$1,199,999

209 Main Street, Deep River, CT 06417

  • 9 beds |
  • 9 baths |
  • 4,982 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1845
  • Property Lot Size Icon0.45acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $241/sqft
  • Property List Date Icon Listed 24 days ago

Property Description

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.

Listing Status:
Active
Date Added:
June 1, 2026
Data Last Updated:
June 26, 2026 at 4:51PM
Listing Office:
William Pitt Sotheby's Int'l : (203) 245-6700
Listing Agent:
Diane Devries : (860) 204-7645
MLS ID:
24179935
  • Appliances: Electric CooktopGas RangeWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
  • Laundry: Lower Level
  • Basement: FullStorageInterior AccessConcrete FloorFull With Hatchway
  • A/C: Split SystemWindow Unit
  • Heating: Hot WaterNatural GasOil
  • Fireplace: Fireplaces: 6
  • General: Porch-Wrap AroundSidewalkShedPorchWrap Around DeckGuttersGarden AreaPatio
  • Style: ColonialAntique
  • Parking: Parking spaces: 10
  • Roofing: Asphalt Shingle
  • County: Middlesex
  • Driveway: Crushed Stone
  • Zoning: VCD962263
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

This listing courtesy of Diane Devries , William Pitt Sotheby's Int'l

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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