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Winter Haven Homes For Sale & Real Estate - 922 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000179 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

    $303,90037 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


  • 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $269,99929 Days on yellowkey   MLS ID: O6395048

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

    For Sale O6395048 - 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1561
       Built: 2017
    Monthly Fee: $486
       Tax: $769 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,029 (change assumption)
    Mortgage ($1,479) + Fees ($486) + Taxes in 2025 ($64)


    Taxes:$769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900405 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

    $329,00044 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


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,999260 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 04/13/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,808) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90036 Days on yellowkey   MLS ID: L4960627

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

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $299,900163 Days on yellowkey   MLS ID: P4937079

    REDUCED by $5,000 (1.6%) on 04/13/2026

    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: $2,086 (change assumption)
    Mortgage ($1,643) + Fees ($42) + Taxes in 2024 ($401)


    Taxes:$4,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881

    $256,90022 Days on yellowkey   MLS ID: S5147546

    For Sale S5147546 - 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1972   Tax: $3,240 (2025)
    Community: Stately Oaks
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,408) + Taxes in 2025 ($270)


    Taxes:$3,240

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 5840 GREY HERON DR, WINTER HAVEN, FL 33881

    $257,00027 Days on yellowkey   MLS ID: L4960838

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale L4960838 - 5840 GREY HERON DR, WINTER HAVEN, FL 33881 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1747
       Built: 2016
    Monthly Fee: $10
       Tax: $3,990 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,408) + Fees ($10) + Taxes in 2025 ($333)


    Taxes:$3,990

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $189,000389 Days on yellowkey   MLS ID: P4934363

    REDUCED by $5,000 (2.6%) on 04/07/2026

    For Sale P4934363 - 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1340
       Built: 1998
    Monthly Fee: $130
       Tax: $884 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,239 (change assumption)
    Mortgage ($1,036) + Fees ($130) + Taxes in 2024 ($74)


    Taxes:$884

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880

    $217,900451 Days on yellowkey   MLS ID: L4950490

    For Sale L4950490 - 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1281
       Built: 1997
    Monthly Fee: $240
       Tax: $1,344 (2024)
    Community: Townhouses At Park Lake 01 Rep
    Townhouse


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,194) + Fees ($240) + Taxes in 2024 ($112)


    Taxes:$1,344

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90023 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $285,000337 Days on yellowkey   MLS ID: S5127874

    REDUCED by $15,000 (5.0%) on 04/12/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,902 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 508 AVENUE I SE, WINTER HAVEN, FL 33880

    $189,00023 Days on yellowkey   MLS ID: TB8495578

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale TB8495578 - 508 AVENUE I SE, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1954   Tax: $271 (2025)
    Community: Hackles Add
    Single Family


    Estimated Monthly Payment: $1,058 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($23)


    Taxes:$271

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4925 CYPRESS GARDENS RD #100, WINTER HAVEN, FL 33884

    $195,00020 Days on yellowkey   MLS ID: P4938418

    For Sale P4938418 - 4925 CYPRESS GARDENS RD #100, WINTER HAVEN, FL 33884 56 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 2017
    Monthly Fee: $133
       Tax: $1,697 (2025)
    Community: Doves Rest Add
    Manufactured Home


    Estimated Monthly Payment: $1,343 (change assumption)
    Mortgage ($1,068) + Fees ($133) + Taxes in 2025 ($141)


    Taxes:$1,697

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 454 VILLAGE CIR SW, WINTER HAVEN, FL 33880

    $139,00023 Days on yellowkey   MLS ID: L4960932

    For Sale L4960932 - 454 VILLAGE CIR SW, WINTER HAVEN, FL 33880 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1620
       Built: 1988
    Monthly Fee: $55
       Tax: $1,302 (2025)
    Community: Village Park
    Manufactured Home


    Estimated Monthly Payment: $925 (change assumption)
    Mortgage ($762) + Fees ($55) + Taxes in 2025 ($109)


    Taxes:$1,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $359,90032 Days on yellowkey   MLS ID: S5146731

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,373 (change assumption)
    Mortgage ($1,972) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000166 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


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90034 Days on yellowkey   MLS ID: S5146723

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 49 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle




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Winter Haven home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. 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 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.