51 Chestertown Drive, Pinehurst, NC 28374
SOLD
NOV 20, 2025

51 Chestertown Drive
Pinehurst, NC 28374

  • 4 Beds
  • 6 Baths
  • 5,382 sqft (on 1.80 acres)

$1,350,000

Last Sold: Nov 20, 2025
2% below list $1.38M
$251/sqft
Est. Refi. Payment $7,302/mo*

$1,350,000

Last Sold: Nov 20, 2025
2% below list $1.38M
$251/sqft
Est. Refi. Payment $7,302/mo*
4 Beds
6 Baths
5,382 sqft
(on 1.80 acres)

Homes for sale near 51 Chestertown Drive

Skip to last item
Skip to first item

Apartments for Rent

Skip to last item
Skip to first item

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome home to the prestigious Forest Creek Golf Club.

51 Chestertown Drive boasts over 5,300 square feet of living space on a 1.79-acre lot with unobstructed golf views of the 3rd fairway on the South Course. Built in 2002, this three-level residence includes an elevator and a 3-car garage.

On the main floor, you'll enjoy abundant natural light throughout the open kitchen, living, and dining space. A primary retreat welcomes you home at the end of each day—a dedicated office, walk-in pantry, and guest bedroom round out the main floor.

Two bedrooms upstairs, a loft, and a dedicated second laundry offer privacy for kids and guests alike.

Downstairs, find an epic walk-out basement with a well-appointed bar, a game area, space to lounge, an additional bedroom, and bathrooms, as well as flex space.

Some recent updates include full home theater wiring complete with Sonos speakers, a full home mesh system with backup power, and additional finished heated and cooled attic space off the third floor.

With access to two elite Tom Fazio golf courses and resort-style living, don't miss your opportunity to view this one-of-a-kind property.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 20, 2025

Home Highlights

Parking
Garage
Outdoor
Yes
A/C
Heating & Cooling
HOA
$141/Monthly
Price/Sqft
$251/sqft
Listed
173 days ago

Home Details for 51 Chestertown Drive

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 10Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Kitchen, Laundry, Office, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5382 Square Feet
Appliances & Utilities
Utilities: Sewer Connected, Water Connected
Heating & Cooling
Heating: Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Gas & Electric
No Electric on Property
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or More

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: CoveredFencing: NoneFoundation: Slab
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageNo Attached GarageParking Spaces: 3Parking: Concrete
Frontage
Road Frontage: Private RoadNot on Waterfront

Days on Market

Cumulative Days on Market: 4

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood FrameArchitecture: Wood Frame
Building
Construction Materials: Fiber CementNot a New Construction
Property Information
Parcel Number: 98000920

Price & Status

Price
List Price: $1,375,000Price Per Sqft: $251/sqft
Status Change & Dates
Off Market Date: Sun Oct 12 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: PinehurstCommunity: Forest Creek
School Information
Elementary School: McDeeds Creek ElementaryJr High / Middle School: New Century MiddleHigh School: Union Pines HighHigh School District: Moore County Schools

Building

Building Area
Building Area: 5382 Square Feet

HOA

HOA Name: Forest Creek Property Owners Association, IncHOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $1,690/Annually

Lot Information

Lot Area: 1.8 Acres

Listing Info

Special Conditions: Standard

Offer

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

Miscellaneous

Mls Number: 100535175Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing Requirements: Appointment Only

Additional Information

HOA Amenities: Clubhouse,Pool,Golf Course,Club Membership
Last check for updates: about 7 hours ago
Listed by Leigh Amigo, (706) 728-4108
Keller Williams Pinehurst
Bought with: Melody Bell McClelland, (910) 528-4313, Pines Sotheby's International Realty
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100535175

