CONTINGENT

Contingent

$350,000

Est. $2,245/mo —

•

2,370

sq ft

4100 Winchester Rd, Winston Salem, NC 27106

About this home

Finally, a home with a little personality. Thoughtfully updated without stripping away its character, this home blends classic charm with fresh finishes and a style that stands apart from the typical renovation. Beautifully refinished hardwood floors run throughout the main living areas, while the basement features fresh, modern LVP flooring. Fresh paint, brand-new light fixtures, and an updated bathroom give the home a clean, refreshed feel from top to bottom. The kitchen makes a statement with beautiful green cabinetry, granite countertops, brand-new appliances, and a gas rangecreating a space that feels both stylish and functional. Out back, a large screened-in deck offers plenty of room to relax, entertain, or enjoy the outdoors, while updated landscaping adds to the home’s curb appeal. This isn’t your traditional gray-on-gray-on-gray renovation. This home has character, warmth, and a little flavor of its own all while delivering the updates today’s buyers are looking for.

Single-familyProperty Type

1966Year Built

0.38 acresLot Size

$148Price/Sq.Ft.

2 car garageParking

Listed by Spencer Harrell • Real Broker LLC

Listing updated: Sep 19, 2026 at 01:30pm

Redfin checked: 2 minutes ago

•Source:Triad MLS #1233188

Redfin agents who toured

This spacious home boasts ample living areas and tasteful updates. Original hardwood floors add charm throughout, complemented by a generous kitchen. Note: the backyard features an uneven terrain, sloping towards the shed.
3 weeks ago
Amanda Greene
Redfin agent
125 deals

Payment calculator

$2,245 per month

Principal and interest$1,910

Property taxes

$244

HOA dues

Home insurance

$90

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

$282,000
4 beds2.5 baths2,003 sq ft
101 Tipperary Ln, Winston Salem, NC 27104
$245,000
3 beds2.5 baths537 sq ft
2618 Speas Rd, Winston Salem, NC 27106
OPEN FRI, 5PM TO 7PM
$378,500
3 beds2 baths1,658 sq ft
120 Cotswold Ln, King, NC 27021
OPEN SAT, 12PM TO 2PM
$305,000
4 beds2 baths1,637 sq ft
5510 Winona St, Winston Salem, NC 27106
OPEN SAT, 2PM TO 4PM
$377,700
4 beds3 baths2,551 sq ft
590 N Peace Haven Rd, Winston Salem, NC 27104
OPEN SUN, 11AM TO 1PM
$425,000
4 beds4 baths3,452 sq ft
8805 Willowmede Dr, Lewisville, NC 27023
OPEN SUN, 2PM TO 4PM
$275,000
4 beds2 baths1,866 sq ft
415 W 25th St, Winston Salem, NC 27105
OPEN SUN, 2PM TO 4PM
$492,000
3 beds2 baths2,755 sq ft
311 Pineridge Dr, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$519,000
3 beds2 baths2,077 sq ft
3571 Emmen Ct, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$340,000
3 beds3.5 baths2,391 sq ft
4420 Eagles Nest Dr, Winston Salem, NC 27127

Around this home

Schools

K - 12
Preschool & daycare

Speas Elementary

Public PreK-5 • Assigned • 1.4mi

5/10

Paisley Middle School

Public 6-10 • Assigned • 3.7mi

2/10

Mount Tabor High

Public 9-12 • Assigned • 1.4mi

4/10

Provided by GreatSchools

About Town & Country

Estates

Town & Country Estates, located between Silas Creek Parkway and Stratford Road, is a residential and suburban Winston-Salem neighborhood with mid-century ranch homes and mature tree canopy. The neighborhood’s character concentrates around the Stratford Road corridor near Hanes Mall Boulevard, where traffic, storefronts, and restaurant patios set a steady, everyday rhythm. Nearby, SECCA (Southeastern Center for Contemporary Art) adds a gallery-going counterpoint to the area’s classic brick streetscapes. Thruway Shopping Center brings local retail and casual bites into a walkable cluster of storefronts. Broad lawns, curving streets, and pocket-green views shape a calm, lived-in feel.

