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14 Main Street

East Hampton, Connecticut 06424

PENDING$399,900

Reduced from $429,000

Beds
5
Baths
2
SqFt
1,869
Acres
0.50
Year Built
1790
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 FireplaceVirtual TourPrice Reduced

About This Home

***NEW PRICE! Now offered at $399,900*** Welcome to 14 Main Street, a beautifully restored 1790 Colonial featuring a spacious covered wraparound porch-the perfect place to enjoy morning coffee, summer evenings, and the slower pace of small-town living. This five-bedroom, two-bath home offers over two centuries of character alongside extensive recent improvements. Set on a level half-acre lot within walking distance to downtown East Hampton. Significant updates include new roof/vinyl siding/windows and gutters in 2026. A functional pellet stove adds warmth and charm during New England winters. Inside, you'll find generous living spaces, original character, and room for family, guests, hobbies, or a home office. Outside, enjoy a large yard, mature surroundings, and easy access to shopping, dining, schools, and beautiful Lake Pocotopaug for boating, swimming, and recreation. The major improvements have already been completed, allowing the next owner to simply move in and enjoy all the history, charm, and comfort this special home has to offer.

Key Facts

City/Town
East Hampton
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1790
Days on Market
34 days
Beds
5
Baths
2 full
Living Area
1,869 sq ft
Lot Size
0.50 acres
Property Taxes
$3,971 / Annually

Market Snapshot

The East Hampton Market

Single Family · trailing 12 months

Median Days on Market

35

28 active listings

Median $ / Sq Ft

$261

28 active listings

Sale-to-List Ratio

103.2%

137 sales

How this home compares

List Price

$399,900

vs $657,000 median

39.1% below median

Price / Sq Ft

$214

vs $261 median

18.0% below median

Days on Market

34 days

vs 35 days median

In line with median

Based on 28 active and 137 closed sales (trailing 12 mo) of single family in East Hampton. Source: SmartMLS · As of July 28, 2026.

Location

14 Main Street, East Hampton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,503

per month

  • Principal & Interest$2,039
  • Property Taxes$331
  • Insurance$133
  • HOA$0

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

Location

City/Town
East Hampton
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1790
New Construction
No/Resale
Living Area
1,869 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot WaterOther
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Basement
Appliances
Electric RangeMicrowaveRefrigeratorDishwasher
Basement
FullUnfinishedHatchway AccessInterior AccessConcrete FloorFull With Hatchway
In-Law Apartment
No

Exterior & Lot

Lot Size
0.50 acres
Zoning
R-1S
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Porch-Wrap AroundPorchWrap Around DeckDeckGutters
Lot Description
Level LotCleared

Listing & Financials

Property Taxes
$3,971 / Annually
Days on Market
34
MLS #
24185448
MLS Status
Under Contract

Similar Properties

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

Listed By

Marie Griffin

(860) 638-9150

William Raveis Real Estate

(203) 453-0391

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 7:45 AM UTC.