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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 3 to 3

Winter Haven - 387 properties found

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  • 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $299,999108 Days on yellowkey   MLS ID: L4959992

    REDUCED by $15,001 (4.8%) on 06/24/2026

    For Sale L4959992 - 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1999
    Monthly Fee: $500
       Tax: $2,554 (2025)
    Community: Lake Bess Country Club
    Single Family


    Estimated Monthly Payment: $2,357 (change assumption)
    Mortgage ($1,644) + Fees ($500) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4463 RAPALLO AVE, WINTER HAVEN, FL 33884

    $294,900187 Days on yellowkey   MLS ID: L4958024

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

    For Sale L4958024 - 4463 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2025
    Monthly Fee: $19

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,635 (change assumption)
    Mortgage ($1,616) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 506 15TH CT NE, WINTER HAVEN, FL 33881

    $265,00015 Days on yellowkey   MLS ID: L4962442

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale L4962442 - 506 15TH CT NE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1964   Tax: $2,989 (2025)
    Community: Hills Lake Elbert
    Single Family


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($249)


    Taxes:$2,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $290,00020 Days on yellowkey   MLS ID: L4961900

    REDUCED by $10,000 (3.3%) on 06/22/2026

    For Sale L4961900 - 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $30
       Tax: $3,839 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,939 (change assumption)
    Mortgage ($1,589) + Fees ($30) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2799 ADELINE AVE, WINTER HAVEN, FL 33881

    $305,740183 Days on yellowkey   MLS ID: O6369098

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale O6369098 - 2799 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,455 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,971 (change assumption)
    Mortgage ($1,675) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,455

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3986 JACLYNS JETTY, WINTER HAVEN, FL 33884

    $300,000Listed 06/24/2026 9:57AM   MLS ID: L4962993

    For Sale L4962993 - 3986 JACLYNS JETTY, WINTER HAVEN, FL 33884 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2001
    Monthly Fee: $440
       Tax: $1,767 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $2,231 (change assumption)
    Mortgage ($1,644) + Fees ($440) + Taxes in 2025 ($147)


    Taxes:$1,767

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 HAWTHORNE RD, WINTER HAVEN, FL 33884

    $265,000Listed 06/24/2026 1:43PM   MLS ID: L4963036

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

    For Sale L4963036 - 120 HAWTHORNE RD, WINTER HAVEN, FL 33884 1 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1439
       Built: 1963   Tax: $3,040 (2025)
    Community: Garden Grove 03
    Single Family


    Estimated Monthly Payment: $1,705 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($253)


    Taxes:$3,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $349,50071 Days on yellowkey   MLS ID: L4960971

    3 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $34,500 (9.0%) on 06/20/2026

    For Sale L4960971 - 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1957   Tax: $2,598 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,915) + Taxes in 2025 ($216)


    Taxes:$2,598

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1394 OAKMONT DR, WINTER HAVEN, FL 33884

    $549,50039 Days on yellowkey   MLS ID: L4961930

    For Sale L4961930 - 1394 OAKMONT DR, WINTER HAVEN, FL 33884 98 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2606
       Built: 2018
    Monthly Fee: $5
       Tax: $10,681 (2025)
    Community: Lake Ashton West Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,011) + Fees ($5) + Taxes in 2025 ($890)


    Taxes:$10,681

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880

    $260,000145 Days on yellowkey   MLS ID: L4958444

    For Sale L4958444 - 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1075
       Built: 1984   Tax: $1,330 (2025)
    Community: Sandalwood Sub
    Single Family


    Estimated Monthly Payment: $1,535 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($111)


    Taxes:$1,330

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $267,00075 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


  • 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

    $305,000121 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


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

    $125,00019 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


  • 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

    $585,000107 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


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

    $398,50047 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


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90077 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


  • 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $285,00024 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


  • 443 ITUNA CIR, WINTER HAVEN, FL 33881

    $308,90063 Days on yellowkey   MLS ID: L4961315

    REDUCED by $10,220 (3.2%) on 06/24/2026

    For Sale L4961315 - 443 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,743 (change assumption)
    Mortgage ($1,693) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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