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Winter Garden Homes For Sale & Real Estate - 940 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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  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $965,0001 Day on yellowkey   MLS ID: O6422408

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,209 (change assumption)
    Mortgage ($5,288) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15063 GROVESIDE RD, WINTER GARDEN, FL 34787

    $516,4301 Day on yellowkey   MLS ID: O6420626

    0 Days Off yellowkey (back on 7/5/2026)

    For Sale O6420626 - 15063 GROVESIDE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,210 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,178 (change assumption)
    Mortgage ($2,830) + 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


  • 13230 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $456,4963 Days on yellowkey   MLS ID: G5114659

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

    For Sale G5114659 - 13230 SERENE GLADE RD, WINTER GARDEN, FL 34787 10 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,717 (change assumption)
    Mortgage ($2,501) + Fees ($216) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $584,00087 Days on yellowkey   MLS ID: O6398349

    REDUCED by $3,000 (0.5%) on 06/01/2026

    For Sale O6398349 - 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($3,200) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14095 TITLE WAY, WINTER GARDEN, FL 34787

    $420,000127 Days on yellowkey   MLS ID: O6382795

    For Sale O6382795 - 14095 TITLE WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2020
    Monthly Fee: $268
       Tax: $6,056 (2024)
    Community: Storey Grove Ph 2
    Townhouse


    Estimated Monthly Payment: $3,074 (change assumption)
    Mortgage ($2,301) + Fees ($268) + Taxes in 2024 ($505)


    Taxes:$6,056

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000176 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $720,000126 Days on yellowkey   MLS ID: O6377923

    For Sale O6377923 - 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3673
       Built: 2001
    Monthly Fee: $250
       Tax: $9,122 (2024)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $4,955 (change assumption)
    Mortgage ($3,945) + Fees ($250) + Taxes in 2024 ($760)


    Taxes:$9,122

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $620,0008 Days on yellowkey   MLS ID: G5114379

    REDUCED by $10,000 (1.6%) on 07/05/2026

    For Sale G5114379 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215

    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $3,612 (change assumption)
    Mortgage ($3,397) + Fees ($215) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,90083 Days on yellowkey   MLS ID: O6396640

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99041 Days on yellowkey   MLS ID: O6411217

    0 Days Off yellowkey (back on 7/5/2026)

    For Sale O6411217 - 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,534) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 9738 TOWER PINE DR, WINTER GARDEN, FL 34787

    $950,00018 Days on yellowkey   MLS ID: O6417627

    2 Days Off yellowkey (back on 7/5/2026)

    For Sale O6417627 - 9738 TOWER PINE DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 1993   Tax: $7,549 (2025)
    Community: Lake Avalon Rural Settlement
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($629)


    Taxes:$7,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00048 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $799,99063 Days on yellowkey   MLS ID: O6405126

    REDUCED by $19,116 (2.3%) on 07/02/2026

    For Sale O6405126 - 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,748 (change assumption)
    Mortgage ($4,383) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $414,99069 Days on yellowkey   MLS ID: O6403257

    REDUCED by $5,000 (1.2%) on 07/02/2026

    For Sale O6403257 - 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,274) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00070 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $589,990231 Days on yellowkey   MLS ID: O6361583

    REDUCED by $10,000 (1.7%) on 07/03/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,588 (change assumption)
    Mortgage ($3,233) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 411 MILLWOOD PL, WINTER GARDEN, FL 34787

    $459,00027 Days on yellowkey   MLS ID: TB8518055

    For Sale TB8518055 - 411 MILLWOOD PL, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2014
    Monthly Fee: $72
       Tax: $6,471 (2025)
    Community: Covington Chase Ph 2A
    Single Family


    Estimated Monthly Payment: $3,126 (change assumption)
    Mortgage ($2,515) + Fees ($72) + Taxes in 2025 ($539)


    Taxes:$6,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9969 LOST CREEK DR, WINTER GARDEN, FL 34787

    $1,299,00012 Days on yellowkey   MLS ID: O6419414

    For Sale O6419414 - 9969 LOST CREEK DR, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $271
       Tax: $12,281 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,412 (change assumption)
    Mortgage ($7,118) + Fees ($271) + Taxes in 2025 ($1,023)


    Taxes:$12,281

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,11024 Days on yellowkey   MLS ID: G5113741

    For Sale G5113741 - 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($4,039) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,99025 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.