240 Main Street
Deep River, Connecticut 06417
- Beds
- 3
- Baths
- 2
- SqFt
- 1,694
- Acres
- 0.26
- Year Built
- 1880
- 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
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
Active Listings
11
13 under contract
Median List Price
$769,000
11 active listings
Median Closed Price
$454,000
47 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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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.