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Winter Haven Single Family Homes For Sale - 704 homes

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

Location: Winter Haven

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  • 1290 N LAKE SHIPP DR N, WINTER HAVEN, FL 33880

    $795,00014 Days on yellowkey   MLS ID: L4961193

    For Sale L4961193 - 1290 N LAKE SHIPP DR N, WINTER HAVEN, FL 33880 47 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2001
       Built: 2021   Tax: $7,094 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $4,947 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($591)


    Taxes:$7,094

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $302,5001 Day on yellowkey   MLS ID: L4960255

    For Sale L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2013
    Monthly Fee: $38
       Tax: $4,294 (2025)
    Community: Overlook Rdg
    Single Family


    Estimated Monthly Payment: $2,053 (change assumption)
    Mortgage ($1,657) + Fees ($38) + Taxes in 2025 ($358)


    Taxes:$4,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $475,000305 Days on yellowkey   MLS ID: P4935325

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

    REDUCED by $35,000 (6.9%) on 04/16/2026

    For Sale P4935325 - 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2443
       Built: 2008
    Monthly Fee: $5
       Tax: $6,051 (2024)
    Community: Lake Ashton West Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,603) + Fees ($5) + Taxes in 2024 ($504)


    Taxes:$6,051

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $305,000Listed 04/30/2026 8:59AM   MLS ID: O6403532

    For Sale O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2018
    Monthly Fee: $9
       Tax: $5,214 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,115 (change assumption)
    Mortgage ($1,671) + Fees ($9) + Taxes in 2025 ($434)


    Taxes:$5,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 CASARENA CT, WINTER HAVEN, FL 33881

    $320,00094 Days on yellowkey   MLS ID: L4958770

    For Sale L4958770 - 2 CASARENA CT, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2377
       Built: 1983
    Monthly Fee: $310
       Tax: $5,755 (2025)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,753) + Fees ($310) + Taxes in 2025 ($480)


    Taxes:$5,755

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 MIRROR LN NW, WINTER HAVEN, FL 33881

    $995,0001 Day 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

    $315,00067 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

    $370,0001 Day 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

    $289,9001 Day 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


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

    $269,9901 Day 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


  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $312,0001 Day on yellowkey   MLS ID: O6402516

    For Sale O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2021
    Monthly Fee: $38
       Tax: $3,739 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $2,059 (change assumption)
    Mortgage ($1,710) + Fees ($38) + Taxes in 2025 ($312)


    Taxes:$3,739

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3904 WARBLER DR, WINTER HAVEN, FL 33880

    $259,99935 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


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00025 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880

    $289,900147 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

    $235,00058 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

    $255,000116 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

    $199,99985 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

    $340,00088 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

    $299,999162 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

    $314,999338 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




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

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