Front Exterior - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
2 Front Exterior - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Foyer - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Dining Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Dining Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Butler's Pantry - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Casual Dining - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Casual Dining - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Great Room/ Kitchen - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Kitchen - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Kitchen - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Kitchen - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Kitchen - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Great Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Great Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Great Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Outdoor Living Space - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Back Exterior - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Primary Bedroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Halstead_26_Primary Bedroom 2 - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Halstead_26_Primary Retreat - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Halstead_26_Primary Bath 1 - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Primary Bathroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Primary Bathroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Primary Walk-In Shower - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Primary Closet - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Bonus Room - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Sedondary Bedroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Secondary Bath - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Secondary Bedroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Secondary Bath - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Secondary Bedroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Secondary Bathroom - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Floorplan - First Floor - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
Floorplan - Second Floor - 290 Twisted Oak Way, Chapel Hill, NC 27517, Chapel Hill
35 photos

$1,149,000

290 Twisted Oak Way, Chapel Hill, NC 27517
Chapel Hill, NC 27517
Listed by Kristin Ann Dyrdal · Toll Brothers, Inc.
Bedrooms
4
Bathrooms
4.5
Living area
N/A
Year built
2026

About this home

Welcome to 290 Twisted Oak Way, a move-in ready opportunity in Chapel Oaks by Toll Brothers where luxury, space, and privacy come together. Ideally positioned at the end of a quiet cul-de-sac on a beautifully wooded homesite, this Halstead offers a peaceful setting with an impressive amount of space to live, work, and entertain. Inside, a dramatic two-story foyer with dual open-rail staircases sets the tone, while 10-foot ceilings and abundant natural light create a bright, open feel throughout the main level. The thoughtfully designed floor plan features 4 bedrooms, 4.5 baths, a 2-car side-entry garage, a spacious first-floor flex room, and an oversized upstairs bonus room, offering plenty of versatility for a home office, media room, fitness space, or additional lounge. At the heart of the home, expansive living and entertaining spaces flow effortlessly together with generous pantry storage and easy access to the covered outdoor living area. Step outside and enjoy the natural gas fireplace while overlooking the wooded backyard, creating the perfect setting for quiet mornings, evenings by the fire, and year-round entertaining. With its sought-after cul-de-sac setting, private homesite, flexible floor plan, and move-in ready convenience, 290 Twisted Oak Way offers an exceptional opportunity to experience the Chapel Oaks lifestyle without the wait.

Highlights

FireplaceNew construction

Property details

MLS #
10158331
Property type
Single Family Residence
Subdivision
Chapel Oaks
Status
Active
Days on market
184
On market date
April 8, 2026
Stories
N/A
Total bathrooms
4.5
Garage spaces
2
Parking spaces
N/A
Lot size
1.8481 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 (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
North Chatham Elementary
3.1 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
2.59 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
7.94 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, 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).

26
Car-dependent
out of 100
EPA National Walkability Index
8.5 / 20 -- Below average walkable
Google Places amenity density
0 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

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

On the market 184 days -- 58 more 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

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Est. monthly payment
$7,069/mo
$229,800 down
$919,200 loan
Principal & interest$5,962
Property tax (est.)$958
Home insurance (est.)$150

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Data source: Listing information provided by Doorify MLS via Trestle/CoreLogic. Last updated 24 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.