Home Homes for Sale Stamford, CT 237 Chestnut Hill Road

237 Chestnut Hill Road, Stamford, CT 06903

Single Family For Sale

$1,066,000
$422/sqft
237 Chestnut Hill Road, Stamford, CT
Coming Soon Open House 8/21 · 1pm–3pm
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4
Bedrooms
3
Bathrooms
2,527
Sq Ft
1.58
Acres
1966
Year Built

About This Home

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.

Listed by Chris Mrijaj (203) 561-6264 with Keller Williams Prestige Prop. (203) 327-6700

Listing Snapshot

Price $1,066,000 Days on Our Site 0 days
Property Tax $16,079/yr Style Colonial
Year Built 1966 Total Sq Ft 2,527
Lot Size 1.58 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 9 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Available
  • Security System
Appliances
  • Cook Top
  • Wall Oven
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Barn
  • Cabana
  • Gutters
  • Lighting
  • Underground Sprinkler
  • Patio
  • Gunite
  • In Ground Pool

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 4
Garage Type Attached Garage, Detached Garage, Barn

Systems & Utilities

Heat Hot Air
Fuel Natural Gas
Cooling Ceiling Fans, Central Air
Hot Water Natural Gas, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Roxbury
Middle Cloonan
High Westhill

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,340/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 18, 2026 Listed $1,066,000

Frequently Asked Questions

How much does 237 Chestnut Hill Road in Stamford, CT cost?
This property is listed at $1,066,000, which works out to $422 per square foot.
How many bedrooms does 237 Chestnut Hill Road have?
This home has 4 bedrooms and 3 bathrooms.
What is the square footage of 237 Chestnut Hill Road?
The home is 2,527 square feet, situated on 1.58 acres.
When was 237 Chestnut Hill Road in Stamford built?
This property was built in 1966.
Is 237 Chestnut Hill Road, Stamford, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 237 Chestnut Hill Road, Stamford in?
This home is served by the Stamford public school system, with Roxbury as the elementary school and Westhill as the high school.
How do I schedule a tour of 237 Chestnut Hill Road, Stamford, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Chris Mrijaj · (203) 561-6264

Keller Williams Prestige Prop. · (203) 327-6700

MLS# 24197236 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 18, 2026 1:28 PM UTC