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Winter Haven Single Family Homes For Sale - 760 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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  • 2108 CARTGATE LN, WINTER HAVEN, FL 33884

    $310,000Listed 05/29/2026 7:50PM   MLS ID: P4938873

    For Sale P4938873 - 2108 CARTGATE LN, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1961
       Built: 2023
    Monthly Fee: $18
       Tax: $6,185 (2025)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,699) + Fees ($18) + Taxes in 2025 ($515)


    Taxes:$6,185

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $300,000Listed 05/29/2026 6:53PM   MLS ID: S5150893

    For Sale S5150893 - 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2020
    Monthly Fee: $43
       Tax: $3,896 (2025)
    Community: Country Walk/Winter Winter Hav
    Single Family


    Estimated Monthly Payment: $2,011 (change assumption)
    Mortgage ($1,644) + Fees ($43) + Taxes in 2025 ($325)


    Taxes:$3,896

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2115 KINGS XING SW, WINTER HAVEN, FL 33880

    $234,900Listed 05/29/2026 4:59PM   MLS ID: L4962289

    For Sale L4962289 - 2115 KINGS XING SW, WINTER HAVEN, FL 33880 55 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 1979
    Monthly Fee: $100
       Tax: $152 (2025)
    Community: Stonebridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,400 (change assumption)
    Mortgage ($1,287) + Fees ($100) + Taxes in 2025 ($13)


    Taxes:$152

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5312 NICKLAUS DR, WINTER HAVEN, FL 33884

    $334,900Listed 05/29/2026 4:03PM   MLS ID: O6411968

    For Sale O6411968 - 5312 NICKLAUS DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2006
    Monthly Fee: $5
       Tax: $7,640 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($1,835) + Fees ($5) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $485,000Listed 05/29/2026 2:48PM   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


  • 419 GREENFIELD RD, WINTER HAVEN, FL 33884

    $349,990Listed 05/30/2026 1:01AM   MLS ID: TB8513442

    For Sale TB8513442 - 419 GREENFIELD RD, WINTER HAVEN, FL 33884 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 1990
    Monthly Fee: $158
       Tax: $2,715 (2025)
    Community: Cypresswood Mdws
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,302 (change assumption)
    Mortgage ($1,918) + Fees ($158) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1452 AXEL CIR, WINTER HAVEN, FL 33880

    $296,500Listed 05/29/2026 12:47PM   MLS ID: TB8513583

    For Sale TB8513583 - 1452 AXEL CIR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 2022
    Monthly Fee: $71
       Tax: $3,731 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $2,007 (change assumption)
    Mortgage ($1,625) + Fees ($71) + Taxes in 2025 ($311)


    Taxes:$3,731

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


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

    $180,000Listed 05/29/2026 12:45PM   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


  • 1396 AXEL CIR, WINTER HAVEN, FL 33880

    $400,000Listed 05/29/2026 6:09PM   MLS ID: TB8512920

    For Sale TB8512920 - 1396 AXEL CIR, WINTER HAVEN, FL 33880 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2022
    Monthly Fee: $71
       Tax: $4,961 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,192) + Fees ($71) + Taxes in 2025 ($413)


    Taxes:$4,961

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4519 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,900Listed 05/29/2026 1:42PM   MLS ID: P4938826

    For Sale P4938826 - 4519 RAPALLO AVE, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2025
    Monthly Fee: $18
       Tax: $2,401 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,862) + Fees ($18) + Taxes in 2025 ($200)


    Taxes:$2,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3408 COSTELLO CIR, WINTER HAVEN, FL 33884

    $324,9001 Day on yellowkey   MLS ID: O6411460

    For Sale O6411460 - 3408 COSTELLO CIR, WINTER HAVEN, FL 33884 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2025
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,780) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2026 KINGS XING SW, WINTER HAVEN, FL 33880

    $235,000Listed 05/29/2026 2:17PM   MLS ID: O6410748

    For Sale O6410748 - 2026 KINGS XING SW, WINTER HAVEN, FL 33880 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1980
    Monthly Fee: $165
       Tax: $3,604 (2025)
    Community: Stonebridge Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,753 (change assumption)
    Mortgage ($1,288) + Fees ($165) + Taxes in 2025 ($300)


    Taxes:$3,604

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3305 ROYAL TERN DR, WINTER HAVEN, FL 33881

    $240,00093 Days on yellowkey   MLS ID: O6385959

    3 Days Off yellowkey (back on 5/18/2026)

    SHORT SALE O6385959 - 3305 ROYAL TERN DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $10
       Tax: $6,004 (2025)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $1,825 (change assumption)
    Mortgage ($1,315) + Fees ($10) + Taxes in 2025 ($500)


    Taxes:$6,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $314,99095 Days on yellowkey   MLS ID: O6385130

    For Sale O6385130 - 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $30
       Tax: $4,862 (2025)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,726) + Fees ($30) + Taxes in 2025 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00054 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


  • 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881

    $399,00090 Days on yellowkey   MLS ID: G5108932

    REDUCED by $14,000 (3.4%) on 04/20/2026

    For Sale G5108932 - 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2022
    Monthly Fee: $76
       Tax: $4,782 (2025)
    Community: Lake Lucerne Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,186) + Fees ($76) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 148 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $459,000131 Days on yellowkey   MLS ID: L4958667

    For Sale L4958667 - 148 LAKE OTIS RD, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2663
       Built: 1974
    Monthly Fee: $100
       Tax: $6,141 (2025)
    Community: Lakewood
    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($2,515) + Fees ($100) + Taxes in 2025 ($512)


    Taxes:$6,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 303 DILLON ST, WINTER HAVEN, FL 33880

    $275,00050 Days on yellowkey   MLS ID: TB8496082

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale TB8496082 - 303 DILLON ST, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 1975   Tax: $3,612 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,9001 Day on yellowkey   MLS ID: P4938830

    For Sale P4938830 - 2954 PLANTATION RD, WINTER HAVEN, FL 33884 90 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 1989
    Monthly Fee: $137
       Tax: $7,558 (2025)
    Community: Cypress Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,082) + Fees ($137) + Taxes in 2025 ($630)


    Taxes:$7,558

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884

    $240,00016 Days on yellowkey   MLS ID: O6407939

    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: $1,724 (change assumption)
    Mortgage ($1,315) + Fees ($96) + Taxes in 2025 ($313)


    Taxes:$3,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

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.