OPEN SUN, 2PM TO 4PM

For sale

$479,900

Est. $2,986/mo —

•

2,571

sq ft

3563 Milhaven Rd, Winston Salem, NC 27106

About this home

Very nicely renovated Cape Cod in Sherwood Forest area. Was custom built for long-time Judge Harvey Lupton. Beautiful 1.27 acre lot slopes gently down to a stream in a wooded meadow. Wood floors throughout. Den could easily be a 4th BR. Statelyfir and knotty pine paneling in numerous rooms. Nice built-ins in some rooms. New decking and roof 2026. Refurbished kitchen with new stainless steel appliances. New LED lighting, fixtures, and GFI circuits. Newly refinished wood floors. Fresh paint throughout. New basement steps. Washer and dryer connections on main floor and in basement. New above-ground oil tank. New concrete floor front porch 2010. Most rooms are oversized. Tremendous potential finishable space in daylight basement.

Single-familyProperty Type

1955Year Built

1.27 acresLot Size

$187Price/Sq.Ft.

1 car garageParking

Listed by George Munford • Berkshire Hathaway HomeServices Carolinas Realty

Listing updated: Sep 8, 2026 at 09:51am

Redfin checked: 2 minutes ago

•Source:Triad MLS #1231461

Payment calculator

$2,986 per month

Principal and interest$2,522

Property taxes

$344

HOA dues

Home insurance

$120

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

See this home in person

Open houses

Sunday, Sep 13

2:00pm - 4:00pm

Nearby open houses (10)

OPEN SAT, 11AM TO 1PM
$600,000
3 beds2.5 baths2,502 sq ft
3004 Deercroft Ln, Clemmons, NC 27012
OPEN SAT, 12PM TO 5PM
$287,000
3 beds2 baths1,690 sq ft
562 Freeport Ct, Winston Salem, NC 27127
REDFIN OPEN SAT, 2PM TO 4PM3D WALKTHROUGH
$370,000
3 beds2 baths1,793 sq ft
945 Wellesley Place Dr, Lewisville, NC 27023
OPEN SAT, 2PM TO 4PM3D WALKTHROUGH
$689,900
4 beds4.5 baths3,813 sq ft
109 Covington Pl, Lewisville, NC 27023
REDFIN OPEN SUN, 2PM TO 4PM3D WALKTHROUGH
$314,900
3 beds2.5 baths2,042 sq ft
166 Charlotte Pl, Advance, NC 27006
OPEN SUN, 2PM TO 4PMVIDEO TOUR
$1,978,000
5 beds5 baths6,477 sq ft
920 Limberlost Ln, Lewisville, NC 27023
OPEN SUN, 2PM TO 4PM
$509,900
4 beds3 baths3,252 sq ft
1014 Greenhurst Rd, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$590,000
3 beds3 baths1,921 sq ft
927 Vernon Ave, Winston Salem, NC 27106
OPEN SUN, 2PM TO 4PM
$949,900
5 beds3 baths3,163 sq ft
5630 Addlestone Rd, Winston Salem, NC 27106
OPEN SUN, 2PM TO 4PM
$385,000
3 beds2 baths2,051 sq ft
6246 Langdon Village Ct, Clemmons, NC 27102

Around this home

Schools

K - 12
Preschool & daycare

Jefferson Elementary

Public PreK-5 • Assigned • 1.4mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.7mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.4mi

4/10

Provided by GreatSchools

About

Huntscroft

Huntscroft, located between Silas Creek Parkway and Stratford Road, is a residential and wooded Winston-Salem neighborhood with mid-century ranch homes and curving, sidewalk-lined streets. The neighborhood’s character concentrates around the Stratford Road corridor near Hanes Mall Boulevard, where coffee counters, local eateries, and small-service storefronts set a steady, everyday rhythm. Community pillars nearby include SECCA (Southeastern Center for Contemporary Art), Hanesbrands Theatre, and Krankies Coffee. Brick facades, deep setbacks, and mature trees shape a quiet streetscape. Green space and trails at nearby parks add an outdoorsy counterpoint to the retail corridors. The setting reads suburban in layout while staying closely tied to the city’s arts and dining scene.

