Sold on Apr 2026

$775,000

•

2,088

sq ft

14 Chestnut Hill Rd, Stamford, CT 06903

Track this home’s value and nearby sales activity

About this home

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.

Single-familyProperty Type

1840Year Built

1.06 acresLot Size

$371Price/Sq.Ft.

3 car garageParking

Listed by Molly Rubins • NestSeekers International

Contact: Agent Attribution Contact: (203) 216-3111 | Office Attribution Contact: (203) 204-9555

Bought with Meghan Hanson • Brown Harris Stevens

Source:Smart MLS #24158094

Redfin Estimate

$868,728

$94K since sold in April 2026$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.4% higher than the average sale price ($840K) of 6 comparable homes.

SOLD JUN 23, 2026
$880,000
A
3 beds2 baths2,384 sq ft
290 Red Fox Rd, Stamford, CT 06903
SOLD AUG 18, 2026
$813,709
B
2 beds2 baths1,743 sq ft
247 Chestnut Hill Rd, Stamford, CT 06903
SOLD JUL 2, 2026
$915,000
C
4 beds2.5 baths2,021 sq ft
190 Red Fox Rd, Stamford, CT 06903
SOLD OCT 23, 2025
$500,000
D
3 beds2 baths1,969 sq ft
1489 Long Ridge Rd, Stamford, CT 06903
SOLD FEB 3, 2026
$1,160,000
E
3 beds2.5 baths2,008 sq ft
400 Wire Mill Rd, Stamford, CT 06903
SOLD MAR 25, 2026
$774,000
F
4 beds3 baths2,402 sq ft
27 Wellington Dr, Stamford, CT 06903

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Market trends in 06903, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.5%

1.2% MoM

Median sale price

$1.3M

$43K MoM

Avg. days on market

30d

4 days MoM

Recently sold homes

13 MoM

New listings for sale

COMING SOON
$919,000
3 beds2.5 baths2,536 sq ft
70 Arrow Head Dr, Stamford, CT 06903
$1,225,000
4 beds4 baths3,481 sq ft
231 Skymeadow Dr, Stamford, CT 06903
$1,795,000
3 beds3 baths3,312 sq ft
58 Skymeadow Dr, Stamford, CT 06903
$1,725,000
4 beds4 baths5,002 sq ft
79 Cross Country Trl, Stamford, CT 06903
$750,000
3 beds2.5 baths2,568 sq ft
981 Rock Rimmon Rd, Stamford, CT 06903
$725,000
3 beds2.5 baths2,161 sq ft
421 Chestnut Hill Rd, Stamford, CT 06903
$769,000
4 beds2.5 baths2,416 sq ft
568 Hunting Ridge Rd, Stamford, CT 06903
3D WALKTHROUGH
$1,180,000
3 beds2.5 baths3,596 sq ft
23 Mill Stream Rd, Stamford, CT 06903
$989,000
3 beds2.5 baths2,304 sq ft
163 Cedarwood Rd, Stamford, CT 06903
$729,000
4 beds2 baths2,696 sq ft
65 Interlaken Rd, Stamford, CT 06903
See all

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Rental estimate

Est. $2,069 per month, based on comparable rentals

Sale and tax history for 14 Chestnut Hill Rd

Sale History
Tax History

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.06 Acres

Year renovated

—

Sq. Ft.

1,680

Year built

1840

Style

Single Family Residential

County

Fairfield County

APN

318737

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

RA-1

Single Family Districts, Very Low Density

The purpose of these districts is to set aside and protect areas which have been or may be developed predominantly for single family dwellings on large Lots in a rural setting. Certain other uses are also permitted as-of-right or by Special Permit subject to adequate conditions and safeguards. It is intended that all uses permitted in these districts be compatible with single family Development and consistent with local Street characteristics, the use and protection of private water and sewer facilities (where public facilities are unavailable) and the level of other public services. it is hereby found and declared, further, that these regulations are necessary to the protection of these areas and that their protection is essential to the maintenance of a balanced community of sound residential area of diverse types.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Senior
Educational/school
Communications tower

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 6
Laundry Room Info: Main Level
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 2

Room Information
Basement Description: Crawl Space, Hatchway Access

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Stone

Lot Information
Lot Description: Dry, Level Lot, Cleared

Building Information
Foundation Type: Concrete
Construction Description: Stone
Color: White and Stone

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1680

Financial

Assessments Information
Assessed Value: $396,830

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Natural Gas, Domestic
Heat Type: Hot Water
Heat Fuel Type: Electric, Natural Gas

Location

School Information
Middle Jr High School: Turn of River
High School: Westhill
Elementary School: Northeast

Location Information
State: Connecticut
Directions: GPS. On corner of Chestnut Hill Road and Scofield
County: Fairfield

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,680
Stories: 2.0
Lot Size: 1.06 acres
Style: Single Family Residential
Year Built: 1840
Year Renovated: —
County: Fairfield County
APN: 318737

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Northeast School

Public K-5 • Assigned • 0.8mi

5/10

Turn Of River School

Public 6-8 • Assigned • 2.3mi

3/10

Westhill High School

Public 9-12 • Assigned • 2.7mi

3/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

6 days above 100° expected this year, 14 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Stamford, CT • 06903

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home ranks in the top 16% for direct sun exposure in Stamford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9 hrs

4.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$826,000 – $1.00M

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New listings for sale in 06903

COMING SOON

$919,000

3 beds2.5 baths2,536 sq ft

70 Arrow Head Dr, Stamford, CT 06903

$1,225,000

4 beds4 baths3,481 sq ft

231 Skymeadow Dr, Stamford, CT 06903

$1,795,000

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58 Skymeadow Dr, Stamford, CT 06903

$1,725,000

4 beds4 baths5,002 sq ft

79 Cross Country Trl, Stamford, CT 06903

$750,000

3 beds2.5 baths2,568 sq ft

981 Rock Rimmon Rd, Stamford, CT 06903

$725,000

3 beds2.5 baths2,161 sq ft

421 Chestnut Hill Rd, Stamford, CT 06903

$769,000

4 beds2.5 baths2,416 sq ft

568 Hunting Ridge Rd, Stamford, CT 06903

3D WALKTHROUGH

$1,180,000

3 beds2.5 baths3,596 sq ft

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Home values near 14 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
47 Chestnut Hill Road, Stamford, CT 4 Beds \| 3 Baths \| 3904 Sq. Ft.	$1,655,987
44 Chestnut Hill Road, Stamford, CT 4 Beds \| 4.5 Baths \| 5699 Sq. Ft.	$1,670,615

Address	Redfin Estimate
69 Chestnut Hill Road, Stamford, CT 4 Beds \| 4 Baths \| 4715 Sq. Ft.	$1,410,647
31 Chestnut Hill Road, Stamford, CT 5 Beds \| 5.5 Baths \| 4681 Sq. Ft.	$2,005,700

Address	Redfin Estimate
75 Chestnut Hill Road, Stamford, CT 4 Beds \| 3 Baths \| 2192 Sq. Ft.	$1,190,332
70 Chestnut Hill Road, Stamford, CT 4 Beds \| 4.5 Baths \| 3634 Sq. Ft.	$1,234,750

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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