Discover Guildwood Village's Mid-Century Homes
Explore the unique charm of Guildwood Village, a distinctive neighbourhood featuring mid-century homes, winding streets, and a rich artistic history. Experience the blend of postwar architecture an...
3 min read
Guildwood Village: 11 Regency Square $1.15M - $1.068M
3 BR - 3 WR - 60 x 110 ft. lot
Welcome to 11 Regency Sq. located on a Peaceful, Tree-lined street in the desirable Guildwood Village community. This spacious , Sun-filled, Mid-Century/Modern brick bungalow has been freshly painted throughout and features a large double-car garage. 1483 SF (MPAC). Roof Re-shingled (2025),Lovely Landscaping. The combined living and dining area boasts engineered hardwood floors and a wood-burning fireplace. The main level offers a family-sized kitchen with a large window overlooking the pool, three spacious bedrooms-including a primary bedroom with a 2-piece ensuite-and a separate 4-piece main bathroom. Additionally, the property includes a sunroom with a walkout to a private backyard patio and a 32 x 16 ft. inground pool. The lower level features a large recreation room with new vinyl flooring and above-ground windows, a cozy games room, a sauna, a 3-piece bathroom, and a dedicated laundry and furnace room. Guildwood is a "hidden gem" in East Toronto, offering top-rated schools, shopping, beautiful parks, and scenic walking trails along the shores of Lake Ontario. It is conveniently located near the marinas at Bluffer's Park, within walking distance to the GO Train for a quick commute to downtown Toronto, and just a short walk to TTC. Your search ends here Welcome Home!
Nick's Notes:
The fall market is opening up opportunities in neighbourhoods all over the city. Over the last couple of years, the deep value existed on the periphery, in less-gentrified neighbourhoods, or in places where you had to look harder for a near-term catalyst. Today, with the ratcheting up of the trade war and its potential and real effects on people’s minds, we are seeing better value across most neighbourhoods.
Having said that, there are still plenty of people actively engaged in browsing, researching and touring open houses while they wait for a sign from God and/or their own home to sell. It’s actually a great time for a renter or first-time home buyer because there is less competition from homeowners who, in the past, leveraged the hot market for the sale of their own home to bid on their next home. It was a much more liquid market, where money flowed from one property into another. Now, some are instead selling, banking that equity and renting instead of purchasing another home.
But even that process isn’t necessarily easy. It takes real preparation, conviction and patience to sell your house well in today’s market. Questioning yourself about what you think it’s worth is one thing. For some, keeping it presentable while living and dying on the hope that the next viewing will be “the one” is an entirely different form of hell.
In the spirit of looking for opportunities in neighbourhoods all over the city, I take you east, to a house in Guildwood Village. Guildwood is one of those neighbourhoods that feels unusually distinctive in today’s context. The entrance to the neighbourhood is the first indication that something is going on. You turn off Kingston Road, pass through the Guildwood Gates, salvaged from Toronto’s former Stanley Barracks, and then wind your way down Guildwood Parkway through mature trees into the neighbourhood.
It’s a surprisingly theatrical entrance. From there, a central and convenient strip mall is surrounded by winding streets, cul-de-sacs and a collection of mid-century homes. Think low-slung bungalows, split-levels, carports and generous lots, all tucked up against the Scarborough Bluffs. They even buried the hydro and telephone lines, a fairly novel idea for a residential development at the time. Some streets are still lined with charming vintage-style lamps that add to the neighbourhood’s slightly time-capsule aesthetic.
And then there is the actual Guild. Long before the surrounding neighbourhood existed, Rosa and Spencer Clark established the Guild of All Arts here in the 1930s, an artists’ colony that eventually became the Guild Inn. Today, Guild Park is filled with sculptures and architectural fragments salvaged from demolished buildings in downtown Toronto, giving the neighbourhood this strange mix of postwar architecture, old Toronto and art-world eccentricity.
It’s this neighbourhood context that provides credibility to purchasing this project and putting the final touches on it. The pictures don’t do the mid-century elements and potential of the home justice, so I took some for you. Walking up to this house, you won't be disappointed by the curb appeal, and inside, you won’t be disappointed by the amount of space. I have been told Hyundai reached out recently about using the home in a commercial, which I view as a nod to the potential presentation of the home and driveway. This home will be a good project for someone looking for a character bungalow on one of the most charming streets in Guildwood Village. The listing agent has provided a quote for $19K to fill in the pool. ~Nick
Please contact me for more thoughts, pics and to book a viewing.
Listed By Tom Bozanis, Royal LePage Signature Realty.




















