1-web-or-mls-DJI_20260908124426_0076_D_8 - 208 Tobacco Road, Pittsboro, NC 27312
2-web-or-mls-untitled-1 - 208 Tobacco Road, Pittsboro, NC 27312
3-web-or-mls-untitled-2 - 208 Tobacco Road, Pittsboro, NC 27312
1-web-or-mls-untitled-6 - 208 Tobacco Road, Pittsboro, NC 27312
6-web-or-mls-untitled-3 - 208 Tobacco Road, Pittsboro, NC 27312
4-web-or-mls-untitled-4 - 208 Tobacco Road, Pittsboro, NC 27312
24-web-or-mls-IMG_5811 - 208 Tobacco Road, Pittsboro, NC 27312
34-web-or-mls-IMG_5895 - 208 Tobacco Road, Pittsboro, NC 27312
7-web-or-mls-untitled-1 (2) - 208 Tobacco Road, Pittsboro, NC 27312
25-web-or-mls-IMG_5817 - 208 Tobacco Road, Pittsboro, NC 27312
35-web-or-mls-IMG_5901 - 208 Tobacco Road, Pittsboro, NC 27312
26-web-or-mls-IMG_5823 - 208 Tobacco Road, Pittsboro, NC 27312
9-web-or-mls-untitled-13 (2) - 208 Tobacco Road, Pittsboro, NC 27312
10-web-or-mls-untitled-12 (2) - 208 Tobacco Road, Pittsboro, NC 27312
11-web-or-mls-untitled-15 - 208 Tobacco Road, Pittsboro, NC 27312
12-web-or-mls-untitled-14 - 208 Tobacco Road, Pittsboro, NC 27312
33-web-or-mls-IMG_5889 - 208 Tobacco Road, Pittsboro, NC 27312
32-web-or-mls-IMG_5883_Edit - 208 Tobacco Road, Pittsboro, NC 27312
36-web-or-mls-IMG_5916 - 208 Tobacco Road, Pittsboro, NC 27312
43-web-or-mls-IMG_5979 - 208 Tobacco Road, Pittsboro, NC 27312
37-web-or-mls-IMG_5925 - 208 Tobacco Road, Pittsboro, NC 27312
38-web-or-mls-IMG_5940 - 208 Tobacco Road, Pittsboro, NC 27312
13-web-or-mls-untitled-16 - 208 Tobacco Road, Pittsboro, NC 27312
14-web-or-mls-untitled-17 - 208 Tobacco Road, Pittsboro, NC 27312
49-web-or-mls-IMG_6018 - 208 Tobacco Road, Pittsboro, NC 27312
15-web-or-mls-untitled-18 - 208 Tobacco Road, Pittsboro, NC 27312
16-web-or-mls-untitled-21 - 208 Tobacco Road, Pittsboro, NC 27312
17-web-or-mls-untitled-20 - 208 Tobacco Road, Pittsboro, NC 27312
18-web-or-mls-untitled-19 - 208 Tobacco Road, Pittsboro, NC 27312
19-web-or-mls-untitled-22 - 208 Tobacco Road, Pittsboro, NC 27312
39-web-or-mls-IMG_5949 - 208 Tobacco Road, Pittsboro, NC 27312
58-web-or-mls-IMG_6114_edit - 208 Tobacco Road, Pittsboro, NC 27312
40-web-or-mls-IMG_5952 - 208 Tobacco Road, Pittsboro, NC 27312
41-web-or-mls-IMG_5961_edit - 208 Tobacco Road, Pittsboro, NC 27312
42-web-or-mls-IMG_5973 - 208 Tobacco Road, Pittsboro, NC 27312
44-web-or-mls-IMG_5985 - 208 Tobacco Road, Pittsboro, NC 27312
28-web-or-mls-IMG_5847 - 208 Tobacco Road, Pittsboro, NC 27312
45-web-or-mls-IMG_5988 - 208 Tobacco Road, Pittsboro, NC 27312
29-web-or-mls-IMG_5859_Edit - 208 Tobacco Road, Pittsboro, NC 27312
46-web-or-mls-IMG_5997 - 208 Tobacco Road, Pittsboro, NC 27312
20-web-or-mls-untitled-23 - 208 Tobacco Road, Pittsboro, NC 27312
31-web-or-mls-IMG_5868_Edit - 208 Tobacco Road, Pittsboro, NC 27312
21-web-or-mls-untitled-24 - 208 Tobacco Road, Pittsboro, NC 27312
48-web-or-mls-IMG_6009 - 208 Tobacco Road, Pittsboro, NC 27312
47-web-or-mls-IMG_6003 - 208 Tobacco Road, Pittsboro, NC 27312
