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163-165 Main Street, Deep River CT 06417

Current Price: $985,000

3 beds 2 baths 4184 sq. ft

Last Update: 6/20/2025

Property Type: Multi-Family For Sale

Public Remarks

EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the towns building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor Penthouse get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have been adjusted allowing the semi-finished third floor to be converted into a livable penthouse suite, and these revisions took effect on April 17, 2025. Whats so great about this, is that we can now broker bridge financing that cuts the required down payment in HALF, for a total estimated Cash to Close of $230k. The beautiful new Penthouse suite will generate an additional $3,750 per month in rental income, pushing the ARV to $1.7 MILLION. This is a once in a life-time opportunity to purchase a Class B asset with very little down and potentially TAKE ALL OF YOUR CASH OUT OF THE DEAL upon closing the back end refinance, not to mention the 19% yearly return. DO NOT MISS OUT ON THIS EXTRAORDINARY OPPORTUNITY.

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 Jos Corner Restaurant and the Anchor and Compass clothing store) along with three residential units on the second floor. The attic space is a pleasant surprise with over ten-foot tall ceilings, just waiting to be re-developed into a beautiful Penthouse suite. The history remains unclear, but a secret society may have inhabited this cozy attic space for events over its 175 years of history. Dont fear however because the overall stability of the occupied units in combination with the add-value potential demands a rare value that is worth passing down to future generations. Prospective buyers responsible for independently verifying all information during their due diligence period.

Map to Property at 163-165 Main Street, Deep River CT 06417


Park anywhere in downtown Deep River. Very walkable location!

Residential Property Information for 163-165 Main Street, Deep River CT 06417

MLS #: 24077841

Style: Units on different Floors,Other

Color:

Total Rooms:

Bedrooms: 3

Bathrooms: 2

Acres: 0.07

Year Built: 1850 (Public Records)

New Construction: No/Resale

Home Warranty Offered:

Property Tax: $10,394

Zoning: VCD

Mil Rate:

Assessed Value: $331,240 

Potential Short Sale:

Square Footage: Estimated HEATED Sq.Ft. above grade is 4184; below grade sq feet total is ; total sq ft is 4184

Features
Laundry Location & Info: None 
Fireplaces: 0
Basement Desc.: Full,Interior Access,Full With Hatchway
Exterior Siding: Aluminum
Foundation: Stone
Roof: Asphalt Shingle
Parking Spaces: 0
Garage/Parking Type: None
Swimming Pool: 0
Waterfront Feat.: Not Applicable
Lot Description: Corner Lot,Level Lot,Historic District
Occupied: Tenant
Utility Information

Hot Water System

Heat Type:

Fueled By: Hot Air.

Cooling: Window Unit

Fuel Tank Location: In Basement

Water Service: Public Water Connected

Sewage System: Public Sewer Connected

School Information

Elementary: Deep River

Intermediate:

Middle:

High School: Per Board of Ed

Marketing History

Current List Price: $985,000

Original List Price: $965,000

DOM: 111

Listing Date: 3/1/2025

Last Updated: 4/18/2025 5:53:33 PM

Listing Agent and Broker

List Agent Name: Connor Wenchell

List Office Name: VC Property Group, LLC