209 Main Street Deep River, CT $ 1,199,999
209 Main Street
$ 1,199,999
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209 Main Street

Deep River, CT, 06417
$ 1,199,999
Bedrooms-- Baths9.0 Sq 4,982

Monthly Estimate*

$ 7,486

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Commercial Property for sale in Deep River, CT

for $1,199,999 with 9 full baths. This 4,982 square foot building was built in 1845 on a lot size of 0.45.

Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the home, including a magnificent 12' natural stone Rumford. A carefully designed addition in 1987 doubled the home's size while maintaining its period character, offering multiple living and dining spaces with warmth and versatility for everyday living and entertaining. Seven bedrooms, each with its own private bath, ensure comfort and privacy for family and guests alike. The third-floor suite is particularly inviting, offering a wood-burning fireplace, and serene separation-ideal for extended family or as a luxurious guest retreat. A recent kitchen addition provides true in-law apartment flexibility without compromising the home's cohesive design. Lush perennial gardens are softly illuminated at dusk, while a locally crafted white oak pergola anchors a beautiful stone terrace. Enjoy the cast iron fire pit as evening settles in, surrounded by the romance of New England landscape design. Nestled in the heart of Deep River, you'll enjoy village living at its finest-charming shops, riverside restaurants, nearby Long Island Sound, wineries, and cultural venues, all while just two hours from both New York and Boston. This is more than a home; it is a rare opportunity to own a piece of New England history, lovingly preserved and poised for your next chapter. Formerly a celebrated, award-winning New England Bed & Breakfast, the property is thoughtfully designed to be converted back to an Inn with ease. Currently used as a private residence with two Airbnb guest suites accessed by a separate entrance, it presents an exceptional opportunity for multi-use living, income generation, or a return to hospitality.

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Commercial Active

Price

$ 1,199,999

Full Bath

9

Property Type

Commercial

Taxes

$ 14,667

Style

Lot Size

0.45

Year Built

1845

Town/City

Deep River

MLS | Web ID

24140636

Features
General
Zoning VCD
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Location Downtown Historic Area
Property Type Commercial For Sale
Status Active
Acres 0.45
Directions GPS Friendly
City Deep River
Sq Ft Total 4982
DOM 18
Year Built 1845
Exclusions Cast Iron Fire Pit
Present Use Residence
Handicap Features Bath Grab Bars
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Interior
Utilities Available Electric Gas Cable Available
Cooling System Split System Wall Unit
Total Number of Units 9
Flooring Wood
Total Rooms 0
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Diane Devries

Listing Agent

William Pitt Sotheby's Int'l

Broker

ddevries@williampitt.com

Email

Affordability Calculator

$8,709
Per Month
86%
14%
0%
Monthly Principal & Interest
$7,486
Monthly Property Taxes
$1,222
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/18/2025$1,199,999 Listed Price

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209 Main Street, Deep River, CT, 06417 is a Commercial Property for sale at $1,199,999 with 4,982 sqft and a lot size of 0.45. 209 Main Street has 9.0 baths and was built in 1845. The property's zip code is 06417 which is in Deep River, CT