87 Main Street
Deep River, Connecticut 06417
- Beds
- 8
- Baths
- 6
- SqFt
- 7,300
- Acres
- 0.44
- Year Built
- 1850
- Property Type
- 5+ Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighboring Chester and Essex. The assemblage offers immediate cash flow with meaningful long-term upside, including the potential for a municipal lot line adjustment to combine the vacant parcel with the single-family residence, creating a premium residential asset, or to retain the parcel for future single-family development. Combining stabilized income, intrinsic residential value, and embedded development optionality, this offering presents a compelling investment opportunity in one of Connecticut's most desirable river communities.
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1850
- Days on Market
- 7 days
- Beds
- 8
- Baths
- 6 full
- Living Area
- 7,300 sq ft
- Lot Size
- 0.44 acres
- Property Taxes
- $11,992 / Annually
Market Snapshot
The Deep River Market
Multi-Family · trailing 12 months
Active Listings
3
Deep River inventory
Median List Price
$825,000
3 active listings
Median Closed Price
$455,000
2 sales
Median Days on Market
62
3 active listings
Median $ / Sq Ft
$197
3 active listings
Sale-to-List Ratio
95.4%
2 sales
How this home compares
List Price
$1.15M
vs $825,000 median
39.4% above median
Price / Sq Ft
$158
vs $197 median
19.8% below median
Days on Market
7 days
vs 62 days median
55 days fresher than median
Based on 3 active and 2 closed sales (trailing 12 mo) of multi-family in Deep River. Source: SmartMLS · As of July 29, 2026.
Location
87 Main Street, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,864
- Property Taxes$999
- Insurance$383
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Deep River
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Multi-Family
- Subtype
- 5 Family+
- Style
- Units on different Floors
- Year Built
- 1850
- New Construction
- No/Resale
- Living Area
- 7,300 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.44 acres
- Zoning
- VMU
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $11,992 / Annually
- Days on Market
- 7
- MLS #
- 24193614
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 10:10 AM UTC.