photos-03 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-01 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-02 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-04 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-05 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-06 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-07 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-08 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-09 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-10 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-11 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-12 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-13 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-14 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-15 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-16 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-17 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-18 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-19 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-20 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-21 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-22 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-23 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-24 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-25 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-26 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-27 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-28 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-29 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-30 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-31 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-32 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-33 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-34 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-35 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-36 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-37 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-38 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-39 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-40 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-41 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-42 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-43 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-44 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-45 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-46 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-47 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-48 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-49 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-50 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-51 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-52 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-53 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-54 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-55 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-56 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-57 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-58 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-59 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-60 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-61 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-62 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-63 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-64 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-65 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-66 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-67 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-68 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-69 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-70 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-71 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-72 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-73 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-74 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-75 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-76 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-77 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-78 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-80 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-82 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-83 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
photos-84 - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
Features - 420 Windy Ridge Road, Chapel Hill, NC 27517, Chapel Hill
83 photos

$1,650,000

420 Windy Ridge Road, Chapel Hill, NC 27517
Chapel Hill, NC 27517
Listed by Marie Kathleen Brockenbrough · Inhabit Real Estate
Bedrooms
5
Bathrooms
6
Living area
N/A
Year built
2000

About this home

One distinctive single-family property offers approximately 6,912 square feet across two substantial structures on one magnificent lot, just moments from Jordan Lake and surrounded by undisturbed wildlife. The main log home features timber-frame roof construction with exposed structural beams and posts throughout and is connected by an open pergola walkway to the rear garage/living structure. The main home contains three bedrooms and four full bathrooms; the rear structure provides two additional bedrooms and two full bathrooms. You'll feel a world away while only minutes from Chapel Hill, Durham, Pittsboro, Cary, and Apex. Crafted with timeless design, the main home welcomes you with lofted ceilings, huge windows, and a dramatic stone fireplace. Wraparound porches, a screened porch, and oversized deck provide endless spaces to relax and soak in the serene surroundings. Exquisitely renovated kitchen is perfectly modern and features artisan tile, GE Café appliances, and a large quartz island made for gathering. The luxurious main level primary suite offers a spa like bath with soaking tub, oversized walk in shower, and walk in closet. Upstairs, an open loft living room overlooks the great room, and two spacious vaulted bedrooms have their own en-suite baths. A handsome study with custom built-ins and a Murphy bed provides the perfect home office, library, or guest retreat. As remarkable as the main home, the rear structure expands the property's possibilities, offering exceptional flexibility for multigenerational living, small business, or recreational use. The lower level features a three-bay garage and heated and cooled wired workshop. A huge home gym and game room with a full bath and steam shower overlook the trees. Large living space above has two additional bedrooms, plus two offices, an open concept kitchen and living area, and an enviable media room! Completing the estate is a barn with loft, ideal for equestrian pursuits, storage, or creating the homestead you've always imagined. Private, peaceful, and truly one of a kind. One exceptional single-family property, six spectacular acres, with endless possibilities. Some homes check every box...this one creates an entirely new list.

Highlights

Fireplace

Property details

MLS #
10191679
Property type
Single Family Residence
Subdivision
Big Woods Hills
Status
Active
Days on market
15
On market date
September 10, 2026
Stories
N/A
Total bathrooms
6
Garage spaces
3
Parking spaces
N/A
Lot size
6.1 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
North Chatham Elementary
2.78 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
555
Student:teacher ratio
13.2:1
District
Chatham County Schools
Middle
Margaret B. Pollard Middle
4.42 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
775
Student:teacher ratio
17.6:1
District
Chatham County Schools
High
Northwood High
7.3 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
1,124
Student:teacher ratio
15.8:1
District
Chatham County Schools

Walkability

Blended score for Chapel Hill's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

13
Very car-dependent
out of 100
EPA National Walkability Index
3.7 / 20 -- Least walkable
Nearby-amenity density
5 / 100
Restaurants & cafes0
Grocery stores0
Parks1
Schools0
Transit stops0
Pharmacies0

Market position

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

On the market 15 days -- 97 fewer days than Chapel Hill's current average of 112 days.
For reference, the median list price across 625 active listings in Chapel Hill right now is $529,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$10,086/mo
$330,000 down
$1,320,000 loan
Principal & interest$8,561
Property tax (est.)$1,375
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Doorify MLS via Trestle/CoreLogic. Last updated 11 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.