Property Description
Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting’s unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.
Features
- Heating System:
- Hot Air
- Cooling System:
- Central Air
- Basement:
- Full, Full With Hatchway, Concrete Floor, Interior Access, Partially Finished, Storage
- Appliances Included:
- Dishwasher, Microwave, Range Hood, Subzero, Dryer, Washer, Gas Range, Wine Chiller, Convection Oven
- Foundation Type:
- Concrete
- Heat Fuel Type:
- Oil
- Exterior Features:
- Patio, Underground Utilities, Balcony, French Doors, Gutters, Stone Wall, Awnings, Underground Sprinkler
- Exterior Siding:
- Shake, Cedar
- Interior Features:
- Cable – Available, Auto Garage Door Opener, Security System, Audio System, Sauna
- Fireplaces Total:
- 2
- Parking Total Spaces:
- 0
- Hot Water Description:
- Oil, 50 Gallon Tank
- Lot Description:
- Professionally Landscaped, Water View
- Water Source:
- Private Well
Address Map
- Street:
- Middlesex
- Street Number:
- 288
- Floor Number:
- 0
- Longitude:
- W73° 32′ 45.3”
- Latitude:
- N41° 25′ 59.2”
MLS Addon
- Office Name:
- Coldwell Banker Realty
- Agent Name:
- Nancy Mesham
- List Agent MLSID:
- MESHAMNL
- List Office MLSID:
- CBRB54
- Tax Year:
- July 2025-June 2026
- Directions:
- Middlesex Avenue water side. Follow driveway to the end.
- Elementary School:
- Chester
- High School:
- Valley
- HOA Fee Amount:
- $0
- Parcel Number:
- 941338
- Property Tax:
- $24,724
- Virtual Tour:
- Click Here
- Zoning:
- R-2
Single Family For Sale
288 Middlesex, Chester, 06412
4 Bedrooms
4 Bathrooms
4,926 Sqft
$3,150,000
Listing ID #24166793
Basic Details
- Property Type :
- Single Family For Sale
- Listing Type :
- For Sale
- Listing ID :
- 24166793
- Price :
- $3,150,000
- Bedrooms :
- 4
- Baths Total :
- 6
- Bathrooms :
- 4
- Half Bathrooms :
- 2
- Square Footage :
- 4,926 Sqft
- Year Built :
- 1800
- Lot Area :
- 2.65 Acre
- City:
- Chester
- Zipcode:
- 06412
- Style :
- Colonial
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
- Ben Keeney
- View website
- 203-313-0013
- 866-886-0013
-
-
Mortgage Calculator
Contact Agent



