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Winter Haven Homes For Sale & Real Estate - 934 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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  • 126 2ND ST, WINTER HAVEN, FL 33880

    $149,900111 Days on yellowkey   MLS ID: P4937521

    1 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $10,000 (6.3%) on 04/08/2026

    For Sale P4937521 - 126 2ND ST, WINTER HAVEN, FL 33880 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 2023   Tax: $1,796 (2025)
    Community: Leslie J A Sub
    Manufactured Home


    Estimated Monthly Payment: $971 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($150)


    Taxes:$1,796

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 120 MIRROR LN NW, WINTER HAVEN, FL 33881

    $995,0005 Days on yellowkey   MLS ID: L4961404

    For Sale L4961404 - 120 MIRROR LN NW, WINTER HAVEN, FL 33881 64 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3973
       Built: 1984   Tax: $7,496 (2025)
    Community: The Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,077 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($625)


    Taxes:$7,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $315,00070 Days on yellowkey   MLS ID: L4959592

    REDUCED by $5,000 (1.6%) on 04/19/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 116 MANDOLIN DR, WINTER HAVEN, FL 33884

    $370,0005 Days on yellowkey   MLS ID: O6403313

    For Sale O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2009
    Monthly Fee: $56
       Tax: $5,678 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,027) + Fees ($56) + Taxes in 2025 ($473)


    Taxes:$5,678

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 316 LAKE SMART CIR, WINTER HAVEN, FL 33881

    $289,9005 Days on yellowkey   MLS ID: L4961472

    FORECLOSURE L4961472 - 316 LAKE SMART CIR, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1500
       Built: 2022
    Monthly Fee: $50
       Tax: $4,224 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $1,990 (change assumption)
    Mortgage ($1,588) + Fees ($50) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 706 BYNI RDG, WINTER HAVEN, FL 33880

    $99,0005 Days on yellowkey   MLS ID: L4961431

    For Sale L4961431 - 706 BYNI RDG, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 768
       Built: 1975   Tax: $1,413 (2025)
    Community: Wolf Run
    Mobile Home


    Estimated Monthly Payment: $660 (change assumption)
    Mortgage ($542) + Taxes in 2025 ($118)


    Taxes:$1,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3904 WARBLER DR, WINTER HAVEN, FL 33880

    $259,99938 Days on yellowkey   MLS ID: O6394168

    REDUCED by $5,001 (1.9%) on 04/30/2026

    For Sale O6394168 - 3904 WARBLER DR, WINTER HAVEN, FL 33880 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2006
    Monthly Fee: $12
       Tax: $1,241 (2025)
    Community: Queens Cove Ph 04
    Single Family


    Estimated Monthly Payment: $1,540 (change assumption)
    Mortgage ($1,425) + Fees ($12) + Taxes in 2025 ($103)


    Taxes:$1,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884

    $94,750605 Days on yellowkey   MLS ID: P4931920

    1 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $249 (0.3%) on 04/19/2026

    For Sale P4931920 - 1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1024
       Built: 1974
    Monthly Fee: $313
       Tax: $1,085 (2025)
    Community: Orchid Spgs Vill 300 Barcelona
    Spa: No

    Condo


    Estimated Monthly Payment: $923 (change assumption)
    Mortgage ($519) + Fees ($313) + Taxes in 2025 ($90)


    Taxes:$1,085

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 507 SHARON HILL CT, WINTER HAVEN, FL 33880

    $259,99932 Days on yellowkey   MLS ID: O6395510

    REDUCED by $30,000 (10.3%) on 04/14/2026

    For Sale O6395510 - 507 SHARON HILL CT, WINTER HAVEN, FL 33880 20 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2356
       Built: 2000   Tax: $2,835 (2025)
    Community: Tanamora
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,661 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($236)


    Taxes:$2,835

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2500 21ST ST NW #88, WINTER HAVEN, FL 33881

    $189,00079 Days on yellowkey   MLS ID: P4937851

    REDUCED by $9,000 (4.5%) on 04/29/2026

    For Sale P4937851 - 2500 21ST ST NW #88, WINTER HAVEN, FL 33881 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1585
       Built: 1976
    Monthly Fee: $467
       Tax: $2,419 (2024)
    Community: Casa Del Sol Condo Village Ph 01
    Condo


    Estimated Monthly Payment: $1,704 (change assumption)
    Mortgage ($1,036) + Fees ($467) + Taxes in 2024 ($202)


    Taxes:$2,419

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880

    $289,900150 Days on yellowkey   MLS ID: P4937137

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale P4937137 - 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2014
    Monthly Fee: $68
       Tax: $1,888 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,588) + Fees ($68) + Taxes in 2024 ($157)


    Taxes:$1,888

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 716 AVENUE I NE, WINTER HAVEN, FL 33881

    $235,00061 Days on yellowkey   MLS ID: L4958483

    REDUCED by $24,000 (9.3%) on 04/16/2026

    For Sale L4958483 - 716 AVENUE I NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1559
       Built: 1951   Tax: $3,043 (2025)
    Community: Hutchinson Add
    Single Family


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($254)


    Taxes:$3,043

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $255,000119 Days on yellowkey   MLS ID: S5141071

    REDUCED by $10,000 (3.8%) on 04/29/2026

    For Sale S5141071 - 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $210
       Tax: $3,716 (2025)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,397) + Fees ($210) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1331 34TH ST NW, WINTER HAVEN, FL 33881

    $199,99988 Days on yellowkey   MLS ID: L4959219

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $10,001 (4.8%) on 04/23/2026

    For Sale L4959219 - 1331 34TH ST NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0   Gar: 10
    Liv Area Sq Ft: 1220
       Built: 1954   Tax: $3,823 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,414 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($319)


    Taxes:$3,823

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 643 GROVE ST, WINTER HAVEN, FL 33881

    $340,00091 Days on yellowkey   MLS ID: O6379127

    For Sale O6379127 - 643 GROVE ST, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 2022
    Monthly Fee: $50
       Tax: $5,200 (2024)
    Community: Inman Groves
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($1,863) + Fees ($50) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 5351 MICKEY AVE, WINTER HAVEN, FL 33884

    $299,999165 Days on yellowkey   MLS ID: S5138935

    INCREASED by $10,049 (3.5%) on 04/13/2026

    For Sale S5138935 - 5351 MICKEY AVE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,682 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5147 KINSLEY DR, WINTER HAVEN, FL 33884

    $314,999341 Days on yellowkey   MLS ID: S5127810

    REDUCED by $3,636 (1.1%) on 04/21/2026

    For Sale S5127810 - 5147 KINSLEY DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,764 (change assumption)
    Mortgage ($1,726) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $329,90028 Days on yellowkey   MLS ID: TB8494313

    REDUCED by $20,000 (5.7%) on 04/21/2026

    For Sale TB8494313 - 215 SANTA ROSA DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 1988
    Monthly Fee: $46
       Tax: $3,255 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,808) + Fees ($46) + Taxes in 2025 ($271)


    Taxes:$3,255

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000160 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 240 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $434,900131 Days on yellowkey   MLS ID: L4958092

    For Sale L4958092 - 240 SANTA ROSA DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1988
    Monthly Fee: $46
       Tax: $2,790 (2023)
    Community: Overlook Ests Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,383) + Fees ($46) + Taxes in 2023 ($233)


    Taxes:$2,790

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison 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.