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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $500,000 to $599,000

Winter Haven - 15 properties found

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  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,9003 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $575,0003 Days on yellowkey   MLS ID: B4902232

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2964 PLANTATION RD, WINTER HAVEN, FL 33884

    $579,900200 Days on yellowkey   MLS ID: O6352519

    REDUCED by $20,000 (3.3%) on 04/30/2026

    For Sale O6352519 - 2964 PLANTATION RD, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3614
       Built: 1989
    Monthly Fee: $137
       Tax: $618 (2024)
    Community: Cypresswood Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($3,177) + Fees ($137) + Taxes in 2024 ($52)


    Taxes:$618

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 20 BREVARD DR SE, WINTER HAVEN, FL 33884

    $515,00011 Days on yellowkey   MLS ID: L4961284

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

    For Sale L4961284 - 20 BREVARD DR SE, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2340
       Built: 1976   Tax: $2,154 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $3,001 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($179)


    Taxes:$2,154

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 LAKE ELOISE LN, WINTER HAVEN, FL 33884

    $535,00087 Days on yellowkey   MLS ID: L4959150

    For Sale L4959150 - 1 LAKE ELOISE LN, WINTER HAVEN, FL 33884 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 2004
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,321 (change assumption)
    Mortgage ($2,931) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 503 HAMILTON SHORES CT NE, WINTER HAVEN, FL 33881

    $525,00057 Days on yellowkey   MLS ID: L4960022

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale L4960022 - 503 HAMILTON SHORES CT NE, WINTER HAVEN, FL 33881 45 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2375
       Built: 1991
    Monthly Fee: $27
       Tax: $2,594 (2025)
    Community: Hamilton Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,120 (change assumption)
    Mortgage ($2,877) + Fees ($27) + Taxes in 2025 ($216)


    Taxes:$2,594

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1818 6TH ST SE, WINTER HAVEN, FL 33880

    $500,000242 Days on yellowkey   MLS ID: O6341480

    For Sale O6341480 - 1818 6TH ST SE, WINTER HAVEN, FL 33880 63 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2006
       Built: 1963   Tax: $3,632 (2023)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $3,042 (change assumption)
    Mortgage ($2,740) + Taxes in 2023 ($303)


    Taxes:$3,632

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90026 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4 CASARENA CT, WINTER HAVEN, FL 33881

    $529,00027 Days on yellowkey   MLS ID: P4938356

    For Sale P4938356 - 4 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3911
       Built: 1984
    Monthly Fee: $320
       Tax: $4,267 (2025)
    Community: Casarena On The Lakes
    Single Family


    Estimated Monthly Payment: $3,574 (change assumption)
    Mortgage ($2,899) + Fees ($320) + Taxes in 2025 ($356)


    Taxes:$4,267

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00027 Days on yellowkey   MLS ID: P4938326

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 21 LAKE AVE, WINTER HAVEN, FL 33880

    $550,00070 Days on yellowkey   MLS ID: L4959669

    5 Days Off yellowkey (back on 4/7/2026)

    For Sale L4959669 - 21 LAKE AVE, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2018
       Built: 1957   Tax: $5,302 (2025)
    Community: Aqualane Heights
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($442)


    Taxes:$5,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2664 COUNTRY CLUB RD N, WINTER HAVEN, FL 33881

    $525,00071 Days on yellowkey   MLS ID: L4959468

    0 Days Off yellowkey (back on 4/5/2026)

    For Sale L4959468 - 2664 COUNTRY CLUB RD N, WINTER HAVEN, FL 33881 61 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2696
       Built: 2001   Tax: $6,393 (2025)
    Community: Poinsettia Park
    Single Family


    Estimated Monthly Payment: $3,409 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($533)


    Taxes:$6,393

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2935 PLANTATION RD, WINTER HAVEN, FL 33884

    $598,90040 Days on yellowkey   MLS ID: L4959891

    For Sale L4959891 - 2935 PLANTATION RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2724
       Built: 1983
    Community: Cypresswood Plantation
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($3,282)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2409 BERKSHIRE DR, WINTER HAVEN, FL 33884

    $538,900   MLS ID: B4902187

    For Sale B4902187 - 2409 BERKSHIRE DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2598
       Built: 1990
    Community: Eloise Pointe Estates Pb 72 Pgs 4&5
    Single Family


    Estimated Monthly Payment: $2,953 (change assumption)
    Mortgage ($2,953)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,000   MLS ID: L4959857

    For Sale L4959857 - 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884 77 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2512
       Built: 2021
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($3,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.