REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Single Family Homes For Sale - 675 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

Sort:
  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $575,000146 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


  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,000104 Days on yellowkey   MLS ID: O6385247

    2 Days Off yellowkey (back on 4/20/2026)

    For Sale O6385247 - 2131 TALL OAK DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3282
       Built: 2000
    Monthly Fee: $92
       Tax: $8,475 (2024)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $5,675 (change assumption)
    Mortgage ($4,877) + Fees ($92) + Taxes in 2024 ($706)


    Taxes:$8,475

    Elementary School: Whispering Oak Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $499,9999 Days on yellowkey   MLS ID: O6411409

    For Sale O6411409 - 17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 2017
    Monthly Fee: $215
       Tax: $3,704 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($2,740) + Fees ($215) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $575,000100 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


  • 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $700,00010 Days on yellowkey   MLS ID: O6412179

    For Sale O6412179 - 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3532
       Built: 2017
    Monthly Fee: $195
       Tax: $9,630 (2025)
    Community: Independnece
    Single Family


    Estimated Monthly Payment: $4,833 (change assumption)
    Mortgage ($3,836) + Fees ($195) + Taxes in 2025 ($803)


    Taxes:$9,630

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $799,999156 Days on yellowkey   MLS ID: O6370049

    REDUCED by $1 (0.0%) on 05/05/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,432 (change assumption)
    Mortgage ($4,383) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,699,99923 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,001 (1.4%) on 06/02/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $11,102 (change assumption)
    Mortgage ($9,315) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $909,46636 Days on yellowkey   MLS ID: O6405091

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

    For Sale O6405091 - 11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,348 (change assumption)
    Mortgage ($4,983) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18047 CIDER MILL LN, WINTER GARDEN, FL 34787

    $829,99012 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


  • 10472 PETRILLO WAY, WINTER GARDEN, FL 34787

    $1,049,000117 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

    $510,0009 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

    $1,200,0009 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


  • 12253 S BRACCO ST, WINTER GARDEN, FL 34787

    $499,0009 Days on yellowkey   MLS ID: S5150840

    For Sale S5150840 - 12253 S BRACCO ST, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2024
    Monthly Fee: $110
       Tax: $6,803 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,411 (change assumption)
    Mortgage ($2,734) + Fees ($110) + Taxes in 2025 ($567)


    Taxes:$6,803

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14925 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $665,000387 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

    $949,00092 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

    $520,00027 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


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $1,032,00053 Days on yellowkey   MLS ID: O6400451

    INCREASED by $116,000 (12.7%) on 06/01/2026

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,928 (change assumption)
    Mortgage ($5,655) + Fees ($80) + 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


  • 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $584,00060 Days on yellowkey   MLS ID: O6398349

    REDUCED by $3,000 (0.5%) on 06/01/2026

    For Sale O6398349 - 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($3,200) + Fees ($80) + 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


  • 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $539,000184 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

    $769,99072 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




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.