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luxury houses for sale Grey Highlands, Canada

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19

Property with garden Grey Highlands (Canada)

A unique live and work opportunity in the heart of Beaver Valley, this thoughtfully reimagined eight-room boutique property offers exceptional flexibility for those looking to combine home, lifestyle and business in one remarkable setting. Set along the Beaver River and just two hours from Toronto, the property can function as a single dwelling, private family compound, corporate or leisure retreat, while also offering potential for a motel, Airbnb, event space or inn with a guest restaurant. The property includes eight guest suites, each with its own three-piece bathroom, plus an additional suite designed for live-in staff, complete with a three-piece bathroom and kitchenette. Currently used for storage, this space offers added flexibility depending on the next owner's needs. Two powder rooms are also located within the Parlour. Minutes from the village of Kimberley, the property is surrounded by rolling farmland, dramatic escarpment views and some of the area's best year-round recreation. The Bruce Trail, paddling, cycling, hiking, snowshoeing, skiing and cross-country adventures are all close at hand, creating an ideal balance between quiet country living and an active outdoor lifestyle. Kimberley also offers the charm and convenience of a welcoming local general store, neighbourhood coffee shop and celebrated dining, including Heart's Tavern and Bar, adding to the appeal of this vibrant Beaver Valley community. An exciting opportunity for an owner-operator, entrepreneur or buyer seeking a property where residential living and commercial possibilities can come together under one roof.Also listed as Commercial under MLS #X13780664. The property is located within the Niagara Escarpment Plan Area and forms part of the Escarpment Natural Area. Additional information, including the Confidential Information Memorandum and access to the data room, is available upon execution of a Confidentiality Agreement.

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$1,783,400
8bedrooms
8bathrooms

By Sotheby's International Realty Canada

30
Video

House with garden Grey Highlands (Canada)

Escape to your own 99-acre country retreat in the heart of Grey Highlands, just minutes from Kimberley , Beaver Valley Ski Club, and Blue Mountain. Backing directly onto the Old Baldy Conservation Area and the Bruce Trail, this rare property offers unmatched access to nature and outdoor adventure. The landscape unfolds with rolling pastures, a tranquil pond, maple forests , and a newly built trail network perfect for hiking, cross-country skiing, snowshoeing, or ATVing. The cozy two plus one bedroom, two-bath cabin provides a comfortable home base while you envision building your dream country estate. A collection of outbuildings-including a Quonset hut with a new concrete pad, a classic bank barn, and a garage-offer endless versatility for farming, storage, or studio space. Whether you're dreaming of an equestrian property, a family retreat, or a sustainable working farm, the possibilities are endless. Enjoy sweeping valley views, magical sunsets, and the peaceful rhythm of rural life in this extraordinary natural setting. Harvest your gardens, tend to your goats, tap your maple syrup trees in your own backyard, hike down your property for a glass of wine at Old Baldy, watch the sunset and head to the famous Hearts restaurant for dinner.

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$982,900
2bedrooms
2bathrooms
land 40.1ha

By Sotheby's International Realty Canada

50
Video

House with garden Grey Highlands (Canada)

An extraordinary four-season luxury retreat offering a blend of privacy, wellness, recreation, and natural beauty. Set within five acres featuring two beautiful ponds, mature landscaping, and a private golf practice area, the property enjoys an unparalleled sense of tranquility and exclusivity. Custom-crafted with premium materials, exceptional workmanship, and timeless attention to detail, this distinguished residence presents in outstanding condition, with the rare feel of a new home. Designed to embrace its surroundings, every space creates a seamless connection between indoor comfort and outdoor living. With approximately 3,000 square feet of finished living space, the home features four bedrooms, three bathrooms, a gourmet kitchen, open-concept living and dining areas, a gas fireplace, whirlpool tub, steam shower, and multiple walkouts to a covered wraparound white cedar deck. An outdoor sauna further enhances the property's wellness-focused lifestyle. The upper level provides its own lounge area, kitchenette, wine fridge, spa-inspired bath, and elevated deck, while the finished lower level includes additional living and recreation space, a three-piece bath, and a fourth bedroom for family and guests. Outside, the property unfolds as a private oasis of extraordinary beauty. Two ponds, one stocked with rainbow trout, create an idyllic setting for relaxation and recreation. A private golf practice area, mature landscaping, open green spaces, and peaceful natural surroundings create a serene setting rarely found in today's market. A detached two-car garage with a finished multi-purpose studio and bar fridge provides additional space for recreation, creative pursuits, fitness, or a home office. Ideally located just 20 minutes from Collingwood and Blue Mountain, and minutes from Devil's Glen Ski Club, Duntroon Highlands Golf Club, and the area's premier recreational amenities, this exceptional property delivers the perfect balance of peaceful seclusion and year-round adventure.

