237 Chestnut Hill Rd, Stamford, CT 06903

Sold on sep 2026

$1,225,000

•

2,527

sq ft

237 Chestnut Hill Rd, Stamford, CT 06903

Track this home’s value and nearby sales activity

About this home

***HIGHEST & BEST: TUES, AUGUST 25TH AT 12PM*** Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat and air conditioning, workshop space, storage, and an additional carport. The barn provides exceptional flexibility for vehicles, hobbies, equipment, or storage. With its private acreage, extensive outdoor amenities, versatile garage and barn spaces, and sought-after North Stamford location, this property offers a unique opportunity to create your own private retreat.

Single-familyProperty Type

1966Year Built

1.58 acresLot Size

$485Price/Sq.Ft.

4 car garageParking

Listed by Chris Mrijaj • Keller Williams Prestige Prop.

Contact: Agent Attribution Contact: (203) 561-6264 | Office Attribution Contact: (203) 327-6700

Bought with John Pellegrino • William Raveis Real Estate

Source:Smart MLS #24197236

Redfin Estimate

$1,208,814

$16K since sold in September 2026$101K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.6% lower than the average sale price ($1.23M) of 6 comparable homes.

SOLD MAY 7, 2026
$1,394,000
A
4 beds3 baths3,202 sq ft
202 Fox Ridge Rd, 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 MAR 10, 2026
$1,100,000
C
4 beds2.5 baths2,646 sq ft
239 E Hunting Ridge Rd, Stamford, CT 06903
SOLD SEP 17, 2026
$1,575,000
D
4 beds3 baths3,350 sq ft
29 Old Logging Rd, Stamford, CT 06903
SOLD OCT 5, 2026
$915,000
E
4 beds2.5 baths3,110 sq ft
32 Arbor Rd, Stamford, CT 06903
SOLD JUN 29, 2026
$1,160,000
F
4 beds2.5 baths2,808 sq ft
189 Fishing Trl, Stamford, CT 06903

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Market trends in 06903, CT

Last updated September 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

NEW 7 HRS AGO
$650,000
2 beds2.5 baths2,198 sq ft
137 E Hunting Ridge Rd, Stamford, CT 06903
OPEN TODAY, 2PM TO 5PM
$980,000
3 beds2.5 baths1,856 sq ft
753 Den Rd, Stamford, CT 06903
OPEN SAT, 12PM TO 2PM
$1,799,000
4 beds3.5 baths3,247 sq ft
29 S Lake Dr, Stamford, CT 06903
VIDEO TOUR
$2,500,000
5 beds5.5 baths7,633 sq ft
333 Rock Rimmon Rd, Stamford, CT 06903
OPEN SUN, 1PM TO 3PM
$2,395,000
5 beds4.5 baths6,440 sq ft
64 Huckleberry Holw, Stamford, CT 06903
$1,495,000
3 beds3.5 baths3,244 sq ft
16 Wire Mill Rd Unit K, Stamford, CT 06903
See all

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Rental estimate

Est. $3,113 per month, based on comparable rentals

Sale and tax history for 237 Chestnut Hill Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24197236

Sep 30, 2026

Sold

$1,225,000

$485/sq ft

Sep 4, 2026

Pending

—

Aug 20, 2026

Listed

$1,066,000

$422/sq ft

Aug 18, 2026

Coming Soon

$1,066,000

$422/sq ft

GMLS #93979

Dec 21, 2015

Sold

$744,000

$294/sq ft

Jul 7, 2015

Listed

$780,000

$309/sq ft

+13

If you want a pool this is your house!!Spectacularly landscaped natural gas htd gunite pool, set into large stone Terrace w/ waterfall, steps to upper level. Garage space for 4 cars (2 attached to hse, 2 oversize in heated Barn with workshop & add’tl Carport). This immaculately maintained 4 BD Col is set on 1.5+ private acres backing into 19 acre bird sanctuary. Flexible floor plan could use 30’ Sun Room (w/ sliders to Terrace) open to Fam Rm, as huge Dining Area for parties, special events in addition to large Dining Area open to Kitchen. Side lawn ideal for play. Deer fence around pool and rear land-scaping. Pool Cabana has electricity, could be used as home office. Natural gas heat and generator. Tiny brook on front border of property.

