Fixer-Upper: A Sprawling Manor in Hillsdale, New York!

by Teresa Iafolla. All photos courtesy of Berkshire County Board of Realtors.

With the holiday season upon us, I’ve been fixated on old houses filled with inviting hearths and high ceilings that are perfect for hosting those holiday gatherings. Luckily, these seem to be in no short supply!
Brought to you this week is a circa 1811 fixer-upper ⎯ a sprawling manor buried in the rolling, green hills of New York state. Located on the Alford/Hillsdale border near to Catamount ski resort, this old home comes complete with incredible mountain views.
See for yourself!


186 Overlook Drive, Hillsdale, New York


The Stats:

• $349,900
• 5 beds 6 baths
• 3,505 sqft
• Circa 1811
Now just imagine that lawn and those trees all covered in snow…
Ok, so the land is gorgeous. What about the house?
You guessed it – this old home is a beauty to rival the surrounding outdoors! (I only select the best for our Friday Fixers, afterall.) The 3,505 square foot-plan gives you plenty of material to work with, whether you’re looking for a homebase that’s fit for elegant dinner parties, a growing family, or a bed and breakfast for the visiting ski crowd.
The house is priced at only $299,000, but valued by the tax assessors at $769,000! It’s almost like a Black Friday sale that never ended…
Gorgeous living area. I keep imagining a piano set up in the bay window. I love how the columns frame the room, too.
The kitchen needs some TLC, but there’s definitely a great space to work with!
Love the built-in shoe rack here!
You can never have too many built-ins, am I right?
The decorative vergeboard along the roof gives this home such a unique touch. Plus, did you notice the porch? This house has everything!
Candlelit dinner on the back deck with that view? Yes, please.
If you beat all the others to the punch and grab this fixer, be sure to let us know! We’ll be happy to hear this home found its match.
You can check find the original listing for this home on Zillow.
A contributor to the CIRCA blog, Teresa has been captivated by old, character-rich houses since she was little. Growing up in the cookie-cutter suburbs of Montgomery County, Maryland, she dreamed of one day calling a quirky, old Victorian “home,” often pouring over house plans and blueprints from the local hardware store. Chasing that fondness for all things steeped in history, Teresa attended college at William & Mary, the second-oldest college in the U.S., based in Colonial Williamsburg, Virginia. After graduating with a degree in English Literature and Psychology, she moved into a restored Baltimore row home, circa 1830. Currently, Teresa lives in San Francisco and spends her days ogling the colorful Victorian Italianates that line her Mission neighborhood.

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