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Winter Haven Homes For Sale & Real Estate - 971 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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  • 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880

    $118,00032 Days on yellowkey   MLS ID: L4961519

    For Sale L4961519 - 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1030
       Built: 1973   Tax: $361 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $677 (change assumption)
    Mortgage ($647) + Taxes in 2025 ($30)


    Taxes:$361

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,90032 Days on yellowkey   MLS ID: O6403149

    For Sale O6403149 - 1633 NANTUCKET WAY, 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: $1,952 (change assumption)
    Mortgage ($1,857) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884

    $229,500564 Days on yellowkey   MLS ID: P4932767

    For Sale P4932767 - 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884 44 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1231
       Built: 2014
    Monthly Fee: $430
       Tax: $1,843 (2024)
    Community: Vienna Square
    Villa


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,258) + Fees ($430) + Taxes in 2024 ($154)


    Taxes:$1,843

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000138 Days on yellowkey   MLS ID: P4937501

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

    For Sale P4937501 - 107 MANDOLIN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2013
    Monthly Fee: $55
       Tax: $4,514 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,638) + Fees ($55) + Taxes in 2025 ($376)


    Taxes:$4,514

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500165 Days on yellowkey   MLS ID: P4937324

    For Sale P4937324 - 2925 DAYTON DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $485
       Tax: $2,954 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,559) + Fees ($485) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14 ENCLAVE DR, WINTER HAVEN, FL 33884

    $229,900301 Days on yellowkey   MLS ID: P4935733

    REDUCED by $10,000 (4.2%) on 05/01/2026

    For Sale P4935733 - 14 ENCLAVE DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1995
    Monthly Fee: $429
       Tax: $3,033 (2024)
    Community: Cypresswood Enclave Ph 01
    Villa


    Estimated Monthly Payment: $1,941 (change assumption)
    Mortgage ($1,260) + Fees ($429) + Taxes in 2024 ($253)


    Taxes:$3,033

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881

    $188,50062 Days on yellowkey   MLS ID: L4960650

    REDUCED by $1,000 (0.5%) on 04/28/2026

    For Sale L4960650 - 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1984
    Monthly Fee: $34
       Tax: $2,520 (2025)
    Community: Brookhaven Village
    Manufactured Home


    Estimated Monthly Payment: $1,277 (change assumption)
    Mortgage ($1,033) + Fees ($34) + Taxes in 2025 ($210)


    Taxes:$2,520

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $262,40055 Days on yellowkey   MLS ID: O6393480

    REDUCED by $7,500 (2.8%) on 05/01/2026

    For Sale O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1991
    Monthly Fee: $8
       Tax: $3,704 (2025)
    Community: Planters Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,438) + Fees ($8) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6010 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,99968 Days on yellowkey   MLS ID: TB8490929

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

    REDUCED by $20,000 (6.7%) on 04/21/2026

    For Sale TB8490929 - 6010 NAVONA WAY, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,534) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • WINTER HAVEN, FL 33880

    $390,000221 Days on yellowkey   MLS ID: TB8441385

    REDUCED by $9,500 (2.4%) on 04/22/2026

    SHORT SALE TB8441385 - WINTER HAVEN, FL 33880 13 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $15
       Tax: $3,305 (2024)
    Community: Ridge Acres Ph Ii
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,137) + Fees ($15) + Taxes in 2024 ($275)


    Taxes:$3,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $199,900208 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


  • 4507 RAPALLO AVE, WINTER HAVEN, FL 33884

    $302,900116 Days on yellowkey   MLS ID: L4959233

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

    For Sale L4959233 - 4507 RAPALLO AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2025
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,660) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $825,00075 Days on yellowkey   MLS ID: L4960380

    REDUCED by $9,900 (1.2%) on 04/13/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,333 (change assumption)
    Mortgage ($4,520) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


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

    $777,70033 Days on yellowkey   MLS ID: L4961524

    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: $4,828 (change assumption)
    Mortgage ($4,261) + Fees ($17) + Taxes in 2025 ($549)


    Taxes:$6,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1665 TEAGAN LN, WINTER HAVEN, FL 33884

    $210,00033 Days on yellowkey   MLS ID: S5148760

    For Sale S5148760 - 1665 TEAGAN LN, WINTER HAVEN, FL 33884 14 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1060
       Built: 2024
    Monthly Fee: $78
       Tax: $5,853 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,716 (change assumption)
    Mortgage ($1,151) + Fees ($78) + Taxes in 2025 ($488)


    Taxes:$5,853

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 524 HAINES TRL, WINTER HAVEN, FL 33881

    $329,00033 Days on yellowkey   MLS ID: L4961454

    For Sale L4961454 - 524 HAINES TRL, WINTER HAVEN, FL 33881 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2016
    Monthly Fee: $48
       Tax: $2,501 (2025)
    Community: Lakes/Lucerne Park Ph 4
    Single Family


    Estimated Monthly Payment: $2,059 (change assumption)
    Mortgage ($1,803) + Fees ($48) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: Lake Alfred Elem

    High School: None

    Tax Year: 2025

    Middle School: Lake Alfred-Addair Middle


  • 811 22ND ST NW, WINTER HAVEN, FL 33881

    $269,99034 Days on yellowkey   MLS ID: S5148769

    For Sale S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1408
       Built: 1953   Tax: $4,020 (2025)
    Community: Hutton Rep
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($335)


    Taxes:$4,020

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 306 PALMETTO AVE NW, WINTER HAVEN, FL 33881

    $179,00040 Days on yellowkey   MLS ID: O6401595

    For Sale O6401595 - 306 PALMETTO AVE NW, WINTER HAVEN, FL 33881 14 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 768
       Built: 1937   Tax: $2,665 (2025)
    Community: Harrington A B Sub
    Single Family


    Estimated Monthly Payment: $1,203 (change assumption)
    Mortgage ($981) + Taxes in 2025 ($222)


    Taxes:$2,665

    Elementary School: Frank E. Brigham Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $335,00039 Days on yellowkey   MLS ID: S5148367

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale S5148367 - 2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1605
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,836) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $239,99041 Days on yellowkey   MLS ID: S5147785

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale S5147785 - 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1426
       Built: 2020
    Monthly Fee: $17
       Tax: $5,036 (2024)
    Community: 407-872-7608 Hoa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,315) + Fees ($17) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

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.