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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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  • 1716 TERRY CIR NE, WINTER HAVEN, FL 33881

    $270,0004 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


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $339,950102 Days on yellowkey   MLS ID: L4959685

    REDUCED by $9,000 (2.6%) on 05/14/2026

    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: $1,960 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $284,900199 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

    $314,9002 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


  • 4111 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $399,90010 Days on yellowkey   MLS ID: O6411190

    For Sale O6411190 - 4111 ISLAND LAKES DR, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2012
    Monthly Fee: $17
       Tax: $4,556 (2025)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $2,588 (change assumption)
    Mortgage ($2,191) + Fees ($17) + Taxes in 2025 ($380)


    Taxes:$4,556

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 460 PINEHURST CT, WINTER HAVEN, FL 33884

    $249,0009 Days on yellowkey   MLS ID: L4962087

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

    For Sale L4962087 - 460 PINEHURST CT, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1980
    Monthly Fee: $144
       Tax: $3,311 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,784 (change assumption)
    Mortgage ($1,364) + Fees ($144) + Taxes in 2025 ($276)


    Taxes:$3,311

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 592 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $415,00036 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


  • 6 GOLFVIEW CIR NE, WINTER HAVEN, FL 33881

    $349,9002 Days on yellowkey   MLS ID: P4938888

    For Sale P4938888 - 6 GOLFVIEW CIR NE, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1892
       Built: 1958   Tax: $3,984 (2025)
    Community: North Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $2,249 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($332)


    Taxes:$3,984

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 840 PIEDMONT DR SE, WINTER HAVEN, FL 33880

    $425,0001 Day on yellowkey   MLS ID: L4962339

    For Sale L4962339 - 840 PIEDMONT DR SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1960   Tax: $4,220 (2025)
    Community: Cooper Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($352)


    Taxes:$4,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2415 BRASSIE CT, WINTER HAVEN, FL 33884

    $289,00053 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

    $287,950135 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


  • 3742 FIELDSTONE CIR, WINTER HAVEN, FL 33881

    $300,0001 Day 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


  • 4121 GIORGIO DR, WINTER HAVEN, FL 33884

    $329,990113 Days on yellowkey   MLS ID: O6382578

    4 Days Off yellowkey (back on 5/8/2026)

    For Sale O6382578 - 4121 GIORGIO DR, WINTER HAVEN, FL 33884 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,808) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $350,000183 Days on yellowkey   MLS ID: W7881213

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,918) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $484,9001 Day on yellowkey   MLS ID: L4962358

    For Sale L4962358 - 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2406
       Built: 1999
    Monthly Fee: $71
       Tax: $3,154 (2025)
    Community: Ruby Lake Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,991 (change assumption)
    Mortgage ($2,657) + Fees ($71) + Taxes in 2025 ($263)


    Taxes:$3,154

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,000101 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

    $260,00045 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

    $199,999121 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


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,0001 Day on yellowkey   MLS ID: S5151350

    For Sale S5151350 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 30 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: $2,378 (change assumption)
    Mortgage ($2,000) + 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


  • 1676 TEAGAN LN, WINTER HAVEN, FL 33884

    $359,0001 Day on yellowkey   MLS ID: TB8514405

    For Sale TB8514405 - 1676 TEAGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $15
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,633 (change assumption)
    Mortgage ($1,967) + Fees ($15) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence




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.