5 Ontario Waterfront Retreats and Luxury Living Near Toronto

Along the water’s edge on Picton Harbour, 103 Bridge Street captures the quiet romance of County living, set well back from the road on a large property (approx. 1.3 acres) in a grove of mature trees. Inside, tall ceilings, large windows, French doors, and tongue-and-groove wood ceilings bring in abundant natural light and a sense of timeless character. An updated kitchen pairs new cupboards, quartz counters, appliances, and hardwood flooring, while a new main-floor bathroom adds everyday ease. A library family room invites slower afternoons, and a main-floor bedroom plus laundry addition (1986) supports comfortable single-level living. Outside, lush perennial gardens keep the setting low-maintenance, with a large backyard deck overlooking Picton Bay as sailboats pass. Minutes from downtown Picton, Sandbanks Provincial Park, and local favorites, it’s a retreat that still keeps you connected.

Size: 1.3 acres

Along the water’s edge at 911 School Rd, this waterfront home pairs a rural sense of space with the ease of being minutes from downtown Kingston. Set on a private, level 2.4-acre parcel, the setting feels calm and grounded, with room to breathe and an easy relationship to the shoreline. Daily life here can move at two speeds: quiet mornings by the water, then a quick trip into the city for errands, dining, or an evening out. The level site adds a natural simplicity to how you live outdoors, whether you’re walking the grounds or spending unhurried time near the water. It’s a rare balance—privacy and open land, with Kingston close enough to stay part of your everyday rhythm.

Size: 1,500 – 2,000 sf

Along the water’s edge on Lakeshore Road West in Port Colborne, this waterfront retreat offers nearly 3,000 sq.ft. of finished space designed for unhurried lake living. An expansive open-concept kitchen, dining area, and living room anchors the main level, where a gas fireplace adds warmth and large windows frame sweeping lake views. The layout balances practicality and style, equally suited to entertaining or quiet evenings with the scenery. The primary bedroom is positioned as a calming haven, complete with a luxurious 4-piece ensuite and the everyday ease of main-floor laundry. Downstairs, the finished lower level brings two additional bedrooms, a full bathroom, and a family room made for sports or cozy nights in. Outside, a spacious waterfront lot and parking for up to eight vehicles set the stage for effortless gatherings year-round.

Size: 1,500 – 2,000 sf

Along the water’s edge at Harbour Square, this residence pairs a generous layout with a distinctly Toronto outlook—city views complemented by glimpses of the lake. Inside, brand new hardwood floors (March 2026) bring a fresh foundation to an open-concept kitchen with an island, while two bedrooms plus a den/family room create flexibility for quiet workdays or easy entertaining. The building’s hotel-style amenities shape the daily rhythm: a pool, gym, shuttle buses throughout the city, and a large outdoor deck with a BBQ area. Practical touches extend beyond the suite, with concierge service for packages and maintenance fees that include everything—even cable. Set beside the ferry, with access to Centre Island and the Martin Goodman Trail, life here naturally spills out onto the waterfront.

Set on a rare pie-shaped lot just under a quarter acre, this all-brick bungalow is tucked away in prestigious Wyldwoods Estates of Doon in Kitchener. Inside, more than 4,100 square feet of beautifully finished living space suggests room to spread out, host with ease, and settle into a day-to-day rhythm that feels both calm and considered. The single-level bungalow layout keeps everything feeling connected, while the finished areas add flexibility for gathering, relaxing, or simply enjoying extra breathing space. Outdoors, an inground pool becomes a natural focal point in warmer months—an inviting backdrop for unhurried afternoons and easy summer evenings at home. Here, the appeal is the blend of polished interior finish and a generously sized setting, designed for a quieter pace without feeling far removed.

Size: 3,500 – 5,000 sf