NOMADEReal Estate

$3,150,000

Active

288 Middlesex Avenue

Chester, Connecticut, 06412 · Middlesex County

4

Beds

6

Baths

4,926

Sq Ft

1800

Built

MLS # 24166793

Price / Sq Ft

$639

Property Type

Single Family For Sale

Lot Size

2.65

Class

Property

About This Property

Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.

Property Details

288 Middlesex Avenue, Chester Connecticut 06412 — Single Family For Sale listed at $3,150,000.

At a Glance

4

Bedrooms

6

Bathrooms

4,926

Sq Ft

2.65

Lot Size

--

Garage

1800

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodMiddlesex
Address288 Middlesex Avenue
MLS Number24166793
Year Built1800
Square Footage4,926
Lot Size2.65
Bedrooms4
Bathrooms6
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedGas Range,Convection Oven,Microwave,Range Hood,Subzero,Dishwasher,Washer,Dryer,Wine Chiller
ColorGrey
Encumbrances RestrictionsEasements,Right of Way
Parcel Number941338
Rooms AdditionalFoyer,Gym,Mud Room,Steam/Sauna
ZoningR-2

Financial

Assessed Value913010
Mil Rate Total27.08
Property Tax24724
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionUnfinished,Access Via Hatch
Attic YN1
Basement DescriptionFull,Storage,Interior Access,Partially Finished,Concrete Floor,Full With Hatchway
Cooling SystemCentral Air
Energy FeaturesThermopane Windows
Exterior FeaturesBalcony,Underground Utilities,Awnings,Gutters,Stone Wall,French Doors,Underground Sprinkler,Patio
Exterior SidingShake,Cedar
Fireplaces Total2
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingAttached Garage,Detached Garage
Garages Number6
Heat Fuel TypeOil
Heat TypeHot Air
Home AutomationBuilt In Audio,Entertainment System,Security System,Thermostat(s),Wired For Audio
Hot Water DescriptionOil,50 Gallon Tank
Interior FeaturesAudio System,Auto Garage Door Opener,Cable - Available,Sauna,Security System
Laundry Room InfoLower Level
Roof InformationAsphalt Shingle

All Photos (38)

Contact Nancy Mesham

Fill out the form below and we will respond promptly.

Affordability Calculator

$3,150,000

Down Payment$630,000
Loan Amount$2,520,000
Principal & Interest$15,928/mo
Property Tax$3,150/mo
Insurance$100/mo
Est. Monthly$19,178/mo

Listing Agent

N

Nancy Mesham

Coldwell Banker Realty

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24166793
Last Updated2026-08-22