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Winter Garden Homes For Sale & Real Estate - 843 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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  • 16126 PARKWYN ST, WINTER GARDEN, FL 34787

    $609,00064 Days on yellowkey   MLS ID: O6389811

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $16,000 (2.6%) on 05/01/2026

    For Sale O6389811 - 16126 PARKWYN ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2021
    Monthly Fee: $127
       Tax: $7,291 (2025)
    Community: Hawksmoor Ph 2
    Single Family


    Estimated Monthly Payment: $4,071 (change assumption)
    Mortgage ($3,337) + Fees ($127) + Taxes in 2025 ($608)


    Taxes:$7,291

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787

    $369,990181 Days on yellowkey   MLS ID: S5138632

    For Sale S5138632 - 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $913
       Tax: $7,024 (2024)
    Community: Grove Resort And Spa Hotel Condominium 3
    Condo


    Estimated Monthly Payment: $3,526 (change assumption)
    Mortgage ($2,027) + Fees ($913) + Taxes in 2024 ($585)


    Taxes:$7,024

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $620,000189 Days on yellowkey   MLS ID: L4957156

    For Sale L4957156 - 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $6,145 (2024)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,024 (change assumption)
    Mortgage ($3,397) + Fees ($115) + Taxes in 2024 ($512)


    Taxes:$6,145

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1157 VINSETTA CIR, WINTER GARDEN, FL 34787

    $800,000Listed 05/15/2026 8:59AM   MLS ID: O6403597

    For Sale O6403597 - 1157 VINSETTA CIR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3598
       Built: 2014
    Monthly Fee: $112
       Tax: $6,599 (2025)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $5,045 (change assumption)
    Mortgage ($4,383) + Fees ($112) + Taxes in 2025 ($550)


    Taxes:$6,599

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $549,90023 Days on yellowkey   MLS ID: TB8500322

    REDUCED by $10,000 (1.8%) on 05/15/2026

    For Sale TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2023
    Monthly Fee: $100
       Tax: $7,928 (2025)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,774 (change assumption)
    Mortgage ($3,013) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6421 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $539,90069 Days on yellowkey   MLS ID: O6386906

    1 Days Off yellowkey (back on 3/24/2026)

    For Sale O6386906 - 6421 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2006
    Monthly Fee: $195
       Tax: $6,426 (2024)
    Community: Signature Lks-Pcl 01B
    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($2,958) + Fees ($195) + Taxes in 2024 ($535)


    Taxes:$6,426

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $235,00050 Days on yellowkey   MLS ID: O6393946

    REDUCED by $15,000 (6.0%) on 04/14/2026

    For Sale O6393946 - 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 29 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $2,176 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,288) + Fees ($309) + Taxes in 2025 ($181)


    Taxes:$2,176

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $469,90051 Days on yellowkey   MLS ID: O6393056

    REDUCED by $100 (0.0%) on 04/27/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17738 SEDONA ST, WINTER GARDEN, FL 34787

    $902,6641 Day on yellowkey   MLS ID: O6407986

    For Sale O6407986 - 17738 SEDONA ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2573
       Built: 2026
    Monthly Fee: $142

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,088 (change assumption)
    Mortgage ($4,946) + Fees ($142) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 12308 BRACCO ST, WINTER GARDEN, FL 34787

    $525,0004 Days on yellowkey   MLS ID: O6406923

    For Sale O6406923 - 12308 BRACCO ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2024
    Monthly Fee: $105
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($2,877) + Fees ($105) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $939,99053 Days on yellowkey   MLS ID: O6392839

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $10,000 (1.1%) on 05/15/2026

    For Sale O6392839 - 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,566 (change assumption)
    Mortgage ($5,151) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787

    $795,000Listed 05/14/2026 11:01PM   MLS ID: O6408155

    For Sale O6408155 - 8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3174
       Built: 2017
    Monthly Fee: $599
       Tax: $8,079 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $5,628 (change assumption)
    Mortgage ($4,356) + Fees ($599) + Taxes in 2025 ($673)


    Taxes:$8,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $574,990Listed 05/14/2026 6:16PM   MLS ID: O6407942

    For Sale O6407942 - 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 72 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2040
       Built: 2018
    Monthly Fee: $342
       Tax: $8,434 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,195 (change assumption)
    Mortgage ($3,151) + Fees ($342) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,675,000Listed 05/14/2026 4:43PM   MLS ID: O6408014

    For Sale O6408014 - 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4473
       Built: 2003
    Monthly Fee: $67
       Tax: $8,609 (2025)
    Community: Lakeview Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,962 (change assumption)
    Mortgage ($9,178) + Fees ($67) + Taxes in 2025 ($717)


    Taxes:$8,609

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787

    $580,000Listed 05/14/2026 4:41PM   MLS ID: O6408082

    For Sale O6408082 - 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787 12 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2258
       Built: 2004
    Monthly Fee: $253
       Tax: $8,397 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,131 (change assumption)
    Mortgage ($3,178) + Fees ($253) + Taxes in 2025 ($700)


    Taxes:$8,397

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16185 TALIESIN ST, WINTER GARDEN, FL 34787

    $660,000Listed 05/14/2026 4:33PM   MLS ID: O6407177

    For Sale O6407177 - 16185 TALIESIN ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2020
    Monthly Fee: $127
       Tax: $6,048 (2025)
    Community: Hawksmoor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,247 (change assumption)
    Mortgage ($3,616) + Fees ($127) + Taxes in 2025 ($504)


    Taxes:$6,048

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787

    $998,0001 Day on yellowkey   MLS ID: O6407909

    For Sale O6407909 - 16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3676
       Built: 2026
    Monthly Fee: $152
       Tax: $1,981 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,785 (change assumption)
    Mortgage ($5,468) + Fees ($152) + Taxes in 2025 ($165)


    Taxes:$1,981

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,399,0001 Day on yellowkey   MLS ID: O6405046

    For Sale O6405046 - 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 2018
    Monthly Fee: $363
       Tax: $10,439 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $8,898 (change assumption)
    Mortgage ($7,666) + Fees ($363) + Taxes in 2025 ($870)


    Taxes:$10,439

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $468,9001 Day on yellowkey   MLS ID: O6407798

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,569) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13958 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $600,0001 Day on yellowkey   MLS ID: O6406860

    For Sale O6406860 - 13958 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2017
    Monthly Fee: $174
       Tax: $5,327 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,288) + Fees ($174) + Taxes in 2025 ($444)


    Taxes:$5,327

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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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.