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Winter Haven Single Family Homes For Sale - 807 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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  • 4519 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,90025 Days on yellowkey   MLS ID: P4938826

    For Sale P4938826 - 4519 RAPALLO AVE, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2025
    Monthly Fee: $18
       Tax: $2,401 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,862) + Fees ($18) + Taxes in 2025 ($200)


    Taxes:$2,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1380 35TH ST NW, WINTER HAVEN, FL 33881

    $149,900123 Days on yellowkey   MLS ID: L4959338

    INCREASED by $20,000 (15.4%) on 06/19/2026

    For Sale L4959338 - 1380 35TH ST NW, WINTER HAVEN, FL 33881 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1953   Tax: $1,421 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $940 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($118)


    Taxes:$1,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1355 BENEVENTO DR, WINTER HAVEN, FL 33884

    $319,9007 Days on yellowkey   MLS ID: P4939067

    For Sale P4939067 - 1355 BENEVENTO DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2020
    Monthly Fee: $15
       Tax: $5,895 (2025)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $2,259 (change assumption)
    Mortgage ($1,753) + Fees ($15) + Taxes in 2025 ($491)


    Taxes:$5,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 133 EL DORADO, WINTER HAVEN, FL 33884

    $255,0008 Days on yellowkey   MLS ID: R4911459

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale R4911459 - 133 EL DORADO, WINTER HAVEN, FL 33884 21 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 1976
    Monthly Fee: $100
       Tax: $3,275 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,770 (change assumption)
    Mortgage ($1,397) + Fees ($100) + Taxes in 2025 ($273)


    Taxes:$3,275

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1783 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $409,90068 Days on yellowkey   MLS ID: TB8498625

    For Sale TB8498625 - 1783 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

    $403,900106 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


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900458 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 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: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90090 Days on yellowkey   MLS ID: TB8490344

    For Sale TB8490344 - 1629 NANTUCKET WAY, 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


  • 1798 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $298,900130 Days on yellowkey   MLS ID: TB8476320

    For Sale TB8476320 - 1798 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: $90

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,728 (change assumption)
    Mortgage ($1,638) + Fees ($90) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 419 AVENUE M NE, WINTER HAVEN, FL 33881

    $235,99941 Days on yellowkey   MLS ID: TB8507931

    REDUCED by $9,000 (3.7%) on 06/19/2026

    For Sale TB8507931 - 419 AVENUE M NE, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1232
       Built: 1946   Tax: $1,957 (2025)
    Community: Silvercrest Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,456 (change assumption)
    Mortgage ($1,293) + Taxes in 2025 ($163)


    Taxes:$1,957

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 430 HILLCREST DR SE, WINTER HAVEN, FL 33884

    $299,90036 Days on yellowkey   MLS ID: L4961985

    REDUCED by $9,100 (2.9%) on 06/19/2026

    For Sale L4961985 - 430 HILLCREST DR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1979   Tax: $2,020 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,812 (change assumption)
    Mortgage ($1,643) + Taxes in 2025 ($168)


    Taxes:$2,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 113 CITRUS DR, WINTER HAVEN, FL 33884

    $263,500131 Days on yellowkey   MLS ID: O6382305

    REDUCED by $24,500 (8.5%) on 06/19/2026

    SHORT SALE O6382305 - 113 CITRUS DR, WINTER HAVEN, FL 33884 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2016
       Built: 1960   Tax: $3,241 (2024)
    Community: Elwood Heights
    Single Family


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,444) + Taxes in 2024 ($270)


    Taxes:$3,241

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00077 Days on yellowkey   MLS ID: P4938326

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 TIFTON ST, WINTER HAVEN, FL 33880

    $399,999214 Days on yellowkey   MLS ID: S5138948

    For Sale S5138948 - 205 TIFTON ST, WINTER HAVEN, FL 33880 32 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3040
       Built: 2014
    Monthly Fee: $11
       Tax: $3,086 (2024)
    Community: Ridge Acres Ph 02
    Single Family


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2024 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $290,000104 Days on yellowkey   MLS ID: L4960100

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $35,000 (10.8%) on 06/18/2026

    For Sale L4960100 - 262 SANTA ROSA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 1987
    Monthly Fee: $46
       Tax: $739 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $1,697 (change assumption)
    Mortgage ($1,589) + Fees ($46) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1912 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $245,00012 Days on yellowkey   MLS ID: P4939016

    SHORT SALE P4939016 - 1912 CARNOSTIE RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2022
    Monthly Fee: $9
       Tax: $5,334 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,342) + Fees ($9) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6417 DOMIZIO DR, WINTER HAVEN, FL 33884

    $296,4907 Days on yellowkey   MLS ID: O6417322

    REDUCED by $8,000 (2.6%) on 06/19/2026

    For Sale O6417322 - 6417 DOMIZIO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,625) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,4906 Days on yellowkey   MLS ID: O6417853

    REDUCED by $5,000 (1.7%) on 06/19/2026

    For Sale O6417853 - 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $296,49019 Days on yellowkey   MLS ID: O6413726

    REDUCED by $8,000 (2.6%) on 06/19/2026

    For Sale O6413726 - 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,625) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $304,00090 Days on yellowkey   MLS ID: P4938216

    REDUCED by $2,500 (0.8%) on 06/19/2026

    For Sale P4938216 - 3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2005
    Monthly Fee: $210
       Tax: $3,251 (2025)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,666) + Fees ($210) + Taxes in 2025 ($271)


    Taxes:$3,251

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




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.