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Winter Garden Single Family Homes For Sale - 729 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 5091 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $650,00033 Days on yellowkey   MLS ID: G5114001

    0 Days Off yellowkey (back on 6/26/2026)

    For Sale G5114001 - 5091 PALMETTO PARK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $190
       Tax: $5,711 (2025)
    Community: Orchard Hills Phase 3
    Single Family


    Estimated Monthly Payment: $4,227 (change assumption)
    Mortgage ($3,562) + Fees ($190) + Taxes in 2025 ($476)


    Taxes:$5,711

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,00034 Days on yellowkey   MLS ID: O6417527

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $1,100,00033 Days on yellowkey   MLS ID: O6414430

    REDUCED by $100,000 (8.3%) on 06/26/2026

    For Sale O6414430 - 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4225
       Built: 2019
    Monthly Fee: $166
       Tax: $13,616 (2024)
    Community: Bradford Creek Ii
    Single Family


    Estimated Monthly Payment: $7,328 (change assumption)
    Mortgage ($6,027) + Fees ($166) + Taxes in 2024 ($1,135)


    Taxes:$13,616

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787

    $599,00039 Days on yellowkey   MLS ID: O6409661

    REDUCED by $20,000 (3.2%) on 06/26/2026

    For Sale O6409661 - 6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 2011
    Monthly Fee: $195
       Tax: $8,654 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Single Family


    Estimated Monthly Payment: $4,198 (change assumption)
    Mortgage ($3,282) + Fees ($195) + Taxes in 2025 ($721)


    Taxes:$8,654

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 279 DOE RUN DR, WINTER GARDEN, FL 34787

    $599,00054 Days on yellowkey   MLS ID: TB8513595

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale TB8513595 - 279 DOE RUN DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2435
       Built: 2005
    Monthly Fee: $57
       Tax: $2,489 (2025)
    Community: Deerfield Place 57/1
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($3,282) + Fees ($57) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $699,00082 Days on yellowkey   MLS ID: OM723891

    1 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $30,000 (4.1%) on 06/23/2026

    For Sale OM723891 - 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2888
       Built: 2016
    Monthly Fee: $188
       Tax: $8,086 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,692 (change assumption)
    Mortgage ($3,830) + Fees ($188) + Taxes in 2025 ($674)


    Taxes:$8,086

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 20 E DIVISION ST, WINTER GARDEN, FL 34787

    $1,120,00047 Days on yellowkey   MLS ID: O6413659

    REDUCED by $29,000 (2.5%) on 06/26/2026

    For Sale O6413659 - 20 E DIVISION ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2729
       Built: 1959   Tax: $7,197 (2025)
    Community: Winter Garden Shores First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,737 (change assumption)
    Mortgage ($6,137) + Taxes in 2025 ($600)


    Taxes:$7,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11821 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $852,63627 Days on yellowkey   MLS ID: O6420002

    For Sale O6420002 - 11821 SHINE VIEW LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,046 (change assumption)
    Mortgage ($4,672) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11827 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $879,83127 Days on yellowkey   MLS ID: O6419995

    For Sale O6419995 - 11827 SHINE VIEW LN, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,195 (change assumption)
    Mortgage ($4,821) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11857 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $780,14127 Days on yellowkey   MLS ID: O6419967

    For Sale O6419967 - 11857 SHINE VIEW LN, WINTER GARDEN, FL 34787 76 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,648 (change assumption)
    Mortgage ($4,275) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14058 FRASIER ST, WINTER GARDEN, FL 34787

    $459,000152 Days on yellowkey   MLS ID: V4947394

    For Sale V4947394 - 14058 FRASIER ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Monthly Fee: $110
       Tax: $7,893 (2024)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($2,515) + Fees ($110) + Taxes in 2024 ($658)


    Taxes:$7,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,000146 Days on yellowkey   MLS ID: O6386008

    0 Days Off yellowkey (back on 5/27/2026)

    For Sale O6386008 - 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2023
    Monthly Fee: $281
       Tax: $497 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,295 (change assumption)
    Mortgage ($3,973) + Fees ($281) + Taxes in 2024 ($41)


    Taxes:$497

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $585,00075 Days on yellowkey   MLS ID: O6402308

    1 Days Off yellowkey (back on 6/25/2026)

    REDUCED by $30,000 (4.9%) on 06/10/2026

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,205) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,00028 Days on yellowkey   MLS ID: O6417376

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13619 LAKE BLVD, WINTER GARDEN, FL 34787

    $525,00029 Days on yellowkey   MLS ID: G5113480

    For Sale G5113480 - 13619 LAKE BLVD, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1961   Tax: $5,352 (2025)
    Community: Edgewater Beach
    Single Family


    Estimated Monthly Payment: $3,323 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,900119 Days on yellowkey   MLS ID: O6393373

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale O6393373 - 14187 JOMATT LOOP, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4181
       Built: 2019
    Monthly Fee: $70
       Tax: $7,632 (2025)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,911 (change assumption)
    Mortgage ($5,205) + Fees ($70) + Taxes in 2025 ($636)


    Taxes:$7,632

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $675,00034 Days on yellowkey   MLS ID: O6416033

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale O6416033 - 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2019
    Monthly Fee: $180
       Tax: $9,815 (2025)
    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,699) + Fees ($180) + Taxes in 2025 ($818)


    Taxes:$9,815

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14711 WINTER STAY DR, WINTER GARDEN, FL 34787

    $850,00029 Days on yellowkey   MLS ID: O6419471

    For Sale O6419471 - 14711 WINTER STAY DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2662
       Built: 2019
    Monthly Fee: $137
       Tax: $21,366 (2025)
    Community: Panther View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($4,657) + Fees ($137) + Taxes in 2025 ($1,780)


    Taxes:$21,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00030 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9014 MORGANA CT, WINTER GARDEN, FL 34787

    $2,075,000196 Days on yellowkey   MLS ID: O6371050

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $100,000 (4.6%) on 06/11/2026

    For Sale O6371050 - 9014 MORGANA CT, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4436
       Built: 2022
    Monthly Fee: $424
       Tax: $24,481 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,834 (change assumption)
    Mortgage ($11,370) + Fees ($424) + Taxes in 2025 ($2,040)


    Taxes:$24,481

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.