luxury houses for sale Grey Highlands, Canada

A River Runs Through It - A once-in-a-lifetime waterfront escape. A truly unique property where natural wonder meets modern comfort. Nestled directly on the picturesque banks of the North Saugeen River, also known as Hamilton Creek, this rare property offers a lifestyle most only dream of. Imagine waking up every morning, stepping outside, and being greeted by the soothing sound of the river flowing over the weir. It is the ultimate escape from the everyday hustle, offering a natural soundscape that washes away the stress of the day. Inside, the 1,800-square-foot home boasts a bright and airy open-concept layout designed to maximize both views and functionality. The seamless flow of the main living area provides the perfect backdrop whether you are entertaining friends or enjoying a quiet evening by the water. With three bedrooms, there is ample room for family, guests, or a dedicated home office, all filled with excellent natural light. This home strikes the ideal balance of generous living space and low-maintenance convenience. The true magic of this property lies in its unbeatable waterfront location and rare privacy. Properties with this level of natural beauty and direct river access rarely come to market. This is a once-in-a-lifetime opportunity to own a slice of paradise where the river literally runs through your everyday life.

Discover tranquility across 486 acres of historic countryside, anchored by a beautifully preserved 1850s stone farmhouse, cherished by just five previous families. Designed by Oakville/Toronto architect Gren Weis, the residence combines modern luxury with timeless character, featuring a chef’s kitchen, a spacious great room, a sunroom, three rumsford fireplaces, a screened-in outdoor summer room, and a heated dining gazebo. A short stroll leads to the lakeside guest house, passing the original 1919 barn and shed, and the remains of a century-old barn foundation, transformed into a charming garden for gatherings. This timber-frame guest house offers sweeping lake views, three bedrooms, two full bathrooms, and a finished lower level with a walkout. Wander through scenic trails that wind through fields and forests. Recreational highlights include a private tennis court, an inviting in-ground pool, and a firepit for starlit evenings. Complete privacy awaits, with meticulously maintained gardens blending modern landscaping with classic architecture. As you enter under a canopy of mature spruce trees, the secluded beauty of the property unfolds. Endless views and breathtaking sunsets make this retreat truly rare and cherished. Square footage includes Guest House Valuable harvest potential on 400 acres of bush and 60+ workable acres. Currently has 3 Managed Forest Plans

Set on 20 breathtaking acres along storied Old Mail Road in The Grey Highlands, this extraordinary estate is a rare convergence of heritage, design, and natural beauty. Anchoring the property is a distinguished main residence dating back to 1863 — rich with history and perched above a striking natural grotto carved into the escarpment stone, offering a poetic reminder of the land’s ancient character. The home itself is a rare blend of heritage charm and modern refinement. Painstakingly maintained and sensitively updated, it offers the conveniences of contemporary living while preserving the craftsmanship and character that make it truly unique. The main floor features two powder rooms—one including a private sauna—and an expansive glass-wrapped sun/family room with panoramic views and direct access to a full-width back deck. At the heart of the residence, a gracious living room with a wood-burning fireplace offers warmth and comfort, anchoring the home with quiet sophistication. The separate dining room is ideal for both intimate meals and larger celebrations, enhanced by original built-in cabinetry and shelving that span the width of the far wall—testament to the home's enduring elegance. Upstairs, three bedrooms and two full bathrooms offer peaceful retreats, including a spacious primary suite with its own four-piece ensuite. Original architectural details throughout speak to the home’s storied past and evoke a timeless atmosphere rarely replicated today. A thoughtfully designed guest house, designed by architect Anthony Belcher,—modern yet in harmony with its surroundings—provides flexibility for hosting or multigenerational living, while a private tennis court is discreetly nestled among mature trees. The landscape unfolds toward one of the property’s most exceptional features: a spectacular pool and outdoor living area that seamlessly integrates with the land’s natural topography, also designed by architect Anthony Belcher. Strategically positioned at the crest of a wooded ravine overlooking a tranquil pond, the pool sits within a sheltered terrace that captures all-day sun and panoramic views of The Beaver Valley. A robust stone wall defines the space—elegantly shielding it from the nearby historic roadway while also serving as a retaining structure and creating a warm, protected microclimate. A minimalist pergola of slender steel columns and Ipe wood casts light shade over the lounging terrace, while the cabana, complete with a two piece bathroom, bar sink and fridge —crafted with subtle architectural references to the nearby heritage home—features deep-set porches at either end, one for arrival and one for retreat. On the lower side of the pool, a sweeping stone wall curves with the contour of the land, providing enclosure while cleverly amplifying warmth to support a flourishing garden. This property is a masterclass in landscape and architectural integration—where views, privacy, heritage, and design come together in a setting that is as unique as it is unforgettable.

