50 Prestonfield Drive, Pinehurst, NC 28374
Property image
Property image
OFF MARKET

$1,347,200

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,685 sqft (on 0.59 acres)

50 Prestonfield Drive, Pinehurst, NC 28374

Est. Refi. Payment $7,870/mo*
Refinance Your Home
Currently Off Market - Sold Nov 17, 2025 for $1,330,000

Home Value

Trulia Estimate
$1.35M
Since last month
Increased$15K (+1.1%)
Since last year
Increased$46K (+3.5%)
Since last sale
Increased$34K (+2.6%)
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 +98% in the last 10 years
MonthEstimated value
2026
September 2026$1.36M
August 2026$1.35M
July 2026$1.35M
June 2026$1.35M
May 2026$1.35M
April 2026$1.35M
March 2026$1.35M
February 2026$1.34M
January 2026$1.33M
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
6 Augusta Drive, Southern Pines, NC
0.20
Single-Family Home
$1,114,000
09/08/26
3
3.5
3,780
20 Augusta Drive, Southern Pines, NC
0.29
Single-Family Home
$1,950,000
12/30/25
4
3.5
4,493
216 National Drive, Pinehurst, NC
0.36
Single-Family Home
$958,500
10/31/25
5
4.5
4,288
21 Deacon Palmer Drive, Southern Pines, NC
0.10
Single-Family Home
$725,000
06/26/26
5
3.5
3,190
182 National Drive, Pinehurst, NC
0.13
Single-Family Home
$350,000
01/20/26
5
3.5
4,983
28 Augusta Drive, Southern Pines, NC
0.37
Single-Family Home
$1,735,000
07/01/26
4
3.5
3,930
236 National Drive, Pinehurst, NC
0.59
Single-Family Home
$1,295,000
04/20/26
4
4
3,562
18 Augusta Drive, Southern Pines, NC
0.27
Single-Family Home
$910,000
06/08/26
3
2.5
2,895

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
80 Prestonfield Dr Drive LOT 124, Pinehurst, NC 28374
0.07
-
-
-
-
Off Market
80 Prestonfield Court LOT 124, Pinehurst, NC 28374
0.07
-
-
-
-
Off Market
29 Deacon Palmer Place, Southern Pines, NC 28387
0.10
$644,200
5
3.5
3,263
Off Market
27 Deacon Palmer Place, Southern Pines, NC 28387
0.10
$839,100
4
3.5
3,161
Off Market
21 Deacon Palmer Drive, Southern Pines, NC 28387
0.10
$725,000
5
3.5
3,190
Recently Sold
21 Deacon Palmer Place, Southern Pines, NC 28387
0.10
$727,400
5
3.5
3,210
Off Market
190 National Drive, Pinehurst, NC 28374
0.09
$2,649,900
5
5.5
7,412
For Sale
30 Deacon Palmer Place, Southern Pines, NC 28387
0.11
$583,800
3
2.5
2,388
Off Market
37 Deacon Palmer Place, Southern Pines, NC 28387
0.12
$751,000
3
2.5
2,634
Off Market
3 Bay Hill Court, Southern Pines, NC 28387
0.14
$867,500
5
3.5
3,325
Off Market
6 Augusta Drive, Southern Pines, NC 28387
0.19
$1,114,000
3
3.5
3,780
Recently Sold

Local Information

  • Map ViewExplore the area around 50 Prestonfield Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2008
0.59 acre lot
4,685 sqft
$288/sqft
Garage
HOA $144/mo

