The Black House

The Black House 3 Quality Furnished Suites occasionally for rent in a Restored/Renovated/Renewed 1880's Vintage Manse

Upper Hillsborough is owned by two realtors with Bosley Real Estate Brokerage in Toronto, Ontario, age-old friends who both relish and celebrate thoughtful, well-executed design. Since 1999, James has been lucky enough to call Charlottetown home during the summer months thanks to a long-standing involvement as a musician at the Charlottetown Festival, home to Canada's longest running musical, Anne

of Green Gables. James hails from Summerland, British Columbia and moved to Toronto in 1988 to pursue his career as an orchestral musician. In the time since, he's enjoyed the opportunity to perform with many of Canada's finest ensembles including the Toronto Symphony, the National Ballet of Canada, and the Canadian Opera Company, and to perform internationally in destinations including New York, Hong Kong and Edinburgh. Steven, since boyhood, has consumed design and housing in the same way many others take in food or oxygen. Housing-obsessed, he has a multi-disciplinary education in housing and is the pioneer behind the www.urbaneer.com brand catering to, exploring and ruminating on all things urbanite, property and otherwise in Toronto! Originally from Victoria, British Columbia, Steven has two decades of experience as a realtor, spearheading the development of Toronto's Innovative Space marketplace which included the conversion of several former warehouses, banquet halls and factories into loft condominiums. Operating in a sales and marketing capacity, plus as a designer and style guide, Steven always has a real estate project on the go. Upper Hillsborough is a labour of love that celebrates the historic architectural vernacular of Prince Edward Island, with a twist! James and Steven have renovated and restored what was, at time of purchase in 2008, a battered, forlorn 'diamond-in-the-rough'! With their characteristic attention to detail, this substantial top-to-bottom renovation has included significant major building component upgrades, including new sound attenuation systems in the ceilings, upgraded plex plumbing and upgraded wiring with independent breaker systems. There also has been a renewed commitment to your comfort, including foam insulation in the walls and ceilings, new double-thermopane casement windows and remote-operated skylights, plus a top-quality individually-controlled hot water heating system. Fully-retrofitted with permits by Charlottetown's most reputable trades into a 'no expense spared' luxury legal triplex, this century-old shingle dwelling celebrates the patina of yesteryear with all the modern conveniences. An unparalleled vacation get-away, you can read about our journey on our Tales of Upper Hillsborough blog, and learn how 12 Upper Hillsborough is the culmination of our love for design, our desire for a 'home away from home', and the celebration of three decades of friendship!

Sending light, love & laughter to you, and yours!
12/23/2025

Sending light, love & laughter to you, and yours!

Do you dare step into our lair?
10/31/2025

Do you dare step into our lair?

09/26/2025

A Peak-A-View of The Garden Suite at The Black House.

Although which suite we stay varies, this is where Steve is often in residence, including over the season of Halloween which - for 2025 - will be the 5th Annual Fright Night!

09/25/2025

Curious to see inside our Attic Atelier? This suite - where James lived for 12 summers while playing in the Charlottetown Festival - was the first unit pegged to get some lipstick. However, only a few days into the demo, several serious issues were revealed that prompted us to pause, shriek a few WTF's as we collected ourselves, and reconcile that the reality of our situation wasn't the problem; it was our tendency to cling to wishful thinking.

It's worth mentioning that when we purchased The Black House in 2008 as our future Forever Home to age in place, we knew a significant investment of capital was required. After all, most major building components have an economic lifespan of around 25 years at best, and the ones included with our purchase were fast approaching their best-before date or already running on fumes. In other words, the situation we found ourselves in wasn't unexpected as much as it was inevitable.

Like many homebuyers purchasing a dwelling originally built in the 1880s, we thought starting with a cosmetic lite refresh would be the equivalent of an amuse-bouche before savouring a richer and more deeply satisfying feast. Instead, the house barfed a hefty serving of rotting drywall and mould on our plates to stew over.

Although it was initially hard to swallow, we bought the house because it had excellent bones, including a poured concrete foundation with 7-foot ceilings. We always knew we had to infuse more flavour ladled with love to make it more tasteful. So we took a deep breath, tossed the pretty program with the superficial lipstick and moved forward with a comprehensive rebuild of the property.

We've never had an ounce of regret. Check it out!

09/23/2025

We've just completed a refresh of The Captain's Quarters - our second floor 2 bed suite with barbecue balcony & covered sleeping porch.

Check out the video!

This is available as a luxe furnished rental starting mid-November for stays of at least 28 days or longer. The listing is on Airbnb

Address

12 Upper Hillsborough Street
Charlottetown, PE
C1A4X3

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