Appoaching East View from the Connecticut River | Image 1

288 Middlesex Ave, Chester, CT

House

For Sale

Listed price in listed location currency (USD).

$3,375,000

460

MLS® 24124960

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 4626 sqft

Garage Yes

Taxes $24,724

Days Active 107

Lot Size 2.65 acres

Approx. Age 1800

Avg. Price Per Sqft $729

MLS® Number 24124960

Property Address: 288 Middlesex Ave, Chester, CT, 06412-1226

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

Description

East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth and character throughout. Expansive windows frame water views from nearly every room - north to the Haddam bridge and south across Lord's Island. The kitchen is the heart of this home with a grand center island, top end appliances and custom cabinetry. The adjacent living and dining rooms allow for effortless entertaining. There is a handsome family room with wet bar, a library and office. Sunrise over the river greets you in the private primary bedroom, a sanctuary with a balcony. Three additional bedrooms are sited on the north end of the home with two full baths. You will find a home theatre/media room and a gym with sauna-spaces designed to restore mind and body. Outdoors, the grounds slope gently from the bluestone patio to 285' of water frontage where a six-pile, two-slip dock awaits. Completely re-engineered and rebuilt with a 16-ton lift and an additional floating dock, this is a captain's dream. At low tide, stone steps reveal a sandy beach, perfect for a dip or kayaking. For vehicles, find a heated, 3-bay garage attached and an additional 3 bay garage with storage, , perfect for the enthusiast. Set on 2.65 acres this property offers elegance, privacy and a front-row seat to the natural beauty of the Connecticut River just over one mile to Chester Village and a bit more than two hours from New York.

MLS® Number24124960

Laundry LevelLower Level

Central VacNo

FireplaceNo

Acreage2.65

Exterior

GarageYes

Approx. Age1800

BasementFull, Storage, Interior Access, Partially Finished, Concrete Floor, Full With Hatchway

DrivewayAttached Garage, Detached Garage

Garage Spaces6

Heat

A/C

Heating Fuel

Extras

Similar Listings

Price History

-End Date

Not Sold YetSold Price

For Sale

Sep 9, 2025List Date

$3,375,000List Price

Commute

Commute

Starting Address

Destination Address

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