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Stick/Site Built at 3563 Milhaven Road, Winston-Salem NC 27106, Winston-Salem
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$479,900

3563 Milhaven Road, Winston-Salem NC 27106
Winston-Salem, NC 27106
Listed by George Munford
Bedrooms
3
Bathrooms
2
Living area
2,571 sqft
Year built
1955

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.

Property details

MLS #
1231461
Property type
Stick/Site Built
Subdivision
Sherwood Forest
Status
Active
Days on market
47
On market date
August 19, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
N/A
Lot size
1.27 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Jefferson Elementary
1.38 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
530
Student:teacher ratio
13.9:1
District
Winston Salem / Forsyth County Schools
Middle
Thomas Jefferson Middle
0.66 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.7
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
792
Student:teacher ratio
16.9:1
District
Winston Salem / Forsyth County Schools
High
Early College of Forsyth Co
4.35 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
3.8
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: A (2025)
Enrollment
260
Student:teacher ratio
28.9:1
District
Winston Salem / Forsyth County Schools

Walkability

Blended score for Winston-Salem's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

48
Somewhat walkable
out of 100
EPA National Walkability Index
9.5 / 20 -- Below average walkable

Market position

How this listing compares to current activity in Winston-Salem, from live MLS data.

On the market 47 days -- 34 fewer days than Winston-Salem's current average of 81 days.
For reference, the median list price across 51 active listings in Winston-Salem right now is $350,000.

Mortgage calculator

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Est. monthly payment
$3,040/mo
$95,980 down
$383,920 loan
Principal & interest$2,490
Property tax (est.)$400
Home insurance (est.)$150

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Data source: Listing information provided by Triad MLS via Trestle/CoreLogic. Last updated 29 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.