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87 photos

$1,400,000

5916 Old Nc 86, Chapel Hill, NC 27516
Chapel Hill, NC 27516
Listed by Matthew Emmanuel And Cornett · Compass -- Raleigh
Bedrooms
4
Bathrooms
3
Living area
N/A
Year built
1982

About this home

Welcome to a one of a kind Tudor retreat on 5.46 acres in Chapel Hill, where historic character meets a fully renovated, move in ready home. Thoughtfully updated from top to bottom by award winning Green Hill Contracting, this 3,959 square foot residence offers 4 bedrooms and 5 bathrooms (3 full 2 half), but lives like 5 bedrooms thanks to multiple flexible bonus and guest spaces (septic permitted for 4 bedrooms). Inside, warm hardwood floors, rich millwork, and dramatic exposed beams frame a series of inviting gathering spaces, including a stunning living room centered on a floor to ceiling stone fireplace and bay window that capture serene wooded views. An elevated dining area flows into the showpiece kitchen, where you'll find sleek quartz countertops, custom cabinetry, a large entertaining island, floating shelves with accent lighting, and a professional style range, perfect for everyday cooking or hosting a crowd. Thoughtful touches like the updated powder room, a well appointed mudroom with built ins, fireplace and wood stove make the home feel both modern and timeless. The private owner's suite is a true retreat, featuring its own balcony overlooking the property, ideal for morning coffee or unwinding at sunset, along with a beautifully updated ensuite bath and generous closet space. Additional bedrooms and baths are spacious and bright, while flexible rooms on each level can serve as an office, playroom, media room, or extra sleeping quarters to accommodate guests or multi generational living. Outdoor living is just as special, with a wide front porch, multiple doors connecting the interiors to the grounds, and expansive yard framed by mature trees that provide privacy and room to roam. At the front of the property sits a rare log cabin believed to be one of the oldest surviving structures of its kind in Orange County; the Orange County Historic Preservation Society has expressed interest in pursuing landmark status with the future owner, offering potential tax advantages should the buyer choose to designate it. This is a rare opportunity to own a beautifully updated Tudor home with rich architectural details, abundant space, and a remarkable historic outbuilding, just a short drive to all that Chapel Hill and the Triangle have to offer. AGENTS see private remarks.

Highlights

Fireplace

Property details

MLS
Doorify MLS
MLS #
10198685
Property type
Single Family Residence
Subdivision
Not in a Subdivision
Status
Active
Days on market
2
On market date
October 16, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
N/A
Lot size
5.46 acres
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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
Hillsborough Elementary
6.03 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
422
Student:teacher ratio
13.6:1
District
Orange County Schools
Middle
A L Stanback Middle
2.81 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
636
Student:teacher ratio
13.5:1
District
Orange County Schools
High
Cedar Ridge High
4.37 mi away · Grades 9-12
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
1,039
Student:teacher ratio
15.7:1
District
Orange County Schools

Walkability

Blended score for Chapel Hill'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). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

22
Car-dependent
out of 100
EPA National Walkability Index
6.0 / 20 -- Below average walkable
Google Places amenity density
10 / 100
Restaurants & cafes0
Grocery stores1
Parks0
Schools1
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Chapel Hill, from live MLS data.

On the market 2 days -- 133 fewer days than Chapel Hill's current average of 135 days.
For reference, the median list price across 641 active listings in Chapel Hill right now is $532,000.

Mortgage calculator

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Est. monthly payment
$8,581/mo
$280,000 down
$1,120,000 loan
Principal & interest$7,264
Property tax (est.)$1,167
Home insurance (est.)$150

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Data source: Listing information provided by Doorify MLS via Trestle/CoreLogic. Last updated 1 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.