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Winter Haven Single Family Homes For Sale - 779 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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  • 3742 FIELDSTONE CIR, WINTER HAVEN, FL 33881

    $300,0008 Days on yellowkey   MLS ID: L4962401

    For Sale L4962401 - 3742 FIELDSTONE CIR, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2016
    Monthly Fee: $36
       Tax: $4,631 (2025)
    Community: Country Club Estates
    Single Family


    Estimated Monthly Payment: $2,066 (change assumption)
    Mortgage ($1,644) + Fees ($36) + Taxes in 2025 ($386)


    Taxes:$4,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $300,0009 Days on yellowkey   MLS ID: L4961900

    For Sale L4961900 - 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $30
       Tax: $3,839 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,994 (change assumption)
    Mortgage ($1,644) + Fees ($30) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 913 EAGLE ROCK TER, WINTER HAVEN, FL 33880

    $289,500260 Days on yellowkey   MLS ID: L4956167

    For Sale L4956167 - 913 EAGLE ROCK TER, WINTER HAVEN, FL 33880 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 2022
    Monthly Fee: $40
       Tax: $4,672 (2024)
    Community: Eagle Lndg Ph Ib
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,586) + Fees ($40) + Taxes in 2024 ($389)


    Taxes:$4,672

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2518 14TH CT SE, WINTER HAVEN, FL 33884

    $239,00064 Days on yellowkey   MLS ID: L4961012

    0 Days Off yellowkey (back on 6/5/2026)

    INCREASED by $30,000 (14.4%) on 06/02/2026

    For Sale L4961012 - 2518 14TH CT SE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 1970   Tax: $1,875 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $1,466 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($156)


    Taxes:$1,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 357 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $250,00081 Days on yellowkey   MLS ID: O6392892

    For Sale O6392892 - 357 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2008
    Monthly Fee: $62
       Tax: $4,069 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,771 (change assumption)
    Mortgage ($1,370) + Fees ($62) + Taxes in 2025 ($339)


    Taxes:$4,069

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881

    $300,000191 Days on yellowkey   MLS ID: TB8453876

    0 Days Off yellowkey (back on 6/5/2026)

    SHORT SALE TB8453876 - 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1604
       Built: 1962   Tax: $4,496 (2024)
    Community: North Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,644) + Taxes in 2024 ($375)


    Taxes:$4,496

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1533 MAJESTIC LN, WINTER HAVEN, FL 33880

    $250,00099 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


  • 2108 CARTGATE LN, WINTER HAVEN, FL 33884

    $310,00015 Days on yellowkey   MLS ID: P4938873

    For Sale P4938873 - 2108 CARTGATE LN, WINTER HAVEN, FL 33884 58 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


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366581 Days on yellowkey   MLS ID: L4948737

    4 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $5,000 (1.7%) on 05/01/2026

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,613) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 140 1ST ST, WINTER HAVEN, FL 33880

    $294,90092 Days on yellowkey   MLS ID: TB8484176

    REDUCED by $5,000 (1.7%) on 06/05/2026

    For Sale TB8484176 - 140 1ST ST, WINTER HAVEN, FL 33880 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $292 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($24)


    Taxes:$292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881

    $209,000325 Days on yellowkey   MLS ID: P4935577

    REDUCED by $8,000 (3.7%) on 04/14/2026

    For Sale P4935577 - 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1190
       Built: 1946   Tax: $1,783 (2024)
    Community: Silvercrest Add
    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,145) + Taxes in 2024 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1716 TERRY CIR NE, WINTER HAVEN, FL 33881

    $270,00011 Days on yellowkey   MLS ID: S5150876

    For Sale S5150876 - 1716 TERRY CIR NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1065
       Built: 1989   Tax: $3,382 (2025)
    Community: Buckeye Haven
    Single Family


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($282)


    Taxes:$3,382

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $284,900206 Days on yellowkey   MLS ID: P4937079

    0 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $5,000 (1.7%) on 06/01/2026

    For Sale P4937079 - 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2011
    Monthly Fee: $42
       Tax: $4,813 (2024)
    Community: Mandolin 02
    Single Family


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,561) + Fees ($42) + Taxes in 2024 ($401)


    Taxes:$4,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 996 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $314,9009 Days on yellowkey   MLS ID: O6412843

    For Sale O6412843 - 996 SUMMER GLEN DR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2019
    Monthly Fee: $25
       Tax: $3,961 (2025)
    Community: Coventry Cove Ph Il
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,725) + Fees ($25) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 592 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $415,00043 Days on yellowkey   MLS ID: S5148989

    For Sale S5148989 - 592 LAKE SMART BLVD, WINTER HAVEN, FL 33881 72 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2021
    Monthly Fee: $55
       Tax: $4,862 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,274) + Fees ($55) + Taxes in 2025 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2415 BRASSIE CT, WINTER HAVEN, FL 33884

    $289,00060 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


  • 257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $287,950142 Days on yellowkey   MLS ID: P4937588

    For Sale P4937588 - 257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2020
    Monthly Fee: $17
       Tax: $6,306 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,578) + Fees ($17) + Taxes in 2025 ($526)


    Taxes:$6,306

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,000108 Days on yellowkey   MLS ID: P4937966

    For Sale P4937966 - 688 AUGUSTA RD, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1586
       Built: 1980
    Monthly Fee: $137
       Tax: $3,636 (2025)
    Community: Cypresswood Fairway Patio Homes
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,847) + Fees ($137) + Taxes in 2025 ($303)


    Taxes:$3,636

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3732 GIORGIO DR, WINTER HAVEN, FL 33884

    $260,00052 Days on yellowkey   MLS ID: S5147116

    REDUCED by $10,500 (3.9%) on 05/18/2026

    SHORT SALE S5147116 - 3732 GIORGIO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2024
    Monthly Fee: $15
       Tax: $6,432 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $1,976 (change assumption)
    Mortgage ($1,425) + Fees ($15) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1331 34TH ST NW, WINTER HAVEN, FL 33881

    $199,999128 Days on yellowkey   MLS ID: L4959219

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $10,001 (4.8%) on 04/23/2026

    For Sale L4959219 - 1331 34TH ST NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0   Gar: 10
    Liv Area Sq Ft: 1220
       Built: 1954   Tax: $3,823 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,414 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($319)


    Taxes:$3,823

    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.