MLS# 100522354 – 41 Shaw Road Sw, Pinehurst, NC 28374

$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
Price: $2,900,000
Beds: 6
Baths: 5 full, 1 half
Living Area SqFt: 5,600
Status: Active
Property Type: Single Family Residence
Lot Size Acres: 1.10
Lot Size SqFt: 47,916
Year Built: 1914
Neighborhood: Old Town
Days on Website: 0

Courtesy of Lin Hutaff, Lin Hutaff’s Pinehurst Realty Group

Property Description

”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.

$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst
$2,900,000 - 6Br/6Ba -  for Sale in Old Town, Pinehurst

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Property Details and Features

  • Property Access
  • Road Type/Frontage: Public (City/Cty/St)
  • Bathrooms
  • 6 total bathrooms
  • 5 full bathrooms
  • 1 half bathroom
  • Bedrooms
  • 6 bedrooms
  • Building
  • Heated SqFt Range: 5500 – 5999
  • 5,600 heated sqft
  • Built in 1914
  • 2 stories
  • 16 rooms
  • Construction: See Remarks
  • Porch/Balcony/Deck: Patio,Porch
  • Stories/Levels: Basement,Two
  • Cooling
  • Central Air
  • Heat Pump
  • Dining Room
  • Dining Room Type: Formal
  • Exterior Features
  • Exterior Finish: See Remarks,Wood Siding
  • Fence
  • Partial
  • Wood
  • Fireplaces
  • 3+
  • Foundation
  • Combination
  • Garage
  • 3 attached garage spaces
  • 3 garage spaces
  • Heating
  • Heat Pump
  • Interior Features
  • Basement
  • Solid Surface
  • Walk-In Closet(s)
  • Walk-in Shower
  • Kitchen Island
  • High Ceilings
  • Entrance Foyer
  • Ceiling Fan(s)
  • Bookcases
  • Listing
  • Listed on 2025-07-31
  • Construction Type: Stick Built
  • List Price/SqFt: $518
  • Terms: Cash,Conventional
  • Location
  • County: Moore
  • Zip Code: 28374
  • Latitude: 35.193766
  • Longitude: -79.476547
  • Subdivision: Old Town
  • City Limits: Yes
  • Lot
  • 47,916 sqft lot
  • Lot Dimensions: 245x170x60x210x200
  • 1.1 acres
  • Parking
  • Circular Driveway
  • Gravel
  • Possession
  • At Closing
  • Property
  • Zoning: R20
  • Roof
  • Composition
  • Additional Rooms
  • Rooms: Bedroom 2,Media Room,Master Bedroom,Living Room,Laundry,Kitchen,Dining Room,Den,Breakfast Nook,Bedroom 5,Bedroom 4,Bedroom 3
  • Schools
  • School District: Moore County Schools
  • Taxes
  • Tax Assessed Value: $1,344,480
  • City Tax Rate: 3425
  • Tax Year: 2025
  • Utilities
  • Natural Gas Connected
  • Water Connected
  • Sewer Connected

Property Map

$2,900,000 – 41 Shaw Road Sw, Pinehurst, NC 28374

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© 2025 Hive MLS

MLS LogoThe data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of August 5, 2025 8:30PM. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Lin Hutaff's Pinehurst Realty Group shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data.