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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 281 properties found

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  • 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


  • 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


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $262,99979 Days on yellowkey   MLS ID: S5143914

    REDUCED by $2,000 (0.8%) on 04/29/2026

    For Sale S5143914 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 45 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960   Tax: $2,806 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,675 (change assumption)
    Mortgage ($1,441) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: Frank E. Brigham Academy

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood 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


  • 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


  • 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


  • 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


  • 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $333,000259 Days on yellowkey   MLS ID: S5132867

    SHORT SALE S5132867 - 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $17
       Tax: $5,812 (2024)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $2,326 (change assumption)
    Mortgage ($1,825) + Fees ($17) + Taxes in 2024 ($484)


    Taxes:$5,812

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 260 GREENFIELD RD, WINTER HAVEN, FL 33884

    $370,00083 Days on yellowkey   MLS ID: P4937787

    REDUCED by $23,000 (5.9%) on 05/02/2026

    For Sale P4937787 - 260 GREENFIELD RD, WINTER HAVEN, FL 33884 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1947
       Built: 1978
    Monthly Fee: $152
       Tax: $5,885 (2025)
    Community: Cypresswood Greenfield Village
    Single Family


    Estimated Monthly Payment: $2,670 (change assumption)
    Mortgage ($2,027) + Fees ($152) + Taxes in 2025 ($490)


    Taxes:$5,885

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $348,95069 Days on yellowkey   MLS ID: L4959685

    REDUCED by $1,000 (0.3%) on 05/02/2026

    For Sale L4959685 - 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1517
       Built: 1985   Tax: $1,169 (2025)
    Community: Timber Wood
    Single Family


    Estimated Monthly Payment: $2,009 (change assumption)
    Mortgage ($1,912) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 119 ALLEN AVE, WINTER HAVEN, FL 33880

    $250,000316 Days on yellowkey   MLS ID: TB8399712

    SHORT SALE TB8399712 - 119 ALLEN AVE, WINTER HAVEN, FL 33880 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1520
       Built: 1961   Tax: $3,776 (2024)
    Community: Jan Phyl Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2015 6TH ST NE, WINTER HAVEN, FL 33881

    $279,0003 Days on yellowkey   MLS ID: O6403905

    For Sale O6403905 - 2015 6TH ST NE, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1542
       Built: 1958   Tax: $1,794 (2025)
    Community: Florence Villa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($150)


    Taxes:$1,794

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 136 LAKE RING DR, WINTER HAVEN, FL 33884

    $324,9003 Days on yellowkey   MLS ID: P4938606

    For Sale P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1975   Tax: $2,508 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,989 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($209)


    Taxes:$2,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,9003 Days on yellowkey   MLS ID: O6403149

    For Sale O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,857) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 3304 COSTELLO CIR, WINTER HAVEN, FL 33884

    $279,0003 Days on yellowkey   MLS ID: S5148883

    For Sale S5148883 - 3304 COSTELLO CIR, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2023
    Monthly Fee: $22
       Tax: $4,644 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,529) + Fees ($22) + Taxes in 2025 ($387)


    Taxes:$4,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $309,000131 Days on yellowkey   MLS ID: TB8458652

    REDUCED by $3,000 (1.0%) on 04/25/2026

    For Sale TB8458652 - 2519 AVENUE E SW, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 2025   Tax: $310 (2024)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,693) + Taxes in 2024 ($26)


    Taxes:$310

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle






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.