USACTChesterN/a275 W Main St
Listing image | Image 1

275 W Main St, Chester, CT

House

For Sale

Listed price in listed location currency (USD).
$789,900

442

MLS® 24204638

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1906 sqft
Garage Yes
Taxes $9,540
Days Active 11
Lot Size 2 Acres
Approx. Age 1971
Avg. Price Per Sqft $414
MLS® Number 24204638

Property Address: 275 W Main St, Chester, CT, 06412-1029

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® Number24204638
Laundry LevelLower
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1971
BasementFull, Fully Finished
DrivewayAttached Garage
Garage Spaces
HeatZoned, Other
A/CCentral Air

Extras

Rooms

Change to metres

Bedroom 2:Main FloorNot available
Kitchen:Main FloorNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Other:Lower LevelNot available
Living Room:Main FloorNot available
Dining Room:Main FloorNot available
Bedroom 1:Upper LevelNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 2, 2026List Date
$779,999List Price
-End Date
Not Sold YetSold Price

For Sale

Sep 11, 2026List Date
$789,900List Price
-End Date
Not Sold YetSold Price

For Sale

Sep 11, 2026List Date
$789,900List Price
  • Commute

Commute

Starting Address
Destination Address
275 W Main St, Chester, CT

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