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

$1,681,600

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

19 Chestertown Drive, Pinehurst, NC 28374

Est. Refi. Payment $9,805/mo*
Refinance Your Home
Currently Off Market - Sold May 21, 2026 for $1,675,000 (1% below list price)

Home Value

Trulia Estimate
$1.68M
Since last month
Increased$12K (+0.7%)
Since last year
Increased$341K (+25.1%)
Since last sale
Increased$22K (+1.3%)
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 +168% in the last 10 years
MonthEstimated value
2026
September 2026$1.7M
August 2026$1.68M
July 2026$1.69M
June 2026$1.68M
May 2026$1.68M
March 2026$1.34M
February 2026$1.33M
January 2026$1.31M
2025
2024
2023
2022

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
0.32
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
0.35
Single-Family Home
$1,240,000
02/09/26
3
3.5
3,301
0.42
Single-Family Home
$658,250
02/20/26
4
4
3,040

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

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

Single-Family Home
Built in 2020
0.9 acre lot
3,663 sqft
$457/sqft
3 Car Garage
HOA $189/mo

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,681,600, with a rent estimate of $3,929/month.
Last check for updates: about 12 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

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
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
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

Price and Tax history

DateEventPrice
May 21, 2026
Source: Hive MLS #100565354
Sold
$1,675,000
Apr 13, 2026
Source: Hive MLS #100565354
Pending
$1,690,000
Apr 9, 2026
Source: Hive MLS #100565354
Listed For Sale
$1,690,000
Nov 7, 2019
Source: MCR #190475
Sold
$67,500
Oct 8, 2019
Source: Agent Provided
Pending
$75,000

Market trends in Pinehurst

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

Around this home

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 donโ€™t commuteโ€ฆwork from home. Moving around the neighborhood is easy, just need to drive slowly. "
  • Mobrindley79
    "Weโ€™ve lived here almost 2 years. Love our location and family neighborhood. Weโ€™re in Village acres and weโ€™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! Itโ€™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 thereโ€™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

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 13:58:43 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. ยฉ 2025-10-17 12:20:34 PDT Hive MLS

Frequently asked questions about 19 Chestertown Drive

  • What is 19 Chestertown Drive estimated to be worth?
    Trulia's estimated value for 19 Chestertown Drive in Pinehurst, NC is $1,681,600.
  • What is the price history for 19 Chestertown Drive?
    19 Chestertown Drive in Pinehurst, NC last sold for $1,675,000 in May 2026.
  • 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 19 Chestertown Drive have air conditioning?
    Yes, 19 Chestertown Drive in Pinehurst, NC has air conditioning.
  • How big is the lot at 19 Chestertown Drive?
    The lot at 19 Chestertown Drive in Pinehurst, NC is about 0.90 acres (39,204 sq ft).

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