50-web-or-mls-IMG_6039 - 208 Tobacco Road, Pittsboro, NC 27312
56-web-or-mls-IMG_6084 - 208 Tobacco Road, Pittsboro, NC 27312
27-web-or-mls-IMG_5832 - 208 Tobacco Road, Pittsboro, NC 27312
54-web-or-mls-IMG_6066 - 208 Tobacco Road, Pittsboro, NC 27312
51-web-or-mls-IMG_6051 - 208 Tobacco Road, Pittsboro, NC 27312
57-web-or-mls-IMG_6093 - 208 Tobacco Road, Pittsboro, NC 27312
26-web-or-mls-untitled-29 - 208 Tobacco Road, Pittsboro, NC 27312
27-web-or-mls-untitled-28 - 208 Tobacco Road, Pittsboro, NC 27312
59-web-or-mls-IMG_6120 - 208 Tobacco Road, Pittsboro, NC 27312
60-web-or-mls-IMG_6129 - 208 Tobacco Road, Pittsboro, NC 27312
61-web-or-mls-IMG_6138 - 208 Tobacco Road, Pittsboro, NC 27312
62-web-or-mls-IMG_6144 - 208 Tobacco Road, Pittsboro, NC 27312
21-web-or-mls-DJI_20260908125353_0122_D_ - 208 Tobacco Road, Pittsboro, NC 27312
28-web-or-mls-untitled-3 (2) - 208 Tobacco Road, Pittsboro, NC 27312
29-web-or-mls-untitled-4 (2) - 208 Tobacco Road, Pittsboro, NC 27312
30-web-or-mls-untitled-7 (2) - 208 Tobacco Road, Pittsboro, NC 27312
31-web-or-mls-untitled-6 (2) - 208 Tobacco Road, Pittsboro, NC 27312
32-web-or-mls-untitled-5 (2) - 208 Tobacco Road, Pittsboro, NC 27312
30-web-or-mls-IMG_5862_edit - 208 Tobacco Road, Pittsboro, NC 27312
33-web-or-mls-untitled-9 (2) - 208 Tobacco Road, Pittsboro, NC 27312
34-web-or-mls-untitled-8 (2) - 208 Tobacco Road, Pittsboro, NC 27312
52-web-or-mls-IMG_6060 - 208 Tobacco Road, Pittsboro, NC 27312
38-web-or-mls-untitled-31 - 208 Tobacco Road, Pittsboro, NC 27312
36-web-or-mls-untitled-11 (2) - 208 Tobacco Road, Pittsboro, NC 27312
39-web-or-mls-untitled-36 - 208 Tobacco Road, Pittsboro, NC 27312
40-web-or-mls-untitled-33 - 208 Tobacco Road, Pittsboro, NC 27312
41-web-or-mls-untitled-34 - 208 Tobacco Road, Pittsboro, NC 27312
42-web-or-mls-untitled-35 - 208 Tobacco Road, Pittsboro, NC 27312
16-web-or-mls-DJI_20260908125142_0112_D_ - 208 Tobacco Road, Pittsboro, NC 27312
17-web-or-mls-DJI_20260908125252_0117_D_ - 208 Tobacco Road, Pittsboro, NC 27312
18-web-or-mls-DJI_20260908125323_0119_D_ - 208 Tobacco Road, Pittsboro, NC 27312
19-web-or-mls-DJI_20260908125328_0120_D_ - 208 Tobacco Road, Pittsboro, NC 27312
20-web-or-mls-DJI_20260908125344_0121_D_ - 208 Tobacco Road, Pittsboro, NC 27312
43-web-or-mls-untitled-8 - 208 Tobacco Road, Pittsboro, NC 27312
44-web-or-mls-untitled-11 - 208 Tobacco Road, Pittsboro, NC 27312
45-web-or-mls-untitled-9 - 208 Tobacco Road, Pittsboro, NC 27312
46-web-or-mls-untitled-10 - 208 Tobacco Road, Pittsboro, NC 27312
12-web-or-mls-DJI_20260908124947_0105_D_ - 208 Tobacco Road, Pittsboro, NC 27312
48-web-or-mls-untitled-12 - 208 Tobacco Road, Pittsboro, NC 27312
47-web-or-mls-untitled-7 - 208 Tobacco Road, Pittsboro, NC 27312
5-web-or-mls-untitled-5 - 208 Tobacco Road, Pittsboro, NC 27312
53-web-or-mls-IMG_6063 - 208 Tobacco Road, Pittsboro, NC 27312
87 photos

