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Winter Haven Single Family Homes For Sale - 776 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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  • 356 STERLING DR, WINTER HAVEN, FL 33884

    $332,000109 Days on yellowkey   MLS ID: L4959652

    0 Days Off yellowkey (back on 4/6/2026)

    REDUCED by $3,000 (0.9%) on 04/03/2026

    For Sale L4959652 - 356 STERLING DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2001
    Monthly Fee: $24
       Tax: $3,462 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,819) + Fees ($24) + Taxes in 2025 ($289)


    Taxes:$3,462

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5716 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $249,00035 Days on yellowkey   MLS ID: S5149694

    For Sale S5149694 - 5716 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1748
       Built: 2018
    Monthly Fee: $12
       Tax: $4,334 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,738 (change assumption)
    Mortgage ($1,364) + Fees ($12) + Taxes in 2025 ($361)


    Taxes:$4,334

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2335 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529337 Days on yellowkey   MLS ID: L4954447

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4954447 - 2335 BRASSIE CT, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,079 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($257)


    Taxes:$3,079

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $304,366337 Days on yellowkey   MLS ID: L4954446

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4954446 - 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,668) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,76555 Days on yellowkey   MLS ID: L4961317

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $425,000204 Days on yellowkey   MLS ID: TB8450979

    REDUCED by $10,000 (2.3%) on 05/11/2026

    For Sale TB8450979 - 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1734
       Built: 1984   Tax: $4,375 (2024)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $2,693 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($365)


    Taxes:$4,375

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6014 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,999150 Days on yellowkey   MLS ID: TB8465873

    0 Days Off yellowkey (back on 5/11/2026)

    INCREASED by $3,000 (1.1%) on 05/06/2026

    For Sale TB8465873 - 6014 NAVONA WAY, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,534) + 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


  • 2734 ROCHELLE DR, WINTER HAVEN, FL 33881

    $450,00037 Days on yellowkey   MLS ID: G5109004

    For Sale G5109004 - 2734 ROCHELLE DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2829
       Built: 2006
    Monthly Fee: $21
       Tax: $5,183 (2025)
    Community: Lake Rochelle Estates
    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,466) + Fees ($21) + Taxes in 2025 ($432)


    Taxes:$5,183

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 184 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $489,00082 Days on yellowkey   MLS ID: L4960608

    REDUCED by $10,999 (2.2%) on 05/09/2026

    For Sale L4960608 - 184 LAKE OTIS RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 1969
    Monthly Fee: $100
       Tax: $4,680 (2025)
    Community: Lakewood Tr 173
    Single Family


    Estimated Monthly Payment: $3,169 (change assumption)
    Mortgage ($2,679) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,680

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881

    $279,00039 Days on yellowkey   MLS ID: TB8506713

    For Sale TB8506713 - 1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2019
    Monthly Fee: $30
       Tax: $4,363 (2025)
    Community: Lucerne Park
    Single Family


    Estimated Monthly Payment: $1,922 (change assumption)
    Mortgage ($1,529) + Fees ($30) + Taxes in 2025 ($364)


    Taxes:$4,363

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881

    $399,99097 Days on yellowkey   MLS ID: L4960012

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

    REDUCED by $15,010 (3.6%) on 04/17/2026

    For Sale L4960012 - 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1968
       Built: 1962   Tax: $1,813 (2025)
    Community: Idyl Ridge View
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($151)


    Taxes:$1,813

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2791 ADELINE AVE, WINTER HAVEN, FL 33881

    $286,840182 Days on yellowkey   MLS ID: O6367908

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

    REDUCED by $2,900 (1.0%) on 04/17/2026

    For Sale O6367908 - 2791 ADELINE AVE, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,868 (change assumption)
    Mortgage ($1,572) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2783 ADELINE AVE, WINTER HAVEN, FL 33881

    $304,640175 Days on yellowkey   MLS ID: O6369254

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

    REDUCED by $3,100 (1.0%) on 04/17/2026

    For Sale O6369254 - 2783 ADELINE AVE, WINTER HAVEN, FL 33881 1 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2026
    Monthly Fee: $8
       Tax: $3,455 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,965 (change assumption)
    Mortgage ($1,669) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,455

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 104 11TH ST SE, WINTER HAVEN, FL 33880

    $279,90074 Days on yellowkey   MLS ID: P4938332

    For Sale P4938332 - 104 11TH ST SE, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1792
       Built: 1953   Tax: $3,956 (2025)
    Community: East El Otis Park Rep
    Single Family


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($330)


    Taxes:$3,956

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $306,50083 Days on yellowkey   MLS ID: P4938216

    REDUCED by $3,500 (1.1%) on 05/08/2026

    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: $2,160 (change assumption)
    Mortgage ($1,679) + 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


  • 461 FISH HAWK DR, WINTER HAVEN, FL 33884

    $425,000144 Days on yellowkey   MLS ID: O6376115

    REDUCED by $10,000 (2.3%) on 05/08/2026

    For Sale O6376115 - 461 FISH HAWK DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3920
       Built: 2006
    Monthly Fee: $45
       Tax: $6,577 (2024)
    Community: Hart Lake Cove Ph 02
    Single Family


    Estimated Monthly Payment: $2,922 (change assumption)
    Mortgage ($2,329) + Fees ($45) + Taxes in 2024 ($548)


    Taxes:$6,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 528 CODY CALEB DR, WINTER HAVEN, FL 33884

    $304,50057 Days on yellowkey   MLS ID: L4961233

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

    For Sale L4961233 - 528 CODY CALEB DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 2005
    Monthly Fee: $23
       Tax: $4,538 (2025)
    Community: Savannah Estates
    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,668) + Fees ($23) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1303 37TH ST NW, WINTER HAVEN, FL 33881

    $215,00040 Days on yellowkey   MLS ID: TB8506143

    For Sale TB8506143 - 1303 37TH ST NW, WINTER HAVEN, FL 33881 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 640
       Built: 1957   Tax: $1,707 (2025)
    Community: Inwood Unit 6
    Single Family


    Estimated Monthly Payment: $1,320 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($142)


    Taxes:$1,707

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 912 AVENUE T SE, WINTER HAVEN, FL 33880

    $295,000622 Days on yellowkey   MLS ID: S5113072

    For Sale S5113072 - 912 AVENUE T SE, WINTER HAVEN, FL 33880 51 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2149
       Built: 1960   Tax: $1,575 (2023)
    Community: Woodmere
    Single Family


    Estimated Monthly Payment: $1,748 (change assumption)
    Mortgage ($1,616) + Taxes in 2023 ($131)


    Taxes:$1,575

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881

    $310,00071 Days on yellowkey   MLS ID: TB8491651

    REDUCED by $5,000 (1.6%) on 05/08/2026

    For Sale TB8491651 - 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2017
    Monthly Fee: $90
       Tax: $3,073 (2025)
    Community: Forest Ridge
    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($1,699) + Fees ($90) + Taxes in 2025 ($256)


    Taxes:$3,073

    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.