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87 Main Street

Deep River, Connecticut 06417

ACTIVE - NEW$1,150,000
Beds
8
Baths
6
SqFt
7,300
Acres
0.44
Year Built
1850
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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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

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

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,246

per 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

Similar Properties

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Listed By

Anthony Velez

VC Property Group, LLC

(860) 300-3102

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.