Smart MLS #99111513

Dec 21, 2015

Sold

$744,000

$294/sq ft

Dec 8, 2015

Listing Removed

—

Jul 2, 2015

Listed

$765,000

$303/sq ft

If you want a pool this is your house!!Spectacularly landscaped natural gas htd gunite pool, set into large stone Terrace w/waterfall, steps to upper level. Garage space for 4 cars (2 attached to hse, 2 oversize in heated Barn with workshop & add’tl Carport). This immaculately maintained 4 BD Col is set on 1.5+ private acres backing into 19 acre bird sanctuary. Flexible floor plan could use 30’ Sun Room (w/sliders to Terrace) open to Fam Rm, as huge Dining Area for parties, special events in addition to large Dining Area open to Kitchen. Side lawn ideal for play. Deer fence around pool and rear land-scaping. Pool Cabana has electricity, could be used as home office. Natural gas heat and generator. Tiny brook on front border of property.

Year

Property tax

Land + Additions

Assessment*

2022

$13,656 (+1.4%)

$220,360 + $298,280

$518,640

2021

$13,469 (+2.5%)

$220,360 + $298,280

$518,640

2020

$13,137

$220,360 + $298,280

$518,640

2019

$13,137 (+3.6%)

$220,360 + $298,280

$518,640

2018

$12,681 (+1.9%)

$220,360 + $298,280

$518,640

2017

$12,441 (+3.1%)

$201,990 + $284,170

$486,160

2016

$12,066 (+6.5%)

$201,990 + $284,170

$486,160

2014

$11,332

$201,990 + $284,170

$486,160

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.58 Acres

Year renovated

—

Sq. Ft.

2,527

Year built

1966

Style

Single Family Residential

County

Fairfield County

APN

324182

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: Barn, Attached Garage, Detached Garage
Garages Number: 4

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: Basement
Interior Features: Auto Garage Door Opener, Cable - Available, Security System
Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Ceiling Fans, Central Air
Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Crawl Space, Partial
Has Attic
Attic Description: Storage Space, Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Barn, Cabana, Gutters, Lighting, Underground Sprinkler, Patio

Lot Information
Lot Description: Fence - Partial, Some Wetlands, Treed

Pool Information
Swimming Pool
Pool Description: Gunite, In Ground Pool

Building Information
Foundation Type: Block
Construction Description: Frame
Color: Yellow

Property Information
Radon Mitigation Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2527

Financial

Assessments Information
Assessed Value: $639,590

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Natural Gas
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Energy Features: Generator, Thermopane Windows

Location

School Information
Middle Jr High School: Cloonan
High School: Westhill
Elementary School: Roxbury

Location Information
State: Connecticut
Directions: Either Long Ridge or High Ridge Roads to Chestnut Hill - #237 on North side.
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,527
Stories: 2.0
Lot Size: 1.58 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: —
County: Fairfield County
APN: 324182

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Roxbury School

Public K-5 • Assigned • 2.7mi

4/10

Cloonan School

Public 6-8 • Assigned • 4.9mi

4/10

Westhill High School

Public 9-12 • Assigned • 2.6mi

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

5/10 Heat Factor

7 days above 100° expected this year, 15 days in 30 years

6/10 Wind Factor

50% 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

86/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Stamford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.15M – $1.39M

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OPEN TODAY, 2PM TO 5PM

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Home values near 237 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
Chestnut Hill Road, Stamford, CT - Beds \| - Baths \| - Sq. Ft.	$1,409,944
240 Chestnut Hill Road, Stamford, CT 3 Beds \| 2.5 Baths \| 1740 Sq. Ft.	$793,411

Address	Redfin Estimate
276 Chestnut Hill Road, Stamford, CT 2 Beds \| 3.5 Baths \| 2866 Sq. Ft.	$1,057,051
299 Chestnut Hill Road, Stamford, CT 4 Beds \| 2.5 Baths \| 2904 Sq. Ft.	$1,551,894

Address	Redfin Estimate
291 Chestnut Hill Road, Stamford, CT 5 Beds \| 3.5 Baths \| 4074 Sq. Ft.	$1,466,914
239 Chestnut Hill Road, Stamford, CT 3 Beds \| 1.5 Baths \| 1176 Sq. Ft.	$659,585

Property information provided by Smart MLS 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 237 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 237 Chestnut Hill Rd

More real estate resources