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Winter Garden Single Family Homes For Sale - 537 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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  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,00088 Days on yellowkey   MLS ID: O6376353

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

    For Sale O6376353 - 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3557
       Built: 2021
    Monthly Fee: $127
       Tax: $9,898 (2024)
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $6,294 (change assumption)
    Mortgage ($5,342) + Fees ($127) + Taxes in 2024 ($825)


    Taxes:$9,898

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $544,1604 Days on yellowkey   MLS ID: O6400188

    For Sale O6400188 - 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,252 (change assumption)
    Mortgage ($2,982) + 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


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $699,0004 Days on yellowkey   MLS ID: O6400102

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 43 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: $4,859 (change assumption)
    Mortgage ($3,830) + 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


  • 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787

    $969,00083 Days on yellowkey   MLS ID: O6377688

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6377688 - 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2024
    Monthly Fee: $85
       Tax: $2,836 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,631 (change assumption)
    Mortgage ($5,309) + Fees ($85) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787

    $334,90055 Days on yellowkey   MLS ID: O6377205

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6377205 - 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2001   Tax: $4,413 (2024)
    Community: Regal Pointe Ph 01 43/129
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,835) + Taxes in 2024 ($368)


    Taxes:$4,413

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1720 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $389,90083 Days on yellowkey   MLS ID: O6377195

    2 Days Off yellowkey (back on 2/20/2026)

    For Sale O6377195 - 1720 PORTCASTLE CIR, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2004
    Monthly Fee: $46
       Tax: $5,520 (2024)
    Community: Stone Creek Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,136) + Fees ($46) + Taxes in 2024 ($460)


    Taxes:$5,520

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000107 Days on yellowkey   MLS ID: G5106141

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 213 W TILDEN ST, WINTER GARDEN, FL 34787

    $765,00069 Days on yellowkey   MLS ID: O6381848

    0 Days Off yellowkey (back on 3/2/2026)

    For Sale O6381848 - 213 W TILDEN ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 1972   Tax: $8,105 (2025)
    Community: Westlake Manor 1St Add
    Single Family


    Estimated Monthly Payment: $4,867 (change assumption)
    Mortgage ($4,192) + Taxes in 2025 ($675)


    Taxes:$8,105

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $585,0005 Days on yellowkey   MLS ID: O6398743

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,205) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787

    $645,900550 Days on yellowkey   MLS ID: O6250356

    REDUCED by $3,900 (0.6%) on 04/17/2026

    For Sale O6250356 - 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3359
       Built: 2001
    Monthly Fee: $233
       Tax: $8,538 (2023)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,484 (change assumption)
    Mortgage ($3,539) + Fees ($233) + Taxes in 2023 ($712)


    Taxes:$8,538

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $414,90055 Days on yellowkey   MLS ID: O6385776

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $5,000 (1.2%) on 04/07/2026

    For Sale O6385776 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,436 (change assumption)
    Mortgage ($2,273) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $599,9997 Days on yellowkey   MLS ID: S5147747

    For Sale S5147747 - 7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2017
    Monthly Fee: $249
       Tax: $5,164 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,967 (change assumption)
    Mortgage ($3,288) + Fees ($249) + Taxes in 2025 ($430)


    Taxes:$5,164

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $619,0005 Days on yellowkey   MLS ID: O6399369

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,392) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787

    $1,600,00046 Days on yellowkey   MLS ID: O6388174

    For Sale O6388174 - 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4733
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star At Ovation Phase 1B
    Single Family


    Estimated Monthly Payment: $8,853 (change assumption)
    Mortgage ($8,767) + Fees ($86) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,000311 Days on yellowkey   MLS ID: S5129072

    For Sale S5129072 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 33 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $172
       Tax: $10,554 (2024)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,777 (change assumption)
    Mortgage ($3,726) + Fees ($172) + Taxes in 2024 ($880)


    Taxes:$10,554

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $629,00019 Days on yellowkey   MLS ID: O6394614

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6394614 - 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 2006
    Monthly Fee: $186
       Tax: $8,692 (2025)
    Community: Signature Lakes Prcl 01C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,446) + Fees ($186) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $575,00046 Days on yellowkey   MLS ID: O6386264

    For Sale O6386264 - 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2119
       Built: 2018
    Monthly Fee: $58
       Tax: $8,371 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,151) + Fees ($58) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787

    $669,000270 Days on yellowkey   MLS ID: O6329801

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $6,000 (0.9%) on 04/08/2026

    For Sale O6329801 - 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2018
    Monthly Fee: $209
       Tax: $912 (2023)
    Community: Storey Grove 50
    Single Family


    Estimated Monthly Payment: $3,951 (change assumption)
    Mortgage ($3,666) + Fees ($209) + Taxes in 2023 ($76)


    Taxes:$912

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $710,00039 Days on yellowkey   MLS ID: O6390611

    REDUCED by $15,000 (2.1%) on 04/17/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,890) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $600,00035 Days on yellowkey   MLS ID: O6391410

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391410 - 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($3,288) + 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




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.