- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
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Street View
$2,995,000
Monthly Est:$14,907
4 Beds
- 6 Baths
4 full baths + 2 half baths
4,926sqft
288 Middlesex Ave, Chester, CT 06412
$2,995,000
$14,907/moEst:
Get Pre-Approved
Single Family Residence
Built in 1800
$-- HOA
2.65 acres lot
$608/sq.ft
Description
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.
- Houzeo last checked: 11 hours ago
- Listing updated: September 28, 2026 at 9:37 pm
- Listing Provided by: Nancy Mesham | Coldwell Banker Realty
- Source: SMART MLS-CT | MLS#: 24201816

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1800
HOA Fees
-
Finished Area
4,926 sqft
Lot Size
2.65 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24201816
MLS Status
Active
Days on Market
44

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 6
Interior
Appliances
Gas Range, Convection Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Cooling
Central Air
Heating
Oil
Sewer
Septic
Exterior Features
Balcony, Underground Utilities, Awnings, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio
Interior Features
Audio System, Auto Garage Door Opener, Cable Available, Sauna, Security System
Construction
Year Built
Year Built: 1800
Home type
Single Family Residence
Roof
Asphalt Shingle
Foundation Details
Concrete
Architectural Style
Colonial
Utilities & Energy
Water Source
Private Well
Laundry Features
Lower Level
Parking Features
Attached Garage, Detached Garage
Basement
Full, Storage, Interior Access, Partially Finished, Concrete Floor, Full With Hatchway
Other Features
Lot Features
Professionally Landscaped, Water View
Subdivision Name
N/a
Price History
| Date | Event | Price |
|---|---|---|
08/26/2026 Source: | Listed for Sale | $2,995,000 -4.92% $608/sqft |
08/23/2026 Source: | Listing Removed | $3,150,000 $639/sqft |
04/13/2026 Source: | Listed for Sale | $3,150,000 -6.67% $639/sqft |
12/27/2025 Source: | Listing Removed | $3,375,000 $685/sqft |
12/27/2025 Source: | Off Market | $3,375,000 +264.86% $685/sqft |
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Getting Around 288 Middlesex Ave
Bike Score®
Somewhat Bikeable
1/100
Walk Score®
Car-Dependent
8/100
Data provided by Redfin
Nearby Homes
Find Homes by Property Features in Chester, CT
Based on information provided to and compiled by the SMART MLS, Inc. through Oct 09, 2026, 02:30PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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