Homes for Sale in Connecticut - Historic

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  /40

  $1,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,324 Sq Ft

  55 Good Hill Rd, Woodbury, CT 06798

  Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

  Stacey Matthews W. Raveis Lifestyles Realty

  55 Good Hill Rd, Woodbury, CT 06798
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  /40

  $665,000

  • 2 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  81 Legend Hill Rd Unit 81, Madison, CT 06443

  Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently

  Carol Mancini William Pitt Sotheby's Int'l

  81 Legend Hill Rd Unit 81, Madison, CT 06443
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  /40

  $899,900

  • 4 Beds
  • 3,673 Sq Ft

  16 Main St, Plainfield, CT 06374

  Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings.

  Anthony Chabot Chabot & Associates Real Estate

  16 Main St, Plainfield, CT 06374
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  /40

  $1,399,900

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  281 N Main St, Suffield, CT 06078

  A rare opportunity to own one of Suffield's most treasured historic homes. Built in 1790 by Thaddeus Leavitt and prominently sited on desirable Historic Main Street, this extraordinary residence seamlessly blends timeless New England character with modern luxury. The striking exterior is distinguished by intricate architectural moldings and red-stone steps leading to a grand front entrance.

  Jen Daddario Coldwell Banker Realty

  281 N Main St, Suffield, CT 06078
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  /34

  $866,666

  $22K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,661 Sq Ft

  538 Main St, Wethersfield, CT 06109

  # **SUNSETS! WATER VIEWS! WATER SPORTS!** Perched atop a scenic knoll overlooking the breathtaking beauty of Wethersfield Cove, this extraordinary historic waterfront estate offers the perfect blend of timeless character, modern luxury, and an unparalleled waterfront lifestyle. Set on 1.27 beautifully landscaped acres, the property captures sweeping water views, unforgettable sunsets, and a sense

  Dhamyanti Singh Berkshire Hathaway NE Prop.

  538 Main St, Wethersfield, CT 06109
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  /36

  $849,999

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  208 Wood Creek Rd, Bethlehem, CT 06751

  Timeless New England Estate with Pond, Barns and 11.9 Scenic Acres Discover the perfect blend of historic charm, natural beauty, and modern comfort at this exceptional 11.9-acre estate in Bethlehem. At its heart is a historic sea captain's home, originally built in Mystic and thoughtfully relocated in 1961. Rich in character and architectural details, the residence has been enhanced with modern

  Judy Stebbins Houlihan Lawrence WD

  208 Wood Creek Rd, Bethlehem, CT 06751
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  /20

  $839,000

  $50K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 30, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 30, Clinton, CT 06413
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  /33

  $679,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  216 Baker Rd, Roxbury, CT 06783

  Step back in time with this historic 1800s Colonial that retains its original character and charm while offering modern amenities, including an updated kitchen and bathrooms. The home features four bedrooms upstairs with wood floors, including a primary bedroom with an attached room currently used as an office. The main level with a den, living room with fireplace, dining room, and a

  David Landau RE/MAX Right Choice

  216 Baker Rd, Roxbury, CT 06783
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  /33

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,121 Sq Ft

  132 Westport Rd, Wilton, CT 06897

  Steeped in history and rich with original character, the Samuel Fitch House (c. 1800) presents an opportunity to own an authentic piece of Wilton's past. Just 2 miles from Wilton Center, this 2,121 sf Colonial offers 3 bedrooms and 2.5 baths, surrounded by lush perennial gardens & mature fruit trees. Inside, the home showcases many of the architectural details that antique home enthusiasts seek,

  Matthew Nuzie RE/MAX Right Choice

  132 Westport Rd, Wilton, CT 06897

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