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209 Main Street, 
Deep River, CT 06417

$1,199,999


9

Beds


9

Baths


4,982

Sq Ft


Single Family

Active

Listed by

Diane Devries, (860) 204-7645

William Pitt Sotheby'S Int'L, (203) 245-6700

(203) 245-6700

Last updated:

August 30, 2026, 11:57 AM

MLS#

24179935

Source:

CT

About This Home

209 Main Street

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.

Home Facts

Single Family

9 Baths

9 Bedrooms

Built in 1845

Price Summary

1,199,999

$240 per Sq. Ft.

MLS #:

24179935

Last Updated:

August 30, 2026, 11:57 AM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

9

Bathrooms

Total Bathrooms:

9

Full Bathrooms:

9

Interior

Living Area:

4,982 Sq. Ft.


Structure

Structure

Architectural Style:

Antique, Colonial

Building Area:

4,982 Sq. Ft.

Year Built:

1845


Lot

Lot Size (Sq. Ft):

19,602


Finances & Disclosures

Finances

Price:

$1,199,999

Price per Sq. Ft:

$240 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.