For sale

$1,066,000

Est. $7,236/mo —

•

2,527

sq ft

237 Chestnut Hill Rd, Stamford, CT 06903

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

$422Price/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

Source:Smart MLS #24197236

Payment calculator

$7,236 per month

Principal and interest$5,531

Property taxes

$1,296

HOA dues

Home insurance

$409

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN FRI, 4:30PM TO 6:30PM
$1,530,000
5 beds3.5 baths5,358 sq ft
530 Roxbury Rd, Stamford, CT 06902
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$460,000
2 beds2.5 baths1,404 sq ft
50 Glenbrook Rd Unit 7D, Stamford, CT 06902
OPEN SAT, 12PM TO 2PM
$595,000
2 beds2 baths1,616 sq ft
76 New Canaan Ave #7, Norwalk, CT 06850
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$999,000
5 beds2.5 baths2,642 sq ft
66 Marion Ave, Mount Kisco, NY 10549
Listing by RE/MAX Prestige Properties
OPEN SAT, 1PM TO 3PM
$499,000
2 beds1.5 baths1,220 sq ft
123 Old Belden Hill Rd #40, Norwalk, CT 06850
OPEN SAT, 1PM TO 4PM
$1,399,000
2 beds2 baths1,545 sq ft
7 Bank St, New Canaan, CT 06840
OPEN SAT, 1PM TO 3:30PM
$429,000
2 beds1 bath990 sq ft
1283 Hope St #4, Stamford, CT 06907
REDFIN OPEN SAT, 2PM TO 4PM3D WALKTHROUGH
$414,900
1 bed1 bath793 sq ft
10 Ann St #209, Norwalk, CT 06854
OPEN SUN, 1PM TO 3PM
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
OPEN SUN, 1PM TO 4PM3D WALKTHROUGH
$1,475,000
3 beds2.5 baths— sq ft
145 Putnam Park #145, Greenwich, CT 06830

Around this home

Schools

K - 12
Preschool & daycare

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

About North

Stamford

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

237 Chestnut Hill Rd · $1,066,000

Strong offer

$1.18M and above

75% chance or better to win

Why $1.18M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 33 days.

SALE-TO-LIST

Most homes are selling 5% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Auto garage door opener
Cable available
Security system
Thermostat(s)
2 fireplaces
Ceiling fans
Central air

Bedrooms
4 bedrooms

Bathrooms
2 full bathrooms
1 half bathroom

Kitchen
Cooktop
Wall oven
Microwave
Refrigerator
Dishwasher

Laundry & utility
Washer
Dryer
Laundry room in basement

Heating & cooling
Hot air heating (natural gas)
Central air
Ceiling fans

Sale and tax history for 237 Chestnut Hill Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24197236

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

—

Finished Sq. Ft.

2,527

Unfinished Sq. Ft.

—

Total 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

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

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 237 Chestnut Hill Rd

$1,249,309

$183K over list price of $1.07M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $880K to $1.1M.

SOLD JUL 2, 2026
$915,000 Last sold price
4 beds2.5 baths2,021 sq ft
190 Red Fox Rd, Stamford, CT 06903
$31/sq ft
smaller lot
6 years older
SOLD APR 8, 2026
$1,070,000 Last sold price
4 beds3 baths2,324 sq ft
160 Rock Rimmon Rd, Stamford, CT 06903
$38/sq ft
smaller lot
1 year older
SOLD APR 7, 2026
$1,144,250 Last sold price
4 beds3.5 baths3,000 sq ft
1895 Long Ridge Rd, Stamford, CT 06903
$41/sq ft
smaller lot
14 years newer
SOLD JUN 30, 2026
$975,000 Last sold price
4 beds3.5 baths4,076 sq ft
19 Timber Mill Cir, Stamford, CT 06903
$183/sq ft
1 year older
SOLD APR 2, 2026
$1,067,000 Last sold price
4 beds2 baths2,476 sq ft
106 E Hunting Ridge Rd, Stamford, CT 06903
$9/sq ft
smaller lot
16 years older
SOLD JUN 23, 2026
$880,000 Last sold price
3 beds2 baths2,384 sq ft
290 Red Fox Rd, Stamford, CT 06903
$53/sq ft
smaller lot
9 years older

Rental earnings

Est. $2,969 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

Ask a question

(203) 896-7209

Early Access listings

3D WALKTHROUGH

Contact for price

3 beds1.5 baths928 sq ft

188 Cianci Rd, New Britain, CT 06053

EARLY ACCESSCOMPASS COMING SOON

$750,000

4 beds3 baths2,166 sq ft

25 Warren Ave, Fairfield, CT 06825

Nearby similar homes

$799,000

3 beds2 baths1,931 sq ft

131 Clay Hill Rd, Stamford, CT 06905

3D WALKTHROUGH

$4,500,000

10 beds9 baths6,526 sq ft

Stamford, CT 06903

$965,000

4 beds2.5 baths2,708 sq ft

151 Sun Dance Rd, Stamford, CT 06905

$539,900

3 beds1 bath1,072 sq ft

116 Snow Crystal Ln, Stamford, CT 06905

NEW CONSTRUCTION

$10,995,000

6 beds9 baths12,310 sq ft

67 Stag Ln, Greenwich, CT 06831

$1,700,000

4 beds3.5 baths4,090 sq ft

132 E Hunting Ridge Rd, Stamford, CT 06903

New listings for sale in 06903

$1,999,000

4 beds4.5 baths4,600 sq ft

96 Studio Rd, Stamford, CT 06903

$1,585,000

5 beds5.5 baths4,022 sq ft

297 Rock Rimmon Rd, Stamford, CT 06903

COMING SOON

$1,785,000

4 beds2.5 baths3,812 sq ft

115 Fairway Dr, Stamford, CT 6903

Marr Caruso Realty Group

$1,066,000

4 beds2.5 baths2,527 sq ft

237 Chestnut Hill Rd, Stamford, CT 06903

$2,195,000

4 beds2.5 baths3,137 sq ft

210 Red Fox Rd, Stamford, CT 06903

$1,350,000

4 beds3.5 baths3,929 sq ft

70 Chestnut Hill Ln, Stamford, CT 06903

$1,695,000

5 beds4.5 baths4,020 sq ft

64 Round Hill Dr, Stamford, CT 06903

$750,000

4 beds3 baths2,288 sq ft

17 Erskine Rd, Stamford, CT 06903

Details provided by Smart MLS and may not match the public record. Learn more.

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