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

Listed by Lin Hutaff, Lin Hutaff's Pinehurst Realty Group.

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) ”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 (20×45) and POOL HOUSE with sauna, wet bar, wood smoker grill, full bath. GENERATOR

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
Bedroom 1: Yes
Bedroom 2: Yes
Bedroom 3: Yes
Bedroom 4: Yes
Bonus Room: Yes
Dining Room: Yes
Kitchen: Yes
Laundry: Yes
Living Room: Yes
Media Room: Yes
Office: Yes
Other: Yes
Sunroom: Yes

Building/Ext Features

ud_i_08: 2

Legal & Taxes

Tax Assessed Value: 1527650
Deed Book: 6270
Deed Page: 294
Legal: LOT 331 WITH BUILDING
Broker Owner: No
PID: 00029115
Tax Identifier: 00029115
Plat Book: No
Plat Page: No
Lot #: 331 with building
Special Assessments: None known to seller
Tax Year: 2024
Zoning: R30
HOA: No
Cobra Zone: No
School District: Moore County Schools
Elementary School: Pinehurst Elementary
Middle School: West Pine
High School: Pinecrest High

Garage & Parking

Attached Garage Spaces: 2
Detached Garage Spaces: 0
Total # Garage Spaces: 2
Total Carport Spaces: 0
Driveway Spaces: 4
Other – See Remarks: circular&side drive

Parking Features

Circular Driveway: Yes
Paved: Yes
See Remarks: Yes

Attic

Access Only: Yes
Attic Fan: Yes

Basement

Finished: Yes
Other: Yes

Frontage Type

See Remarks: Yes

View Type

None: Yes

Construction

Wood Frame: Yes

Unit Type

4 Bedroom Or More: Yes

Architectural Style

Historic District: Yes

Lot Water Features

None: Yes

Exterior Features

Exterior Kitchen: Yes
Gas Grill: Yes
Irrigation System: Yes
Shutters – Functional: Yes
Storm Doors: Yes

Exterior Finish

Aluminum Siding: Yes
Brick: Yes
Wood Siding: Yes

Terms

Cash: Yes
Conventional: Yes

Fencing

Back Yard: Yes
Brick: Yes
Chain Link: Yes
Metal/Ornamental: Yes
Partial: Yes

Foundation

Brick/Mortar: Yes

Flooring

Carpet: Yes
Marble: Yes
Tile: Yes
Wood: Yes

Patio and Porch Features

Balcony: Yes
Patio: Yes

Pool Features

Hot Tub: Yes
In Ground: Yes

Roof

Architectural Shingle: Yes
Membrane: Yes

Levels

Two: Yes

Lot Features

Corner Lot: Yes
Wooded: Yes

Road Type/Frontage

Public (City/Cty/St): Yes

Trash Collection

City Pick-UP: Yes

Cooling

Central Air: Yes
Zoned: Yes

Other Structures

Fountain: Yes

Heated SqFt

5500 – 5999: Yes

Heating

Heat Pump: Yes
Zoned: Yes

Heating System Fuel Source

Electric: Yes

Water Heater

Electric: Yes

Utilities

Natural Gas Available: Yes
Sewer Connected: Yes
Water Connected: Yes
See Remarks: Yes

Sewer

Municipal Sewer: Yes

Water Source

Municipal Water: Yes
Well: Yes

Appliances/Equip

Built-In Microwave: Yes
Dishwasher: Yes
Disposal: Yes
Double Oven: Yes
Dryer: Yes
Gas Cooktop: Yes
Gas Oven: Yes
Generator: Yes
Ice Maker: Yes
Mini Refrigerator: Yes
Refrigerator: Yes
Vented Exhaust Fan: Yes
Washer: Yes

Fireplace Features

Living Room: Yes

Furnished

Negotiable: Yes

Interior Features

Basement: Yes
Blinds/Shades: Yes
Ceiling Fan(s): Yes
Entrance Foyer: Yes
High Ceilings: Yes
Hot Tub: Yes
Kitchen Island: Yes
Mud Room: Yes
Pantry: Yes
Sauna: Yes
Walk-in Shower: Yes
Walk-In Closet(s): Yes
Wet Bar: Yes

Laundry Features

Laundry Room: Yes

Dining Room Type

Formal: Yes

Home Warr/Termite

Termite Company: BUG OUT

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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