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88 Main Street Essex, CT $ 2,600,000
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$ 2,600,000 Get more info
88 Main Street
$ 2,600,000
Back to search
Share Save

88 Main Street

Essex, CT, 06442
$ 2,600,000
Bedrooms5 Baths5.1 Sq 5,234

Monthly Estimate*

$ 16,417

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View a Virtual Tour

Single Family Home for sale in Essex, CT

for $2,600,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,234 square foot home was built in 1849 on a lot size of 1.86.

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. See attachments for an extensive list of house history and improvements. Field Card states 4 bedrooms, but this home operates with 5 bedrooms. To see a virtual tour of his home, clink on the "camera icon" under the listing photos.

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Single Family Active

Price

$ 2,600,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 14,375

Style

Lot Size

1.86

Year Built

1849

Town/City

Essex

MLS | Web ID

24162042
Features
General
Zoning VR
Neighborhood Ivoryton
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.86
Directions #88 Main is located in the heart of Ivoryton next to the Town Post Office.
High School Valley
City Essex
Elementary School Essex
Sq Ft Total 5234
DOM 87
Year Built 1849
Exclusions Chandelier in Parlor Sitting Room
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Salt Water In Ground Pool
Energy Features Programmable Thermostat
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Unfinished
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Exterior
Water Source Public Water Connected
Lot Description Fence - Full Level Lot Professionally Landscaped
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* Excluded Features
List By
Kirsten Adams

Listing Agent

William Pitt Sotheby's Int'l

Broker

kadams@wpsir.com

Email

Affordability Calculator

$17,615
Per Month
93%
7%
0%
Monthly Principal & Interest
$16,417
Monthly Property Taxes
$1,198
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
895425 Elementary School
4789714 Middle School
Valley High School High School
Pricing History
DatePricePrice ChangeDescription
6/9/2026$2,600,000 -7.14% Price Down
4/6/2026$2,800,000 Listed Price

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88 Main Street, Essex, CT, 06442 is a Single Family Home for sale at $2,600,000 with 5,234 sqft and a lot size of 1.86. 88 Main Street has 5 bedrooms, 5.1 baths, and was built in 1849. The property's zip code is 06442 which is in Essex, CT

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