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For sale
    • $3,100,000

    908 Greenwood Rd, Chapel Hill, NC 27514

    5beds
    5,794sqft
    : 
    $19,092/mo
    Get pre-qualified
    Single Family Residence, Residential
    Built in 1939
    1.02 Acres Lot
    $2,866,500 Zestimate®
    $535/sqft
    $-- HOA

    What's special

    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.
    12 days
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    1,381
    |
    84
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    Zillow last checked:

    Listing updated:

    Listed by:

    Laura Whayne 919-740-3981,

    RE/MAX United

    Source: Doorify MLS,MLS#: 10185062MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      Heating
      • Electric, Fireplace(s), Forced Air
      Cooling
      • Ceiling Fan(s), Central Air, Electric, Heat Pump
      Appliances
      • Included: 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
      • Laundry: In Hall, Inside, Laundry Closet, Laundry Room, Washer Hookup, Other
      Features
      • Apartment/Suite, Bar, Bookcases, Breakfast Bar, Built-in Features, Pantry, Ceiling Fan(s), Central Vacuum, Chandelier, Crown Molding, Double Vanity, Entrance Foyer, High Ceilings, Kitchen Island, Master 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
      • Flooring: Hardwood, Tile, Wood
      • Doors: French Doors
      • Number of fireplaces: 3
      • Fireplace features: Bedroom, Family Room, Fire Pit, Gas Log, Glass Doors, Living Room, Master Bedroom
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total structure area: 5,794
      • Total interior livable area: 5,794 sqft
      • Finished area above ground: 5,794
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage, Parking Pad
      • Garage spaces: 2
      Features
      • Levels: Three Or More
      • Stories: 2
      • Patio & porch: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened, Wrap Around, Other, See Remarks
      • Exterior features: Balcony, Fenced Yard, Fire Pit, Garden, Lighting, Private Yard, Rain Gutters, Storage
      • Has private pool: Yes
      • Pool features: Fenced, In Ground, Outdoor Pool, Private
      • Fencing: Back Yard, Fenced, Gate
      • Has view: Yes
      • View description: Forest, Trees/Woods
      Lot
      • Size: 1.02 Acres
      • Features: Back Yard, Garden, Hardwood Trees, Landscaped, Secluded, Wooded
      Details
      • Additional structures: Outbuilding, Shed(s), Storage, Other
      • Parcel number: 9798063947
      • Zoning: R-LD1
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence, Residential
      Materials
      • Fiber Cement
      • Roof: Metal, Rubber, Shingle
      Condition
      • New construction: No
      • Year built: 1939

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Street Lights
      • Subdivision: Greenwood
      HOA
      • Has HOA: No
      Location
      • Region: Chapel Hill

      Financial & listing details

      • Price per square foot: $535/sqft
      • Tax assessed value: $2,092,200
      • Annual tax amount: $28,173
      • Date on market: 8/18/2026
      • Road surface type: Paved

        Estimated market value

        $2,866,500

        $2.64M - $3.15M

        $5,688/mo

        Price history

        DateEventPrice
        8/18/2026Listed for sale$3,100,000+16.5%$535/sqft
        Source: Doorify MLS #10185062 Report a problem
        11/16/2023Sold$2,660,954-0.5%$459/sqft
        Source: Doorify MLS #2535815 Report a problem
        11/6/2023Pending sale$2,675,000$462/sqft
        Source: Doorify MLS #2535815 Report a problem
        10/17/2023Contingent$2,675,000$462/sqft
        Source: Doorify MLS #2535815 Report a problem
        10/5/2023Listed for sale$2,675,000+52.4%$462/sqft
        Source: Doorify MLS #2535815 Report a problem
        7/29/2020Sold$1,755,000-2.2%$303/sqft
        Source: Doorify MLS #2303331 Report a problem
        6/27/2020Pending sale$1,795,000$310/sqft
        Source: Peak, Swirles & Cavallito Properties #2303331 Report a problem
        6/17/2020Price change$1,795,000-5%$310/sqft
        Source: Peak, Swirles & Cavallito Properties #2303331 Report a problem
        4/30/2020Price change$1,890,000-1.8%$326/sqft
        Source: Peak, Swirles & Cavallito Properties #2303331 Report a problem
        3/15/2020Price change$1,925,000-3.5%$332/sqft
        Source: Peak, Swirles & Cavallito Properties #2303331 Report a problem
        2/21/2020Listed for sale$1,995,000$344/sqft
        Source: Peak, Swirles & Cavallito Properties #2303331 Report a problem
        11/25/2019Listing removed$1,995,000$344/sqft
        Source: Peak, Swirles & Cavallito Properties #2247785 Report a problem
        10/11/2019Price change$1,995,000-5%$344/sqft
        Source: Peak, Swirles & Cavallito Properties #2247785 Report a problem
        4/11/2019Listed for sale$2,100,000+66%$362/sqft
        Source: Peak, Swirles & Cavallito Properties #2247785 Report a problem
        6/1/2010Sold$1,265,000-14.5%$218/sqft
        Source: Public Record Report a problem
        12/13/2009Listed for sale$1,479,000+150.7%$255/sqft
        Source: United Brokers #1696304 Report a problem
        6/3/2005Sold$590,000+25.5%$102/sqft
        Source: Public Record Report a problem
        5/15/2003Sold$470,000$81/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$27,548 -3.5%$2,092,200 +23.7%
        2024$28,545 +2.9%$1,691,200
        2023$27,748 +4.6%$1,691,200 +0.2%
        2022$26,522 +3.3%$1,687,500 +2%
        2021$25,678 +19.6%$1,654,600 +27.9%
        2020$21,469 $1,293,300
        2018$21,469 +2.3%$1,293,300
        2017$20,990 +18.7%$1,293,300 +20.8%
        2016$17,687 $1,070,400
        2015$17,687 +0.5%$1,070,400
        2014$17,594 $1,070,400
        2013-- $1,070,400 +13%
        2012-- $947,200 +9.8%
        2011-- $862,693
        2010-- $862,693
        2009-- $862,693 +19.7%
        2008$11,357 +62.9%$720,926 +10%
        2007$6,970 $655,394 +51.7%
        2006-- $431,991
        2005-- $431,991 +27.1%
        2004$5,624 $339,837 +0.2%
        2003-- $339,065
        2002$5,340 +4.2%$339,065
        2001$5,123 -5.1%$339,065 +8.4%
        2000$5,400 $312,664
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Greenwood

        Getting around

        28 / 100
        Car-Dependent
        48 / 100
        Some Transit
        48 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chapel Hill Carrboro - Northside Elementary School
        • Middle: Chapel Hill Carrboro - Grey Culbreth Middle School
        • High: Chapel Hill Carrboro - East Chapel Hill High School

        Source: Doorify MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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