41 Chester Street
Stamford, CT, 06905 $ 1,295,000
Bedrooms4 Baths3.1 Sq 3,213 Monthly Estimate*
$ 7,974
for $1,295,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,213 square foot home was built in 1912 on a lot size of 0.34.
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. *Central AC is the second floor only.
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Single Family Coming Soon
FeaturesGeneralZoning R10
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 0.34
Directions Bedford Street -- Chester or 5th St -- Revonah -- Chester
High School Westhill
City Stamford
Elementary School Stillmeadow
Sq Ft Total 3213
Year Built 1912
Style Colonial
Year Built Source Public Records
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InteriorCooling System Central Air
Total Rooms 8
Basement Description Full
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByJonathan MakovskyListing Agent
Compass Connecticut, LlcBroker
jonathan.makovsky@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,974
- Monthly Property Taxes
- $1,213
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 $1,800,251
Percent of Sale Price 39%
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.
1754267 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/17/2026 | $1,295,000 | | Listed Price |