Active

275 W Main Street

Chesterfield, CT 06412

$779,999 $3,288/Mo

Get Pre-Approved Check your credit

Overview

Bed

Bath

2,706

Sqft

Acres(Lot)

Description

Completely Reimagined * 4 Bedrooms * 3.5 Bathrooms * 2 Acres * Luxury Primary Suite * Finished Lower Level Welcome to 275 W Main Street, where classic New England charm meets a stunning, comprehensive renovatio n. Set on 2 beautiful acres 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. 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 and custom closet system. 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. Incredible extension of the home, featuring luxury vinyl plank flooring, a half bathroom, and its own dedicated heating and cooling zone. Create the ultimate entertainment room, home theater, game room, gym, office, or combination of them all. 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. Come experience this one-of-a-kind Chester property and make it home.

Property Details

Property Type : Residential

Price : $779,999

AD Id : 91673453

MLS Id : 24211368

Beds : 4

Lot Size : 2 Acres

Living Area Size : 2,706 Sq. Ft

Tax Amount : $9,540

Year Built : 1971

Garage : 2

County : Middlesex

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 4 Full Baths: 3 Half Baths: 1

Room Information

Rooms Total: 10 Has Basement: Yes Basement: Full, Finished
Roofing Information

Asphalt
Interior Features

Open Floorplan Roof: Asphalt Appliances: Dishwasher, Disposal, Electric Range, Freezer, Ice Maker, Microwave, Refrigerator, Electric Water Heater, Range Hood
Heating & Cooling

Has Heating: Yes Heating: Zoned Has Cooling: Yes Cooling: Central Air

Building Information

Year Built: 1971 Building Area Total: 2706 Construction Materials: Vinyl Siding, Frame Patio And Porch Features: Deck Private Pool: No
Exterior Features

Exterior Features: Garden

Lot Information

Lot Size Acres: 2

Listing Price Information

Listing Price: $779999

Tax Information

Parcel Number: 941547 Annual Tax: $9540

Parking Information

Garage Door Opener, Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

School Information

Elementary School: Per Board of Ed

Junior High School:

Senior High School: Per Board of Ed
Location Information

Direction: GPS Friendly WaterSource: Well Security Features: Security System

Sell a home like this and save $46,301 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Loading, please wait...

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 10/06/2026 @ 05:31

MLS: 24211368 LISTED BY: Shirley Tapper, Great Estates, CT SOURCE: SmartMLS