5 Ontario Estate Retreats from Waterloo Country to Lake Scugog Waterfront

Along the water’s edge in Perth East, this private country retreat pairs a renovated 6-bedroom bungalow with an expansive natural setting. The estate spans approximately 4 workable acres, 2 acres surrounding the home, and almost 90 acres of mature bush threaded with over 6 km of marked grass trails. Two ponds with sandy beach areas invite swimming and paddling, with year-round enjoyment close at hand, while maple trees add syrup potential and daily walks bring you through wildlife-rich woods. Inside, custom updates since 2005 include a beautifully crafted ash kitchen with granite countertops, expansive windows, skylights, and an open-concept layout designed for entertaining. A fully finished lower level adds egress windows, a kitchenette/wet bar, and a separate walk-up entrance—ideal for multi-generational living or hosting Stratford Festival guests. Evenings here naturally drift toward beach days and campfire moments.

Set on a sweeping mix of open fields and mature forest in Milton’s Nassagaweya area, this rare parcel reads like a quiet chapter of rural Ontario. At its heart stands a 1 1/2 storey stone farmhouse, proudly holding onto its timeless exterior beauty and offering a compelling chance to restore what’s here or thoughtfully incorporate its impressive stone façade into a new custom estate. Nearby, the evocative ruins of the original stone barn lend a sense of history and atmosphere—an artful backdrop for events, photography, or a future revitalization. Whether envisioned as a private estate, a recreational retreat, or a future homestead farm, the setting invites long walks at the forest’s edge and unhurried days shaped by open sky and stone.

Size: 1,100 – 1,500 sf

Set on a sprawling one-acre lot in Cambridge, 75 Robinson Road offers a rare 2-for-1 setup: a newly built custom stone bungalow paired with a second residence featuring an attached shop (28′ x 26′). Inside the main home, vaulted ceilings crown an open-concept living, dining, and kitchen layout, while oversized windows pull daylight deep into the space. Engineered hardwood flooring and distinctive wood beam details bring warmth and a tailored architectural finish. The kitchen centers on a spacious eat-in island with under-cabinet lighting, ample custom cabinetry, and elegant glass doors opening to the backyard. A private primary wing adds a sense of retreat, complete with backyard access, a walk-in closet, and a beautifully finished ensuite. Two additional bedrooms, full bath, powder room, and a large laundry room with direct garage access round out the level, with an unfinished 2,000-square-foot basement ready for what comes next.

On a quiet lane in Mississauga’s sought-after Lorne Park neighbourhood, this elegant bungalow sits within the exclusive Watercolours enclave. Thoughtful design and quality finishes shape spaces that feel equally suited to everyday routines and easy entertaining. Nine-foot ceilings lend an airy sense of volume, while the bright, open-concept main level keeps conversation flowing from room to room. At the center, a generous eat-in kitchen is paired with a breakfast bar—an inviting spot for morning coffee or casual meals—along with a walkout that extends living outdoors. The backyard is anchored by an oversized deck, setting the stage for relaxed weekends and simple, open-air gatherings. It’s a home that balances comfort and practicality, with a layout that encourages an unhurried rhythm throughout the day.

Size: 2,250 – 2,499 sf

Along the water’s edge on Lake Scugog, this renovated estate claims an 87.5 x 219.5 ft lot on one of Port Perry’s most desirable stretches of shoreline. More than $400,000 in thoughtful updates shape a refined lakeside retreat, where an open-concept main level centers on a dramatic great room with vaulted ceilings and a statement stone wood-burning fireplace. Expansive windows capture sweeping lake views and prized western exposure—an ever-changing backdrop for evening sunsets. A wraparound deck extends the living space outdoors for slow mornings and lingering dinners by the water. The custom kitchen pairs crown moulding, premium stainless steel appliances, and an oversized quartz island made for gathering. Upstairs, hardwood floors run throughout three generous bedrooms, including a primary with dual walk-in closets and a spa-inspired five-piece ensuite. A finished walk-out level adds a quartz-topped wet bar, heated bathroom floors, and a private guest bedroom, with a dock and sandy-bottom shoreline just beyond.

Size: 3,000 – 3,500 sf