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Winter Haven Homes For Sale & Real Estate - 805 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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  • 413 WINTER RIDGE BLVD #413, WINTER HAVEN, FL 33881

    $144,500179 Days on yellowkey   MLS ID: P4936697

    REDUCED by $5,000 (3.3%) on 04/01/2026

    For Sale P4936697 - 413 WINTER RIDGE BLVD #413, WINTER HAVEN, FL 33881 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1995   Tax: $1,959 (2024)
    Community: Winter Ridge Condo
    Condo


    Estimated Monthly Payment: $955 (change assumption)
    Mortgage ($792) + Taxes in 2024 ($163)


    Taxes:$1,959

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,90060 Days on yellowkey   MLS ID: TB8476372

    For Sale TB8476372 - 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: $90

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,857) + Fees ($90) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5409 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $319,99969 Days on yellowkey   MLS ID: TB8472784

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

    For Sale TB8472784 - 5409 SAN PIETRO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,030 (change assumption)
    Mortgage ($1,753) + 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


  • 1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $303,900388 Days on yellowkey   MLS ID: TB8364733

    3 Days Off yellowkey (back on 3/10/2026)

    For Sale TB8364733 - 1787 WHITE ELEPHANT LOOP, 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


  • 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $409,90036 Days on yellowkey   MLS ID: TB8484190

    For Sale TB8484190 - 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,341 (change assumption)
    Mortgage ($2,246) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1790 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $403,90036 Days on yellowkey   MLS ID: TB8484188

    For Sale TB8484188 - 1790 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2025
    Monthly Fee: $95
       Tax: $730 (2025)
    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,369 (change assumption)
    Mortgage ($2,213) + Fees ($95) + Taxes in 2025 ($61)


    Taxes:$730

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1782 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $338,900388 Days on yellowkey   MLS ID: TB8364835

    For Sale TB8364835 - 1782 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: $1,952 (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


  • 4956 JACKSON ST, WINTER HAVEN, FL 33884

    $330,00060 Days on yellowkey   MLS ID: P4937828

    REDUCED by $20,000 (5.7%) on 04/01/2026

    For Sale P4937828 - 4956 JACKSON ST, WINTER HAVEN, FL 33884 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2023
    Monthly Fee: $67
       Tax: $836 (2024)
    Community: Jackson Lndg
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,808) + Fees ($67) + Taxes in 2024 ($70)


    Taxes:$836

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 405 W LAKE ELBERT DR NE, WINTER HAVEN, FL 33881

    $90,00087 Days on yellowkey   MLS ID: O6374774

    REDUCED by $24,900 (21.7%) on 04/01/2026

    For Sale O6374774 - 405 W LAKE ELBERT DR NE, WINTER HAVEN, FL 33881 10 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2064
       Built: 1925   Tax: $524 (2025)
    Community: Lake Elbert Add
    Single Family


    Estimated Monthly Payment: $537 (change assumption)
    Mortgage ($493) + Taxes in 2025 ($44)


    Taxes:$524

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881

    $120,000194 Days on yellowkey   MLS ID: L4956165

    REDUCED by $2,000 (1.6%) on 04/01/2026

    For Sale L4956165 - 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1976   Tax: $2,376 (2024)
    Community: Lake Buckeye Condo
    Condo


    Estimated Monthly Payment: $856 (change assumption)
    Mortgage ($658) + Taxes in 2024 ($198)


    Taxes:$2,376

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5018 STRADA DR, WINTER HAVEN, FL 33880

    $220,000517 Days on yellowkey   MLS ID: TB8320717

    0 Days Off yellowkey (back on 9/29/2025)

    SHORT SALE TB8320717 - 5018 STRADA DR, WINTER HAVEN, FL 33880 23 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3020
       Built: 2004
    Monthly Fee: $14
       Tax: $4,657 (2023)
    Community: Sunridge Village East
    Single Family


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($1,205) + Fees ($14) + Taxes in 2023 ($388)


    Taxes:$4,657

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2023

    Middle School: Westwood Middle


  • 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $359,00027 Days on yellowkey   MLS ID: P4938156

    REDUCED by $10,000 (2.7%) on 04/01/2026

    For Sale P4938156 - 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2024
    Monthly Fee: $30
       Tax: $6,401 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($1,967) + Fees ($30) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3667 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $340,000172 Days on yellowkey   MLS ID: S5136779

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

    For Sale S5136779 - 3667 PLYMOUTH DR, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2562
       Built: 2016
    Monthly Fee: $504
       Tax: $2,928 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,863) + Fees ($504) + Taxes in 2025 ($244)


    Taxes:$2,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1600 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $297,990113 Days on yellowkey   MLS ID: O6369040

    INCREASED by $4,000 (1.4%) on 04/01/2026

    For Sale O6369040 - 1600 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2025
    Monthly Fee: $69
       Tax: $3,144 (2025)
    Community: Harmony On Lake Eloise Phase 2
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,633) + Fees ($69) + Taxes in 2025 ($262)


    Taxes:$3,144

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2717 GLADIOLA RD, WINTER HAVEN, FL 33884

    $249,990165 Days on yellowkey   MLS ID: O6356967

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

    For Sale O6356967 - 2717 GLADIOLA RD, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1673
       Built: 2025
    Monthly Fee: $164
       Tax: $1,773 (2025)
    Community: Harmony On Lake Eloise
    Townhouse


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,370) + Fees ($164) + Taxes in 2025 ($148)


    Taxes:$1,773

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 860 NW 5TH ST, WINTER HAVEN, FL 33881

    $270,000183 Days on yellowkey   MLS ID: O6351679

    5 Days Off yellowkey (back on 1/19/2026)

    For Sale O6351679 - 860 NW 5TH ST, WINTER HAVEN, FL 33881 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2025   Tax: $35 (2025)
    Community: Ida Lake Sub
    Single Family


    Estimated Monthly Payment: $1,482 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($3)


    Taxes:$35

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2634 SAGE VALLEY WAY, WINTER HAVEN, FL 33884

    $316,990544 Days on yellowkey   MLS ID: O6250151

    For Sale O6250151 - 2634 SAGE VALLEY WAY, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2024
    Monthly Fee: $69
       Tax: $287 (2024)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,737) + Fees ($69) + Taxes in 2024 ($24)


    Taxes:$287

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $299,00088 Days on yellowkey   MLS ID: S5141950

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

    For Sale S5141950 - 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2795
       Built: 2012
    Monthly Fee: $40
       Tax: $5,650 (2025)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,638) + Fees ($40) + Taxes in 2025 ($471)


    Taxes:$5,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 329 OKALOOSA DR, WINTER HAVEN, FL 33884

    $275,00025 Days on yellowkey   MLS ID: P4938205

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

    For Sale P4938205 - 329 OKALOOSA DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1900
       Built: 1972   Tax: $1,593 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($133)


    Taxes:$1,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 569 REGGIE RD, WINTER HAVEN, FL 33884

    $320,00014 Days on yellowkey   MLS ID: L4960715

    For Sale L4960715 - 569 REGGIE RD, WINTER HAVEN, FL 33884 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,476 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,753) + Fees ($16) + Taxes in 2025 ($540)


    Taxes:$6,476

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.