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$3,375,000
60 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
4,626
SqFt
$730
/SqFt
1800
Built
County:
Middlesex
Listing courtesy of Nancy Mesham of Coldwell Banker Realty (860) 227-9071
Call Now: 860.406.4060
Is this the listing for you? We can help make it yours.
860.406.4060
288 Middlesex Avenue288 Middlesex Avenue288 Middlesex Avenue288 Middlesex Avenue
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Monthly Payment (Est.)

$15,398
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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,

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Listing Snapshot
Price 
$3,375,000
Days On Site 
60 Days
Bedrooms 
4
Inside Area (SqFt) 
4,626 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
2.65 Acres
Year Built 
1800
MLS® Number 
24124960
Status 
Active
Property Tax 
$24,724
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a month agoListing updated with changes from the MLS®
2 months agoStatus changed to Active
2 months agoListing first seen on site
General Features
Acres 
2.65
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 AirZoned
Interior 
Sound SystemSaunaEntrance Foyer
Office 
Dimensions - 12 x 11Level - MainFeatures - Bookcases
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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 
River 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 (860) 227-9071

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-11-09 06:33 PM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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