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Winter Haven Single Family Homes For Sale - 792 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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  • 2415 BRASSIE CT, WINTER HAVEN, FL 33884

    $289,00064 Days on yellowkey   MLS ID: P4938435

    For Sale P4938435 - 2415 BRASSIE CT, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2022
    Monthly Fee: $18
       Tax: $2,101 (2025)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,584) + Fees ($18) + Taxes in 2025 ($175)


    Taxes:$2,101

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880

    $515,000Listed 06/17/2026 5:54AM   MLS ID: L4962795

    For Sale L4962795 - 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1980   Tax: $1,961 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $2,985 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($163)


    Taxes:$1,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $564,90033 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 12 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


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00072 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


  • 1028 S LAKE MARIAM DR, WINTER HAVEN, FL 33884

    $850,00083 Days on yellowkey   MLS ID: P4938222

    For Sale P4938222 - 1028 S LAKE MARIAM DR, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3255
       Built: 2005
    Monthly Fee: $25
       Tax: $5,715 (2025)
    Community: Waters Lake Mariam
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,657) + Fees ($25) + Taxes in 2025 ($476)


    Taxes:$5,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1997 26TH ST NW, WINTER HAVEN, FL 33881

    $199,900275 Days on yellowkey   MLS ID: O6344380

    REDUCED by $10,000 (4.8%) on 06/16/2026

    For Sale O6344380 - 1997 26TH ST NW, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1166
       Built: 1953   Tax: $1,984 (2023)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,261 (change assumption)
    Mortgage ($1,095) + Taxes in 2023 ($165)


    Taxes:$1,984

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 896 EAGLE ROCK TER, WINTER HAVEN, FL 33880

    $389,90016 Days on yellowkey   MLS ID: L4962338

    2 Days Off yellowkey (back on 6/16/2026)

    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


  • 207 AVENUE E SE, WINTER HAVEN, FL 33880

    $420,00041 Days on yellowkey   MLS ID: L4961631

    REDUCED by $5,000 (1.2%) on 06/10/2026

    For Sale L4961631 - 207 AVENUE E SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2093
       Built: 2026   Tax: $3,201 (2025)
    Community: Twin Oaks Add Pb 12 Pg 16
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($267)


    Taxes:$3,201

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884

    $230,00034 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


  • 1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $214,00036 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


  • 250 VOLUSIA DR, WINTER HAVEN, FL 33884

    $294,000135 Days on yellowkey   MLS ID: L4958940

    REDUCED by $5,000 (1.7%) on 06/16/2026

    For Sale L4958940 - 250 VOLUSIA DR, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1449
       Built: 1974   Tax: $2,344 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,611) + Taxes in 2025 ($195)


    Taxes:$2,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000204 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $245,000138 Days on yellowkey   MLS ID: O6377826

    REDUCED by $10,000 (3.9%) on 05/23/2026

    SHORT SALE O6377826 - 878 KILLEARN BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1983   Tax: $3,710 (2025)
    Community: Cinnamon Ridge Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50047 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 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


  • 1533 MAJESTIC LN, WINTER HAVEN, FL 33880

    $250,000103 Days on yellowkey   MLS ID: L4960031

    REDUCED by $15,000 (5.7%) on 06/05/2026

    For Sale L4960031 - 1533 MAJESTIC LN, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1957
       Built: 2023
    Monthly Fee: $38
       Tax: $4,059 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $1,746 (change assumption)
    Mortgage ($1,370) + Fees ($38) + Taxes in 2025 ($338)


    Taxes:$4,059

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $389,90068 Days on yellowkey   MLS ID: O6397768

    REDUCED by $9,600 (2.4%) on 06/03/2026

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 20 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: $2,452 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $310,0008 Days on yellowkey   MLS ID: P4938974

    For Sale P4938974 - 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2006
    Monthly Fee: $25
       Tax: $3,749 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,699) + Fees ($25) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $319,950113 Days on yellowkey   MLS ID: L4959685

    REDUCED by $20,000 (5.9%) on 06/16/2026

    For Sale L4959685 - 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880 45 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: $1,851 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3027 RICHMOND DR, WINTER HAVEN, FL 33884

    $289,00054 Days on yellowkey   MLS ID: L4961338

    REDUCED by $6,000 (2.0%) on 06/16/2026

    For Sale L4961338 - 3027 RICHMOND DR, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2006
    Monthly Fee: $236
       Tax: $3,832 (2025)
    Community: Richmond Square Ph 02
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,584) + Fees ($236) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $349,950119 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.8%) on 06/16/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($1,917) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.