288 Middlesex Avenue, Chester, CT 06412
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288 Middlesex Avenue, Chester, CT 06412
288 Middlesex Avenue, Chester, CT 06412
288 Middlesex Avenue, Chester, CT 06412
288 Middlesex Avenue, Chester, CT 06412
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$ 3,150,000
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288 Middlesex Avenue Chester, CT 06412

4 Beds

6 Baths

4,926 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Listing Status Active

Purchase Type For Sale

Square Footage 4,926 sqft

Price per Sqft $639

MLS Listing ID 24166793

Style Colonial

Bedrooms 4

Full Baths 4

Half Baths 2

Year Built 1800

Annual Tax Amount $24,724

Lot Size 2.650 Acres

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.

Location

State CT

County Middlesex

Zoning R-2

Rooms

Basement Full, Storage, Interior Access, Partially Finished, Concrete Floor, Full With Hatchway

Interior

Interior Features Audio System, Auto Garage Door Opener, Cable - Available, Sauna, Security System

Heating Hot Air

Cooling Central Air

Fireplaces Number 2

Exterior

Exterior Feature Balcony, Underground Utilities, Awnings, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio

Parking Features Attached Garage, Detached Garage

Garage Spaces 6.0

Waterfront Description River,Dock or Mooring,View

Roof Type Asphalt Shingle

Building

Lot Description Professionally Landscaped, Water View

Foundation Concrete

Sewer Septic

Water Private Well

Schools

Elementary Schools Chester

Middle Schools Winthrop

High Schools Valley


Listed by Nancy Mesham • Coldwell Banker Realty

NEARBY SCHOOL & BUSINESS

Daniel Villacis

Daniel Villacis

Broker | REB.REB.0790809

+1(203) 667-4475

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288 Middlesex Avenue