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Winter Garden Single Family Homes For Sale - 590 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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  • 15196 NEWTONIA ST, WINTER GARDEN, FL 34787

    $615,00066 Days on yellowkey   MLS ID: O6387201

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale O6387201 - 15196 NEWTONIA ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2018
    Monthly Fee: $328
       Tax: $8,216 (2024)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,382 (change assumption)
    Mortgage ($3,370) + Fees ($328) + Taxes in 2024 ($685)


    Taxes:$8,216

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $799,90077 Days on yellowkey   MLS ID: O6384593

    3 Days Off yellowkey (back on 3/9/2026)

    For Sale O6384593 - 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2583
       Built: 2018
    Monthly Fee: $210
       Tax: $5,772 (2024)
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $5,074 (change assumption)
    Mortgage ($4,383) + Fees ($210) + Taxes in 2024 ($481)


    Taxes:$5,772

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 615 SIGLER DR, WINTER GARDEN, FL 34787

    $899,84067 Days on yellowkey   MLS ID: O6387120

    For Sale O6387120 - 615 SIGLER DR, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2026
    Monthly Fee: $155
       Tax: $99,279 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $13,359 (change assumption)
    Mortgage ($4,931) + Fees ($155) + Taxes in 2025 ($8,273)


    Taxes:$99,279

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,100,00013 Days on yellowkey   MLS ID: O6402434

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,939 (change assumption)
    Mortgage ($6,027) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $549,90067 Days on yellowkey   MLS ID: TB8482364

    REDUCED by $50,099 (8.3%) on 04/29/2026

    For Sale TB8482364 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $335
       Tax: $7,983 (2025)
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($3,013) + Fees ($335) + Taxes in 2025 ($665)


    Taxes:$7,983

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14354 WABASSO LOOP, WINTER GARDEN, FL 34787

    $939,00043 Days on yellowkey   MLS ID: O6392378

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6392378 - 14354 WABASSO LOOP, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2022
    Monthly Fee: $200
       Tax: $11,249 (2025)
    Community: Tilden Place/Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,282 (change assumption)
    Mortgage ($5,145) + Fees ($200) + Taxes in 2025 ($937)


    Taxes:$11,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $511,50070 Days on yellowkey   MLS ID: O6386513

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6386513 - 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2018
    Monthly Fee: $249
       Tax: $4,788 (2024)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,803) + Fees ($249) + Taxes in 2024 ($399)


    Taxes:$4,788

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $998,00014 Days on yellowkey   MLS ID: S5148416

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,135 (change assumption)
    Mortgage ($5,468) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,00018 Days on yellowkey   MLS ID: O6401039

    For Sale O6401039 - 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1983   Tax: $5,400 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,820 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($450)


    Taxes:$5,400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000215 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


  • 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787

    $879,99044 Days on yellowkey   MLS ID: O6393961

    REDUCED by $15,000 (1.7%) on 04/29/2026

    For Sale O6393961 - 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3338
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,918 (change assumption)
    Mortgage ($4,822) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $569,90011 Days on yellowkey   MLS ID: O6402204

    For Sale O6402204 - 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2228
       Built: 2018
    Monthly Fee: $339
       Tax: $8,067 (2025)
    Community: Hamlin Ph 2 & 5 Overlook 2
    Single Family


    Estimated Monthly Payment: $4,134 (change assumption)
    Mortgage ($3,123) + Fees ($339) + Taxes in 2025 ($672)


    Taxes:$8,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $580,00068 Days on yellowkey   MLS ID: S5144794

    REDUCED by $5,000 (0.9%) on 04/29/2026

    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: $4,001 (change assumption)
    Mortgage ($3,178) + Fees ($281) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $425,00011 Days on yellowkey   MLS ID: O6403033

    For Sale O6403033 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 5 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: $2,491 (change assumption)
    Mortgage ($2,329) + 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


  • 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $950,00011 Days on yellowkey   MLS ID: O6401408

    For Sale O6401408 - 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3635
       Built: 2020
    Monthly Fee: $55
       Tax: $12,622 (2025)
    Community: Highlands/Summerlake Grvs Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,312 (change assumption)
    Mortgage ($5,205) + Fees ($55) + Taxes in 2025 ($1,052)


    Taxes:$12,622

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2281 OAKINGTON ST, WINTER GARDEN, FL 34787

    $475,00016 Days on yellowkey   MLS ID: S5148475

    REDUCED by $20,000 (4.0%) on 04/29/2026

    For Sale S5148475 - 2281 OAKINGTON ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2003
    Monthly Fee: $240
       Tax: $5,033 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,262 (change assumption)
    Mortgage ($2,603) + Fees ($240) + Taxes in 2025 ($419)


    Taxes:$5,033

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15518 SUNQUAT DR, WINTER GARDEN, FL 34787

    $620,00015 Days on yellowkey   MLS ID: O6402110

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6402110 - 15518 SUNQUAT DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $134
       Tax: $770 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($3,397) + Fees ($134) + Taxes in 2025 ($64)


    Taxes:$770

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $500,00039 Days on yellowkey   MLS ID: O6395116

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6395116 - 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $164
       Tax: $4,822 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,305 (change assumption)
    Mortgage ($2,740) + Fees ($164) + Taxes in 2025 ($402)


    Taxes:$4,822

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $795,00015 Days on yellowkey   MLS ID: O6401215

    For Sale O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3738
       Built: 2001
    Monthly Fee: $90
       Tax: $10,261 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $5,301 (change assumption)
    Mortgage ($4,356) + Fees ($90) + Taxes in 2025 ($855)


    Taxes:$10,261

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,025,00096 Days on yellowkey   MLS ID: O6378658

    For Sale O6378658 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $271
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($5,616) + Fees ($271) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    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.