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$689,900

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4 Car Garage
  • Updated 10 days ago
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Welcome to this great Winston-Salem Home in Sherwood Forest. This location is close to so much, shopping, medical centers, not too far from downtown and lots of entertainment. This 5 bedroom, 4 bath home is a great opportunity to own in one of the best neighborhoods around. The spacious home has plenty of room for all, a covered rear deck, a 4-car garage and a large parcel. This house is quite unique in layout and rooms. There are 2 primary bedrooms on the main floor as well as 2 guest rooms. The home has a basement with a second living quarters, complete with kitchen, living room, bedroom, full bathroom and flex room.Private entrance for the second living quarters so you could have a renter! ...Or Great for multi generational with the elevator. The in-ground chlorine pool makes entertaining a breeze. Great landscaping completes the picture.

Full Property Details for 300 Gloucestershire Rd

General

  • Price: $689,900
  • Status: Active
  • Type: Single Family
  • Source: Charlotte_Regional_Realtor_Association
  • MLS ID: 4321606
  • Updated: 1/8/2026
  • Added to Site: 59 day(s) ago

Interior

  • Interior Features: Attic Walk In
  • Fireplace: Yes
  • Fireplace(s): Gas Log, Living Room, Gas Log, Living Room
  • Appliances: Dishwasher, Disposal, Electric Oven, Electric Range, Gas Water Heater, Refrigerator with Ice Maker, Tankless Water Heater
  • Flooring: Carpet, Laminate, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Upper 2 - Full Baths: 1
  • Main - Full Baths: 3
  • Main - 1/2 Baths: 1
  • Basement Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms-B: 1
  • Bedrooms Main & Up: 4

Other Rooms

  • Laundry: In Garage, Laundry Room, Main Level

Exterior

  • Exterior Features: Elevator, Hot Tub, Gas Grill

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Parking Features: Driveway, Attached Garage, Other - See Remarks

Location

  • County: Forsyth
  • Subdivision: Sherwood Forest

Heating & Cooling

  • Cooling Type: Central Air, Multi Units
  • Heating Type: Central, Heat Pump, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: City
  • Utility Description: Natural Gas

Structural Information

  • Architectural Style: Traditional
  • Construction: Site Built
  • Exterior Const.: Brick Full
  • Basement: Yes
  • Basement Desc.: Basement Garage Door, Finished, Partially Finished
  • Roof: Architectural Shingle
  • Main/1st Level: 2,905 Sq. Ft.
  • Year Built: 1976

Lot Features

  • Street/Road Desc.: Concrete, Paved
  • Lot Features: Level, Sloped
  • Rcmdd Zoning: RS9
  • Fencing (Description): Back Yard

Disclosures and Reports

  • Property ID: 6805-86-2753
  • Lot Number: 2599-927

Listed by Keller Williams South Park

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Listing agents

— 300 Gloucestershire Rd —

  • Keller Williams South Park

  • Keller Williams South Park

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 300 Gloucestershire Rd

School District:Forsyth County Schools
NameGradesDistance
Sherwood Forest Elementary
1055 Yorkshire Road, Winston-Salem, NC 27106
PK-51.1 mi
Jefferson Middle
3500 Sally Kirk Road, Winston-Salem, NC 27106
6-81.4 mi
Mount Tabor High
342 Petree Road, Winston-Salem, NC 27106
9-122.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 300 Gloucestershire Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Price Reduced
$689,900
-1.3%
MLS
12/20/2025
Price Reduced
$699,000
-9.81%
MLS
12/05/2025
Price Reduced
$775,000
-2.52%
MLS
11/20/2025
Listed
$795,000
137.31%
MLS
9/06/2005
Sold
$335,000
—
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 300 Gloucestershire Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,672
27%
$696,100
61%
2024
$6,059
5%
$431,900
—
2023
$5,782
4%
$431,900
—
2021
$5,572
-2%
$431,900
—
2022
$5,674
2%
$431,900
13%
2021
$5,572
5%
$381,300
—
2019
$5,304
5%
$381,300
—
2018
$5,037
—
$381,300
—
2017
$5,037
11%
$381,300
11%
2016
$4,520
6%
$343,500
5%
2015
$4,256
16%
$328,400
12%
2014
$3,680
1%
$292,800
—
2013
$3,651
—
$292,800
—
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.

Estimate the Cost for 300 Gloucestershire Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Keller Williams South Park

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300 Gloucestershire Road, Winston Salem, NC 27104 (MLS# 4321606) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 300 Gloucestershire Road is currently listed for $689,900 and was received on November 20, 2025. Want to learn more about 300 Gloucestershire Road? Do you have questions about finding other Single Family real estate for sale in Winston Salem? You can browse all Winston Salem real estate or contact a Coldwell Banker agent to request more information.

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