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Winter Haven Single Family Homes For Sale - 704 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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  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90022 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

    $285,000336 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

    $189,00022 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


  • 3588 RALEIGH DR, WINTER HAVEN, FL 33884

    $272,50080 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


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $359,90031 Days on yellowkey   MLS ID: S5146731

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,373 (change assumption)
    Mortgage ($1,972) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000165 Days on yellowkey   MLS ID: TB8448756

    For Sale TB8448756 - 450 AVENUE B NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1624
       Built: 1946   Tax: $3,747 (2024)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($312)


    Taxes:$3,747

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90033 Days on yellowkey   MLS ID: S5146723

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 49 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2302 BRASSIE CT, WINTER HAVEN, FL 33884

    $269,900162 Days on yellowkey   MLS ID: S5138665

    For Sale S5138665 - 2302 BRASSIE CT, WINTER HAVEN, FL 33884 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2022
    Monthly Fee: $17
       Tax: $5,679 (2024)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,969 (change assumption)
    Mortgage ($1,479) + Fees ($17) + Taxes in 2024 ($473)


    Taxes:$5,679

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Middle


  • 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880

    $279,90073 Days on yellowkey   MLS ID: P4937858

    REDUCED by $5,000 (1.8%) on 04/09/2026

    For Sale P4937858 - 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1032
       Built: 1955   Tax: $3,517 (2025)
    Community: Lake Shipp Heights
    Single Family


    Estimated Monthly Payment: $1,827 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000118 Days on yellowkey   MLS ID: L4957933

    For Sale L4957933 - 1301 EVALYN DR SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1817
       Built: 1954   Tax: $3,748 (2025)
    Community: Elbert Hills
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $354,99957 Days on yellowkey   MLS ID: TB8482823

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale TB8482823 - 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,222 (change assumption)
    Mortgage ($1,945) + 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


  • 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $405,000251 Days on yellowkey   MLS ID: P4935966

    For Sale P4935966 - 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2022
    Monthly Fee: $5
       Tax: $5,880 (2024)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,219) + Fees ($5) + Taxes in 2024 ($490)


    Taxes:$5,880

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4504 RIVIERA DR, WINTER HAVEN, FL 33884

    $449,00062 Days on yellowkey   MLS ID: P4937990

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale P4937990 - 4504 RIVIERA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1986   Tax: $2,327 (2025)
    Community: Cypress Grove Ph 04
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $269,90022 Days on yellowkey   MLS ID: O6393480

    For Sale O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1991
    Monthly Fee: $8
       Tax: $3,704 (2025)
    Community: Planters Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,479) + Fees ($8) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000191 Days on yellowkey   MLS ID: L4956715

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale L4956715 - 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,358 (2025)
    Community: Crossroads/Lk Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,092 (change assumption)
    Mortgage ($2,679) + Fees ($133) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881

    $350,00023 Days on yellowkey   MLS ID: L4960890

    For Sale L4960890 - 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 1985   Tax: $2,372 (2025)
    Community: College Grove Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,115 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($198)


    Taxes:$2,372

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881

    $229,00093 Days on yellowkey   MLS ID: S5142572

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

    For Sale S5142572 - 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2001
    Monthly Fee: $13
       Tax: $4,388 (2025)
    Community: Sabal Bend Ph 02
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,255) + Fees ($13) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,999150 Days on yellowkey   MLS ID: TB8452537

    0 Days Off yellowkey (back on 2/16/2026)

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,164) + 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


  • 191 MANDOLIN DR, WINTER HAVEN, FL 33884

    $399,14945 Days on yellowkey   MLS ID: G5109690

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale G5109690 - 191 MANDOLIN DR, WINTER HAVEN, FL 33884 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2007
    Monthly Fee: $56
       Tax: $3,900 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,187) + Fees ($56) + Taxes in 2025 ($325)


    Taxes:$3,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5335 MICKEY AVE, WINTER HAVEN, FL 33884

    $364,999178 Days on yellowkey   MLS ID: S5137808

    2 Days Off yellowkey (back on 4/8/2026)

    For Sale S5137808 - 5335 MICKEY AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,038 (change assumption)
    Mortgage ($2,000) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    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.