Skip main navigation
For sale
  • $2,495,000

    50 Mccaskill Road W, Pinehurst, NC 28374

    5beds
    5,972sqft
    : 
    Single Family Residence
    Built in 1917
    1.02 Acres Lot
    $2,293,000 Zestimate®
    $418/sqft
    $-- HOA

    What's special

    ''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
    61 days
    |
    1,464
    |
    39
    |

    Zillow last checked: 8 hours ago

    Listing updated: December 02, 2025 at 09:08pm

    Listed by:

    Lin Hutaff 910-528-6427,

    Lin Hutaff's Pinehurst Realty Group

    Source: Hive MLS,MLS#: 100538542MLS LogoOriginating MLS: Mid Carolina Regional MLS

    Tour 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
    • 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: 10/28/2025
    • Cumulative days on market: 62 days
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $2,293,000

    $2.18M - $2.41M

    $4,201/mo

    Price history

    Price history
    DateEventPrice
    10/29/2025Listed for sale$2,495,000+34.9%$418/sqft
    Source: Hive MLS #100538542 Report a problem
    10/13/2025Listing removed$1,850,000$310/sqft
    Source: Hive MLS #100335282 Report a problem
    2/21/2023Listing removed--
    Source: Coldwell Banker Advantage Report a problem
    6/23/2022Listed for sale$1,850,000$310/sqft
    Source: Hive MLS #100335282 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax 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%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $14,236/mo
    Principal & interest
    $12344
    Property taxes
    $1019
    Home insurance
    $873

      Climate risks

      Neighborhood: 28374

      Nearby schools

      GreatSchools rating
      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.

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading