NOT LISTED FOR SALE

41 Shaw Rd SW Pinehurst, NC 28374

Estimated Value: $2,638,901 - $3,202,000

6 Beds
5.5 Baths
5,600 Sq Ft
$512/Sq Ft Est. Value

Sale Details

Date Sold: October 16, 2025

Last sale price $2,900,000 $518 Per Sq Ft

Est. 1% decrease in value since last sale

Current estimated payment $15,713 / mo

1 Day on Market

Highlights

  • Home Theater
  • 1.1 Acre Lot
  • 3 Fireplaces
  • Pinehurst Elementary School Rated A-
  • Wolf Appliances
  • High Ceiling

About This Home

As of October 2025

''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.

Last Agent to Sell the Property

Lin Hutaff

Lin Hutaff's Pinehurst Realty Group License #258431 Listed on: 07/31/2025

Last Buyer's Agent

James Garrett

The Gentry Team License #38210

The Gentry Team

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1914

Lot Details

  • 1.1 Acre Lot
  • Lot Dimensions are 245x170x60x210x200
  • Wood Fence
  • Property is zoned R20

Home Design

  • Combination Foundation
  • Composition Roof
  • Wood Siding
  • Stick Built Home

Interior Spaces

  • 5,600 Sq Ft Home
  • 2-Story Property
  • Bookcases
  • Crown Molding
  • High Ceiling
  • Ceiling Fan
  • 3 Fireplaces
  • Entrance Foyer
  • Living Room
  • Formal Dining Room
  • Home Theater
  • Den
  • Partial Basement
  • Laundry Room

Kitchen

  • Breakfast Area or Nook
  • Wolf Appliances
  • Kitchen Island
  • Solid Surface Countertops

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Walk-In Closet
  • Walk-in Shower

Parking

  • 3 Car Attached Garage
  • Circular Driveway
  • Gravel Driveway

Outdoor Features

  • Patio
  • Porch

Schools

  • Pinehurst Elementary School
  • West Pine Middle School
  • Pinecrest High School

Utilities

  • Central Air
  • Heat Pump System
  • Natural Gas Connected

Community Details

  • No Home Owners Association
  • Old Town Subdivision
  • Electric Vehicle Charging Station

Listing and Financial Details

  • Assessor Parcel Number 00018891

Home Details

Home Type

Single Family

Year Built

Built in 1914

Lot Details

1.1 Acres

Listing Details

  • Property Type: Residential
  • Sub Type: Single Family Residence
  • List Priceper Sq Ft: 517.86
  • New Construction: No
  • Prospect Exempt: No
  • Year Built: 1914
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Dining Room Type: Formal
  • Fireplace: 3+
  • Interior Amenities: Basement, Solid Surface, Walk-In Closet(s), Walk-in Shower, Kitchen Island, High Ceilings, Entrance Foyer, Ceiling Fan(s), Bookcases
  • Master Bedroom Level: Non Primary Living Area
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Total Bathrooms: 6.00
  • Bedrooms: 6
  • Bedroom2 Level: Second
  • Bedroom3 Level: Second
  • Bedroom4 Level: Second
  • Bedroom5 Level: Basement
  • Breakfast Nook Level: Main
  • Den Level: Main
  • Dining Room Level: Main
  • Kitchen Level: Main
  • Laundry Level: Main
  • Living Room Level: Main
  • Primary Bedroom Level: Second
  • Media Room Level: Basement
  • Sq Ft Heated: 5600.00
  • Stories: 2.0
  • Stories Levels: Basement, Two
  • Total Heated Primary Separate Sq Ft: 5600.00

Exterior Features

  • Exterior Finish: See Remarks, Wood Siding
  • Fencing: Partial, Wood
  • Foundation: Combination
  • Porch Balcony Deck: Patio, Porch
  • Road Type Frontage: Public (City/Cty/St)
  • Roof: Composition
  • Waterfront: No

