REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Homes For Sale & Real Estate - 965 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

Sort:
  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $569,99085 Days on yellowkey   MLS ID: O6405058

    REDUCED by $27,805 (4.7%) on 07/29/2026

    For Sale O6405058 - 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($3,123) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,349,00081 Days on yellowkey   MLS ID: S5149527

    REDUCED by $46,000 (3.3%) on 07/21/2026

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 89 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $7,888 (change assumption)
    Mortgage ($7,392) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,88091 Days on yellowkey   MLS ID: G5111738

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5111738 - 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3409
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($5,150) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $749,99034 Days on yellowkey   MLS ID: O6418908

    1 Days Off yellowkey (back on 7/29/2026)

    REDUCED by $30,000 (3.8%) on 07/21/2026

    For Sale O6418908 - 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $169
       Tax: $2,512 (2025)
    Community: Encore At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,488 (change assumption)
    Mortgage ($4,109) + Fees ($169) + Taxes in 2025 ($209)


    Taxes:$2,512

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8932 BISMARCK PALM DR, WINTER GARDEN, FL 34787

    $565,0003 Days on yellowkey   MLS ID: O6428241

    For Sale O6428241 - 8932 BISMARCK PALM DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2052
       Built: 2018
    Monthly Fee: $599
       Tax: $6,818 (2025)
    Community: Lakeshore Preserve Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,263 (change assumption)
    Mortgage ($3,096) + Fees ($599) + Taxes in 2025 ($568)


    Taxes:$6,818

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $989,900352 Days on yellowkey   MLS ID: S5132434

    REDUCED by $10,090 (1.0%) on 07/29/2026

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,206 (change assumption)
    Mortgage ($5,424) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $529,990250 Days on yellowkey   MLS ID: O6362478

    REDUCED by $10,000 (1.9%) on 07/29/2026

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,904) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12014 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $549,99020 Days on yellowkey   MLS ID: O6423746

    REDUCED by $5,000 (0.9%) on 07/29/2026

    For Sale O6423746 - 12014 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,429 (change assumption)
    Mortgage ($3,014) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16816 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $534,99020 Days on yellowkey   MLS ID: O6423763

    REDUCED by $15,000 (2.7%) on 07/29/2026

    For Sale O6423763 - 16816 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,347 (change assumption)
    Mortgage ($2,931) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $529,990229 Days on yellowkey   MLS ID: O6367156

    REDUCED by $10,000 (1.9%) on 07/29/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,904) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 484 W PLANT ST, WINTER GARDEN, FL 34787

    $915,0002 Days on yellowkey   MLS ID: O6428419

    For Sale O6428419 - 484 W PLANT ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2019
    Monthly Fee: $475
       Tax: $13,156 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,585 (change assumption)
    Mortgage ($5,014) + Fees ($475) + Taxes in 2025 ($1,096)


    Taxes:$13,156

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16353 LAKELET ALY, WINTER GARDEN, FL 34787

    $444,990418 Days on yellowkey   MLS ID: O6316011

    1 Days Off yellowkey (back on 7/29/2026)

    For Sale O6316011 - 16353 LAKELET ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $205
       Tax: $2,130 (2024)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,821 (change assumption)
    Mortgage ($2,438) + Fees ($205) + Taxes in 2024 ($178)


    Taxes:$2,130

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,200,00027 Days on yellowkey   MLS ID: O6421817

    For Sale O6421817 - 10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3911
       Built: 2020
    Monthly Fee: $260
       Tax: $11,419 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $7,787 (change assumption)
    Mortgage ($6,575) + Fees ($260) + Taxes in 2025 ($952)


    Taxes:$11,419

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11043 JACKSON CV, WINTER GARDEN, FL 34787

    $674,99933 Days on yellowkey   MLS ID: O6420371

    REDUCED by $15,000 (2.2%) on 07/29/2026

    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: $4,729 (change assumption)
    Mortgage ($3,699) + Fees ($300) + Taxes in 2025 ($730)


    Taxes:$8,763

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7036 BOLANZO ALY, WINTER GARDEN, FL 34787

    $470,00097 Days on yellowkey   MLS ID: O6401429

    0 Days Off yellowkey (back on 7/29/2026)

    REDUCED by $5,000 (1.1%) on 07/15/2026

    For Sale O6401429 - 7036 BOLANZO ALY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2024
    Monthly Fee: $181
       Tax: $6,919 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,333 (change assumption)
    Mortgage ($2,575) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16971 TRADEWIND PT, WINTER GARDEN, FL 34787

    $703,000Listed 07/29/2026 8:51AM   MLS ID: O6426531

    For Sale O6426531 - 16971 TRADEWIND PT, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2018
    Monthly Fee: $215
       Tax: $5,837 (2025)
    Community: Waterside/Johns Lk-Ph 2A
    Single Family


    Estimated Monthly Payment: $4,553 (change assumption)
    Mortgage ($3,852) + Fees ($215) + Taxes in 2025 ($486)


    Taxes:$5,837

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787

    $936,0637 Days on yellowkey   MLS ID: O6427362

    For Sale O6427362 - 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2974
       Built: 2026
    Monthly Fee: $426

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,555 (change assumption)
    Mortgage ($5,129) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 14501 GROVE RESORT AVE #1746, WINTER GARDEN, FL 34787

    $210,000211 Days on yellowkey   MLS ID: S5140877

    For Sale S5140877 - 14501 GROVE RESORT AVE #1746, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $781
       Tax: $6,411 (2023)
    Community: Grove Residence & Spa Hotel Condo I
    Condo


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($1,151) + Fees ($781) + Taxes in 2023 ($534)


    Taxes:$6,411

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,349,000103 Days on yellowkey   MLS ID: V4948569

    REDUCED by $50,000 (3.6%) on 07/29/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,255 (change assumption)
    Mortgage ($7,392) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $515,00033 Days on yellowkey   MLS ID: O6411394

    REDUCED by $10,000 (1.9%) on 07/22/2026

    For Sale O6411394 - 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2002
    Monthly Fee: $67
       Tax: $3,813 (2025)
    Community: Lakeview Reserve 46/149
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,822) + Fees ($67) + Taxes in 2025 ($318)


    Taxes:$3,813

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle




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.