$2,495,000
- 5 Beds
- 5.5 Baths
- 5,972 sqft (on 1.02 acres)
50 Mccaskill Road W, Pinehurst, NC 28374
Est. Mortgage $14,112/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1917
1.02 acre lot
$418/sqft
2 Car Garage
Local Information
-- mins to
About this House
''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
Last check for updates: about 1 hour 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.
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 |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
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: None |
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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: 296Days 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 |
Around this home
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.
Market trends in Pinehurst
Last updated July 2026
Avg. sale price
$605K
$41.33KMoM
Sale-to-List Price
98.1%
Price per sq ft
$250
$1MoM
Available listings
229
13MoM
Home Value
Trulia Estimate
$2.25MSince last month
Decreased$6K (-0.3%)Since last year
Increased$325K (+16.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +149% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $2.25M |
| August 2026 | $2.25M |
| July 2026 | $2.26M |
| June 2026 | $2.26M |
| May 2026 | $2.27M |
| April 2026 | $2.27M |
| March 2026 | $2.27M |
| February 2026 | $2.27M |
| January 2026 | $2.28M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.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 | |
0.35 | Single-Family Home | $1,700,000 | 08/14/26 | 5 | 3.5 | 4,983 | |
0.20 | Single-Family Home | $1,895,000 | 05/18/26 | 3 | 3.5 | 2,968 | |
0.37 | Single-Family Home | $650,000 | 12/29/25 | 4 | 2.5 | 2,566 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $2,245,000 | 4 | 5.5 | 5,286 | For Sale | |
0.08 | - | - | - | - | Off Market | |
0.10 | $1,271,500 | 4 | 5 | 3,817 | Off Market | |
0.12 | - | - | - | - | Off Market | |
0.12 | - | - | - | - | Off Market | |
0.13 | - | - | - | - | Off Market | |
0.16 | $2,795,000 | 7 | 8.5 | 10,405 | For Sale | |
0.19 | $2,943,500 | 6 | 5.5 | 5,600 | Off Market | |
0.17 | $1,401,300 | 4 | 4.5 | 5,100 | Off Market | |
0.20 | $1,895,000 | 3 | 3.5 | 2,968 | Recently Sold | |
0.22 | $2,073,400 | 4 | 4 | 5,540 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 29, 2025 Source: Hive MLS #100538542 | Listed For Sale | $2,495,000 |
Oct 13, 2025 Source: Hive MLS #100335282 | ListingRemoved | $1,850,000 |
Feb 21, 2023 Source: Coldwell Banker Advantage | ListingRemoved | |
Jun 23, 2022 Source: Hive MLS #100335282 | Listed For Sale | $1,850,000 |
| Year | Property tax | Tax assessment |
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| 2024 | $8,746 | $1,527,650 |
Home facts updated by county records
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 2026-09-05 00:50:10 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
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Frequently asked questions about 50 Mccaskill Road W
- What is the estimated monthly payment for 50 Mccaskill Road W?Based on a $2,495,000 list price with 20% down at today's rates, the estimated monthly payment for 50 Mccaskill Road W in Pinehurst, NC is approximately $14,291 (about $13,072 principal & interest, $1,144 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 50 Mccaskill Road W compare to homes in Pinehurst?50 Mccaskill Road W in Pinehurst, NC is listed at $2,495,000, about 312% above the $605K median sale price in Pinehurst.
- What do residents say about Pinehurst?Residents describe Pinehurst, NC as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Pinehurst, NC.
- What are the closest schools to 50 Mccaskill Road W?The closest schools to 50 Mccaskill Road W in Pinehurst, NC are Pinecrest High School (rated 6/10), Pinehurst Elementary School (rated 10/10), West Pine Middle School (rated 6/10).
- Does 50 Mccaskill Road W have air conditioning?Yes, 50 Mccaskill Road W in Pinehurst, NC has air conditioning.
- Does 50 Mccaskill Road W have a pool?Yes, 50 Mccaskill Road W in Pinehurst, NC has a pool.
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.

