288 Middlesex Ave Chester, CT 06412
Chester AreaEstimated payment $19,086/month
Highlights
- Steam Room
- Sub-Zero Refrigerator
- Colonial Architecture
- Valley Regional High School Rated A-
- Waterfront
- Attic
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, 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
Listing Agent
Coldwell Banker Realty Brokerage Phone: (860) 227-9071 License #RES.0760007 Listed on: 08/25/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $26,139
Year Built
- Built in 1800
Lot Details
- 16,117 Sq Ft Lot
- Waterfront
- Stone Wall
- Sprinkler System
- Property is zoned R-2
Home Design
- Colonial Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Cedar Siding
- Shake Siding
Interior Spaces
- Entertainment System
- Built In Speakers
- Sound System
- 2 Fireplaces
- Thermal Windows
- French Doors
- Mud Room
- Entrance Foyer
- Steam Room
- Sauna
- Home Gym
- Concrete Flooring
Kitchen
- Gas Range
- Range Hood
- Microwave
- Sub-Zero Refrigerator
- Dishwasher
- Wine Cooler
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Laundry on lower level
- Dryer
- Washer
Attic
- Unfinished Attic
- Attic or Crawl Hatchway Insulated
Partially Finished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Storage
Home Security
- Home Security System
- Smart Thermostat
Parking
- 6 Car Garage
- Automatic Garage Door Opener
Outdoor Features
- Balcony
- Patio
- Rain Gutters
- Awning
Location
- Property is near shops
Schools
- Chester Elementary School
- Winthrop Middle School
- Valley High School
Utilities
- Central Air
- Heating System Uses Oil
- Underground Utilities
- Well
- Oil Water Heater
- Fuel Tank Located in Basement
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 941338
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $24,724 | $913,010 | $410,760 | $502,250 |
| 2024 | $22,323 | $913,010 | $410,760 | $502,250 |
| 2023 | $21,400 | $720,530 | $392,510 | $328,020 |
| 2022 | $21,256 | $720,530 | $392,510 | $328,020 |
| 2021 | $21,256 | $720,530 | $392,510 | $328,020 |
| 2020 | $1 | $720,530 | $392,510 | $328,020 |
| 2019 | $20,744 | $720,530 | $392,510 | $328,020 |
| 2018 | $20,360 | $751,010 | $436,450 | $314,560 |
| 2017 | $19,797 | $751,010 | $436,450 | $314,560 |
| 2016 | $15,140 | $751,010 | $436,450 | $314,560 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/25/2026 08/25/26 | For Sale | $2,995,000 | -- | $608 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $925,000 | -- | |
| Executors Deed | $267,900 | -- |
Source: SmartMLS
MLS Number: 24201816
APN: CHES-000004-000000-000015
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