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.
Sold for $775,000
$775,000
14 Chestnut Hill Road, Stamford, CT 06903
2beds
2,088sqft
Single Family Residence
Built in 1840
1.06 Acres Lot
$-- Zestimate®
$371/sqft
$3,905 Estimated rent
Home value
Not available
Estimated sales range
Not available
$3,905/mo
Zestimate® history
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List your homeWhat's special
Resurfaced and graveled driveOutdoor terrace
Zillow last checked:
Listing updated:
Listed by:
Molly Rubins (203)216-3111,
NestSeekers International 203-204-9555
Bought with:
Meghan Hanson, RES.0806865
Brown Harris Stevens
Source: Smart MLS,MLS#: 24158094
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Bookcases, Bedroom Suite, Fireplace, Full Bath
- Level: Upper
Bedroom
- Features: Built-in Features
- Level: Upper
Dining room
- Features: Vaulted Ceiling(s)
- Level: Upper
Kitchen
- Features: Skylight
- Level: Upper
Living room
- Features: Bookcases, Built-in Features, French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
Office
- Features: Vaulted Ceiling(s)
- Level: Other
Heating
- Hot Water, Electric, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Main Level
Features
- Basement: Crawl Space,Hatchway Access
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 2,088
- Total interior livable area: 2,088 sqft
- Finished area above ground: 1,858
- Finished area below ground: 230
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Lot
- Size: 1.06 Acres
- Features: Dry, Level, Cleared
Details
- Parcel number: 318737
- Zoning: RA1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Stone
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Subdivision: North Stamford
HOA
- Has HOA: No
Location
- Region: Stamford
Financial & listing details
- Price per square foot: $371/sqft
- Tax assessed value: $396,830
- Annual tax amount: $9,234
- Date on market: 3/9/2026
Price history
| Date | Event | Price |
|---|---|---|
| 4/23/2026 | Sold | $775,000+6.9%$371/sqft |
Source:  Smart MLS #24158094 Report a problem | ||
| 3/19/2026 | Pending sale | $725,000$347/sqft |
Source: Smart MLS #24158094 Report a problem | ||
| 3/10/2026 | Listed for sale | $725,000$347/sqft |
Source: Nest Seekers International #5329266 Report a problem | ||
| 2/20/2026 | Listing removed | $3,950$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/31/2025 | Price change | $3,950-6%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/8/2025 | Listed for rent | $4,200-1.2%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/29/2025 | Listing removed | $4,250$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/22/2025 | Listed for rent | $4,250+18.1%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/30/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 9/20/2021 | Price change | $3,600+2.9%$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 9/2/2021 | Listed for rent | $3,500$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 2/28/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 10/24/2020 | Listing removed | $3,500$2/sqft |
Source: Owner Report a problem | ||
| 9/4/2020 | Price change | $3,500-2.8%$2/sqft |
Source: Owner Report a problem | ||
| 8/17/2020 | Listed for rent | $3,600$2/sqft |
Source: Owner Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,270 +2.6% | $396,830 |
| 2024 | $9,032 -6.9% | $396,830 |
| 2023 | $9,706 +15.1% | $396,830 +23.9% |
| 2022 | $8,435 +1.4% | $320,350 |
| 2021 | $8,319 +2.5% | $320,350 |
| 2020 | $8,114 | $320,350 |
| 2019 | $8,114 +3.6% | $320,350 |
| 2018 | $7,833 +4.8% | $320,350 +9.7% |
| 2017 | $7,476 +3.1% | $292,140 |
| 2016 | $7,251 | $292,140 |
Find assessor info on the county website
Neighborhood: North Stamford
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Nearby schools
GreatSchools rating
- 5/10Northeast SchoolGrades: K-5Distance: 0.8 mi
- 3/10Turn Of River SchoolGrades: 6-8Distance: 2.3 mi
- 3/10Westhill High SchoolGrades: 9-12Distance: 2.7 mi
Schools provided by the listing agent
- Elementary: Northeast
- Middle: Turn of River
- High: Westhill
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Stamford
- 06903
- North Stamford
- 14 Chestnut Hill Road
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