Price History for 51 Chestertown Drive

DatePriceEventSource
11/20/2025$1,350,000Sold
Hive MLS #100535175
10/22/2025$1,375,000PendingHive MLS #100535175
10/22/2025$1,375,000ListingRemovedHive MLS #100535175
10/13/2025$1,375,000PendingHive MLS #100535175
10/09/2025$1,375,000Listed For SaleHive MLS #100535175
11/18/2024$1,195,000Sold
Hive MLS #100466902
10/03/2024$1,195,000PendingHive MLS #100466902
09/19/2024$1,195,000Listed For SaleHive MLS #100466902
05/29/2024ListingRemovedLPRMLS #719960
05/04/2024$1,200,000PriceChange
Hive MLS #100389863
03/01/2024$1,250,000PriceChange
Hive MLS #100389863
01/04/2024$1,325,000Listed For SaleHive MLS #100389863
11/22/2023ListingRemovedDoorify MLS #2522038
07/20/2023$1,295,000PriceChange
Hive MLS #100389863
06/15/2023$1,350,000Listed For SaleHive MLS #100389863
11/10/2020$604,000Sold
N/A
09/01/2020$612,725PriceChange
Agent Provided
05/12/2020$619,900PriceChange
Agent Provided
05/08/2020$632,850PriceChange
Agent Provided
04/13/2020$645,900PriceChange
Agent Provided
02/25/2020$659,000PriceChange
Agent Provided
01/19/2020$664,500PriceChange
Agent Provided
11/25/2019$669,500Listed For SaleAgent Provided
08/15/2019$679,000ListingRemovedAgent Provided
07/17/2019$679,000PriceChange
Agent Provided
03/29/2019$689,000PriceChange
Agent Provided
10/23/2018$699,000Listed For SaleAgent Provided
11/15/2017$100,822Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$6,212
Assessment$974,430
Home facts updated by county records

Comparable Sales for 51 Chestertown Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.19
Single-Family Home
$935,000
06/30/25
4
4.5
3,444
0.15
Single-Family Home
$1,240,000
02/09/26
3
3.5
3,301
0.20
Single-Family Home
$2,350,000
06/30/25
4
4
5,760
0.19
Single-Family Home
$1,800,000
07/30/25
6
6
5,056
0.45
Single-Family Home
$2,125,000
10/27/25
4
5
5,884
0.08
Single-Family Home
$3,650,000
12/18/25
5
5
6,244
0.23
Single-Family Home
$1,899,000
04/01/26
4
3.5
4,479
0.53
Single-Family Home
$1,350,000
01/08/26
4
4.5
4,258
0.44
Single-Family Home
$1,250,000
07/10/25
4
4.5
4,100

Assigned Schools

These are the assigned schools for 51 Chestertown Drive.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Pinehurst

At least 100 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

Learn more about our methodology.
  • Spencer James
    "health lectures senior friendly community events and input include movies music food farmers market etc"
  • Patrick Norris
    "I don’t commute…work from home. Moving around the neighborhood is easy, just need to drive slowly. "
  • 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!"
  • Gretchengeorge1
    "Easy and convenient. Not too ouch traffic. The roundabout keeps things moving well. Pinehurst is a great place! "
  • 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."
  • 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! "
  • 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. "
  • Liz
    "Very family-friendly neighborhood with many activities and local shops. Great place to raise a family, vacation and retire. Big on Golfing! "
  • 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."
  • Cindy S.
    "I work part time and work is only 10 minutes away. This is a very small community. No public transportation needed. "
  • 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."
  • 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."
  • Jill F.
    "Every month in each town there are local concerts that are family friendly during the spring through fall months. "
  • Sean K.
    "We like the quiet, quaint neighborhood. We are very close to the village and grocery stores and shopping. "
  • 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! "
  • Unspecified
    "Low crime rate and a reasonable cost of living. Excellent medical care abounds and there are several miles of walking trails."
  • Sean K.
    "I just moved here but love the small town feel. We also like the big city convenience in this small quaint village. "

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 2025-10-17 12:20:34 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

Homes for rent near 51 Chestertown Drive

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 51 Chestertown Drive

Skip to last item
Skip to first item

Explore by feature

51 Chestertown Drive, Pinehurst, NC 28374 is a 4 bedroom, 7 bathroom, 5,382 sqft single-family home built in 2002. This property is not currently available for sale. 51 Chestertown Drive was last sold on Nov 20, 2025 for $1,350,000 (2% lower than the asking price of $1,375,000). The current Trulia Estimate for 51 Chestertown Drive is $1,367,600.