$2,495,000
Original price: $2,700,000
- 5 Beds
- 6.5 Baths
- 4,273 sqft (on 5.35 acres)
28 Chestertown Drive, Pinehurst, NC 28374
Est. Mortgage $14,701/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2000
5.35 acre lot
$584/sqft
4 Car Garage
HOA $189/mo
Local Information
-- mins to
About this House
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.
Last check for updates: about 18 hours ago
Listing courtesy of Katherine Casey Peele, (312) 623-7523
Forest Creek Real Estate Group
Todd Camplin, (910) 690-0468
Forest Creek Real Estate Group
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100554647

Also Listed on Hive MLS.
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 Number of Fireplaces: 1Fireplace: 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: None |
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: 187Days on Market: 180+ |
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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) |
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.
Market trends in Pinehurst
Last updated August 2026
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
Home Value
Trulia Estimate
$2.34MSince last month
Increased$56K (+2.4%)Since last year
Decreased$232K (-9%)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 +128% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.34M |
| August 2026 | $2.29M |
| July 2026 | $2.29M |
| June 2026 | $2.3M |
| May 2026 | $2.31M |
| April 2026 | $2.32M |
| March 2026 | $2.51M |
| February 2026 | $2.57M |
2024 | |
2023 | |
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 |
|---|---|---|---|---|---|---|---|
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 | |
0.33 | 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 | |
0.61 | Single-Family Home | $2,125,000 | 10/27/25 | 4 | 5 | 5,884 |
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 |
|---|---|---|---|---|---|---|
0.10 | - | - | - | - | Off Market | |
0.07 | $1,240,000 | 3 | 3.5 | 3,301 | Recently Sold | |
0.14 | $3,650,000 | 5 | 5 | 6,244 | Recently Sold | |
0.20 | - | - | - | - | Off Market | |
0.18 | $665,500 | 4 | 3 | 3,029 | Recently Sold | |
0.21 | $1,367,300 | 4 | 6 | 5,382 | Off Market | |
0.22 | - | - | - | - | Off Market | |
0.20 | $673,250 | 5 | 3.5 | 3,244 | Recently Sold | |
0.21 | $658,250 | 4 | 4 | 3,040 | Recently Sold | |
0.18 | $604,900 | 5 | 3.5 | 3,104 | Off Market | |
0.19 | $600,000 | 6 | 3 | 3,089 | Recently Sold |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Apr 22, 2026 Source: Hive MLS #100554647 | PriceChange | $2,495,000 Price decreased by 8% |
Feb 14, 2026 Source: Hive MLS #100554647 | Listed For Sale | $2,700,000 |
Oct 31, 2020 Source: Agent Provided | ListingRemoved | $145,000 |
Oct 28, 2020 Source: Agent Provided | Listed For Sale | $145,000 |
Jan 29, 2016 Source: Agent Provided | ListingRemoved | $1,575,000 |
Feb 9, 2015 Source: Agent Provided | Listed For Sale | $1,575,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $8,362 | $1,311,740 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Katherine Casey Peele, Forest Creek Real Estate Group
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 2026-09-21 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.
© 2025-10-17 12:20:34 PDT Hive MLS
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Frequently asked questions about 28 Chestertown Drive
- What is the estimated monthly payment for 28 Chestertown Drive?Based on a $2,495,000 list price with 20% down at today's rates, the estimated monthly payment for 28 Chestertown Drive in Pinehurst, NC is approximately $14,722 (about $13,503 principal & interest, $1,144 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 28 Chestertown Drive compare to homes in Pinehurst?28 Chestertown Drive in Pinehurst, NC is listed at $2,495,000, about 318% above the $598K median sale price in Pinehurst.
- What do residents say about Pinehurst?Residents describe Pinehurst, NC as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Pinehurst, NC.
- What are the closest schools to 28 Chestertown Drive?The closest schools to 28 Chestertown Drive in Pinehurst, NC are McDeeds Creek Elementary (rated 8/10), New Century Middle School (rated 9/10), Union Pines High School (rated 7/10).
- Does 28 Chestertown Drive have air conditioning?Yes, 28 Chestertown Drive in Pinehurst, NC has air conditioning.
- Does 28 Chestertown Drive have laundry facilities?Yes, 28 Chestertown Drive in Pinehurst, NC has in-unit laundry.
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.

