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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 314 properties found

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  • 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $674,475279 Days on yellowkey   MLS ID: G5102276

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale G5102276 - 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,846 (change assumption)
    Mortgage ($3,696) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $591,830279 Days on yellowkey   MLS ID: G5102274

    1 Days Off yellowkey (back on 11/19/2025)

    For Sale G5102274 - 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,393 (change assumption)
    Mortgage ($3,243) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $575,000160 Days on yellowkey   MLS ID: O6373125

    REDUCED by $10,000 (1.7%) on 06/02/2026

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,875 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $575,000114 Days on yellowkey   MLS ID: S5144794

    REDUCED by $5,000 (0.9%) on 06/01/2026

    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: $3,973 (change assumption)
    Mortgage ($3,151) + Fees ($281) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 18047 CIDER MILL LN, WINTER GARDEN, FL 34787

    $829,99026 Days on yellowkey   MLS ID: O6411900

    2 Days Off yellowkey (back on 6/2/2026)

    For Sale O6411900 - 18047 CIDER MILL LN, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,914 (change assumption)
    Mortgage ($4,548) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 440 TIERRA VERDE LN, WINTER GARDEN, FL 34787

    $1,200,00023 Days on yellowkey   MLS ID: O6412260

    For Sale O6412260 - 440 TIERRA VERDE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3512
       Built: 2004
    Monthly Fee: $94
       Tax: $5,135 (2025)
    Community: Lake Cove Pointe 46/58
    Single Family


    Estimated Monthly Payment: $7,097 (change assumption)
    Mortgage ($6,575) + Fees ($94) + Taxes in 2025 ($428)


    Taxes:$5,135

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 744 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $949,000106 Days on yellowkey   MLS ID: O6388775

    1 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $20,000 (2.1%) on 05/22/2026

    For Sale O6388775 - 744 LAKE BRIM DR, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $208
       Tax: $9,275 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,181 (change assumption)
    Mortgage ($5,200) + Fees ($208) + Taxes in 2025 ($773)


    Taxes:$9,275

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $539,000198 Days on yellowkey   MLS ID: O6365686

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

    For Sale O6365686 - 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2021
    Monthly Fee: $215
       Tax: $7,682 (2024)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,809 (change assumption)
    Mortgage ($2,953) + Fees ($215) + Taxes in 2024 ($640)


    Taxes:$7,682

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $594,000135 Days on yellowkey   MLS ID: O6381156

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

    For Sale O6381156 - 12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,526 (change assumption)
    Mortgage ($3,255) + 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


  • 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $791,000298 Days on yellowkey   MLS ID: O6340280

    For Sale O6340280 - 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3093
       Built: 2019
    Monthly Fee: $120
       Tax: $9,566 (2024)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $5,251 (change assumption)
    Mortgage ($4,334) + Fees ($120) + Taxes in 2024 ($797)


    Taxes:$9,566

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00029 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + 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


  • 5443 BOWMAN DR, WINTER GARDEN, FL 34787

    $649,00037 Days on yellowkey   MLS ID: O6408812

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6408812 - 5443 BOWMAN DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 2015
    Monthly Fee: $339
       Tax: $7,564 (2025)
    Community: Overlook 2/Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,556) + Fees ($339) + Taxes in 2025 ($630)


    Taxes:$7,564

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $739,90088 Days on yellowkey   MLS ID: O6394192

    REDUCED by $10,000 (1.3%) on 05/29/2026

    For Sale O6394192 - 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $295
       Tax: $3,196 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,615 (change assumption)
    Mortgage ($4,054) + Fees ($295) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $599,90029 Days on yellowkey   MLS ID: O6399607

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6399607 - 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 2005
    Monthly Fee: $68
       Tax: $8,496 (2025)
    Community: Westfield Lakes Ph 04 A-F
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,063 (change assumption)
    Mortgage ($3,287) + Fees ($68) + Taxes in 2025 ($708)


    Taxes:$8,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,00058 Days on yellowkey   MLS ID: O6402421

    0 Days Off yellowkey (back on 5/20/2026)

    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


  • 16632 POINT ROCK DR, WINTER GARDEN, FL 34787

    $550,000177 Days on yellowkey   MLS ID: OM715702

    0 Days Off yellowkey (back on 5/29/2026)

    SHORT SALE OM715702 - 16632 POINT ROCK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $281
       Tax: $8,546 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,014) + Fees ($281) + Taxes in 2024 ($712)


    Taxes:$8,546

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000285 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,645,000234 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 05/28/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,332 (change assumption)
    Mortgage ($9,013) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,000136 Days on yellowkey   MLS ID: S5143009

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $799,000217 Days on yellowkey   MLS ID: O6361580

    0 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (1.8%) on 05/24/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,674 (change assumption)
    Mortgage ($4,378) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School






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.