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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 711 properties found

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  • 184 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $499,99940 Days on yellowkey   MLS ID: L4960608

    REDUCED by $25,001 (4.8%) on 04/20/2026

    For Sale L4960608 - 184 LAKE OTIS RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 1969
    Monthly Fee: $100
       Tax: $4,680 (2025)
    Community: Lakewood Tr 173
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,740) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,680

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5445 CHANDLER DR, WINTER HAVEN, FL 33884

    $319,50049 Days on yellowkey   MLS ID: S5146003

    For Sale S5146003 - 5445 CHANDLER DR, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3010
       Built: 2006
    Monthly Fee: $48
       Tax: $5,827 (2025)
    Community: Bentley Place
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($1,751) + Fees ($48) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3890 BEDFORD AVE, WINTER HAVEN, FL 33884

    $395,00017 Days on yellowkey   MLS ID: L4961088

    For Sale L4961088 - 3890 BEDFORD AVE, WINTER HAVEN, FL 33884 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2322
       Built: 2019
    Monthly Fee: $485
       Tax: $5,156 (2025)
    Community: Traditions Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,079 (change assumption)
    Mortgage ($2,164) + Fees ($485) + Taxes in 2025 ($430)


    Taxes:$5,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3365 RALEIGH DR, WINTER HAVEN, FL 33884

    $229,999187 Days on yellowkey   MLS ID: P4936886

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale P4936886 - 3365 RALEIGH DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1295
       Built: 2017
    Monthly Fee: $463
       Tax: $2,126 (2024)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $1,900 (change assumption)
    Mortgage ($1,260) + Fees ($463) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Academy Of Excellence


  • 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $332,71017 Days on yellowkey   MLS ID: W7884986

    For Sale W7884986 - 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2026
    Monthly Fee: $19

    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,842 (change assumption)
    Mortgage ($1,823) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 221 AVENUE F SE, WINTER HAVEN, FL 33880

    $185,00026 Days on yellowkey   MLS ID: L4960995

    For Sale L4960995 - 221 AVENUE F SE, WINTER HAVEN, FL 33880 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 804
       Built: 1948   Tax: $1,272 (2025)
    Community: Berry J B Sub
    Single Family


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 142 AVENUE B SE, WINTER HAVEN, FL 33880

    $226,999102 Days on yellowkey   MLS ID: S5142319

    REDUCED by $2,001 (0.9%) on 04/19/2026

    For Sale S5142319 - 142 AVENUE B SE, WINTER HAVEN, FL 33880 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1948   Tax: $1,594 (2025)
    Community: Haven Terrace
    Single Family


    Estimated Monthly Payment: $1,377 (change assumption)
    Mortgage ($1,244) + Taxes in 2025 ($133)


    Taxes:$1,594

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $329,990112 Days on yellowkey   MLS ID: G5106667

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale G5106667 - 292 MEREDITH BLVD, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $75
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,925 (change assumption)
    Mortgage ($1,808) + Fees ($75) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4669 OSPREY WAY, WINTER HAVEN, FL 33881

    $319,50017 Days on yellowkey   MLS ID: R4911042

    For Sale R4911042 - 4669 OSPREY WAY, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2019
    Monthly Fee: $35
       Tax: $5,100 (2025)
    Community: St James Xing
    Single Family


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,751) + Fees ($35) + Taxes in 2025 ($425)


    Taxes:$5,100

    Elementary School: Walter Caldwell Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: None


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

    $250,00029 Days on yellowkey   MLS ID: TB8493899

    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: $1,861 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $363,00025 Days on yellowkey   MLS ID: O6398240

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($1,989) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 221 AVENUE L NE, WINTER HAVEN, FL 33881

    $226,00048 Days on yellowkey   MLS ID: O6391663

    REDUCED by $10,800 (4.6%) on 04/18/2026

    For Sale O6391663 - 221 AVENUE L NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1000
       Built: 1948   Tax: $2,938 (2025)
    Community: Lake Silver Terrace
    Single Family


    Estimated Monthly Payment: $1,483 (change assumption)
    Mortgage ($1,238) + Taxes in 2025 ($245)


    Taxes:$2,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881

    $314,90058 Days on yellowkey   MLS ID: L4960041

    REDUCED by $2,500 (0.8%) on 04/18/2026

    For Sale L4960041 - 2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2020
    Monthly Fee: $23
       Tax: $4,127 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,725) + Fees ($23) + Taxes in 2025 ($344)


    Taxes:$4,127

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $399,000180 Days on yellowkey   MLS ID: P4936940

    For Sale P4936940 - 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 87 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2263
       Built: 1998
    Monthly Fee: $500
       Tax: $2,634 (2024)
    Community: Lake Bess Country Cc
    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,186) + Fees ($500) + Taxes in 2024 ($220)


    Taxes:$2,634

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $291,90018 Days on yellowkey   MLS ID: G5111142

    SHORT SALE G5111142 - 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2022
    Monthly Fee: $13
       Tax: $3,310 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $1,888 (change assumption)
    Mortgage ($1,599) + Fees ($13) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884

    $289,90017 Days on yellowkey   MLS ID: L4961184

    For Sale L4961184 - 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1674
       Built: 1987
    Monthly Fee: $83
       Tax: $1,477 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,588) + Fees ($83) + Taxes in 2025 ($123)


    Taxes:$1,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 979 SUN BURST RD, WINTER HAVEN, FL 33880

    $319,90050 Days on yellowkey   MLS ID: L4960253

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $10,000 (3.0%) on 04/13/2026

    For Sale L4960253 - 979 SUN BURST RD, WINTER HAVEN, FL 33880 18 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $56
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,312 (change assumption)
    Mortgage ($1,753) + Fees ($56) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 115 LAKE MARIAM WAY, WINTER HAVEN, FL 33884

    $364,900266 Days on yellowkey   MLS ID: B4902031

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $25,000 (6.4%) on 04/14/2026

    For Sale B4902031 - 115 LAKE MARIAM WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 1994
    Monthly Fee: $38
       Tax: $2,359 (2024)
    Community: Lake Mariam Hills Rep
    Single Family


    Estimated Monthly Payment: $2,234 (change assumption)
    Mortgage ($1,999) + Fees ($38) + Taxes in 2024 ($197)


    Taxes:$2,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3323 AVENUE J NW, WINTER HAVEN, FL 33881

    $200,00026 Days on yellowkey   MLS ID: O6397583

    For Sale O6397583 - 3323 AVENUE J NW, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1955   Tax: $2,661 (2025)
    Community: Deer Lake Terrace Unit 03 Rep
    Single Family


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($222)


    Taxes:$2,661

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1533 MAJESTIC LN, WINTER HAVEN, FL 33880

    $265,00060 Days on yellowkey   MLS ID: L4960031

    REDUCED by $5,000 (1.9%) on 04/17/2026

    For Sale L4960031 - 1533 MAJESTIC LN, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1957
       Built: 2023
    Monthly Fee: $38
       Tax: $4,059 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,452) + Fees ($38) + Taxes in 2025 ($338)


    Taxes:$4,059

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle






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.