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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 262 properties found

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  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,100,0008 Days on yellowkey   MLS ID: O6402434

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,939 (change assumption)
    Mortgage ($6,027) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $549,90062 Days on yellowkey   MLS ID: TB8482364

    REDUCED by $50,099 (8.3%) on 04/29/2026

    For Sale TB8482364 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $335
       Tax: $7,983 (2025)
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($3,013) + Fees ($335) + Taxes in 2025 ($665)


    Taxes:$7,983

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14354 WABASSO LOOP, WINTER GARDEN, FL 34787

    $939,00038 Days on yellowkey   MLS ID: O6392378

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6392378 - 14354 WABASSO LOOP, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2022
    Monthly Fee: $200
       Tax: $11,249 (2025)
    Community: Tilden Place/Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,282 (change assumption)
    Mortgage ($5,145) + Fees ($200) + Taxes in 2025 ($937)


    Taxes:$11,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $998,0009 Days on yellowkey   MLS ID: S5148416

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,135 (change assumption)
    Mortgage ($5,468) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000210 Days on yellowkey   MLS ID: O6348822

    REDUCED by $20,000 (3.9%) on 04/16/2026

    For Sale O6348822 - 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $103
       Tax: $4,770 (2024)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,734) + Fees ($103) + Taxes in 2024 ($397)


    Taxes:$4,770

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787

    $879,99039 Days on yellowkey   MLS ID: O6393961

    REDUCED by $15,000 (1.7%) on 04/29/2026

    For Sale O6393961 - 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3338
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,918 (change assumption)
    Mortgage ($4,822) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $580,00063 Days on yellowkey   MLS ID: S5144794

    REDUCED by $5,000 (0.9%) on 04/29/2026

    For Sale S5144794 - 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2021
    Monthly Fee: $281
       Tax: $6,500 (2024)
    Community: Enclave At Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,178) + Fees ($281) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 402 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $689,0006 Days on yellowkey   MLS ID: O6402689

    For Sale O6402689 - 402 EGRET PLACE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2711
       Built: 2013
    Monthly Fee: $128
       Tax: $4,659 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,291 (change assumption)
    Mortgage ($3,775) + Fees ($128) + Taxes in 2025 ($388)


    Taxes:$4,659

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15518 SUNQUAT DR, WINTER GARDEN, FL 34787

    $620,00010 Days on yellowkey   MLS ID: O6402110

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6402110 - 15518 SUNQUAT DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $134
       Tax: $770 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($3,397) + Fees ($134) + Taxes in 2025 ($64)


    Taxes:$770

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $540,00060 Days on yellowkey   MLS ID: O6387459

    REDUCED by $10,000 (1.8%) on 04/24/2026

    For Sale O6387459 - 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Monthly Fee: $200
       Tax: $8,210 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($2,959) + Fees ($200) + Taxes in 2025 ($684)


    Taxes:$8,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787

    $550,00095 Days on yellowkey   MLS ID: O6377538

    For Sale O6377538 - 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2016
    Monthly Fee: $115
       Tax: $9,036 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,882 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1674 VICTORIA WAY, WINTER GARDEN, FL 34787

    $669,990184 Days on yellowkey   MLS ID: O6357191

    REDUCED by $5,000 (0.7%) on 04/28/2026

    For Sale O6357191 - 1674 VICTORIA WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2239
       Built: 1992
    Monthly Fee: $29
       Tax: $6,345 (2024)
    Community: Tuscany
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,229 (change assumption)
    Mortgage ($3,671) + Fees ($29) + Taxes in 2024 ($529)


    Taxes:$6,345

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $795,000110 Days on yellowkey   MLS ID: O6373845

    For Sale O6373845 - 9611 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $260
       Tax: $11,300 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,356) + Fees ($260) + Taxes in 2025 ($942)


    Taxes:$11,300

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10705 PETRILLO WAY, WINTER GARDEN, FL 34787

    $725,00047 Days on yellowkey   MLS ID: O6391807

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6391807 - 10705 PETRILLO WAY, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2528
       Built: 2020
    Monthly Fee: $102
       Tax: $9,936 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,973) + Fees ($102) + Taxes in 2025 ($828)


    Taxes:$9,936

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,0007 Days on yellowkey   MLS ID: O6402421

    For Sale O6402421 - 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2022
    Monthly Fee: $160
       Tax: $7,294 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $5,124 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($608)


    Taxes:$7,294

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $847,49081 Days on yellowkey   MLS ID: O6382203

    2 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($4,644) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $648,000124 Days on yellowkey   MLS ID: O6369818

    REDUCED by $2,000 (0.3%) on 04/25/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,443 (change assumption)
    Mortgage ($3,551) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13993 TITLE WAY, WINTER GARDEN, FL 34787

    $825,000311 Days on yellowkey   MLS ID: O6322118

    For Sale O6322118 - 13993 TITLE WAY, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2023
    Monthly Fee: $209
       Tax: $9,194 (2024)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,496 (change assumption)
    Mortgage ($4,520) + Fees ($209) + Taxes in 2024 ($766)


    Taxes:$9,194

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $1,025,000207 Days on yellowkey   MLS ID: O6350825

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $25,000 (2.4%) on 04/20/2026

    For Sale O6350825 - 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3144
       Built: 1997
    Monthly Fee: $207
       Tax: $6,334 (2024)
    Community: Deer Island Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,351 (change assumption)
    Mortgage ($5,616) + Fees ($207) + Taxes in 2024 ($528)


    Taxes:$6,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15111 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,39823 Days on yellowkey   MLS ID: G5110910

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale G5110910 - 15111 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,519 (change assumption)
    Mortgage ($4,369) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.