Provided by Walk Score and Local Logic

Offer insights

3563 Milhaven Rd · $479,900

Strong offer

$481K and above

75% chance or better to win

Why $481K+ 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

Interior features
Built-in features
Deadbolt locks
Solid surface counters
Primary bedroom on main level
Partially floored, walk-in attic

Bedrooms
Primary bedroom located on the main level

Bathrooms
2 full bathrooms

Kitchen
Built-in refrigerator
Dishwasher
Disposal
Free-standing range

Laundry & utility
Washer hookup
Dryer connection
Washer and dryer connections on main level
Second washer and dryer connections
Laundry located in basement

Flooring
Wood flooring

Heating & cooling
Forced-air heating (oil-fired)
Central air conditioning
Electric water heater

Sale and tax history for 3563 Milhaven Rd

Sale History
Tax History

Date

Event

Price

Triad MLS #1231461

Aug 19, 2026

Listed

$479,900

$187/sq ft

Triad MLS #1189249

Dec 29, 2025

Sold

$300,000

$117/sq ft

Dec 15, 2025

Pending

—

Nov 11, 2025

Contingent

—

Oct 3, 2025

Price Changed

$350,000

$136/sq ft

Sep 11, 2025

Relisted

—

Aug 12, 2025

Contingent

—

Jul 31, 2025

Listed

$399,900

$156/sq ft

+42

Rare opportunity in the heart of Winston Salem! This private in-town estate offers 4.58 acres of possibilities. Whether you're an investor, homeowner looking for space, or a developer with vision, this property is full of potential. The existing home features beautiful hardwood floors, spacious rooms, and an easy flow throughout. A screened porch provides the perfect spot to relax and enjoy peaceful evenings. The full unfinished basement—nearly the size of the main level—offers ample space for a workshop, storage, or future expansion. While the home could benefit from updates, the price reflects its potential and the incredible value of the land. Where else can you find nearly 5 acres so close to town, with the flexibility to renovate, rebuild, or possibly reimagine the entire site? Bring your vision—opportunities like this don’t come often! See agent only remarks regarding oil tank

Year

Property tax

Land + Additions

Assessment*

2025

$3,979 (+10.1%)

$168,500 + $192,500

$361,000

2024

$3,615 (+6.8%)

$144,800 + $112,900

$257,700

2022

$3,386 (+1.8%)

$144,800 + $112,900

$257,700

2021

$3,325 (−4.1%)

$144,800 + $112,900

$257,700

2020

$3,466 (+0.6%)

$136,200 + $114,800

$251,000

2019

$3,447 (+5.3%)

$136,200 + $111,600

$247,800

2018

$3,273

$136,200 + $111,600

$247,800

2017

$3,273 (+20.3%)

$136,200 + $111,600

$247,800

2016

$2,721 (+1.5%)

$136,200 + $111,600

$247,800

2015

$2,680 (+3.1%)

$100,035 + $106,769

$206,804

2014

$2,599

$100,035 + $106,769

$206,804

Public record

Public record
Zoning

Beds

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

4.58 Acres

Year renovated

1984

Finished Sq. Ft.

2,587

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,587

Year built

1955

Style

Single Family Residential

County

Forsyth County

APN

6806627183

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, 16 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

98/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 18% for direct sun exposure in Winston Salem. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 3563 Milhaven Rd

$465,551

$14K under list price of $480K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $448K to $777K.

SOLD JUN 30, 2026
$485,000 Last sold price
3 beds2 baths2,377 sq ft
1156 Huntingdon Rd, Winston Salem, NC 27104
$17/sq ft
smaller lot
SOLD JUN 4, 2026
$475,000 Last sold price
4 beds3.5 baths2,433 sq ft
773 Gibb St, Winston Salem, NC 27106
$8/sq ft
smaller lot
66 years newer
SOLD JUN 17, 2026
$448,000 Last sold price
3 beds2 baths2,476 sq ft
820 Woodcrest Dr, Winston Salem, NC 27104
$6/sq ft
smaller lot
13 years newer
SOLD AUG 26, 2026
$495,000 Last sold price
3 beds3 baths3,048 sq ft
4109 Allistair Rd, Winston Salem, NC 27104
$25/sq ft
smaller lot
23 years newer
SOLD JUN 17, 2026
$470,000 Last sold price
4 beds2.5 baths2,562 sq ft
87 Shadylawn Dr, Winston Salem, NC 27104
$4/sq ft
smaller lot
36 years newer
SOLD AUG 26, 2026
$777,000 Last sold price
3 beds2 baths2,612 sq ft
1275 Thornhill Ln, Winston Salem, NC 27106
$110/sq ft
smaller lot
40 years newer