About this House

Discover refined luxury and timeless craftsmanship in this custom-built brick estate located on the 16th fairway of the prestigious Pinehurst No. 9 gated golf community featuring a signature Jack Nicklaus-designed championship course. This home exudes quality and attention to detail with architectural elegance and a thoughtfully designed floorplan ideal for both entertaining and everyday living. The main level is open and spacious with soaring ceilings, expansive windows and a double-sided stacked stone fireplace seamlessly connecting the kitchen and living room. There is a gourmet kitchen with granite countertops, gas cooktop, large walk-in pantry, and a center island with breakfast bar. The primary suite and guest suite both offer ample space, spa-like bathroom finishes, and privacy from the rest of the home. Finishing off the main level is a formal dining room, Carolina room with built-in cabinets, a mud room and spacious laundry room. On the upper level there are additional bedrooms and flex spaces that offer versatility for guests, family, or home office needs. Outside, there is an exceptional outdoor living space with covered porch with fireplace and built-in gas grill, hot tub and outdoor shower on the expansive stone patio, all overlooking the beautifully manicured 16th green and fairway. Location is convenient to shopping, dining, additional golf courses and Pinehurst Greenway Trail. Don't miss this rare opportunity to enjoy resort-style living year-round in one of the most desirable communities in North Carolina! Transferable Pinehurst CC membership.
50 Prestonfield Drive, Pinehurst, NC 28374 is a 5 bedroom, 4 bathroom, 4,685 sqft single-family home built in 2008. It last sold for $1,330,000 on Nov 17, 2025 (5% below the $1,399,000 asking price). More recently, it was listed as a rental in April 2025 with an asking price of $8,695 per month. That rental listing was removed on April 14, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,347,200, with a rent estimate of $3,390/month.
Last check for updates: about 21 hours ago
Listed by Martha Gentry, (910) 295-7100
The Gentry Team
Bought with: Dale B Heck, (910) 528-4652, Sandhills Luxury Homes LLC
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100533605

Home Details for 50 Prestonfield Drive

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Breakfast Nook, Dining Room, Kitchen, Laundry, Living Room, Media Room, Other
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4685 Square Feet
Appliances & Utilities
Utilities: Sewer Connected, Water ConnectedAppliances: Gas Cooktop, RefrigeratorLaundry: Dryer Hookup,Washer Hookup,Laundry RoomRefrigerator
Heating & Cooling
Heating: Propane,Fireplace(s),Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Fireplace & Spa
Fireplace: Gas LogHas a Fireplace
Gas & Electric
No Electric on Property
Windows, Doors, Floors & Walls
Window: Thermal WindowsFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Tile, Wood
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Open, Covered, PatioFencing: NoneFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 2Parking: Garage Faces Front,Golf Cart Parking,Concrete,Garage Door Opener
Pool
Pool: Pool/Spa ComboPool
Frontage
Frontage Type: Golf CourseRoad Frontage: Private Road, Maintained, PavedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 34

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood FrameArchitecture: Wood Frame
Building
Construction Materials: Brick VeneerNot a New Construction
Property Information
Parcel Number: 00037719

Price & Status

Price
List Price: $1,399,000
Status Change & Dates
Off Market Date: Sun Nov 02 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: PinehurstCommunity: National
School Information
Elementary School: Southern Pines ElementaryJr High / Middle School: Southern MiddleHigh School: PinecrestHigh School District: Moore County Schools

Building

Building Area
Building Area: 4685 Square Feet

HOA

HOA Name: NPOAHOA Phone: 910-391-9549HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $1,731/Annually

Lot Information

Lot Area: 0.59 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

Miscellaneous

Mls Number: 100533605Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing Requirements: Appointment Only, LockboxStart Showing Date: Fri Oct 03 2025

Additional Information

HOA Amenities: Clubhouse,Pool,Gated,Golf Course,Maintenance Common Areas,Maintenance Roads,Security,Tennis Court(s)

Price and Tax history

DateEventPrice
Nov 17, 2025
Source: Hive MLS #100533605
Sold
$1,330,000
Nov 17, 2025
Source: Hive MLS #100533605
Pending
$1,399,000
Nov 3, 2025
Source: Hive MLS #100533605
Contingent
$1,399,000
Oct 3, 2025
Source: Hive MLS #100533605
Listed For Sale
$1,399,000
Apr 14, 2025
Source: Zillow Rentals
ListingRemoved
$8,695

Market trends in Pinehurst

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$598K
$7.92KMoM
Sale-to-List Price
98.0%
0.1%MoM
Price per sq ft
$249
$1MoM
Available listings
231
2MoM

