87 Main Street Deep River, CT $ 1,350,000
87 Main Street
$ 1,350,000
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87 Main Street

Deep River, CT, 06417
$ 1,350,000
Bedrooms7 Baths6.0 Sq 3,787

Monthly Estimate*

$ 8,312

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Multi-Family Home for sale in Deep River, CT

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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Multi-Family Active

Price

$ 1,350,000

Bedrooms

7

Full Bath

6

Property Type

Multi-Family

Taxes

$ 11,992

Style

Lot Size

0.44

Year Built

1850

Town/City

Deep River

MLS | Web ID

24158639

Features
General
Zoning 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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Interior
Cooling System None
Total Number of Units 5
Total Rooms 23
Basement Description Full
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Anthony Velez

Listing Agent

Vc Property Group, Llc

Broker

anthony.velez@vcpropertygrp.com

Email

Affordability Calculator

$9,312
Per Month
89%
11%
0%
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.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
3/10/2026$1,350,000 Listed Price

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87 Main Street, Deep River, CT, 06417 is a Multi-Family Home for sale at $1,350,000 with 3,787 sqft and a lot size of 0.44. 87 Main Street has 7 bedrooms, 6.0 baths, and was built in 1850. The property's zip code is 06417 which is in Deep River, CT