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$2,995,000
17 Days On Site

288 Middlesex Avenue
Chester, CT 06412

For Sale|Single Family Residence|Active
4
Beds
6
Total Baths
4
Full Baths
2
Partial Baths
4,926
SqFt
$608
/SqFt
1800
Built
County:
Middlesex
Listing courtesy of Nancy Mesham of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 227-9071
Call Now: (203) 281-3400
Is this the listing for you? We can help make it yours.
(203) 281-3400
288 Middlesex Avenue288 Middlesex Avenue288 Middlesex Avenue288 Middlesex Avenue
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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

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Listing Snapshot
Price 
$2,995,000
Days On Site 
17 Days
Bedrooms 
4
Inside Area (SqFt) 
4,926 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
0.37 Acres
Year Built 
1800
MLS® Number 
24201816
Status 
Active
Property Tax 
$26,139
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.37
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
6
Parking 
Garage Door OpenerAttached
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
4926
Style 
Colonial
Utilities 
Underground Utilities
Water Source 
Well
Zoning 
R-2
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveWasherConvection OvenRange HoodWine Cooler
Basement 
FullPartially FinishedStorage SpaceConcrete
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
2
Heating 
OilForced Air
Interior 
Sound SystemSaunaEntrance Foyer
Bedroom 
Dimensions - 12 x 11Level - Upper
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Exterior Features
Construction Details 
CedarFrameShake Siding
Exterior 
BalconyDock
Lot Features 
Waterfront
Patio And Porch 
Patio
Roof 
Asphalt
View 
Water
Waterfront 
Yes
Waterfront Features 
Beach FrontRiver Front
Waterview 
Water
Windows/Doors 
French Doors
Schools
School District
Unknown
Elementary School
Chester
Middle School
Winthrop
High School
Valley
Listing courtesy of Nancy Mesham of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 227-9071



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Last checked: 2026-09-13 05:26 AM UTC.

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Source: Walkscore
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