50 McCaskill Road West

Circular Drive
front view
View from front door
drone view
drone pool view
drone from back side
foyer
front stairs
living room
living room
living room
living room
dining room
dining room
sunroom
sunroom
butler's pantry
kitchen
kitchen
kitchen
office
laundry room
Main level bedroom 1
Main level bedroom 2
Main Level bathroom
foyer bathroom
staircase
upstairs hallway
primary sitting room
primary bedroom
primary bedroom
primary closet
primary bathroom
IMG_0958
IMG_0941
IMG_0961
2nd fl Bedroom 2
IMG_0922
IMG_0935
2nd Floor bedroom 3
b2nd Floor Bedroom 3
jack and Jill bath
jack and Jill bath
jack and Jill bath
2nd Floor bedroom 4
IMG_0931
IMG_0926
2nd Floor library
2nd Floor library
back bedroom 5 bath
IMG_0915
basement stairs
recreational room basement
media room basement
Garden Entrance
Side Entrance to Garden
Pool
Pool
pool house
kitchenette pool house
sauna pool house
sauna pool house
pool house
side yard
French garden
Untitled-2
Active
$2,495,000
5 beds5,972 sqft$418/sqft
50 McCaskill Rd W, Pinehurst, NC 28374
Est: $13,385/moGet pre-approved
Single FamilyProperty Type
1.02 acresLot Size
1917Year Built
$418/sq ftPrice per sq ft
2 carsParking Spaces

Description

''Blinkbonnie'' located in one of Pinehurst's most desirable neighborhoods, Old Town, was built by Simon B. Chapin,a New York financier and philanthropist. Mr. Chapin built five other cottages in Pinehurst during his time. Chapin was also credited with developing Myrtle beach, S. C. ''Blinkbonnie'' ,a popular name for 18th century estates in Scotland, conveyed a sense of charm, pastoral beauty and peace. Built in 1917, a formative period of Pinehurst's development, 50 McCaskill Rd is a fine example...''Blinkbonnie'' located in one of Pinehurst's most desirable neighborhoods, Old Town, was built by Simon B. Chapin,a New York financier and philanthropist. Mr. Chapin built five other cottages in Pinehurst during his time. Chapin was also credited with developing Myrtle beach, S. C. ''Blinkbonnie'' ,a popular name for 18th century estates in Scotland, conveyed a sense of charm, pastoral beauty and peace. Built in 1917, a formative period of Pinehurst's development, 50 McCaskill Rd is a fine example of the architecture and lifestyle that defined OLD TOWN in the early 1900s. Close to the Village shops, Carolina Hotel and Pinehurst Country Club, this 1.018 acre lot is full of old world charm. Upon entering the foyer, an exquisite living room with a stunning wood burning fireplace awaits. The sunny, elegant dining room entertains easily for small or large gatherings. The Carolina Sunroom boasts French doors, an oversized curved bay window, and a view overlooking pool area, Large den at end of hallway, can convert to 5th bedroom if desired. Kitchen has Subzero refrigerator, double Viking oven, 6 gas burner stove, large island. Butlers pantry has built in glass door cabinetry, lockable liquor cabinet and wine cooler. Easy access to kitchen and garage, first floor mudroom has washer, dryer, cubbies, and closet. Downstairs, a finished basement with rec room, kitchenette, mini fridge, ice maker, dishwasher, pool table, large closets. Media room has TV, full bath, closets, restaurant size walk in refrigerator. Upstairs, a beautiful staircase leads to 4 bedrooms, all with ensuite baths. Light and airy master bedroom has private sitting room, multiple closets and large bathroom. Library sits at the end of hallway with fireplace. Mature landscaping and vintage iron gates lead to brick and blue stone pathways, a tranquil French garden, fenced in area for dog park. Classic rectangular POOL (20x45) and POOL HOUSE with sauna, wet bar, wood smoker grill, full bath. Generator
315 days on Market
  • Listed by: Lin Hutaff 910.528.6427 linhutaff@pinehurst.net Brokerage DRE #C28529 • Lin Hutaff's Pinehurst Realty Group
Last updated: 08/19/2026 06:57 PM • Source: NCRMLS, MLS#: 100538542

