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88 Main Street, Essex, CT 06442

Single Family For Sale

$2,600,000
$497/sqft
88 Main Street, Essex, CT
Active
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5
Bedrooms
6
Bathrooms
5,234
Sq Ft
1.86
Acres
1849
Year Built

About This Home

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.

Listed by Kirsten Adams (203) 500-4000 with William Pitt Sotheby's Int'l (203) 245-6700

Listing Snapshot

Price $2,600,000 Days on Our Site 67 days
Property Tax $14,375/yr Style Colonial
Year Built 1849 Total Sq Ft 5,234
Lot Size 1.86 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 5
Total Rooms 10 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Available
Appliances
  • Gas Cooktop
  • Oven/Range
  • Microwave
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
  • Wine Chiller
Outdoor
  • Porch-Enclosed
  • Porch
  • Gutters
  • Garden Area
  • Patio
  • Gunite
  • Heated
  • Salt Water
  • In Ground Pool

Structure & Parking

Construction Frame,Stone,Concrete
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage, Driveway

Systems & Utilities

Heat Heat Pump, Hot Air, Radiator, Zoned
Fuel Oil
Cooling Central Air
Hot Water Oil, 40 Gallon Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Essex
Middle Winthrop
High Valley

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,198/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 9, 2026 Price Reduced $2,600,000
Apr 6, 2026 Listed $2,800,000

Frequently Asked Questions

How much does 88 Main Street in Essex, CT cost?
This property is listed at $2,600,000, which works out to $497 per square foot.
How many bedrooms does 88 Main Street have?
This home has 5 bedrooms and 6 bathrooms.
What is the square footage of 88 Main Street?
The home is 5,234 square feet, situated on 1.86 acres.
When was 88 Main Street in Essex built?
This property was built in 1849.
Is 88 Main Street, Essex, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 88 Main Street, Essex in?
This home is served by the Essex public school system, with Essex as the elementary school and Valley as the high school.
How do I schedule a tour of 88 Main Street, Essex, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Kirsten Adams · (203) 500-4000

William Pitt Sotheby's Int'l · (203) 245-6700

MLS# 24162042 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 9, 2026 7:23 PM UTC