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Winter Haven Single Family Homes For Sale - 702 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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  • 153 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $749,00048 Days on yellowkey   MLS ID: L4959536

    REDUCED by $26,000 (3.4%) on 04/24/2026

    For Sale L4959536 - 153 LAKE OTIS RD, WINTER HAVEN, FL 33884 93 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3913
       Built: 1968
    Monthly Fee: $100
       Tax: $5,530 (2025)
    Community: Lakewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,665 (change assumption)
    Mortgage ($4,104) + Fees ($100) + Taxes in 2025 ($461)


    Taxes:$5,530

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $779,00087 Days on yellowkey   MLS ID: L4959091

    REDUCED by $10,900 (1.4%) on 04/19/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,172 (change assumption)
    Mortgage ($4,268) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $309,000127 Days on yellowkey   MLS ID: TB8458652

    REDUCED by $3,000 (1.0%) on 04/25/2026

    For Sale TB8458652 - 2519 AVENUE E SW, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 2025   Tax: $310 (2024)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,693) + Taxes in 2024 ($26)


    Taxes:$310

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881

    $394,99999 Days on yellowkey   MLS ID: S5142092

    For Sale S5142092 - 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2654
       Built: 2021   Tax: $5,532 (2025)
    Community: Lake Lucerne Ph 5
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $475,000304 Days on yellowkey   MLS ID: P4935325

    2 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $35,000 (6.9%) on 04/16/2026

    For Sale P4935325 - 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2443
       Built: 2008
    Monthly Fee: $5
       Tax: $6,051 (2024)
    Community: Lake Ashton West Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,603) + Fees ($5) + Taxes in 2024 ($504)


    Taxes:$6,051

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $289,00094 Days on yellowkey   MLS ID: O6377124

    For Sale O6377124 - 3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 2004
    Monthly Fee: $33
       Tax: $4,114 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,584) + Fees ($33) + Taxes in 2024 ($343)


    Taxes:$4,114

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 329 OKALOOSA DR, WINTER HAVEN, FL 33884

    $275,00041 Days on yellowkey   MLS ID: P4938205

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

    For Sale P4938205 - 329 OKALOOSA DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1900
       Built: 1972   Tax: $1,593 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($133)


    Taxes:$1,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1739 UPLAND LN, WINTER HAVEN, FL 33884

    $326,9908 Days on yellowkey   MLS ID: W7885115

    For Sale W7885115 - 1739 UPLAND LN, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1815
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,855 (change assumption)
    Mortgage ($1,792) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Mclaughlin Academy Of Excellence


  • 1726 UPLAND LN, WINTER HAVEN, FL 33884

    $386,9908 Days on yellowkey   MLS ID: W7885114

    For Sale W7885114 - 1726 UPLAND LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2797
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($2,120) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Mclaughlin Academy Of Excellence


  • 1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $313,990163 Days on yellowkey   MLS ID: W7880880

    For Sale W7880880 - 1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,783 (change assumption)
    Mortgage ($1,720) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Mclaughlin Academy Of Excellence


  • 1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $335,990163 Days on yellowkey   MLS ID: W7880879

    For Sale W7880879 - 1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2021
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,841) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Mclaughlin Academy Of Excellence


  • 1325 DIEGO TER, WINTER HAVEN, FL 33884

    $310,000136 Days on yellowkey   MLS ID: O6367451

    For Sale O6367451 - 1325 DIEGO TER, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,300 (2025)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($1,699) + Fees ($16) + Taxes in 2025 ($525)


    Taxes:$6,300

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 128 AVENUE D SW, WINTER HAVEN, FL 33880

    $235,0006 Days on yellowkey   MLS ID: L4961329

    For Sale L4961329 - 128 AVENUE D SW, WINTER HAVEN, FL 33880 1 photos

    Bed: 5   Bath: 1.5
    Liv Area Sq Ft: 2200
       Built: 1925   Tax: $3,693 (2025)
    Community: South College Add Rev
    Single Family


    Estimated Monthly Payment: $1,595 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 300 AVENUE V NE, WINTER HAVEN, FL 33881

    $200,0006 Days on yellowkey   MLS ID: L4961309

    For Sale L4961309 - 300 AVENUE V NE, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 912
       Built: 1963   Tax: $169 (2025)
    Community: Eula Vista Sub
    Single Family


    Estimated Monthly Payment: $1,110 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($14)


    Taxes:$169

    Elementary School: Clarence Boswell Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 277 MARIPOSA, WINTER HAVEN, FL 33884

    $215,0006 Days on yellowkey   MLS ID: L4961311

    For Sale L4961311 - 277 MARIPOSA, WINTER HAVEN, FL 33884 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1142
       Built: 1977
    Monthly Fee: $5
       Tax: $2,118 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,178) + Fees ($5) + Taxes in 2025 ($177)


    Taxes:$2,118

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $290,0006 Days on yellowkey   MLS ID: O6401564

    For Sale O6401564 - 476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1767
       Built: 2018
    Monthly Fee: $60
       Tax: $3,467 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,589) + Fees ($60) + Taxes in 2025 ($289)


    Taxes:$3,467

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 825 NW AVENUE Y AVE NW, WINTER HAVEN, FL 33881

    $295,0006 Days on yellowkey   MLS ID: S5148593

    INCREASED by $265,500 (900.0%) on 04/24/2026

    For Sale S5148593 - 825 NW AVENUE Y AVE NW, WINTER HAVEN, FL 33881 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1497
       Built: 1978   Tax: $3,281 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($273)


    Taxes:$3,281

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6004 KALEY DR, WINTER HAVEN, FL 33880

    $274,9906 Days on yellowkey   MLS ID: S5148589

    For Sale S5148589 - 6004 KALEY DR, WINTER HAVEN, FL 33880 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2004
    Monthly Fee: $14
       Tax: $4,038 (2025)
    Community: Sunridge Village East
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,507) + Fees ($14) + Taxes in 2025 ($336)


    Taxes:$4,038

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3027 RICHMOND DR, WINTER HAVEN, FL 33884

    $295,0006 Days on yellowkey   MLS ID: L4961338

    For Sale L4961338 - 3027 RICHMOND DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2006
    Monthly Fee: $236
       Tax: $3,832 (2025)
    Community: Richmond Square Ph 02
    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,616) + Fees ($236) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $299,9909 Days on yellowkey   MLS ID: O6401087

    For Sale O6401087 - 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $3,035 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($1,644) + Fees ($13) + Taxes in 2025 ($253)


    Taxes:$3,035

    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.