Garage/Parking

  • Attached Garage Spaces: 3.00
  • Total Garage Spaces: 3.00
  • Parking Driveway: Circular Driveway, Gravel

Utilities

  • Cooling System: Central Air, Heat Pump
  • Heated Sq Ft: 5500 - 5999
  • Heating System: Heat Pump
  • Utilities: Natural Gas Connected, Water Connected, Sewer Connected
  • Heating System Fuel Source: Electric

Association/Amenities

  • H O A: No

Schools

  • Elementary School: Pinehurst Elementary
  • High School: Pinecrest High
  • Middle School: West Pine Middle
  • School District: Moore County Schools

Lot Info

  • Cobra Zone: No
  • Deed Page: 375.00
  • Lot Acres: 1.10
  • Lot Dimensions: 245x170x60x210x200
  • Lot Sq Ft: 47916.00
  • Zoning: R20

Tax Info

  • Tax Identifier: 00018891
  • Tax Year: 2025

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jul 31, 2025
Closed on
Sep 29, 2025
Sold by
Stoddard Jennifer K
Bought by
Bannon Stephen K
Seller's Agent
Lin Hutaff
Lin Hutaff's Pinehurst Realty Group
Buyer's Agent
James Garrett
The Gentry Team
List Price
$2,900,000
Sold Price
$2,900,000
Views
159
Current Estimated Value
$2,865,475

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$34,525
Avg. Annual Appreciation
-2.28%
Original Mortgage
$2,320,000
Outstanding Balance
$2,313,674
Interest Rate
6.5%
Mortgage Type
New Conventional
Estimated Equity
$551,801

Purchase Details

Closed on
May 30, 2025
Sold by
Drum Kevin and Stoddard Jennifer K
Bought by
Stoddard Jennifer K

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$830,000
Interest Rate
5.95%
Mortgage Type
New Conventional

Purchase Details

Listed on
Feb 22, 2014
Closed on
Mar 13, 2014
Sold by
Dyer Mary H and Dyer Matthew H
Bought by
Drum Kevin and Stoddard Jennifer K
Seller's Agent
For Sale BY Owner
Non Member Transaction
Buyer's Agent
Rebecca Cummings
Keller Williams Pinehurst
List Price
$703,000
Sold Price
$703,000

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
12.23%
Original Mortgage
$417,000
Interest Rate
4.35%
Mortgage Type
New Conventional
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Bannon Stephen K $2,900,000 None Listed On Document
Stoddard Jennifer K -- None Listed On Document
Drum Kevin $703,000 None Available
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Bannon Stephen K $2,320,000
Previous Owner Stoddard Jennifer K $830,000
Previous Owner Drum Kevin $417,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/16/2025 10/16/25 Sold $2,900,000 0.0% $518 / Sq Ft
08/06/2025 08/06/25 Pending -- -- --
08/05/2025 08/05/25 For Sale $2,900,000 +312.5% $518 / Sq Ft
02/22/2014 02/22/14 Sold $703,000 0.0% $125 / Sq Ft View Prior Sale
02/22/2014 02/22/14 For Sale $703,000 -- $125 / Sq Ft
Source: Hive MLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,495 $1,344,480 $491,210 $853,270
2024 $7,697 $1,344,480 $491,210 $853,270
2023 $8,033 $1,344,480 $491,210 $853,270
2022 $7,481 $895,920 $305,600 $590,320
2021 $7,750 $895,920 $305,600 $590,320
2020 $7,322 $835,660 $305,600 $530,060
2019 $6,902 $806,250 $305,600 $500,650
2018 $5,934 $741,750 $281,230 $460,520
2017 $5,860 $741,750 $281,230 $460,520
2015 $5,749 $741,750 $281,230 $460,520
2014 $7,149 $934,490 $260,240 $674,250
2013 -- $934,490 $260,240 $674,250
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Hive MLS

MLS Number: 100522354

Hive MLS

APN: 8552-12-75-6729

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