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209 Main Street

Deep River, CT 06417
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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.

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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

Year Built : 1845

County : Middlesex

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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
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
252 River Road, Deep River, CT, 06417 $6,500,000 5 7 7,697 7,697 SqFt
134 Meadow Woods Road, Deep River, CT, 06417 $2,200,000 3 2 1,591 1,591 SqFt
73 Long Hill Road, Deep River, CT, 06417 $679,900 4 3 2,196 2,196 SqFt
15 Pent Road, Deep River, CT, 06417 $924,000 4 3 2,774 2,774 SqFt
8 Phelps Lane, Deep River, CT, 06417 $299,900 2 1 912 912 SqFt
79 River Street, Deep River, CT, 06417 $399,900 2 1 1,817 1,817 SqFt
38 Main Street, Deep River, CT, 06417 $650,000 4 4 2,560 2,560 SqFt
257 W Elm Street, Deep River, CT, 06417 $779,000 3 3 2,433 2,433 SqFt
16 Glen Grove Road, Deep River, CT, 06417 $849,900 4 3 2,782 2,782 SqFt
365 Winthrop Road, Deep River, CT, 06417 $475,000 3 2 1,984 1,984 SqFt

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 07/18/2026 @ 07:06

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

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