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Winter Haven Single Family Homes For Sale - 707 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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  • 116 MANDOLIN DR, WINTER HAVEN, FL 33884

    $370,0002 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

    $289,9001 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


  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $312,0002 Days 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


  • 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


  • 215 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $329,90025 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

    $319,000157 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

    $434,900128 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


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $295,00090 Days on yellowkey   MLS ID: O6375346

    REDUCED by $4,900 (1.6%) on 04/27/2026

    For Sale O6375346 - 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2015
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,616) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3305 ROYAL TERN, WINTER HAVEN, FL 33881

    $240,00064 Days on yellowkey   MLS ID: O6385959

    SHORT SALE O6385959 - 3305 ROYAL TERN, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $10
       Tax: $6,004 (2025)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $1,825 (change assumption)
    Mortgage ($1,315) + Fees ($10) + Taxes in 2025 ($500)


    Taxes:$6,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $269,99949 Days on yellowkey   MLS ID: S5145776

    REDUCED by $4,901 (1.8%) on 04/29/2026

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $484
       Tax: $1,704 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,479) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $350,000147 Days on yellowkey   MLS ID: W7881213

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,918) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 720 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $300,00063 Days on yellowkey   MLS ID: O6386447

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

    For Sale O6386447 - 720 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1892
       Built: 2014
    Monthly Fee: $38
       Tax: $5,040 (2025)
    Community: Overlook Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2025 ($420)


    Taxes:$5,040

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 140 1ST ST, WINTER HAVEN, FL 33880

    $309,50049 Days on yellowkey   MLS ID: TB8484176

    REDUCED by $500 (0.2%) on 04/26/2026

    For Sale TB8484176 - 140 1ST ST, WINTER HAVEN, FL 33880 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $292 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,696) + Taxes in 2025 ($24)


    Taxes:$292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.