Location

Listing Courtesy of Lin Hutaff's Pinehurst Realty Group
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$13,385 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,682

Property Taxes

$703

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 50 McCaskill Road West

Property Details
  • MLS Type: Residential / Single Family Residence
  • County: Moore County
  • Architectural Style: Historic District
  • Subdivision Name: Old Town
  • View: None
  • Waterfront: No
  • Waterfront Features: None
  • Zoning: R30
Building Information
  • Stories: 2
  • Year Built: 1917
  • Lot Size: 1.02 AC / 44,344 SF
Summary
Location and General Information
  • Island Or Mainland: Mainland
  • In City Limits: Yes
  • Cobra Zone: No
  • Directions: Beulah Hill Rd (Highway 5) to Linden Rd. Turn onto beulah Hill Rd. Turn right on Mc Caskill Rd. Home is on the right.
  • Latitude: 35
  • Longitude: -79
  • Road Frontage Type: City Street, State Road
Taxes and HOA
  • HOA And Neighborhood Amenities Club Membership: Pinehurst Country Club
  • Tax Other Assessment Amount Frequency: None known to seller
  • Association: No
  • Parcel Number: 00029115
  • Tax Book Number: 0
  • Tax Legal Description: LOT 331 WITH BUILDING
  • Tax Lot: 331 with building
  • Tax Map Number: 0
  • Tax Assessed Value: $1,527,650
  • Tax Year: 2024
School Information
  • Elementary School: Pinehurst Elementary
  • High School: Pinecrest High
  • High School District: Moore County Schools
  • Middle Or Junior School: West Pine
Parking
  • Attached Garage Spaces: 2.0
  • Attached Garage: Yes
  • Garage Spaces: 2.0
  • Garage: No
  • Other Parking: circular&side drive
  • Open Parking Spaces: 4
  • Parking Total: 2.0
  • Parking Features: Circular Driveway, See Remarks, Paved
Property
Lot Information
  • Living Area Range: 5500 - 5999
  • Lot Number: 331 with building
  • Style: Historic District
  • Building Area Total: 5972.0
  • Frontage Type: See Remarks
  • Lot Size Acres: 1.02
  • Lot Size Area: 1.02
  • Lot Size Square Feet: 44344.0
  • Lot Features: Corner Lot, Wooded
  • Lot Size Dimensions: 180x50x180x200x205
  • Lot Size Units: Acres
  • Living Area: 5972.0
  • Living Area Units: Square Feet
  • Other Structures: Fountain
  • Structure Type: Wood Frame, Stick Built
Property and Assessments
  • Deed Book: 6270
  • Deed Page: 294.0
  • Termite Company: BUG OUT
  • New Construction: No
  • Possession: See Remarks
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Year Built: 1917
  • Permitted Use: Public
Utilities
  • Sewer Provider: Municipal Sewer
  • Trash Collection: City Pick-UP
  • Electric Provider: Duke Energy
  • Natural Gas Provider: Piedmont Natural Gas Co.
  • Water Provider: Private Well
  • Utilities: Natural Gas Available, Sewer Connected, Water Connected, See Remarks
  • Water Source: Public, Well
Interior and Exterior Features
Exterior Features
  • Exterior Finish: Aluminum Siding, Brick, Wood Siding
  • Construction Materials: Aluminum Siding, Brick, Wood Siding, Wood Frame
