14 Chestnut Hill Rd

Stamford, CT 06903

$775,000
Last Sold Price
2
Beds
2,088 Sq. Ft.
$371 / Sq. Ft.
2,088
Sq. Ft.
$371
per Sq. Ft.
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Closed 4/23/26
Closed 4/23/26

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...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.
  1. Listed by Molly Rubins • NestSeekers International
    P: (203)-216-3111 C: (203)-216-3111 mollyr@nestseekers.com

Property Details for 14 Chestnut Hill Road

Basement Description
Crawl Space, Hatchway Access
Direct Waterfront
No
Expected Active Date
03-12-2026
Garages Number
3
Neighborhood
North Stamford
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 06/11/2026 06:53 AM

Property Details for 14 Chestnut Hill Road

StatusClosed
MLS #24158094
Days on Market7
Taxes$9,234 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1840
Lot Size1.06 AC / 46,173 SF
CountyFairfield County
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Location

Listing Courtesy of NestSeekers International, Molly Rubins

Sold By Brown Harris Stevens, Meghan Athnos

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Building Information for 14 Chestnut Hill Road

Stories-Year Built1840Building Size-Lot Size1.06 AC / 46,173 SF

Payment Calculator

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$4,631 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,862

Property Taxes

$770

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 14 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS. On corner of Chestnut Hill Road and Scofield
  • Elementary School: Northeast
  • High School: Westhill
  • Latitude: 41.130489
  • Longitude: -73.55894
  • Middle Jr High School: Turn of River
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,234
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Washer, Dryer
  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Book Shelves,Built-Ins,French Doors,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Vaulted Ceiling
  • Room Level: Upper
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Book Shelves,Bedroom Suite,Fireplace,Full Bath
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Features: Built-Ins
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 4C707797F5476461E0631A01100A3C49
  • Room Entry Order: 5
  • Room Features: Vaulted Ceiling
  • Room Level: Other
  • Room Type: Office
Room 6
  • Room Entry Order: 6
  • Room Features: Skylight
  • Room Level: Upper
  • Room Type: Kitchen
Property
Property and Assessments
  • Color: White and Stone
  • Construction Description: Stone
  • Exterior Siding: Stone
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1840
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: first and second floor with additional cottage outside is 230 sqft
  • Sq Ft Est Heated Below Grade: 230
  • Living Area SQFT Per Public Records: 1680
Lot Information
  • Lot Description: Dry, Level Lot, Cleared
  • Parcel Number: 318737
  • Sq Ft Est Heated Above Grade: 1858.0
  • Sq Ft Total: 2088.0
  • Zoning: RA1
Utilities
  • Heat Fuel Type: Electric, Natural Gas
  • Hot Water Description: Natural Gas, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 14 Chestnut Hill Road

Taxable ValueLand$278,370Additions$118,460Total$396,830
Tax Record2024$9,234 ($770 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,680 SqFtAbove Grade Finished SqFt1,680 SqFtUnfinished Basement SqFt531 SqFtStories2Lot Size46,174 SqFtStyleSingle Family ResidenceYear Built1840Year Renovated1940ZoningRA1CountyWESTERN CONNECTICUTAPNSTAM M:000 B:6910Fireplace TypeHas Fireplace

Schools near 14 Chestnut Hill Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Northeast School
Public - K to 5
Turn Of River School
Public - 6 to 8
Westhill High School
Public - 9 to 12
Rogers International School
Public - K to 8
Rating
School
Distance
Northeast School
PublicK to 5

Turn Of River School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of NestSeekers International, Molly Rubins

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.