38 Main Street
Deep River, Connecticut 06417
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 2,560
- Acres
- 1.47
- Year Built
- 2006
- 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
Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors open to the formal living room on the right. The living room features hardwood floors and a cozy gas fireplace, providing a warm and inviting atmosphere. The kitchen was updated in 2023 with the finest material including a 5 burner gas range with an additional island oven, quartz and butcher block countertops and a casual eat-in area with sliders leading to the rear deck. To the right of the kitchen area is a convenient laundry closet along with a half bath and mudroom area adding to the home's functionality. Just off the kitchen is a spacious family room with its own private entrance, large windows bringing in natural light and a half bath offering endless possibilities for home office, in-home business, guest space or recreation room. The second floor features a generous primary suite complete with a walk-in closet and private bath with jacuzzi tub and separate shower. Three additional bedrooms and a full bath provide ample space for family and guests. Split-unit systems provide additional heating and cooling on both levels, offering year-round comfort and energy efficiency.
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2006
- Days on Market
- 39 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 2,560 sq ft
- Lot Size
- 1.47 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $7,531 / Annually
Market Snapshot
The Deep River Market
Single Family · trailing 12 months
Active Listings
10
12 under contract
Median List Price
$887,000
10 active listings
Median Closed Price
$457,000
42 sales
Median Days on Market
33
10 active listings
Median $ / Sq Ft
$317
10 active listings
Sale-to-List Ratio
100.0%
42 sales
How this home compares
List Price
$650,000
vs $887,000 median
26.7% below median
Price / Sq Ft
$254
vs $317 median
19.9% below median
Days on Market
39 days
vs 33 days median
6 days longer than median
Based on 10 active and 42 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of July 28, 2026.
Location
38 Main Street, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,314
- Property Taxes$628
- Insurance$217
- 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
- 2006
- New Construction
- No/Resale
- Living Area
- 2,560 sq ft
Schools
- Elementary
- Deep River
- Middle
- Per Board of Ed
- High
- Valley
Interior
- Heating
- BaseboardWall UnitZoned
- Heat Fuel
- ElectricOilPropane
- Cooling
- Ceiling FansSplit System
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeWall OvenRange HoodRefrigeratorIcemakerDishwasherWasherDryer
- Basement
- FullStorageGarage AccessInterior AccessConcrete FloorFull With Walk-Out
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - AvailableCable - Pre-wired
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 1.47 acres
- Zoning
- R30
- Garage / Parking
- 2 garage spaces4 total parking spacesUnder House GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersLightingStone WallKennelPatio
- Lot Description
- Lightly WoodedSloping Lot
Listing & Financials
- Property Taxes
- $7,531 / Annually
- Days on Market
- 39
- MLS #
- 24185333
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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 6:10 AM UTC.