  • Exterior Features: Shutters - Functional, Irrigation System, Gas Grill, Outdoor Kitchen, Storm Doors
  • Fencing: Metal/Ornamental, Brick, Chain Link, Partial, Back Yard
  • Foundation Details: Brick/Mortar
  • Patio And Porch Features: Patio, Balcony
  • Pool Features: In Ground
  • Roof: Architectural Shingle, Membrane
  • Stories: 2
  • Stories Total: 2
Interior Features
  • Bathrooms Total Source: Computed
  • Bathrooms Total Decimal: 6.0
  • Bathrooms Total Notational: 5.1
  • Attic Features: Access Only, Attic Fan
  • Pool Spa Features: Hot Tub, In Ground
  • Heating System Fuel Source: Electric
  • Water Heater: Electric
  • Dining Room Type: Formal
  • Master Bedroom Level: Non Primary Living Area
  • Guest House Description: Pool house w/bath &
  • Appliances: Vented Exhaust Fan, Mini Refrigerator, Gas Oven, Gas Cooktop, Built-In Microwave, Washer, Refrigerator, Ice Maker, Dryer, Double Oven, Disposal, Dishwasher, Generator
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 5
  • Basement: Finished, Other
  • Cooling: Central Air, Zoned
  • Cooling: Yes
  • Door Features: Storm Door(s)
  • Entry Level: 1
  • Fireplaces Total: 2
  • Fireplace: Yes
  • Flooring: Carpet, Marble, Tile, Wood
  • Heating: Yes
  • Heating: Electric, Heat Pump, Zoned
  • Interior Features: Walk-in Closet(s), High Ceilings, Entrance Foyer, Mud Room, Kitchen Island, Ceiling Fan(s), Hot Tub, Pantry, Sauna, Walk-in Shower, Wet Bar, Basement, Blinds/Shades, Walk-In Closet(s)
  • Laundry Features: Laundry Room
  • Levels: Two
  • Other Equipment: Generator
  • Room Type: Media Room, Living Room, Dining Room, Sunroom, Other, Dining Area, Office, Laundry, Bedroom 1, Bedroom 2, Bedroom 3, Bonus Room, Bedroom 4
  • Rooms Total: 14
Room Information
Room 1
  • Room Level: Second
  • Room Description: Master Bedroom
  • Room Length: 15.0
  • Room Width: 14.0
  • Room Type: Bedroom 3
Room 2
  • Room Level: First
  • Room Description: Den/bedroom off kitchen
  • Room Length: 12.0
  • Room Width: 14.0
  • Room Type: Bedroom 2
Room 3
  • Room Level: First
  • Room Length: 10.0
  • Room Width: 8.0
  • Room Type: Bedroom 1
Room 4
  • Room Level: Basement
  • Room Description: Cold drinks- storage
  • Room Length: 7.0
  • Room Width: 6.0
  • Room Type: Other
Room 5
  • Room Level: Second
  • Room Description: First bedroom as you come up the stairs
  • Room Length: 15.0
  • Room Width: 15.0
  • Room Type: Bedroom 4
Room 6
  • Room Level: First
  • Room Length: 17.0
  • Room Width: 15.0
  • Room Type: Sunroom
Room 7
  • Room Level: First
  • Room Length: 11.0
  • Room Width: 2.0
  • Room Type: Laundry
Room 8
  • Room Level: Basement
  • Room Length: 38.0
  • Room Width: 23.0
  • Room Type: Media Room
Room 9
  • Room Level: First
  • Room Length: 14.0
  • Room Width: 14.0
  • Room Type: Kitchen
Room 10
  • Room Level: First
  • Room Length: 26.0
  • Room Width: 24.0
  • Room Type: Living Room
Multi Family
Multi Family Information
  • Furnished: Negotiable
  • Unit Type: 4 Bedroom Or More
Agent
Sale and Listing
  • Sold Exclusive: No

