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$850,000
10 Days On Site

414 Westwood Drive
Chapel Hill, NC 27516

For Sale|Single Family Residence|Pending
3
Beds
3
Total Baths
3
Full Baths
2,363
SqFt
$360
/SqFt
1963
Built
Subdivision:
Westwood
County:
Orange

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414 Westwood Drive414 Westwood Drive414 Westwood Drive414 Westwood Drive
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Monthly Payment (Est.)

$3,878
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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 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.

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Listing Snapshot
Price 
$850,000
Days On Site 
10 Days
Bedrooms 
3
Inside Area (SqFt) 
2,363 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.34 Acres
Year Built 
1963
MLS® Number 
10153264
Status 
Pending
Property Tax 
$10,476
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
a week agoStatus changed to Pending
2 weeks agoListing first seen on site
General Features
Acres 
0.34
Carport 
1
Foundation 
Block
Levels 
Two
Number Of Stories 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
1352
SqFt Below 
1011
SqFt Total 
2363
Style 
Modern
Water Source 
Public
Zoning 
R-2
Interior Features
Appliances 
DishwasherGas CooktopRange HoodRefrigeratorOvenWasherWine Refrigerator
Basement 
DaylightFinishedFullInterior EntryWalk-Out Access
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Fireplaces 
1
Flooring 
BambooCarpetHardwood
Heating 
Forced Air
Interior 
Built-in FeaturesCathedral Ceiling(s)Double VanityGranite CountersNatural WoodworkOpen FloorplanSoaking Tub
Laundry Features 
Laundry RoomLower Level
Main Level Bedrooms 
1
Window Features 
Window Treatments
Bedroom 2 
Dimensions - 19.5 x 9.8Level - Lower
Bedroom 3 
Dimensions - 13.4 x 11Level - LowerDescription - Currently part of apartment
Dining Room 
Dimensions - 11.2 x 11.6Level - Main
Entrance Hall 
Dimensions - 11 x 7Level - Main
Family Room 
Dimensions - 14 x 30.2Level - Main
Living Room 
Dimensions - 14 x 11Level - LowerDescription - Currently part of apartment
Master Bedroom 
Dimensions - 14 x 14Level - Main
Other 
Dimensions - 10 x 11Level - LowerDescription - Apartment kitchen
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Exterior Features
Construction Details 
Batts InsulationBlockWood Siding
Exterior 
CourtyardStorage
Lot Features 
LandscapedPrivate
Other Structures 
StorageWorkshop
Patio And Porch 
Deck
Roof 
FlatShingle
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Window Treatments
Community Features
Accessibility Features 
Therapeutic Whirlpool
Community Features 
Playground
Financing Terms Available 
CashConventional
Schools
School District
Unknown
Elementary School
CH/Carrboro - Carrboro
Middle School
CH/Carrboro - Smith
High School
CH/Carrboro - East Chapel Hill
Listing courtesy of Erin Daniel of Compass -- Chapel Hill - Durham



Listings that are marked with an icon are provided courtesy of the Triangle MLS, Inc. of North Carolina, Internet Data Exchange Database. Copyright 2026 Triangle MLS, Inc. of North Carolina. All rights reserved.

Last checked: 2026-03-28 01:02 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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