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

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

The 3,700-square-foot property comes with a jumbo addition, two laundry rooms, a workshop garage and an elevator

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.

This house used to be the office of the Orangeville sheriff.

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.

The rear addition: huge and modern.

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

The owners raised the ceilings of the original house during their renovation.

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

That's a fireplace standing in the middle of the living space.

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

Plenty of cabinets and Fisher and Paykel appliances in the kitchen.

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

Note the wall-to-wall sliding doors walking out to the deck.

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

There's an outdoor kitchen on the deck.

The elevator services all three floors.

This 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 main bedroom also comes with a fireplace.

The walk-in doubles as a laundry room. 

This is the main suite's walk-in closet.

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

The ensuite continues the black-and-white motif.

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

This secondary bedroom overlooks 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. 

This is the basement living area.

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

This wine cellar used to be a holding cell.

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

One of the two laundry rooms.

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

The two-car garage is climate-controlled.

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

Finally, the sprawling backyard.


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