Property History for 50 McCaskill Road West

DateEvent & SourcePriceAppreciation
May 1, 2026

Listed (Active)

NCRMLS #100538542

$2,495,000—
Apr 30, 2026

Expired

NCRMLS #100538542

$2,495,000—
Oct 29, 2025

Listed (Active)

NCRMLS #100538542

$2,495,000—
DateEvent & SourcePrice
05/01/2026

Listed (Active)

NCRMLS #100538542

$2,495,000
04/30/2026

Expired

NCRMLS #100538542

$2,495,000
10/29/2025

Listed (Active)

NCRMLS #100538542

$2,495,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 50 McCaskill Road West

Taxable ValueLand$460,410Additions$1,067,240Total$1,527,650
Tax Record2026$8,440 ($703 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt5,477 SqFtAbove Grade Finished SqFt5,477 SqFtStories2Lot Size44,344 SqFtStyleSingle Family ResidenceYear Built1919Year Renovated1919ZoningR30CountyMOOREAPN00029115

Schools near 50 McCaskill Road West

This home is within Moore County School District.
Rating
School
Type
Grades
Distance
Pinehurst Elementary School
Public - K to 5
West Pine Middle School
Public - 6 to 8
Pinecrest High School
Public - 9 to 13
Connect Academy
Public - K to 12
Rating
School
Distance
Pinehurst Elementary School
PublicK to 5

West Pine Middle School
Public6 to 8

Pinecrest High School
Public9 to 13

Connect Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 28374

$325,000 | 250 Sugar Gum Lane, Unit 207, Pinehurst, NC 28374
1/37

$325,000

2
Bedrooms
950
Square Feet

250 Sugar Gum Lane, Unit 207, Pinehurst, NC 28374

$379,900 | 250 Sugar Gum Lane, Unit 156, Pinehurst, NC 28374
1/37

$379,900

3
Bedrooms
1,452
Square Feet

250 Sugar Gum Lane, Unit 156, Pinehurst, NC 28374

$315,000 | 250 Sugar Gum Lane, Unit 107, Pinehurst, NC 28374
1/29

$315,000

2
Bedrooms
950
Square Feet

250 Sugar Gum Lane, Unit 107, Pinehurst, NC 28374

$2,500,000 | 106 Haddington Drive, Pinehurst, NC 28374
1/36
Compass Coming Soon

$2,500,000

6
Bedrooms
6,677
Square Feet
2.19
Acres

106 Haddington Drive, Pinehurst, NC 28374

$1,750,000 | 35 Woodenbridge Lane, Pinehurst, NC 28374
1/64
Coming Soon - No ShowingsVirtual Tour

$1,750,000

3
Bedrooms
2,700
Square Feet
1.11
Acres

35 Woodenbridge Lane, Pinehurst, NC 28374

$1,950,000 | 35 Bel Air Drive, Pinehurst, NC 28374
1/69

$1,950,000

5
Bedrooms
5,278
Square Feet
1.84
Acres

35 Bel Air Drive, Pinehurst, NC 28374

$1,495,000 | 35 Lake Dornoch Drive, Pinehurst, NC 28374
1/70

$1,495,000

5
Bedrooms
4,175
Square Feet
1.75
Acres

35 Lake Dornoch Drive, Pinehurst, NC 28374

$999,000 | 109 Chanticleer Drive, Pinehurst, NC 28374
1/72

$999,000

3
Bedrooms
2,600
Square Feet
0.39
Acres

109 Chanticleer Drive, Pinehurst, NC 28374

$474,900 | 170 Tamarisk Lane, Pinehurst, NC 28374
1/22
Pending With Showings

$474,900

3
Bedrooms
1,800
Square Feet
0.36
Acres

170 Tamarisk Lane, Pinehurst, NC 28374

Explore Nearby Homes

More information about 50 McCaskill Road West, Pinehurst, NC 28374

50 McCaskill Road West is a single family home for sale in Pinehurst, NC 28374. This property was listed for sale on October 29, 2025 by Lin Hutaff's Pinehurst Realty Group, it's currently listed at $2,495,000. This listing's school district is Moore County School District. Nearby schools include Pinehurst Elementary School, West Pine Middle School and Pinecrest High School. 50 McCaskill Road West is a 5-bed, 6-bath, 5,972 sqft single family home built in 1917.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Lin Hutaff's Pinehurst Realty Group

The 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 08/19/2026 06:57 PM. 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 Compass or its subsidiaries, affiliates and their agents and associated third parties 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. © 2026 Hive MLS