19 Chestertown Drive, Pinehurst, NC 28374
Property image
Property image
SOLD
MAY 21, 2026

19 Chestertown Drive
Pinehurst, NC 28374

  • 4 Beds
  • 4.5 Baths
  • 3,663 sqft (on 0.90 acres)

$1,675,000

Last Sold: May 21, 2026
1% below list $1.69M
$457/sqft
Est. Refi. Payment $9,454/mo*

$1,675,000

Last Sold: May 21, 2026
1% below list $1.69M
$457/sqft
Est. Refi. Payment $9,454/mo*
4 Beds
4.5 Baths
3,663 sqft
(on 0.90 acres)

Local Information

  • Map ViewExplore the area around 19 Chestertown Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Lot Size
0.9 acres
Living Area
3,663 sqft
Price/Sqft
$457/sqft
Parking
3 Car Garage
HOA
$189/Monthly

Description

Exceptional living in the prestigious Forest Creek Golf Club.

Custom built and completed in 2021, this stunning property offers unparalleled views of the 4th hole, South Course and boasts over 3600 square feet of immaculate living space.

A light-filled open floor plan welcomes you with vaulted living room ceilings, stackable patio sliders that allow seamless indoor/outdoor living, and unobstructed views of the course. The gourmet kitchen and butler's pantry are thoughtfully appointed for even the most discerning chef.

At the end of the day, escape to a serene primary retreat with spa inspired bathroom and phenomenal closet.

Also on the main floor, a guest en suite, and two additional bedrooms with a jack and jill bathroom.

Upstairs, the ultimate bonus space unfolds, complete with a wet bar, full bathroom, and ample living and storage space.

Conveniently located in the heart of Moore County and just minutes from the Village of Pinehurst, life at Forest Creek is rich with amenities; don't miss your opportunity to explore it all. Memberships are available, but not required.
19 Chestertown Drive, Pinehurst, NC 28374 is a 4 bedroom, 5 bathroom, 3,663 sqft single-family home built in 2020. It last sold for $1,675,000 on May 21, 2026 (1% below the $1,690,000 asking price). It is currently off market. The Trulia Estimate is $1,681,600, with a rent estimate of $3,798/month.

Home Details for 19 Chestertown Drive

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Kitchen, Living Room, Media Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3663 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
Number of Stories: 2Levels: Two
View
View: Golf Course

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: CoveredFencing: NoneFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Door Opener,Garage
Frontage
Frontage Type: Golf CourseRoad Frontage: Private RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood Frame, Stick BuiltArchitecture: Wood Frame,Stick Built
Building
Construction Materials: Fiber Cement, Wood FrameNot a New Construction
Property Information
Parcel Number: 98000907

Price & Status

Price
List Price: $1,690,000Price Per Sqft: $457/sqft
Status Change & Dates
Off Market Date: Sun Apr 12 2026Possession 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 PinesHigh School District: Moore County Schools

Building

Building Area
Building Area: 3663 Square Feet

HOA

HOA Name: Forest Creek Property Owners Assoc.HOA Phone: 910-295-3791HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $2,268/Annually

Lot Information

Lot Area: 0.90 acres

Listing Info

Special Conditions: Standard

Offer

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

Miscellaneous

Mls Number: 100565354Living Area Range: 3500 - 3999Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing Considerations: OccupiedShowing Requirements: LockboxStart Showing Date: Thu Apr 09 2026
Last check for updates: about 4 hours ago
Listed by Leigh Amigo, (706) 728-4108
Keller Williams Pinehurst
Bought with: Shannon A Stites, (910) 992-6231, Keller Williams Pinehurst
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100565354

Price History for 19 Chestertown Drive

DatePriceEventSource
05/21/2026$1,675,000Sold
Hive MLS #100565354
04/13/2026$1,690,000PendingHive MLS #100565354
04/09/2026$1,690,000Listed For SaleHive MLS #100565354
11/07/2019$67,500Sold
MCR #190475
10/08/2019$75,000PendingAgent Provided
09/20/2019$75,000PendingToActiveAgent Provided
08/10/2019$75,000PendingAgent Provided
05/17/2019$75,000PriceChange
Agent Provided
05/22/2018$85,000PriceChange
Agent Provided
04/15/2018$99,000Listed For SaleAgent Provided

Market trends in Pinehurst

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$565K
$50.5K
MoM
Sale-to-List Price
98.1%
0.8%
MoM
Price per sq ft
$252
$9
MoM
Available listings
215
5
MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$6,400
Assessment$1,003,980
Home facts updated by county records

Comparable Sales for 19 Chestertown Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Single-Family Home
$1,350,000
01/08/26
4
4.5
4,258
0.28
Single-Family Home
$1,345,000
06/02/26
3
4.5
3,393
0.51
Single-Family Home
$1,899,000
04/01/26
4
3.5
4,479
0.52
Single-Family Home
$1,350,000
06/05/26
5
3.5
3,184
0.51
Single-Family Home
$1,650,000
12/18/25
4
3.5
3,462
0.25
Single-Family Home
$3,650,000
12/18/25
5
5
6,244
0.28
Single-Family Home
$1,350,000
11/20/25
4
6
5,382
0.43
Single-Family Home
$1,800,000
07/30/25
6
6
5,056
0.35
Single-Family Home
$1,240,000
02/09/26
3
3.5
3,301

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 19 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 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. "
  • 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."

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 19 Chestertown Drive

Skip to last item
Skip to first item

Off Market Homes Near 19 Chestertown Drive

Skip to last item
Skip to first item
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 2026-07-23 04:43:43 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