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Sold for $2,900,000 on 10/16/25
  • $2,900,000

    41 Shaw Road SW, Pinehurst, NC 28374

    6beds
    5,600sqft
    Single Family Residence
    Built in 1914
    1.1 Acres Lot
    $2,899,500 Zestimate®
    $518/sqft
    $4,454 Estimated rent

    Home value

    $2,899,500

    $2.75M - $3.04M

    $4,454/mo

    Zestimate® history
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    What's special

    ''While-a Way Cottage'' in historic OLD TOWN Pinehurst boasts over an acre of privacy, elegance and history. Mr. S.B. Chapin, a New York financier and philanthropist, was the original owner of ''While-a-Way Cottage'' and built five other cottages in Pinehurst during his time. Chapin was also credited with developing Myrtle beach, S.C. ''While-a-Way Cottage'' is located less than one mile from the world-renowned Pinehurst Resort and Country Club. Built in 1914, a formative period of Pinehurst's development, 41 Shaw Road is a fine example of the architecture and lifestyle that defined OLD TOWN in the early 1900s. In 2020 Sellers undertook a massive renovation of the interior and exterior of the home. The exterior renovation reoriented the front of the home defined by a wide veranda spanning the full width of the front facade. The veranda aligns itself with the era emphasizing formality, symmetry and welcome. The exterior transformation included adding a brick patio across the back, a portico defining the front door, a crystal blue pool, charming guest cottage, and extensive landscaping perfect for summer lawn or pool parties. Inside are stunning rooms with high ceilings, crown moldings, and multiple fireplaces. The spacious ''Grand Salon'', is the perfect setting for formal and informal entertaining or family time around the fireplace the old-fashion way. The main floor layout is very traditional with the living room and dining room on either side of the grand foyer and gleaming heart of pine floors. Charming period kitchen with 6 burner WOLF gas range and subzero refrigerator.The finished basement includes a wine cellar, movie room, pool table, bedroom and a bath. The home has natural gas, a well for the pool and irrigation and a 3 car garage with Tesla charger.There is over 7000 square feet of heated living space in the main house, basement and guest cottage including 7 bedrooms and 6 1/2 baths. Absolutely breathtaking property. PCC Membership for transfer.

    Zillow last checked: 8 hours ago

    Listing updated: October 17, 2025 at 04:36am

    Listed by:

    Lin Hutaff 910-528-6427,

    Lin Hutaff's Pinehurst Realty Group

    Bought with:

    James E Garrett, 38210

    The Gentry Team

    Source: Hive MLS,MLS#: 100522354MLS LogoOriginating MLS: Mid Carolina Regional MLS

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Second
    • Dimensions: 17.8 x 16
    Bedroom 2
    • Level: Second
    • Dimensions: 11.3 x 15.5
    Bedroom 3
    • Level: Second
    • Dimensions: 14 x 15.5
    Bedroom 4
    • Level: Second
    • Dimensions: 12.7 x 14
    Bedroom 5
    • Level: Basement
    Breakfast nook
    • Level: Main
    • Dimensions: 9 x 12.7
    Den
    • Level: Main
    • Dimensions: 26 x 12.7
    Dining room
    • Level: Main
    • Dimensions: 15 x 18
    Kitchen
    • Level: Main
    • Dimensions: 15 x 13.8
    Laundry
    • Level: Main
    • Dimensions: 8.6 x 8.4
    Living room
    • Level: Main
    • Dimensions: 29.7 x 26
    Media room
    • Level: Basement
    Heating
    • Heat Pump, Electric
    Cooling
    • Central Air, Heat Pump
    Features
    • Walk-in Closet(s), High Ceilings, Entrance Foyer, Solid Surface, Bookcases, Kitchen Island, Ceiling Fan(s), Walk-in Shower, Basement, Walk-In Closet(s)
    Interior area
    • Total structure area: 5,600
    • Total interior livable area: 5,600 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Circular Driveway, Gravel
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Entry location: Basement
    • Patio & porch: Patio, Porch
    • Fencing: Partial,Wood
    Lot
    • Size: 1.10 Acres
    • Dimensions: 245 x 170 x 60 x 210 x 200
    Details
    • Parcel number: 00018891
    • Zoning: R20
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • See Remarks, Wood Siding
    • Foundation: Combination
    • Roof: Composition
    Condition
    • New construction: No
    • Year built: 1914

    Utilities & green energy

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

    Community & neighborhood

    Location
    • Region: Pinehurst
    • Subdivision: Old Town

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    10/16/2025Sold$2,900,000$518/sqft
    Source: Hive MLS #100522354
    8/7/2025Contingent$2,900,000$518/sqft
    Source: Hive MLS #100522354
    8/5/2025Listed for sale$2,900,000+312.5%$518/sqft
    Source: Hive MLS #100522354
    3/14/2014Sold$703,000-2.4%$126/sqft
    Source: Public Record
    3/18/2013Listing removed$720,000$129/sqft
    Source: Century 21 Clickit, INC. #136755

    Public tax history

    YearProperty taxesTax assessment
    2024$7,697 -4.2%$1,344,480
    2023$8,033 +7.4%$1,344,480 +20.7%
    2022$7,481 -3.5%$1,113,500 +24.3%

    Find assessor info on the county website

    Neighborhood: 28374

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Pinehurst Elementary
    • Middle: West Pine Middle
    • High: Pinecrest High

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

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $2,899,500
    2% more+ $57,990
    With Zillow Showcase(estimated)
    $2,957,490