288 Middlesex Avenue, Chester, CT 06412

Chester
Local realty services provided by:Better Homes and Gardens Real Estate Executive Real Estate
288 Middlesex Avenue,Chester, CT 06412
$2,995,000
Virtual Tour
  • 4 Beds
  • 6 Baths
  • 4,926 sq. ft.
  • Single family
  • Active
Listed by: nancy mesham(860) 227-9071
Office: coldwell banker realty(860) 434-8600
MLS#:24201816
Source:CT

Price summary

  • Price:$2,995,000
  • Price per sq. ft.:$608

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,...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, 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 BHGRE®  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 (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1800
  • Listing ID #:24201816
  • Added:9 day(s) ago
  • Updated:September 04, 2026 at 09:44 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:6
  • Full bathrooms:4
  • Half bathrooms:2
  • Rooms Total:9
  • Kitchen Description:Convection Oven, Dishwasher, Gas Range, Microwave, Range Hood, Subzero, Wine Chiller
  • Basement Description:Concrete Floor, Full Basement, Full With Hatchway, Interior Access, Partially Finished, Storage
  • Living area:4,926 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Hot Air
  • Central air:Yes

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1800
  • Building area:4,926 sq. ft.
  • Lot area:0.37 Acres
  • Lot Features:Professionally Landscaped, Water View
  • Architectural Style:Colonial
  • Construction Materials:Cedar, Shake
  • Exterior Features:Awnings, Balcony, French Doors, Gutters, Patio, Stone Wall, Underground Sprinkler, Underground Utilities

Schools

  • High school:Valley
  • Middle school:Winthrop
  • Elementary school:Chester

Utilities

  • Water:Private Well
  • Sewer:Septic

Finances and disclosures

  • Price:$2,995,000
  • Price per sq. ft.:$608
  • Tax amount:$26,139 (July 2026-June 2027)

Features and amenities

  • Appliances:Convection Oven, Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Subzero, Washer, Wine Chiller
  • Amenities:Audio System, Auto Garage Door Opener, Cable - Available, Library, Park, Public Rec Facilities, Sauna, Security System, Shopping/Mall

Parking

  • Parking description:Attached Garage, Detached Garage
  • Garage:Yes
  • Garage spaces:6
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. CT Member Broker: Amy Rio

New listings near 288 Middlesex Avenue