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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 3 to 3

Winter Garden - 144 properties found

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  • 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $617,50022 Days on yellowkey   MLS ID: O6398754

    For Sale O6398754 - 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,612 (change assumption)
    Mortgage ($3,383) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8275 BAYVIEW CROSSING DR DR, WINTER GARDEN, FL 34787

    $565,00025 Days on yellowkey   MLS ID: TB8496196

    For Sale TB8496196 - 8275 BAYVIEW CROSSING DR DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2019
       Built: 2017
    Monthly Fee: $312
       Tax: $5,109 (2025)
    Community: Waterleigh Phase 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,834 (change assumption)
    Mortgage ($3,096) + Fees ($312) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 238 N MAIN ST, WINTER GARDEN, FL 34787

    $600,00027 Days on yellowkey   MLS ID: O6397340

    For Sale O6397340 - 238 N MAIN ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1005
       Built: 1950   Tax: $5,389 (2025)
    Community: Orange Grove Sub
    Single Family


    Estimated Monthly Payment: $3,737 (change assumption)
    Mortgage ($3,288) + Taxes in 2025 ($449)


    Taxes:$5,389

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $548,00090 Days on yellowkey   MLS ID: O6379918

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

    For Sale O6379918 - 12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2062
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,273 (change assumption)
    Mortgage ($3,003) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 838 BETHUNE AVE, WINTER GARDEN, FL 34787

    $275,00059 Days on yellowkey   MLS ID: O6388596

    REDUCED by $2,000 (0.7%) on 04/02/2026

    For Sale O6388596 - 838 BETHUNE AVE, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 985
       Built: 1961   Tax: $1,340 (2025)
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $1,618 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($112)


    Taxes:$1,340

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787

    $1,049,00067 Days on yellowkey   MLS ID: O6385808

    REDUCED by $50,000 (4.5%) on 04/07/2026

    For Sale O6385808 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1983   Tax: $3,375 (2025)
    Community: Hickory Lake Estates
    Single Family


    Estimated Monthly Payment: $6,029 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6237 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $557,58924 Days on yellowkey   MLS ID: G5110909

    For Sale G5110909 - 6237 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($3,055) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $499,90026 Days on yellowkey   MLS ID: S5147405

    1 Days Off yellowkey (back on 4/11/2026)

    For Sale S5147405 - 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2016
    Monthly Fee: $252
       Tax: $7,351 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,739) + Fees ($252) + Taxes in 2025 ($613)


    Taxes:$7,351

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787

    $509,00035 Days on yellowkey   MLS ID: O6395221

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale O6395221 - 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 2007
    Monthly Fee: $115
       Tax: $2,748 (2025)
    Community: Cobblestone/Winter Garden
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,789) + Fees ($115) + Taxes in 2025 ($229)


    Taxes:$2,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00027 Days on yellowkey   MLS ID: O6397592

    For Sale O6397592 - 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $540,000348 Days on yellowkey   MLS ID: O6311344

    For Sale O6311344 - 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $254
       Tax: $8,126 (2024)
    Community: Waterleigh Ph 3B & 3C
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($2,959) + Fees ($254) + Taxes in 2024 ($677)


    Taxes:$8,126

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18185 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99055 Days on yellowkey   MLS ID: O6389891

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

    For Sale O6389891 - 18185 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,870 (change assumption)
    Mortgage ($2,548) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $480,000174 Days on yellowkey   MLS ID: O6359877

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

    For Sale O6359877 - 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2017
    Monthly Fee: $192
       Tax: $4,046 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,630) + Fees ($192) + Taxes in 2024 ($337)


    Taxes:$4,046

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00049 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $536,000320 Days on yellowkey   MLS ID: O6318887

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $87
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,937) + Fees ($87) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16125 AZURE KEY ST, WINTER GARDEN, FL 34787

    $480,000152 Days on yellowkey   MLS ID: O6364171

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

    For Sale O6364171 - 16125 AZURE KEY ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018
    Monthly Fee: $245
       Tax: $6,415 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $3,410 (change assumption)
    Mortgage ($2,630) + Fees ($245) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787

    $460,000179 Days on yellowkey   MLS ID: O6358731

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

    For Sale O6358731 - 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2013
    Monthly Fee: $180
       Tax: $6,404 (2024)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,520) + Fees ($180) + Taxes in 2024 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $650,000117 Days on yellowkey   MLS ID: O6371639

    For Sale O6371639 - 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2024
    Monthly Fee: $229
       Tax: $1,433 (2024)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($229) + Taxes in 2024 ($119)


    Taxes:$1,433

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $595,00078 Days on yellowkey   MLS ID: O6383015

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

    For Sale O6383015 - 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2016
    Monthly Fee: $188
       Tax: $5,339 (2025)
    Community: Orchard Hills Phase 2
    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,260) + Fees ($188) + Taxes in 2025 ($445)


    Taxes:$5,339

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5526 TINY RD, WINTER GARDEN, FL 34787

    $1,675,000271 Days on yellowkey   MLS ID: O6334009

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

    For Sale O6334009 - 5526 TINY RD, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2007   Tax: $10,165 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $10,025 (change assumption)
    Mortgage ($9,178) + Taxes in 2024 ($847)


    Taxes:$10,165

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.