Skip to main content

240 Main Street

Deep River, Connecticut 06417

COMING SOON - NEW$599,900
Beds
3
Baths
2
SqFt
1,694
Acres
0.26
Year Built
1880
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt

About This Home

Walking distance to Downtown and a brand new roof! Welcome to 240 Main Street. Full of character and warm appeal, this 3-bedroom, 2-full-bath home offers a unique combination of indoor comfort and a prime outdoor setting. Step inside to discover a beautiful, well-appointed kitchen outfitted with a professional Jade stove-perfect for culinary enthusiasts-with views opening out to a beautifully landscaped, private backyard retreat. Built-ins and original details continue throughout the entire home, while thoughtful updates maximize the use of living space. With lots of flex space in the barn, the first floor hosts amazing space for a gym, second office, hobby room or a billiard room. Upstairs, a private office provides a quiet work-from-home setup. Outdoors, the peaceful, tree-lined yard includes a charming potting shed and abuts a serene church field for maximum privacy. Positioned right across the street from the local park, playground, and baseball fields, you'll enjoy front-row access to community recreation while maintaining your own private oasis. Schedule your private tour today!

Key Facts

City/Town
Deep River
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1880
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,694 sq ft
Lot Size
0.26 acres
Property Taxes
$7,037 / Annually

Market Snapshot

The Deep River Market

Single Family · trailing 12 months

Median Days on Market

70

11 active listings

Median $ / Sq Ft

$320

11 active listings

Sale-to-List Ratio

100.7%

47 sales

How this home compares

List Price

$599,900

vs $769,000 median

22.0% below median

Price / Sq Ft

$354

vs $320 median

10.6% above median

Days on Market

0 days

vs 70 days median

70 days fresher than median

Based on 11 active and 47 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of October 5, 2026.

Location

240 Main Street, Deep River, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,070

per month

  • Principal & Interest$3,284
  • Property Taxes$586
  • Insurance$200
  • HOA$0

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

Location

City/Town
Deep River
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1880
New Construction
No/Resale
Living Area
1,694 sq ft

Schools

Elementary
Deep River
Middle
Regional District 4
High
Valley

Interior

Heating
Hot Water
Heat Fuel
Gas In Street
Cooling
Window Unit
Laundry
Main Level
Laundry Location
Main Floor
Appliances
Oven/RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
Basement
FullStorageInterior AccessConcrete Floor
In-Law Apartment
Possible
Interior Features
Cable - Available
Additional Rooms
Exercise RoomLaundry RoomMud RoomWorkshop

Exterior & Lot

Lot Size
0.26 acres
Zoning
VMU
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
Tan
Roof
Asphalt Shingle
Foundation
Brick
Exterior Features
Porch-EnclosedSidewalkBreezewayShedPorchBarnGuttersPatio
Lot Description
Fence - PartialLevel Lot

Listing & Financials

Property Taxes
$7,037 / Annually
Days on Market
0
MLS #
24200740
MLS Status
Coming Soon

Similar Properties

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

Listed By

Teri Lewis

(860) 227-7913

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 10/5/2026. 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 10/5/2026 at 5:50 PM UTC.