77 Benedict Hill Road, New Canaan, CT 06840

77 Benedict Hill Road

A remarkable opportunity to own a piece of real Americana history. This modern antique has been stunningly renovated and improved without losing its soul and historical past. The house originally resided in Lexington, Massachusetts, and was painstakingly disassembled and reassembled board-by-board to a beautiful 4-acre property in north New Canaan. While most antiques are on busy in-town roads, this one has the privacy and location that is both rare and idyllic. Features include many original details including its 5,000 brick center chimney, frame and beam construction, and interior paneling. Of note is the central chimney's extension through the roof in a T-shape, a hallmark of the earliest Colonial period, as well as its Parson's cabinet, discretely built into the dining room paneling where liquor would have once been hidden. The renovated and upgraded kitchen has new appliances, stone countertops, and a new breakfast and wet bar. Four fully remodeled bathrooms feature marble and custom cabinetry, high-end plumbing fixtures, and concrete skim heated floors. Also added was programmable lighting, a new pantry, laundry room, and extensive exterior upgrades including landscaping and fencing. While many of the home's details are technically the oldest in New Canaan, its rebuilding in 1984 provided a full-size modern basement for plumbing, electric, heating and cooling systems, and storage. Perfect as a primary or secondary home in a stunning country town, 1-hour from Manhattan.



2,602 Sq.Ft. LIVING AREA

4 Acres lot

Rachel Walsh

Rachel Walsh

Features & Amenities


  • total bedrooms5
  • Total bathrooms4
  • Laundry room Main Level
  • APPLIANCES Dishwasher, Dryer, Freezer, Gas Range, Microwave, Refrigerator, Washer

Area & Lot

  • Status Sold
  • Living Area2,602 Sq.Ft.
  • Lot Area4 Acres
  • MLS® ID170554043
  • TypeResidential
  • YEAR BUILT1710
  • Architecture StylesColonial, Antique
  • Elementary SchoolEast
  • Middle SchoolNew Canaan
  • High SchoolNew Canaan


  • Garage Space2.0
  • water SourceWell
  • utilitiesUnderground Utilities, Cable Available
  • roofWood
  • lot featuresLevel
  • parkingAsphalt, Paved, Garage Door Opener
  • HEAT TYPEOil, Forced Air, Radiant, Zoned
  • sewerSeptic Tank
  • security FeaturesSecurity System
  • other exterior FeaturesGarden


  • Sales Price$2,030,000
  • Real Estate Tax $17,253/yr
  • Zoning 4AC

Work With Us

Whether working with first-time buyers or indulging the connoisseurs of life, representing a parcel of land or an estate, Compass Coastal offers exemplary time, care, attention and expertise to guide every client to find their way home.

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