87 Main Street
Deep River, CT, 06417 $ 1,350,000
Bedrooms7 Baths6.0 Sq 3,787 Monthly Estimate*
$ 8,312
for $1,350,000 with 7 bedrooms and 6 full baths. This 3,787 square foot home was built in 1850 on a lot size of 0.44.
VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, combining stabilized mixed-use income with embedded residential value and development optionality. The offering is located within the Lower Connecticut River Valley, a supply-constrained submarket anchored by the highly sought-after river towns of Chester and Essex. These neighboring markets are characterized by limited inventory, strong owner-occupant demand, boutique retail corridors, and persistent pricing pressure driven by waterfront proximity and historic town centers. As a result, Deep River functions as a relative value alternative to Chester and Essex, capturing demand spillover from buyers and renters priced out of those markets while maintaining access to the same employment base, lifestyle amenities, and regional appeal. This dynamic supports durable residential demand, Main Street retail tenancy, and long-term appreciation. The property is strategically located just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, placing it within immediate reach of the region's vibrant village centers, restaurants, boutique retail, and waterfront amenities that define the Lower Connecticut River Valley lifestyle. Opportunities to acquire mixed-use assets with additional residential land optionality in this highly desirable corridor are extremely limited, particularly within walkable Main Street environments. The assemblage includes: 87 Main Street - a single parcel improved with: * A 5-unit mixed-use building (four residential apartments + one street-level retail unit) * A separate single-family residence 55 Prospect Street - a contiguous vacant parcel under common ownership consisting of approximately 0.3 acres Together, the parcels create a flexible investment opportunity blending stabilized income with residential and land-based value creation. Combined Investment Thesis This offering is best viewed as a hybrid income + land strategy, combining stabilized cash flow with residential and land-driven value creation. * Immediate cash flow from a stabilized mixed-use building (4 residential units + 1 retail unit) * Embedded residential value from an existing single-family residence located on the same parcel * Additional upside and flexibility provided by a separate, contiguous vacant lot The adjacent vacant parcel introduces two distinct, executable strategies. Lot Line Adjustment + Residential Monetization The vacant parcel can be administratively reconfigured and attached to the existing single-family residence, increasing lot size, usable yard area, and parking. This process requires only a municipal lot line adjustment, limited to redrawing parcel boundaries and not dependent on new construction, density increases, or zoning variances. Once reconfigured, the single-family residence can be sold as a standalone residential asset with its own defined lot, supporting an estimated resale value of approximately $750,000, based on local residential pricing dynamics. Proceeds from the residential disposition can significantly reduce an investor's basis in the income-producing mixed-use asset, effectively allowing the buyer to retain the stabilized property at a materially lower net cost.
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FeaturesGeneralZoning VMU
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.44
Directions Call Agent
High School Per Board of Ed
City Deep River
Elementary School Per Board of Ed
Sq Ft Total 3787
DOM 1
Year Built 1850
Style Units on different Floors
Year Built Source Public Records
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InteriorCooling System None
Total Number of Units 5
Total Rooms 23
Basement Description Full
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByAnthony VelezListing Agent
Vc Property Group, LlcBroker
anthony.velez@vcpropertygrp.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $8,312
- Monthly Property Taxes
- $999
- 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.
Learn more about how to save NearbyMulti-family listings in Deep River, CT
Average List Price $689,000
Percent of Sale Price 49%
About Deep River, CT 4,528 Population
-2% Since 2002
$ 72,500 Median Income
46.87 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/10/2026 | $1,350,000 | | Listed Price |