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.
For sale
$825,000
163-165 Main Street, Deep River, CT 06417
6beds
4,184sqft
Multi Family
Built in 1850
-- sqft lot
$-- Zestimate®
$197/sqft
$-- HOA
What's special
Main street visibility
- 40 days |
- 322 |
- 17 |
Zillow last checked:
Listing updated:
Listed by:
Connor T. Wenchell (860)343-7800,
VC Property Group, LLC 860-300-3102
Source: Smart MLS,MLS#: 24178835
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Forced Air, Oil, Propane
Cooling
- Window Unit(s)
Appliances
- Included: Water Heater
- Laundry: None
Features
- Basement: Full,Interior Entry
- Attic: Storage,Partially Finished,Walk-up
- Has fireplace: No
Interior area
- Total structure area: 4,184
- Total interior livable area: 4,184 sqft
- Finished area above ground: 4,184
Property
Lot
- Size: 3,049 Square Feet
- Features: Corner Lot, Level, Historic District
Details
- Parcel number: 962381
- Zoning: VCD
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors,Other
- Property subtype: Multi Family
Materials
- Aluminum Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1850
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Deep River
Financial & listing details
- Price per square foot: $197/sqft
- Tax assessed value: $331,240
- Annual tax amount: $10,593
- Date on market: 5/28/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/28/2026 | Listed for sale | $825,000-11.8%$197/sqft |
Source: | ||
| 3/21/2026 | Listing removed | $1,500 |
Source: Zillow Rentals Report a problem | ||
| 3/11/2026 | Listed for rent | $1,500 |
Source: Zillow Rentals Report a problem | ||
| 10/1/2025 | Listing removed | $935,000$223/sqft |
Source: | ||
| 7/16/2025 | Price change | $935,000-5.1%$223/sqft |
Source: | ||
| 4/18/2025 | Price change | $985,000+2.1%$235/sqft |
Source: | ||
| 3/3/2025 | Listed for sale | $965,000$231/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Deep River Center
Nearby schools
GreatSchools rating
- 7/10Deep River Elementary SchoolGrades: PK-6Distance: 0.1 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 1.8 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Deep River
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Deep River
- 06417
- Deep River Center
- 163-165 Main Street








