88 Main Street, Essex, Connecticut

$2,600,000

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5

Beds

5/1

Baths

5,234

Square feet

1.86

Acres

About 88 Main Street

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. And the 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.

Features of 88 Main Street

MLS® # 24162042
Price $2,600,000
Bedrooms 5
Bathrooms 5/1
Full Baths 5
Half Baths 1
Square Footage 5,234
Acres 1.86
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 88 Main Street
Area Ivoryton
City Essex
County Middlesex
State Connecticut
Zip Code 06442

Amenities

Features Programmable Thermostat
Parking Spaces 8
Parking Detached Garage, Driveway
Garage Spaces 2
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Gunite, Heated, Salt Water, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Cable - Available
Appliances Gas Cooktop, Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Heating Heat Pump, Hot Air, Radiator, Zoned, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 3

Exterior

Exterior Clapboard
Exterior Features Porch-Enclosed, Porch, Gutters, Garden Area, Patio
Lot Description Fence - Full, Level Lot, Professionally Landscaped
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Essex
Middle Winthrop
High Valley

Additional Information

Date Listed April 6th, 2026
Days on Market 88
Zoning VR
RE / Bank Owned No

Listing Details

Office
William Pitt Sotheby's Int'l

Listing Map

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