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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 4 to 4

Winter Haven - 264 properties found

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  • 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $287,00064 Days on yellowkey   MLS ID: P4938000

    For Sale P4938000 - 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1488
       Built: 2001
    Monthly Fee: $33
       Tax: $3,786 (2025)
    Community: Heather Glen Ph 02
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,573) + Fees ($33) + Taxes in 2025 ($316)


    Taxes:$3,786

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880

    $475,000199 Days on yellowkey   MLS ID: TB8438899

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8438899 - 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3201
       Built: 1923   Tax: $9,301 (2024)
    Community: Orangewood Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($775)


    Taxes:$9,301

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $305,000264 Days on yellowkey   MLS ID: L4955159

    For Sale L4955159 - 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2004
    Monthly Fee: $33
       Tax: $4,035 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,671) + Fees ($33) + Taxes in 2024 ($336)


    Taxes:$4,035

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881

    $425,000152 Days on yellowkey   MLS ID: L4957549

    REDUCED by $14,000 (3.2%) on 04/13/2026

    For Sale L4957549 - 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2495
       Built: 1996
    Monthly Fee: $85
       Tax: $3,479 (2025)
    Community: Gates Of Lake Region
    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,329) + Fees ($85) + Taxes in 2025 ($290)


    Taxes:$3,479

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900408 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, 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: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,999263 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 04/13/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,808) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90039 Days on yellowkey   MLS ID: L4960627

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $359,90035 Days on yellowkey   MLS ID: S5146731

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,373 (change assumption)
    Mortgage ($1,972) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000195 Days on yellowkey   MLS ID: L4956715

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

    For Sale L4956715 - 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,358 (2025)
    Community: Crossroads/Lk Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,092 (change assumption)
    Mortgage ($2,679) + Fees ($133) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 191 MANDOLIN DR, WINTER HAVEN, FL 33884

    $399,14949 Days on yellowkey   MLS ID: G5109690

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale G5109690 - 191 MANDOLIN DR, WINTER HAVEN, FL 33884 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2007
    Monthly Fee: $56
       Tax: $3,900 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,187) + Fees ($56) + Taxes in 2025 ($325)


    Taxes:$3,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $329,49027 Days on yellowkey   MLS ID: O6396937

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,805) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 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


  • 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $309,00056 Days on yellowkey   MLS ID: P4938087

    For Sale P4938087 - 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2022
    Monthly Fee: $18
       Tax: $5,703 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,693) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,703

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 1051 LENA RUN CT, WINTER HAVEN, FL 33880

    $477,55582 Days on yellowkey   MLS ID: L4959294

    For Sale L4959294 - 1051 LENA RUN CT, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2428
       Built: 2016
    Monthly Fee: $123
       Tax: $3,613 (2025)
    Community: Hidden Creek
    Single Family


    Estimated Monthly Payment: $3,041 (change assumption)
    Mortgage ($2,617) + Fees ($123) + Taxes in 2025 ($301)


    Taxes:$3,613

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1215 26TH ST NW, WINTER HAVEN, FL 33881

    $379,00054 Days on yellowkey   MLS ID: S5145609

    For Sale S5145609 - 1215 26TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2083
       Built: 1940   Tax: $4,946 (2025)
    Community: Inwood #1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,90075 Days on yellowkey   MLS ID: P4937879

    REDUCED by $1,000 (0.4%) on 04/07/2026

    For Sale P4937879 - 390 16TH ST NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2178
       Built: 1959   Tax: $3,631 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,309) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 310 17TH ST NE, WINTER HAVEN, FL 33881

    $300,00094 Days on yellowkey   MLS ID: L4958640

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

    For Sale L4958640 - 310 17TH ST NE, WINTER HAVEN, FL 33881 48 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1796
       Built: 1958   Tax: $2,575 (2025)
    Community: Lake Elbert Heights Unit 2 2Nd Replat
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($215)


    Taxes:$2,575

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 111 SUNSET DR E, WINTER HAVEN, FL 33881

    $215,00068 Days on yellowkey   MLS ID: P4937961

    For Sale P4937961 - 111 SUNSET DR E, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 2078
       Built: 1964   Tax: $1,193 (2025)
    Community: Chris Brown Cemetery Replat
    Single Family


    Estimated Monthly Payment: $1,277 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($99)


    Taxes:$1,193

    Elementary School: Jewett School of the Arts

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2102 CHRIS DR, WINTER HAVEN, FL 33884

    $265,74028 Days on yellowkey   MLS ID: O6396702

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

    For Sale O6396702 - 2102 CHRIS DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2026
    Monthly Fee: $16
       Tax: $2,015 (2025)
    Community: Peace Creek Reserve 50'S
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,456) + Fees ($16) + Taxes in 2025 ($168)


    Taxes:$2,015

    Elementary School: South Pointe Elementary

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 405 LAKE NED RD, WINTER HAVEN, FL 33884

    $339,90073 Days on yellowkey   MLS ID: L4959581

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

    For Sale L4959581 - 405 LAKE NED RD, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2256
       Built: 1969   Tax: $1,648 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($137)


    Taxes:$1,648

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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