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Winter Haven Single Family Homes For Sale - 696 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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  • 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $287,00054 Days on yellowkey   MLS ID: P4938000

    For Sale P4938000 - 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1488
       Built: 2001
    Monthly Fee: $33
       Tax: $3,786 (2025)
    Community: Heather Glen Ph 02
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,573) + Fees ($33) + Taxes in 2025 ($316)


    Taxes:$3,786

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3426 HICKORY ST NW, WINTER HAVEN, FL 33881

    $230,00014 Days on yellowkey   MLS ID: O6398170

    For Sale O6398170 - 3426 HICKORY ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1955   Tax: $2,004 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,427 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880

    $475,000189 Days on yellowkey   MLS ID: TB8438899

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8438899 - 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3201
       Built: 1923   Tax: $9,301 (2024)
    Community: Orangewood Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($775)


    Taxes:$9,301

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3473 RALEIGH DR, WINTER HAVEN, FL 33884

    $210,00034 Days on yellowkey   MLS ID: L4960477

    REDUCED by $5,000 (2.3%) on 04/13/2026

    For Sale L4960477 - 3473 RALEIGH DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1118
       Built: 2006
    Monthly Fee: $456
       Tax: $1,929 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $1,767 (change assumption)
    Mortgage ($1,151) + Fees ($456) + Taxes in 2025 ($161)


    Taxes:$1,929

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $305,000254 Days on yellowkey   MLS ID: L4955159

    For Sale L4955159 - 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2004
    Monthly Fee: $33
       Tax: $4,035 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,671) + Fees ($33) + Taxes in 2024 ($336)


    Taxes:$4,035

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $289,000203 Days on yellowkey   MLS ID: O6349627

    0 Days Off yellowkey (back on 2/26/2026)

    FORECLOSURE O6349627 - 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 2022
    Monthly Fee: $75
       Tax: $4,510 (2024)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,584) + Fees ($75) + Taxes in 2024 ($376)


    Taxes:$4,510

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2518 14TH CT SE, WINTER HAVEN, FL 33884

    $209,00014 Days on yellowkey   MLS ID: L4961012

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale L4961012 - 2518 14TH CT SE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 1970   Tax: $1,875 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($1,145) + Taxes in 2025 ($156)


    Taxes:$1,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881

    $425,000142 Days on yellowkey   MLS ID: L4957549

    REDUCED by $14,000 (3.2%) on 04/13/2026

    For Sale L4957549 - 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2495
       Built: 1996
    Monthly Fee: $85
       Tax: $3,479 (2025)
    Community: Gates Of Lake Region
    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,329) + Fees ($85) + Taxes in 2025 ($290)


    Taxes:$3,479

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2105 9TH ST NE, WINTER HAVEN, FL 33881

    $249,90024 Days on yellowkey   MLS ID: O6395140

    For Sale O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1042
       Built: 1967   Tax: $2,442 (2025)
    Community: Lake Idyll Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,573 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1444 KINGFISH LN, WINTER HAVEN, FL 33884

    $270,00088 Days on yellowkey   MLS ID: P4937632

    REDUCED by $15,000 (5.3%) on 03/31/2026

    For Sale P4937632 - 1444 KINGFISH LN, WINTER HAVEN, FL 33884 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $45
       Tax: $2,715 (2025)
    Community: Lake Dexter Moorings
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,479) + Fees ($45) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $279,999260 Days on yellowkey   MLS ID: TB8415205

    0 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $10,000 (3.4%) on 04/07/2026

    For Sale TB8415205 - 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $18
       Tax: $2,292 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,743 (change assumption)
    Mortgage ($1,534) + Fees ($18) + Taxes in 2025 ($191)


    Taxes:$2,292

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000172 Days on yellowkey   MLS ID: L4956453

    For Sale L4956453 - 21 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,325 (2024)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,562) + Fees ($310) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $274,90042 Days on yellowkey   MLS ID: S5145776

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 57 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: $2,132 (change assumption)
    Mortgage ($1,506) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90030 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


  • 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $269,99922 Days on yellowkey   MLS ID: O6395048

    3 Days Off yellowkey (back on 4/13/2026)

    For Sale O6395048 - 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1561
       Built: 2017
    Monthly Fee: $486
       Tax: $769 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,029 (change assumption)
    Mortgage ($1,479) + Fees ($486) + Taxes in 2025 ($64)


    Taxes:$769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900398 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


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00037 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,999253 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 04/13/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,808) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90029 Days on yellowkey   MLS ID: L4960627

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $299,900156 Days on yellowkey   MLS ID: P4937079

    REDUCED by $5,000 (1.6%) on 04/13/2026

    For Sale P4937079 - 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2011
    Monthly Fee: $42
       Tax: $4,813 (2024)
    Community: Mandolin 02
    Single Family


    Estimated Monthly Payment: $2,086 (change assumption)
    Mortgage ($1,643) + Fees ($42) + Taxes in 2024 ($401)


    Taxes:$4,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.