209 Main
Deep River, CT, 06417
$1,199,999
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.
Current real estate data for Single Family in Deep River as of Jun 18, 2026
17
Single Family Listed
61
Avg DOM
335
Avg $ / SqFt
$982,823
Avg List Price
Listing Provided Courtesy of Diane Devries at William Pitt Sotheby’s Int’l
Property Details
Price:
$1,199,999
MLS #:
24179935
Status:
Active
Beds:
9
Baths:
9
Type:
Single Family
Neighborhood:
na
Listed Date:
Jun 1, 2026
Finished Sq Ft:
4,982
Lot Size:
19,602 sqft / 0.45 acres (approx)
Year Built:
1845
Schools
Elementary School:
Deep River
High School:
Per Board of Ed
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Community
- Address209 Main Deep River CT
- NeighborhoodN/A
- CityDeep River
- CountyMiddlesex
- Zip Code06417
Property Summary
- 209 Main Deep River CT is a Single Family for sale in Deep River, CT, 06417. It is listed for $1,199,999 and features 9 beds, 9 baths, and has approximately 4,982 square feet of living space, and was originally constructed in 1845. The current price per square foot is $241. The average price per square foot for Single Family listings in Deep River is $335. The average listing price for Single Family in Deep River is $982,823.
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209 Main
Deep River, CT


