This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
$2,495,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
Full Property Details for 28 Chestertown Dr
General
- Price: $2,495,000
- HOA FEE: $189/month
- HOA FEE FREQ.: Annually
- Taxes: $8,078 (2025)
- Status: Active
- Type: Single Family
- Source: 2253
- MLS ID: 100554647
- Updated: 5/13/2026
- Added to Site: 91 day(s) ago
Interior
- Interior Features: Walk-in Closet(s), High Ceilings, Entrance Foyer, Whole-Home Generator, Bookcases, Kitchen Island, Elevator, Ceiling Fan(s), Walk-in Shower, Wet Bar, Basement, Blinds/Shades, Built-in Features, Eat-in Kitchen, Gas Log, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Gas Log
- Appliances: Trash Compactor, Mini Refrigerator, Gas Cooktop, Built-In Microwave, Built-In Electric Oven, Freezer, Washer, Refrigerator, Ice Maker, Dryer, Double Oven, Disposal, Dishwasher, Continuous Cleaning Oven, Generator
- Flooring: Carpet, Wood, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 6
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Living Area
Other Rooms
- Eat-in kitchen: Yes
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Gated, Maintenance Common Areas, Maintenance Grounds, Maintenance Roads, Management, Master Insure, Security, Street Lights, Trail(s)
- Security/Safety: Security System, Smoke Detector(s)
- Equipment: Generator
Exterior
- Exterior Features: Irrigation System, Garden
- Porch/Patio/Deck: Covered, Porch, Balcony, Rear Porch
Parking
- Attached garage: Yes
- Garage Spaces: 4
- Parking Features: Garage Faces Rear, Concrete, Garage Door Opener, Paved, Garage7, Storage4, Underhouse
Location
- County: Moore
- Subdivision: Forest Creek
- Driving Directions: After entering through the Forest Creek gatehouse, turn right on Meyer Farm Drive. Then turn right on Chestertown Drive. Property will be 1.2 miles on the right.
School Information
- High School District: Moore County Schools
- Elementary School: McDeeds Creek Elementary
- Middle School: New Century Middle
- High School: Union Pines High
Community
- Association: Yes
- Assoc. Name: FCPOA
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Zoned, Ceiling Fan(s)2, Heat Pump, Multi Units
- Heating Type: Propane, Heat Pump, Fireplace(s), Electric, Zoned
Utilities
- Sewer: Municipal Sewer
- Water: Public
- Utility Description: Sewer Connected, Water Connected
Structural Information
- Architectural Style: Contemporary
- Structure Type: Wood Frame, Stick Built
- Construction: Cedar, Concrete, Brick, Wood Frame
- Basement Desc.: Exterior Entry, Finished, Crawl Space2, Interior Entry, Walk-Out Access
- Roof: Metal
- Windows: Skylight(s)
- Entry Floor Number: 1
- Square Feet: 4,273
- Year Built: 2000
Lot Features
- Lot Size (Acres): 5.35
- Lot Size (Sq. Ft.): 233,188
- Lot Dimensions: 179.5 x 81.27 x 241.5 x 514.27 x 122.5 x 155.63 x 668.06
- Frontage: Private Road, Maintained, Paved, Paved
- Lot Features: Interior Lot, Wooded, Landscaped, Sprinklers in Front, Sprinklers in Rear
- Zoning: RS-3
- Fencing (Description): None
Financial Considerations
- For Sale: Yes
- Price Per Sq. Ft.: $583.9
- Association Fee: $2,266
- Assoc Fee Freq.: Annually
- Assessment Amount: $1,311,740
- Tax Amount: $8,078.35
- Tax Year: 2025
- Terms: Cash, Conventional, VA Loan
Disclosures and Reports
- Special Conditions: Standard
- Legal Description: FOREST CREEK LOT 1054 & 1055
- Property ID: 98000888
- Lot Number: 1054, 1055
Listed by Colony Partners, Katherine Casey Peele and Colony Partners, Todd Camplin
Schools serving 28 Chestertown Dr
| Name | Grades | Distance |
|---|---|---|
McDeeds Creek Elementary 2953 Camp Easter Road, Southern Pines, NC 28387 | K-5 | 2.2 mi |
New Century Middle School 1577 Union Church Road, Cameron, NC 28326 | 6-8 | 7.1 mi |
Union Pines High School 1981 Union Church Road, Cameron, NC 28326 | 9-12 | 6.9 mi |
Price & Sales History for 28 Chestertown Dr
Tax History for 28 Chestertown Dr
Estimate the Cost for 28 Chestertown Dr
28 Chestertown Drive, Pinehurst, NC 28374 (MLS# 100554647) is a Single Family property with 5 bedrooms, 6 full bathrooms and 1 partial bathroom. 28 Chestertown Drive is currently listed for $2,495,000 and was received on February 14, 2026. Want to learn more about 28 Chestertown Drive? Do you have questions about finding other Single Family real estate for sale in Highland Trails? You can browse all Highland Trails real estate or contact a Coldwell Banker agent to request more information.

