41 Chester St

Stamford, CT 06905

$1,295,000
Price
4
Beds
3,213 Sq. Ft.
$403 / Sq. Ft.
3,213
Sq. Ft.
$403
per Sq. Ft.
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Listed By CompassUnder Contract - Continue To Show
Listed By CompassUnder Contract - Continue To Show
a front view of a house with a garden
a front view of house with yard and green space
a view of a yard in front of house
a spacious bedroom with a bed and a table in it
a living room with furniture large window and wooden floor
a living room with furniture a fireplace and a chandelier
a living room with furniture a fireplace and a large window
a living room with furniture a table and large window with wooden floor
a living room with furniture and a large window
a living room with furniture and a window
a living room with furniture and a book shelf
a living room with furniture a chandelier and a table
a view of a dining room with furniture window and wooden floor
a living room with furniture a window and a dining table
a kitchen with white cabinets and sink
a kitchen with granite countertop kitchen island stainless steel appliances a sink a stove a refrigerator cabinets and chairs
a view of a livingroom with furniture and a rug
a bathroom with a sink toilet and a mirror
a view of a hallway with interior of the house
a view of a hallway view with wooden floor and staircase
a view of livingroom with wooden floor
a bedroom with a bed lamps and window
a bathroom with a sink a toilet a large mirror and shower
a living room with furniture and a window
a bedroom with furniture and a window
a bathroom with a sink vanity mirror and toilet
a living room with furniture and a rug
a bathroom with a sink toilet and shower
a living room with furniture and windows
a living room with furniture and a large window
a view of a house with a big yard and sitting area
a building with trees in the background
a view of a park with large trees
a view of a patio with table and chairs with wooden fence and plants
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a picture of a floor plan

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...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.

Listing Agent

  1. Jonathan Makovsky

    Jonathan Makovsky

    Listing Agent

    Compass

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Property Details for 41 Chester Street

Basement Description
Full
Direct Waterfront
No
Expected Active Date
04-22-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 05/05/2026 11:37 AM

Property Details for 41 Chester Street

StatusUnder Contract - Continue To Show
MLS #24168000
Days on Market13
Taxes$14,560 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1912
Lot Size0.34 AC / 14,810 SF
CountyFairfield County
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Location

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Building Information for 41 Chester Street

Stories-Year Built1912Building Size-Lot Size0.34 AC / 14,810 SF

Payment Calculator

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$7,734 per month

30 year fixed, 6.46% Interest

Principal and Interest

$6,521

Property Taxes

$1,213

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 41 Chester Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Bedford Street -- Chester or 5th St -- Revonah -- Chester
  • Elementary School: Stillmeadow
  • High School: Westhill
  • Latitude: 41.067462
  • Longitude: -73.541176
  • Middle Jr High School: Turn of River
  • Neighborhood Amenities: Health Club, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Public Transportation, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,560
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Radiator
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Basement
  • Rooms Additional: Foyer, Mud Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Study
Room 5
  • Listing Key: 4FA94B2DF63AF20AE063E201100A7FEA
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1912
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3213
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 333423
  • Sq Ft Est Heated Above Grade: 3213.0
  • Sq Ft Total: 3213.0
  • Zoning: R10
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer In Street
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 41 Chester Street

DateEvent & SourcePriceAppreciation
Sep 16, 2020

Closed (Public Record)

Public Record #679747290

$719,000—
Sep 16, 2020

Closed (Public Record)

Public Record #1412978993

$719,000—
DateEvent & SourcePrice
09/16/2020

Closed (Public Record)

Public Record #679747290

$719,000
09/16/2020

Closed (Public Record)

Public Record #1412978993

$719,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 41 Chester Street

Taxable ValueLand$292,040Additions$316,660Total$608,700
Tax Record2024$14,560 ($1,213 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,213 SqFtAbove Grade Finished SqFt3,213 SqFtUnfinished Basement SqFt1,270 SqFtStories3Lot Size15,000 SqFtStyleSingle Family ResidenceYear Built1912Year Renovated1940ZoningR10CountyWESTERN CONNECTICUTAPNSTAM M:002 B:3495Fireplace TypeHas Fireplace

Schools near 41 Chester Street

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Stillmeadow School
Public - K to 5
Turn Of River School
Public - 6 to 8
Westhill High School
Public - 9 to 12
Strawberry Hill an ext. of Rogers International
Public - K to 8
Rating
School
Distance
Stillmeadow School
PublicK to 5

Turn Of River School
Public6 to 8

Westhill High School
Public9 to 12

Strawberry Hill an ext. of Rogers International
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.