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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $200,000 to $299,000

Winter Haven - 290 properties found

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  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00028 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1516 AVENUE D NE, WINTER HAVEN, FL 33881

    $286,000152 Days on yellowkey   MLS ID: O6364664

    For Sale O6364664 - 1516 AVENUE D NE, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1970   Tax: $2,486 (2024)
    Community: Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $1,774 (change assumption)
    Mortgage ($1,567) + Taxes in 2024 ($207)


    Taxes:$2,486

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $255,00094 Days on yellowkey   MLS ID: O6377826

    For Sale O6377826 - 878 KILLEARN BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1983   Tax: $3,710 (2025)
    Community: Cinnamon Ridge Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,706 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood 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


  • 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881

    $209,000285 Days on yellowkey   MLS ID: P4935577

    3 Days Off yellowkey (back on 5/2/2026)

    REDUCED by $8,000 (3.7%) on 04/14/2026

    For Sale P4935577 - 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1190
       Built: 1946   Tax: $1,783 (2024)
    Community: Silvercrest Add
    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,145) + Taxes in 2024 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1250 31ST ST NW, WINTER HAVEN, FL 33881

    $225,000157 Days on yellowkey   MLS ID: O6361582

    4 Days Off yellowkey (back on 3/20/2026)

    For Sale O6361582 - 1250 31ST ST NW, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1960   Tax: $2,529 (2024)
    Community: West Cannon Heights
    Single Family


    Estimated Monthly Payment: $1,444 (change assumption)
    Mortgage ($1,233) + Taxes in 2024 ($211)


    Taxes:$2,529

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 151 1ST ST, WINTER HAVEN, FL 33880

    $254,900172 Days on yellowkey   MLS ID: TB8447780

    For Sale TB8447780 - 151 1ST ST, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1259
       Built: 2023   Tax: $2,032 (2024)
    Community: Leslie J A
    Single Family


    Estimated Monthly Payment: $1,566 (change assumption)
    Mortgage ($1,397) + Taxes in 2024 ($169)


    Taxes:$2,032

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2024

    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


  • 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $290,00015 Days on yellowkey   MLS ID: P4938493

    For Sale P4938493 - 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1452
       Built: 2021
    Monthly Fee: $83
       Tax: $4,337 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,589) + Fees ($83) + Taxes in 2025 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    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


  • 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


  • 624 HONEY BELL RD, WINTER HAVEN, FL 33880

    $292,000124 Days on yellowkey   MLS ID: S5140630

    REDUCED by $2,000 (0.7%) on 05/01/2026

    For Sale S5140630 - 624 HONEY BELL RD, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $281 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,672 (change assumption)
    Mortgage ($1,600) + Fees ($49) + Taxes in 2024 ($23)


    Taxes:$281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000109 Days on yellowkey   MLS ID: P4937501

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale P4937501 - 107 MANDOLIN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2013
    Monthly Fee: $55
       Tax: $4,514 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,638) + Fees ($55) + Taxes in 2025 ($376)


    Taxes:$4,514

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 303 DILLON ST, WINTER HAVEN, FL 33880

    $275,00024 Days on yellowkey   MLS ID: TB8496082

    For Sale TB8496082 - 303 DILLON ST, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 1975   Tax: $3,612 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366541 Days on yellowkey   MLS ID: L4948737

    REDUCED by $5,000 (1.7%) on 05/01/2026

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,613) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2327 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529201 Days on yellowkey   MLS ID: L4956621

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4956621 - 2327 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 2335 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529294 Days on yellowkey   MLS ID: L4954447

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4954447 - 2335 BRASSIE CT, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,079 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($257)


    Taxes:$3,079

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500136 Days on yellowkey   MLS ID: P4937324

    For Sale P4937324 - 2925 DAYTON DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $485
       Tax: $2,954 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,559) + Fees ($485) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $279,900340 Days on yellowkey   MLS ID: S5127874

    REDUCED by $5,100 (1.8%) on 05/01/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $289,000213 Days on yellowkey   MLS ID: O6349627

    0 Days Off yellowkey (back on 2/26/2026)

    FORECLOSURE O6349627 - 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 2022
    Monthly Fee: $75
       Tax: $4,510 (2024)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,584) + Fees ($75) + Taxes in 2024 ($376)


    Taxes:$4,510

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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