List price was lowered by $35K. Tour it before it's gone!
Today:
About this home
Completely Reimagined 4 Bedrooms, 3.5 Bathrooms, 2 Acres, Luxury Primary Suite, Finished Lower Level. This classic New England charm meets a stunning, comprehensive renovation. Directly across from Cockaponset State Forest, this exceptional Chester home has been thoughtfully transformed to deliver modern luxury, comfort, and effortless turnkey living. From the moment you step inside, you'll notice the attention to detail. Central air with heating and cooling. Home has audio and visual hardwired security system on property. Beautifully refinished hardwood floors flow throughout the home, complementing bright, open living spaces designed for both everyday comfort and entertaining. Multiple fireplaces preserve the warmth and character of the original home while the extensive upgrades bring it firmly into the modern era. At the heart of the home is a show-stopping new kitchen, beautifully appointed with quartz countertops and premium THOR Gordon Ramsay Collection appliances. Whether you're hosting family and friends or enjoying a quiet evening at home, this kitchen was designed to impress. Retreat upstairs to the luxurious primary suite, complete with a 6-foot walk-in closet. The spa-inspired primary bathroom creates your own private escape, featuring a custom rain shower and freestanding soaking tub-the perfect place to unwind. And the living space doesn't stop upstairs. The approximately 800-square-foot permitted finished lower level has been transformed.
The renovation goes far beyond what you can see. Major improvements include a new septic system, new plumbing, complete electrical rewire with 200-amp service, hardwired security system, new windows, new siding, new gutters, and a new 3-zone central heating and air-conditioning system serving the first floor, second floor, and finished lower level. Step outside onto the new 12' 12' wood deck and enjoy the professionally landscaped grounds and peaceful surroundings of your private 2-acre property.Nearly every detail has been thoughtfully addressed. With extensive permitted renovations, luxury finishes, major new mechanical systems, generous indoor and outdoor living space, and an incredible Chester setting, 275 W Main Street isn't simply renovated-it's ready to be enjoyed.
***Multiple offers received. Seller has asked for best and final by Monday 5/18 5pm*** Set on an exceptional 2-acre parcel in the charming Connecticut River town of Chester, this 4-bedroom, 2-bath Colonial offers endless potential in a truly special setting. Being offered for the first time in 55 years, this well-loved home is filled with warmth and character throughout, featuring hardwood floors and three fireplaces, including one in the spacious primary bedroom. Mature plantings surround the property, creating a peaceful outdoor backdrop complete with a pond perfect for relaxing and enjoying nature. Additional highlights include an attached 2-car garage, two shed/barn outbuildings, and newer major mechanical updates including the roof, furnace, and oil tank. The home also offers finished space in the basement complete with a fireplace, ideal for entertaining, a home office, or flexible additional living space. Located directly across the street from Cockaponset State Forest, this property is ideal for those who appreciate outdoor recreation and nature. Whether you're looking to preserve its timeless charm or add your own finishing touches, this is an exceptional opportunity to make it your own. Enjoy all that Chester has to offer, including acclaimed restaurants, art galleries, unique local shops, and the charm of one of Connecticut's most beloved river towns.
Year
Property tax
Land + Additions
Assessment*
2023
$5,838 (+0.7%)
$66,500 + $130,070
$196,570
2022
$5,799
$66,500 + $130,070
$196,570
2021
$5,799 (+3.1%)
$66,500 + $130,070
$196,570
2020
$5,626 (−0.6%)
$66,500 + $130,070
$196,570
2019
$5,659 (+5.1%)
$66,500 + $130,070
$196,570
2018
$5,384 (+2.8%)
$70,000 + $128,580
$198,580
2017
$5,235 (+3.1%)
$70,000 + $128,580
$198,580
2016
$5,078 (+3.0%)
$70,000 + $128,580
$198,580
2014
$4,929 (+1.6%)
$70,000 + $128,580
$198,580
2011
$4,852
$84,000 + $137,030
$221,030
Public record
Beds
4
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
2 Acres
Year renovated
1993
Finished Sq. Ft.
1,906
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,906
Year built
1971
Style
Single Family Residential
County
Middlesex County
APN
941547
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Historical weather
Chester, CT • 06412
Average low and high temperatures (°F)
34
21
36
22
51
33
60
42
68
51
80
60
83
66
80
59
75
57
65
47
54
38
39
25
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
94/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Chester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 275 W Main St
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $460,000 and $826,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $460K to $826K.