About this home
''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
Facts
- Type
- Single Family Residence
- Year built
- 1917
- Lot
- 1.02 acres
- Garage
- 2 spaces
- Community
- Old Town
- County
- Moore
- Price per sq ft
- $418
- Stories
- 2
- Construction
- Aluminum Siding, Brick, Wood Siding, Wood Frame
- Roof
- Architectural Shingle, Membrane
- Foundation
- Brick/Mortar
- Water
- Public, Well
- Listed
- May 1, 2026
- MLS #
- 100538542
Features
Inside
- 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)
- Carpet
- Marble
Outside
- Shutters - Functional
- Irrigation System
- Gas Grill
- Outdoor Kitchen
- Storm Doors
- Corner Lot
- Wooded
Parking
- Circular Driveway
- Paved
Heating & cooling
- Electric
- Heat Pump
- Zoned
- Central Air
Directions to 50 Mccaskill Road W
Beulah Hill Rd (Highway 5) to Linden Rd. Turn onto beulah Hill Rd. Turn right on McCaskill Rd. Home is on the right.
Schools
- Elementary
- Pinehurst Elementary
- Middle
- West Pine
- High
- Pinecrest High
As listed in the MLS (Moore County Schools). School assignments can change — confirm with the district for this address.
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Recent sales like this in Old Town
| Home | Sold | Bd / Ba | Sq ft | Price | $ / sq ft |
|---|---|---|---|---|---|
| 4 Village Lane, Pinehurst | Aug 14, 2026 | 5 / 4 | 4,983 | $1,700,000 | $341 |
| 190 Midland Road, Pinehurst | May 21, 2026 | 5 / 5 | 5,588 | $2,600,000 | $465 |
| 240 Midland Road, Pinehurst | May 1, 2026 | 5 / 5 | 5,012 | $2,585,000 | $516 |
| 40 Culdee Road, Pinehurst | Feb 6, 2026 | 4 / 5 | 4,608 | $2,295,000 | $498 |
Similar size and type, sold in the last 12 months. From Hive MLS records; deemed reliable, not guaranteed.
Buying in Pinehurst? Local guides
- Before You List on the NC Coast: Inspect, Repair or Sell As-Is?What to do before listing a home in Wilmington and the southeastern NC coast: a pre-market inspection, what to fix, credit or disclose, roof/HVAC/insurance questions coastal buyers ask, photos, pricing and offers.
- How Much Are Property Taxes in Wilmington and the NC Coast? (2026-27)County and town property tax rates for New Hanover, Brunswick, Pender, Onslow and Duplin, what they cost on a $400,000 home, the 2027 revaluations to plan for, and tax relief you may qualify for.
- One-Story and Primary-on-Main Homes on the Southeastern NC CoastWhere the one-level homes are from Wilmington to Calabash, what they cost town by town, and what to check before you buy — from current MLS listings.
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About 50 Mccaskill Road W
50 Mccaskill Road W is a 5-bedroom, 6-bath home of about 5,972 square feet, built in 1917, on 1.02 acres in Old Town, Pinehurst, Moore County, NC 28374.
At $2,495,000, it's 108% above the median asking price ($1,197,495) of the 21 other 5-bedroom listings for sale in Pinehurst today.
That's about $418 per square foot, compared with a Pinehurst median asking price of $287 per square foot.
8 other homes are for sale in Old Town right now (median asking $1,402,500); 23 homes sold there in the last 12 months at a median of $1,350,000, typically in about 60 days.
Across ZIP 28374, 45 5-bedroom homes sold in the past year at a median of $1,155,000.
It has been on the market for 174 days.
Area figures are broad context from the MLS, not a valuation — they don't adjust for condition, lot, views or updates. Ask us for a true comparison.
Old Town neighborhood guideHomes for sale in PinehurstMoore County homes
Buying 50 Mccaskill Road W
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Own a home near 50 Mccaskill Road W? See what it's worth — a home value report built from real sales in Old Town.
What's my home worth? →Questions about 50 Mccaskill Road W
How much is 50 Mccaskill Road W?
50 Mccaskill Road W is listed at $2,495,000 (about $418 per square foot) as of October 21, 2026. Status: for sale.
How many bedrooms and bathrooms does 50 Mccaskill Road W have?
5 bedrooms and 6 bathrooms, with about 5,972 square feet.
What neighborhood is 50 Mccaskill Road W in?
Old Town, in Pinehurst, Moore County, North Carolina.
How long has 50 Mccaskill Road W been on the market?
174 days. Homes in Old Town sold after a median of 60 days over the past year.
What have homes sold for in Old Town?
23 homes sold in Old Town in the last 12 months, at a median price of $1,350,000.
When was 50 Mccaskill Road W built?
1917.
Who is the listing broker for 50 Mccaskill Road W?
Lin Hutaff's Pinehurst Realty Group (MLS #100538542). The Buddy Blake Team can show it to you and answer questions.
Can I tour 50 Mccaskill Road W?
Yes. Tap “Schedule a tour,” pick a time, and we'll call to confirm — or call or text (910) 395-1000.