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Winter Haven Single Family Homes For Sale - 642 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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  • 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881

    $229,00080 Days on yellowkey   MLS ID: S5142572

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

    For Sale S5142572 - 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2001
    Monthly Fee: $13
       Tax: $4,388 (2025)
    Community: Sabal Bend Ph 02
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,255) + Fees ($13) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $395,00037 Days on yellowkey   MLS ID: L4960100

    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: $2,272 (change assumption)
    Mortgage ($2,164) + Fees ($46) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2062 CANTON PARK DR, WINTER HAVEN, FL 33881

    $390,00097 Days on yellowkey   MLS ID: O6372768

    For Sale O6372768 - 2062 CANTON PARK DR, WINTER HAVEN, FL 33881 1 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2284
       Built: 2023
    Monthly Fee: $83
       Tax: $5,367 (2025)
    Community: Canton Park
    Single Family


    Estimated Monthly Payment: $2,667 (change assumption)
    Mortgage ($2,137) + Fees ($83) + Taxes in 2025 ($447)


    Taxes:$5,367

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1456 WALLACE MANOR LOOP, WINTER HAVEN, FL 33880

    $315,00016 Days on yellowkey   MLS ID: L4960754

    2 Days Off yellowkey (back on 4/8/2026)

    For Sale L4960754 - 1456 WALLACE MANOR LOOP, WINTER HAVEN, FL 33880 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1811
       Built: 2018
    Monthly Fee: $42
       Tax: $5,181 (2025)
    Community: Central Pointe
    Single Family


    Estimated Monthly Payment: $2,200 (change assumption)
    Mortgage ($1,726) + Fees ($42) + Taxes in 2025 ($432)


    Taxes:$5,181

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,999137 Days on yellowkey   MLS ID: TB8452537

    0 Days Off yellowkey (back on 2/16/2026)

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,164) + 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


  • 191 MANDOLIN DR, WINTER HAVEN, FL 33884

    $399,14932 Days on yellowkey   MLS ID: G5109690

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale G5109690 - 191 MANDOLIN DR, WINTER HAVEN, FL 33884 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2007
    Monthly Fee: $56
       Tax: $3,900 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,187) + Fees ($56) + Taxes in 2025 ($325)


    Taxes:$3,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 RUBY LAKE DR, WINTER HAVEN, FL 33884

    $375,0009 Days on yellowkey   MLS ID: P4938379

    For Sale P4938379 - 131 RUBY LAKE DR, WINTER HAVEN, FL 33884 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2000
    Monthly Fee: $71
       Tax: $4,453 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,055) + Fees ($71) + Taxes in 2025 ($371)


    Taxes:$4,453

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5335 MICKEY AVE, WINTER HAVEN, FL 33884

    $364,999165 Days on yellowkey   MLS ID: S5137808

    2 Days Off yellowkey (back on 4/8/2026)

    For Sale S5137808 - 5335 MICKEY AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,038 (change assumption)
    Mortgage ($2,000) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $359,50098 Days on yellowkey   MLS ID: P4937444

    For Sale P4937444 - 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2018
    Monthly Fee: $485
       Tax: $2,824 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($1,970) + Fees ($485) + Taxes in 2025 ($235)


    Taxes:$2,824

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 207 24TH CT SW, WINTER HAVEN, FL 33880

    $285,00091 Days on yellowkey   MLS ID: L4958315

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale L4958315 - 207 24TH CT SW, WINTER HAVEN, FL 33880 75 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1296
       Built: 1976   Tax: $4,614 (2025)
    Community: West Of Lake Howard
    Single Family


    Estimated Monthly Payment: $1,946 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($385)


    Taxes:$4,614

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $329,90022 Days on yellowkey   MLS ID: L4960603

    REDUCED by $5,000 (1.5%) on 04/08/2026

    For Sale L4960603 - 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2007
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Magnolia Preserve
    Single Family


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,808) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3857 GIORGIO DR, WINTER HAVEN, FL 33884

    $292,990246 Days on yellowkey   MLS ID: O6327573

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6327573 - 3857 GIORGIO DR, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2025
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,620 (change assumption)
    Mortgage ($1,605) + Fees ($15) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 126 HOMEWOOD DR, WINTER HAVEN, FL 33880

    $335,00065 Days on yellowkey   MLS ID: L4959293

    For Sale L4959293 - 126 HOMEWOOD DR, WINTER HAVEN, FL 33880 83 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 1994   Tax: $1,396 (2025)
    Community: Homewood Sub
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($116)


    Taxes:$1,396

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3935 PALAZZO PL, WINTER HAVEN, FL 33884

    $290,00039 Days on yellowkey   MLS ID: L4960079

    SHORT SALE L4960079 - 3935 PALAZZO PL, WINTER HAVEN, FL 33884 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $250
       Tax: $6,788 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,589) + Fees ($250) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 1501 7TH ST SE, WINTER HAVEN, FL 33880

    $389,90010 Days on yellowkey   MLS ID: A4689208

    SHORT SALE A4689208 - 1501 7TH ST SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1959   Tax: $5,528 (2025)
    Community: Highland Estates
    Single Family


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($461)


    Taxes:$5,528

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $329,49010 Days on yellowkey   MLS ID: O6396937

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,805) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4 CASARENA CT, WINTER HAVEN, FL 33881

    $529,00010 Days on yellowkey   MLS ID: P4938356

    For Sale P4938356 - 4 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3911
       Built: 1984
    Monthly Fee: $320
       Tax: $4,267 (2025)
    Community: Casarena On The Lakes
    Single Family


    Estimated Monthly Payment: $3,574 (change assumption)
    Mortgage ($2,899) + Fees ($320) + Taxes in 2025 ($356)


    Taxes:$4,267

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00010 Days on yellowkey   MLS ID: P4938326

    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


  • 1607 2ND STREET SE, WINTER HAVEN, FL 33880

    $185,000127 Days on yellowkey   MLS ID: P4937275

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale P4937275 - 1607 2ND STREET SE, WINTER HAVEN, FL 33880 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 576
       Built: 1930   Tax: $1,198 (2024)
    Community: Bryson R H Subdivision
    Single Family


    Estimated Monthly Payment: $1,113 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($100)


    Taxes:$1,198

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $330,000123 Days on yellowkey   MLS ID: L4957925

    For Sale L4957925 - 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1697
       Built: 2023
    Monthly Fee: $30
       Tax: $3,769 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,808) + Fees ($30) + Taxes in 2025 ($314)


    Taxes:$3,769

    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.