Home Homes for Sale Stamford, CT 41 Chester Street

41 Chester Street, Stamford, CT 06905

Single Family For Sale

$1,295,000
$403/sqft
41 Chester Street, Stamford, CT
Coming Soon
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4
Bedrooms
4
Bathrooms
3,213
Sq Ft
0.34
Acres
1912
Year Built

About This Home

If you've been waiting for that classic New England Colonial that actually lives up to the charm, 41 Chester might be it. Tucked on a quiet, tree-lined street yet a short walk to grocery, coffee, gym and more, this location nails the balance of neighborhood feel and everyday convenience, with easy access to Metro-North, downtown, I-95 and the Merritt. Inside, it's the layout buyers want: true center-hall flow with a bright living room, dining room, updated kitchen, and a study with custom built-ins that works as a second living space or home office. Just off the main living space, the screened-in porch extends your living area and is the spot for morning coffee or relaxed summer nights. Upstairs, the renovated primary suite offers dual closets and an updated bath, while additional bedrooms are well-sized and an expansive walk-up attic offers great storage or future upside. Features two staircases, including a rear staircase off the kitchen for easy second-floor access and a practical everyday flow. The backyard is set up for real use with a new bluestone patio, fire pit and level yard, plus easy indoor-outdoor flow. Major upgrades include 200 amp electrical, new boiler, newer hot water tank, attic spray foam, second floor AC, exterior paint, drainage, repaved driveway with Belgium block, and French drains and sump pump in the basement. This is the one where you get all the charm and no projects.

Listed by Jonathan Makovsky (203) 548-7339 with Compass Connecticut, LLC (203) 343-0141

Listing Snapshot

Price $1,295,000 Days on Market
Property Tax $14,560/yr Style Colonial
Year Built 1912 Total Sq Ft 3,213
Lot Size 0.34 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 8 Half Baths 1

Key Features

Appliances
  • Gas Range
Nearby
  • Health Club
  • Medical Facilities
  • Park
  • Playground/Tot Lot
  • Private School(s)
  • Public Transportation
  • Shopping/Mall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage

Systems & Utilities

Heat Radiator
Fuel Oil
Cooling Central Air
Hot Water Domestic
Water Public Water Connected
Sewer Public Sewer In Street

Schools

Elem Stillmeadow
Middle Turn of River
High Westhill

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,213/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 17, 2026 Listed $1,295,000

Frequently Asked Questions

How much does 41 Chester Street in Stamford, CT cost?
This property is listed at $1,295,000, which works out to $403 per square foot.
How many bedrooms does 41 Chester Street have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 41 Chester Street?
The home is 3,213 square feet, situated on 0.34 acres.
When was 41 Chester Street in Stamford built?
This property was built in 1912.
Is 41 Chester Street, 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 41 Chester Street, Stamford in?
This home is served by the Stamford public school system, with Stillmeadow as the elementary school and Westhill as the high school.
How do I schedule a tour of 41 Chester Street, 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

Jonathan Makovsky · (203) 548-7339

Compass Connecticut, LLC · (203) 343-0141

MLS# 24168000 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 21, 2026 1:24 AM UTC