275 West Main Street Chester, CT $ 824,900
275 West Main Street
$ 824,900
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275 West Main Street

Chester, CT, 06412
$ 824,900
Bedrooms4 Baths3.1 Sq 2,706

Monthly Estimate*

$ 5,209

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Single Family Home for sale in Chester, CT

for $824,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,706 square foot home was built in 1971 on a lot size of 2.

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.

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Single Family Active

Price

$ 824,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 7,471

Style

Lot Size

2

Year Built

1971

Town/City

Chester

MLS | Web ID

24204638

Features
General
Zoning R-2
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2
Directions GPS Friendly
High School Per Board of Ed
City Chester
Elementary School Per Board of Ed
Sq Ft Total 2706
DOM 3
Year Built 1971
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Fully Finished
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Exterior
Water Source Private Well
Lot Description Professionally Landscaped
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* Excluded Features
List By
Shirley Tapper

Listing Agent

Great Estates, Ct

Broker

shirley_tapper@yahoo.com

Email

Affordability Calculator

$5,831
Per Month
89%
11%
0%
Monthly Principal & Interest
$5,209
Monthly Property Taxes
$623
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
9/11/2026$824,900 Listed Price

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275 West Main Street, Chester, CT, 06412 is a Single Family Home for sale at $824,900 with 2,706 sqft and a lot size of 2. 275 West Main Street has 4 bedrooms, 3.1 baths, and was built in 1971. The property's zip code is 06412 which is in Chester, CT