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$1,065,000
3 Beds 2 Baths ACTIVE Status 24192002 MLS
Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River

$825,000
6 Beds 3 Baths ACTIVE Status 24178835 MLS
Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term local tenants, providing stable in-place cash flow with additional upside through lease-up and rent optimization. Deep River continues to experience strong demand driven by its walkable downtown, restaurant scene, boutique retail presence, and proximity to the Connecticut River and shoreline communities. The residential units offer continued rental growth potential in a market with historically limited housing inventory, while the commercial spaces benefit from Main Street visibility and an established small-business environment. The property presents a compelling opportunity for investors seeking a stabilized mixed-use asset with value-add characteristics in a highly desirable shoreline-adjacent location. Projected stabilized income supports significant upside from current operations through continued lease-up strategy and operational optimization. Additionally, recent zoning updates may allow for the addition of residential unit(s) on the 3rd floor, creating a unique future expansion opportunity.

163-165 Main St, Deep River

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