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.
  • Kimojha Brooks
    "The town is unique and friendly and everything is close by. There are plenty of stores and restaurants too. "
    0
    Flag
  • Spencer James
    "health lectures senior friendly community events and input include movies music food farmers market etc"
    0
    Flag
  • Patrick Norris
    "I don’t commute…work from home. Moving around the neighborhood is easy, just need to drive slowly. "
    0
    Flag
  • Mobrindley79
    "We’ve lived here almost 2 years. Love our location and family neighborhood. We’re in Village acres and we’re also not far from Taylortown or Pinehurst Village. We are golfers, however my husbands recovery from major back surgery last year has put our golf on hold. But there are lots of golf carts driving on our roads to their tee times! It’s great!"
    1
    Flag
  • Gretchengeorge1
    "Easy and convenient. Not too ouch traffic. The roundabout keeps things moving well. Pinehurst is a great place! "
    0
    Flag
  • Madison M.
    "There are a lot of pet owners in the neighborhood. People really like dogs and stop to say hi. There is not a fenced dog park and very few doggy/bag stations."
    3
    Flag
  • Lizabthn
    "I've lived here now 7 months and we love it. Neighbors are super friendly and always helpful. Love that you see your neighbors either walking their dogs or pushing a stroller. I especially like that when you drive by someone, they wave hello. Great family friendly neighborhood! Lots of kids! "
    1
    Flag
  • Tina A. K.
    "It takes me about 15 minutes to get to work, 7 miles. The traffic circle usually takes the most time but there’s also a stop light along the way. "
    1
    Flag
  • Liz
    "Very family-friendly neighborhood with many activities and local shops. Great place to raise a family, vacation and retire. Big on Golfing! "
    1
    Flag
  • BCW
    "Friendly people. Famous for its golf courses. Great restaurants. Quaint village. Great newcomers clubs with many activities on a weekly basis...something for everyone."
    1
    Flag
  • Cindy S.
    "I work part time and work is only 10 minutes away. This is a very small community. No public transportation needed. "
    1
    Flag
  • HH
    "Lived here for 12 years...safe and very comfortable! Good neighbors and very child friendly. The schools assigned to this neighborhood are also exceptional."
    1
    Flag
  • Jill F.
    "It is a very family friendly area that is super safe, reminds me of how it use to be when we were young."
    1
    Flag
  • Jill F.
    "Every month in each town there are local concerts that are family friendly during the spring through fall months. "
    0
    Flag
  • Sean K.
    "We like the quiet, quaint neighborhood. We are very close to the village and grocery stores and shopping. "
    0
    Flag
  • Kyndalboykin
    "I've lived here for 1 year now. I feel extremely safe in my neighborhood. We love the quite laid back feeling, also a good mix of people within our community. Also I love that Aberdeen, Pinehurst and Southern Pines are ALL very convenient and great cities! "
    0
    Flag
  • Unspecified
    "Low crime rate and a reasonable cost of living. Excellent medical care abounds and there are several miles of walking trails."
    2
    Flag

LGBTQ Local Legal Protections

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 2026-09-21 11:56:46 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

Frequently asked questions about 50 Prestonfield Drive

  • What is 50 Prestonfield Drive estimated to be worth?
    Trulia's estimated value for 50 Prestonfield Drive in Pinehurst, NC is $1,347,200.
  • What is the price history for 50 Prestonfield Drive?
    50 Prestonfield Drive in Pinehurst, NC last sold for $1,330,000 in November 2025.
  • Is Pinehurst a buyer's or seller's market?
    Pinehurst is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Pinehurst?
    The median sale price in Pinehurst is $598K. That is down $7.92K from the prior month.
  • Does 50 Prestonfield Drive have air conditioning?
    Yes, 50 Prestonfield Drive in Pinehurst, NC has air conditioning.
  • Does 50 Prestonfield Drive have a pool?
    Yes, 50 Prestonfield Drive in Pinehurst, NC has a pool.

Explore by feature - Pet Friendly

23 pet-friendly rentals in Pinehurst, NC

Explore by feature - Garage

26 rentals with a garage in Pinehurst, NC

Explore by feature - Air Conditioning

48 rentals with air conditioning in Pinehurst, NC

Explore by feature - Pool

7 rentals with a pool in Pinehurst, NC

Explore by feature - Washer/dryer

49 rentals with a washer/dryer in Pinehurst, NC

Explore by feature - Outdoor Space

11 rentals with an outdoor space in Pinehurst, NC

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Off Market Homes Near 50 Prestonfield Drive

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