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288 Middlesex Avenue

Chester, CT 06412

$3,150,000 PRICE
4 Beds
4/2 Baths
4,926 Sqft
2.65 Acres
1800 Built

Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.

Additional Information

ADDITIONAL INFORMATION

ACRES: 2.65
ATTIC DESCRIPTION: Unfinished, Access Via Hatch
BASEMENT DESCRIPTION: Full, Storage, Interior Access, Partially Finished, Concrete Floor, Full With Hatchway
ENCUMBRANCES: Easements, Right of Way
GARAGE: Attached Garage, Detached Garage
GARAGE COUNT: 6
HIGH SCHOOL: Valley
IS OCCUPIED?: Owner
IS WATERFRONT?: Yes
LIVING AREA SQFT: 4,926
PROPERTY TAX: $24,724
RESTRICTIONS: Easements, Right of Way
SEWER: Septic
STYLE: Colonial
TAX AMOUNT: $24,724
YEAR BUILT: 1800
YEAR BUILT DETAILS: Public Records
ZONING: R-2

AMENITIES

Medical Facilities
Park
Public Rec Facilities
Shopping/Mall
Audio System
Auto Garage Door Opener
Cable - Available
Sauna
Security System

INTERIOR FEATURES

AIR CONDITIONING: Central Air
APPLIANCES INCLUDED: Gas Range, Convection Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
ATTIC: Yes
BEDS: 4
COOLING: Central Air
FIREPLACES: 2
FULL BATHS: 4
FURNACE TYPE: Oil
HALF BATHS: 2
HEAT: Oil
HEAT FUEL: Oil
HOT WATER: Oil, 50 Gallon Tank
LAUNDRY ROOM: Lower Level
ROOMS: 9
TOTAL BATHS: 6

EXTERIOR FEATURES

EXTERIOR FEATURES: Balcony,Underground Utilities,Awnings,Gutters,Stone Wall,French Doors,Underground Sprinkler,Patio
EXTERIOR SIDING: Shake, Cedar
HOUSE COLOR: Grey
ROOF: Asphalt Shingle

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Location for 288 Middlesex Avenue, Chester, CT

Schools for 288 Middlesex Avenue, Chester, CT

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Community

Chester

Shoreline, Connecticut

Chester, a small former mill town with roots in the shipbuilding industry, is a town for all seasons. Located on the hillside of the Connecticut River, Chester reflects typical New England charm with its...

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William Pitt Sotheby's International Realty

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