5 Ontario Luxury Listings from Waterfront Estates to Prime Development Sites

Along the water’s edge in Burlington, this extensively updated waterfront residence spans over 6,900 square feet of total living space, thoughtfully arranged for multi-generational living. Six bedrooms and 4.5 baths are complemented by three self-contained living spaces, creating flexibility for extended family, guests, or independent daily rhythms under one roof. Set on a rare 93 x 313 ft lot on the bay, the home is framed by breathtaking views that keep the shoreline present from morning through evening. Outside, exceptional outdoor living unfolds across the generous grounds, while private docking places time on the water within easy reach. It’s a setting designed for gathering, retreating, and savoring a distinctly bayside pace of life.

Set on Barrie Street in Bradford West Gwillimbury, this 1.5-acre parcel is presented as an exceptional development opportunity, already approved for 28 townhouses. The setting pairs long-term potential with everyday convenience: established neighbourhoods surround the site, while access to major routes and transit helps connect residents to the broader region. Daily errands and routines are well supported, with schools, shopping, and recreational facilities noted nearby—an appealing foundation for a future community shaped by Bradford’s rapid growth. For builders and investors, the approval status offers a clear starting point, and the possibility of a vendor take-back mortgage adds flexibility to the path forward. It’s a rare chance to contribute to the next chapter of a fast-evolving town.

Size: 1.5 acres

On a residential street in Toronto, this award-winning design by architect Susan Black reads as both a residence and a piece of architectural history, celebrated in The Globe and Mail as “Thoroughly modern but never cold.” The main floor unfolds as five expansive living areas, seamlessly connected without doors yet still offering an intimate sense of privacy. A 14-foot cathedral ceiling, loft-inspired elements, and open volumes bring a quiet grandeur, while four glass doors create an easy rhythm between indoors and the backyard. Six fireplaces set the tone for lively entertaining and unhurried family evenings. Upstairs, a diagonal skylight spans the full second floor, drawing daylight into a cozy common area and along the floating passage to a secluded primary suite with two walk-outs to a private terrace. Floor-to-ceiling, loft-sized windows stretch from ground to roof, framing the seasons.

Size: 3,500 – 5,000 sf

Just outside Erin, this executive bungalow is framed as a private paradise, balancing expansive living space with an outdoor setting designed for downtime. The resort-style backyard centers on a saltwater pool, paired with a hot tub and an outdoor fireplace—an easy rhythm for afternoons in the water and evenings that stretch late under the stars. Inside, the tone is unapologetically luxurious, with a layout that accommodates 4+2 bedrooms and 7 bathrooms for flexibility across daily life, hosting, and quiet retreat. With generous total living space and a true indoor-outdoor emphasis, the experience here is less about a single feature than a full way of living—comfortable, indulgent, and intentionally unhurried.

Surrounded by 2.4 acres in Erin, this custom bungalow frames breathtaking escarpment views while keeping you just 20 minutes from the 401. Inside, soaring ceilings and oversized windows wash the main level in natural light, flowing through an open-concept layout anchored by a spacious great room. The chef’s kitchen is outfitted with Wolf, SubZero, and Cove appliances, complemented by a formal dining area and a stylish servery for effortless entertaining. The primary suite reads like a private retreat, with a spa-inspired ensuite featuring heated floors, a large walk-in shower, and a soaker tub, plus a generous walk-in closet. Two additional bedrooms each enjoy their own ensuite. Downstairs, 10-foot ceilings open to a full gym, sauna, and separate living space with bedroom, full bath, and kitchenette, while the extended deck, firepit, and hot tub invite evenings outdoors.