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290 Twisted Oak Way, Chapel Hill, NC 27517 PENDING 1 of 35 290 Twisted Oak Way, Chapel Hill, NC 27517 — photo 2 290 Twisted Oak Way, Chapel Hill, NC 27517 — photo 3 290 Twisted Oak Way, Chapel Hill, NC 27517 — photo 4 290 Twisted Oak Way, Chapel Hill, NC 27517 — photo 5
1 of 35
Pending
$1,099,000 Est. $7,698/mo — Get pre-qualified
4beds 4.5baths 5,102sq ft 1.85acres

290 Twisted Oak Way · Chapel Hill, NC 27517

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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.

Features & Amenities

Living Area5,102 Sq.Ft.
Bedrooms4
Baths4.5
HeatingForced Air, Natural Gas
CoolingCentral Air
FlooringCarpet, Hardwood, Tile
FireplaceFamily Room,Gas,Outside
AppliancesCooktop, Dishwasher, Gas Cooktop, Range Hood, Water Heater
Interior FeaturesBathtub Only, Dressing Room, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, Kitchen Island, Low Flow Plumbing Fixtures, Open Floorplan, Pantry, Shower Only, Smart Light(s), Smart Thermostat, Smooth Ceilings, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s), Walk-In Shower, Water Closet, Wired for Data, Wired for Sound
LaundryLaundry Room
Exterior FeaturesRain Gutters, Storage
StyleTransitional
Year Built2026
ConstructionBlock, Blown-In Insulation, Board & Batten Siding, Brick, Brick Veneer, Concrete, Engineered Wood, Fiber Cement, HardiPlank Type
RoofAluminum, Architectural Shingle
FoundationConcrete, Crawlspace
StatusPending
Lot Size1.85 Acres
Lot FeaturesBack Yard, Cul-De-Sac, Many Trees, Native Plants, Private, Secluded, Wooded
SubdivisionChapel Oaks
CountyChatham
Property TypeResidential
Property SubTypeSingle Family Residence
Last UpdatedOct 2, 2026
UtilitiesCable Available, Electricity Connected, Natural Gas Connected, Septic Connected, Water Connected, Underground Utilities
SewerSeptic Tank
Water SourcePublic
HOAYes — $125 / month
Community FeaturesSuburban
ElementaryChatham - Chatham Grove Elementary Elementary School
MiddleChatham - Margaret B Pollard Middle School Middle School
HighChatham - Seaforth High School High School
Presented By: Toll Brothers, Inc.; nfeehely@tollbrothers.com

Location

Property boundary from county GIS

Neighborhood Snapshot

U.S. Census Bureau, ACS 5-year estimates

Neighborhood data describes this home's U.S. Census tract and is provided for information only. Statistics describe an area, not any individual property or its residents.

Pricing History

DateEventPriceChange
Oct 2, 2026 Price Reduced $1,149,000 → $1,099,000 ▾ $50,000 (4.4%)
Aug 25, 2026 Price Change $1,299,000 —

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