288 Middlesex Avenue, Chester, CT 06412
Single Family For Sale
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About This Home
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.
Listed by Nancy Mesham (860) 227-9071 with Coldwell Banker Realty (860) 434-8600
Listing Snapshot
| Price | $2,995,000 | Days on Our Site | 20 days |
| Property Tax | $25,363/yr | Style | Colonial |
| Year Built | 1800 | Total Sq Ft | 4,926 |
| Lot Size | 0.37 acres | HOA Fees | N/A |
| Bedrooms | 4 | Full Bathrooms | 4 |
| Total Rooms | 9 | Half Baths | 2 |
Key Features
- Audio System
- Auto Garage Door Opener
- Cable - Available
- Sauna
- Security System
- Gas Range
- Convection Oven
- Microwave
- Range Hood
- Subzero
- Dishwasher
- Washer
- Dryer
- Wine Chiller
- Balcony
- Underground Utilities
- Awnings
- Gutters
- Stone Wall
- French Doors
- Underground Sprinkler
- Patio
- River
- Beach
- Dock or Mooring
- View
- Library
- Medical Facilities
- Park
- Public Rec Facilities
- Shopping/Mall
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Aug 25, 2026 | Listed | $2,995,000 |
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Listing Agent
Nancy Mesham · (860) 227-9071
Coldwell Banker Realty · (860) 434-8600
MLS# 24201816 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 4, 2026 2:40 AM UTC
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288 Middlesex Avenue, Chester CT, 06412
$2,995,000 • Active
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