50 Mccaskill Road W
Pinehurst, NC 28374
5 Beds
5.5 Baths
5,972 sqft (on 1.02 acres)
5 Beds
5.5 Baths
5,972 sqft
(on 1.02 acres)
Local Information
- Map ViewExplore the area around 50 Mccaskill Road W.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
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
Home Highlights
Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$418
Listed
180+ days ago
Home Details for 50 Mccaskill Road W
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Interior Details Basement: Finished,OtherNumber of Rooms: 14Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Dining Room, Kitchen, Laundry, Living Room, Media Room, Office, Other, SunroomWet Bar |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5972 Square Feet |
Appliances & Utilities Utilities: Natural Gas Available, Sewer Connected, Water Connected, See RemarksAppliances: Vented Exhaust Fan, Mini Refrigerator, Gas Oven, Gas Cooktop, Built-In Microwave, Washer, Refrigerator, Ice Maker, Dryer, Double Oven, Disposal, DishwasherDishwasherDisposalDryerLaundry: Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: Electric,Heat Pump,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Electric |
Gas & Electric No Electric on Property |
Windows, Doors, Floors & Walls Door: Storm Door(s)Flooring: Carpet, Marble, Tile, Wood |
Levels, Entrance, & Accessibility Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Marble, Tile, Wood |
View View: See Remarks |
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Exterior Home Features Roof: Architectural Shingle MembranePatio / Porch: Patio, BalconyFencing: Metal/Ornamental, Brick, Chain Link, Partial, Back YardOther Structures: FountainExterior: Shutters - Functional, Irrigation System, Gas Grill, Outdoor Kitchen, Storm DoorsFoundation: Brick/Mortar |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4Other Parking: circular&side driveHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Circular Driveway,See Remarks,Paved |
Pool Pool: In Ground, Pool/Spa ComboPool |
Frontage Waterfront: NoneFrontage Type: See RemarksRoad Frontage: City Street, State RoadNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 254Days on Market: 180+ |
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Year Built Year Built: 1917 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood Frame, Stick BuiltArchitecture: Historic District |
Building Construction Materials: Aluminum Siding, Brick, Wood Siding, Wood FrameNot a New Construction |
Property Information Parcel Number: 00029115 |
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Price List Price: $2,495,000Price Per Sqft: $418 |
Status Change & Dates Possession Timing: See Remarks |
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MLS Status: Active |
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Direction & Address City: PinehurstCommunity: Old Town |
School Information Elementary School: Pinehurst ElementaryJr High / Middle School: West PineHigh School: Pinecrest HighHigh School District: Moore County Schools |
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Listing Agent Listing ID: 100538542 |
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Building Area Building Area: 5972 Square Feet |
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HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSNo HOA |
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Lot Area: 1.018 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional |
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Mls Number: 100538542Living Area Range: 5500 - 5999Attic: Access Only, Attic FanAbove Grade Unfinished Area Units: Square FeetBack On Market Date: Fri May 01 2026Below Grade Unfinished Area Units: Square FeetShowing AttendedShowing Considerations: OccupiedShowing Requirements: Appointment Only, Lockbox |
Last check for updates: about 11 hours ago
Listing courtesy of Lin Hutaff, (910) 528-6427
Lin Hutaff's Pinehurst Realty Group
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100538542
Also Listed on Hive MLS.
Market trends in Pinehurst
Last updated June 2026
Avg. sale price
$565K
$50.5KMoM
Sale-to-List Price
98.1%
0.8%MoM
Price per sq ft
$252
$9MoM
Available listings
215
5MoM
Price History for 50 Mccaskill Road W
| Date | Price | Event | Source |
|---|---|---|---|
| 10/29/2025 | $2,495,000 | Listed For Sale | Hive MLS #100538542 |
| 10/13/2025 | $1,850,000 | ListingRemoved | Hive MLS #100335282 |
| 02/21/2023 | ListingRemoved | Coldwell Banker Advantage | |
| 06/23/2022 | $1,850,000 | Listed For Sale | Hive MLS #100335282 |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $8,746 |
| Assessment | $1,527,650 |
Home facts updated by county records
Comparable Sales for 50 Mccaskill Road W
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $2,900,000 | 10/16/25 | 6 | 5.5 | 5,600 | |
0.10 | Single-Family Home | $1,250,000 | 10/27/25 | 4 | 5 | 3,817 | |
0.31 | Single-Family Home | $1,962,500 | 11/21/25 | 5 | 5.5 | 4,650 | |
0.28 | Single-Family Home | $2,295,000 | 02/06/26 | 4 | 4.5 | 4,608 | |
0.26 | Single-Family Home | $1,725,000 | 03/31/26 | 4 | 4.5 | 3,824 | |
0.39 | Single-Family Home | $855,000 | 12/23/25 | 4 | 4 | 3,834 | |
0.20 | Single-Family Home | $1,895,000 | 05/18/26 | 3 | 3.5 | 2,968 | |
0.39 | Single-Family Home | $1,575,000 | 07/29/25 | 5 | 4 | 3,550 | |
0.37 | Single-Family Home | $650,000 | 12/29/25 | 4 | 2.5 | 2,566 |
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Assigned Schools
These are the assigned schools for 50 Mccaskill Road W.
