Recently Listed Open House 8/22 12pm - 3pm
237 Chestnut Hill Road
Stamford, CT, 06903 $ 1,066,000
Bedrooms4 Baths2.1 Sq 2,527 Monthly Estimate*
$ 6,731
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.
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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
FeaturesGeneralZoning 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
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 9
Basement Description Crawl Space Partial
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ExteriorWater Source Private Well
Lot Description Fence - Partial Some Wetlands Treed
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* Excluded FeaturesList ByChris MrijajListing Agent
Keller Williams Prestige Prop.Broker
chris_mrijaj@yahoo.comEmail
Affordability Calculator
- 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 NearbySingle family listings in Stamford, CT
Average List Price $1,901,395
Percent of Sale Price 78%
About Stamford, CT 133,887 Population
14% Since 2002
$ 87,025 Median Income
39.84 Median Age
29% Households with Children
Trends Information provided by ATTOM Data Solutions.
1982300 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/18/2026 | $1,066,000 | | Listed Price |