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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Haven - 176 properties found

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  • 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


  • 116 HAMPDEN RD, WINTER HAVEN, FL 33884

    $249,900237 Days on yellowkey   MLS ID: S5137660

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

    SHORT SALE S5137660 - 116 HAMPDEN RD, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 1966   Tax: $4,494 (2024)
    Community: Dugger Rep
    Single Family


    Estimated Monthly Payment: $1,744 (change assumption)
    Mortgage ($1,369) + Taxes in 2024 ($375)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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


  • 543 TERRANOVA CIR, WINTER HAVEN, FL 33884

    $399,900115 Days on yellowkey   MLS ID: L4959863

    For Sale L4959863 - 543 TERRANOVA CIR, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2118
       Built: 2003
    Monthly Fee: $67
       Tax: $1,923 (2025)
    Community: Terranova Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,191) + Fees ($67) + Taxes in 2025 ($160)


    Taxes:$1,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 340 VAIL DR, WINTER HAVEN, FL 33884

    $365,000147 Days on yellowkey   MLS ID: S5142678

    For Sale S5142678 - 340 VAIL DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 1984
    Monthly Fee: $17
       Tax: $3,946 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($2,000) + Fees ($17) + Taxes in 2025 ($329)


    Taxes:$3,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,52186 Days on yellowkey   MLS ID: S5146851

    REDUCED by $478 (0.1%) on 05/20/2026

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,915) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $319,49955 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


  • 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $334,99945 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

    $324,49945 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

    $364,99945 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


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $325,000216 Days on yellowkey   MLS ID: L4957294

    0 Days Off yellowkey (back on 5/6/2026)

    REDUCED by $10,000 (3.0%) on 04/25/2026

    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: $1,982 (change assumption)
    Mortgage ($1,781) + Fees ($17) + Taxes in 2024 ($184)


    Taxes:$2,207

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4450 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,00090 Days on yellowkey   MLS ID: O6394240

    REDUCED by $6,000 (1.7%) on 05/18/2026

    For Sale O6394240 - 4450 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2480
       Built: 2024
    Monthly Fee: $18
       Tax: $6,608 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,857) + Fees ($18) + Taxes in 2025 ($551)


    Taxes:$6,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4599 REYNOSA DR SW, WINTER HAVEN, FL 33880

    $325,000164 Days on yellowkey   MLS ID: S5141435

    REDUCED by $25,000 (7.1%) on 05/17/2026

    For Sale S5141435 - 4599 REYNOSA DR SW, WINTER HAVEN, FL 33880 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2309
       Built: 1984   Tax: $3,589 (2025)
    Community: Plaza Sub
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($299)


    Taxes:$3,589

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood 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


  • 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $375,00048 Days on yellowkey   MLS ID: S5149475

    For Sale S5149475 - 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2193
       Built: 2021
    Monthly Fee: $38
       Tax: $5,084 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $2,516 (change assumption)
    Mortgage ($2,055) + Fees ($38) + Taxes in 2025 ($424)


    Taxes:$5,084

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4263 STAFFORD DR, WINTER HAVEN, FL 33880

    $380,00055 Days on yellowkey   MLS ID: O6404043

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale O6404043 - 4263 STAFFORD DR, WINTER HAVEN, FL 33880 63 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1986   Tax: $1,977 (2025)
    Community: Lake Thomas Woods Add 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($165)


    Taxes:$1,977

    Elementary School: Clarence Boswell Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1757 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $423,99042 Days on yellowkey   MLS ID: O6406366

    For Sale O6406366 - 1757 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2336
       Built: 2026
    Monthly Fee: $30
       Tax: $2,632 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,323) + Fees ($30) + Taxes in 2025 ($219)


    Taxes:$2,632

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1051 LENA RUN CT, WINTER HAVEN, FL 33880

    $477,555134 Days on yellowkey   MLS ID: L4959294

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale L4959294 - 1051 LENA RUN CT, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2428
       Built: 2016
    Monthly Fee: $123
       Tax: $3,613 (2025)
    Community: Hidden Creek
    Single Family


    Estimated Monthly Payment: $3,041 (change assumption)
    Mortgage ($2,617) + Fees ($123) + Taxes in 2025 ($301)


    Taxes:$3,613

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 5820 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $291,000154 Days on yellowkey   MLS ID: P4937585

    2 Days Off yellowkey (back on 5/14/2026)

    For Sale P4937585 - 5820 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2006
    Monthly Fee: $25
       Tax: $1,286 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,594) + Fees ($25) + Taxes in 2025 ($107)


    Taxes:$1,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3147 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $326,90052 Days on yellowkey   MLS ID: L4961597

    2 Days Off yellowkey (back on 5/14/2026)

    For Sale L4961597 - 3147 LAUREL OAK LN, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,809 (change assumption)
    Mortgage ($1,791) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    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.