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

209 Main Street

Deep River, CT, 06417
$ 1,199,999
Bedrooms9 Baths9.0 Sq 4,982

Monthly Estimate*

$ 7,486

209 Main Street, Deep River, CT 06417 - Image 1
209 Main Street, Deep River, CT 06417 - Image 2
209 Main Street, Deep River, CT 06417 - Image 3
209 Main Street, Deep River, CT 06417 - Image 4
209 Main Street, Deep River, CT 06417 - Image 5
209 Main Street, Deep River, CT 06417 - Image 6
209 Main Street, Deep River, CT 06417 - Image 7
209 Main Street, Deep River, CT 06417 - Image 8
209 Main Street, Deep River, CT 06417 - Image 9
209 Main Street, Deep River, CT 06417 - Image 10
209 Main Street, Deep River, CT 06417 - Image 11
209 Main Street, Deep River, CT 06417 - Image 12
209 Main Street, Deep River, CT 06417 - Image 13
209 Main Street, Deep River, CT 06417 - Image 14
209 Main Street, Deep River, CT 06417 - Image 15
209 Main Street, Deep River, CT 06417 - Image 16
209 Main Street, Deep River, CT 06417 - Image 17
209 Main Street, Deep River, CT 06417 - Image 18
209 Main Street, Deep River, CT 06417 - Image 19
209 Main Street, Deep River, CT 06417 - Image 20
209 Main Street, Deep River, CT 06417 - Image 21
209 Main Street, Deep River, CT 06417 - Image 22
209 Main Street, Deep River, CT 06417 - Image 23
209 Main Street, Deep River, CT 06417 - Image 24
209 Main Street, Deep River, CT 06417 - Image 25
209 Main Street, Deep River, CT 06417 - Image 26
209 Main Street, Deep River, CT 06417 - Image 27
209 Main Street, Deep River, CT 06417 - Image 28
209 Main Street, Deep River, CT 06417 - Image 29
209 Main Street, Deep River, CT 06417 - Image 30
209 Main Street, Deep River, CT 06417 - Image 31
209 Main Street, Deep River, CT 06417 - Image 32
209 Main Street, Deep River, CT 06417 - Image 33
209 Main Street, Deep River, CT 06417 - Image 34
209 Main Street, Deep River, CT 06417 - Image 35
209 Main Street, Deep River, CT 06417 - Image 36
209 Main Street, Deep River, CT 06417 - Image 37
209 Main Street, Deep River, CT 06417 - Image 38
209 Main Street, Deep River, CT 06417 - Image 39
209 Main Street, Deep River, CT 06417 - Image 40
View a Virtual Tour

Single Family Home for sale in Deep River, CT

for $1,199,999 with 9 bedrooms and 9 full baths. This 4,982 square foot home 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.

See more

Single Family Active

Price

$ 1,199,999

Bedrooms

9

Full Bath

9

Property Type

Single Family

Taxes

$ 14,667

Style

Lot Size

0.45

Year Built

1845

Town/City

Deep River

MLS | Web ID

24136051

Features
General
Zoning VCD
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.45
Directions GPS friendly.
High School Per Board of Ed
City Deep River
Elementary School Deep River
Sq Ft Total 4982
DOM 20
Year Built 1845
Style Colonial Antique
Year Built Source Public Records
See more
Interior
Cooling System Split System Window Unit
Total Rooms 16
Basement Description Full Storage Interior Access Concrete Floor Full With Hatchway
See more
Exterior
Water Source Public Water Connected
Lot Description Level Lot Professionally Landscaped
See more
* 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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4446206 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
11/11/2025$1,199,999 Listed Price

Map


See all

209 Main Street, Deep River, CT, 06417 is a Single Family Home for sale at $1,199,999 with 4,982 sqft and a lot size of 0.45. 209 Main Street has 9 bedrooms, 9.0 baths, and was built in 1845. The property's zip code is 06417 which is in Deep River, CT