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Winter Garden Single Family Homes For Sale - 730 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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  • 8060 BOWERY DR, WINTER GARDEN, FL 34787

    $640,00013 Days on yellowkey   MLS ID: O6421395

    REDUCED by $10,000 (1.5%) on 07/18/2026

    For Sale O6421395 - 8060 BOWERY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3013
       Built: 2017
    Monthly Fee: $190
       Tax: $7,459 (2026)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $4,318 (change assumption)
    Mortgage ($3,507) + Fees ($190) + Taxes in 2026 ($622)


    Taxes:$7,459

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787

    $775,00028 Days on yellowkey   MLS ID: O6419534

    REDUCED by $13,000 (1.6%) on 07/18/2026

    For Sale O6419534 - 14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3448
       Built: 2013
    Monthly Fee: $252
       Tax: $9,452 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $5,286 (change assumption)
    Mortgage ($4,246) + Fees ($252) + Taxes in 2025 ($788)


    Taxes:$9,452

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14123 FRASIER ST, WINTER GARDEN, FL 34787

    $550,00029 Days on yellowkey   MLS ID: S5151909

    For Sale S5151909 - 14123 FRASIER ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 2082
       Built: 2024
    Monthly Fee: $108
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1105 LINCOLN TER, WINTER GARDEN, FL 34787

    $255,00036 Days on yellowkey   MLS ID: O6416937

    For Sale O6416937 - 1105 LINCOLN TER, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $1,586 (2025)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,529 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($132)


    Taxes:$1,586

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $999,000107 Days on yellowkey   MLS ID: O6394977

    REDUCED by $35,000 (3.4%) on 07/17/2026

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,153 (change assumption)
    Mortgage ($5,474) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787

    $2,999,990301 Days on yellowkey   MLS ID: O6346469

    REDUCED by $333,389 (10.0%) on 04/14/2026

    For Sale O6346469 - 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787 12 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 6442
       Built: 2025
    Monthly Fee: $112
       Tax: $6,673 (2024)
    Community: Shorefront Cove
    Single Family


    Estimated Monthly Payment: $17,106 (change assumption)
    Mortgage ($16,438) + Fees ($112) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $799,00055 Days on yellowkey   MLS ID: O6409173

    REDUCED by $8,000 (1.0%) on 07/17/2026

    For Sale O6409173 - 17798 ADRIFT RD, WINTER GARDEN, FL 34787 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 2023
    Monthly Fee: $214
       Tax: $11,089 (2025)
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,516 (change assumption)
    Mortgage ($4,378) + Fees ($214) + Taxes in 2025 ($924)


    Taxes:$11,089

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90070 Days on yellowkey   MLS ID: O6407632

    0 Days Off yellowkey (back on 7/17/2026)

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15217 FARM STAND CT, WINTER GARDEN, FL 34787

    $2,325,0007 Days on yellowkey   MLS ID: O6422464

    For Sale O6422464 - 15217 FARM STAND CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4219
       Built: 2023
    Monthly Fee: $320
       Tax: $28,641 (2025)
    Community: Oakland Hills
    Single Family


    Estimated Monthly Payment: $15,446 (change assumption)
    Mortgage ($12,739) + Fees ($320) + Taxes in 2025 ($2,387)


    Taxes:$28,641

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $490,00061 Days on yellowkey   MLS ID: O6410108

    0 Days Off yellowkey (back on 7/17/2026)

    REDUCED by $15,000 (3.0%) on 07/03/2026

    For Sale O6410108 - 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $195
       Tax: $8,019 (2025)
    Community: Signature Lakes Ph 3B-4 3B-5 3B-
    Single Family


    Estimated Monthly Payment: $3,548 (change assumption)
    Mortgage ($2,685) + Fees ($195) + Taxes in 2025 ($668)


    Taxes:$8,019

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00056 Days on yellowkey   MLS ID: GC540630

    2 Days Off yellowkey (back on 7/17/2026)

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $750,00022 Days on yellowkey   MLS ID: O6420951

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale O6420951 - 2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3011
       Built: 1999
    Monthly Fee: $90
       Tax: $5,441 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,653 (change assumption)
    Mortgage ($4,109) + Fees ($90) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787

    $714,999120 Days on yellowkey   MLS ID: O6392994

    REDUCED by $34,001 (4.5%) on 07/17/2026

    For Sale O6392994 - 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 1989
    Monthly Fee: $322
       Tax: $4,924 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,650 (change assumption)
    Mortgage ($3,918) + Fees ($322) + Taxes in 2025 ($410)


    Taxes:$4,924

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17070 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $575,0009 Days on yellowkey   MLS ID: O6424329

    For Sale O6424329 - 17070 WATER SPRING BLVD, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2215
       Built: 2022
    Monthly Fee: $291
       Tax: $7,640 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,078 (change assumption)
    Mortgage ($3,151) + Fees ($291) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $1,005,995247 Days on yellowkey   MLS ID: G5104655

    0 Days Off yellowkey (back on 11/17/2025)

    For Sale G5104655 - 16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3764
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,662 (change assumption)
    Mortgage ($5,512) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $728,0007 Days on yellowkey   MLS ID: O6425554

    For Sale O6425554 - 15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2017
    Monthly Fee: $342
       Tax: $11,367 (2025)
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $5,278 (change assumption)
    Mortgage ($3,989) + Fees ($342) + Taxes in 2025 ($947)


    Taxes:$11,367

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15415 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $549,9906 Days on yellowkey   MLS ID: O6424833

    For Sale O6424833 - 15415 SHONAN GOLD DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,414 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,857 (change assumption)
    Mortgage ($3,014) + Fees ($142) + Taxes in 2025 ($701)


    Taxes:$8,414

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 341 E LAFAYETTE ST, WINTER GARDEN, FL 34787

    $179,00014 Days on yellowkey   MLS ID: O6423558

    1 Days Off yellowkey (back on 7/16/2026)

    For Sale O6423558 - 341 E LAFAYETTE ST, WINTER GARDEN, FL 34787 7 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1106
       Built: 1948   Tax: $2,897 (2025)
    Community: Solomon Sub
    Single Family


    Estimated Monthly Payment: $1,222 (change assumption)
    Mortgage ($981) + Taxes in 2025 ($241)


    Taxes:$2,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $539,79028 Days on yellowkey   MLS ID: O6419693

    REDUCED by $16,000 (2.9%) on 07/16/2026

    For Sale O6419693 - 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,224 (change assumption)
    Mortgage ($2,958) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787

    $499,9907 Days on yellowkey   MLS ID: O6425157

    For Sale O6425157 - 1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2199
       Built: 2002
    Monthly Fee: $44
       Tax: $6,178 (2025)
    Community: Fullers Crossing Ph 02 49 31
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,298 (change assumption)
    Mortgage ($2,740) + Fees ($44) + Taxes in 2025 ($515)


    Taxes:$6,178

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview 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.