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101 North Main Street

Essex, Connecticut 06426

PENDING$1,695,000

Reduced from $1,849,000

Beds
4
Baths
3 | 1
SqFt
3,724
Acres
0.84
Year Built
1818
Matt Caiola

Matt Caiola

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About This Home

Nestled in the heart of Essex Village along one of its most picturesque streets, this iconic c.1818 home welcomes you with a charming wraparound covered front porch, an inviting place to sit and relax. Inside, you'll find a perfect blend of timeless character and thoughtful modern updates, creating a home is both beautiful and comfortable. At its heart is a custom chef's kitchen featuring solid wood cabinetry, granite countertops, a Wolf 6-burner range, dual sinks, and complete with a well appointed butler's pantry. The kitchen flows seamlessly into a dining and seating area that opens to the patio & backyard. A sun filled, cozy family room with a stone floor and fireplace provides the perfect setting for quiet evenings or casual gatherings. Formal living and dining rooms, along with, half bath, and mudroom, complete this level. Upstairs, the spacious primary suite serves as a true retreat, offering dual walk-in closets, a fireplace, and a spa like bathroom. Three additional bedrooms and two full baths provide plenty of space for family and guests, while a walk-up attic adds convenient storage. French doors open to a beautiful bluestone patio overlooking the spacious fenced backyard-ideal for outdoor entertaining or simply enjoying peaceful moments at home. A handsome two-car carriage house includes a heated garage and a finished (permitted/legal) upper level apartment with a full bath, perfect for a guest suite, studio, or private office.

Key Facts

City/Town
Essex
Neighborhood
Essex Village
Property / Style
Single Family · Colonial
Year Built
1818
Days on Market
132 days
Beds
4
Baths
3 full · 1 half
Living Area
3,724 sq ft
Lot Size
0.84 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$14,736 / Annually

Market Snapshot

The Essex Market

Single Family · trailing 12 months

Median Days on Market

40

23 active listings

Median $ / Sq Ft

$500

23 active listings

Sale-to-List Ratio

100.0%

76 sales

How this home compares

List Price

$1.70M

vs $1.15M median

47.4% above median

Price / Sq Ft

$455

vs $500 median

9.0% below median

Days on Market

132 days

vs 40 days median

92 days longer than median

Based on 23 active and 76 closed sales (trailing 12 mo) of single family in Essex. Source: SmartMLS · As of July 28, 2026.

Location

101 North Main Street, Essex, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,435

per month

  • Principal & Interest$8,642
  • Property Taxes$1,228
  • Insurance$565
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Essex
Neighborhood
Essex Village
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1818
New Construction
No/Resale
Living Area
3,724 sq ft

Schools

Elementary
Essex
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
3
Laundry
Upper Level
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryer
Basement
FullUnfinishedInterior AccessFull With Hatchway
In-Law Apartment
YesDetachedOver Garage
Interior Features
Auto Garage Door Opener
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
0.84 acres
Zoning
VR
Garage / Parking
2 garage spaces8 total parking spacesDetached GarageDrivewayCrushed Stone
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
SidewalkPorchGarden AreaGuest HousePatio
Lot Description
DryLevel LotClearedOpen Lot

Listing & Financials

Property Taxes
$14,736 / Annually
Days on Market
132
MLS #
24160026
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jodi Strycharz

(860) 884-3011

William Pitt Sotheby's Int'l

(860) 767-7488

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 6:55 AM UTC.