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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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  • 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $690,00032 Days on yellowkey   MLS ID: O6408277

    For Sale O6408277 - 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787 48 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: $4,010 (change assumption)
    Mortgage ($3,781) + 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


  • 1692 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $760,00029 Days on yellowkey   MLS ID: O6408620

    For Sale O6408620 - 1692 HIGHBANKS CIR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2848
       Built: 2017
    Monthly Fee: $142
       Tax: $5,936 (2025)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,801 (change assumption)
    Mortgage ($4,164) + Fees ($142) + Taxes in 2025 ($495)


    Taxes:$5,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $799,99029 Days on yellowkey   MLS ID: O6407735

    For Sale O6407735 - 17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1983
       Built: 2025
    Monthly Fee: $172
       Tax: $10,166 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,403 (change assumption)
    Mortgage ($4,383) + Fees ($172) + Taxes in 2025 ($847)


    Taxes:$10,166

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $469,90083 Days on yellowkey   MLS ID: O6393056

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $100 (0.0%) on 04/27/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $576,89034 Days on yellowkey   MLS ID: O6407803

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale O6407803 - 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,161) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787

    $628,00030 Days on yellowkey   MLS ID: O6408574

    For Sale O6408574 - 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2573
       Built: 2017
    Monthly Fee: $195
       Tax: $9,620 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5
    Single Family


    Estimated Monthly Payment: $4,438 (change assumption)
    Mortgage ($3,441) + Fees ($195) + Taxes in 2025 ($802)


    Taxes:$9,620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $520,00030 Days on yellowkey   MLS ID: O6407413

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2021
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,771 (change assumption)
    Mortgage ($2,849) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: Water Spring Elementary

    High School: Lake Nona High

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $400,00074 Days on yellowkey   MLS ID: O6396151

    INCREASED by $20,000 (5.3%) on 05/15/2026

    For Sale O6396151 - 632 DHARMA CIR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1315
       Built: 2000
    Monthly Fee: $78
       Tax: $5,780 (2025)
    Community: Daniels Crossing Ph 03
    Single Family


    Estimated Monthly Payment: $2,751 (change assumption)
    Mortgage ($2,192) + Fees ($78) + Taxes in 2025 ($482)


    Taxes:$5,780

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $859,900144 Days on yellowkey   MLS ID: O6375411

    REDUCED by $10,000 (1.1%) on 04/08/2026

    For Sale O6375411 - 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2017
    Monthly Fee: $360
       Tax: $6,887 (2025)
    Community: Lakeshore Preserve
    Single Family


    Estimated Monthly Payment: $5,646 (change assumption)
    Mortgage ($4,712) + Fees ($360) + Taxes in 2025 ($574)


    Taxes:$6,887

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $849,90078 Days on yellowkey   MLS ID: G5110319

    REDUCED by $43,000 (4.8%) on 04/16/2026

    For Sale G5110319 - 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3954
       Built: 2005
    Monthly Fee: $243
       Tax: $5,889 (2025)
    Community: Stoneybrook West Un 06
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,391 (change assumption)
    Mortgage ($4,657) + Fees ($243) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $745,00053 Days on yellowkey   MLS ID: O6401856

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6401856 - 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2468
       Built: 2023
    Monthly Fee: $165
       Tax: $9,407 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($4,082) + Fees ($165) + Taxes in 2025 ($784)


    Taxes:$9,407

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2230 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,00096 Days on yellowkey   MLS ID: O6389947

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6389947 - 2230 ROMANUM DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 2014
    Monthly Fee: $207
       Tax: $8,425 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $4,005 (change assumption)
    Mortgage ($3,096) + Fees ($207) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9549 BOLERO RD, WINTER GARDEN, FL 34787

    $997,000287 Days on yellowkey   MLS ID: O6340193

    2 Days Off yellowkey (back on 5/17/2026)

    For Sale O6340193 - 9549 BOLERO RD, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $271
       Tax: $13,484 (2024)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $6,858 (change assumption)
    Mortgage ($5,463) + Fees ($271) + Taxes in 2024 ($1,124)


    Taxes:$13,484

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787

    $489,00031 Days on yellowkey   MLS ID: S5150019

    For Sale S5150019 - 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2020
    Monthly Fee: $257
       Tax: $7,221 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,538 (change assumption)
    Mortgage ($2,679) + Fees ($257) + Taxes in 2025 ($602)


    Taxes:$7,221

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10103 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $970,00031 Days on yellowkey   MLS ID: O6407394

    For Sale O6407394 - 10103 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 14 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $159
       Tax: $13,406 (2025)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $6,591 (change assumption)
    Mortgage ($5,315) + Fees ($159) + Taxes in 2025 ($1,117)


    Taxes:$13,406

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787

    $618,000106 Days on yellowkey   MLS ID: O6386791

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6386791 - 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2015
    Monthly Fee: $324
       Tax: $8,569 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($3,386) + Fees ($324) + Taxes in 2025 ($714)


    Taxes:$8,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $574,99033 Days on yellowkey   MLS ID: O6407942

    For Sale O6407942 - 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2040
       Built: 2018
    Monthly Fee: $342
       Tax: $8,434 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,195 (change assumption)
    Mortgage ($3,151) + Fees ($342) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $549,900168 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,944 (change assumption)
    Mortgage ($3,013) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $1,199,99967 Days on yellowkey   MLS ID: O6397109

    For Sale O6397109 - 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 2246
       Built: 1977   Tax: $9,794 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $7,391 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($816)


    Taxes:$9,794

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1075 CHASE DR, WINTER GARDEN, FL 34787

    $625,000106 Days on yellowkey   MLS ID: O6386607

    For Sale O6386607 - 1075 CHASE DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 2015
    Monthly Fee: $41
       Tax: $2,734 (2024)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,425) + Fees ($41) + Taxes in 2024 ($228)


    Taxes:$2,734

    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.