5 Ontario Luxury Listings from Penthouse Views to Century Charm

Commanding views from the highest penthouse in Southern Georgian Bay, this 1894 sq.ft. condo frames the Escarpment, ski hills, Georgian Bay, and Lighthouse Island in a sweeping panorama. Floor-to-ceiling windows in the living room and bedrooms wash the interiors in natural light, turning the shifting scenery into daily art. Open-concept kitchen, dining, and living spaces invite easy entertaining, anchored by a Napoleon gas fireplace and opening to one of two spacious decks. The primary suite adds its own private deck, a second gas fireplace, an office/sitting area, a generous walk-in closet, and a beautifully updated 3-piece ensuite. Up a circular staircase off the dining room, a loft offers a flexible retreat—home office, yoga studio, or quiet hideaway—while western sunsets close the day in style.

Size: 1,800 – 1,999 sf

Steps from the shoreline of Lake Huron, this maintained motel sits in a high-visibility position on Highway 21 near Kincardine, balancing everyday convenience with year-round tourism appeal. The layout is designed for flexible income: 10 guest rooms, each outfitted with a kitchenette, support short- and longer-term stays with ease. Two on-site apartments add another layer of versatility, including one spacious one-bedroom apartment and one two-bedroom apartment—well-suited to owner occupancy or additional rental potential. Just 15 minutes from Bruce Power, the location is positioned to serve contractors, travelers, and long-term guests alike, while a short drive brings the sandy beaches of Port Elgin into the mix. It’s an easy place to imagine running with steady rhythm through every season.

From its elevated setting in St. Catharines, this 2+2 bedroom, 3 bath bungalow opens to panoramic Shorthills views and a sense of calm that carries through more than 5,900 sq ft of living space. Soaring ceilings bring volume and light to the main level, while a chef’s kitchen anchors everyday routines and easy entertaining. The primary suite is described as luxe, offering a private retreat at day’s end. Downstairs, a finished lower level adds another layer of living with a wet bar and wine cellar—ideal for relaxed evenings in. Outside, a private yard unfolds across a 75 x 177 ft lot, with wineries, trails, and highways just minutes away for weekends that can be as quiet or as connected as you like.

On a quiet, exclusive, tree-lined street in desirable Thornhill, this spacious family home balances everyday comfort with an easy, connected routine. Inside, the layout includes three bedrooms and 2.5 baths, offering room to spread out while keeping the feel practical and welcoming. Outdoors, a large deck extends the living space into a fully fenced backyard—ideal for shaded afternoons, casual dinners, and relaxed entertaining. Downstairs, an unfinished basement awaits your personal touch, whether you’re envisioning added storage, a hobby zone, or future living space. The location keeps errands and weekends effortless, with parks, transit, top-rated schools, shopping, the library, and a community centre all just steps away, plus quick access to Highway 404 for smooth commuting beyond the neighbourhood.

Tucked into Westdale, this one-of-a-kind century home unfolds on a rare 236-foot-deep lot backing onto Cootes Paradise. Inside, the layout is notably flexible, with 4+4 bedrooms, 2.5 baths, and two kitchens—an arrangement that invites multigenerational living, extended guests, or creative configurations that evolve over time. Daily life here feels effortlessly connected: steps to McMaster, and close to local shops and cafés for an easy morning routine, with nearby trails offering a quick reset in nature. Set in one of the area’s most picturesque neighbourhoods, the property pairs a storied sense of place with incredible potential, offering room to shape the next chapter while keeping a remarkable backdrop just beyond the lot line.