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38 Main Street

Deep River, Connecticut 06417

ACTIVE$650,000
Beds
4
Baths
2 | 2
SqFt
2,560
Acres
1.47
Year Built
2006
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,159

per 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.

Listed By

Sue Bowes

(860) 235-6448

RE/MAX on the Bay

(860) 739-0888

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.