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$1,143,600
3bedrooms
3bathrooms
land 2ha

By Sotheby's International Realty Canada

15

House Grey Highlands (Canada)

To be built | Occupancy 2027 | Welcome to Markdale Meadows, an exceptional family-oriented, community by LC Development Group (LCDG). Introducing the Black Spruce, a spacious freehold townhome offering 1,100 square feet of thoughtfully designed living space, perfect for first time buyers and growing families. This home features three bedrooms and one Family bathrooms (+ Optional main floor Washroom). The open-concept main floor creates a bright, welcoming environment. A single-car garage with inside entry provides essential everyday convenience, while the unfinished basement offers excellent potential for a future expansion and value This vibrant neighborhood is designed with families in mind, offering a realistic path to homeownership without compromising on space. Ideally situated just minutes from downtown Markdale's charming shops, parks, and dining, everyday family errands are effortless. The community offers access to local education. Younger students can attend the state-of-the-art, newly built Beavercrest Community School. For teenagers, the property is just a short bus ride or drive to Grey Highlands Secondary School in nearby Flesherton. The neighborhood sits just minutes from the new state-of-the-art Markdale Hospital. Easy access to incredible four-season recreation across Grey County, making it a perfect base for family weekend adventures-from skiing and hiking in the Blue Mountains and Collingwood to spending sunny days by the water in Owen Sound.

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$264,400
3bedrooms
1bathroom

By Sotheby's International Realty Canada

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13

House Grey Highlands (Canada)

To be built | Occupancy 2027 | Welcome to Markdale Meadows, an exceptional family-oriented, community by LC Development Group (LCDG). Introducing the Black Spruce, a spacious freehold townhome offering 1,300 square feet of thoughtfully designed living space, perfect for first time buyers and growing families. This home features three bedrooms and three bathrooms, including a primary bedroom with a private ensuite. The open-concept main floor creates a bright, welcoming environment. A single-car garage with inside entry provides essential everyday convenience, while the unfinished basement offers excellent potential for a future expansion and value This vibrant neighborhood is designed with families in mind, offering a realistic path to homeownership without compromising on space. Ideally situated just minutes from downtown Markdale's charming shops, parks, and dining, everyday family errands are effortless. The community offers access to local education. Younger students can attend the state-of-the-art, newly built Beavercrest Community School. For teenagers, the property is just a short bus ride or drive to Grey Highlands Secondary School in nearby Flesherton. The neighborhood sits just minutes from the new state-of-the-art Markdale Hospital. Easy access to incredible four-season recreation across Grey County, making it a perfect base for family weekend adventures-from skiing and hiking in the Blue Mountains and Collingwood to spending sunny days by the water in Owen Sound.

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$285,900
3bedrooms
3bathrooms

By Sotheby's International Realty Canada

17

House Grey Highlands (Canada)

To Be Built | Occupancy 2027 | Welcome to Markdale Meadows, an exceptional family-oriented, community by LC Development Group (LCDG). Introducing the Silver Maple, a spacious freehold townhome offering 1,500 square feet of thoughtfully designed living space, perfect for First Time buyers and growing families. This home features four bedrooms and three bathrooms, including a primary bedroom with a private ensuite. The open-concept main floor creates a bright, welcoming environment. A single-car garage with inside entry provides essential everyday convenience, while the unfinished basement offers excellent potential for a future expansion and value. This vibrant neighborhood is designed with families in mind, offering a realistic path to homeownership without compromising on space. Ideally situated just minutes from downtown Markdale's charming shops, parks, and dining, everyday family errands are effortless. The community offers access to local education. Younger students can attend the state-of-the-art, newly built Beavercrest Community School. For teenagers, the property is just a short bus ride or drive to Grey Highlands Secondary School in nearby Flesherton. The neighborhood sits just minutes from the new state-of-the-art Markdale Hospital. Easy access to incredible four-season recreation across Grey County, making it a perfect base for family weekend adventures-from skiing and hiking in the Blue Mountains and Collingwood to spending sunny days by the water in Owen Sound.

