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Winter Haven Homes For Sale & Real Estate - 983 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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  • 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $410,00037 Days on yellowkey   MLS ID: O6401702

    REDUCED by $15,000 (3.5%) on 05/11/2026

    For Sale O6401702 - 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1884
       Built: 2006
    Monthly Fee: $55
       Tax: $5,141 (2025)
    Community: Terranova Ph Iv
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,730 (change assumption)
    Mortgage ($2,247) + Fees ($55) + Taxes in 2025 ($428)


    Taxes:$5,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2335 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529320 Days on yellowkey   MLS ID: L4954447

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4954447 - 2335 BRASSIE CT, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,079 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($257)


    Taxes:$3,079

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $304,366320 Days on yellowkey   MLS ID: L4954446

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4954446 - 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,668) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366567 Days on yellowkey   MLS ID: L4948737

    REDUCED by $5,000 (1.7%) on 05/01/2026

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,613) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,76538 Days on yellowkey   MLS ID: L4961317

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2117 HIGH POINT AVE SW, WINTER HAVEN, FL 33880

    $389,90026 Days on yellowkey   MLS ID: L4960940

    For Sale L4960940 - 2117 HIGH POINT AVE SW, WINTER HAVEN, FL 33880 34 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2485
       Built: 1977   Tax: $6,491 (2025)
    Community: High Point
    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($541)


    Taxes:$6,491

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 312 TOWHEE RD, WINTER HAVEN, FL 33881

    $339,000179 Days on yellowkey   MLS ID: B4902119

    REDUCED by $10,000 (2.9%) on 04/27/2026

    For Sale B4902119 - 312 TOWHEE RD, WINTER HAVEN, FL 33881 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2005
    Monthly Fee: $34
       Tax: $2,621 (2024)
    Community: Hamilton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($1,857) + Fees ($34) + Taxes in 2024 ($218)


    Taxes:$2,621

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $425,000187 Days on yellowkey   MLS ID: TB8450979

    REDUCED by $10,000 (2.3%) on 05/11/2026

    For Sale TB8450979 - 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1734
       Built: 1984   Tax: $4,375 (2024)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $2,693 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($365)


    Taxes:$4,375

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5397 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $284,99965 Days on yellowkey   MLS ID: TB8490691

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $5,000 (1.7%) on 05/06/2026

    For Sale TB8490691 - 5397 SAN PIETRO DR, WINTER HAVEN, FL 33884 21 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: $1,839 (change assumption)
    Mortgage ($1,562) + 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


  • 6014 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,999133 Days on yellowkey   MLS ID: TB8465873

    0 Days Off yellowkey (back on 5/11/2026)

    INCREASED by $3,000 (1.1%) on 05/06/2026

    For Sale TB8465873 - 6014 NAVONA WAY, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


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


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 425 AVENUE B NE, WINTER HAVEN, FL 33881

    $157,92051 Days on yellowkey   MLS ID: P4938413

    4 Days Off yellowkey (back on 5/11/2026)

    For Sale P4938413 - 425 AVENUE B NE, WINTER HAVEN, FL 33881 10 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 1920   Tax: $1,672 (2025)
    Community: Coker A B Add
    Single Family


    Estimated Monthly Payment: $1,005 (change assumption)
    Mortgage ($865) + Taxes in 2025 ($139)


    Taxes:$1,672

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $325,00058 Days on yellowkey   MLS ID: O6395083

    3 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $5,000 (1.5%) on 04/29/2026

    For Sale O6395083 - 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1941
       Built: 2023
    Monthly Fee: $93
       Tax: $4,592 (2025)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,781) + Fees ($93) + Taxes in 2025 ($383)


    Taxes:$4,592

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2735 GLADIOLA RD, WINTER HAVEN, FL 33884

    $259,990159 Days on yellowkey   MLS ID: O6369084

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

    For Sale O6369084 - 2735 GLADIOLA RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1758
       Built: 2025
    Monthly Fee: $164
       Tax: $1,773 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Townhouse


    Estimated Monthly Payment: $1,736 (change assumption)
    Mortgage ($1,425) + 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


  • 908 WHISPER LAKE DR, WINTER HAVEN, FL 33880

    $224,00096 Days on yellowkey   MLS ID: P4937925

    1 Days Off yellowkey (back on 5/9/2026)

    For Sale P4937925 - 908 WHISPER LAKE DR, WINTER HAVEN, FL 33880 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1219
       Built: 1986
    Monthly Fee: $8
       Tax: $1,115 (2025)
    Community: Whisper Lake I
    Single Family


    Estimated Monthly Payment: $1,328 (change assumption)
    Mortgage ($1,227) + Fees ($8) + Taxes in 2025 ($93)


    Taxes:$1,115

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 124 1ST ST, WINTER HAVEN, FL 33880

    $30,000412 Days on yellowkey   MLS ID: TB8373429

    3 Days Off yellowkey (back on 5/11/2026)

    For Sale TB8373429 - 124 1ST ST, WINTER HAVEN, FL 33880 1 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 680
       Built: 1943   Tax: $1,076 (2024)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $254 (change assumption)
    Mortgage ($164) + Taxes in 2024 ($90)


    Taxes:$1,076

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 220 KING RD, WINTER HAVEN, FL 33880

    $119,00064 Days on yellowkey   MLS ID: B4902220

    For Sale B4902220 - 220 KING RD, WINTER HAVEN, FL 33880 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 1987   Tax: $1,150 (2025)
    Community: Not In Subdivision
    Manufactured Home


    Estimated Monthly Payment: $748 (change assumption)
    Mortgage ($652) + Taxes in 2025 ($96)


    Taxes:$1,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 208 CALEB WAY, WINTER HAVEN, FL 33881

    $259,00037 Days on yellowkey   MLS ID: P4938499

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale P4938499 - 208 CALEB WAY, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $83
       Tax: $4,002 (2025)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,419) + Fees ($83) + Taxes in 2025 ($334)


    Taxes:$4,002

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1820 5TH ST SE, WINTER HAVEN, FL 33880

    $205,00030 Days on yellowkey   MLS ID: P4938556

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

    For Sale P4938556 - 1820 5TH ST SE, WINTER HAVEN, FL 33880 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1338
       Built: 1961   Tax: $1,284 (2025)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $1,230 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($107)


    Taxes:$1,284

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


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

    $795,900136 Days on yellowkey   MLS ID: P4937480

    REDUCED by $19,100 (2.3%) on 04/30/2026

    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: $4,424 (change assumption)
    Mortgage ($4,361) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 900 AVENUE Z SE #D6, WINTER HAVEN, FL 33880

    $125,00020 Days on yellowkey   MLS ID: P4938685

    For Sale P4938685 - 900 AVENUE Z SE #D6, WINTER HAVEN, FL 33880 16 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 840
       Built: 1974   Tax: $1,582 (2025)
    Community: Sandy Cove Winter Haven
    Condo


    Estimated Monthly Payment: $817 (change assumption)
    Mortgage ($685) + Taxes in 2025 ($132)


    Taxes:$1,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.