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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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  • 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $645,00013 Days on yellowkey   MLS ID: O6424010

    For Sale O6424010 - 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2005   Tax: $8,232 (2025)
    Community: Grovehurst A-D
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,220 (change assumption)
    Mortgage ($3,534) + Taxes in 2025 ($686)


    Taxes:$8,232

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00043 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $465,00070 Days on yellowkey   MLS ID: O6407484

    REDUCED by $10,000 (2.1%) on 07/16/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,545 (change assumption)
    Mortgage ($2,548) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00047 Days on yellowkey   MLS ID: O6414274

    For Sale O6414274 - 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3037
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,708 (change assumption)
    Mortgage ($4,625) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00063 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 59 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


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00085 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 63 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


  • 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $845,00088 Days on yellowkey   MLS ID: O6402286

    REDUCED by $2,000 (0.2%) on 05/09/2026

    For Sale O6402286 - 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 93 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,713 (change assumption)
    Mortgage ($4,630) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787

    $297,90036 Days on yellowkey   MLS ID: O6414551

    1 Days Off yellowkey (back on 7/21/2026)

    For Sale O6414551 - 142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005
    Monthly Fee: $563
       Tax: $3,928 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $2,523 (change assumption)
    Mortgage ($1,632) + Fees ($563) + Taxes in 2025 ($327)


    Taxes:$3,928

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $514,99047 Days on yellowkey   MLS ID: O6414240

    REDUCED by $20,000 (3.7%) on 07/21/2026

    For Sale O6414240 - 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($2,822) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $524,99029 Days on yellowkey   MLS ID: O6419366

    REDUCED by $15,000 (2.8%) on 07/21/2026

    For Sale O6419366 - 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,182 (change assumption)
    Mortgage ($2,877) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787

    $340,00090 Days on yellowkey   MLS ID: O6401625

    REDUCED by $4,900 (1.4%) on 07/20/2026

    For Sale O6401625 - 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $285
       Tax: $4,779 (2025)
    Community: Tucker Oaks
    Condo


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($1,863) + Fees ($285) + Taxes in 2025 ($398)


    Taxes:$4,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16802 OAKBORO ST, WINTER GARDEN, FL 34787

    $500,000Listed 07/21/2026 3:26PM   MLS ID: O6425489

    For Sale O6425489 - 16802 OAKBORO ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $21
       Tax: $7,269 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($2,740) + Fees ($21) + Taxes in 2025 ($606)


    Taxes:$7,269

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


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

    $749,99027 Days on yellowkey   MLS ID: O6418908

    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


  • 9561 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787

    $729,0005 Days on yellowkey   MLS ID: O6426027

    For Sale O6426027 - 9561 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3267
       Built: 2018
    Monthly Fee: $255
       Tax: $6,570 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $4,797 (change assumption)
    Mortgage ($3,994) + Fees ($255) + Taxes in 2025 ($548)


    Taxes:$6,570

    Elementary School: Atwater Bay Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1005 CHASE DR, WINTER GARDEN, FL 34787

    $599,99955 Days on yellowkey   MLS ID: O6411451

    REDUCED by $1 (0.0%) on 07/09/2026

    For Sale O6411451 - 1005 CHASE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2319
       Built: 2005
    Monthly Fee: $68
       Tax: $7,087 (2025)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($3,288) + Fees ($68) + Taxes in 2025 ($591)


    Taxes:$7,087

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787

    $287,00026 Days on yellowkey   MLS ID: O6420493

    REDUCED by $8,000 (2.7%) on 07/21/2026

    For Sale O6420493 - 1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005   Tax: $3,625 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,875 (change assumption)
    Mortgage ($1,573) + Taxes in 2024 ($302)


    Taxes:$3,625

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $620,00023 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


  • 304 ERON WAY #2, WINTER GARDEN, FL 34787

    $175,90030 Days on yellowkey   MLS ID: O6419000

    REDUCED by $2,000 (1.1%) on 07/21/2026

    For Sale O6419000 - 304 ERON WAY #2, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1984
    Monthly Fee: $450
       Tax: $2,151 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,593 (change assumption)
    Mortgage ($964) + Fees ($450) + Taxes in 2025 ($179)


    Taxes:$2,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14252 CREEKBED CIR, WINTER GARDEN, FL 34787

    $779,90042 Days on yellowkey   MLS ID: O6408908

    REDUCED by $10,000 (1.3%) on 07/21/2026

    For Sale O6408908 - 14252 CREEKBED CIR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3572
       Built: 2014
    Monthly Fee: $180

    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,453 (change assumption)
    Mortgage ($4,273) + Fees ($180) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,000114 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.