5 Ontario Luxury Homes and Acreages from Blue Mountains to Hamilton

Commanding mountain views set the tone in this custom home in The Blue Mountains, positioned between Georgian Peaks and Georgian Bay for true four-season living. Inside, open living spaces unfold beneath 18-foot ceilings, creating an easy rhythm for everyday life and effortless entertaining. A chef’s kitchen anchors the main level alongside cozy living areas designed for gathering. The main-floor primary suite feels intentionally set apart, with a spa-like ensuite and a private balcony for quiet mornings. Upstairs, three bedrooms, a 4-piece bath, and a media room offer flexible space for family and guests. Outdoors, a covered porch and stone fire pit extend the season, inviting lingering conversations long after the day’s adventures end.

Surrounded by over 100 acres in Hamilton, this organic farm offers space, quiet, and a sense of long-view possibility, all within convenient reach of HWY 8 and HWY 401 for connections to Cambridge, Hamilton, and Flamborough—about an hour from Toronto. A 1-and-a-half-storey house includes three bedrooms and is framed by porches designed for lingering over sunrise and sunset. Outbuildings support everyday work and weekend projects alike: a large detached garage with room for equipment, a workshop, and cars, plus a very large barn ready for restoration. Practical infrastructure is already in place, with a septic system and well noted to be in great condition, as well as an artesian well at the back of the property and a spring in the bush. Here, life can unfold at your own pace—farming, renting, building, or simply enjoying the land.

Along the water’s edge at Brookhaven in East Garafraxa, this 2006-built residence has been comprehensively refreshed by the current owner over the past 15 years. A gourmet professional kitchen anchors daily life with Wolf built-in appliances, while heated floors and 9-foot ceilings bring quiet comfort throughout. The living room rises to a cathedral ceiling, and flexibility is built in: all bedrooms—and the office—are ensuite, with the third bedroom currently used as a main-floor office. Outdoors, an outdoor kitchen/cabana includes a covered dining area with a TV, complemented by a detached pool house/garage with a 3-piece bath and workshop. With three garage bays plus a fourth converted to a heated rec room featuring a bar, kitchenette, and a properly ventilated hot tub area, the home is designed for effortless hosting. Evenings can drift between the lower-level media area and family/great room, with space left for games.

Size: 2,500 – 3,000 sf

Along the water’s edge in the desirable lakeside community of Blue Point, this to-be-built Muskoka-style residence at 4072 Cullen Drive is designed for comfort, functionality, and timeless charm. A spacious split-layout floor plan offers 5 bedrooms and 3.5 bathrooms, well-suited to family living, hosting guests, or multi-generational stays. On the main level, three generously sized bedrooms are joined by a dedicated office—ideal for working from home or quiet study. The open-concept great room centers daily life with large windows, vaulted ceilings, and a natural gas fireplace that brings warmth to everyday moments and entertaining alike. A chef-inspired kitchen anchors the home with a 36” gas range, built-in microwave/wall oven combo, an oversized island, and a butler’s pantry with wet bar. Outdoors, landscaping by South West Fence & Decks includes a heated saltwater pool for unhurried summer afternoons.

Size: 2,500 – 3,000 sf

Surrounded by just over 100 acres in The Blue Mountains, this solid red brick, two-storey home offers a rare balance of history and working land, only 15 minutes from Collingwood. Inside, original hardwood floors set a warm, grounded tone—an authentic backdrop for everyday life that feels connected to its setting. Outdoors, the acreage unfolds with 60–65 workable acres alongside pasture and a hardwood bush, creating a varied landscape that can shift with the seasons and your ambitions. A 20×20 garage supports daily projects, while a 30×60 driveshed adds practical, flexible storage. Completing the picture is a classic bank barn with water, anchoring the property’s agricultural roots. It’s a place where open fields and quiet treelines frame a slower, more intentional rhythm.

Size: 1,500 – 2,000 sf