Pending
Price CutPrice Drop: $200K (09/23)
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Sale Pending at 908 Greenwood Rd, Chapel Hill, NC 27514 | MLS# 10185062 | Listing updated on 2026-09-23
Photo 1 of Sale Pending at 908 Greenwood Rd, Chapel Hill, NC 27514 | MLS# 10185062 | Listing updated on 2026-09-23
Photo 2 of Sale Pending at 908 Greenwood Rd, Chapel Hill, NC 27514 | MLS# 10185062 | Listing updated on 2026-09-23
Photo 3 of Sale Pending at 908 Greenwood Rd, Chapel Hill, NC 27514 | MLS# 10185062 | Listing updated on 2026-09-23
Photo 4 of Sale Pending at 908 Greenwood Rd, Chapel Hill, NC 27514 | MLS# 10185062 | Listing updated on 2026-09-23
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$2,900,000

Monthly Est:$14,434

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon5,794sqft

908 Greenwood Rd, Chapel Hill, NC 27514

$14,434/moEst:

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  • Single Family Residence

  • Built in 1939

  • $-- HOA

  • 1.02 acres lot

  • $501/sq.ft

Description

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.

  • Houzeo last checked: 28 minutes ago
  • Listing updated: September 23, 2026 at 3:35 pm
  • Listing Provided by: Laura Whayne (919) 740-3981 | RE/MAX United (919) 469-4700
  • Source: Doorify MLS-NC | MLS#: 10185062 Doorify MLS-NC

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Orange County

  • City

    Chapel Hill

  • Neighborhood

    Greenwood

  • Year Built

    1939

  • HOA Fees

    -

  • Finished Area

    5,794 sqft

  • Lot Size

    1.02 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Doorify MLS

  • MLS Number

    10185062

  • MLS Status

    Pending

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 7

Interior

  • Flooring

    Hardwood, Tile, Wood

  • Exterior Features

    Balcony, Fenced Yard, Fire Pit, Garden, Lighting, Private Yard, Rain Gutters, Storage

  • Cooling

    Ceiling Fan(s), Central Air, Electric, Heat Pump

  • Sewer

    Public Sewer

  • Heating

    Electric, Fireplace(s), Forced Air

  • Appliances

    Bar Fridge, Built In Refrigerator, Dishwasher, Dryer, Free Standing Refrigerator, Gas Range, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Washer/dryer, Wine Cooler

  • Interior Features

    Apartment/suite, Bar, Bookcases, Breakfast Bar, Built In Features, Butler's Pantry, Ceiling Fan(s), Central Vacuum, Chandelier, Crown Molding, Double Vanity, Entrance Foyer, High Ceilings, Kitchen Island, Pantry, Primary Downstairs, Quartz Counters, Recessed Lighting, Second Primary Bedroom, Separate Shower, Smart Home, Smart Light(s), Smooth Ceilings, Soaking Tub, Track Lighting, Walk In Closet(s), Walk In Shower, Water Closet, Wet Bar

Construction

  • Year Built

    Year Built: 1939

  • Home type

    Single Family Residence

  • Construction Materials

    Fiber Cement

  • Architectural Style

    Traditional

  • Roof

    Metal, Rubber, Shingle

Utilities & Energy

  • Fireplace Features

    Bedroom, Family Room, Fire Pit, Gas Log, Glass Doors, Living Room, Primary Bedroom

  • Laundry Features

    In Hall, Inside, Laundry Closet, Laundry Room, Washer Hookup, Other

  • Parking Features

    Driveway, Garage, Parking Pad

  • Security Features

    Smoke Detector(s)

  • Pool Features

    Fenced, In Ground, Outdoor Pool, Private

  • Utilities

    Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

  • Water Source

    Public

Other Features

  • Disclosures

    Lead Based Paint, Seller Disclosure

  • Subdivision Name

    Greenwood

  • Lot Features

    Back Yard, Garden, Hardwood Trees, Landscaped, Secluded, Wooded

  • Patio And Porch Features

    Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened, Wrap Around, Other, See Remarks

  • Community Features

    Street Lights

Price History

DateEventPrice

09/23/2026

Source: mls_logoDoorify MLS-NC #10185062

Pending

$2,900,000 -6.45%

$501/sqft

08/18/2026

Source: mls_logoDoorify MLS-NC #10185062

Listed for Sale

$3,100,000

$535/sqft

08/07/2026

Source: mls_logoDoorify MLS-NC #10185062

Coming Soon

$3,100,000 +15.89%

$535/sqft

11/17/2023

Source: mls_logoDoorify MLS-NC #2535815

Price Increased

$2,675,000 +0.53%

$462/sqft

11/17/2023

Source: mls_logoDoorify MLS-NC #2535815

Price Increased

$2,660,954 +51.62%

$459/sqft

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Based on information from the Doorify MLS (Triangle MLS, Inc.) through Oct 09, 2026, 12:00PM. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this IDX display. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. The listing broker shall not be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use. Listings marked with an icon are provided courtesy of the Doorify MLS, Inc. of North Carolina, Internet Data Exchange Database. Closed (sold) listings may have been listed and/or sold by a real estate firm other than the firm(s) featured on this website. Closed data is not available until the sale of the property is recorded in the MLS. Home sale data is not an appraisal, CMA, competitive or comparative market analysis, or home valuation of any property. © 2026 Doorify MLS, Inc. of North Carolina. All rights reserved. Non-MLS properties are not included. Properties sold were listed/sold by various MLS participating offices. © 2026 Doorify MLS, Inc. of North Carolina. All Rights Reserved.

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