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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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  • 9189 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,300,00052 Days on yellowkey   MLS ID: O6410698

    For Sale O6410698 - 9189 BUSACO PARK WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3424
       Built: 2015
    Monthly Fee: $158
       Tax: $7,174 (2025)
    Community: Watermark Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,879 (change assumption)
    Mortgage ($7,123) + Fees ($158) + Taxes in 2025 ($598)


    Taxes:$7,174

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $569,900170 Days on yellowkey   MLS ID: O6379181

    REDUCED by $19,000 (3.2%) on 06/03/2026

    For Sale O6379181 - 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2008
       Built: 2019
    Monthly Fee: $127
       Tax: $7,241 (2024)
    Community: Hawksmoor
    Single Family


    Estimated Monthly Payment: $3,853 (change assumption)
    Mortgage ($3,123) + Fees ($127) + Taxes in 2024 ($603)


    Taxes:$7,241

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17673 LAKE STAR RD, WINTER GARDEN, FL 34787

    $866,86549 Days on yellowkey   MLS ID: TB8515334

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

    For Sale TB8515334 - 17673 LAKE STAR RD, WINTER GARDEN, FL 34787 9 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2791
       Built: 2026
    Monthly Fee: $84
       Tax: $12,000 (2026)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($4,750) + Fees ($84) + Taxes in 2026 ($1,000)


    Taxes:$12,000

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 217 W STORY RD, WINTER GARDEN, FL 34787

    $450,00029 Days on yellowkey   MLS ID: O6417750

    For Sale O6417750 - 217 W STORY RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1952   Tax: $6,017 (2025)
    Community: Pleasant Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16104 SANDHILL RD, WINTER GARDEN, FL 34787

    $1,020,00055 Days on yellowkey   MLS ID: O6411589

    For Sale O6411589 - 16104 SANDHILL RD, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1364
       Built: 1988
    Monthly Fee: $3
       Tax: $2,191 (2025)
    Community: Lake Avalon Groves
    Single Family


    Estimated Monthly Payment: $5,774 (change assumption)
    Mortgage ($5,589) + Fees ($3) + Taxes in 2025 ($183)


    Taxes:$2,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10264 LOVE STORY ST, WINTER GARDEN, FL 34787

    $899,00064 Days on yellowkey   MLS ID: O6409005

    REDUCED by $16,000 (1.7%) on 07/07/2026

    For Sale O6409005 - 10264 LOVE STORY ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3295
       Built: 2018
    Monthly Fee: $228
       Tax: $11,228 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,090 (change assumption)
    Mortgage ($4,926) + Fees ($228) + Taxes in 2025 ($936)


    Taxes:$11,228

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787

    $1,550,000138 Days on yellowkey   MLS ID: O6388174

    REDUCED by $50,000 (3.1%) on 07/07/2026

    For Sale O6388174 - 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4733
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star At Ovation Phase 1B
    Single Family


    Estimated Monthly Payment: $8,579 (change assumption)
    Mortgage ($8,493) + Fees ($86) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16613 POINT ROCK DR, WINTER GARDEN, FL 34787

    $499,000158 Days on yellowkey   MLS ID: R4910718

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

    For Sale R4910718 - 16613 POINT ROCK DR, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2022
    Monthly Fee: $230
       Tax: $6,373 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,495 (change assumption)
    Mortgage ($2,734) + Fees ($230) + Taxes in 2024 ($531)


    Taxes:$6,373

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9969 LOST CREEK DR, WINTER GARDEN, FL 34787

    $1,299,00027 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


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,399,900149 Days on yellowkey   MLS ID: S5144064

    REDUCED by $60,000 (4.1%) on 05/23/2026

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($7,670) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $735,000190 Days on yellowkey   MLS ID: S5141634

    REDUCED by $15,000 (2.0%) on 07/07/2026

    For Sale S5141634 - 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3663
       Built: 2021
    Monthly Fee: $132
       Tax: $10,508 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,035 (change assumption)
    Mortgage ($4,027) + Fees ($132) + Taxes in 2025 ($876)


    Taxes:$10,508

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9976 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,274,00023 Days on yellowkey   MLS ID: O6420960

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6420960 - 9976 BEACH PORT DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $260
       Tax: $11,868 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($6,981) + Fees ($260) + Taxes in 2025 ($989)


    Taxes:$11,868

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $575,00061 Days on yellowkey   MLS ID: O6408913

    REDUCED by $20,000 (3.4%) on 07/07/2026

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $539,99957 Days on yellowkey   MLS ID: O6410232

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

    REDUCED by $10,001 (1.8%) on 06/11/2026

    For Sale O6410232 - 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 1990
    Monthly Fee: $25
       Tax: $3,703 (2026)
    Community: Crown Point Springs
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2026 ($309)


    Taxes:$3,703

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,649,99965 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 07/07/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,829 (change assumption)
    Mortgage ($9,041) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787

    $575,00016 Days on yellowkey   MLS ID: S5152652

    For Sale S5152652 - 12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 2148
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,437 (change assumption)
    Mortgage ($3,151) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $659,00085 Days on yellowkey   MLS ID: O6402689

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

    REDUCED by $16,000 (2.4%) on 06/17/2026

    For Sale O6402689 - 402 EGRET PLACE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2711
       Built: 2013
    Monthly Fee: $128
       Tax: $4,659 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,127 (change assumption)
    Mortgage ($3,611) + Fees ($128) + Taxes in 2025 ($388)


    Taxes:$4,659

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00057 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $429,975127 Days on yellowkey   MLS ID: S5145650

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $15,000 (3.4%) on 07/02/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,522 (change assumption)
    Mortgage ($2,356) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90068 Days on yellowkey   MLS ID: O6408299

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $25,000 (3.1%) on 06/03/2026

    For Sale O6408299 - 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4440
       Built: 2021
    Monthly Fee: $152
       Tax: $12,253 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,419 (change assumption)
    Mortgage ($4,246) + Fees ($152) + Taxes in 2025 ($1,021)


    Taxes:$12,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.