414 Westwood Drive, Chapel Hill, NC 27516

$850,000

Westside of Westwood. This isn't your typical MLS ''light-filled'' commentary. This is what living in the light actually feels like. An architect-designed 1960s retreat, 414 Westwood sits tucked into one of Chapel Hill's most organically cool neighborhoods -Westwood- where glass doors and windows frame trees so completely, it feels like… Read More you've left town. And yet, UNC and ''uptown'' are just a short walk away. Set quietly on the west side of the neighborhood and nearly hidden from the street, the layout is effortlessly smart: 2,300 square feet across two levels that balance openness with privacy. The main level opens to a proper foyer and unfolds with a wood-burning fireplace, built-ins, and walls of glass overlooking layered trees that pull the outside in. Finished-in-place hardwoods ground the space, while custom cherry cabinetry flows from the kitchen into the primary bath--an intentional detail that feels both timeless and warm. The primary suite lives on the main level, with radiant heated floors and thoughtfully designed custom closets. Downstairs, two additional bedrooms each offer en-suite baths and private exterior entrances. One easily functions as its own apartment--with kitchenette, den, bedroom, and dedicated laundry--ideal for guests, in-laws, au pairs, income potential, or a little teenage independence. Outdoor living here is layered. A deck spanning the width of the home floats among the trees -winter sunsets or summer privacy, both a treat. An enclosed courtyard off the dining room, complete with a working fountain, creates a second gathering space, while the lower level offers yet another patio and fountain - each one its own quiet retreat. And the landscaping... the photos don't quite capture it. Native plantings and flowering trees surround the home, with pebbled paths weaving through and creating a sense of privacy that holds year-round. It's less backyard, more sanctuary! Covered parking with two adjacent storage areas keeps life easy. One is perfect for room for bikes, gear, gardening, while the other can serve as an efficient shop for hobbies or projects. Recent updates include roofs, two furnaces, Hunter Douglas motorized blinds, a refrigerator, and a washer and dryer. This is a home for people who notice design, value flexibility, and want both privacy and proximity. A Westwood classic with a Westside soul. Read Less

Courtesy of Compass -- Chapel Hill - Durham, Erin Daniel.

Listing Snapshot

Days Online

Last Updated

Mar 17, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

2,363

Lot Size

0.34 Acres

Year Built

1963

MLS Number

10153264

30 Days Snapshot Of 27516

$315k

(avg) sold price

-100%

homes sold

Snapshot

Area Map

Additional Details

Appliances & Equipment

Appliances: "Dishwasher", "Gas Cooktop", "Range Hood", "Refrigerator", "Oven", "Washer", "Wine Refrigerator"

Basement

Basement: "Daylight", "Finished", "Full", "Heated", "Interior Entry", "Walk-Out Access"

Building

Building Area Total: 2363, Building Area Units: Square Feet, Construction Materials: "Batts Insulation", "Block", "Wood Siding", Living Area Units: Square Feet, Living Area: 2363, Other Structures: "Storage", "Workshop", Structure Type: "Site Built", Year Built: 1963

Community

Community Features: Playground

Cooling

Cooling: "Central Air", "Zoned", Cooling Included

Doors

Features: "Sliding Doors"

Exterior Features

Exterior Features: "Courtyard", "Storage", Patio And Porch Features: "Deck"

Fireplaces

Fireplace Included, Features: "Living Room", "Wood Burning"

Floors

Flooring: "Bamboo", "Carpet", "Hardwood"

Foundation

Foundation Details: "Block"

Heating

Heating: "Forced Air", Heating Included

Interior Features

Interior Features: "Apartment/Suite", "Bathtub/Shower Combination", "Built-in Features", "Cathedral Ceiling(s)", "Double Vanity", "Granite Counters", "Natural Woodwork", "Open Floorplan", "Soaking Tub", "Whirlpool Tub"

Laundry

Features: "Laundry Room", "Lower Level"

Lot

Lot Features: "Hardwood Trees", "Landscaped", "Private", Lot Size Acres: 0.34, Lot Size Area: 14810.4, Lot Size Square Feet: 14810.4, Lot Size Units: Square Feet, Parcel Number: 9788139532

Parking

1 carport space, Carport Included

Property

Property Sub Type: Single Family Residence, View: "Trees/Woods", Zoning: R-2

Roof

Roof: "Flat", "Shingle"

Sewer

Sewer: "Public Sewer"

Taxes

Tax Annual Amount: 10476

Utilities

Water Source: "Public"

Windows

Window Features: "Window Treatments"

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