- Pinecrest High School
- 9-12
- Public
- 2265 Students
6/10GreatSchools RatingParent Rating AverageMy experience with this school is horrible. My son is EC with an IEP that no one follows. The school administration, teachers, and staff are abysmal with parent communication, racial bias, and consistency in standards. My student is not the only one with this experience. Teachers and administration blowing off conferences and waiting until testing time to care about grades. The standards here are not what I expect out of any school.Parent Review2mo ago - Pinehurst Elementary School
- K-5
- Public
- 602 Students
10/10GreatSchools RatingParent Rating AverageIn an effort to provide an open and honest review, I'll start with the good... The school is safe and clean, the new building opening next school year is massive and state-of-the-art, the majority of the teachers are great, and Principal communication is good (robocalls daily). Now the not-so-good... Our children spent several years at this school, made many friends and great memories. As the years progressed, we noticed changes in regards to the education and discipline approaches. Discipline issues ruled the classrooms each year (with little/no consequences for bad behavior). Kids who are middle or high performing are left completely unchallenged. The teachers are overwhelmed with nonstop digital assessments and teaching just to meet the EOG testing requirements to pass the students at the end of the year. As we started to pay more attention to what our children were (not) learning, we realized they weren't being challenged at all and decided to move to a local charter school. Many of the teachers are amazing and loving, but they are not empowered with the ability to effectively discipline or provide any structured curriculum to help the students advance beyond the status quo, or even get to grade level in many cases. Additionally, the school focuses heavily on social-emotional learning in order to guide student emotions in a certain way psychologically. It's nonstop... What color of emotion are you feeling today? Take an emotion survey today that will go to a 3rd party for analysis. Tell the school counselor how you feel today. It started to seem like assessing and documenting student feelings was more important than student academics/learning.MCS needs an overhaul, because it's not just PES but other district schools too. Perhaps MCS should get back to focusing on academic excellence, or more children will leave the traditional public school system and go to charter or private.Other Review5y ago - West Pine Middle School
- 6-8
- Public
- 719 Students
6/10GreatSchools RatingParent Rating AverageI had 2 children attend this school all three years and it was fine for one and a nightmare for the other. We received no support from the school regarding the bullying that was taking place for my child. Regardless of multiple calls and emails nothing was done to help the situation. My husband and I had to try to diffuse the situation. Teachers seem to have their favorites as well and we have been on both ends of the spectrum with that. Needless to say it was such a relief when both kids were out of there and started highschool. This was over 10 years ago so hopefully it has gotten much better since then but from what I have heard it has not.Parent Review1y ago 
Check out schools near 50 Mccaskill Road W.
What Locals Say about Pinehurst
At least 101 Trulia users voted on each feature.
94 % Say car is needed
89 % Say parking is easy
88 % Say yards are well-kept
86 % Say it's dog friendly
84 % Say there's holiday spirit
83 % Say it's quiet
76 % Say people would walk alone at night
62 % Say kids play outside
62 % Say they plan to stay for at least 5 years
56 % Say neighbors are friendly
55 % Say there's wildlife
40 % Say there are community events
29 % Say streets are well-lit
26 % Say there are sidewalks
22 % Say it's walkable to restaurants
14 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Lin Hutaff, Lin Hutaff's Pinehurst Realty Group
Agent Phone: (910) 528-6427
The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 2026-07-11 15:42:14 PDT. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Zillow, Inc. shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
© 2025-10-17 12:20:34 PDT Hive MLS
50 Mccaskill Road W, Pinehurst, NC 28374 is a 5 bedroom, 6 bathroom, 5,972 sqft single-family home built in 1917. This property is currently available for sale and was listed by Hive MLS on Oct 29, 2025. The MLS # for this home is MLS# 100538542.