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Winter Garden Single Family Homes For Sale - 697 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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  • 9166 CUT SHOT DR, WINTER GARDEN, FL 34787

    $568,0008 Days on yellowkey   MLS ID: O6417611

    For Sale O6417611 - 9166 CUT SHOT DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2019
    Monthly Fee: $147
       Tax: $6,070 (2025)
    Community: Panther View
    Single Family


    Estimated Monthly Payment: $3,765 (change assumption)
    Mortgage ($3,112) + Fees ($147) + Taxes in 2025 ($506)


    Taxes:$6,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 W STORY RD, WINTER GARDEN, FL 34787

    $450,00014 Days on yellowkey   MLS ID: O6417750

    For Sale O6417750 - 217 W STORY RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1952   Tax: $6,017 (2025)
    Community: Pleasant Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13175 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $795,0008 Days on yellowkey   MLS ID: O6420975

    For Sale O6420975 - 13175 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2054
       Built: 2024
    Monthly Fee: $642
       Tax: $6,784 (2025)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $5,563 (change assumption)
    Mortgage ($4,356) + Fees ($642) + Taxes in 2025 ($565)


    Taxes:$6,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $485,000120 Days on yellowkey   MLS ID: O6388993

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $5,000 (1.0%) on 06/03/2026

    For Sale O6388993 - 13837 LANYARD WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2023
    Monthly Fee: $225
       Tax: $7,647 (2024)
    Community: Encore/Ovation Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($2,657) + Fees ($225) + Taxes in 2024 ($637)


    Taxes:$7,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1830 BURDOCK DR, WINTER GARDEN, FL 34787

    $725,00011 Days on yellowkey   MLS ID: O6419559

    For Sale O6419559 - 1830 BURDOCK DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3435
       Built: 2008
    Monthly Fee: $90
       Tax: $6,900 (2025)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $4,637 (change assumption)
    Mortgage ($3,973) + Fees ($90) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15587 HAMLIN BLOSSOM AVE, WINTER GARDEN, FL 34787

    $619,90012 Days on yellowkey   MLS ID: O6418163

    For Sale O6418163 - 15587 HAMLIN BLOSSOM AVE, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2015
    Monthly Fee: $235
       Tax: $7,423 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,250 (change assumption)
    Mortgage ($3,397) + Fees ($235) + Taxes in 2025 ($619)


    Taxes:$7,423

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $999,00072 Days on yellowkey   MLS ID: O6402434

    REDUCED by $26,000 (2.5%) on 06/18/2026

    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: $6,386 (change assumption)
    Mortgage ($5,474) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 SURPRISE DR, WINTER GARDEN, FL 34787

    $1,200,000215 Days on yellowkey   MLS ID: O6365188

    For Sale O6365188 - 205 SURPRISE DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2171
       Built: 1950   Tax: $3,406 (2024)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $6,859 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($284)


    Taxes:$3,406

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $498,99538 Days on yellowkey   MLS ID: O6412284

    REDUCED by $1,005 (0.2%) on 06/30/2026

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,734) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,265,00048 Days on yellowkey   MLS ID: O6406556

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

    For Sale O6406556 - 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2018
    Monthly Fee: $215
       Tax: $9,540 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,941 (change assumption)
    Mortgage ($6,931) + Fees ($215) + Taxes in 2025 ($795)


    Taxes:$9,540

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15587 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $640,00021 Days on yellowkey   MLS ID: O6415333

    REDUCED by $20,000 (3.0%) on 06/30/2026

    For Sale O6415333 - 15587 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 2018
    Monthly Fee: $82
       Tax: $8,988 (2025)
    Community: Summerlake Groves
    Single Family


    Estimated Monthly Payment: $4,338 (change assumption)
    Mortgage ($3,507) + Fees ($82) + Taxes in 2025 ($749)


    Taxes:$8,988

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12308 BRACCO ST, WINTER GARDEN, FL 34787

    $514,90057 Days on yellowkey   MLS ID: O6406923

    REDUCED by $10,100 (1.9%) on 06/10/2026

    For Sale O6406923 - 12308 BRACCO ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2024
    Monthly Fee: $105
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,606 (change assumption)
    Mortgage ($2,821) + Fees ($105) + 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


  • 16004 OLLIVETT ST, WINTER GARDEN, FL 34787

    $834,99910 Days on yellowkey   MLS ID: S5152585

    INCREASED by $5,000 (0.6%) on 06/29/2026

    For Sale S5152585 - 16004 OLLIVETT ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4704
       Built: 2014
    Monthly Fee: $110
       Tax: $9,493 (2024)
    Community: Verde Park Ph 1
    Single Family


    Estimated Monthly Payment: $5,476 (change assumption)
    Mortgage ($4,575) + Fees ($110) + Taxes in 2024 ($791)


    Taxes:$9,493

    Elementary School: Grassy Lake Elementary

    High School: Lake Minneola High

    Tax Year: 2024

    Middle School: East Ridge Middle


  • 13361 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $869,9008 Days on yellowkey   MLS ID: O6419110

    For Sale O6419110 - 13361 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3172
       Built: 2023
    Monthly Fee: $642
       Tax: $8,700 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $6,133 (change assumption)
    Mortgage ($4,766) + Fees ($642) + Taxes in 2025 ($725)


    Taxes:$8,700

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $799,000230 Days on yellowkey   MLS ID: O6361580

    0 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (1.8%) on 05/24/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,674 (change assumption)
    Mortgage ($4,378) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9976 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,274,0008 Days on yellowkey   MLS ID: O6420960

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6420960 - 9976 BEACH PORT DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $260
       Tax: $11,868 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($6,981) + Fees ($260) + Taxes in 2025 ($989)


    Taxes:$11,868

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 721 S WOODLAND ST, WINTER GARDEN, FL 34787

    $450,00011 Days on yellowkey   MLS ID: O6419636

    For Sale O6419636 - 721 S WOODLAND ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1034
       Built: 1955   Tax: $508 (2025)
    Community: Borders & Woosley Sub
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($42)


    Taxes:$508

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00042 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + 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


  • 502 PALM DR, WINTER GARDEN, FL 34787

    $730,0008 Days on yellowkey   MLS ID: O6415316

    For Sale O6415316 - 502 PALM DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3009
       Built: 1999   Tax: $11,739 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($4,000) + Taxes in 2025 ($978)


    Taxes:$11,739

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $784,90074 Days on yellowkey   MLS ID: O6401215

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (0.6%) on 05/31/2026

    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: $5,246 (change assumption)
    Mortgage ($4,301) + 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




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.