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$415,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,369 Sq. Ft.
  • Updated 3 days ago

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Open House: 3:00 PM - 5:00 PM

Saturday 9/12 3:00 PM - 5:00 PM

1415 Sherbourne Street,Winter Garden, FL 34787

1415 Sherbourne StreetWinter GardenFL34787

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Welcome to this beautifully updated 3 bedroom, 2.5 bath home in the heart of Winter Garden, perfectly positioned for convenience, comfort, and everyday living. Enjoy being just 5 minutes from Winter Garden Village, 10 minutes from Downtown Winter Garden and Plant Street Market, and walking distance to top-rated Whispering Oak Elementary. Thoughtfully updated and move-in ready, this home offers a turnkey experience with major upgrades including a Brand New Water Heater (2026), New HVAC (2022 serviced bi-annually, most recent service in August 2026), New Roof (2019), New Vinyl Fence (2022), New Kitchen Appliances (2022), Upgraded Bathrooms (2022), and an Updated Kitchen (2022). Inside, the open concept floor plan is enhanced by high ceilings and a spacious living area that overlooks the remodeled kitchen. The kitchen features a large island, quartz countertops, subway tile backsplash, ample storage, and stainless steel appliances. The adjacent dining area seamlessly opens to a screened-in patio creating an inviting space for relaxing and enjoying indoor/outdoor living. The fully fenced backyard provides shade and plenty of room for outdoor activities. Upstairs, the spacious owner's suite features a walk-in closet and a fully remodeled ensuite bath with double vanities, tiled floors, and a glass-enclosed shower. Two additional bedrooms share an updated bathroom featuring new tile, a new vanity, and a tub. Residents also enjoy neighborhood amenities including a newer playground with sunshades and turf, along with a nearby path leading to open green space with basketball courts, baseball and soccer fields-all en route to Whispering Oak Elementary. With thoughtful updates, desirable community amenities, and an exceptional Winter Garden location, this home is ready to welcome its next owner. Schedule your tour today!

Full Property Details for 1415 Sherbourne St

General

  • Price: $415,000
  • HOA FEE: $46/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $5,672 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6439948
  • Updated: 9/8/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Window Treatments
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: Other, Sidewalk
  • Deck/Patio: Covered, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: STONE CREEK 48 140
  • Driving Directions: Heading West on Stoneybrook W Pkwy. Turn left onto Tiverton Blvd. Turn left onto Sherbourne St. Home will be on right across street from pond.
  • Direction Faces: Northeast

School Information

  • Elementary School: Whispering Oak Elem
  • Middle School: SunRidge Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Park, Playground
  • Association: Yes
  • Assoc. Name: Stone Creek HOA/Sentry Management
  • Pet Restrictions: Buyer to verify all pet restrictions with the HOA.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Fiber Optics, Public

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,369
  • Sq. Ft. Source: Public Records
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 0.1
  • Lot Size (Sq. Ft.): 4,401
  • Lot Size: 4401
  • Street/Road Desc.: Paved
  • Fencing (Description): Vinyl

Financial Considerations

  • Association Fee: $137
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $5,672.35
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: STONE CREEK UNIT 2 48/140 LOT 255 BLK 21
  • Flood Zone Info: X
  • APN: 42327822921255
  • Property ID: 42327822921255
  • Block/Lot/Section: 21

Listed by All Real Estate & Investments

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— 1415 Sherbourne St —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1415 Sherbourne St

School District:Orange County School District
NameGradesDistance
Whispering Oak Elementary School
15300 Stoneybrook West Parkway, Winter Garden, FL 34787
PK-50.2 mi
SunRidge Middle School
14955 Sunridge Boulevard, Winter Garden, FL 34787
6-81.9 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-123.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1415 Sherbourne St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/08/2026
Listed
$415,000
-0.24%
MLS
8/01/2022
Sold
$416,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1415 Sherbourne St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,102
—
$326,060
-1%
2025
$5,102
4%
$329,500
2%
2024
$4,923
4%
$323,741
3%
2023
$4,753
27%
$314,312
51%
2021
$3,744
-13%
$207,886
-22%
2022
$4,287
15%
$266,964
108%
2021
$3,744
117%
$128,418
2%
2019
$1,723
—
$125,531
2%
2018
$1,727
3%
$123,190
2%
2017
$1,684
—
$120,656
2%
2016
$1,676
-1%
$118,174
1%
2015
$1,700
—
$117,353
1%
2014
$1,708
2%
$116,422
2%
2013
$1,668
—
$114,701
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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1415 Sherbourne Street, Winter Garden, FL 34787 (MLS# O6439948) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1415 Sherbourne Street is currently listed for $415,000 and was received on September 08, 2026. Want to learn more about 1415 Sherbourne Street? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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