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About this home
Contemporary Colonial in a prime Long Ridge location! Move right into this 3-bedroom, and 2.1 bathroom home offering an open floor plan, and flexible living spaces, ideally situated just off Long Ridge Road. The main level features vaulted ceilings, oversized windows, and hardwood floors. Enjoy the modern, light and bright kitchen, a great room with a wood burning fireplace, a formal dining room, a large flex space which is ideal as an office, and a full bathroom. Upstairs offers 3 bedrooms, and a bath and a half. The lower level has a playroom, lots of storage, and an oversized 1 car garage. Step outside to your private outdoor oasis-relax on the spacious deck overlooking a serene backyard with a fire-pit, surrounded by walking trails, and a peaceful brook. Just steps away from Chestnut Hill Park, a 6.6-acre gem featuring a newly renovated playground, wide-open green spaces, and picnic areas. Minutes from shopping, dining, golf courses, and top-rated specialty hospitals, and a 2 minute drive to the Merritt Parkway makes this property ideal for buyers.
Single-familyProperty Type
1977Year Built
0.67 acresLot Size
$335Price/Sq.Ft.
1 car garageParking
Listed by Lisa Migliardi• Compass Connecticut, LLC
North Stamford, located between the Merritt Parkway and the New York state line, is a wooded and residential Stamford neighborhood with winding back roads and broad conservation land. The neighborhood’s character concentrates around the High Ridge Road and Long Ridge Road corridor, where farm stands, equestrian facilities, and low-key local shops set a country-leaning rhythm. The Bartlett Arboretum & Gardens anchors the landscape with trails and curated plant collections. Stamford Museum & Nature Center adds a cultural counterpoint with galleries, a working farm, and outdoor programs. Housing trends toward larger colonials and contemporaries set on deep lots, with stone walls and mature trees shaping the streetscape. Hiking loops and reservoir edges define weekends, while the drive into downtown Stamford stays firmly in the background.
Provided by Walk Score and Local Logic
Offer insights
421 Chestnut Hill Rd · $725,000
$785K and above
75% chance or better to win
Why $785K+ is a strong offer
DAYS ON MARKET
4 days
The average home goes pending in 36 days.
SALE-TO-LIST
104.1%
Most homes are selling 4% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Living
Dining
Interior features
8 total rooms
One fireplace
Partial basement
Bedrooms
3 bedrooms
Bathrooms
2 full bathrooms
1 half bathroom
Kitchen
Electric range
Microwave
Refrigerator
Dishwasher
Laundry & utility
Washer and electric dryer located on the main level (laundry area in a bathroom)
Heating & cooling
Hot water heating (oil)
Central air
Exterior features
Deck
Brook frontage
Corner lot
Lightly wooded yard
Home design
Single-family home
Parking
Attached garage for one vehicle
Construction
Wood siding
Concrete foundation
Concrete construction
Asphalt shingle roof
Utilities
Private well water
Septic system
40-gallon hot water tank
Oil fuel tank in basement
Electricity and solar
View estimated energy costs and solar savings for this home
Contemporary Colonial in a prime Long Ridge location! Move right into this 3-bedroom, and 2.1 bathroom home offering an open floor plan, and flexible living spaces, ideally situated just off Long Ridge Road. The main level features vaulted ceilings, oversized windows, and hardwood floors. Enjoy the modern, light and bright kitchen, a great room with a wood burning fireplace, a formal dining room, a large flex space which is ideal as an office, and a full bathroom. Upstairs offers 3 bedrooms, and a bath and a half. The lower level has a playroom, lots of storage, and an oversized 1 car garage. Step outside to your private outdoor oasis-relax on the spacious deck overlooking a serene backyard with a fire-pit, surrounded by nature trails, and a peaceful brook. Just seconds away from Chestnut Hill Park, a 6.6-acre gem featuring a newly renovated playground, wide-open green spaces, and picnic areas. Minutes from shopping, dining, golf courses, and top-rated specialty hospitals, and a 2 minute drive to the Merritt Parkway makes this property ideal for buyers.
Smart MLS #24202888
Sep 10, 2026
Listed
$725,000
$335/sq ft
Sep 7, 2026
Coming Soon
$725,000
$335/sq ft
Smart MLS #24099747
Jun 22, 2025
Listing Removed
—
Jun 5, 2025
Listed
$739,000
$342/sq ft
Jun 1, 2025
Coming Soon
*
GMLS #122918
Jun 5, 2025
Listed
$739,000
$342/sq ft
Jun 1, 2025
Coming Soon
*
Public Records
Sep 30, 2019
Sold
$471,000
$218/sq ft
Smart MLS #170177272
Sep 4, 2019
Listing Removed
—
Apr 19, 2019
Listed
$489,999
$227/sq ft
Public Records
Jul 15, 2011
Sold
$470,000
$217/sq ft
Smart MLS #98496229
Apr 7, 2011
Listed
$499,950
$231/sq ft
Smart MLS #98468542
Dec 30, 2010
Listing Removed
—
Jun 29, 2010
Listed
$559,500
$259/sq ft
Smart MLS #96009741
Mar 27, 1996
Listed
$309,900
$143/sq ft
Public Records
Mar 13, 1992
Sold
$280,000
$130/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$9,321 (+1.4%)
$186,890 + $167,100
$353,990
2021
$9,194 (+2.5%)
$186,890 + $167,150
$354,040
2020
$8,968
$186,890 + $167,150
$354,040
2019
$8,968 (+3.6%)
$186,890 + $167,150
$354,040
2018
$8,656 (+3.9%)
$186,890 + $167,150
$354,040
2017
$8,330 (+3.1%)
$171,320 + $154,180
$325,500
2016
$8,079 (+6.5%)
$171,320 + $154,180
$325,500
2014
$7,587
$171,320 + $154,180
$325,500
Public record
Public record
Zoning
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.67 Acres
Year renovated
—
Finished Sq. Ft.
2,161
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,161
Year built
1977
Style
Single Family Residential
County
Fairfield County
APN
312785
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
Climate risks
6/10 Flood Factor
Estimated 48-58% chance 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
5/10 Heat Factor
7 days above 100° expected this year, 16 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)
35
21
38
22
53
33
62
43
70
51
82
61
86
68
81
60
75
57
66
46
54
37
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 16% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.1 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 421 Chestnut Hill Rd
$817,268
$92K over list price of $725K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $775K to $1.2M.