Date
Details
Price
Change
Source
3/12/2026
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$725,000
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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.
Full Property Details
Full Property Details for 14 Chestnut Hill Rd
General
- Price: $725,000
- Taxes: (July 2025-June 2026)
- Status: Under Contract
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24158094
- Updated: 3/19/2026
- Added to Site: 31 day(s) ago
Interior
- Number of Rooms: 6
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Primary Bedroom - Book Shelves, Bedroom Suite, Fireplace, Full Bath, Upper
- Bedroom 1: Bedroom - Built-Ins, Upper
Other Rooms
- Living Room: Living Room - Book Shelves, Built-Ins, French Doors, Patio/Terrace, Hardwood Floor, Main
- Kitchen: Kitchen - Skylight, Upper
- Dining Room: Dining Room - Vaulted Ceiling, Upper
- Office: Office - Vaulted Ceiling, Other
- Laundry: Main Level
Exterior
- Color: White and Stone
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: Fairfield
- Neighborhood: North Stamford
- Driving Directions: GPS. On corner of Chestnut Hill Road and Scofield
School Information
- Elementary School: Northeast
- Middle School: Turn of River
- High School: Westhill
Community
- Community Name: North Stamford
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Hot Water, Electric, Natural Gas
- Heating Fuel: Electric, Natural Gas
- Water Heater: Natural Gas, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Stone
- Basement Desc.: Crawl Space, Hatchway Access
- Roof: Asphalt Shingle
- Square Feet: 2,088
- Above Ground: 1,858 Sq. Ft.
- Below Ground: 230 Sq. Ft.
- Year Built: 1840
Lot Features
- Lot Size (Acres): 1.06
- Zoning: RA1
- Lot Description: Dry, Level Lot, Cleared
Financial Considerations
- Assessment Amount: $396,830
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 318737
Listed by NestSeekers International, Molly Rubins
We Value Your Privacy
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Listing agent
— 14 Chestnut Hill Rd —
Molly Rubins
NestSeekers International
Agent Contact: (203) 216-3111 Office Contact: (203) 204-9555
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 14 Chestnut Hill Rd
School District:Stamford School District
| Name | Grades | Distance |
|---|---|---|
Northeast School, Stamford, CT 82 Scofieldtown Road, Stamford, CT 06903 | K-5 | 0.8 mi |
Turn Of River School 117 Vine Road, Stamford, CT 06905 | 6-8 | 2.3 mi |
Westhill High School, Stamford, CT 125 Roxbury Road, Stamford, CT 06902 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14 Chestnut Hill Rd
Tax History
Tax History for 14 Chestnut Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,234
2%
$396,830
—
2023
$9,032
-7%
$396,830
—
2023
$9,706
15%
$396,830
24%
2022
$8,435
1%
$320,350
—
2021
$8,319
3%
$320,350
—
2020
$8,114
—
$320,350
—
2019
$8,114
4%
$320,350
—
2018
$7,833
5%
$320,350
10%
2017
$7,476
3%
$292,140
—
2016
$7,251
3%
$292,140
—
2015
$7,052
4%
$292,140
—
2014
$6,810
3%
$292,140
—
2011
$6,623
—
$292,140
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14 Chestnut Hill Rd
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- Single Family
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14 Chestnut Hill Road, Stamford, CT 06903 (MLS# 24158094) is a Single Family property with 2 bedrooms and 2 full bathrooms. 14 Chestnut Hill Road is currently listed for $725,000 and was received on March 04, 2026. Want to learn more about 14 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.