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
For sale
$2,995,000
288 Middlesex Avenue, Chester, CT 06412
4beds
4,926sqft
Single Family Residence
Built in 1800
0.37 Acres Lot
$-- Zestimate®
$608/sqft
$-- HOA
What's special
Waterfront compoundSmall beachFloating dockProtected viewsManicured groundsRooted in historic designDeep-water access
- 18 days
- 1,089
- 78
Zillow last checked:
Listing updated:
Listed by:
Nancy Mesham Team,
Nancy Mesham (860)227-9071,
Coldwell Banker Realty 860-434-8600
Source: Smart MLS,MLS#: 24201816
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Rooms
- Room types: Gym, Steam/Sauna
Primary bedroom
- Features: Balcony/Deck, French Doors, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 247 Square Feet
- Dimensions: 13 x 19
Bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 192 Square Feet
- Dimensions: 12 x 16
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 11 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 154 Square Feet
- Dimensions: 11 x 14
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 289 Square Feet
- Dimensions: 17 x 17
Family room
- Features: Wet Bar, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 306 Square Feet
- Dimensions: 17 x 18
Kitchen
- Features: High Ceilings, Built-in Features, Granite Counters, French Doors, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 432 Square Feet
- Dimensions: 18 x 24
Library
- Features: Bookcases
- Level: Main
- Area: 99 Square Feet
- Dimensions: 9 x 11
Living room
- Features: Gas Log Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 465 Square Feet
- Dimensions: 15 x 31
Media room
- Features: Palladian Window(s), High Ceilings, Partial Bath, Hardwood Floor
- Level: Upper
- Area: 704 Square Feet
- Dimensions: 22 x 32
Office
- Features: Bookcases
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Other
- Features: Half Bath, Steam/Sauna
- Level: Lower
- Area: 255 Square Feet
- Dimensions: 15 x 17
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Convection Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Lower Level, Mud Room
Features
- Sound System, Sauna, Entrance Foyer, Smart Thermostat, Wired for Sound
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Storage Space,Interior Entry,Partially Finished,Concrete
- Attic: Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 4,926
- Total interior livable area: 4,926 sqft
- Finished area above ground: 4,626
- Finished area below ground: 300
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 6
Features
- Patio & porch: Patio
- Exterior features: Balcony, Awning(s), Rain Gutters, Stone Wall, Underground Sprinkler
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, River Front, Beach, Dock or Mooring
Lot
- Size: 0.37 Acres
- Features: Landscaped
Details
- Parcel number: 941338
- Zoning: R-2
- Other equipment: Entertainment System
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shake Siding, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1800
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Underground Utilities, Cable Available
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $608/sqft
- Tax assessed value: $913,010
- Annual tax amount: $26,139
- Date on market: 8/26/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Listed for sale | $2,995,000-4.9%$608/sqft |
Source:  Smart MLS #24201816 Report a problem | ||
| 8/23/2026 | Listing removed | $3,150,000$639/sqft |
Source: Smart MLS #24166793 Report a problem | ||
| 4/13/2026 | Listed for sale | $3,150,000$639/sqft |
Source: Smart MLS #24166793 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $144 +10.8% | $5,320 |
| 2024 | $130 -13.3% | $5,320 +5.1% |
| 2023 | $150 +0.7% | $5,060 |
| 2022 | $149 | $5,060 |
| 2021 | $149 +2.8% | $5,060 |
| 2020 | $145 -0.7% | $5,060 |
| 2019 | $146 +0.7% | $5,060 -5.6% |
| 2018 | $145 +2.8% | $5,360 |
| 2017 | $141 +30.6% | $5,360 |
| 2016 | $108 | $5,360 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06412
Nearby schools
Schools provided by the listing agent
- Elementary: Chester
- Middle: Winthrop
- High: Valley
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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