowkey   MLS ID: O6413542

    For Sale O6413542 - 2748 SAN MARCO WAY, WINTER HAVEN, FL 33884 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2024
    Monthly Fee: $17
       Tax: $6,913 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($1,785) + Fees ($17) + Taxes in 2024 ($576)


    Taxes:$6,913

    Elementary School: Chain O Lakes Elem

    High School: Chain of Lakes Collegiate High

    Tax Year: 2024

    Middle School: Davenport School of the Arts


  • 506 15TH CT NE, WINTER HAVEN, FL 33881

    $265,0004 Days on yellowkey   MLS ID: L4962442

    For Sale L4962442 - 506 15TH CT NE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1964   Tax: $2,989 (2025)
    Community: Hills Lake Elbert
    Single Family


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($249)


    Taxes:$2,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 337 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $294,990127 Days on yellowkey   MLS ID: O6379298

    0 Days Off yellowkey (back on 6/1/2026)

    For Sale O6379298 - 337 MEREDITH BLVD, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,616) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $564,90029 Days on yellowkey   MLS ID: O6408212

    REDUCED by $2,000 (0.4%) on 06/04/2026

    For Sale O6408212 - 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884 11 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2022
    Monthly Fee: $76
       Tax: $4,722 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,095) + Fees ($76) + Taxes in 2025 ($394)


    Taxes:$4,722

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2540 14TH ST SE, WINTER HAVEN, FL 33884

    $369,90017 Days on yellowkey   MLS ID: O6411362

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale O6411362 - 2540 14TH ST SE, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1753
       Built: 1956   Tax: $3,789 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($316)


    Taxes:$3,789

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3339 QUEENS COVE LOOP, WINTER HAVEN, FL 33880

    $239,900101 Days on yellowkey   MLS ID: O6386232

    REDUCED by $5,000 (2.0%) on 06/12/2026

    For Sale O6386232 - 3339 QUEENS COVE LOOP, WINTER HAVEN, FL 33880 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1158
       Built: 1994
    Monthly Fee: $12
       Tax: $3,511 (2025)
    Community: Queens Cove Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,619 (change assumption)
    Mortgage ($1,314) + Fees ($12) + Taxes in 2025 ($293)


    Taxes:$3,511

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $214,00032 Days on yellowkey   MLS ID: O6407265

    REDUCED by $3,000 (1.4%) on 06/11/2026

    For Sale O6407265 - 1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1019
       Built: 1969   Tax: $1,264 (2025)
    Community: Carefree Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,278 (change assumption)
    Mortgage ($1,173) + Taxes in 2025 ($105)


    Taxes:$1,264

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884

    $230,00030 Days on yellowkey   MLS ID: O6407939

    REDUCED by $10,000 (4.2%) on 06/04/2026

    For Sale O6407939 - 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 2018
    Monthly Fee: $96
       Tax: $3,757 (2025)
    Community: Whispering Trails Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,669 (change assumption)
    Mortgage ($1,260) + Fees ($96) + Taxes in 2025 ($313)


    Taxes:$3,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00068 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    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.