41 Chester Street Stamford, CT $ 1,295,000
41 Chester Street
$ 1,295,000
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41 Chester Street

Stamford, CT, 06905
$ 1,295,000
Bedrooms4 Baths3.1 Sq 3,213

Monthly Estimate*

$ 7,974

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Single Family Home for sale in Stamford, CT

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

Price

$ 1,295,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 14,560

Style

Lot Size

0.34

Year Built

1912

Town/City

Stamford

MLS | Web ID

24168000

Features
General
Zoning 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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Interior
Cooling System Central Air
Total Rooms 8
Basement Description Full
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Jonathan Makovsky

Listing Agent

Compass Connecticut, Llc

Broker

jonathan.makovsky@compass.com

Email

Affordability Calculator

$9,187
Per Month
87%
13%
0%
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.
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Nearby
1754267 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History
DatePricePrice ChangeDescription
4/17/2026$1,295,000 Listed Price

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41 Chester Street, Stamford, CT, 06905 is a Single Family Home for sale at $1,295,000 with 3,213 sqft and a lot size of 0.34. 41 Chester Street has 4 bedrooms, 3.1 baths, and was built in 1912. The property's zip code is 06905 which is in Stamford, CT