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Winter Haven Single Family Homes For Sale - 760 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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  • 4 GROVE CT SE, WINTER HAVEN, FL 33884

    $429,90030 Days on yellowkey   MLS ID: O6401108

    For Sale O6401108 - 4 GROVE CT SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1983
       Built: 1977   Tax: $2,779 (2025)
    Community: Lake Winterset Acres
    Single Family


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($232)


    Taxes:$2,779

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4920 OLD LUCERNE PARK RD NE, WINTER HAVEN, FL 33881

    $295,00095 Days on yellowkey   MLS ID: P4937956

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale P4937956 - 4920 OLD LUCERNE PARK RD NE, WINTER HAVEN, FL 33881 62 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1978   Tax: $2,282 (2025)
    Community: Lucerne Shores
    Single Family


    Estimated Monthly Payment: $1,807 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($190)


    Taxes:$2,282

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3349 COSTELLO CIR, WINTER HAVEN, FL 33884

    $249,990179 Days on yellowkey   MLS ID: O6364268

    REDUCED by $1,000 (0.4%) on 04/03/2026

    For Sale O6364268 - 3349 COSTELLO CIR, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2023
    Monthly Fee: $17
       Tax: $6,563 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,934 (change assumption)
    Mortgage ($1,370) + Fees ($17) + Taxes in 2024 ($547)


    Taxes:$6,563

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 136 MADERA DR, WINTER HAVEN, FL 33880

    $175,000240 Days on yellowkey   MLS ID: L4956309

    SHORT SALE L4956309 - 136 MADERA DR, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1448
       Built: 1996   Tax: $2,625 (2026)
    Community: Madera Park Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,178 (change assumption)
    Mortgage ($959) + Taxes in 2026 ($219)


    Taxes:$2,625

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Westwood Middle


  • 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,49927 Days on yellowkey   MLS ID: TB8504505

    REDUCED by $500 (0.1%) on 05/19/2026

    For Sale TB8504505 - 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,915) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $319,49929 Days on yellowkey   MLS ID: TB8504154

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8504154 - 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,751) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,99930 Days on yellowkey   MLS ID: TB8503618

    REDUCED by $5,000 (1.3%) on 05/19/2026

    For Sale TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3016
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,608 (change assumption)
    Mortgage ($2,164) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $334,99919 Days on yellowkey   MLS ID: TB8507171

    REDUCED by $5,000 (1.5%) on 05/19/2026

    For Sale TB8507171 - 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($1,836) + 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


  • 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,49919 Days on yellowkey   MLS ID: TB8507486

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8507486 - 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,778) + 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


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99919 Days on yellowkey   MLS ID: TB8507170

    REDUCED by $1,446 (0.4%) on 05/19/2026

    For Sale TB8507170 - 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,000) + 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


  • 476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $290,00036 Days on yellowkey   MLS ID: O6401564

    1 Days Off yellowkey (back on 5/19/2026)

    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


  • 3025 SILVERADO TER, WINTER HAVEN, FL 33884

    $199,000283 Days on yellowkey   MLS ID: P4935949

    REDUCED by $36,000 (15.3%) on 05/11/2026

    SHORT SALE P4935949 - 3025 SILVERADO TER, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1281
       Built: 1988
    Monthly Fee: $125
       Tax: $1,918 (2024)
    Community: Cypress Pond
    Single Family


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,090) + Fees ($125) + Taxes in 2024 ($160)


    Taxes:$1,918

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 936 AVENUE T SE, WINTER HAVEN, FL 33880

    $18,00068 Days on yellowkey   MLS ID: O6392455

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

    REDUCED by $262,000 (93.6%) on 05/19/2026

    SHORT SALE O6392455 - 936 AVENUE T SE, WINTER HAVEN, FL 33880 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1410
       Built: 1960   Tax: $3,545 (2025)
    Community: Woodmere
    Single Family


    Estimated Monthly Payment: $394 (change assumption)
    Mortgage ($99) + Taxes in 2025 ($295)


    Taxes:$3,545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $299,90014 Days on yellowkey   MLS ID: P4938726

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale P4938726 - 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2007
    Monthly Fee: $5
       Tax: $3,423 (2025)
    Community: Lake Ashton West Ph I
    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,643) + Fees ($5) + Taxes in 2025 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880

    $279,900176 Days on yellowkey   MLS ID: P4937137

    REDUCED by $10,000 (3.4%) on 05/11/2026

    For Sale P4937137 - 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2014
    Monthly Fee: $68
       Tax: $1,888 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,759 (change assumption)
    Mortgage ($1,534) + Fees ($68) + Taxes in 2024 ($157)


    Taxes:$1,888

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4009 CYPRESS LNDG S, WINTER HAVEN, FL 33884

    $230,00074 Days on yellowkey   MLS ID: TB8487328

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $9,000 (3.8%) on 05/09/2026

    For Sale TB8487328 - 4009 CYPRESS LNDG S, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1291
       Built: 1987
    Monthly Fee: $83
       Tax: $3,230 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,260) + Fees ($83) + Taxes in 2025 ($269)


    Taxes:$3,230

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 213 CLEVELAND AVE, WINTER HAVEN, FL 33881

    $180,00060 Days on yellowkey   MLS ID: P4938281

    REDUCED by $10,000 (5.3%) on 05/19/2026

    For Sale P4938281 - 213 CLEVELAND AVE, WINTER HAVEN, FL 33881 38 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1949   Tax: $1,588 (2025)
    Community: Eastwood Sub
    Single Family


    Estimated Monthly Payment: $1,119 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2779 ADELINE AVE, WINTER HAVEN, FL 33881

    $293,740121 Days on yellowkey   MLS ID: O6378154

    2 Days Off yellowkey (back on 5/19/2026)

    INCREASED by $1,000 (0.3%) on 05/08/2026

    For Sale O6378154 - 2779 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: $1,905 (change assumption)
    Mortgage ($1,609) + 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


  • 4036 GIORGIO DR, WINTER HAVEN, FL 33884

    $285,090254 Days on yellowkey   MLS ID: O6345620

    2 Days Off yellowkey (back on 5/19/2026)

    INCREASED by $1,000 (0.4%) on 05/08/2026

    For Sale O6345620 - 4036 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $1,047 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,666 (change assumption)
    Mortgage ($1,562) + Fees ($17) + Taxes in 2025 ($87)


    Taxes:$1,047

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 264 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $279,99075 Days on yellowkey   MLS ID: G5109678

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale G5109678 - 264 MEREDITH BLVD, WINTER HAVEN, FL 33881 31 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: $1,582 (change assumption)
    Mortgage ($1,534) + 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




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.