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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 5 to 5

Winter Haven - 70 properties found

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  • 270 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $355,90023 Days on yellowkey   MLS ID: O6411678

    For Sale O6411678 - 270 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2020
    Monthly Fee: $17
       Tax: $8,139 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($1,950) + Fees ($17) + Taxes in 2025 ($678)


    Taxes:$8,139

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $356,94030 Days on yellowkey   MLS ID: O6410465

    4 Days Off yellowkey (back on 6/2/2026)

    INCREASED by $15,000 (4.4%) on 05/26/2026

    For Sale O6410465 - 333 MEREDITH BLVD, WINTER HAVEN, FL 33881 3 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2371
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,196 (change assumption)
    Mortgage ($1,956) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5122 KINSLEY DR, WINTER HAVEN, FL 33884

    $422,948139 Days on yellowkey   MLS ID: S5143312

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

    For Sale S5143312 - 5122 KINSLEY DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,317) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881

    $335,00036 Days on yellowkey   MLS ID: L4962032

    2 Days Off yellowkey (back on 5/29/2026)

    INCREASED by $10,100 (3.1%) on 05/28/2026

    For Sale L4962032 - 5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2017
    Monthly Fee: $15
       Tax: $6,852 (2025)
    Community: Lakeside Landings Phase One
    Single Family


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($1,836) + Fees ($15) + Taxes in 2025 ($571)


    Taxes:$6,852

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $442,50085 Days on yellowkey   MLS ID: S5146706

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale S5146706 - 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881 44 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2536
       Built: 2022
    Monthly Fee: $60
       Tax: $739 (2025)
    Community: Chestnut Crk
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($2,425) + Fees ($60) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $357,49971 Days on yellowkey   MLS ID: TB8497895

    REDUCED by $2,000 (0.6%) on 05/26/2026

    For Sale TB8497895 - 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,959) + 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


  • 2371 BRASSIE CT, WINTER HAVEN, FL 33884

    $318,000106 Days on yellowkey   MLS ID: O6389688

    REDUCED by $1,999 (0.6%) on 05/20/2026

    For Sale O6389688 - 2371 BRASSIE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2022
    Monthly Fee: $15
       Tax: $6,349 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,742) + Fees ($15) + Taxes in 2025 ($529)


    Taxes:$6,349

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5110 KINSLEY DR, WINTER HAVEN, FL 33884

    $420,10434 Days on yellowkey   MLS ID: S5150452

    For Sale S5150452 - 5110 KINSLEY DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($2,302) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5118 KINSLEY DR, WINTER HAVEN, FL 33884

    $418,95034 Days on yellowkey   MLS ID: S5150451

    For Sale S5150451 - 5118 KINSLEY DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,334 (change assumption)
    Mortgage ($2,296) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1015 CORSO DR, WINTER HAVEN, FL 33884

    $374,900119 Days on yellowkey   MLS ID: C7522449

    For Sale C7522449 - 1015 CORSO DR, WINTER HAVEN, FL 33884 69 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3200
       Built: 2021
    Monthly Fee: $22
       Tax: $8,268 (2025)
    Community: Villamar Ph 2A
    Single Family


    Estimated Monthly Payment: $2,765 (change assumption)
    Mortgage ($2,054) + Fees ($22) + Taxes in 2025 ($689)


    Taxes:$8,268

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6441 DOMIZIO DR, WINTER HAVEN, FL 33884

    $299,49069 Days on yellowkey   MLS ID: O6400090

    1 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $5,000 (1.6%) on 05/12/2026

    For Sale O6400090 - 6441 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,697 (change assumption)
    Mortgage ($1,641) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,49064 Days on yellowkey   MLS ID: O6401328

    1 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $5,000 (1.7%) on 05/12/2026

    For Sale O6401328 - 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3365 COSTELLO CIR, WINTER HAVEN, FL 33884

    $320,00036 Days on yellowkey   MLS ID: L4962031

    SHORT SALE L4962031 - 3365 COSTELLO CIR, WINTER HAVEN, FL 33884 62 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $211
       Tax: $7,389 (2025)
    Community: Villamar Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($1,753) + Fees ($211) + Taxes in 2025 ($616)


    Taxes:$7,389

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,99956 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


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99945 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


  • 1018 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $475,00047 Days on yellowkey   MLS ID: P4938672

    For Sale P4938672 - 1018 BRIMSTONE CIR, WINTER HAVEN, FL 33884 99 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2457
       Built: 2025
    Monthly Fee: $33
       Tax: $3,218 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,904 (change assumption)
    Mortgage ($2,603) + Fees ($33) + Taxes in 2025 ($268)


    Taxes:$3,218

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3935 PALAZZO PL, WINTER HAVEN, FL 33884

    $290,000108 Days on yellowkey   MLS ID: L4960079

    0 Days Off yellowkey (back on 5/12/2026)

    SHORT SALE L4960079 - 3935 PALAZZO PL, WINTER HAVEN, FL 33884 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $250
       Tax: $6,788 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,589) + Fees ($250) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 344 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $389,000239 Days on yellowkey   MLS ID: P4936876

    REDUCED by $1,000 (0.3%) on 05/13/2026

    For Sale P4936876 - 344 ALEXZANDER WAY, WINTER HAVEN, FL 33881 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2021
    Monthly Fee: $50
       Tax: $5,219 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,131) + Fees ($50) + Taxes in 2024 ($435)


    Taxes:$5,219

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99953 Days on yellowkey   MLS ID: TB8504144

    REDUCED by $5,000 (1.4%) on 05/12/2026

    For Sale TB8504144 - 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884 16 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,000) + 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


  • 129 LAKE OTIS RD SE, WINTER HAVEN, FL 33884

    $325,000169 Days on yellowkey   MLS ID: L4958266

    SHORT SALE L4958266 - 129 LAKE OTIS RD SE, WINTER HAVEN, FL 33884 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1966
    Monthly Fee: $100
       Tax: $739 (2025)
    Community: Lakewood
    Single Family


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,781) + Fees ($100) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.