The Matthews Team

William Raveis Lifestyles Realty

176 Cross Highway, Redding RidgeRedding, CT 06896Sale Price: $1,455,000

  • Sale Price: $1,455,000
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
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  • $1,455,000Sale Price
  • 5Bedrooms
  • 4Bathrooms
  • 3.43Acreage
  • 3,586Square Feet
Sold

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Pristine, Italianate gem in the heart of Redding: the Henry Whitehead House, c.1878 - “Hillcroft” - will have you reimagining contemporary life amidst refined, Victorian charm. Thoughtfully restored + updated, this antique has been owned by only a few families and heralds a multitude of period detail to savor; the inherent pride and craftsmanship is impeccable. Various original features remain, including 9' ceilings, floor-to-ceiling windows, elaborate crown moldings, wide-board hardwood floors, custom bookcases and cabinetry, and an ornately carved newel post anchoring the main staircase since the late 19th century. A gracious foyer welcomes the visitor to either the elegant LR or the more intimate Library and FR with broad-bay window seat. Both have beautiful working fireplaces. The spacious DR has cherry + ash striped flooring and a built-in corner cabinet. Wonderful kitchen, with Bertazzoni gas range, Miele dishwasher, and butler's pantry, is bathed in natural light and incorporates sweeping views of the glorious perennial gardens + fruit trees. Separate c.1880 barn provides 3 bays, and upstairs, a 1400sq ft legal 1BR loft apartment with vaulted ceiling, exposed beams, and fieldstone fireplace, all presiding over the private Gunite lap pool and garden. Over 3.4 verdant, level acres display gorgeous mature trees that provide four-seasons of various colors and a dramatic backdrop for garden parties, sports, or just morning coffee listening to the birds.

Property Details of 176 Cross Highway, Redding Ridge

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Listed by Lynne Nolan of Compass Connecticut,LLC ((203) 293-9715)

Listing Sold by Compass Connecticut, LLC

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