$725,000

14 Chestnut Hill Road, Stamford, CT 06903

2 beds |
2 baths |
2,088 sqft

Single-Family Home
Built in 1840
1.06acre lot
3 car garage
$347/sqft
Listed 18 days ago

Property Description

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.

Listing Status:: Pending
Date Added:: March 9, 2026
Data Last Updated:: March 28, 2026 at 12:50AM
Listing Office:: NestSeekers International : (203) 204-9555
Listing Agent:: Molly Rubins : (203) 216-3111
MLS ID:: 24158094

Appliances: Gas CooktopOven/RangeMicrowaveRefrigeratorWasherDryer
Laundry: Main Level
Basement: Crawl SpaceHatchway Access
A/C: Window Unit
Heating: Hot WaterElectricNatural Gas
Fireplace: Fireplaces: 1

Style: Colonial

Roofing: Asphalt Shingle

County: Fairfield

Zoning: RA1318737

Water: Private Well
Sewer: Septic

This listing courtesy of Molly Rubins , NestSeekers International

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Northeast School

82 Scofieldtown Rd, Stamford, CT, 06903

Grades KG-5

0.83 miles away

Turn of River School

117 Vine Rd, Stamford, CT, 06905

Grades 6-8

2.38 miles away

Westhill High School

125 Roxbury Rd, Stamford, CT, 06902

Grades 9-12

2.69 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.