163-165 Main Street Deep River, CT $ 825,000
163-165 Main Street
$ 825,000
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163-165 Main Street

Deep River, CT, 06417
$ 825,000
Bedrooms6 Baths3.0 Sq 4,184

Monthly Estimate*

$ 5,080

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Multi-Family Home for sale in Deep River, CT

for $825,000 with 6 bedrooms and 3 full baths. This 4,184 square foot home was built in 1850 on a lot size of 0.07.

Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term local tenants, providing stable in-place cash flow with additional upside through lease-up and rent optimization. Deep River continues to experience strong demand driven by its walkable downtown, restaurant scene, boutique retail presence, and proximity to the Connecticut River and shoreline communities. The residential units offer continued rental growth potential in a market with historically limited housing inventory, while the commercial spaces benefit from Main Street visibility and an established small-business environment. The property presents a compelling opportunity for investors seeking a stabilized mixed-use asset with value-add characteristics in a highly desirable shoreline-adjacent location. Projected stabilized income supports significant upside from current operations through continued lease-up strategy and operational optimization. Additionally, recent zoning updates may allow for the addition of residential unit(s) on the 3rd floor, creating a unique future expansion opportunity. Approximately 1,200 SF of unfinished 3rd floor space offers potential for additional residential development, subject to zoning and municipal approvals. ARV with an additional $2,500 in monthly income assigned to 3rd floor unit(s) yields a $1.475M valuation at a 7 CAP, which is appropriate for a 7 CAP market.

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Multi-Family Active

Price

$ 825,000

Bedrooms

6

Full Bath

3

Property Type

Multi-Family

Taxes

$ 10,593

Style

Lot Size

0.07

Year Built

1850

Town/City

Deep River

MLS | Web ID

24178835

Features
General
Zoning VCD
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.07
Directions GPS
High School Per Board of Ed
City Deep River
Elementary School Deep River
Sq Ft Total 4184
DOM 9
Year Built 1850
Style Units on different Floors Other
Year Built Source Public Records
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Interior
Cooling System Window Unit
Total Number of Units 5
Total Rooms 12
Basement Description Full Interior Access Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Corner Lot Level Lot Historic District
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* Excluded Features
List By
Connor Wenchell

Listing Agent

Vc Property Group, Llc

Broker

leads@vcpropertygrp.com

Email

Affordability Calculator

$5,962
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,080
Monthly Property Taxes
$883
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4446206 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
5/28/2026$825,000 Listed Price

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163-165 Main Street, Deep River, CT, 06417 is a Multi-Family Home for sale at $825,000 with 4,184 sqft and a lot size of 0.07. 163-165 Main Street has 6 bedrooms, 3.0 baths, and was built in 1850. The property's zip code is 06417 which is in Deep River, CT