Property Crush

This Former Antique Schoolhouse for Sale in Connecticut Is Now an Open-Concept Oasis

published May 12, 2022
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Credit: Dot Record Media

The details:

  • Address: 255 Aspetuck Ridge Road, New Milford, Connecticut 
  • Price: $450,000
  • Size: 1,210 square feet
  • Bedrooms: 2
  • Bathrooms: 2
Credit: Dot Record Media

​Why we have a crush on this property:

I’m a sucker for a home with history, and this former schoolhouse — which dates back to 1759 — firmly checks that box. From the old-school (pun intended) cupola to the date card affixed to the facade, it’s not hard to tell that this building once served as the area’s academy through the 19th century. But stepping inside you won’t find a single stuffy textbook or cramped classroom. Thanks to the current owners, who are furniture makers, the antique institution has been deliberately updated into a fresh, open-concept home.

On the first level, a dark-and-light contrast gives the home a modern feeling: rich wood floors and white walls; black French doors and a white refrigerator; black cabinets below the counter and light wood floating shelving above. In combination with pastoral touches such as shiplap walls and sliding barn doors, the overall vibe is more cool and country-crisp than completely contemporary. 

Credit: Dot Record Media

Next to the sitting area’s fireplace, a staircase leads to the second floor. Covered in white paint and illuminated by skylights in the slanted ceilings, the bedrooms are so calming. There’s even a little loft area you could use as a meditation alcove, reading nook, or cozy home theater den. 

Credit: Dot Record Media

Outside, the yard comes outfitted with a small greenhouse, bluestone patio, pergola-covered deck, and a gorgeous studio waiting for a new owner to make their mark on it. 

Credit: Dot Record Media
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The home is listed for $450,000 by Brian Hastings, William Pitt Sotheby’s Realty.

Are you on the house hunt, or just the type of person who loves browsing real estate listings, even when you’re not in the market for a new home? Property Crush is a column where we feature actual real estate listings that get the Apartment Therapy seal of approval in regards to style (we haven’t done home inspections or anything, so don’t sue us). Know of a great house on the market? Email the listing to