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$1,455,000
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Property Description
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.
Full Property Details
Full Property Details for 41 Chester St
General
- Sold For: $1,455,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24168000
- Added to Site: 91 day(s) ago
Interior
- Number of Rooms: 8
- Rooms/Areas: Foyer, Mud Room
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Range
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Eat In Kitchen: Eat-In Kitchen, Main
- Formal Dining Room: Formal Dining Room, Main
- Study: Main
- Laundry: Lower Level
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Detached Garage
Location
- County: Fairfield
- Driving Directions: Bedford Street -- Chester or 5th St -- Revonah -- Chester
School Information
- Elementary School: Stillmeadow
- Middle School: Turn of River
- High School: Westhill
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Radiator, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Public Sewer In Street
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,213
- Above Ground: 3,213 Sq. Ft.
- Year Built: 1912
Lot Features
- Lot Size (Acres): 0.34
- Zoning: R10
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $608,700
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 333423
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Schools
Schools serving 41 Chester St
School District:Stamford School District
| Name | Grades | Distance |
|---|---|---|
Stillmeadow School 800 Stillwater Road, Stamford, CT 06902 | K-5 | 0.9 mi |
Cloonan School 11 West North Street, Stamford, CT 06902 | 6-8 | 0.6 mi |
Westhill High School, Stamford, CT 125 Roxbury Road, Stamford, CT 06902 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 41 Chester St
Date
Details
Price
Change
Source
6/25/2026
Sold
$1,455,000
12.36%
MLS
4/22/2026
Listed
$1,295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
41 Chester Street, Stamford, CT 06905 (MLS# 24168000) is a Single Family property that was sold at $1,455,000 on June 25, 2026. This property was sold by Linna Yuen from our Greenwich Office.Want to learn more about 41 Chester Street? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.


