Chestertown Dr

For sale & under contract

For sale

$1,499,000

4 bd · 4 ba · 3,664 sq ft

10 Chestertown Drive

Listed by eXp Realty

For sale

$2,495,000

5 bd · 7 ba · 4,273 sq ft

28 Chestertown Dr

Listed by Colony Partners

Sold in the last 12 months

• 19 Chestertown Dr4 bd · 5 ba · 3,663 sq ft · May 2026$1,675,000
• 32 Chestertown Dr3 bd · 4 ba · 3,301 sq ft · Feb 2026$1,240,000
• 45 Chestertown Dr5 bd · 6 ba · 6,244 sq ft · Dec 2025$3,650,000
• 51 Chestertown Dr4 bd · 7 ba · 5,382 sq ft · Nov 2025$1,350,000

Every other home on the street 22

• 11 Chestertown Dr
• 13 Chestertown Dr
• 17 Chestertown Dr
• 20 Chestertown Dr · last sold 2020
• 21 Chestertown Dr · last sold 2023
• 22 Chestertown Dr · last sold 2023
• 24 Chestertown Dr · last sold 2021
• 27 Chestertown Dr · last sold 2024
• 31 Chestertown Dr · last sold 2023
• 33 Chestertown Dr · last sold 2021
• 36 Chestertown Dr
• 38 Chestertown Dr · last sold 2021
• 39 Chestertown Dr · last sold 2021
• 42 Chestertown Dr
• 44 Chestertown Dr
• 47 Chestertown Dr
• 49 Chestertown Dr · last sold 2022
• 55 Chestertown Dr · last sold 2023
• 57 Chestertown Dr
• 59 Chestertown Dr
• 61 Chestertown Dr · last sold 2021
• 65 Chestertown Dr

Addresses and last sale year from county property records (NC OneMap). Homes for sale and sold come from the MLS.