Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
5 Beds
6 Baths
5,234 sqft

$2,200,000

88 Main Street, Essex CT, 06442

Price per sqft$420.33
Built in1849
Property size5,234 sqft
Property typeResidential

Overview

Active

Listed Aug 20, 2026

Updated 3 weeks ago

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.

$14,637/mo

Est. mortgage payment based on a $2,200,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
24200306

Interior Features

Bedrooms
5
Bathrooms
6
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.86 Acres

Other Property Details

Taxes
$15,106
Tax Frequency
Annually
Garage
Yes
Pool
Yes
MLS provider logo

Listed by Kirsten Adams with William Pitt Sotheby's Int'l (203) 500-4000

The IDX display contains information sourced from SmartMLS, Inc. as of 8/25/2026. This information is for personal, non-commercial use only and may not be used for any purpose other than identifying properties the viewer may be interested in purchasing. MLS data is generally considered reliable but is not guaranteed accurate by the MLS. Buyers are responsible for verifying all information and should conduct their own investigation or consult a professional. Some MLS data may have been provided by sources other than the listing agent. Unless stated in writing, the Broker/Agent has not verified information obtained from outside sources. The Broker/Agent may or may not have been the listing and/or selling agent, and cannot guarantee the accuracy of any property location shown on a map. Any offer of compensation is made only to participants of the MLS where the listing is filed.

©2026 SmartMLS, Inc. All rights reserved.

Data last updated on 8/25/2026 at 3:51 AM UTC.

Powered by Luxury Presence