House of the Week: $2.4 million for an Orangeville home with a wine cellar that was once a jail

Location: Orangeville Price: $2,399,000 Last sold for: $580,000 in 2021 Size: 3,700 square feet Bedrooms: 3+1 Bathrooms: 4 Real estate agent: Shawna McFadyen, Royal LePage RCR Realty

The place

A three-plus-one-bedroom, four-bathroom home in downtown Orangeville. The place has 10-foot ceilings throughout, two laundry rooms and an elevator connecting everything. It’s close to shops, restaurants and parks, and Collingwood is less than an hour’s drive away.

The history 

Built in the early 1900s, this property is one of Orangeville’s first houses and the former office of the sheriff. The current owners, a couple, purchased it in 2021 and spent just over two years making upgrades, including a three-storey addition to the rear of the home. During demolition, they discovered many quirks, like the sheriff’s original jail cell, which is now the wine cellar.

Related: Inside a $1.8-million reno in Scarborough

The tour 

From the street, it looks like a quaint suburban bungalow, featuring three of the original walls.

But the back of the home is something else entirely: a huge modern extension with plenty of windows, a deck and a garage that leads to a mudroom.

Inside, there are new vaulted ceilings along with engineered oak floors.

This is the open-concept living, dining and kitchen area. That marble column contains a two-sided fireplace.

The kitchen comes with quartzite counters, a camouflaged fridge, a gas cooktop with an electric oven, pendant lighting and cabinets with anti-fingerprint surfaces.

Wall-to-wall sliding doors connect the kitchen to the northeast-facing deck. 

Here’s that deck, featuring an outdoor kitchen, a large lounge and glass railings. 

The elevator services all three floors.

Here’s the main bedroom on the upper floor. It has a walk-in closet, an ensuite bathroom and its own fireplace. 

The walk-in doubles as a laundry room. 

In the ensuite: a double vanity, a free-standing soaker tub and a glass shower. 

This is one of the secondary bedrooms, with two large windows overlooking the backyard. 

Moving downstairs reveals the basement, which comes with this living room. That’s a picture frame TV on the left and a wine fridge in the back. 

Here’s the wine cellar, which used to be a jail cell. 

There’s a second laundry room, outfitted with lots of storage, down here too. 

Down the hall is the mudroom leading to this two-car garage, which is temperature controlled. 

Finally, a view of the fenced-in landscaped backyard.

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