Welcome to this beautifully remodeled home in one of Darien's most sought-after neighborhoods, offering over 4,000 square feet of living space. This classic colonial has been thoughtfully updated twice, first in 2012 and again in 2022, where it was expanded and meticulously redesigned. The main floor features a spacious layout, perfect for both everyday living and entertaining. A stunning dining room with bay windows flows seamlessly into the newly renovated kitchen. The kitchen boasts a large island, a walk-in pantry, and a dedicated dining area, all with easy access to a cozy covered deck. The first floor also includes a charming formal living room, offering a warm space to unwind, a private office, and a fabulous family room off the kitchen. Upstairs, the master suite is a true retreat, featuring a beautifully renovated bathroom and a walk-in closet. Three additional generously sized bedrooms provide ample space for family and guests, complemented by a full, modern bathroom. The third floor offers a finished extra space, perfect for a playroom, home gym, or additional living area, while the fully finished walk-out lower level provides even more room for fun and hanging out! 6 Chester Road combines classic charm with tasteful updates, offering a perfect blend of comfort, style, and functionality. **SmartMLS is in the process of updating the public records report on this listing to reflect the updated above grade sqft of 3,736. see attached field card for reference.**
Single-familyProperty Type
1938Year Built
10,454 sq ftLot Size
$651Est. Price/Sq.Ft.
2 car garageParking
Listed by Amanda Spatola• Houlihan Lawrence
Bought with Cristina Veeder• Compass Connecticut, LLC
Source:Smart MLS #24082264
Redfin Estimate
$2,848,385
$448K since sold in June 2025$84K since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 37.9% higher than the average sale price ($2.07M) of 6 comparable homes.
Gracious light filled center hall colonial in one of Darien’s most sought-after neighborhoods. Remodeled and expanded in 2012, nothing has been overlooked in this four-bedroom home. The first floor has a great flow: the kitchen, with limestone counters and high-end appliances, and opens up to a large family room with custom built-ins and French doors to the deck. The formal living room with fireplace, generous dining room and office round out the first floor. Upstairs is an en-suite master with walk in closet and three additional bedrooms and full bath. There is a great flex space on the 3rd floor which is perfect as a bonus room or au pair room. The lower level has a mudroom and large playroom which walks out to the flag stone patio and fenced yard. Insulated 2 Car garage.
Smart MLS #98466676
Feb 28, 2011
Listing Removed
—
Jun 14, 2010
Listed
$1,195,000
$273/sq ft
Public Records
Jul 10, 2006
Sold
$995,000
$227/sq ft
Smart MLS #98280602
Apr 26, 2006
Listed
$1,050,000
$240/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$14,990 (+2.2%)
$505,260 + $345,940
$851,200
2022
$14,666 (+2.3%)
$505,260 + $345,940
$851,200
2021
$14,334 (+3.1%)
$505,260 + $345,940
$851,200
2020
$13,900 (−0.8%)
$505,260 + $345,940
$851,200
2019
$14,019 (+2.1%)
$505,260 + $345,940
$851,200
2018
$13,736 (−0.5%)
$508,270 + $345,940
$854,210
2017
$13,804 (+2.5%)
$508,270 + $345,940
$854,210
2016
$13,471 (+5.1%)
$508,270 + $345,940
$854,210
2014
$12,822
$508,270 + $345,940
$854,210
Tax history for 6 Chester Rd
Year
Property tax
Land + Additions
Assessment*
2023
$14,990 (+2.2%)
$505,260 + $345,940
$851,200
2022
$14,666 (+2.3%)
$505,260 + $345,940
$851,200
2021
$14,334 (+3.1%)
$505,260 + $345,940
$851,200
2020
$13,900 (−0.8%)
$505,260 + $345,940
$851,200
2019
$14,019 (+2.1%)
$505,260 + $345,940
$851,200
2018
$13,736 (−0.5%)
$508,270 + $345,940
$854,210
2017
$13,804 (+2.5%)
$508,270 + $345,940
$854,210
2016
$13,471 (+5.1%)
$508,270 + $345,940
$854,210
2014
$12,822
$508,270 + $345,940
$854,210
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
10,454
Year renovated
2010
Sq. Ft.
4,376
Year built
1938
Style
Single Family Residential
County
Fairfield County
APN
105289
Parking Spaces
2
Basement
Yes
Accessible
No
HOA Dues
—
Garage
Yes
Features
—
Last updated by owner on Dec 21, 2025.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Under House Garage