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. 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.
Features of 88 Main Street
| MLS® # | 24200306 |
|---|---|
| Price | $2,200,000 |
| 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 | Steam, Oil |
| Cooling | Central Air |
| Fireplace | No |
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 | August 20th, 2026 |
|---|---|
| Days on Market | 18 |
| Zoning | VR |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|