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. The property remains ideally configured for a return to hospitality or continued income-producing use. This is a rare opportunity to own a thoughtfully expanded and highly functional Antique and Reproduction Colonial-where historic inspiration meets modern livability.
For sale
$1,199,999
209 Main Street, Deep River, CT 06417
9beds
4,982sqft
Single Family Residence
Built in 1845
0.45 Acres Lot
$-- Zestimate®
$241/sqft
$-- HOA
What's special
Six fireplacesCarefully selected reproduction detailsBeautifully crafted stone terraceCustom-milled woodworkFire pitCurated perennial gardensNew kitchen addition
- 24 days |
- 466 |
- 22 |
Zillow last checked:
Listing updated:
Listed by:
Diane Devries (860)204-7645,
William Pitt Sotheby's Int'l 203-245-6700
Source: Smart MLS,MLS#: 24179935
Loading...
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
- 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: 6/1/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Listed for sale | $1,199,999$241/sqft |
Source:  Smart MLS #24179935 Report a problem | ||
| 6/1/2026 | Listing removed | $1,199,999$241/sqft |
Source: Smart MLS #24136051 Report a problem | ||
| 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$110/sqft |
Source: Smart MLS #M9067245 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Deep River Center
Nearby schools
GreatSchools rating
- 7/10Deep River Elementary SchoolGrades: PK-6Distance: 0.2 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 1.7 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 1.1 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Deep River
- 06417
- Deep River Center
- 209 Main Street
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Deep River Topics
