01Front
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14FoyerView
12Foyer
13FoyerWithStairs
19EntryHallBuiltIns
16Dining
15Living
18WetBarArea
17CabinetBuiltIn
20Kitchen
24Kitchen
22Kitchen
23Kitchen
25CasualDining
21Kitchen
27GatheringRoom
26GatheringRoom
28EnclosedPorch
29HallToPrimary
30Primary
31PrimaryFireplace
32PrimaryBath
33Bath
35Office
38Bedroom3
43ClosetInBedroom3
41BathWithShower
42BathwithShower
39Bedroom4
40FullBath
37Bedroom2
45ThirdFloorRoom
46ThirdFloorBath1
47ThirdFloorBath2
48WorkoutRoom
55Rooftop
50Pool
03Front
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10FrontPorch
51Terrace
04FrontWalkway
05Front
06Sheep
07Driveway
08GarageExterior
09SidePorch
11CourtyardGate
34WasherDryerFirstFloor
36SecondFloorHallWithLaundry
44ThirdFloor
49Pool
50PoolView2
52Terrace
53Pond
54BackYard
55RoofTopStairs
56RoofTopShower
57Rooftop
58Playhouse
59SideYard
60Giraffe
61FloweringBush
62Back
63GardenShed
64Back
65BrickSidePatio
66WalkwayToApartment
67Apartment
68Apartment
69AptKitchen
70AptBedroom
71AptBath
908_GreenwoodFloorplan
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02Front
87 photos

$3,100,000

908 Greenwood Road, Chapel Hill, NC 27514
Chapel Hill, NC 27514
Listed by Laura Whayne · RE/MAX United
Bedrooms
5
Bathrooms
6.1
Living area
N/A
Year built
1939

About this home

Undeniable curb appeal announces this extraordinary 1939 Greenwood estate before you even step inside. Set on a private, one-acre wooded lot and cloaked in mystery by its rare Jeffersonian serpentine brick wall, the property unfolds along a brick paver, wood-lined walkway to an iconic wrap-around porch, the kind built for rocking chairs, sweet tea, and long evenings. Step through the door and discover a masterful blend of old-world character and modern luxury across three finished levels. Gleaming hardwood floors flow throughout light-filled rooms, anchored by a gathering room framed in a wall of windows, transom detail, and custom built-ins. The chef's kitchen is a study in refinement: a Wolf gas range, dual dishwashers, wine refrigerator, ice maker, walk-in pantry. A sophisticated wet bar, complete with glass-front cabinetry, sets the stage for effortless entertaining. Rest and retreat are equally elevated with 2 exquisite primary suites, one on each level, offering spa-caliber bathrooms appointed with a classic claw-foot soaking tub, oversized walk-in closets, and separate glass showers. A third-floor retreat adds even more flexibility, room perfect for a bedroom/office/playroom, full bath, and private gym, ideal for guests, a home fitness studio, or a peaceful work-from-home escape. The outdoor living is every bit as extraordinary as what's found within. Ascend from the upper primary suite to a private rooftop veranda, then descend a graceful spiral staircase to a fully fenced, resort-style rear yard centered on a stunning heated pool, a private oasis designed for al fresco entertaining beneath the stars. Completing this exceptional offering is a fully furnished 708-square-foot guest apartment or in-law suite above the garage, thoughtfully finished with its own kitchen, stainless appliances, washer/dryer, and a generous 13x16 living room, perfect for guests, extended family, or a private studio retreat. Ideally situated just moments from Battle Park, the University of North Carolina campus and hospital, PlayMakers Repertory Company, and Chapel Hill's finest dining and shopping, this is a rare offering where timeless architecture meets uncompromising luxury.

Highlights

Fireplace

Property details

MLS #
10185062
Property type
Single Family Residence
Subdivision
Greenwood
Status
Active
Days on market
8
On market date
August 18, 2026
Stories
N/A
Garage spaces
2
Lot size
1.02 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
FPG Elementary
2.42 mi away · Grades -1-5
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
530
Student:teacher ratio
14.3:1
District
Chapel Hill-Carrboro City Schools
Middle
Culbreth Middle
2.52 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
664
Student:teacher ratio
11.6:1
District
Chapel Hill-Carrboro City Schools
High
East Chapel Hill High
3.34 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
1,475
Student:teacher ratio
16.4:1
District
Chapel Hill-Carrboro City Schools

Mortgage calculator

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Est. monthly payment
$18,819/mo
$620,000 down
$2,480,000 loan
Principal & interest$16,085
Property tax (est.)$2,583
Home insurance (est.)$150

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