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288 Middlesex Avenue

Chesterfield, CT 06412

$2,995,000 $12,627/Mo

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Overview

Bed

Bath

4,926

Sqft

2.65

Acres(Lot)

Description

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 wate r, 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 Details

Property Type : Residential

Price : $2,995,000

AD Id : 90143986

MLS Id : 24201816

Beds : 4

Lot Size : 2.65 Acres

Living Area Size : 4,926 Sq. Ft

Tax Amount : $26,139

Year Built : 1800

Garage : 6

County : Middlesex

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 6 Full Baths: 4 Half Baths: 2

Room Information

Rooms Total: 9 Has Basement: Yes Basement: Full, Partially Finished, Storage Space, Concrete
Roofing Information

Asphalt
Interior Features

Sound System, Sauna, Entrance Foyer Roof: Asphalt Appliances: Dishwasher, Dryer, Gas Range, Microwave, Washer, Convection Oven, Range Hood, Wine Cooler
Heating & Cooling

Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Central Air Water front: 1

Building Information

Year Built: 1800 Building Area Total: 4926 Construction Materials: Cedar, Frame, Shake Siding Patio And Porch Features: Patio Private Pool: No Water front Features: Beach Front, River Front View: Water
Exterior Features

Exterior Features: Balcony, Dock

Lot Information

Lot Size Acres: 2.65 Lot Description: Waterfront

Listing Price Information

Listing Price: $2995000

Tax Information

Parcel Number: 941338 Annual Tax: $26139

Parking Information

Garage Door Opener, Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 6

School Information

Elementary School: Chester

Junior High School: Winthrop

Senior High School: Valley
Utility Information

Underground Utilities
Location Information

Direction: Middlesex Avenue east (river) side. Garage at the top of the drive belongs to this home as well as the attached 3-car, heated garage. Follow driveway to the end. WaterSource: Well Security Features: Security System

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
275 W Main Street, Chesterfield, CT, 06412	$779,999	4	4	2,706	2 Acres

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 10/06/2026 @ 05:31

MLS: 24201816 LISTED BY: Nancy Mesham, Coldwell Banker Realty SOURCE: SmartMLS