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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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  • 221 AVENUE L NE, WINTER HAVEN, FL 33881

    $226,00079 Days on yellowkey   MLS ID: O6391663

    REDUCED by $10,800 (4.6%) on 04/18/2026

    For Sale O6391663 - 221 AVENUE L NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1000
       Built: 1948   Tax: $2,938 (2025)
    Community: Lake Silver Terrace
    Single Family


    Estimated Monthly Payment: $1,483 (change assumption)
    Mortgage ($1,238) + Taxes in 2025 ($245)


    Taxes:$2,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1533 MAJESTIC LN, WINTER HAVEN, FL 33880

    $265,00091 Days on yellowkey   MLS ID: L4960031

    REDUCED by $5,000 (1.9%) on 04/17/2026

    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: $1,828 (change assumption)
    Mortgage ($1,452) + 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


  • 257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $287,950134 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


  • 112 SANDBURG LN, WINTER HAVEN, FL 33884

    $185,00057 Days on yellowkey   MLS ID: O6397818

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6397818 - 112 SANDBURG LN, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1971   Tax: $3,359 (2024)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($280)


    Taxes:$3,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1195 TYLER LOOP, WINTER HAVEN, FL 33884

    $299,997148 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


  • 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884

    $335,000115 Days on yellowkey   MLS ID: R4910695

    REDUCED by $20,000 (5.6%) on 04/16/2026

    For Sale R4910695 - 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2011
    Monthly Fee: $56
       Tax: $2,554 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,836) + Fees ($56) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 821 SUN BURST RD, WINTER HAVEN, FL 33880

    $360,000634 Days on yellowkey   MLS ID: O6239172

    For Sale O6239172 - 821 SUN BURST RD, WINTER HAVEN, FL 33880 86 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $48
       Tax: $838 (2023)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,973) + Fees ($48) + Taxes in 2023 ($70)


    Taxes:$838

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 250 VOLUSIA DR, WINTER HAVEN, FL 33884

    $299,000123 Days on yellowkey   MLS ID: L4958940

    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: $1,834 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($195)


    Taxes:$2,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1392 AXEL CIR, WINTER HAVEN, FL 33880

    $370,00053 Days on yellowkey   MLS ID: S5147603

    For Sale S5147603 - 1392 AXEL CIR, WINTER HAVEN, FL 33880 14 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 2022
    Monthly Fee: $71
       Tax: $4,581 (2025)
    Community: Pinnacle Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,480 (change assumption)
    Mortgage ($2,027) + Fees ($71) + Taxes in 2025 ($382)


    Taxes:$4,581

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 200 ISLAND WAY, WINTER HAVEN, FL 33884

    $795,000333 Days on yellowkey   MLS ID: P4935447

    REDUCED by $80,000 (9.1%) on 04/14/2026

    For Sale P4935447 - 200 ISLAND WAY, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3555
       Built: 1970
    Monthly Fee: $131
       Tax: $4,095 (2024)
    Community: Orchid Springs Unrecorded
    Single Family


    Estimated Monthly Payment: $4,828 (change assumption)
    Mortgage ($4,356) + Fees ($131) + Taxes in 2024 ($341)


    Taxes:$4,095

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 6308 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $456,900142 Days on yellowkey   MLS ID: A4678252

    For Sale A4678252 - 6308 PINEHURST LOOP, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2022
    Monthly Fee: $5
       Tax: $9,887 (2025)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $3,332 (change assumption)
    Mortgage ($2,503) + Fees ($5) + Taxes in 2025 ($824)


    Taxes:$9,887

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1596 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $270,000337 Days on yellowkey   MLS ID: P4935416

    SHORT SALE P4935416 - 1596 LEAMINGTON LN, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2022
    Monthly Fee: $15
       Tax: $6,017 (2024)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $1,996 (change assumption)
    Mortgage ($1,479) + Fees ($15) + Taxes in 2024 ($501)


    Taxes:$6,017

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1540 AVENUE C NE, WINTER HAVEN, FL 33881

    $245,000440 Days on yellowkey   MLS ID: R4909059

    SHORT SALE R4909059 - 1540 AVENUE C NE, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1958   Tax: $2,407 (2024)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,543 (change assumption)
    Mortgage ($1,342) + Taxes in 2024 ($201)


    Taxes:$2,407

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1444 KINGFISH LN, WINTER HAVEN, FL 33884

    $270,000130 Days on yellowkey   MLS ID: P4937632

    REDUCED by $15,000 (5.3%) on 03/31/2026

    For Sale P4937632 - 1444 KINGFISH LN, WINTER HAVEN, FL 33884 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $45
       Tax: $2,715 (2025)
    Community: Lake Dexter Moorings
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,479) + Fees ($45) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000214 Days on yellowkey   MLS ID: L4956453

    For Sale L4956453 - 21 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,325 (2024)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,562) + Fees ($310) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90072 Days on yellowkey   MLS ID: TB8490344

    For Sale TB8490344 - 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,665) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900440 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00079 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000201 Days on yellowkey   MLS ID: TB8448756

    For Sale TB8448756 - 450 AVENUE B NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1624
       Built: 1946   Tax: $3,747 (2024)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($312)


    Taxes:$3,747

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000154 Days on yellowkey   MLS ID: L4957933

    For Sale L4957933 - 1301 EVALYN DR SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1817
       Built: 1954   Tax: $3,748 (2025)
    Community: Elbert Hills
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($312)


    Taxes:$3,748

    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.