4 Ontario Acreage Estates from Blue Mountains to Niagara Wine Country

Beyond wrought-iron gates and handcrafted Owen Sound stone pillars, a winding drive leads to a secluded hilltop estate set across 92.15 acres of pristine forest, with a pond, stream, meadows, and kilometers of private nature trails. Designed by an architect and built by Bristol Homes, the residence pairs Owen Sound stone with copper accents, Indiana limestone window sills, and a 50-year Enviroshake roof. Inside, heated slate floors warm the grand foyer, while the formal living room centers on a stone fireplace beneath arched windows. A library with custom bookcases and solid wood finishes invites quiet evenings. The chef’s kitchen features granite counters, heated floors, a large breakfast bar, and camera monitors to the gated entrance. Outdoors, a heated saltwater pool is joined by a stone patio and matching cabana with sauna. A renovated guest house, four-bay garage, and lower-level theatre, gym, and sauna complete a life designed for privacy and ease.

Size: 3,500 – 5,000 sf

Price: $5,995,000 (Sold)

Set on 5.365 acres just minutes from Collingwood, Thornbury, and Blue Mountain Resort, this recently renovated, institutionally zoned property balances contemporary capability with layers of heritage character. The main facility is designed for communal living and programming, with 18 fully finished bedrooms and 11 bathrooms, a large café, a fully equipped commercial kitchen, and expansive living and meeting spaces. Modern infrastructure supports day-to-day operations, including high-speed internet, security cameras, and automated exterior lighting, while the sale includes furnishings (minus select personal items and exclusions) for an easier transition. Beyond the primary building, a 2,600 SF barn brings traditional character and flexible storage or programming potential, complemented by a century home and a cabin offering residential or office flexibility. Mature trees frame direct access to the 120-acre Clendenan Conservation Area, encouraging a quieter rhythm outdoors.

Set on a beautifully landscaped half-acre lot in Oro-Medonte, this executive residence balances refined finishes with an easy, nature-forward rhythm. An inviting covered porch leads to an impressive glass entryway, opening into an airy, open-concept plan. The great room’s soaring cathedral ceilings and stone fireplace anchor daily life, flowing seamlessly to a chef’s kitchen with granite countertops, a generous island, and a walkout to the deck and pergola for outdoor dining and quiet mornings. The main-floor primary suite reads as a private retreat, complete with a spa-inspired ensuite and custom walk-in closet. Upstairs, two bright bedrooms share a luxurious five-piece bath. Downstairs, a finished basement adds a rec room, gas fireplace, media area, and exercise zone. Scenic trails, year-round recreation, and Braestone Farms community events round out the experience.

Size: 1 acre

Price: Contact for pricing

Set on just over an acre in Niagara’s wine country, 5252 Greenlane Road offers a beautifully renovated bungalow that balances rural calm with modern ease. Inside, a bright open-concept layout supports both everyday living and entertaining, anchored by an updated kitchen with quartz countertops, stainless steel appliances, and a breakfast bar. New flooring, modern lighting, and soft neutral tones carry a warm, contemporary mood throughout. The primary suite feels like a true retreat, featuring a generous walk-in closet and a tastefully renovated ensuite, while two additional bedrooms and a second full bath add flexibility for guests or a home office. Downstairs, the fully finished basement expands the possibilities with a large family room, a second kitchen, 3-piece bath, gym (or optional fourth bedroom), and ample storage. Outdoors, mature trees frame a private setting for quiet afternoons.

Size: 1,500 – 2,000 sf

Price: Sold