Active

209 Main Street

Deep River, CT 06417
Mark as Favorite
Bed 9

Bed

Bath 9

Bath

SqFt4,982

Sqft

Acres0.45

Acre(Lot)

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 privat e 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.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $1,199,999

AD Id : 79771659

MLS Id : 24179935

Beds : 9

Lot Size : 0.45 Acre

Living Area Size : 4,982

Tax Amount : 14667.00

Year Built : 1845

County : Middlesex

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 9

    Bathroom Information

    Total Baths: 9 Full Baths: 9

    Room Information

    Rooms Total: 16 Has Basement: Yes Basement: Full, Storage Space, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    In-Law Floorplan Roof: Asphalt Appliances: Dishwasher, Dryer, Electric Cooktop, Gas Range, Microwave, Refrigerator, Oven, Washer Laundry Features: In Basement
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Oil, Hot Water Has Cooling: Yes Cooling: Window Unit(s)

  • Building Information

    Year Built: 1845 Building Area Total: 4982 Construction Materials: Frame, Clapboard Patio And Porch Features: Deck, Patio, Porch Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 0.45 Lot Description: Level

  • Listing Price Information

    Listing Price: $1199999

  • Tax Information

    Parcel Number: 962263 Annual Tax: $14667

  • Parking Information

    Parking Total: 10 Gravel, Driveway

  • School Information

    Elementary School: Deep River
    Junior High School: Per Board of Ed
    Senior High School: Per Board of Ed
  • Location Information

    Direction: GPS friendly. WaterSource: Public
Sell a home like this and save $71,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
409 River Road, Deep River, CT, 06417 $3,625,000 5 5 4,769 3.10 Acres
323 River Road, Deep River, CT, 06417 $3,950,000 5 6 5,557 2.52 Acres
252 River Road, Deep River, CT, 06417 $6,500,000 5 7 7,697 9.31 Acres
106 Meadow Woods Road, Deep River, CT, 06417 $1,065,000 3 2 2,102 3.08 Acres
78 Meadow Woods Road, Deep River, CT, 06417 $850,000 4 3 2,756 3.21 Acres
134 Meadow Woods Road, Deep River, CT, 06417 $2,200,000 3 2 1,591 30 Acres
73 Long Hill Road, Deep River, CT, 06417 $635,000 4 3 2,196 1.50 Acres
49 Essex Street, Deep River, CT, 06417 $399,900 3 1 1,104 0.46 Acre
79 River Street, Deep River, CT, 06417 $399,900 2 1 1,817 0.52 Acre
29 Union Street, Deep River, CT, 06417 $684,900 4 3 2,126 0.75 Acre

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/07/2026 @ 23:53

MLS: 24179935 LISTED BY: Diane Devries, William Pitt Sotheby's Int'l SOURCE: SmartMLS

Homes around $1,199,999

Selling? Save $71,501 when you sell a home like this

Tour with a ByOwner Agent