SOLD OCT 27, 2026

Sold on oct 2026

$725,000

•

2,161

sq ft

421 Chestnut Hill Rd, Stamford, CT 06903

Track this home’s value and nearby sales activity

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 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.

Single-familyProperty Type

1977Year Built

0.67 acresLot Size

$335Price/Sq.Ft.

1 car garageParking

Listed by Lisa Migliardi • Compass Connecticut, LLC

Bought with SOLD DIRECT • Sold Direct

Redfin checked: a few seconds ago

•Source:GMLS #125786

Redfin Estimate

$782,362

$57K since sold in October 2026$81K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.7% lower than the average sale price ($1.05M) of 6 comparable homes.

SOLD AUG 24, 2026
$1,234,000
A
4 beds3 baths3,020 sq ft
27 Nob Hill Ln, Stamford, CT 06903
SOLD SEP 21, 2026
$1,225,000
B
4 beds2.5 baths3,498 sq ft
156 W Haviland Ln, 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 7, 2026
$780,000
D
3 beds2 baths1,903 sq ft
761 Den Rd, Stamford, CT 06903
SOLD SEP 30, 2026
$1,225,000
E
4 beds2.5 baths2,527 sq ft
237 Chestnut Hill Rd, Stamford, CT 06903
SOLD OCT 8, 2026
$940,000
F
3 beds2.5 baths3,088 sq ft
26 Marva Ln, Stamford, CT 06903

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Market trends in 06903, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.7%

0.7% MoM

Median sale price

$1.2M

$21K MoM

Avg. days on market

33d

2 days MoM

Recently sold homes

0 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$1,249,000
5 beds3.5 baths3,868 sq ft
336 Den Rd, Stamford, CT 06903
NEW 11 HRS AGO
$825,000
4 beds2 baths2,241 sq ft
401 Woodbine Rd, Stamford, CT 06903
$1,649,000
4 beds3.5 baths4,090 sq ft
132 E Hunting Ridge Rd, Call Listing Agent, CT 06903
Marr Caruso Realty Group
$1,450,000
5 beds3.5 baths2,583 sq ft
221 Hunting Ridge Rd, Stamford, CT 06903
$2,199,000
8 beds7 baths9,102 sq ft
91 Dogwood Ln, Stamford, CT 06903
$1,140,000
4 beds3 baths2,940 sq ft
45 Smoke Hill Dr, Stamford, CT 06903
OPEN SAT, 1PM TO 3PM
$1,159,000
5 beds3.5 baths3,627 sq ft
1148 Rock Rimmon Rd, Stamford, CT 06903
$899,900
3 beds2 baths2,709 sq ft
16 Big Oak Cir, Stamford, CT 06903
$2,175,000
4 beds4 baths5,492 sq ft
96 Harpsichord Tpke, Stamford, CT 06903
$1,950,000
4 beds3.5 baths4,677 sq ft
42 Woodbine Rd, Stamford, CT 06903
See all

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Rental estimate

Est. $2,962 per month, based on comparable rentals

Sale and tax history for 421 Chestnut Hill Rd

Sale History
Tax History

Date

Event

Price

GMLS #125786

Oct 27, 2026

Sold

$725,000

$335/sq ft

Oct 20, 2026

Pending

—

Sep 23, 2026

Contingent

—

Sep 10, 2026

Listed

$725,000

$335/sq ft

Sep 7, 2026

Coming Soon

$725,000

$335/sq ft

Smart MLS #24202888

Oct 27, 2026

Sold

$725,000

$335/sq ft

Oct 20, 2026

Pending

—

Sep 23, 2026

Contingent

—

Sep 10, 2026

Listed

$725,000

$335/sq ft

Sep 7, 2026

Coming Soon

$725,000

$335/sq ft

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.

GMLS #122918

Jun 5, 2025

Listed

$739,000

$342/sq ft

Smart MLS #24099747

Jun 22, 2025

Listing Removed

—

Jun 5, 2025

Listed

$739,000

$342/sq ft

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

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.67 Acres

Year renovated

—

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

Property details

Parking

Parking and Garage Information
# of Garage Spaces: 1
Parking Features: Garage Door Opener

Interior

Bathroom Information
# of Full Bathrooms: 2
# of Half Bathrooms: 1
Bathrooms Total Integer: 3
Bathrooms Total Decimal: 2.5

Heating & Cooling
Has Cooling
Cooling: Central Air
Has Heating
Heating: Electric, Oil

Interior Features
Has Fireplace(s)
# of Fireplaces Total: 1
Basement: Partially Finished

Exterior

Exterior Features
Patio And Porch Features: Deck

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1977
Year Built Effective: 2024
Roof: Asphalt
Construction Materials: Wood Siding
Building Area Total: 2161.0
Building Area Source: Taxcard

Lot Information
Lot Features: Parklike
On Waterfront
Waterfront Features: Stream
Lot Size Area: 0.67
Lot Size Units: Acres
Lot Size Square Feet: 29185.2
Lot Size Acres: 0.67
Zoning: RA-1

Financial

Tax Information
Tax Annual Amount: $10,330
Tax Assessed Value: $443,900

Utilities

Utilities Information
Sewer: Septic Tank
Water Source: Well

Location

School Information
Elementary School: Out of Town
Middle Or Junior School: Out of Town

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,161
Stories: 2.0
Lot Size: 0.67 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Fairfield County
APN: 312785

Home facts updated by county records on Jul 12, 2023

Other

Information For Agents
Special Listing Conditions: Standard

Around this home

Schools

Roxbury School

Public K-5 • Assigned • 2.5mi

3/10

Cloonan School

Public 6-8 • Assigned • 4.7mi

4/10

Westhill High School

Public 9-12 • Assigned • 2.4mi

2/10

Provided by GreatSchools

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)

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 6% for direct sun exposure in Stamford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.1 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$744,000 – $900,000

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Nearby similar homes

OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

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Land— sq ft

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Zoned ra-1

New listings for sale in 06903

OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

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Modern comfort • Rolling acres • Sun drenched layout

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Marr Caruso Realty Group

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Finished lower-level • Separate entrances • Oversized kitchen

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OPEN SAT, 1PM TO 3PM

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Oversized deck • Open kitchen • Built-in office area

$2,175,000

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2.33 acre lot • 3 garage spots • Built 1950

Home values near 421 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
12 Chestnut Hill Road, Stamford, CT 5 Beds \| 3 Baths \| 2780 Sq. Ft.	$986,014
609 Webbs Hill Road, Stamford, CT 3 Beds \| 2 Baths \| 1612 Sq. Ft.	$689,918

Address	Redfin Estimate
395 Chestnut Hill Road, Stamford, CT 5 Beds \| 4.5 Baths \| 5288 Sq. Ft.	$1,841,003
1630 Long Ridge Road, Stamford, CT 3 Beds \| 2 Baths \| 1906 Sq. Ft.	$873,286

Address	Redfin Estimate
588 Webbs Hill Road, Stamford, CT - Beds \| - Baths \| - Sq. Ft.	$960,390
20 Huckleberry Hollow, Stamford, CT 2 Beds \| 2 Baths \| 2239 Sq. Ft.	$724,535

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

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About this home

Redfin Estimate

Market trends in 06903, CT

Homeowner tools

Sale and tax history for 421 Chestnut Hill Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06903

Home values near 421 Chestnut Hill Rd

More real estate resources