''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.
Single-familyProperty Type
1914Year Built
1.1 acresLot Size
$476Est. Price/Sq.Ft.
3 car garageParking
Listed by Lin Hutaff• Lin Hutaff's Pinehurst Realty Group
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
5
Baths
6.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.12 Acres
Year renovated
2000
Sq. Ft.
5,620
Year built
1909
Style
Single Family Residential
County
Moore County
APN
855212756729
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 26, 2026.
R20
Residential District
The R-20 Residential District is established as a district in which the principal use of land is for medium-density residential uses. This district is further intended to discourage any use which would be detrimental to the predominately medium-density residential nature of the areas included within the district.
Aug 26, 2025 • Final
Residential mechanical single trade
Install a new heat pump system for the main living area.
HVAC
Feb 1, 2024 • Final
Residential electrical single trade
Install a 240 volt electrical vehicle charger in a garage.
Electrical
Ev charger
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking/Garage Information
# of Parking Spaces Total: 3
Has Garage
Has Attached Garage
# of Garage Spaces: 3
Parking Features: Circular Driveway, Gravel
Interior
Bathroom Information
# of Full Bathrooms: 5
# of Half Bathrooms: 1
Heating & Cooling
Has Cooling
Cooling: Central Air, Heat Pump
Has Heating
Heating: Heat Pump, Electric
Interior Features
Interior Features: Walk-In Closet(s), High Ceilings, Entrance Foyer, Bookcases, Kitchen Island, Ceiling Fan(s)
Room Information
# of Rooms Total: 16
Has Basement
Exterior
Exterior Features
Patio And Porch Features: Patio, Porch
Fencing: Partial, Wood
Roof: Composition
Building Information
Sq. Ft.: 5600
Levels: Two
Construction Materials: See Remarks, Wood Siding
Foundation Details: Combination
Property Features
Accessibility Features: Accessible Full Bath
Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence
Lot Information
Road Frontage Type: City Street, State Road
Lot Size : 1.1
Lot Size Dimensions: 245 x 170 x 60 x 210 x 200
Lot Size Area: 1.1
Lot Size Units: Acres
Lot Size Acres: 1.1
Zoning: R20
Utilities
Utility Information
Utilities: Natural Gas Connected, Sewer Connected, Water Connected
Location
Schools Information
Elementary School: Pinehurst Elementary
Middle Or Junior School: West Pine Middle
High School District: Moore County Schools
High School: Pinecrest High
Location Information
Directions: Highway 5 (Beulah Hill Rd) to Linden Rd. Turn onto Linden Rd. Turn left at first intersection which is Shaw Rd. Home is on the right side of the street. Front of home faces the side and does not face Shaw Rd.
Subdivision Name: Old Town
Public facts
Beds: 5
Baths: 6.5
Sq. Ft.: 5,620
Stories: 2.0
Lot Size: 1.12 acres
Style: Single Family Residential
Year Built: 1909
Year Renovated: 2000
County: Moore County
APN: 855212756729
Home facts updated by county records on Aug 26, 2026
Other
Listing Information
List AOR: Mid Carolina Regional MLS
Around this home
Schools
Pinehurst Elementary School
Public K-5 • Assigned • 0.9mi
10/10
West Pine Middle School
Public 6-8 • Assigned • 3.7mi
6/10
Pinecrest High School
Public 9-12 • Assigned • 2.6mi
6/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
4/10 Fire Factor
1% chance of being in a wildfire in next 30 years
6/10 Heat Factor
7 days above 105° expected this year, 16 days in 30 years
6/10 Wind Factor
64% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Pinehurst, NC • 28374
Average low and high temperatures (°F)
50
29
57
36
71
45
79
54
80
60
90
69
92
73
85
68
82
64
73
52
67
44
55
34
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.1 hours in
June and 5.3 hours in December, which is comparable to the
U.S. average for solar exposure.
9.1 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.53M – $3.06M
Reach more buyers when you sell with Redfin. Save up to $26,639 in fees.3 minutes to get started.