288 Middlesex Avenue, Chester, CT 06412 (MLS # 24201816)


Price $2,995,000
Status Active
Beds 4
Baths 5 Baths
Home size 4,926 sqft
Lot Size 2.65 ac
Days on Market 60
Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence blends timeless New England architecture with modern livability. Equally suited to weekends on the water, extended family gatherings, or multi-generational living, the property offers flexible spaces designed to entertain and live comfortably. Find a total of six garage bays for auto collections, boats, or a workshop. Minutes away discover Chester Village restaurants and artisans. Just across the river, the Goodspeed Opera House adds celebrated cultural dimension, and the neighboring seasonal Connecticut Valley Railroad evokes the region's rich history. The quiet elegance of East View offers a rare opportunity to experience the Connecticut River at its most extraordinary-where boating, history, culture, village life, and natural beauty converge. Chester taxes $25,363 and Haddam taxes $758 for a total of $26,139
Property Type(s): Single Family
Last Updated 8/26/2026 Year Built 1800
Garage Spaces 6.0 County Middlesex

SCHOOLS

Elementary School Chester
Jr. High School Winthrop
High School Valley

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Convection Oven, Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Washer, Wine Cooler
BASEMENT Concrete, Full, Partially Finished, Storage Space, Yes
CONSTRUCTION Cedar, Frame, Shake Siding
EXTERIOR Balcony, Dock
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Forced Air, Oil
INTERIOR Entrance Foyer, Sauna, Sound System
LOT 2.65 acre(s)
LOT DESCRIPTION Waterfront
PARKING Garage Door Opener, Attached
SEWER Septic Tank
STYLE Colonial
TAXES 26139
UTILITIES Underground Utilities
VIEW Yes
VIEW DESCRIPTION Water
WATER Well
WATERFRONT Yes
WATERFRONT DESCRIPTION Beach Front, River Front
ZONING R-2

Location

 

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