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MLS 24197236 Sold Updated October 1, 2026
237 Chestnut Hill Road

Stamford, Connecticut 06903

$1,225,000
On market 15 days
237 Chestnut Hill Road

About This Property

***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.

Property Details

Interior

Heat
Hot Air — Natural Gas
Cooling
Ceiling Fans,Central Air
Fireplaces
2
Basement
Crawl Space,Partial
Interior Features
Auto Garage Door Opener Cable - Available Security System

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Gunite,In Ground Pool
Exterior Features
Barn Cabana Gutters Lighting Underground Sprinkler Patio
Lot Description
Fence - Partial Some Wetlands Treed
Garage & Parking
Barn Attached Garage Detached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Generator Thermopane Windows

Community & Schools

Elementary
Roxbury
Middle
Cloonan
High
Westhill
Neighborhood
North Stamford

Appliances

Included
Cook Top Wall Oven Microwave Refrigerator Dishwasher Washer Dryer

237 Chestnut Hill Road

Stamford , Connecticut 06903

$1,225,000

On market 15 days

Beds
4
Baths
3
SqFt
2,527
Type
Single Family
County Fairfield
Garage 4
Rooms -
Lot Size 1.58 Acres
Property Tax $15,548
Assessed Value $639,590
Year Built 1966
Style Colonial
Zoning RA1

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 3548. Off-market listing media is limited to one photo per MLS display rules.

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