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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 804 properties found

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  • 1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $267,00076 Days on yellowkey   MLS ID: O6398045

    REDUCED by $5,000 (1.8%) on 06/18/2026

    For Sale O6398045 - 1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2006
    Monthly Fee: $28
       Tax: $1,607 (2025)
    Community: Coventry Cove
    Single Family


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,463) + Fees ($28) + Taxes in 2025 ($134)


    Taxes:$1,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2026 KINGS XING SW, WINTER HAVEN, FL 33880

    $224,90027 Days on yellowkey   MLS ID: O6410748

    REDUCED by $5,000 (2.2%) on 06/24/2026

    For Sale O6410748 - 2026 KINGS XING SW, WINTER HAVEN, FL 33880 34 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1980
    Monthly Fee: $165
       Tax: $3,604 (2025)
    Community: Stonebridge Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,698 (change assumption)
    Mortgage ($1,232) + Fees ($165) + Taxes in 2025 ($300)


    Taxes:$3,604

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884

    $280,000245 Days on yellowkey   MLS ID: S5137072

    REDUCED by $45,000 (13.8%) on 06/17/2026

    SHORT SALE S5137072 - 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $22
       Tax: $7,612 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,534) + Fees ($22) + Taxes in 2024 ($634)


    Taxes:$7,612

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 145 LA SERENA, WINTER HAVEN, FL 33884

    $215,00018 Days on yellowkey   MLS ID: B4902278

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale B4902278 - 145 LA SERENA, WINTER HAVEN, FL 33884 53 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1141
       Built: 1976
    Monthly Fee: $100
       Tax: $1,741 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,178) + Fees ($100) + Taxes in 2025 ($145)


    Taxes:$1,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884

    $250,000Listed 06/24/2026 10:53AM   MLS ID: S5152271

    For Sale S5152271 - 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1994
    Monthly Fee: $27
       Tax: $3,199 (2025)
    Community: Crystals Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,663 (change assumption)
    Mortgage ($1,370) + Fees ($27) + Taxes in 2025 ($267)


    Taxes:$3,199

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $305,000122 Days on yellowkey   MLS ID: L4959592

    REDUCED by $10,000 (3.2%) on 06/08/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $1,955 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880

    $240,00080 Days on yellowkey   MLS ID: TB8493899

    REDUCED by $10,000 (4.0%) on 06/23/2026

    For Sale TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880 30 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2883
       Built: 1920   Tax: $5,897 (2025)
    Community: Leonards Sub
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $380,00076 Days on yellowkey   MLS ID: L4960820

    REDUCED by $10,000 (2.6%) on 05/19/2026

    For Sale L4960820 - 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2024
    Monthly Fee: $30
       Tax: $7,633 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2025 ($636)


    Taxes:$7,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1513 32ND ST NW, WINTER HAVEN, FL 33881

    $125,00020 Days on yellowkey   MLS ID: P4938918

    For Sale P4938918 - 1513 32ND ST NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1016
       Built: 1991   Tax: $2,753 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $914 (change assumption)
    Mortgage ($685) + Taxes in 2025 ($229)


    Taxes:$2,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $615,00041 Days on yellowkey   MLS ID: S5149974

    REDUCED by $5,000 (0.8%) on 06/24/2026

    For Sale S5149974 - 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881 67 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4128
       Built: 1949   Tax: $7,136 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($595)


    Taxes:$7,136

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 681 LAKE DEXTER CIR, WINTER HAVEN, FL 33884

    $349,000Listed 06/24/2026 10:10AM   MLS ID: P4939095

    For Sale P4939095 - 681 LAKE DEXTER CIR, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1320
       Built: 1990
    Monthly Fee: $41
       Tax: $1,397 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,912) + Fees ($41) + Taxes in 2025 ($116)


    Taxes:$1,397

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,000108 Days on yellowkey   MLS ID: L4959857

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2512
       Built: 2021
    Monthly Fee: $5
       Tax: $10,832 (2025)
    Community: Lake Ashton West Ph Ii North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,205) + Fees ($5) + Taxes in 2025 ($903)


    Taxes:$10,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90055 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 65 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


  • 58 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $398,50048 Days on yellowkey   MLS ID: P4938677

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

    For Sale P4938677 - 58 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 1971   Tax: $5,997 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($2,184) + Taxes in 2025 ($500)


    Taxes:$5,997

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 419 PINELLAS RD, WINTER HAVEN, FL 33884

    $399,9993 Days on yellowkey   MLS ID: TB8521750

    For Sale TB8521750 - 419 PINELLAS RD, WINTER HAVEN, FL 33884 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 1974   Tax: $1,726 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,336 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $799,90098 Days on yellowkey   MLS ID: L4960380

    REDUCED by $25,100 (3.0%) on 06/22/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,196 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90078 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


  • 128 AVENUE D SW, WINTER HAVEN, FL 33880

    $185,00062 Days on yellowkey   MLS ID: L4961329

    REDUCED by $15,000 (7.5%) on 06/24/2026

    For Sale L4961329 - 128 AVENUE D SW, WINTER HAVEN, FL 33880 1 photos

    Bed: 5   Bath: 1.5
    Liv Area Sq Ft: 2200
       Built: 1925   Tax: $3,693 (2025)
    Community: South College Add Rev
    Single Family


    Estimated Monthly Payment: $1,321 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $285,00025 Days on yellowkey   MLS ID: O6411657

    3 Days Off yellowkey (back on 6/24/2026)

    For Sale O6411657 - 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2006
    Monthly Fee: $210
       Tax: $3,700 (2026)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,562) + Fees ($210) + Taxes in 2026 ($308)


    Taxes:$3,700

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2026

    Middle School: Denison Middle


  • 341 MANDOLIN LN, WINTER HAVEN, FL 33884

    $430,00019 Days on yellowkey   MLS ID: L4962452

    REDUCED by $9,000 (2.1%) on 06/24/2026

    For Sale L4962452 - 341 MANDOLIN LN, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2506
       Built: 2011
    Monthly Fee: $56
       Tax: $4,408 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,356) + Fees ($56) + Taxes in 2025 ($367)


    Taxes:$4,408

    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.