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.
For sale
$1,199,999
209 Main Street, Deep River, CT 06417
9beds
4,982sqft
Est.:
Single Family Residence
Built in 1845
0.45 Acres Lot
$-- Zestimate®
$241/sqft
$-- HOA
What's special
Six fireplacesBeautiful stone terraceCarefully selected reproduction hardwareCustom-milled woodworkCast iron fire pit
- 115 days |
- 1,363 |
- 51 |
Zillow last checked: 8 hours ago
Listing updated: January 26, 2026 at 11:53am
Listed by:
Diane Devries (860)204-7645,
William Pitt Sotheby's Int'l 203-245-6700
Source: Smart MLS,MLS#: 24136051
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 9
- Full bathrooms: 9
Primary bedroom
- Features: Balcony/Deck, Fireplace, Full Bath, Hardwood Floor
- Level: Upper
- Area: 323 Square Feet
- Dimensions: 17 x 19
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
- Area: 195 Square Feet
- Dimensions: 15 x 13
Bedroom
- Features: Balcony/Deck, Full Bath, Hardwood Floor
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
- Area: 135 Square Feet
- Dimensions: 15 x 9
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 195 Square Feet
- Dimensions: 15 x 13
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 96 Square Feet
- Dimensions: 8 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 266 Square Feet
- Dimensions: 14 x 19
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 210 Square Feet
- Dimensions: 14 x 15
Dining room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Family room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 252 Square Feet
- Dimensions: 12 x 21
Kitchen
- Features: Remodeled, Beamed Ceilings, Breakfast Bar, Quartz Counters
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 209 Square Feet
- Dimensions: 11 x 19
Living room
- Features: Fireplace, Hardwood Floor
- Level: Upper
- Area: 266 Square Feet
- Dimensions: 14 x 19
Other
- Features: Hardwood Floor
- Level: Upper
- Area: 143 Square Feet
- Dimensions: 13 x 11
Heating
- Baseboard, Hot Water, Natural Gas, Oil
Cooling
- Ductless, Window Unit(s)
Appliances
- Included: Electric Cooktop, Gas Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- In-Law Floorplan
- Basement: Full,Storage Space,Interior Entry,Concrete
- Attic: Finished,Walk-up
- Number of fireplaces: 6
Interior area
- Total structure area: 4,982
- Total interior livable area: 4,982 sqft
- Finished area above ground: 4,982
Video & virtual tour
Property
Parking
- Total spaces: 10
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around, Porch, Patio
- Exterior features: Sidewalk, Rain Gutters, Garden
Lot
- Size: 0.45 Acres
- Features: Level, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 962263
- Zoning: VCD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Antique
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1845
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Near Public Transport, Golf, Library, Park
HOA
- Has HOA: No
Location
- Region: Deep River
Financial & listing details
- Price per square foot: $241/sqft
- Tax assessed value: $458,640
- Annual tax amount: $14,667
- Date on market: 10/30/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/30/2025 | Listed for sale | $1,199,999+26.3%$241/sqft |
Source:  Smart MLS #24136051 Report a problem | ||
| 7/21/2022 | Listing removed | -- |
Source: Smart MLS #170421090 Report a problem | ||
| 7/21/2021 | Listed for sale | $950,000$191/sqft |
Source: Smart MLS #170421090 Report a problem | ||
| 7/21/2021 | Listing removed | -- |
Source: Smart MLS #170318466 Report a problem | ||
| 7/23/2020 | Listed for sale | $950,000+19%$191/sqft |
Source: William Pitt Sotheby's International Realty #170318466 Report a problem | ||
| 1/25/2016 | Listing removed | $798,000$160/sqft |
Source: Page Taft - Christie's IRE #N10072060 Report a problem | ||
| 7/23/2015 | Listed for sale | $798,000-11.2%$160/sqft |
Source: Page Taft - Christie's Ire #N10065464 Report a problem | ||
| 1/1/2013 | Listing removed | $899,000$180/sqft |
Source: Northeast Country Homes #G630521 Report a problem | ||
| 8/20/2012 | Listed for sale | $899,000+64.7%$180/sqft |
Source: NORTHEAST COUNTRY HOMES #G630521 Report a problem | ||
| 7/23/2002 | Sold | $545,700$110/sqft |
Source: Smart MLS #M9067245 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$8,088/mo
Principal & interest
$6188
Property taxes
$1900
Climate risks
Neighborhood: Deep River Center
Nearby schools
GreatSchools rating
- 7/10Deep River Elementary SchoolGrades: K-6Distance: 0.2 mi
- 3/10John Winthrop Middle SchoolGrades: 6-8Distance: 1.7 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Deep River
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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