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MLS 24200306 For Sale Updated August 27, 2026
88 Main Street

Essex, Connecticut 06442

$2,200,000
On market 6 days
88 Main Street
1 / 38

About This Property

Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

Property Details

Interior

Heat
Steam — Oil
Cooling
Central Air
Basement
Full,Unfinished
Interior Features
Auto Garage Door Opener Cable - Available

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Gunite,Heated,Salt Water,In Ground Pool
Exterior Features
Porch-Enclosed Porch Gutters Garden Area Patio
Lot Description
Fence - Full Level Lot Professionally Landscaped
Garage & Parking
Detached Garage Driveway

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic
Energy Features
Programmable Thermostat

Community & Schools

Elementary
Essex
Middle
Winthrop
High
Valley
Neighborhood
Ivoryton

Appliances

Included
Gas Cooktop Oven/Range Microwave Subzero Dishwasher Washer Dryer Wine Chiller

88 Main Street

Essex , Connecticut 06442

$2,200,000

On market 6 days

Beds
5
Baths
6
SqFt
5,234
Type
Single Family
County Middlesex
Garage 2
Rooms -
Lot Size 1.86 Acres
Property Tax $15,106
Assessed Value $784,300
Year Built 1849
Style Colonial
Zoning VR
Parking Spaces 8

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: PSOTH50.

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