288 Middlesex Ave Chester, CT 06412
Estimated payment $20,041/month
Highlights
- Sauna
- Sub-Zero Refrigerator
- 2.65 Acre Lot
- Valley Regional High School Rated A-
- Waterfront
- Colonial Architecture
About This Home
East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth and character throughout. Expansive windows frame water views from nearly every room - north to the Haddam bridge and south across Lord's Island. The kitchen is the heart of this home with a grand center island, top end appliances and custom cabinetry. The adjacent living and dining rooms allow for effortless entertaining. There is a handsome family room with wet bar, a library and office. Sunrise over the river greets you in the private primary bedroom, a sanctuary with a balcony. Three additional bedrooms are sited on the north end of the home with two full baths. You will find a home theatre/media room and a gym with sauna-spaces designed to restore mind and body. Outdoors, the grounds slope gently from the bluestone patio to 285' of water frontage where a six-pile, two-slip dock awaits. Completely re-engineered and rebuilt with a 16-ton lift and an additional floating dock, this is a captain's dream. At low tide, stone steps reveal a sandy beach, perfect for a dip or kayaking. For vehicles, find a heated, 3-bay garage attached and an additional 3 bay garage with storage
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $24,724
Year Built
- Built in 1800
Lot Details
- 2.65 Acre 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
- Awning
- French Doors
- Mud Room
- Entrance Foyer
- Sauna
- 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
Location
- Property is near shops
Schools
- Chester Elementary School
- Winthrop Middle School
- Valley High School
Utilities
- Zoned Heating and Cooling System
- Heating System Uses Oil
- Underground Utilities
- Private Company Owned 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
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
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/11/2025 09/11/25 | For Sale | $3,375,000 | -- | $685 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $925,000 | -- | |
Warranty Deed | $925,000 | -- | |
Executors Deed | $267,900 | -- | |
Executors Deed | $267,900 | -- |
Source: SmartMLS
MLS Number: 24124960

APN: CHES-000004-000000-000015
- 19 Denlar Dr Unit C
- 105 Bridge Rd
- 23 Main St Unit 5 The Chace Suite
- 23 Main St Unit 2 - The Burton Suite
- 3 Brookes Ct
- 15 Liberty St
- 55 Liberty St
- 68 Middlesex Ave
- 27 Spring St
- 2 Orchard Rd Unit 2nd floor
- 42 Bokum Rd Unit In-Law Apartment
- 92 Main St Unit 222
- 124 Main St Unit A
- 17 Platt Ln
- 4 Grove St
- 620 Town St
- 235 Reservoir Rd Unit 235A
- 26 Great Hillwood Rd
- 82 River Rd
- 1 Banner Rd Unit 120