USACTChesterN/a288 Middlesex Ave
288 Middlesex Ave | Image 1
Virtual Tour
288 Middlesex Ave | Image 2
288 Middlesex Ave | Image 3
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$2,995,000

For Sale

14 days ago

288 Middlesex Ave, Chester, CT

House

MLS® 24201816

4 Bed

6 Bath

4626 sqft

6 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4626 sqft
Garage Yes
Taxes $26,139
Days Active 14
Lot Size 0.37 Acres
Approx. Age 1800
Avg. Price Per Sqft $647
MLS® Number 24201816

Property Address: 288 Middlesex Ave, Chester, CT, 06412-1226

Average square foot calculated using Size range provided by listing agent.

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 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., Chester taxes $25, 363 and Haddam taxes $758 for a total of $26, 139
MLS® Number24201816
Laundry LevelLower
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1800
BasementFull, Storage, Interior Access, Partially Finished, Concrete Floor, Full With Hatchway
DrivewayAttached Garage, Detached Garage
Garage Spaces
HeatOil, Hot Air
A/CCentral Air

Extras

Rooms

Change to metres

Other:Upper Level13 × 19 ft
Family Room:Main Floor17 × 18 ft
Dining Room:Main Floor17 × 17 ft
Library:Main Floor9 × 11 ft
Bedroom 1:Upper Level12 × 16 ft
Bedroom 3:Upper Level11 × 12 ft
Bedroom 2:Upper Level11 × 14 ft
Office:Main Floor11 × 12 ft
Other:Lower Level15 × 17 ft
Living Room:Main Floor15 × 31 ft
Media Room:Upper Level22 × 32 ft
Kitchen:Main Floor18 × 24 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 26, 2026List Date
$2,995,000List Price
-End Date
Not Sold YetSold Price

For Sale

Apr 13, 2026List Date
$3,150,000List Price
  • Commute

Commute

Starting Address
Destination Address
288 Middlesex Ave, Chester, CT

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