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Winter Garden Single Family Homes For Sale - 695 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 10472 PETRILLO WAY, WINTER GARDEN, FL 34787

    $1,049,000121 Days on yellowkey   MLS ID: O6382263

    REDUCED by $16,000 (1.5%) on 05/28/2026

    For Sale O6382263 - 10472 PETRILLO WAY, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4025
       Built: 2022
    Monthly Fee: $102
       Tax: $12,049 (2025)
    Community: Winding Bay Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,854 (change assumption)
    Mortgage ($5,748) + Fees ($102) + Taxes in 2025 ($1,004)


    Taxes:$12,049

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17040 VOLUME ALY, WINTER GARDEN, FL 34787

    $510,00013 Days on yellowkey   MLS ID: O6412668

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

    For Sale O6412668 - 17040 VOLUME ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2506
       Built: 2020
    Monthly Fee: $108
       Tax: $7,762 (2026)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,549 (change assumption)
    Mortgage ($2,794) + Fees ($108) + Taxes in 2026 ($647)


    Taxes:$7,762

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 440 TIERRA VERDE LN, WINTER GARDEN, FL 34787

    $1,200,00013 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


  • 14925 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $665,000391 Days on yellowkey   MLS ID: O6309092

    For Sale O6309092 - 14925 LEBEAU LOOP, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2021
    Monthly Fee: $102
       Tax: $8,180 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $4,427 (change assumption)
    Mortgage ($3,644) + Fees ($102) + Taxes in 2024 ($682)


    Taxes:$8,180

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 744 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $949,00096 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


  • 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $520,00031 Days on yellowkey   MLS ID: O6407552

    For Sale O6407552 - 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2022
    Monthly Fee: $291
       Tax: $6,722 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,700 (change assumption)
    Mortgage ($2,849) + Fees ($291) + Taxes in 2025 ($560)


    Taxes:$6,722

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $539,000188 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


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $769,99076 Days on yellowkey   MLS ID: O6394850

    REDUCED by $40,000 (4.9%) on 06/01/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,315 (change assumption)
    Mortgage ($4,219) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787

    $869,90072 Days on yellowkey   MLS ID: O6396204

    For Sale O6396204 - 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3640
       Built: 2018
    Monthly Fee: $113
       Tax: $11,489 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,837 (change assumption)
    Mortgage ($4,766) + Fees ($113) + Taxes in 2025 ($957)


    Taxes:$11,489

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $594,000125 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


  • 12940 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $919,000125 Days on yellowkey   MLS ID: O6381140

    0 Days Off yellowkey (back on 2/14/2026)

    For Sale O6381140 - 12940 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3894
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,306 (change assumption)
    Mortgage ($5,035) + 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


  • 12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $548,000130 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


  • 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $791,000288 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


  • 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $559,99027 Days on yellowkey   MLS ID: O6408024

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

    For Sale O6408024 - 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1983
       Built: 2026
    Monthly Fee: $112
       Tax: $6,874 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,068) + Fees ($112) + Taxes in 2025 ($573)


    Taxes:$6,874

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $650,00058 Days on yellowkey   MLS ID: O6400102

    REDUCED by $19,000 (2.8%) on 05/27/2026

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,590 (change assumption)
    Mortgage ($3,562) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $599,900130 Days on yellowkey   MLS ID: O6379203

    REDUCED by $10,000 (1.6%) on 05/27/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $4,096 (change assumption)
    Mortgage ($3,287) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787

    $745,00048 Days on yellowkey   MLS ID: O6402463

    REDUCED by $5,000 (0.7%) on 05/17/2026

    For Sale O6402463 - 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2620
       Built: 2003
    Monthly Fee: $64
       Tax: $5,153 (2025)
    Community: Westfield 03 Ph-B A-M
    Single Family


    Estimated Monthly Payment: $4,576 (change assumption)
    Mortgage ($4,082) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $610,00017 Days on yellowkey   MLS ID: O6411397

    For Sale O6411397 - 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2018
    Monthly Fee: $157
       Tax: $7,469 (2025)
    Community: Panther View 40
    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,342) + Fees ($157) + Taxes in 2025 ($622)


    Taxes:$7,469

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787

    $1,525,00029 Days on yellowkey   MLS ID: O6408283

    1 Days Off yellowkey (back on 5/31/2026)

    For Sale O6408283 - 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2013
    Monthly Fee: $198
       Tax: $10,739 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Single Family


    Estimated Monthly Payment: $9,449 (change assumption)
    Mortgage ($8,356) + Fees ($198) + Taxes in 2026 ($895)


    Taxes:$10,739

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $499,90054 Days on yellowkey   MLS ID: O6400594

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

    For Sale O6400594 - 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2002
    Monthly Fee: $90
       Tax: $8,172 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($2,739) + Fees ($90) + Taxes in 2025 ($681)


    Taxes:$8,172

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Garden single family home listings.



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.