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288 Middlesex Avenue, 
Chester, CT 06412

$2,995,000


4

Beds


6

Baths


4,926

Sq Ft


Single Family


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Active

(860) 434-8600

Last updated:

September 4, 2026, 09:44 PM

MLS#

24201816

Source:

CT

Company Logo

About This Home

288 Middlesex Avenue

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.

Home Facts

Single Family

6 Baths

4 Bedrooms

Built in 1800

Price Summary

2,995,000

$607 per Sq. Ft.

MLS #:

24201816

Last Updated:

September 4, 2026, 09:44 PM

Added:

11 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

4

Interior

Living Area:

4,926 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

4,926 Sq. Ft.

Year Built:

1800


Lot

Lot Size (Sq. Ft):

16,117


Finances & Disclosures

Finances

Price:

$2,995,000

Price per Sq. Ft:

$607 per Sq. Ft.

288 Middlesex Avenue
Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.