_DSC9111 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9112 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9079 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9080 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9081 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9082 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9083 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9084 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9085 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9086 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9087 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9088 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9089 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9090 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9091 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9092 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9093 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9094 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9101 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9097 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9103 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9102 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9104 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9105 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9106 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9098 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9099 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9100 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9096 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9107 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Rear Entry - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9110 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
_DSC9109 - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Winmore Village Green Space - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Winmore Village Green Space - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Playground - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Pool - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Pool - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Pool - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Pool - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
Community Pool - 106 Kiley Street, Chapel Hill, NC 27516, Chapel Hill
41 photos

$349,000

106 Kiley Street, Chapel Hill, NC 27516
Chapel Hill, NC 27516
Listed by Andrew James Gillespie · Keller Williams Innovate-Wilm
Bedrooms
2
Bathrooms
2.5
Living area
N/A
Year built
2010

About this home

Price Adjustment! Now listed under $350k, this end-unit townhome nestled in Winmore offers great value for buyers looking for a turn-key package in an established community in an incredible location. Includes lifestyle amenities such as neighborhood pool, park/playgrounds, and nature trails for walking/biking. Chapel Hill/Carrboro City Schools. - This beautifully maintained 2-bedroom, 2.5-bath home offers effortless living and convenience in a great location. The main floor features an open-concept design connecting the spacious kitchen, dining area, inviting living room, and convenient half bath. Upstairs, you will find two generous bedrooms—each with its own full bath—plus a versatile loft space ideal for a home office, secondary lounge, or exercise nook, along with a dedicated laundry area. High-speed fiber internet available. An integrated full-home dehumidifier system provides additional home comfort. Winmore offers an unparalleled community feel with a neighborhood pool, playground, green spaces, sidewalks, and direct access to gorgeous natural walking and running trails alongside Bolin Creek. The Bolin Creek trail system not only offers walkability to Chapel Hill High School, Smith Middle School, and Seawell Elementary School, but also connect you to the extensive trail system at Carolina North Forest. The location is hard to beat: Just minutes to UNC Campus, UNC Hospitals, local dining, groceries, and transit lines. Enjoy quick access to I-40 for effortless commutes throughout Durham, Raleigh, and the broader Triangle. Perfect for any buyer seeking convenient living in a premier location with phenomenal amenities, as well as investors seeking strong income-producing potential. Pro forma financials and continued management details available upon request. Furniture and personal property negotiable for a turn-key purchase.

Property details

MLS #
10181884
Property type
Townhouse
Subdivision
Winmore
Status
Active
Days on market
78
On market date
July 23, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
2
Lot size
0.03 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 (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Carrboro Elementary
2.18 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
529
Student:teacher ratio
12.3:1
District
Chapel Hill-Carrboro City Schools
Middle
Smith Middle
0.7 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
716
Student:teacher ratio
13.8:1
District
Chapel Hill-Carrboro City Schools
High
Chapel Hill High
0.54 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
4.4
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: A (2025)
Enrollment
1,505
Student:teacher ratio
15.5:1
District
Chapel Hill-Carrboro City 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). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

33
Car-dependent
out of 100
EPA National Walkability Index
6.5 / 20 -- Below average walkable

Market position

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

On the market 78 days -- 48 fewer days than Chapel Hill's current average of 126 days.
For reference, the median list price across 634 active listings in Chapel Hill right now is $532,000.

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
$2,252/mo
$69,800 down
$279,200 loan
Principal & interest$1,811
Property tax (est.)$291
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Doorify MLS via Trestle/CoreLogic. Last updated September 3, 2026.

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.