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209 Main Street
Deep River CT 06417 US

$1,199,999

Active Listing ID 24179935
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9 bed
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9.00 Bath (9 Full)
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Lot: 0.45 Acres
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Other

$1,199,999

Active Listing ID 24179935
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209 Main Street 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.

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Property Features

  • Facts
  • Lot Size: 0.45 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 9
  • Cooling System: Window Unit(s)
  • Exterior Finish: Porch-Wrap Around, Sidewalk, Shed, Porch, Wrap Around Deck, Gutters, Garden Area, Patio
  • Heating Fuels: Hot Water(Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Deep River(Elementary)
  • Per Board of Ed(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1199999
  • unparsedaddress: 209 Main Street
  • postalcity: Deep River
  • stateorprovince: CT
  • country: US
  • postalcode: 06417
  • bathroomsfull: 9
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.45
  • lotsizeunits: Acres
  • lotsizearea: 0.45
  • livingarea: 4982
  • livingareaunits: Square Feet
  • latitude: 41.383054
  • longitude: -72.434476
  • listagentfullname: Diane Devries
  • listagentemail: ddevries@williampitt.com
  • listagentkey: 3yd-CTMLS-DEVRIESD
  • listagentmlsid: DEVRIESD
  • listagentpreferredphone: 8602047645
  • listagentofficephone: 2032456700
  • listofficekey: 3yd-CTMLS-PSOTH50
  • listofficemlsid: PSOTH50
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1845
  • listingcontractdate: 2026-06-01
  • listagenturl: http://www.williampitt.com
  • countyorparish: Middlesex
  • elementaryschool: Deep River
  • highschool: Per Board of Ed
  • appliances: Electric Cooktop, Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • cooling: Window Unit(s)
  • heating: Hot Water(Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 10
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • exteriorfeatures: Porch-Wrap Around, Sidewalk, Shed, Porch, Wrap Around Deck, Gutters, Garden Area, Patio
  • architecturalstyle: Colonial, Other
  • rooms: Bedroom 5, Bathroom 4, Bedroom 9, Bathroom 9, Bathroom 1, Bedroom 3, Bedroom 8, Bedroom 4, Bedroom 6, Bathroom 3, Bathroom 5, Bathroom 2, Bathroom 7, Bedroom 1, Bedroom 2, Bathroom 8, Basement, Bathroom 6, Bedroom 7
  • patioandporchfeatures: Patio
  • basement: Concrete, Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.43448, 41.383053
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"William Pitt Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ddevries@williampitt.com", "ListBrokerageCity":"Stamford", "ListBrokerageCountry":"US", "ListBrokerageEmail":"pbreunich@wpsir.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"William Pitt Sotheby's International Realty", "ListBrokeragePhone":null, "ListBrokeragePostalCode":"06902", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"170 Washington Blvd", "ListBrokerageWebsiteUrl":"http://www.williampitt.com", "ListOfficeAddress1":"696 Boston Post Road ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH50", "ListOfficeCity":"Madison", "ListOfficeCountry":"US", "ListOfficeEmail":"rmorrell@wpsir.com", "ListOfficePostalCode":"06443", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Deep River, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/209-Main-St_Deep-River_CT_06417_M40923-17606?f=listhub&s=CTMLS&m=24179935&c=rexren", "MLSModificationTimestamp":"2026-06-01 23:42:01", "Neighborhoods":[], "PostalCode":null, "RoomCount":16, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":14667, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/2/2026 12:06:10 AM GMT
Source Updated Date: 6/3/2026 6:54:35 PM GMT

Courtesy of: Diane Devries, William Pitt Sotheby's Int'l, ddevries@williampitt.com

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.