Prevu by reAlpha
BuySellBlogBrowse Listings

14 Chestnut Hill RoadStamford, CT 06903

For Sale

$725,000

Smart Buyer Rebate $5,625

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 Molly Rubins

·

NestSeekers International

·

(203) 216-3111

Last updated March 15, 2026

·

Source: SmartMLS #24158094

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Stamford
  • Bedrooms2
  • Bathrooms2
  • Days on Prevu12
  • Taxes$9,234/year
  • Size2,088 sqft
  • Price per sqft$347

Location

Mortgage Calculator

Listing History

03/13/2026
Status changed to Active
$725,000
03/12/2026
Status changed to Removed from Feed
$725,000
03/04/2026
Listed by NestSeekers International
$725,000

Property Details for 14 Chestnut Hill Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1840
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Stone

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Dry, Level Lot, Cleared
  • Lot Size Acres: 1.06

Financial

Taxes

  • Parcel Number: 318737
  • Tax Annual Amount: $9,234.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Washer, Dryer
  • Fireplaces Total: 1

Measurements

  • Living Area: 1,680

Rooms

  • Basement: Crawl Space, Hatchway Access
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 2
  • Rooms Total: 6

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Northeast

High School

  • High School: Westhill

Middle or Junior School

  • Middle Or Junior School: Turn Of River

Utilities

Equipment

  • Cooling: Window Unit
  • Heating: Hot Water
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 2 bedrooms and 2 bathrooms in this single-family home at 14 Chestnut Hill Road.

What schools are nearby to 14 Chestnut Hill Road?

Nearby schools include the Northeast Elementary School, Turn Of River Middle School, and Westhill High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 14 Chestnut Hill Road.

What are the annual taxes for 14 Chestnut Hill Road?

Annual taxes for this single-family home are estimated at $9,234.

How does 14 Chestnut Hill Road compare to other single-family homes in North Stamford?

This single-family home is listed 58% below the average price for single-family homes in North Stamford and has been on the market for 45 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,088 sqft.

14 Chestnut Hill Road is a 2-bedroom, 2-bath single-family home for sale in Stamford CT 06903. On Prevu for 12 days at $725,000. This residence features 2,088 square feet of living space, located in North Stamford. The median listing price for single-family homes in this area is $1,295,000. Nearby schools include Northeast Elementary School, Turn Of River Middle School, and Westhill High School. View other single-family home listings in Stamford.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.