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Winter Garden Homes For Sale & Real Estate - 799 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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  • 1164 PRADO LN, WINTER GARDEN, FL 34787

    $2,210,0003 Days on yellowkey   MLS ID: O6403024

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale O6403024 - 1164 PRADO LN, WINTER GARDEN, FL 34787 6 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4204
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove/Oakland
    Single Family


    Estimated Monthly Payment: $12,293 (change assumption)
    Mortgage ($12,109) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $640,0503 Days on yellowkey   MLS ID: G5111997

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111997 - 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($3,507) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $554,4153 Days on yellowkey   MLS ID: G5111993

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111993 - 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,188 (change assumption)
    Mortgage ($3,038) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $575,0003 Days on yellowkey   MLS ID: S5147787

    For Sale S5147787 - 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2022
    Monthly Fee: $225
       Tax: $7,930 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,036 (change assumption)
    Mortgage ($3,151) + Fees ($225) + Taxes in 2025 ($661)


    Taxes:$7,930

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $870,3313 Days on yellowkey   MLS ID: O6405351

    For Sale O6405351 - 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,135 (change assumption)
    Mortgage ($4,769) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $596,1904 Days on yellowkey   MLS ID: O6405058

    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: $3,622 (change assumption)
    Mortgage ($3,267) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787

    $445,0005 Days on yellowkey   MLS ID: L4961121

    For Sale L4961121 - 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2023
    Monthly Fee: $269
       Tax: $5,292 (2025)
    Community: Waterleigh Ph 4A
    Townhouse


    Estimated Monthly Payment: $3,148 (change assumption)
    Mortgage ($2,438) + Fees ($269) + Taxes in 2025 ($441)


    Taxes:$5,292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8325 TOPSAIL PL, WINTER GARDEN, FL 34787

    $780,0005 Days on yellowkey   MLS ID: O6404553

    For Sale O6404553 - 8325 TOPSAIL PL, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2019
    Monthly Fee: $360
       Tax: $8,441 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,337 (change assumption)
    Mortgage ($4,274) + Fees ($360) + Taxes in 2025 ($703)


    Taxes:$8,441

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,0006 Days on yellowkey   MLS ID: O6404448

    For Sale O6404448 - 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2018
    Monthly Fee: $257
       Tax: $9,371 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($781)


    Taxes:$9,371

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $695,0006 Days on yellowkey   MLS ID: G5111855

    For Sale G5111855 - 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2842
       Built: 2015
    Monthly Fee: $342
       Tax: $8,082 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,824 (change assumption)
    Mortgage ($3,808) + Fees ($342) + Taxes in 2025 ($673)


    Taxes:$8,082

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,0006 Days on yellowkey   MLS ID: O6403837

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $455,0006 Days on yellowkey   MLS ID: O6404161

    For Sale O6404161 - 5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2019
    Monthly Fee: $338
       Tax: $4,506 (2025)
    Community: Orchard Hills Ph 4
    Townhouse


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,493) + Fees ($338) + Taxes in 2025 ($376)


    Taxes:$4,506

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $710,0008 Days on yellowkey   MLS ID: O6403794

    For Sale O6403794 - 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $229
       Tax: $9,329 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,897 (change assumption)
    Mortgage ($3,890) + Fees ($229) + Taxes in 2025 ($777)


    Taxes:$9,329

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $559,90017 Days on yellowkey   MLS ID: TB8500322

    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: $3,829 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $587,00028 Days on yellowkey   MLS ID: O6398349

    INCREASED by $7,000 (1.2%) on 05/06/2026

    For Sale O6398349 - 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 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: $3,490 (change assumption)
    Mortgage ($3,216) + 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


  • 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $644,00028 Days on yellowkey   MLS ID: O6398339

    INCREASED by $3,000 (0.5%) on 05/06/2026

    For Sale O6398339 - 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,803 (change assumption)
    Mortgage ($3,529) + 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


  • WINTER GARDEN, FL 34787

    $688,78938 Days on yellowkey   MLS ID: G5110452

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

    For Sale G5110452 - WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,774) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $829,965233 Days on yellowkey   MLS ID: G5102265

    0 Days Off yellowkey (back on 9/18/2025)

    For Sale G5102265 - 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,698 (change assumption)
    Mortgage ($4,548) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $459,900274 Days on yellowkey   MLS ID: O6331200

    2 Days Off yellowkey (back on 12/19/2025)

    For Sale O6331200 - 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2024
    Monthly Fee: $225
       Tax: $954 (2024)
    Community: Hamlin Rdg
    Townhouse


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,520) + Fees ($225) + Taxes in 2024 ($80)


    Taxes:$954

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2214, WINTER GARDEN, FL 34787

    $235,0003 Days on yellowkey   MLS ID: TB8506089

    For Sale TB8506089 - 14501 GROVE RESORT AVE #2214, WINTER GARDEN, FL 34787 87 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1375
       Built: 2018
    Monthly Fee: $983
       Tax: $7,975 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($1,288) + Fees ($983) + Taxes in 2025 ($665)


    Taxes:$7,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.