28 Chestertown Drive
Pinehurst, NC 28374
- 5 Beds
- 6.5 Baths
- 4,273 sqft (on 5.35 acres)
5 Beds
6.5 Baths
4,273 sqft
(on 5.35 acres)
Home Highlights
Parking
4 Car Garage
Outdoor
Porch
Climate Control
Heating & Cooling
HOA
$189/Monthly
Price/Sqft
$584
Listed
159 days ago
Local Information
-- mins to
Description
A rare opportunity to own a Premier Luxury Estate spanning over 5 acres of verdant acreage within the private, gated community of Forest Creek Golf Club! Experience the charm of this exclusive single-level estate home, custom-built in 2000. Nestled within the prestigious gated community of Forest Creek in Pinehurst, North Carolina - famously known as the ''Home of American Golf''. Ideal for those seeking an unparalleled lifestyle, the community boasts two renowned 18-hole golf courses designed by the world famous architect, Tom Fazio. Designed for comfort and privacy, the home's cleverly planned layout includes a primary bedroom en-suite with dual bathrooms and closets, and four additional en-suite bedrooms. A dedicated den or flex room accommodates various lifestyle needs. Outdoor living is embraced with a spacious veranda that evokes the sensation of a treehouse hideaway, seamlessly integrating the indoors with the serene landscape beyond. The garage area is over 1,180 sf. In addition there is a storage room over 500 sf that can be used as a studio, workshop or storageLocated just under three miles from Moore County's Fixed-Base Operator (FBO), this exceptional property offers tranquility without sacrificing convenience. Whether you're enjoying the sense of community or the enticing allure of top-tier golf, this residence promises a distinguished and refined way of life.
Home Details for 28 Chestertown Drive
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Interior Details Basement: Exterior Entry,Finished,Crawl Space,Interior Entry,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Dining Room, Kitchen, Living Room, OtherWet Bar |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4273 Square Feet |
Appliances & Utilities Utilities: Sewer Connected, Water ConnectedAppliances: Trash Compactor, Mini Refrigerator, Gas Cooktop, Built-In Microwave, Built-In Electric Oven, Freezer, Washer, Refrigerator, Ice Maker, Dryer, Double Oven, Disposal, Dishwasher, Self Cleaning OvenDishwasherDisposalDryerLaundry: Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: Propane,Heat Pump,Fireplace(s),Electric,ZonedHas CoolingAir Conditioning: Zoned,Ceiling Fan(s),Heat Pump,Multi UnitsHas HeatingHeating Fuel: Propane |
Fireplace & Spa Fireplace: Gas LogHas a Fireplace |
Gas & Electric No Electric on Property |
Windows, Doors, Floors & Walls Window: Skylight(s)Flooring: Carpet, Wood, Hardwood |
Levels, Entrance, & Accessibility Number of Stories: 1Levels: OneAccessibility: Accessible Full Bath, Accessible Elevator InstalledElevatorFloors: Carpet, Wood, Hardwood |
View View: See Remarks |
Security Security: Security System, Smoke Detector(s) |
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Exterior Home Features Roof: MetalPatio / Porch: Covered, Porch, Balcony, Rear PorchFencing: NoneExterior: Irrigation System, GardenFoundation: Brick/Mortar, Permanent, SlabGarden |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4Has a GarageHas an Attached GarageParking Spaces: 4Parking: Garage Faces Rear,Concrete,Garage Door Opener,Paved,Garage,Storage,Underhouse |
Pool Pool: None |
Frontage Waterfront: NoneFrontage Type: See RemarksRoad Frontage: Private Road, Maintained, PavedRoad Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Not Allowed to Raise Horses |
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Cumulative Days on Market: 146Days on Market: 159 |
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Year Built Year Built: 2000 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood Frame, Stick BuiltArchitecture: Wood Frame,Stick Built |
Building Construction Materials: Cedar, Concrete, Brick, Wood FrameNot a New Construction |
Property Information Parcel Number: 98000888 |
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Price List Price: $2,495,000Price Per Sqft: $584 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Active |
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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 |
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Listing Agent Listing ID: 100554647 |
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Building Area Building Area: 4273 Square Feet |
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HOA Name: FCPOAHOA Phone: 910-295-3791HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $2,266/Annually |
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Lot Area: 5.3533 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan |
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Mls Number: 100554647Living Area Range: 4000 - 4499Attic: NoneAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing AttendedShowing Requirements: Appointment Only, No Lockbox, No Sign |
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HOA Amenities: Gated,Maintenance Common Areas,Maintenance Grounds,Maintenance Roads,Management,Master Insure,Security,Street Lights,Trail(s) |
Last check for updates: about 1 hour ago
Listing courtesy of Katherine Casey Peele, (312) 623-7523
Colony Partners
Todd Camplin, (910) 690-0468
Colony Partners
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100554647

Also Listed on Hive MLS.
Market trends in Pinehurst
Last updated June 2026
Avg. sale price
$565K
$50.5KMoM
Sale-to-List Price
98.1%
0.8%MoM
Price per sq ft
$252
$9MoM
Available listings
215
5MoM
Price History for 28 Chestertown Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 04/22/2026 | $2,495,000 | PriceChange | Hive MLS #100554647 |
| 02/14/2026 | $2,700,000 | Listed For Sale | Hive MLS #100554647 |
| 10/31/2020 | $145,000 | ListingRemoved | Agent Provided |
| 10/28/2020 | $145,000 | Listed For Sale | Agent Provided |
| 01/29/2016 | $1,575,000 | ListingRemoved | Agent Provided |
| 02/09/2015 | $1,575,000 | Listed For Sale | Agent Provided |
Similar Homes You May Like
New Listings near 28 Chestertown Drive
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $8,362 |
| Assessment | $1,311,740 |
Home facts updated by county records
Comparable Sales for 28 Chestertown Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $1,350,000 | 11/20/25 | 4 | 6 | 5,382 | |
0.14 | Single-Family Home | $3,650,000 | 12/18/25 | 5 | 5 | 6,244 | |
0.07 | Single-Family Home | $1,240,000 | 02/09/26 | 3 | 3.5 | 3,301 | |
0.37 | Single-Family Home | $631,062 | 12/15/25 | 4 | 3.5 | 3,130 | |
0.48 | Single-Family Home | $773,067 | 09/23/25 | 5 | 3.5 | 3,244 | |
0.20 | Single-Family Home | $673,250 | 01/09/26 | 5 | 3.5 | 3,244 | |
0.38 | Single-Family Home | $1,800,000 | 07/30/25 | 6 | 6 | 5,056 | |
0.33 | Single-Family Home | $1,675,000 | 05/21/26 | 4 | 4.5 | 3,663 | |
0.19 | Single-Family Home | $600,000 | 01/29/26 | 6 | 3 | 3,089 | |
0.21 | Single-Family Home | $658,250 | 02/20/26 | 4 | 4 | 3,040 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 28 Chestertown Drive.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Katherine Casey Peele, Colony Partners
Agent Phone: (312) 623-7523

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 2026-07-22 14:08:00 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
28 Chestertown Drive, Pinehurst, NC 28374 is a 5 bedroom, 7 bathroom, 4,273 sqft single-family home built in 2000. This property is currently available for sale and was listed by Hive MLS on Feb 14, 2026. The MLS # for this home is MLS# 100554647.