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$318,100
4bedrooms
3bathrooms

By Sotheby's International Realty Canada

42
Video

House Grey Highlands (Canada)

Welcome to Trivue Ridge Ranch. Set on a beautifully landscaped 2.7 acre parcel with sweeping countryside views, this versatile property offers a fully renovated family home (2016), extensive guest accommodations, hobby farm infrastructure, and direct access to hundreds of acres of public land. The renovated four-bedroom, two-bathroom home offers approximately 1,800 square feet of living space. The bright kitchen features a oversized island, granite countertops, reclaimed barn timbers, abundant natural light, and direct access to a large deck with outdoor kitchen and pool. A gas fireplace anchors the main living area, while the spacious main-floor primary bedroom includes a walk-in closet with laundry and access to a private outdoor shower and soaking area. Three additional bedrooms and a full bathroom are located on the second floor. A 25' x 25' detached shop provides additional workspace and storage. It is currently used as a two stall barn with walk outs to paddocks and riding ring. The 60' x 62' converted bank barn offers exceptional flexibility for extended family, guests, recreational use, or potential income opportunities. The building includes two self-contained suites: a two-bedroom suite with kitchen, living area, bathroom, and laundry, plus a separate one-bedroom, one-bathroom suite. Additional spaces include a games room, gym, workshop, and extensive storage. Equestrian amenities include a 60-foot round pen, 70' x 140' sand riding ring, and two fenced paddocks. Ideal for buyers seeking a manageable horse property or hobby farm without the maintenance requirements of a larger acreage. A rare opportunity to enjoy country living with room for horses, family, guests, and outdoor recreation, all within a thoughtfully developed and highly functional property. If you have dreamed of a manageable horse/hobby farm with stunning views where friends and family can come and stay, this is the place!

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$1,125,800
4bedrooms
2bathrooms
land 1.1ha

By Sotheby's International Realty Canada

50
Video

House with garden Grey Highlands (Canada)

Perched on the shores of Lake Eugenia and minutes from Beaver Valley Ski Club, this 8,100 square foot lakefront retreat blends refined design with relaxed four-season living. Crafted with precision and finished by EM Design, its a home made for gathering, entertaining, and unwinding by the water. The grand entrance opens to a breathtaking great room with vaulted ceilings, floor-to-ceiling windows framing lake views, and a dramatic 48-inch gas fireplace. The chefs kitchen delivers professional appliances, dual dishwashers, a walk-in pantry, wine room, and coffee station. For meals, enjoy a formal dining area for 12 overlooking the lake or a cozy breakfast nook. Just beyond, the Lake Room with stone walls and wood-burning fireplace offers the perfect spot for après-ski evenings. The main-floor primary suite is a private sanctuary with radiant heated, instant screened porch, and spa-inspired ensuite featuring walk-in dressing room, oversized shower, makeup vanity, and Kohler bidet toilet. Above the garage, a 1,500 square foot two-bedroom in-law suite includes a large deck with front-court views. The walkout lower level provides 3 ensuite bedrooms, a fitness room with steam bath, workshop access, laundry, and a three-piece bath serving the hot tub and lake. The family room is an entertainers dream with pool table, peninsula bar with draft beer, and walkout to a covered outdoor kitchen and lounge with fireplace and television. Outdoor living is elevated with 2 composite docks, boat lift, a lakeside cabana, hot tub, and multiple gathering spaces. Smart-home features let you control it all from your phone, making every season effortless.

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$4,825,000
4bedrooms
8bathrooms
land 0.7ha

By Sotheby's International Realty Canada

2 listings near Grey Highlands

Nearby
46

House Chatsworth (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.

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$711,200
3bedrooms
3bathrooms

By Sotheby's International Realty Canada

Nearby
50
Video

House The Blue Mountains (Canada)

For the discerning buyer seeking privacy, luxury, and proximity to Ontario's premier skiing and golf, this private country estate offers an exceptional lifestyle opportunity. Perched on approximately 5.6 scenic acres within an exclusive enclave of only three properties, located just minutes from private ski clubs, Blue Mountain, fine dining, and the Bruce Trail. From the moment you step inside, you'll be captivated by breathtaking, uninterrupted views of Georgian Bay and the Niagara Escarpment from virtually every window. Designed for both relaxation and entertaining, the open-concept layout features soaring vaulted ceilings in the Great Room, heated floors in the sunroom, and a seamless blend of comfort and sophistication throughout.This home offers five spacious bedrooms, an at grade lower-level walk-out, two fireplaces (wood-burning & electric), a climate-controlled wine cellar, sauna, steam shower and hot tub, making it equally suited as a luxurious weekend escape or a full-time residence. Whether you're hosting après-ski gatherings or enjoying quiet evenings with family, this retreat delivers the perfect balance of rustic charm and refined elegance.Showings by appointment only.

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$2,426,800
3bedrooms
3bathrooms

By Sotheby's International Realty Canada

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