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50 Southbury Road
Roxbury CT 06783 US

$950,000

Active Listing ID 24209875
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5 bed
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1,959 square feet
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3.00 Bath (3 Full)
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Lot: 8.71 Acres
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Other

$950,000

Active Listing ID 24209875
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50 Southbury Road * A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695, 000 or building lot 6.71 acres $395, 000. House buyer has right of first refusal, lot cannot be sold until home is sold.

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Property Features

  • Facts
  • Lot Size: 8.71 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • Exterior Finish: Deck, Garden Area, Guest House, Stone Wall, Patio
  • Heating Fuels: Baseboard
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 950000
  • unparsedaddress: 50 Southbury Road
  • postalcity: Roxbury
  • stateorprovince: CT
  • country: US
  • postalcode: 06783
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 8.71
  • lotsizeunits: Acres
  • lotsizearea: 8.71
  • livingarea: 1959
  • livingareaunits: Square Feet
  • latitude: 41.553153
  • longitude: -73.299679
  • listagentfullname: Jeffrey Phillips
  • listagentemail: jrphillips@wpsir.com
  • listagentkey: 3yd-CTMLS-PHILJE
  • listagentmlsid: PHILJE
  • listagentpreferredphone: 9172848276
  • listagentofficephone: 8608686600
  • listofficekey: 3yd-CTMLS-PSOTH40
  • listofficemlsid: PSOTH40
  • 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: 1817
  • listingcontractdate: 2026-09-26
  • listagenturl: http://www.litchfieldhillssir.com
  • countyorparish: Litchfield
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Gas Range, Refrigerator, Dishwasher, Washer, Dryer
  • heating: Baseboard
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • exteriorfeatures: Deck, Garden Area, Guest House, Stone Wall, Patio
  • waterfrontfeatures: Pond
  • architecturalstyle: Cape Cod
  • rooms: Bathroom 1, Bedroom 5, Bathroom 2, Bedroom 2, Bedroom 4, Bedroom 3, Bathroom 3, Basement, Bedroom 1
  • otherstructures: Guest House
  • patioandporchfeatures: Patio
  • basement: Partial
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.29968, 41.553154
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Listing Changed: 9/27/2026 8:27:05 PM GMT
Source Updated Date: 9/28/2026 6:58:27 PM GMT

Courtesy of: Jeffrey Phillips, William Pitt Sotheby's Int'l, jrphillips@wpsir.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.