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Land with Home for Sale in Essex, Connecticut

88 Main St, Essex, CT 06442

$2,600,000
1.86 acres
Active sale
$200k drop
Est $14,482/mo

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.

5,234
Sq feet
5
Beds
5
Full baths
1
1/2 bath
1849
Built

Location

Street address
88 Main St
Zip code
06442
Community
Ivoryton
Elevation
61 feet
Coordinates
41.3474, -72.4393

Directions

88 Main is located in the heart of Ivoryton, next to the Town Post Office.

Property details

Acreage
1.86 acres81,022 sq ft
Zoning
VR
MLS #
CTMLS 24162042
Posted

Property taxes

2026
$14,375

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Features
Fence-Full, Level Lot, Professionally Landscaped

Exterior

Parking Spaces
8
Pool
Patio
Features
Porch-Enclosed, Porch, Gutters, Garden Area, Patio

Structure

Style
Colonial
Basement
Full, Unfinished
Water
Public
Heating
Heat Pump, Zoned
Cooling
Central Air

Interior

Room Count
10
Rooms
Basement, Bathroom x 6, Bedroom x 5, Laundry Room
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Gas Cooktop, Microwave, Oven/Range, Subzero, Washer, Wine Chiller
Features
Auto Garage Door Opener, Cable-Available

Nearby schools

NameType
EssexElementary
ValleyHigh

Listing history

DateEventPriceChangeSource
June 9, 2026Price drop$2,600,000$200,000 -7.1%CTMLS
Apr 9, 2026New listing$2,800,000CTMLS
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Payment calculator

This 1.86-acre property is located at 88 Main St in Essex, CT 06442. The property is available for sale, priced at $2,600,000. It has a 5,234 square foot 5-bedroom, 5.5-bath house built in 1849.

Listed by William Pitt Sotheby's Int'l, (203) 245-6700

Checked 2 hours agoUpdated Source

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