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$2,995,000

Listing Price

4beds

4baths

4,926sqft

16,117sqft lot

288 Middlesex Ave, Chester, CT 06412

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  • Home value, equity and ownership info

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For Sale

Off Market

Single Family

Home type

608

Price / sqft

1985

Year built

Home Details

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.

Interior Details

Square Feet
  • 4926

Bedrooms
  • 4

Bathrooms
  • 4

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Oil

Basement
  • Has Basement:

    No

  • Basement Type:

    Full

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 16117

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

Deck
  • N/A

Patio
  • N/A

Fence
  • N/A

Pool
  • N/A

Porch
  • N/A

Stoop
  • N/A

Breezeway
  • N/A

Construction Details

Number of Stories
  • 2

Style
  • Colonial

Exterior
  • Wood Siding

Foundation
  • N/A

Roof
  • Gable

Roofing Material
  • Shingle

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$20,622

$392,510

$328,020

--%

$720,530

2019

$20,744

$392,510

$328,020

--%

$720,530

2018

$20,360

$436,450

$314,560

--%

$751,010

2017

$19,797

$436,450

$314,560

--%

$751,010

2016

$19,203

$436,450

$314,560

--%

$751,010

2014

$18,640

$436,450

$314,560

--%

$751,010

2011

$20,504

$648,380

$285,730

--%

$934,110

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Average Home Price in 06412

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$2,995,000

4 Beds

4 Baths

4,926 Sqft

16,117 Lot (sqft)

Sold 10/05/2026

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
2,995,000
$
Down payment
599,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
17,970
$
HOA (Monthly)
0
$
PMI
0
$
$19,387
Your Payment
Total Monthly Payment:$19,387
Percent of Income:332%
Affordable:No

Details for 288 MIDDLESEX AVE

Property Debt

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