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Winter Garden Single Family Homes For Sale - 567 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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  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000201 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


  • 1836 WINGED ELM PL, WINTER GARDEN, FL 34787

    $439,00041 Days on yellowkey   MLS ID: O6390771

    REDUCED by $23,000 (5.0%) on 04/16/2026

    For Sale O6390771 - 1836 WINGED ELM PL, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2005
    Monthly Fee: $55
       Tax: $6,075 (2025)
    Community: Winter Garden Trls 01-3
    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,405) + Fees ($55) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1110 VINSETTA CIR, WINTER GARDEN, FL 34787

    $619,00081 Days on yellowkey   MLS ID: O6375070

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6375070 - 1110 VINSETTA CIR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2276
       Built: 2013
    Monthly Fee: $112
       Tax: $3,427 (2024)
    Community: Avalon Reserve
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($3,392) + Fees ($112) + Taxes in 2024 ($286)


    Taxes:$3,427

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1675 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,149,90037 Days on yellowkey   MLS ID: O6392108

    For Sale O6392108 - 1675 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4299
       Built: 2017
    Monthly Fee: $184
       Tax: $12,008 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $7,485 (change assumption)
    Mortgage ($6,301) + Fees ($184) + Taxes in 2024 ($1,001)


    Taxes:$12,008

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $775,000129 Days on yellowkey   MLS ID: O6367937

    For Sale O6367937 - 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2019
    Monthly Fee: $140
       Tax: $5,152 (2024)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,816 (change assumption)
    Mortgage ($4,246) + Fees ($140) + Taxes in 2024 ($429)


    Taxes:$5,152

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787

    $675,00016 Days on yellowkey   MLS ID: O6397098

    For Sale O6397098 - 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 1991   Tax: $2,367 (2025)
    Community: 0000
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,896 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($197)


    Taxes:$2,367

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,299,50030 Days on yellowkey   MLS ID: O6393744

    For Sale O6393744 - 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3911
       Built: 2022
    Monthly Fee: $277
       Tax: $13,033 (2025)
    Community: Waterleigh
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,483 (change assumption)
    Mortgage ($7,120) + Fees ($277) + Taxes in 2025 ($1,086)


    Taxes:$13,033

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,00011 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2023
    Monthly Fee: $85
       Tax: $9,030 (2025)
    Community: Northlake At Ovation Phase 1
    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,652) + Fees ($85) + Taxes in 2025 ($753)


    Taxes:$9,030

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14804 COSCESTER ST, WINTER GARDEN, FL 34787

    $399,990254 Days on yellowkey   MLS ID: O6333959

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6333959 - 14804 COSCESTER ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 2025   Tax: $1,129 (2024)
    Community: Black Lake
    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($94)


    Taxes:$1,129

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $2,550,000498 Days on yellowkey   MLS ID: O6260561

    For Sale O6260561 - 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4633
       Built: 1982   Tax: $1,591 (2023)
    Community: Lake Avalon Groves Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,105 (change assumption)
    Mortgage ($13,972) + Taxes in 2023 ($133)


    Taxes:$1,591

    Elementary School: Hamlin Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 15195 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,295,00043 Days on yellowkey   MLS ID: O6389732

    5 Days Off yellowkey (back on 4/16/2026)

    For Sale O6389732 - 15195 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3844
       Built: 2016
    Monthly Fee: $235
       Tax: $8,393 (2025)
    Community: Hickory Hammock Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,030 (change assumption)
    Mortgage ($7,096) + Fees ($235) + Taxes in 2025 ($699)


    Taxes:$8,393

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 815 BURLAND CIR, WINTER GARDEN, FL 34787

    $575,900129 Days on yellowkey   MLS ID: O6368127

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6368127 - 815 BURLAND CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2994
       Built: 2005
    Monthly Fee: $53
       Tax: $8,110 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,884 (change assumption)
    Mortgage ($3,156) + Fees ($53) + Taxes in 2025 ($676)


    Taxes:$8,110

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16833 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $574,990134 Days on yellowkey   MLS ID: O6367151

    1 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $6,200 (1.1%) on 04/08/2026

    For Sale O6367151 - 16833 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6441 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $617,99010 Days on yellowkey   MLS ID: G5111080

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111080 - 6441 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,561 (change assumption)
    Mortgage ($3,386) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $941,01510 Days on yellowkey   MLS ID: G5111078

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111078 - 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,306 (change assumption)
    Mortgage ($5,156) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $699,74510 Days on yellowkey   MLS ID: G5111054

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111054 - 6159 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: $3,984 (change assumption)
    Mortgage ($3,834) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $712,63410 Days on yellowkey   MLS ID: G5111051

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111051 - 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,905) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15142 TEA TREE DR, WINTER GARDEN, FL 34787

    $858,12010 Days on yellowkey   MLS ID: G5111049

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111049 - 15142 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3498
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,702) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $828,10511 Days on yellowkey   MLS ID: G5110994

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110994 - 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($4,537) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5685 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $685,000190 Days on yellowkey   MLS ID: O6353593

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

    SHORT SALE O6353593 - 5685 SURPRISE LILY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2021
    Monthly Fee: $80
       Tax: $513 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,876 (change assumption)
    Mortgage ($3,753) + Fees ($80) + Taxes in 2024 ($43)


    Taxes:$513

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin 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.