Holly Hill is one of Pinehurst's most exquisite properties... situated on over an acre on the famed No. 2 course...overlooking the 5th fairway and the green of hole # 4! Built in 1935 and completely renovated in 2007 to create the perfect marriage of Old Town Pinehurst's classic character and today's newest technology. Holly Hill is incredibly luxurious and is the perfect setting for an extraordinary way of life. Listed in the National Registry of Historic Sites, the house now boasts over 10,000 square feet with five bedrooms (one is being used as an office), four full and four half baths. Other rooms include the music room, library, formal dining which overlooks the slate floored ''Carolina Room'', and a new ''West Wing'' which includes an amazing billiard room, and a fully equ family room, known as ''The Pine Room'', has a stacked stone fireplace and a touch-pad entertainment system that broadcasts music to every room! Just off the Pine Room is an outside terrace with fireplace...all overlooking the site of the 2014 Men's and Women's US Opens. Holly Hill will be the perfect place to watch or entertain from! The gourmet kitchen features a vaulted cupola, a single piece granite island, a wine cellar with 1,000 bottle capacity and state of the art Viking, Sub-Zero and Thermador appliances...every cook's dream! Holly Hill is truly a ''one-of-a-kind'' home offering unparalleled quality and one of the best locations in Pinehurst! Don't miss it!
Single-familyProperty Type
1927Year Built
1.08 acresLot Size
$495Est. Price/Sq.Ft.
Listed by McDevitt Town and Country Properties McDevitt• McDevitt Town & Country Properties
Bought with Outside MLS Sold Other• Non Member Transaction
THIS REGAL MANOR ENCOMPASSES ONE ACRE OF BEAUTIFULLY LANDSCAPED GROUNDS.COBBLESTONE TERRACES PROVIDE EXPANSIVE VIEWS OF THE 4TH & 5TH FAIRWAY OF THE #2 GOLF COURSE. THE TWO-STORY MANOR UTILIZES MANY ELEMENTS TO INCLUDE A COMBINATION OF WOOD AND STONE.
Year
Property tax
Land + Additions
Assessment*
2025
$20,986 (−3.8%)
$866,100 + $2,943,670
$3,809,770
2024
$21,811 (−4.2%)
$866,100 + $2,943,670
$3,809,770
2023
$22,763 (+6.3%)
$866,100 + $2,943,670
$3,809,770
2022
$21,422 (−3.5%)
$677,400 + $1,888,150
$2,565,550
2021
$22,192 (+1.0%)
$677,400 + $1,888,150
$2,565,550
2020
$21,964
$677,400 + $1,888,150
$2,565,550
2019
$21,964 (+12.6%)
$677,400 + $1,888,150
$2,565,550
2018
$19,503 (+1.3%)
$677,400 + $1,760,490
$2,437,890
2017
$19,259
$677,400 + $1,760,490
$2,437,890
2016
$19,259 (−13.3%)
$677,400 + $1,760,490
$2,437,890
2014
$22,206
$955,880 + $1,946,930
$2,902,810
Tax history for 250 Midland Rd
Year
Property tax
Land + Additions
Assessment*
2025
$20,986 (−3.8%)
$866,100 + $2,943,670
$3,809,770
2024
$21,811 (−4.2%)
$866,100 + $2,943,670
$3,809,770
2023
$22,763 (+6.3%)
$866,100 + $2,943,670
$3,809,770
2022
$21,422 (−3.5%)
$677,400 + $1,888,150
$2,565,550
2021
$22,192 (+1.0%)
$677,400 + $1,888,150
$2,565,550
2020
$21,964
$677,400 + $1,888,150
$2,565,550
2019
$21,964 (+12.6%)
$677,400 + $1,888,150
$2,565,550
2018
$19,503 (+1.3%)
$677,400 + $1,760,490
$2,437,890
2017
$19,259
$677,400 + $1,760,490
$2,437,890
2016
$19,259 (−13.3%)
$677,400 + $1,760,490
$2,437,890
2014
$22,206
$955,880 + $1,946,930
$2,902,810
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
4
Baths
7
Stories
2
Lot width
—
Lot depth
—
Lot size
1.08 Acres
Year renovated
2006
Sq. Ft.
9,660
Year built
1927
Style
Single Family Residential
County
Moore County
APN
856206379775
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 8, 2026.
Dec 1, 2023 • Final
Residential mechanical single trade
Install a gas line to a tank.
Gas
Jun 8, 2023 • Final
Residential electrical single trade
Install a new generator.
Electrical
Generator
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.