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Winter Garden Single Family Homes For Sale - 732 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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  • 15161 CANOE PL, WINTER GARDEN, FL 34787

    $1,100,000101 Days on yellowkey   MLS ID: O6398949

    REDUCED by $80,000 (6.8%) on 07/21/2026

    For Sale O6398949 - 15161 CANOE PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3816
       Built: 2019
    Monthly Fee: $385
       Tax: $13,235 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $7,515 (change assumption)
    Mortgage ($6,027) + Fees ($385) + Taxes in 2025 ($1,103)


    Taxes:$13,235

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00057 Days on yellowkey   MLS ID: O6410286

    1 Days Off yellowkey (back on 7/21/2026)

    For Sale O6410286 - 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2016
    Monthly Fee: $252
       Tax: $6,665 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($2,904) + Fees ($252) + Taxes in 2025 ($555)


    Taxes:$6,665

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $653,118129 Days on yellowkey   MLS ID: O6391463

    INCREASED by $10,118 (1.6%) on 07/21/2026

    For Sale O6391463 - 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,808 (change assumption)
    Mortgage ($3,579) + 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


  • 16185 TALIESIN ST, WINTER GARDEN, FL 34787

    $649,99071 Days on yellowkey   MLS ID: O6407177

    REDUCED by $10,010 (1.5%) on 06/25/2026

    For Sale O6407177 - 16185 TALIESIN ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2020
    Monthly Fee: $127
       Tax: $6,048 (2025)
    Community: Hawksmoor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,562) + Fees ($127) + Taxes in 2025 ($504)


    Taxes:$6,048

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 420 E CYPRESS ST, WINTER GARDEN, FL 34787

    $410,00053 Days on yellowkey   MLS ID: O6412414

    REDUCED by $10,000 (2.4%) on 07/17/2026

    For Sale O6412414 - 420 E CYPRESS ST, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1616
       Built: 1950   Tax: $5,517 (2025)
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $2,706 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($460)


    Taxes:$5,517

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $550,000108 Days on yellowkey   MLS ID: O6396757

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

    REDUCED by $20,000 (3.5%) on 04/21/2026

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,014) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15997 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $720,0008 Days on yellowkey   MLS ID: O6425653

    REDUCED by $30,000 (4.0%) on 07/21/2026

    For Sale O6425653 - 15997 HONEY HARVEST ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,085 (change assumption)
    Mortgage ($3,945) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $635,69970 Days on yellowkey   MLS ID: O6408277

    REDUCED by $54,301 (7.9%) on 07/21/2026

    For Sale O6408277 - 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2841
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,712 (change assumption)
    Mortgage ($3,483) + 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


  • 7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $2,250,000126 Days on yellowkey   MLS ID: O6391690

    REDUCED by $100,000 (4.3%) on 06/25/2026

    For Sale O6391690 - 7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4072
       Built: 2021   Tax: $16,827 (2025)
    Community: Summerlake Pd Ph 2A & 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,731 (change assumption)
    Mortgage ($12,328) + Taxes in 2025 ($1,402)


    Taxes:$16,827

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $499,90072 Days on yellowkey   MLS ID: O6407306

    REDUCED by $15,100 (2.9%) on 07/21/2026

    For Sale O6407306 - 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2022
    Monthly Fee: $215
       Tax: $7,429 (2025)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($2,739) + Fees ($215) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14230 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $499,00021 Days on yellowkey   MLS ID: O6421836

    REDUCED by $13,000 (2.5%) on 07/21/2026

    For Sale O6421836 - 14230 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2017
    Monthly Fee: $253
       Tax: $4,690 (2026)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,734) + Fees ($253) + Taxes in 2026 ($391)


    Taxes:$4,690

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Hamlin Middle


  • 17637 LAKE STAR RD, WINTER GARDEN, FL 34787

    $699,99010 Days on yellowkey   MLS ID: TB8528999

    REDUCED by $30,848 (4.2%) on 07/21/2026

    For Sale TB8528999 - 17637 LAKE STAR RD, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2026
    Monthly Fee: $84
       Tax: $11,242 (2025)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,856 (change assumption)
    Mortgage ($3,835) + Fees ($84) + Taxes in 2025 ($937)


    Taxes:$11,242

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16161 MANGROVE RD, WINTER GARDEN, FL 34787

    $499,90017 Days on yellowkey   MLS ID: O6420311

    REDUCED by $15,100 (2.9%) on 07/21/2026

    For Sale O6420311 - 16161 MANGROVE RD, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2021
    Monthly Fee: $257
       Tax: $6,775 (2025)
    Community: Waterleigh Ph 3B 3C &3D
    Single Family


    Estimated Monthly Payment: $3,561 (change assumption)
    Mortgage ($2,739) + Fees ($257) + Taxes in 2025 ($565)


    Taxes:$6,775

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 353 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787

    $730,0004 Days on yellowkey   MLS ID: O6426485

    For Sale O6426485 - 353 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2762
       Built: 2003
    Monthly Fee: $117
       Tax: $8,064 (2025)
    Community: Amberleigh 47/7
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,789 (change assumption)
    Mortgage ($4,000) + Fees ($117) + Taxes in 2025 ($672)


    Taxes:$8,064

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13043 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $589,0006 Days on yellowkey   MLS ID: G5115242

    For Sale G5115242 - 13043 SERENE GLADE RD, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2024
    Monthly Fee: $160
       Tax: $2,147 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,566 (change assumption)
    Mortgage ($3,227) + Fees ($160) + Taxes in 2025 ($179)


    Taxes:$2,147

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 15372 SUGAR CITRUS DR, WINTER GARDEN, FL 34787

    $750,0004 Days on yellowkey   MLS ID: O6425356

    For Sale O6425356 - 15372 SUGAR CITRUS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2019
    Monthly Fee: $142
       Tax: $9,789 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $5,067 (change assumption)
    Mortgage ($4,109) + Fees ($142) + Taxes in 2025 ($816)


    Taxes:$9,789

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $551,27544 Days on yellowkey   MLS ID: G5113580

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale G5113580 - 7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($3,021) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $890,000146 Days on yellowkey   MLS ID: O6386394

    REDUCED by $9,000 (1.0%) on 07/16/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,024 (change assumption)
    Mortgage ($4,877) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $805,00046 Days on yellowkey   MLS ID: O6414749

    REDUCED by $14,000 (1.7%) on 07/20/2026

    For Sale O6414749 - 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2017
    Monthly Fee: $187
       Tax: $10,816 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,499 (change assumption)
    Mortgage ($4,411) + Fees ($187) + Taxes in 2025 ($901)


    Taxes:$10,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $660,000214 Days on yellowkey   MLS ID: S5140531

    2 Days Off yellowkey (back on 7/20/2026)

    REDUCED by $65,000 (9.0%) on 07/14/2026

    SHORT SALE S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,616) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.