209 Main Street, Deep River, CT 06417 (MLS # 24179935)

Price $1,199,999
Status Active
Beds 9
Baths 9 Baths
Home size 4,982 sqft
Lot Size 19,602 sqft
Days on Market 26
Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.
Property Type(s): Single Family
Last Updated 6/1/2026 Year Built 1845
County Middlesex

SCHOOLS

Elementary School Deep River
Jr. High School Per Board of Ed
High School Per Board of Ed

Additional Details

AIR Window Unit(s)
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Cooktop, Gas Range, Microwave, Oven, Refrigerator, Washer
BASEMENT Concrete, Full, Storage Space, Yes
CONSTRUCTION Clapboard, Frame
EXTERIOR Garden
FIREPLACE Yes
HEAT Hot Water, Natural Gas, Oil
INTERIOR In-Law Floorplan
LOT 0.45 acre(s)
LOT DESCRIPTION Level
PARKING Gravel, Driveway
SEWER Public Sewer
STYLE Antique, Colonial
TAXES 14667
WATER Public
ZONING VCD

Location

 

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Listing courtesy of William Pitt Sotheby's Int'l
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