Rental earnings

Est. $2,272 per month, based on comparable rentals

Tour for free, no strings attached

Takes about 5 minutes & won't affect your credit

Start an offer

(336) 891-9464

Early Access listings

EARLY ACCESSCOMPASS COMING SOON

$875,000

4 beds3 baths3,178 sq ft

9 Linton Ct, Pinehurst, NC 28374

EARLY ACCESSCOMPASS COMING SOON

$382,000

4 beds2 baths1,933 sq ft

129 Devonshire Ave W, Seven Lakes, NC 27376

EARLY ACCESSCOMPASS COMING SOON

$650,000

3 beds4 baths2,846 sq ft

809 Sumter Ave, Rock Hill, SC 29730

EARLY ACCESSREDFIN COMING SOON

$820,000

6 beds4.5 baths4,372 sq ft

1412 Savannah Oaks Way, Raleigh, NC 27614

EARLY ACCESSCOMPASS COMING SOON

$325,000

3 beds3 baths1,834 sq ft

21 Nicklaus Way, Clayton, NC 27520

EARLY ACCESSCOMPASS COMING SOON

$495,000

2 beds2 baths1,148 sq ft

2311 Environ Way, Chapel Hill, NC 27517

Nearby similar homes

$265,000

2 beds2 baths1,250 sq ft

1331 Lynndale Dr, Winston Salem, NC 27106

$565,000

4 beds4.5 baths2,855 sq ft

500 Knob View Dr, Winston Salem, NC 27104

$149,000

3 beds1.5 baths1,078 sq ft

3260 Robinhood Rd, Winston Salem, NC 27106

3D WALKTHROUGH

$468,000

3 beds2 baths2,377 sq ft

5420 Stone Crossing Dr, Winston Salem, NC 27104

OPEN SAT, 3PM TO 5PM

$990,000

5 beds5 baths4,826 sq ft

5477 Meadowlark Ct, Winston Salem, NC 27106

$795,000

4 beds4 baths4,476 sq ft

565 Knob View Dr, Winston Salem, NC 27104

New listings for sale in 27106

NEW 2 HRS AGO

$215,000

3 beds1.5 baths1,001 sq ft

4154 Edgeware Rd, Winston Salem, NC 27106

NEW 3 HRS AGO

$630,000

4 beds3.5 baths3,237 sq ft

4025 Huntscroft Ln, Winston Salem, NC 27106

NEW 5 HRS AGO

$375,000

4 beds3 baths2,360 sq ft

148 Brooks Landing Dr, Winston Salem, NC 27106

NEW 5 HRS AGO

$369,500

3 beds2.5 baths2,380 sq ft

2017 Pembrooke Forest Dr, Winston Salem, NC 27106

OPEN SUN, 2PM TO 4PM

$590,000

3 beds3 baths1,921 sq ft

927 Vernon Ave, Winston Salem, NC 27106

OPEN SUN, 2PM TO 4PM

$949,900

5 beds3 baths3,163 sq ft

5630 Addlestone Rd, Winston Salem, NC 27106

$595,000

3 beds3.5 baths2,933 sq ft

817 Gibb St, Winston Salem, NC 27106

COMING SOON

$325,000

3 beds3 baths1,839 sq ft

2299 Winterberry Dr, Winston Salem, NC 27106

OPEN SUN, 2PM TO 4PM

$649,900

4 beds2.5 baths2,875 sq ft

510 Archer Rd, Winston Salem, NC 27106

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

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

27103 homes for sale
27104 homes for sale
27106 homes for sale
27023 homes for sale
27012 homes for sale

Houses for rent in Winston-Salem	Agents near me	Asheville, NC homes for sale	Winston-Salem Housing Market
Houses for sale near me	Charlotte, NC homes for sale	Apex, NC homes for sale
Land for sale near me	Raleigh, NC homes for sale	Greensboro, NC homes for sale
Open Houses near me	Cary, NC homes for sale	Winston-Salem Property Records
Condos for sale near me	Durham, NC homes for sale	NC New Listings

High Point homes for sale
Kernersville homes for sale
Greensboro homes for sale

Huntscroft homes for sale
West Suburban Winston-Salem homes for sale

About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 3563 Milhaven Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 3563 Milhaven Rd

Early Access listings

Nearby similar homes

New listings for sale in 27106

More real estate resources