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Winter Garden Homes For Sale & Real Estate - 975 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,295139 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2022
    Monthly Fee: $534
       Tax: $12,617 (2025)
    Community: Del Webb Oasis
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,033 (change assumption)
    Mortgage ($5,448) + Fees ($534) + Taxes in 2025 ($1,051)


    Taxes:$12,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15075 GROVESIDE RD, WINTER GARDEN, FL 34787

    $491,08016 Days on yellowkey   MLS ID: O6422529

    For Sale O6422529 - 15075 GROVESIDE RD, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2026
    Monthly Fee: $247
       Tax: $1,210 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,039 (change assumption)
    Mortgage ($2,691) + Fees ($247) + Taxes in 2025 ($101)


    Taxes:$1,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11025 SUSPENSE DR, WINTER GARDEN, FL 34787

    $419,90051 Days on yellowkey   MLS ID: G5113196

    REDUCED by $15,100 (3.5%) on 06/14/2026

    For Sale G5113196 - 11025 SUSPENSE DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2017
    Monthly Fee: $263
       Tax: $5,322 (2025)
    Community: Storey Grove Ph 1B-1
    Townhouse


    Estimated Monthly Payment: $3,007 (change assumption)
    Mortgage ($2,301) + Fees ($263) + Taxes in 2025 ($444)


    Taxes:$5,322

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $395,000124 Days on yellowkey   MLS ID: O6392207

    REDUCED by $3,000 (0.8%) on 07/13/2026

    For Sale O6392207 - 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $353
       Tax: $6,791 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Townhouse


    Estimated Monthly Payment: $3,083 (change assumption)
    Mortgage ($2,164) + Fees ($353) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787

    $634,99054 Days on yellowkey   MLS ID: O6410350

    REDUCED by $15,000 (2.3%) on 07/13/2026

    For Sale O6410350 - 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2021
    Monthly Fee: $221
       Tax: $8,394 (2025)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,400 (change assumption)
    Mortgage ($3,479) + Fees ($221) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16707 SANCTUARY DR, WINTER GARDEN, FL 34787

    $712,00027 Days on yellowkey   MLS ID: O6419784

    REDUCED by $5,000 (0.7%) on 07/13/2026

    For Sale O6419784 - 16707 SANCTUARY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2020
    Monthly Fee: $165

    Community: Sanctuary/Twin Waters
    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,901) + Fees ($165) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 721 FOSTER AVE, WINTER GARDEN, FL 34787

    $699,000138 Days on yellowkey   MLS ID: O6388329

    REDUCED by $10,000 (1.4%) on 06/17/2026

    For Sale O6388329 - 721 FOSTER AVE, WINTER GARDEN, FL 34787 15 photos

    Bed: 7   Bath: 0.0
    Liv Area Sq Ft: 2293
       Built: 1960   Tax: $6,763 (2024)
    Community: Burchshire
    Apartment


    Estimated Monthly Payment: $4,394 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($564)


    Taxes:$6,763

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000384 Days on yellowkey   MLS ID: O6320739

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $520,00030 Days on yellowkey   MLS ID: O6416462

    For Sale O6416462 - 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2017
    Monthly Fee: $195
       Tax: $6,636 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($2,849) + Fees ($195) + Taxes in 2025 ($553)


    Taxes:$6,636

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $830,000307 Days on yellowkey   MLS ID: O6345400

    0 Days Off yellowkey (back on 7/3/2026)

    REDUCED by $10,000 (1.2%) on 06/16/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,420 (change assumption)
    Mortgage ($4,548) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $630,00054 Days on yellowkey   MLS ID: O6411387

    1 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $9,000 (1.4%) on 06/28/2026

    For Sale O6411387 - 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2018
    Monthly Fee: $252
       Tax: $5,852 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,452) + Fees ($252) + Taxes in 2025 ($488)


    Taxes:$5,852

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $499,99047 Days on yellowkey   MLS ID: O6413423

    2 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $80,000 (13.8%) on 07/07/2026

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,596 (change assumption)
    Mortgage ($2,740) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $899,00048 Days on yellowkey   MLS ID: O6412120

    REDUCED by $25,999 (2.8%) on 07/01/2026

    For Sale O6412120 - 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3657
       Built: 2024
    Monthly Fee: $99
       Tax: $12,004 (2025)
    Community: Osprey Ranch-Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,025 (change assumption)
    Mortgage ($4,926) + Fees ($99) + Taxes in 2025 ($1,000)


    Taxes:$12,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,000131 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11043 JACKSON CV, WINTER GARDEN, FL 34787

    $689,99926 Days on yellowkey   MLS ID: O6420371

    REDUCED by $10,000 (1.4%) on 07/13/2026

    For Sale O6420371 - 11043 JACKSON CV, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2095
       Built: 2023
    Monthly Fee: $300
       Tax: $8,763 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,811 (change assumption)
    Mortgage ($3,781) + Fees ($300) + Taxes in 2025 ($730)


    Taxes:$8,763

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 WINDTREE LN #202, WINTER GARDEN, FL 34787

    $209,90043 Days on yellowkey   MLS ID: O6414527

    REDUCED by $10,000 (4.5%) on 07/10/2026

    For Sale O6414527 - 110 WINDTREE LN #202, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984   Tax: $203 (2025)
    Community: Windtree Gardens Condo Ph 4
    Condo


    Estimated Monthly Payment: $1,167 (change assumption)
    Mortgage ($1,150) + Taxes in 2025 ($17)


    Taxes:$203

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16448 PARABLE WAY, WINTER GARDEN, FL 34787

    $698,00010 Days on yellowkey   MLS ID: O6424455

    For Sale O6424455 - 16448 PARABLE WAY, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2718
       Built: 2023
    Monthly Fee: $221
       Tax: $10,096 (2025)
    Community: Storey Grove Ph 5
    Single Family


    Estimated Monthly Payment: $4,887 (change assumption)
    Mortgage ($3,825) + Fees ($221) + Taxes in 2025 ($841)


    Taxes:$10,096

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $525,00023 Days on yellowkey   MLS ID: O6420711

    For Sale O6420711 - 14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2017
    Monthly Fee: $164
       Tax: $7,337 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,652 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($611)


    Taxes:$7,337

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787

    $414,900153 Days on yellowkey   MLS ID: O6383994

    REDUCED by $5,000 (1.2%) on 06/11/2026

    For Sale O6383994 - 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2024
    Monthly Fee: $266
       Tax: $6,064 (2025)
    Community: Northlake At Ovation
    Townhouse


    Estimated Monthly Payment: $3,045 (change assumption)
    Mortgage ($2,273) + Fees ($266) + Taxes in 2025 ($505)


    Taxes:$6,064

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2281 OAKINGTON ST, WINTER GARDEN, FL 34787

    $465,00090 Days on yellowkey   MLS ID: S5148475

    REDUCED by $10,000 (2.1%) on 07/12/2026

    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: $3,207 (change assumption)
    Mortgage ($2,548) + Fees ($240) + Taxes in 2025 ($419)


    Taxes:$5,033

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.