50 Mccaskill Road W, Pinehurst, NC 28374 (MLS# 100538542)

50 Mccaskill Road W, Pinehurst, NC 28374

$2,495,000

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 5,972 Lot Size (sq. ft.): 44,344 Status: Active

Current Price: $2,495,000 List Date: 5/01/2026 Last Modified: 9/22/2026

Overview

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 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 ... (Read more)

Listing Details MLS# 100538542

Contract Info

Sub-Type: Single Family Residence
Construction Type: Stick Built
Delayed Marketing?: No
Marketing Start Date: 2025-10-28
Listing Price: 2495000
List Price/SqFt: 417.78
Stipulation of Sale: Standard

Location Information

Street #: 50
Street Name: Mccaskill
Street Suffix: Road
Post Direction: W
County: Moore
State/Province: NC
Zip Code: 28374
City Limits: Yes
Marketing City: Pinehurst
Subdivision: Old Town

Remarks and Showing

Directions to Property: Beulah Hill Rd (Highway 5) to Linden Rd. Turn onto beulah Hill Rd. Turn right on McCaskill Rd. Home is on the right.
Sign on Property: Yes

Property Exterior Info

New Construction: No
Lot Acres: 1.02
Lot SqFt: 44344
Lot Dimensions: 180x50x180x200x205
Waterfront: No
Location Type: Mainland

Property Interior Info

SqFt - Heated (Primary): 5972
Total SqFt - Heated (Primary + Separate): 5972
# Rooms: 14
# Baths - Full: 5
# Baths - Half: Yes
# Baths - Total: 6
# Bedrooms: 5
Master Bedroom Level: Non Primary Living Area
Stories: 2
Stories Total: 2
Fireplace Y/N: Yes

Legal Taxes

Year Built: 1917

More Information

Entry Level Information

Entry Level: Yes

Current Service Providers

Electric Provider: Duke Energy
Natural Gas Provider: Piedmont Natural Gas Co.
Water Provider: Private Well

Separate Living Spcs

Guest House Desc: Pool house w/bath &

HOA and Neigh Amenities

Club Membership: Pinehurst Country Club

Rooms

Bedroom 1 Level: First
Bedroom 2 Level: First
Bedroom 3 Level: Second
Bedroom 4 Level: Second
Bonus Room Level: Second
Dining Room Level: First
Kitchen Level: First
Laundry Level: First
Living Room Level: First
Media Room Level: Basement
Other Level: First
Sunroom Level: First

Property Features

Frontage Type: See Remarks View Type: None Attic: Access Only; Attic Fan Basement: Finished; Other Construction: Wood Frame Unit Type: 4 Bedroom Or More Architectural Style: Historic District Exterior Features: Exterior Kitchen; Gas Grill; Irrigation System; Shutters - Functional; Storm Doors Exterior Finish: Aluminum Siding; Brick; Wood Siding Fencing: Back Yard; Brick; Chain Link; Metal/Ornamental; Partial Foundation: Brick/Mortar Parking Features: Circular Driveway; Paved; See Remarks Patio and Porch Features: Balcony; Patio Pool Features: Hot Tub; In Ground Roof: Architectural Shingle; Membrane Levels: Two Trash Collection: City Pick-UP Lot Features: Corner Lot; Wooded Lot Water Features: None Cooling: Central Air; Zoned Heating: Heat Pump; Zoned Heating System Fuel Source: Electric Water Heater: Electric Utilities: Natural Gas Available; Sewer Connected; Water Connected; See Remarks Sewer: Municipal Sewer Water Source: Municipal Water; Well Fireplace Features: Living Room Flooring: Carpet; Marble; Tile; Wood Furnished: Negotiable Interior Features: Basement; Blinds/Shades; Ceiling Fan(s); Entrance Foyer; High Ceilings; Hot Tub; Kitchen Island; Mud Room; Pantry; Sauna; Walk-in Shower; Walk-In Closet(s); Wet Bar Laundry Features: Laundry Room Heated SqFt: 5500 - 5999 Dining Room Type: Formal Other Structures: Fountain Rooms: Bedroom 1; Bedroom 2; Bedroom 3; Bedroom 4; Bonus Room; Dining Room; Kitchen; Laundry; Living Room; Media Room; Office; Other; Sunroom Terms: Cash; Conventional

Room Information

Room Name	Length	Width	Level	Remarks
Media Room	38.00	23.00	Basement
Living Room	26.00	24.00	First
Dining Room	17.00	14.00	First
Sunroom	17.00	15.00	First
Other	7.00	21.00	First	Butler's Pantry
Kitchen	14.00	14.00	First
Office	14.00	12.00		Off of kitchen
Laundry	11.00	2.00	First
Bedroom 1	10.00	8.00	First
Bedroom 2	12.00	14.00	First	Den/bedroom off kitchen
Bedroom 3	15.00	14.00	Second	Master Bedroom
Bonus Room	18.00	15.00	Second	Sitting Room -part of Master Bedroom Suite
Bedroom 4	15.00	15.00	Second	First bedroom as you come up the stairs
Other	7.00	6.00	Basement	Cold drinks- storage

IDX

Listing Office: Lin Hutaff's Pinehurst Realty Group

Last Updated: September - 22 - 2026

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