163 Main St

Deep River, CT 06417

$899,000
Price
6
Beds
4,184 Sq. Ft.
$215 / Sq. Ft.
4,184
Sq. Ft.
$215
per Sq. Ft.
Virtual Tour
Virtual Tour
a front view of a residential apartment building with a yard
a building view with sitting space
a front view of residential houses
an aerial view of multiple house
a view of path along with retail shop and buildings
a view of a room with gym equipment
a view of a room with gym equipment
a view of walk in closet with clothes and shoes
a view of walk in closet with clothes and shoes
a living room with lots of furniture and a flat screen tv
a view of a dining room with furniture and wooden floor
a view of a dining room with furniture window and outside view
a living room with furniture and a large window
a living room with furniture wooden floor and a large window
a storage room with stainless steel appliances wooden floor and view living room
a kitchen with a stove and a wooden floor
a very nice looking room with a couch
a view of a kitchen with fridge and workspace
a living room with lots of furniture and flowers
a view of storage and utility room
a bedroom with a bed and a wooden floor
a kitchen with granite countertop white cabinets and white appliances
a kitchen with refrigerator and cabinets
a room with gym equipment and a window
a bedroom with bed and a window
a bathroom with a toilet sink and mirror
a bedroom with a bed and a lamp on the dresser
a view of a livingroom with furniture
a view of a dining room with furniture
a living room with furniture and wooden floor
a living room with furniture and a flat screen tv
a bathroom with a sink and toilet
a living room with furniture a large window and wooden floor
a living room with furniture
a bed room with furniture and gym equipment
a view of a room with gym equipment
a view of a room with gym equipment and wooden floor

Description

The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet of semi-finished attic space. We recently met with the town's building inspector and fire marshal for...The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet of semi-finished attic space. We recently met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into additional living space. An amendment to mixed-use zoning code took effect on April 17, 2025 making the build out a possibility. Given this tremendous change to zoning code, we can now broker bridge financing terms to pursue the build out up to 80% LTC for well qualified borrowers. This will cut the required down payment in half with proforma income supporting an ARV upwards of $1.5 Million.
  1. Listed by Connor T Wenchell • VC Property Group, LLC
    P: (860)-343-7800 C: (860)-343-7800 leads@vcpropertygrp.com

Property Details for 163 Main Street

Basement Description
Full, Interior Access, Full With Hatchway
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Units on different Floors, Other
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 11/10/2025 07:15 PM

Property Details for 163 Main Street

StatusActive
MLS #24135337
Days on Market44
Taxes$10,593 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 5 Family+
Year Built1850
Lot Size0.07 AC / 3,049 SF
CountyMiddlesex County

Location

Listing Courtesy of VC Property Group, LLC, Connor T Wenchell
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Building Information for 163 Main Street

Stories-Residences5Year Built1850Building Size-Lot Size0.07 AC / 3,049 SF

Payment Calculator

$5,325 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,442

Property Taxes

$883

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 163 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Deep River
  • High School: Per Board of Ed
  • Latitude: 41.38596
  • Longitude: -72.43557
  • State: Connecticut
  • Street No Extension: 165
Parking
  • Parking Total Spaces: 0
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,593
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Storage Space, Partially Finished, Walk-up
  • Cooling System: Window Unit
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: None
  • Rooms Total: 12
Room 5
  • Listing Key: 41C409B4629ABE73E0631A01100A04E8
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Aluminum
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 4184
Lot Information
  • Lot Description: Corner Lot, Level Lot, Historic District
  • Parcel Number: 962381
  • Sq Ft Est Heated Above Grade: 4184.0
  • Sq Ft Total: 4184.0
  • Zoning: VCD
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Oil, 50 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Gross Annual Expense: 33505
  • Gross Annual Income: 91477
  • Net Operating Income: $56,508
  • Occupied By: Tenant
  • Total Number of Units: 5
  • Total Rooms Multi Family: 12
Unit 1
  • Lease: Leased
  • Unit Average Sq Ft: 600
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 11-10-2025
  • Unit Monthly Rent: $1,400
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
Unit 2
  • Lease: Leased
  • Unit Average Sq Ft: 1200
  • Unit Entry Order: 4
  • Unit Modified Date: 11-10-2025
  • Unit Monthly Rent: $1,644
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 1
  • Unit Occupied By: Tenant
Unit 3
  • Lease: Leased
  • Unit Average Sq Ft: 600
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 11-10-2025
  • Unit Monthly Rent: $1,395
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
Unit 4
  • Lease: Leased
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 11-10-2025
  • Unit Monthly Rent: $1,270
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant
Unit 5
  • Lease: Leased
  • Unit Average Sq Ft: 1000
  • Unit Entry Order: 5
  • Unit Modified Date: 11-10-2025
  • Unit Monthly Rent: $1,913
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 1
  • Unit Occupied By: Tenant

Property History for 163 Main Street

DateEvent & SourcePriceAppreciation
Sep 3, 1999

Closed (Public Record)

Public Record #92015706

$197,500—
DateEvent & SourcePrice
09/03/1999

Closed (Public Record)

Public Record #92015706

$197,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 163 Main Street

Taxable ValueLand$80,920Additions$250,320Total$331,240
Tax Record2023$10,394 ($866 / month)
Home Facts
Total Finished SqFt4,184 SqFtAbove Grade Finished SqFt4,184 SqFtUnfinished Basement SqFt1,428 SqFtStories3Lot Size3,049 SqFtStyleDepartment StoreYear Built1850ZoningVCDCountyMIDDLESEXAPNDEEP M:57 L:98

Schools near 163 Main Street

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Deep River Elementary School
Public - K to 6
John Winthrop Middle School
Public - 6 to 8
Valley Regional High School
Public - 9 to 12
Mt Saint John
Private - 9 to 12
Rating
School
Distance
Deep River Elementary School
PublicK to 6

John Winthrop Middle School
Public6 to 8

Valley Regional High School
Public9 to 12

Mt Saint John
Private9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 163 Main Street, Deep River, CT 06417

163 Main Street is a multi-family home for sale in Deep River, CT 06417. This property was listed for sale on October 22, 2025 by VC Property Group, LLC, it's currently listed at $899,000. It has been on the market for a total of 44 days and was last sold on September 3, 1999. This listing's school districts are Regional School District 04, Deep River School District. Nearby schools include Deep River Elementary School, John Winthrop Middle School and Valley Regional High School. 163 Main Street is a 6-bed, 3-bath, 4,184 sqft multi-family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of VC Property Group, LLC, Connor T Wenchell

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.