Active

88 Main Street

Essex, CT 06442

$2,600,000 $10,961/Mo

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Overview

Bed

Bath

5,234

Sqft

1.86

Acres(Lot)

Description

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.

Property Details

Property Type : Residential

Price : $2,600,000

AD Id : 76825245

MLS Id : 24162042

Beds : 5

Lot Size : 1.86 Acres

Living Area Size : 5,234

Year Built : 1849

Garage : 2

County : Middlesex

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 5

Bathroom Information

Total Baths: 6 Full Baths: 5 Half Baths: 1

Room Information

Rooms Total: 10 Has Basement: Yes Basement: Full, Unfinished
Roofing Information

Asphalt
Interior Features

Entrance Foyer Roof: Asphalt Appliances: Dishwasher, Dryer, Gas Cooktop, Microwave, Range, Oven, Washer, Wine Cooler Laundry Features: Laundry Room
Heating & Cooling

Has Heating: Yes Heating: Oil, Heat Pump, Forced Air, Hot Water, Zoned Has Cooling: Yes Cooling: Central Air

Building Information

Year Built: 1849 Building Area Total: 5234 Construction Materials: Concrete, Frame, Stone, Clapboard Patio And Porch Features: Patio, Porch Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, In Ground Private Pool: No
Exterior Features

Exterior Features: Garden

Lot Information

Lot Size Acres: 1.86 Lot Description: Level

Listing Price Information

Listing Price: $2600000 Original Price: $2800000

Tax Information

Parcel Number: 985792 Annual Tax: $14375

Parking Information

Parking Total: 8 Paved, Garage Door Opener, Private, Driveway

Garage Information

Has Garage: Yes Garage Space: 2

School Information

Elementary School: Essex

Junior High School: Winthrop

Senior High School: Valley
Location Information

Direction: #88 Main is located in the heart of Ivoryton, next to the Town Post Office. WaterSource: Public

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
45 Main Street, Essex, CT, 06442	$759,900	3	3	2,456	2,456 SqFt
130 Mares Hill Road, Essex, CT, 06442	$979,860	4	3	2,246	2,246 SqFt
7 Mitchel Terrace, Essex, CT, 06442	$584,400	3	2	1,880	1,880 SqFt
6 Beechwood Drive, Essex, CT, 06442	$959,750	4	3	2,552	2,552 SqFt
19 Blake Street, Essex, CT, 06442	$375,000	2	1	806	806 SqFt
52 Pond Meadow Road, Essex, CT, 06442	$445,000	2	2	810	810 SqFt
22 Ebony Lane, Essex, CT, 06442	$625,000	4	3	2,550	2,550 SqFt
9 Brooks Lane, Essex, CT, 06442	$759,900	3	4	2,887	2,887 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/21/2026 @ 08:21

MLS: 24162042 LISTED BY: Kirsten Adams, William Pitt Sotheby's Int'l SOURCE: SmartMLS