14 Main Street
East Hampton, Connecticut 06424
Reduced from $429,000
- Beds
- 5
- Baths
- 2
- SqFt
- 1,869
- Acres
- 0.50
- Year Built
- 1790
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
28
34 under contract
Median List Price
$657,000
28 active listings
Median Closed Price
$450,000
137 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.