14 Chestnut Hill Road

About Property

Built in 1840, this charming North Stamford carriage-house residence blends authentic character with an unforgettable layout across multiple levels. Enter into a generous living/family room opening to an outdoor terrace and over an acre of private landscaped grounds-an ideal setting for gathering, relaxing, and enjoying the quiet beauty North Stamford is known for. Two bedrooms are tucked on the second floor, while the home's most striking entertaining space has the homes original door entering into a former sunroom-now a dramatic dining room with cathedral ceiling, and a historic stone wall overlooking the street. Additionally there is a cottage on the property with electricity and perfect for a WFH space. Recent updates include new boiler in 2024, updated electrical system, renovated baths with new fixtures, repainted inside and outside of main house and cottage in 2023 and 2026, resurfaced and graveled drive in 2024 and added water purification system in 2025. This home has endless possibilities and is truly a rare opportunity to own a property that feels genuinely one-of-a-kind.
Listed by NestSeekers International, Molly Rubins. Data sourced from SmartMLS