Set high on the coveted 7th Line in The Blue Mountains, Georgian Valley Farm is a 37-acre estate that embodies sophisticated country living with uncompromising elegance. This exceptional property combines privacy, panoramic views, breathtaking sunsets and an unparalleled recreational lifestyle just minutes from Thornbury amenities, Georgian Bay Golf Club, private ski clubs, and the shores of Georgian Bay. From every vantage point, breathtaking vistas unfold—Georgian Bay to the north, the Niagara Escarpment to the south—framing the estate in natural beauty. Thoughtfully designed for refined four-season living, the grounds offer a host of best-in-class recreational amenities including a restored recreational barn, a pond, imported (UK) Hartley Botanic Greenhouse - 13’ x 36’ Grand Manor model, and a championship-worthy Har Tru clay tennis court with pavilion and irrigation. Summers are elevated with a saltwater pool featuring an automated retractable cover, a 10-person hot tub, and multiple outdoor living and dining areas—perfect for entertaining or unwinding with the family. An extensive wrap-around 2,520-square-foot deck serves as a seamless extension of the home’s interior spaces, complete with a covered dining area with outdoor kitchen equipped with a Crown Verity BBQ, side burners, refrigerator, sinks, and an Ooni pizza oven. A heated three-car garage, auxiliary maintenance buildings, and the potential for a second residence add both flexibility and value. Comprehensive, professional-grade mechanical systems have been thoughtfully designed for both efficiency and convenience, with dedicated exterior access to utility rooms. Every inch of this landscape is a celebration of the land, the views, and the lifestyle this rare property affords. The home Designed by the acclaimed Post Architecture Inc. and masterfully constructed by David Eaton of Baylyn Construction, this 11,000-square-foot residence is a triumph of contemporary Scandinavian-inspired design. Blending refined minimalism with rich natural textures and impeccable craftsmanship, the home embodies quiet sophistication at every turn. The striking exterior is a study in thoughtful materiality, featuring charred wood in Silver Grey siding by Blackwood, locally sourced limestone, steel detailing, and a sleek metal roof—each element chosen for its durability, aesthetic purity, and harmony with the surrounding landscape. From the wide-plank European oak floors and ceilings to the extraordinary hand-painted De Gournay wallpaper, every element has been meticulously curated to balance beauty and function. No expense was spared in realizing a layout that is both architecturally significant and deeply livable, with every detail considered and executed to perfection. An uncompromising expression of luxury and design integrity, this home captivates with its timeless elegance and understated grandeur. Enter through a graceful breezeway into the oversized mudroom, a hardworking space that anchors the main level with custom storage solutions, dual washers, a dryer, laundry sink, and powder room. From here, the home unfolds into an array of bespoke living areas: an adult lounge with feature wall displaying hand painted Monuments of Paris wallpaper by De Gournay. a library with a natural gas fireplace and De Gournay wallpaper featuring Voyage of Pacific; both with glass partitions that provide for exceptional views of Georgian Bay; and a stunning powder room adorned with Badminton De Gourney wallpaper with rose gold antiquing. These spaces are united by exquisite European engineered oak floors with in-floor radiant heating, custom millwork by Renca + Heilimo Inc. At the heart of the home lies the chef’s kitchen—a masterpiece featuring a 12-foot marble island, marble counters with integrated marble sink, designer faucets, top-tier appliances from Miele, Sub-Zero, and Lacanche, extensive cabinetry by Barlow Cabinets, and an butler’s pantry with bar