Provided by Walk Score and Local Logic

Offer insights

4100 Winchester Rd · $350,000

Strong offer

$350K and above

75% chance or better to win

Why $350K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 45 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Primary bedroom located on the main level
Finished basement

Bedrooms
Bedrooms located on the second level

Bathrooms
Three full bathrooms

Kitchen
Kitchen on main level

Laundry & utility
Electric water heater

Heating & cooling
Central air
Heat pump
Forced air heating
Natural gas heating

Sale and tax history for 4100 Winchester Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$2,933 (+10.9%)

$40,500 + $225,600

$266,100

2024

$2,646 (+6.8%)

$40,000 + $148,600

$188,600

2022

$2,478 (+1.8%)

$40,000 + $148,600

$188,600

2021

$2,433 (+6.5%)

$40,000 + $148,600

$188,600

2020

$2,285 (−0.7%)

$31,000 + $134,500

$165,500

2019

$2,302 (+5.3%)

$31,000 + $134,500

$165,500

2018

$2,186

$31,000 + $134,500

$165,500

2017

$2,186 (+6.2%)

$31,000 + $134,500

$165,500

2016

$2,058 (+1.6%)

$31,000 + $134,500

$165,500

2015

$2,026 (+3.1%)

$30,000 + $126,419

$156,419

2014

$1,965

$30,000 + $126,419

$156,419

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.38 Acres

Year renovated

1983

Finished Sq. Ft.

2,370

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,370

Year built

1966

Style

Single Family Residential

County

Forsyth County

APN

6817247905

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

RS9

Residential Single Family District

The RS-9 District is primarily intended to accommodate relatively high density single family detached dwellings in urban areas.; This district is intended for application in GMAs 2 and 3 and may be suitable in Metro Activity Centers where public facilities, including public water and sewer, public roads, parks, and other governmental support services, are available.

Permitted uses

Include but are not limited to:

Livestock production
Religious facility
Housing-Group
Housing-Single unit
Fire house
Police station
Recreation
Agriculture-Cropland

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 102° expected this year, 18 days in 30 years

4/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winston Salem, NC • 27106

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

92/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Winston Salem. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

7.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 4100 Winchester Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $315,000 and $385,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $315K to $385K.

SOLD JUN 15, 2026
$367,500 Last sold price
3 beds2 baths2,503 sq ft
3301 Midkiff Rd, Winston Salem, NC 27106
$1/sq ft
larger lot
6 years older
SOLD SEP 10, 2026
$333,000 Last sold price
3 beds2 baths2,915 sq ft
2605 Loch Dr, Winston Salem, NC 27106
$34/sq ft
7 years older
unfinished basement
SOLD DEC 20, 2025
$342,500 Last sold price
3 beds2 baths2,500 sq ft
1928 Oakland Dr, Winston Salem, NC 27106
$11/sq ft
larger lot
3 years older
SOLD JUL 27, 2026
$385,000 Last sold price
3 beds3 baths2,479 sq ft
2696 Belwick Dr, Winston Salem, NC 27106
$7/sq ft
larger lot
4 years newer
SOLD JUN 4, 2026
$385,000 Last sold price
4 beds2.5 baths2,372 sq ft
4210 Briarcliffe Rd, Winston Salem, NC 27106
$14/sq ft
smaller lot
4 years newer
BOUGHT WITH REDFIN JAN 29, 2026
$315,000 Last sold price
4 beds2.5 baths2,285 sq ft
3705 Whitehaven Rd, Winston Salem, NC 27106
$10/sq ft
larger lot
2 years newer

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Details provided by Triad MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin agents who toured

Payment calculator

Open houses

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 4100 Winchester Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 4100 Winchester Rd

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 27105

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