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Winter Haven Single Family Homes For Sale - 793 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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  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00031 Days on yellowkey   MLS ID: P4938750

    For Sale P4938750 - 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2016
    Monthly Fee: $15
       Tax: $4,656 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,726) + Fees ($15) + Taxes in 2025 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00091 Days on yellowkey   MLS ID: P4938120

    0 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $272,50051 Days on yellowkey   MLS ID: L4960255

    REDUCED by $22,500 (7.6%) on 06/12/2026

    For Sale L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2013
    Monthly Fee: $38
       Tax: $4,294 (2025)
    Community: Overlook Rdg
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,493) + Fees ($38) + Taxes in 2025 ($358)


    Taxes:$4,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $484,90014 Days on yellowkey   MLS ID: L4962358

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

    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


  • 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880

    $575,00042 Days on yellowkey   MLS ID: L4961757

    REDUCED by $5,000 (0.9%) on 06/12/2026

    For Sale L4961757 - 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3086
       Built: 2000
    Monthly Fee: $13
       Tax: $5,683 (2025)
    Community: Grey Fox Hollow Ph Three
    Single Family


    Estimated Monthly Payment: $3,637 (change assumption)
    Mortgage ($3,151) + Fees ($13) + Taxes in 2025 ($474)


    Taxes:$5,683

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881

    $765,900156 Days on yellowkey   MLS ID: P4937480

    REDUCED by $30,000 (3.8%) on 06/12/2026

    For Sale P4937480 - 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1977   Tax: $760 (2025)
    Community: Not In Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($4,197) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $350,0008 Days on yellowkey   MLS ID: S5151595

    For Sale S5151595 - 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1120
       Built: 1957   Tax: $1,027 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,003 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($86)


    Taxes:$1,027

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881

    $749,90050 Days on yellowkey   MLS ID: L4961524

    REDUCED by $27,800 (3.6%) on 06/12/2026

    For Sale L4961524 - 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 95 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2363
       Built: 1997
    Monthly Fee: $17
       Tax: $6,592 (2025)
    Community: Hamilton Ridge
    Single Family


    Estimated Monthly Payment: $4,675 (change assumption)
    Mortgage ($4,109) + Fees ($17) + Taxes in 2025 ($549)


    Taxes:$6,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 232 CUTRONE RD, WINTER HAVEN, FL 33880

    $199,00044 Days on yellowkey   MLS ID: TB8505344

    5 Days Off yellowkey (back on 5/28/2026)

    For Sale TB8505344 - 232 CUTRONE RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 640
       Built: 1940   Tax: $1,489 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $1,214 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($124)


    Taxes:$1,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884

    $610,00053 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


  • 3467 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $270,0008 Days 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


  • 3357 TIMBERLINE RD W, WINTER HAVEN, FL 33880

    $279,0008 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


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

    $265,00010 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


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

    $369,90023 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

    $239,900107 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


  • 1195 TYLER LOOP, WINTER HAVEN, FL 33884

    $299,997162 Days on yellowkey   MLS ID: O6371574

    For Sale O6371574 - 1195 TYLER LOOP, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $7,112 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,252 (change assumption)
    Mortgage ($1,644) + Fees ($16) + Taxes in 2025 ($593)


    Taxes:$7,112

    Elementary School: South Pointe Elementary

    High School: None

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $271,90063 Days on yellowkey   MLS ID: G5111142

    REDUCED by $5,000 (1.8%) on 06/11/2026

    SHORT SALE G5111142 - 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2022
    Monthly Fee: $13
       Tax: $3,310 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $1,779 (change assumption)
    Mortgage ($1,490) + Fees ($13) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 520 35TH ST NW, WINTER HAVEN, FL 33880

    $199,900225 Days on yellowkey   MLS ID: K4903131

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale K4903131 - 520 35TH ST NW, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1008
       Built: 1962   Tax: $650 (2024)
    Community: Deer Lake Terrace Sub
    Single Family


    Estimated Monthly Payment: $1,149 (change assumption)
    Mortgage ($1,095) + Taxes in 2024 ($54)


    Taxes:$650

    Elementary School: Inwood Elem

    High School: None

    Tax Year: 2024

    Middle School: Westwood Middle


  • 5445 CHANDLER DR, WINTER HAVEN, FL 33884

    $305,00094 Days on yellowkey   MLS ID: S5146003

    REDUCED by $9,500 (3.0%) on 06/11/2026

    For Sale S5146003 - 5445 CHANDLER DR, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3010
       Built: 2006
    Monthly Fee: $48
       Tax: $5,827 (2025)
    Community: Bentley Place
    Single Family


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,671) + Fees ($48) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1930 AUSTIN TER, WINTER HAVEN, FL 33884

    $499,90052 Days on yellowkey   MLS ID: S5148834

    0 Days Off yellowkey (back on 5/10/2026)

    For Sale S5148834 - 1930 AUSTIN TER, WINTER HAVEN, FL 33884 59 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2544
       Built: 2004
    Monthly Fee: $92
       Tax: $5,504 (2025)
    Community: Woodpointe Ph 1
    Single Family


    Estimated Monthly Payment: $3,290 (change assumption)
    Mortgage ($2,739) + Fees ($92) + Taxes in 2025 ($459)


    Taxes:$5,504

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




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.