For Sale: 5 Homes in Ontario’s Most Romantic Towns

Check out these five homes currently on the market in Ontario’s most romantic towns.

By Josh Sherman | 3 minute read

From cozy winter chalets near the snow-peaked Blue Mountains, to glamorous properties in Niagara’s wine country, Ontario has no shortage of properties in some of the province’s most romantic destinations. With Valentine’s Day fast approaching, check out the listings below.

1. A Country Estate in the Blue Mountains

Images courtesy of Sotheby’s International Realty Canada

Address: 589374 19 Grey Rd., Blue Mountains

List price: $3,495,000

The Blue Mountains are an all-season escape. The area is known for top-tier ski resorts, Scandinavian-style spas, and sandy beaches, as well as lots of boutique shops and fine dining in the quaint Blue Mountain Village.

This home, located near these amenities and more, has all the ingredients for a romantic weekend: a climate-controlled wine cellar, spa-level amenities — including a sauna, steam shower, and hot tub — multiple fireplaces, and a sun room. And it’s all set on 5.6 acres of private wooded lands.

2. A Luxury Condo in the Distillery District

Address: 390 Cherry St., Unit #2902, Toronto

List price: $1,139,900

Though Toronto’s Distillery District isn’t a town, per se, it has been compared to a village within the city. With narrow cobble-stone streets cut between century-old red-brick buildings, it’s easy to see why. The countless weddings that take place here keep the romance in the air throughout the year. 

Soaring 29 storeys above the heart of this charming village-like setting, there’s a two-bedroom condo in the Gooderdam Building. Take in stunning sunsets from the unit’s expansive wrap-around balcony, or cook up your favourite meal for two in the unit’s newly renovated kitchen.

3. A Custom Home in Cottage Country

Images courtesy of Sotheby’s International Realty Canada

Address: 64 Bowyer Rd., Huntsville

List price: $1,499,000

Any list of Ontario’s most romantic destinations wouldn’t be complete with mention of Muskoka, and this listing presents the opportunity to own more than 75 acres of it. The property features a custom-built three-bedroom all-season retreat, private hiking trails, and even a slice of beach front on the banks of the Big East River.

4. A Country Escape at Niagara-on-the-Lake

Images courtesy of Sotheby’s International Realty Canada

Address: 472 Gage St., Niagara-on-the-Lake

List price: $8,750,000

Wine has long been a symbol of romance, so Niagara-on-the-Lake is a shoe-in on our list. Ontario’s wine country is overflowing with vintners to visit for private tastings and candle-lit meals. Better yet, for a cool $8.7 million, you can call the region home. A few of the romantic highlights you’ll find within this sprawling 15,000-square-foot estate: a custom 1,000-bottle wine cellar, indoor salt-water pool, and wood-panelled games room with its own wet bar and fireplace. 

5. A Century Home in Ontario’s Theatre Capital 

Address: 126 John St., Stratford

List price: $1,299,900

Stratford is one of Ontario’s cultural hot spots. Host to the eponymous Stratford Festival, an annual world-renowned theatre event that runs for the better half of the year, the city of about 30,000 is serious about the arts and gives a whole new meaning to the dating trope of dinner and a show. 

Over the years, this century home — which previously served as a charming and in-demand bed and breakfast — has hosted too many Stratford Fest actors to list. The historic home is teeming with character, including a romantic ensuite complete with a vintage clawfoot tub.