237 Chestnut Hill Road Stamford, CT $ 1,066,000
237 Chestnut Hill Road
$ 1,066,000
Recently Listed
Open House 8/22 12pm - 3pm
Share Save

237 Chestnut Hill Road

Stamford, CT, 06903
$ 1,066,000
Bedrooms4 Baths2.1 Sq 2,527

Monthly Estimate*

$ 6,731

237 Chestnut Hill Road, Stamford, CT 06903 - Image 1
237 Chestnut Hill Road, Stamford, CT 06903 - Image 2
237 Chestnut Hill Road, Stamford, CT 06903 - Image 3
237 Chestnut Hill Road, Stamford, CT 06903 - Image 4
237 Chestnut Hill Road, Stamford, CT 06903 - Image 5
237 Chestnut Hill Road, Stamford, CT 06903 - Image 6
237 Chestnut Hill Road, Stamford, CT 06903 - Image 7
237 Chestnut Hill Road, Stamford, CT 06903 - Image 8
237 Chestnut Hill Road, Stamford, CT 06903 - Image 9
237 Chestnut Hill Road, Stamford, CT 06903 - Image 10
237 Chestnut Hill Road, Stamford, CT 06903 - Image 11
237 Chestnut Hill Road, Stamford, CT 06903 - Image 12
237 Chestnut Hill Road, Stamford, CT 06903 - Image 13
237 Chestnut Hill Road, Stamford, CT 06903 - Image 14
237 Chestnut Hill Road, Stamford, CT 06903 - Image 15
237 Chestnut Hill Road, Stamford, CT 06903 - Image 16
237 Chestnut Hill Road, Stamford, CT 06903 - Image 17
237 Chestnut Hill Road, Stamford, CT 06903 - Image 18
237 Chestnut Hill Road, Stamford, CT 06903 - Image 19
237 Chestnut Hill Road, Stamford, CT 06903 - Image 20
237 Chestnut Hill Road, Stamford, CT 06903 - Image 21
237 Chestnut Hill Road, Stamford, CT 06903 - Image 22
237 Chestnut Hill Road, Stamford, CT 06903 - Image 23
237 Chestnut Hill Road, Stamford, CT 06903 - Image 24
237 Chestnut Hill Road, Stamford, CT 06903 - Image 25
237 Chestnut Hill Road, Stamford, CT 06903 - Image 26
237 Chestnut Hill Road, Stamford, CT 06903 - Image 27
237 Chestnut Hill Road, Stamford, CT 06903 - Image 28
237 Chestnut Hill Road, Stamford, CT 06903 - Image 29
237 Chestnut Hill Road, Stamford, CT 06903 - Image 30

Single Family Home for sale in Stamford, CT

for $1,066,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,527 square foot home was built in 1966 on a lot size of 1.58.

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.

See more

Open House

8/22/2026 12:00 PM - 3:00 PM
8/23/2026 12:00 PM - 3:00 PM
237 Chestnut Hill Road Stamford, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,066,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 15,548

Style

Lot Size

1.58

Year Built

1966

Town/City

Stamford

MLS | Web ID

24197236

Features
General
Zoning RA1
Neighborhood North Stamford
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 1.58
Directions Either Long Ridge or High Ridge Roads to Chestnut Hill - #237 on North side.
High School Westhill
City Stamford
Elementary School Roxbury
Sq Ft Total 2527
DOM 0
Year Built 1966
Exclusions None
Style Colonial
Year Built Source Public Records
Pool Description Gunite In Ground Pool
Energy Features Generator Thermopane Windows
See more
Interior
Cooling System Ceiling Fans Central Air
Total Rooms 9
Basement Description Crawl Space Partial
See more
Exterior
Water Source Private Well
Lot Description Fence - Partial Some Wetlands Treed
See more
* Excluded Features
List By
Chris Mrijaj

Listing Agent

Keller Williams Prestige Prop.

Broker

chris_mrijaj@yahoo.com

Email

Affordability Calculator

$8,027
Per Month
84%
16%
0%
Monthly Principal & Interest
$6,731
Monthly Property Taxes
$1,296
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
1982300 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History
DatePricePrice ChangeDescription
8/18/2026$1,066,000 Listed Price

Map


See all

237 Chestnut Hill Road, Stamford, CT, 06903 is a Single Family Home for sale at $1,066,000 with 2,527 sqft and a lot size of 1.58. 237 Chestnut Hill Road has 4 bedrooms, 2.1 baths, and was built in 1966. The property's zip code is 06903 which is in Stamford, CT