$749,000

208 Tobacco Road, Pittsboro, NC 27312
Pittsboro, NC 27312
Listed by Julia Tucker · Long & Foster Real Estate INC
Bedrooms
3
Bathrooms
2.5
Living area
N/A
Year built
2018

About this home

Custom-Built Home on 1.06 Acres Convenient to Chapel Hill, Carrboro & Pittsboro.Welcome to 208 Tobacco Road, a beautifully maintained home offering an exceptional combination of space, privacy, and convenience. Set on just over an acre, this split-ranch provides the ease of one-level living with additional flexible space upstairs. The main level features an inviting open living area with beautiful solid oak flooring, 9-foot ceilings, a spacious kitchen with granite countertops and stainless-steel appliances, and a comfortable primary suite. Two additional bedrooms are also located on the main level, making the floor plan especially appealing for those seeking convenient first-floor living. One of the home's standout features is the large screened-in porch, creating a wonderful outdoor living space overlooking the private, low-maintenance property. The upstairs bonus room offers valuable flexibility for a home office, media room, exercise space, guest area, or hobby room. Additional highlights include an oversized two-car garage, generous storage, high ceilings, attractive landscaping, and a thoughtful floor plan designed for comfortable everyday living and entertaining. The location is equally appealing—convenient to downtown Pittsboro, Chapel Hill and Carrboro, with easy access to shopping, dining, Jordan Lake and the many amenities of the Triangle. Move-in ready, beautifully situated, and offering the rare combination of acreage, modern construction and convenient access to Chapel Hill and Pittsboro—208 Tobacco Road is a home you'll want to see.

Property details

MLS
Doorify MLS
MLS #
10192091
Property type
Single Family Residence
Subdivision
Manns Crossing
Status
Active
Days on market
37
On market date
September 11, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
1.06 acres
Loading map…

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
Perry W Harrison Elementary
2 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
4.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
225
Student:teacher ratio
11.8:1
District
Chatham County Schools
Middle
Margaret B. Pollard Middle
2.05 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
5.61 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 Pittsboro'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).

15
Very car-dependent
out of 100
EPA National Walkability Index
4.2 / 20 -- Least walkable
Google Places amenity density
5 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools1
Transit stops0
Pharmacies0

Market position

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

On the market 37 days -- 98 fewer days than Pittsboro's current average of 135 days.
For reference, the median list price across 374 active listings in Pittsboro right now is $584,000.

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
$4,661/mo
$149,800 down
$599,200 loan
Principal & interest$3,886
Property tax (est.)$624
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Doorify MLS via Trestle/CoreLogic. Last updated 10 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.