# 50 Mccaskill Road W, Pinehurst, NC 28374 > **TL;DR:** 5bd/6ba single family, $2,495,000 ($418/sqft), built 1917, 5,972 sqft. > Fireplace, A/C, 2-car garage. Est. $13,344/mo. Listed 367 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $2,495,000 | | Price/sqft | $418 | | Bedrooms | 5 | | Bathrooms | 5 full, 1 half | | Square Feet | 5,972 | | Year Built | 1917 | | Lot Size | 44,431 sqft (1.02 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 367 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $12,616 | | Estimated Insurance | $728 | | **Total** | **$13,344** | ## Nearby Schools - **Elementary:** Pinehurst Elementary - **Middle:** West Pine - **High:** Pinecrest High ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1917 - 1.02 acre lot - 2 stories - 2 parking spaces - Fireplace ## Description ### Agent 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 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 ## Location - **Address:** 50 Mccaskill Road W, Pinehurst, NC 28374 - **County:** Moore - **Neighborhood:** Old Town - **Coordinates:** 35.196174, -79.477988 - **Google Maps:** https://www.google.com/maps?q=35.196174,-79.477988 ## Listing Agent - **Name:** Lin Hutaff · **License:** 258431 - **Brokerage:** Lin Hutaff's Pinehurst Realty Group - **Broker Phone:** 9105286427 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/50-McCaskill-Rd-W_Pinehurst_NC_28374_M62218-26813?f=listhub&s=HIVEMLSNC&m=100538542&c=propsimple) ## Photos ![50 Mccaskill Road W - Photo 1](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f614960034r.jpg) ![50 Mccaskill Road W - Photo 2](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f2233935392r.jpg) ![50 Mccaskill Road W - Photo 3](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1856570698r.jpg) ![50 Mccaskill Road W - Photo 4](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f523820132r.jpg) ![50 Mccaskill Road W - Photo 5](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f941494195r.jpg) ![50 Mccaskill Road W - Photo 6](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1717209097r.jpg) ![50 Mccaskill Road W - Photo 7](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f408670674r.jpg) ![50 Mccaskill Road W - Photo 8](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3238687040r.jpg) ![50 Mccaskill Road W - Photo 9](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f138807976r.jpg) ![50 Mccaskill Road W - Photo 10](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1406269010r.jpg) ![50 Mccaskill Road W - Photo 11](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f247503090r.jpg) ![50 Mccaskill Road W - Photo 12](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3185701438r.jpg) ![50 Mccaskill Road W - Photo 13](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f2016140247r.jpg) ![50 Mccaskill Road W - Photo 14](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f2254681587r.jpg) ![50 Mccaskill Road W - 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Photo 55](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3278125194r.jpg) ![50 Mccaskill Road W - Photo 56](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f211448146r.jpg) ![50 Mccaskill Road W - Photo 57](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f4069364832r.jpg) ![50 Mccaskill Road W - Photo 58](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1246625192r.jpg) ![50 Mccaskill Road W - Photo 59](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f2233644240r.jpg) ![50 Mccaskill Road W - Photo 60](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f282937010r.jpg) ![50 Mccaskill Road W - Photo 61](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3665798240r.jpg) ![50 Mccaskill Road W - Photo 62](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3161839768r.jpg) ![50 Mccaskill Road W - Photo 63](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1634195029r.jpg) ![50 Mccaskill Road W - Photo 64](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1457908594r.jpg) ![50 Mccaskill Road W - Photo 65](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f1942354247r.jpg) ![50 Mccaskill Road W - Photo 66](http://lh.rdcpix.com/5bf9d764f6336846ca277405eae7c8ffl-f3406318566r.jpg) --- **MLS#:** 100538542 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 Hive MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/50-mccaskill-road-w-pinehurst-nc-28374-e8cc51bac00e4345a70ee02bb4b14dda) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/50-mccaskill-road-w-pinehurst-nc-28374-e8cc51bac00e4345a70ee02bb4b14dda#listing", "url": "https://www.propertysimple.ai/listing/50-mccaskill-road-w-pinehurst-nc-28374-e8cc51bac00e4345a70ee02bb4b14dda", "name": "50 Mccaskill Road W, Pinehurst, NC 28374", "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 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. 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