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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 251 properties found

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  • 312 TOWHEE RD, WINTER HAVEN, FL 33881

    $339,000153 Days on yellowkey   MLS ID: B4902119

    REDUCED by $10,000 (2.9%) on 04/27/2026

    For Sale B4902119 - 312 TOWHEE RD, WINTER HAVEN, FL 33881 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2005
    Monthly Fee: $34
       Tax: $2,621 (2024)
    Community: Hamilton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($1,857) + Fees ($34) + Taxes in 2024 ($218)


    Taxes:$2,621

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $304,9995 Days on yellowkey   MLS ID: O6402516

    REDUCED by $7,001 (2.2%) on 05/03/2026

    For Sale O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2021
    Monthly Fee: $38
       Tax: $3,739 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,671) + Fees ($38) + Taxes in 2025 ($312)


    Taxes:$3,739

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $359,9991 Day on yellowkey   MLS ID: TB8504505

    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: $2,416 (change assumption)
    Mortgage ($1,973) + 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


  • 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $369,9991 Day on yellowkey   MLS ID: TB8504144

    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: $2,471 (change assumption)
    Mortgage ($2,027) + 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


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $389,999154 Days on yellowkey   MLS ID: TB8452537

    REDUCED by $5,000 (1.3%) on 05/03/2026

    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: $2,414 (change assumption)
    Mortgage ($2,137) + 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


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,99948 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


  • 107 SUGAR CREEK RD, WINTER HAVEN, FL 33880

    $349,9004 Days on yellowkey   MLS ID: P4938569

    For Sale P4938569 - 107 SUGAR CREEK RD, WINTER HAVEN, FL 33880 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1511
       Built: 1985   Tax: $1,380 (2025)
    Community: Not In Subdivision
    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($115)


    Taxes:$1,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 134 CLOVERDALE RD, WINTER HAVEN, FL 33884

    $319,0003 Days on yellowkey   MLS ID: L4961268

    For Sale L4961268 - 134 CLOVERDALE RD, WINTER HAVEN, FL 33884 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1823
       Built: 2005
    Monthly Fee: $31
       Tax: $1,366 (2025)
    Community: Savanna Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,748) + Fees ($31) + Taxes in 2025 ($114)


    Taxes:$1,366

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 6457 DOMIZIO DR, WINTER HAVEN, FL 33884

    $309,49046 Days on yellowkey   MLS ID: O6392165

    INCREASED by $500 (0.2%) on 04/07/2026

    For Sale O6392165 - 6457 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2025
    Monthly Fee: $320
       Tax: $32 (2024)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,696) + Fees ($320) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $350,000150 Days on yellowkey   MLS ID: W7881213

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,918) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $394,000398 Days on yellowkey   MLS ID: P4934266

    REDUCED by $5,000 (1.3%) on 04/14/2026

    For Sale P4934266 - 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $17
       Tax: $5,194 (2024)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $2,609 (change assumption)
    Mortgage ($2,159) + Fees ($17) + Taxes in 2024 ($433)


    Taxes:$5,194

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884

    $317,00042 Days on yellowkey   MLS ID: P4938153

    REDUCED by $18,000 (5.4%) on 04/01/2026

    For Sale P4938153 - 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2002
    Monthly Fee: $52
       Tax: $3,638 (2025)
    Community: Morningside Ph 02
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,737) + Fees ($52) + Taxes in 2025 ($303)


    Taxes:$3,638

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,00096 Days on yellowkey   MLS ID: S5142551

    REDUCED by $4,000 (1.1%) on 04/29/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,000) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $325,000164 Days on yellowkey   MLS ID: L4957294

    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


  • 2108 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $384,9004 Days on yellowkey   MLS ID: S5148855

    For Sale S5148855 - 2108 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($2,109) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2008 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $385,0009 Days on yellowkey   MLS ID: S5148468

    For Sale S5148468 - 2008 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $2,227 (change assumption)
    Mortgage ($2,110) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $349,90068 Days on yellowkey   MLS ID: S5143804

    For Sale S5143804 - 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,917) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1033 SAWGRASS DR, WINTER HAVEN, FL 33884

    $364,00094 Days on yellowkey   MLS ID: P4937685

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale P4937685 - 1033 SAWGRASS DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 2022
    Monthly Fee: $5
       Tax: $7,458 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,621 (change assumption)
    Mortgage ($1,994) + Fees ($5) + Taxes in 2025 ($621)


    Taxes:$7,458

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 CASARENA CT, WINTER HAVEN, FL 33881

    $320,00097 Days on yellowkey   MLS ID: L4958770

    For Sale L4958770 - 2 CASARENA CT, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2377
       Built: 1983
    Monthly Fee: $310
       Tax: $5,755 (2025)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,753) + Fees ($310) + Taxes in 2025 ($480)


    Taxes:$5,755

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2349 SALZBURG LOOP, WINTER HAVEN, FL 33884

    $309,900107 Days on yellowkey   MLS ID: P4937532

    REDUCED by $5,000 (1.6%) on 04/15/2026

    For Sale P4937532 - 2349 SALZBURG LOOP, WINTER HAVEN, FL 33884 77 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1724
       Built: 2008
    Monthly Fee: $290
       Tax: $4,041 (2025)
    Community: Vienna Square Ph 01
    Single Family


    Estimated Monthly Payment: $2,325 (change assumption)
    Mortgage ($1,698) + Fees ($290) + Taxes in 2025 ($337)


    Taxes:$4,041

    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.