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Winter Haven Single Family Homes For Sale - 615 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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  • 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881

    $256,9005 Days on yellowkey   MLS ID: S5147546

    For Sale S5147546 - 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1972   Tax: $3,240 (2025)
    Community: Stately Oaks
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,408) + Taxes in 2025 ($270)


    Taxes:$3,240

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $269,00010 Days on yellowkey   MLS ID: B4902225

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,474) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $349,90048 Days on yellowkey   MLS ID: S5143804

    For Sale S5143804 - 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,917) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $332,990394 Days on yellowkey   MLS ID: O6290604

    For Sale O6290604 - 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1564
       Built: 2026
    Monthly Fee: $193
       Tax: $3,035 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,825) + Fees ($193) + Taxes in 2024 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5840 GREY HERON DR, WINTER HAVEN, FL 33881

    $257,00010 Days on yellowkey   MLS ID: L4960838

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale L4960838 - 5840 GREY HERON DR, WINTER HAVEN, FL 33881 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1747
       Built: 2016
    Monthly Fee: $10
       Tax: $3,990 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,408) + Fees ($10) + Taxes in 2025 ($333)


    Taxes:$3,990

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 272 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $274,99024 Days on yellowkey   MLS ID: G5109923

    For Sale G5109923 - 272 MEREDITH BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,554 (change assumption)
    Mortgage ($1,507) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 268 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $299,99024 Days on yellowkey   MLS ID: G5109922

    For Sale G5109922 - 268 MEREDITH BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2024)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,644) + Fees ($6) + Taxes in 2024 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $320,00050 Days on yellowkey   MLS ID: L4959592

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 130 AUDUBON RD, WINTER HAVEN, FL 33884

    $346,000134 Days on yellowkey   MLS ID: P4937128

    2 Days Off yellowkey (back on 4/12/2026)

    For Sale P4937128 - 130 AUDUBON RD, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2503
       Built: 1975   Tax: $4,627 (2024)
    Community: Garden Grove South Ph 01 & 02
    Single Family


    Estimated Monthly Payment: $2,281 (change assumption)
    Mortgage ($1,896) + Taxes in 2024 ($386)


    Taxes:$4,627

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $335,000144 Days on yellowkey   MLS ID: L4957294

    For Sale L4957294 - 731 CANBERRA RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1989
    Monthly Fee: $17
       Tax: $2,207 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,836) + Fees ($17) + Taxes in 2024 ($184)


    Taxes:$2,207

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 715 GROVE ST, WINTER HAVEN, FL 33881

    $305,00026 Days on yellowkey   MLS ID: O6383497

    REDUCED by $5,000 (1.6%) on 04/12/2026

    For Sale O6383497 - 715 GROVE ST, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $42
       Tax: $3,611 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,671) + Fees ($42) + Taxes in 2025 ($301)


    Taxes:$3,611

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $363,0004 Days on yellowkey   MLS ID: O6398240

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($1,989) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,9006 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $285,000320 Days on yellowkey   MLS ID: S5127874

    REDUCED by $15,000 (5.0%) on 04/12/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,902 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 508 AVENUE I SE, WINTER HAVEN, FL 33880

    $189,0006 Days on yellowkey   MLS ID: TB8495578

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale TB8495578 - 508 AVENUE I SE, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1954   Tax: $271 (2025)
    Community: Hackles Add
    Single Family


    Estimated Monthly Payment: $1,058 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($23)


    Taxes:$271

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 221 AVENUE F SE, WINTER HAVEN, FL 33880

    $185,0005 Days on yellowkey   MLS ID: L4960995

    For Sale L4960995 - 221 AVENUE F SE, WINTER HAVEN, FL 33880 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 804
       Built: 1948   Tax: $1,272 (2025)
    Community: Berry J B Sub
    Single Family


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3588 RALEIGH DR, WINTER HAVEN, FL 33884

    $272,50064 Days on yellowkey   MLS ID: L4959265

    For Sale L4959265 - 3588 RALEIGH DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2007
    Monthly Fee: $485
       Tax: $1,555 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,108 (change assumption)
    Mortgage ($1,493) + Fees ($485) + Taxes in 2025 ($130)


    Taxes:$1,555

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 PAINE DR, WINTER HAVEN, FL 33884

    $279,000117 Days on yellowkey   MLS ID: P4937288

    5 Days Off yellowkey (back on 3/17/2026)

    For Sale P4937288 - 241 PAINE DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1730
       Built: 1969   Tax: $3,247 (2024)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,529) + Taxes in 2024 ($271)


    Taxes:$3,247

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $299,90073 Days on yellowkey   MLS ID: O6375346

    REDUCED by $5,100 (1.7%) on 04/11/2026

    For Sale O6375346 - 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2015
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $2,041 (change assumption)
    Mortgage ($1,643) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 153 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $775,00032 Days on yellowkey   MLS ID: L4959536

    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: $4,807 (change assumption)
    Mortgage ($4,246) + Fees ($100) + Taxes in 2025 ($461)


    Taxes:$5,530

    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.