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Winter Haven Single Family Homes For Sale - 505 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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  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $274,90020 Days on yellowkey   MLS ID: S5145776

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

    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
    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


  • 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881

    $317,40025 Days on yellowkey   MLS ID: L4960041

    REDUCED by $2,500 (0.8%) on 04/01/2026

    For Sale L4960041 - 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2020
    Monthly Fee: $23
       Tax: $4,127 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,106 (change assumption)
    Mortgage ($1,739) + Fees ($23) + Taxes in 2025 ($344)


    Taxes:$4,127

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1700 6TH ST NW #A37, WINTER HAVEN, FL 33881

    $99,90029 Days on yellowkey   MLS ID: L4959920

    For Sale L4959920 - 1700 6TH ST NW #A37, WINTER HAVEN, FL 33881 43 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 840
       Built: 1964
    Monthly Fee: $350
       Tax: $1,550 (2025)
    Community: Winter Haven Harbour Apts Condo
    Single Family


    Estimated Monthly Payment: $1,027 (change assumption)
    Mortgage ($547) + Fees ($350) + Taxes in 2025 ($129)


    Taxes:$1,550

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $395,00022 Days on yellowkey   MLS ID: L4960100

    For Sale L4960100 - 262 SANTA ROSA DR, WINTER HAVEN, FL 33884 40 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


  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $450,00070 Days on yellowkey   MLS ID: L4958664

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,466) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $265,00087 Days on yellowkey   MLS ID: S5141071

    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: $1,972 (change assumption)
    Mortgage ($1,452) + Fees ($210) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $269,999Listed 04/02/2026 2:49AM   MLS ID: O6395048

    For Sale O6395048 - 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884 59 photos

    Bed: 2   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


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $369,9001 Day on yellowkey   MLS ID: L4960750

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $87
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,027) + Fees ($87) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5337 HOGAN LN, WINTER HAVEN, FL 33884

    $359,000161 Days on yellowkey   MLS ID: TB8440646

    For Sale TB8440646 - 5337 HOGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 2006
    Monthly Fee: $5
       Tax: $4,665 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,361 (change assumption)
    Mortgage ($1,967) + Fees ($5) + Taxes in 2024 ($389)


    Taxes:$4,665

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5122 KINSLEY DR, WINTER HAVEN, FL 33884

    $422,94855 Days on yellowkey   MLS ID: S5143312

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

    For Sale S5143312 - 5122 KINSLEY DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,317) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6011 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $330,00086 Days on yellowkey   MLS ID: TB8461684

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

    For Sale TB8461684 - 6011 COUNTRY WALK LN, WINTER HAVEN, FL 33880 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 2004
    Monthly Fee: $83
       Tax: $1,810 (2025)
    Community: Country Walk Estates Ph 03
    Single Family


    Estimated Monthly Payment: $2,042 (change assumption)
    Mortgage ($1,808) + Fees ($83) + Taxes in 2025 ($151)


    Taxes:$1,810

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 523 LITTLE LAKE CT, WINTER HAVEN, FL 33884

    $305,00016 Days on yellowkey   MLS ID: O6391604

    REDUCED by $10,000 (3.2%) on 04/02/2026

    For Sale O6391604 - 523 LITTLE LAKE CT, WINTER HAVEN, FL 33884 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2018   Tax: $4,284 (2025)
    Community: Little Lake Estates
    Single Family


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($357)


    Taxes:$4,284

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1130 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $259,90062 Days on yellowkey   MLS ID: S5142654

    3 Days Off yellowkey (back on 2/9/2026)

    For Sale S5142654 - 1130 CAREFREE COVE DR, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 1961   Tax: $2,369 (2024)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,622 (change assumption)
    Mortgage ($1,424) + Taxes in 2024 ($197)


    Taxes:$2,369

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2024

    Middle School: Westwood Middle


  • 720 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $339,00076 Days on yellowkey   MLS ID: P4937320

    For Sale P4937320 - 720 SANTA MARIA DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 1990
    Monthly Fee: $46
       Tax: $2,173 (2024)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,857) + Fees ($46) + Taxes in 2024 ($181)


    Taxes:$2,173

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $350,00050 Days on yellowkey   MLS ID: O6381073

    For Sale O6381073 - 305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2020
    Monthly Fee: $17
       Tax: $6,152 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,447 (change assumption)
    Mortgage ($1,918) + Fees ($17) + Taxes in 2025 ($513)


    Taxes:$6,152

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 10 APPLE TREE LN, WINTER HAVEN, FL 33884

    $625,000202 Days on yellowkey   MLS ID: P4936277

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

    For Sale P4936277 - 10 APPLE TREE LN, WINTER HAVEN, FL 33884 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2491
       Built: 1997
    Monthly Fee: $21
       Tax: $2,835 (2024)
    Community: Sundance Ranch Estates
    Single Family


    Estimated Monthly Payment: $3,682 (change assumption)
    Mortgage ($3,425) + Fees ($21) + Taxes in 2024 ($236)


    Taxes:$2,835

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: Mclaughlin Middle


  • 1019 ROBIN LN, WINTER HAVEN, FL 33884

    $305,000105 Days on yellowkey   MLS ID: O6368296

    For Sale O6368296 - 1019 ROBIN LN, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 2003
    Monthly Fee: $38
       Tax: $3,920 (2023)
    Community: Audubon Place
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,671) + Fees ($38) + Taxes in 2023 ($327)


    Taxes:$3,920

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884

    $359,997Listed 04/02/2026 6:37AM   MLS ID: O6394657

    For Sale O6394657 - 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1777
       Built: 1971   Tax: $3,975 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,304 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881

    $260,000Listed 04/01/2026 7:51PM   MLS ID: S5146942

    SHORT SALE S5146942 - 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2022
    Monthly Fee: $83
       Tax: $3,522 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $1,801 (change assumption)
    Mortgage ($1,425) + Fees ($83) + Taxes in 2025 ($294)


    Taxes:$3,522

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $442,500Listed 04/01/2026 6:14PM   MLS ID: S5146706

    For Sale S5146706 - 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2536
       Built: 2022
    Monthly Fee: $60
       Tax: $739 (2025)
    Community: Chestnut Crk
    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($2,425) + Fees ($60) + Taxes in 2025 ($62)


    Taxes:$739

    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.