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Winter Garden Homes For Sale & Real Estate - 762 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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  • 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $800,00013 Days on yellowkey   MLS ID: O6399030

    For Sale O6399030 - 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3893
       Built: 2013
    Monthly Fee: $252
       Tax: $7,628 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,383) + Fees ($252) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $724,50086 Days on yellowkey   MLS ID: G5107610

    REDUCED by $10,000 (1.4%) on 04/27/2026

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3278
       Built: 2015
    Monthly Fee: $342
       Tax: $11,198 (2025)
    Community: Marina Bay At Waterl
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($3,970) + Fees ($342) + Taxes in 2025 ($933)


    Taxes:$11,198

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,300,00026 Days on yellowkey   MLS ID: O6395612

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $8,294 (change assumption)
    Mortgage ($7,123) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,000121 Days on yellowkey   MLS ID: O6369788

    For Sale O6369788 - 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4720
       Built: 2021
    Monthly Fee: $115
       Tax: $11,152 (2023)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $6,524 (change assumption)
    Mortgage ($5,479) + Fees ($115) + Taxes in 2023 ($929)


    Taxes:$11,152

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $779,000161 Days on yellowkey   MLS ID: O6361580

    3 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $20,000 (2.5%) on 04/15/2026

    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: $5,564 (change assumption)
    Mortgage ($4,268) + 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


  • 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,000192 Days on yellowkey   MLS ID: O6353551

    For Sale O6353551 - 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $284
       Tax: $5,869 (2024)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,458 (change assumption)
    Mortgage ($2,685) + Fees ($284) + Taxes in 2024 ($489)


    Taxes:$5,869

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990215 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $739,00099 Days on yellowkey   MLS ID: O6375190

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $26,000 (3.4%) on 04/13/2026

    For Sale O6375190 - 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2945
       Built: 2021
    Monthly Fee: $118
       Tax: $9,510 (2025)
    Community: Highlands At Summerlake Groves
    Single Family


    Estimated Monthly Payment: $4,960 (change assumption)
    Mortgage ($4,049) + Fees ($118) + Taxes in 2025 ($793)


    Taxes:$9,510

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787

    $599,900281 Days on yellowkey   MLS ID: TB8409266

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8409266 - 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2003
    Monthly Fee: $33
       Tax: $2,940 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,287) + Fees ($33) + Taxes in 2024 ($245)


    Taxes:$2,940

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,085,00033 Days on yellowkey   MLS ID: O6392997

    REDUCED by $65,000 (5.7%) on 04/20/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,0005 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2217 RICKOVER PL, WINTER GARDEN, FL 34787

    $1,059,00050 Days on yellowkey   MLS ID: O6388647

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $16,000 (1.5%) on 04/20/2026

    For Sale O6388647 - 2217 RICKOVER PL, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4324
       Built: 2008
    Monthly Fee: $260
       Tax: $8,547 (2025)
    Community: Bronsons Lndgs F & M
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,775 (change assumption)
    Mortgage ($5,803) + Fees ($260) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00033 Days on yellowkey   MLS ID: O6394209

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $535,00028 Days on yellowkey   MLS ID: O6395079

    REDUCED by $10,000 (1.8%) on 04/17/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,502 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $529,00034 Days on yellowkey   MLS ID: O6394112

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6394112 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Monthly Fee: $165
       Tax: $8,244 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,899) + Fees ($165) + Taxes in 2025 ($687)


    Taxes:$8,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787

    $199,900214 Days on yellowkey   MLS ID: S5134474

    FORECLOSURE S5134474 - 14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2018
    Monthly Fee: $875
       Tax: $8,062 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($1,095) + Fees ($875) + Taxes in 2024 ($672)


    Taxes:$8,062

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10625 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $589,000174 Days on yellowkey   MLS ID: O6357589

    For Sale O6357589 - 10625 ATWATER BAY DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2019
    Monthly Fee: $245
       Tax: $5,426 (2024)
    Community: Waterleigh Ph 2D
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,227) + Fees ($245) + Taxes in 2024 ($452)


    Taxes:$5,426

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 4136 WILLOW BAY DR, WINTER GARDEN, FL 34787

    $655,00019 Days on yellowkey   MLS ID: R4911030

    1 Days Off yellowkey (back on 4/27/2026)

    For Sale R4911030 - 4136 WILLOW BAY DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2001
    Monthly Fee: $315
       Tax: $8,781 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,636 (change assumption)
    Mortgage ($3,589) + Fees ($315) + Taxes in 2025 ($732)


    Taxes:$8,781

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $530,000170 Days on yellowkey   MLS ID: O6358341

    REDUCED by $5,000 (0.9%) on 04/27/2026

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,904) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 344 ERON WAY #12, WINTER GARDEN, FL 34787

    $159,000202 Days on yellowkey   MLS ID: O6349452

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6349452 - 344 ERON WAY #12, WINTER GARDEN, FL 34787 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1987
    Monthly Fee: $425
       Tax: $2,408 (2024)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($871) + Fees ($425) + Taxes in 2024 ($201)


    Taxes:$2,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.