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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 311 properties found

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  • 1228 DENALI DR, WINTER HAVEN, FL 33881

    $315,000295 Days on yellowkey   MLS ID: P4936142

    For Sale P4936142 - 1228 DENALI DR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $73
       Tax: $4,208 (2024)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,726) + Fees ($73) + Taxes in 2024 ($351)


    Taxes:$4,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $254,00082 Days on yellowkey   MLS ID: B4902225

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $5,000 (1.9%) on 05/05/2026

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 30 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: $2,008 (change assumption)
    Mortgage ($1,392) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 420 ITUNA CIR, WINTER HAVEN, FL 33881

    $324,900205 Days on yellowkey   MLS ID: L4957641

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale L4957641 - 420 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,780) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,999100 Days on yellowkey   MLS ID: S5146036

    For Sale S5146036 - 525 AVENUE A NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1870
       Built: 2006   Tax: $884 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($74)


    Taxes:$884

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $309,000108 Days on yellowkey   MLS ID: P4938087

    For Sale P4938087 - 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2022
    Monthly Fee: $18
       Tax: $5,703 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,693) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,703

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 125 ANDREAS ST, WINTER HAVEN, FL 33881

    $310,00049 Days on yellowkey   MLS ID: O6405543

    For Sale O6405543 - 125 ANDREAS ST, WINTER HAVEN, FL 33881 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1823
       Built: 2021
    Monthly Fee: $19
       Tax: $6,452 (2025)
    Community: Lucerne Park Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,255 (change assumption)
    Mortgage ($1,699) + Fees ($19) + Taxes in 2025 ($538)


    Taxes:$6,452

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 194 S LAKE MARIAM DR, WINTER HAVEN, FL 33884

    $400,000128 Days on yellowkey   MLS ID: L4959447

    For Sale L4959447 - 194 S LAKE MARIAM DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 2000   Tax: $3,770 (2025)
    Community: Valencia Wood Estates First Add
    Single Family


    Estimated Monthly Payment: $2,506 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($314)


    Taxes:$3,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2221 20TH ST NW, WINTER HAVEN, FL 33881

    $319,999245 Days on yellowkey   MLS ID: P4936782

    For Sale P4936782 - 2221 20TH ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1727
       Built: 1956   Tax: $3,122 (2024)
    Community: Orange Shores
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6268 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $252,49043 Days on yellowkey   MLS ID: O6407587

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

    For Sale O6407587 - 6268 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,439 (change assumption)
    Mortgage ($1,383) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 610 GROVE ST, WINTER HAVEN, FL 33881

    $259,900176 Days on yellowkey   MLS ID: L4957731

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

    REDUCED by $11,100 (4.1%) on 05/04/2026

    For Sale L4957731 - 610 GROVE ST, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2022
    Monthly Fee: $50
       Tax: $4,897 (2024)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,424) + Fees ($50) + Taxes in 2024 ($408)


    Taxes:$4,897

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 726 17TH ST NE, WINTER HAVEN, FL 33881

    $274,900165 Days on yellowkey   MLS ID: P4937500

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

    For Sale P4937500 - 726 17TH ST NE, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1531
       Built: 2006
    Monthly Fee: $11
       Tax: $1,423 (2025)
    Community: Elbert Landings
    Single Family


    Estimated Monthly Payment: $1,636 (change assumption)
    Mortgage ($1,506) + Fees ($11) + Taxes in 2025 ($119)


    Taxes:$1,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2791 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $309,990446 Days on yellowkey   MLS ID: O6296969

    2 Days Off yellowkey (back on 2/10/2026)

    For Sale O6296969 - 2791 SAN MARCO WAY, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $3,035 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,699) + Fees ($13) + Taxes in 2024 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 1108 SAWGRASS DR, WINTER HAVEN, FL 33884

    $422,99949 Days on yellowkey   MLS ID: S5149437

    REDUCED by $2,001 (0.5%) on 05/14/2026

    For Sale S5149437 - 1108 SAWGRASS DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1533
       Built: 2021
    Monthly Fee: $5
       Tax: $9,972 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,318) + Fees ($5) + Taxes in 2025 ($831)


    Taxes:$9,972

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1910 NW 26TH STREET, WINTER HAVEN, FL 33881

    $164,50043 Days on yellowkey   MLS ID: L4961863

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale L4961863 - 1910 NW 26TH STREET, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1780
       Built: 1954   Tax: $3,448 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,189 (change assumption)
    Mortgage ($901) + Taxes in 2025 ($287)


    Taxes:$3,448

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6221 BOTTLECELLA BLVD, WINTER HAVEN, FL 33884

    $283,49086 Days on yellowkey   MLS ID: O6395254

    3 Days Off yellowkey (back on 4/29/2026)

    INCREASED by $3,000 (1.1%) on 04/24/2026

    For Sale O6395254 - 6221 BOTTLECELLA BLVD, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2026
    Monthly Fee: $320
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,553) + Fees ($320) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3777 GIORGIO DR, WINTER HAVEN, FL 33884

    $318,000126 Days on yellowkey   MLS ID: O6382787

    For Sale O6382787 - 3777 GIORGIO DR, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2024
    Monthly Fee: $154
       Tax: $4,296 (2025)
    Community: Villamar Phase 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,742) + Fees ($154) + Taxes in 2025 ($358)


    Taxes:$4,296

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 356 STERLING DR, WINTER HAVEN, FL 33884

    $332,000118 Days on yellowkey   MLS ID: L4959652

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

    REDUCED by $3,000 (0.9%) on 04/03/2026

    For Sale L4959652 - 356 STERLING DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2001
    Monthly Fee: $24
       Tax: $3,462 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,819) + Fees ($24) + Taxes in 2025 ($289)


    Taxes:$3,462

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5716 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $249,00044 Days on yellowkey   MLS ID: S5149694

    For Sale S5149694 - 5716 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1748
       Built: 2018
    Monthly Fee: $12
       Tax: $4,334 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,738 (change assumption)
    Mortgage ($1,364) + Fees ($12) + Taxes in 2025 ($361)


    Taxes:$4,334

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,76564 Days on yellowkey   MLS ID: L4961317

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $425,000213 Days on yellowkey   MLS ID: TB8450979

    REDUCED by $10,000 (2.3%) on 05/11/2026

    For Sale TB8450979 - 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1734
       Built: 1984   Tax: $4,375 (2024)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $2,693 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($365)


    Taxes:$4,375

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.