''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
For sale
$2,495,000
50 Mccaskill Road W, Pinehurst, NC 28374
5beds
5,972sqft
Est.:
Single Family Residence
Built in 1917
1.02 Acres Lot
$2,263,400 Zestimate®
$418/sqft
$-- HOA
What's special
View overlooking pool areaVintage iron gatesSubzero refrigeratorLarge islandMature landscapingTranquil french gardenDouble viking oven
- 142 days |
- 1,554 |
- 45 |
Zillow last checked: 7 hours ago
Listing updated: March 01, 2026 at 05:11pm
Listed by:
Lin Hutaff 910-528-6427,
Lin Hutaff's Pinehurst Realty Group
Source: Hive MLS,MLS#: 100538542
Originating MLS: Mid Carolina Regional MLS
Originating MLS: Mid Carolina Regional MLSTour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Media Room, Living Room, Dining Room, Sunroom, Other, Office, Laundry, Bedroom 1, Bedroom 2, Bedroom 3, Bonus Room, Bedroom 4
Bedroom 1
- Level: First
- Dimensions: 10 x 8
Bedroom 2
- Description: Den/bedroom off kitchen
- Level: First
- Dimensions: 12 x 14
Bedroom 3
- Description: Master Bedroom
- Level: Second
- Dimensions: 15 x 14
Bedroom 4
- Description: First bedroom as you come up the stairs
- Level: Second
- Dimensions: 15 x 15
Bonus room
- Description: Sitting Room -part of Master Bedroom Suite
- Level: Second
- Dimensions: 18 x 15
Dining room
- Level: First
- Dimensions: 17 x 14
Kitchen
- Level: First
- Dimensions: 14 x 14
Laundry
- Level: First
- Dimensions: 11 x 2
Living room
- Level: First
- Dimensions: 26 x 24
Media room
- Level: Basement
- Dimensions: 38 x 23
Office
- Description: Off of kitchen
- Dimensions: 14 x 12
Other
- Description: Cold drinks- storage
- Level: Basement
- Dimensions: 7 x 6
Other
- Description: Butler's Pantry
- Level: First
- Dimensions: 7 x 21
Sunroom
- Level: First
- Dimensions: 17 x 15
Heating
- Electric, Heat Pump, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Vented Exhaust Fan, Mini Refrigerator, Gas Oven, Gas Cooktop, Built-In Microwave, Washer, Refrigerator, Ice Maker, Dryer, Double Oven, Disposal, Dishwasher
- Laundry: Laundry Room
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)
- Flooring: Carpet, Marble, Tile, Wood
- Doors: Storm Door(s)
- Basement: Finished,Other
- Attic: Access Only,Attic Fan
Interior area
- Total structure area: 5,972
- Total interior livable area: 5,972 sqft
Property
Parking
- Total spaces: 6
- Parking features: Circular Driveway, See Remarks, Paved
- Attached garage spaces: 2
- Uncovered spaces: 4
- Details: circular&side drive
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Balcony
- Exterior features: Shutters - Functional, Irrigation System, Gas Grill, Outdoor Kitchen, Storm Doors
- Pool features: In Ground, Pool/Spa Combo
- Fencing: Metal/Ornamental,Brick,Chain Link,Partial,Back Yard
- Waterfront features: None
Lot
- Size: 1.02 Acres
- Dimensions: 180 x 50 x 180 x 200 x 205
- Features: Corner Lot, Wooded
Details
- Additional structures: Fountain
- Parcel number: 00029115
- Zoning: R30
- Special conditions: Standard
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Historic District
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Brick, Wood Siding
- Foundation: Brick/Mortar
- Roof: Architectural Shingle,Membrane
Condition
- New construction: No
- Year built: 1917
Utilities & green energy
- Sewer: Public Sewer
- Water: Public, Well
- Utilities for property: Natural Gas Available, Sewer Connected, Water Connected, See Remarks
Community & HOA
Community
- Subdivision: Old Town
HOA
- Has HOA: No
Location
- Region: Pinehurst
Financial & listing details
- Price per square foot: $418/sqft
- Tax assessed value: $1,527,650
- Annual tax amount: $8,746
- Date on market: 10/29/2025
- Cumulative days on market: 142 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
Estimated market value
$2,263,400
$2.15M - $2.38M
$4,046/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/29/2025 | Listed for sale | $2,495,000+34.9%$418/sqft |
Source:  Hive MLS #100538542 Report a problem | ||
| 10/13/2025 | Listing removed | $1,850,000$310/sqft |
Source: Hive MLS #100335282 Report a problem | ||
| 2/21/2023 | Listing removed | -- |
Source:  Coldwell Banker Advantage Report a problem | ||
| 6/23/2022 | Listed for sale | $1,850,000$310/sqft |
Source: Hive MLS #100335282 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $8,746 -4.2% | $1,527,650 |
| 2023 | $9,128 +26.8% | $1,527,650 +12.5% |
| 2022 | $7,197 -3.5% | $1,357,440 +57.5% |
| 2021 | $7,456 +1.8% | $861,970 |
| 2020 | $7,327 | $861,970 |
| 2019 | $7,327 | $861,970 +8.9% |
| 2018 | $7,327 +17.2% | $791,340 |
| 2017 | $6,252 | $791,340 |
| 2015 | $6,252 +1.9% | $791,340 -24.8% |
| 2014 | $6,133 -23.8% | $1,052,080 |
| 2013 | $8,048 | $1,052,080 |
| 2012 | -- | $1,052,080 |
| 2011 | -- | $1,052,080 |
| 2010 | -- | $1,052,080 |
| 2009 | -- | $1,052,080 |
| 2008 | -- | $1,052,080 |
| 2007 | -- | $1,052,080 +11% |
| 2005 | -- | $948,110 |
| 2004 | -- | $948,110 |
| 2003 | -- | $948,110 |
| 2002 | -- | $948,110 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$13,461/mo
Principal & interest
$12317
Property taxes
$1144
More affordability tools
Climate risks
Neighborhood: 28374
Nearby schools
GreatSchools rating
- 10/10Pinehurst Elementary SchoolGrades: K-5Distance: 0.9 mi
- 6/10West Pine Middle SchoolGrades: 6-8Distance: 3.5 mi
- 5/10Pinecrest High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Pinehurst Elementary
- Middle: West Pine
- High: Pinecrest High
Source: Hive MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 28374
- North Carolina
- Moore County
- Pinehurst
- 28374
- 50 Mccaskill Road W
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