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Grey Highlands is a municipality in the southeast corner of Grey County, Ontario, Canada. It was formed on January 1, 2001, by the amalgamation of the village of Markdale and the townships of Artemesia, Euphrasia and Osprey, which included the unincorporated hamlets of Eugenia, Ceylon, Maxwell, Singhampton, Priceville, Kimberley, Badjeros, and Feversham. The former village of Flesherton is also located within the municipality and was amalgamated with Artemesia Township in 1998.
The dominant natural feature of the area is the Niagara Escarpment, which passes through the municipality and has several ancillary features:
the Bruce Trail, a popular hiking and multi-use trail, follows the brow of the Niagara Escarpment.
Beaver Valley, a steep-sided and broad valley, was created during the last ice age. The eastern side of the valley, as part of the Niagara Escarpment, was designated a UNESCO Biosphere reserve in 1990. The west side of the valley is home to a number of downhill ski slopes, including Beaver Valley Ski Club.
Eugenia Falls, where the Beaver River crosses the Niagara Escarpment, is the location of Grey County's only gold rush.
Total Active Listings in Municipality of Grey Highlands: 12
385073 4TH CONCESSION A, Grey Highlands
Type: Single Family
Land: 1324.1 x 3325.7 FT|50 - 100 acres
Price: $3,350,000.00
Welcome to an extraordinary 99.6-acre luxury estate that epitomizes refined country living. This meticulously designed property is anchored by an exquisite post & beam residence, masterfully crafted by Yankee Barn Homes & inspired by the iconic style of Ina Garten. Every detail, from the soaring two-storey Douglas fir kitchen & dining area with its striking Rumford wood-burning fireplace to the luminous, open-concept living spaces, exudes elegance & thoughtful design. Step through a grand front foyer into a world where sophistication meets comfort. The main level features a luxurious primary bedroom suite tailored for single-floor living, along with a tastefully appointed 2-piece bath & laundry room adjacent to an attached triple-plus car garage. Upstairs, private retreats include a bedroom with an ensuite bath, a charming bunk room with a full bath, & a versatile loft area that offers a perfect setting for a TV lounge or creative play space. An additional fourth bedroom, complete with a full bath, a dedicated family room featuring a TV projector & screen, & a convenient kitchenette, make this level ideal for multi-generational living. The lower level walkout further enhances the estate's allure with a stylish bar, recreational room, full bath, a fifth bedroom, a second laundry, & a cold cellar designed for your finest beverages. Outdoors, an opulent inground saltwater pool installed by Dream Pools in Oakville sets the stage for luxurious entertaining under the open sky. Beyond the residence, the estate offers nearly 60 acres of productive farmland, a serene 5-acre natural pond, & a creek that flows into a charming 1/3-acre fishing pond. A distinguished 20-acre hardwood bush & additional structures including a detached garage & a well-maintained bank barn complete this remarkable property. Discover the ultimate in luxury country living, a private retreat where every element has been thoughtfully curated for a lifestyle of unparalleled elegance & comfort. (39939190)
194109 GREY ROAD 13, Eugenia
Type: Single Family
Land: 783.3 x 1232.4 FT|10 - 24.99 acres
Price: $2,850,000.00
This extraordinary estate blends timeless charm & modern comfort on 21.68 acres of scenic beauty. Whether you're seeking a peaceful retreat, an entertainer's paradise, this property is designed to inspire. The two-story living room features a striking stone fireplace & floor-to-ceiling windows showcasing beautiful backyard views. The well-appointed kitchen, complete with a gas range, wall oven, spacious island & butler's pantry with a prep sink, makes hosting effortless. The dining room has set the stage for countless memorable gatherings, while the cozy sitting room opens to a covered back deck, seamlessly connecting indoor & outdoor living. The main-floor primary suite offers private deck access, his-&-her closets & a luxurious 5-piece ensuite. Upstairs, a loft area, three additional bedrooms & a full bath provide space for family & guests. The walkout lower level enhances the versatility with a fifth bedroom, office/den, family room, second kitchen & mud/ski room perfect for guest quarters or an in-law suite. Designed with both character & modern convenience in mind, this home offers an array of thoughtful features like antique hemlock floors, in-floor heating, a spacious mudroom next to the main-floor laundry & a walk-in fridge next to the heated triple-car garage. The garage also includes a separate storage room with a roll-up door & a Generac generator. Above, the loft is plumbed & ready for future possibilities. Outdoors, there's space for an inground pool & a 40' x 64' detached shop featuring two heated bays, two large bays for vehicles/projects & an office with a washroom. Experience this estate, carefully crafted by its owner, where every detail creates an inviting atmosphere. More than just a home, it offers a lifestyle, one that could also serve as a unique wellness retreat or getaway destination. To truly appreciate all this home and property has to offer, you need to see it for yourself. (39884484)
408082 GREY 4 ROAD, Maxwell
Type: Single Family
Land: 230.2 x 452.5 Acre|2 - 4.99 acres
Price: $1,750,000.00
Experience the best of both worlds where this masterpiece creates a country charm that blends perfectly with new, modern and luxurious. Set on 2 acres of peaceful, pastoral views this recently renovated home offers exactly that. Upon entering through classic side porch you're greeted by a warm & inviting interior with exquisite finishes to behold. Approx 2800 sq ft of tasteful, elegant yet practical features like wide plank wood flooring, exposed ceiling beams, rustic barn door enhancements to closets and windows, hi end fixtures and finishes are found throughout. Open concept layout where the extraordinary rustic gourmet kitchen lays central in the floor plan. Here it boasts the vaulted ceiling with exposed wood beams, custom maple cabinetry, granite countertops, 9' chefs island, butlers pantry and a coffee and wine bar. Kitchen flows to both the dining room big enough to host the entire family and a wonderfully large family room with fireplace and walkout to side patio. The primary bedroom is a bright, sunny retreat complete with a 5 pc ensuite, a walk in closet & its own access to relax on the back yard patio with pergola. A 2nd bedroom, laundry room, office area, some flex space and a powder room finish the main floor. Original refinished pine flooring on the second floor where an ample sized guest bedroom with its own 4 pc bath is found. Attached 1200 sq ft heated & insulated garage has inside entry to home. Seamless indoor outdoor flow to several patios where they're placed to enjoy the quiet serenity of the countryside. This property offers upscale living in a quiet rural village. Come see to appreciate the 10+ craftsmanship and elegant style this true gem has to offer. Close to Lake Eugenia, the Beaver Valley and only 25 minutes to Collingwood. (38137704)
222 PLANTTS POINT ROAD, Lake Eugenia
Type: Single Family
Land: 210 x 235.8 FT ; comes to point at waterfront|1/2 - 1.99 acres
Price: $1,699,000.00
Your waterfront summer (& winter) escape awaits! Dreaming of days spent by the lake or close to the slopes? This stunning waterfront property is your ticket to a perfect summer getaway AND a fantastic winter retreat. Imagine spending sun-drenched days on Lake Eugenia & then come winter, embracing the thrill of skiing just minutes away. This isn't just a cottage; it's a 4 season haven. Picture yourself on the water all summer long, enjoying the child-friendly shoreline & making the most of the dock + boathouse complete with a rooftop patio perfect for those sunset cocktails! Come winter, swap your boat for skis & hit the slopes at Beaver Valley or Blue Mountain-they're practically in your backyard. With over 3000 sq ft of finished living space including a show-stopping Great Room, there's plenty of space for family & friends. The luxurious hot tub overlooking the lake is the perfect spot to relax year-round, whether unwinding after skiing or enjoying a starlit summer night. Create warm memories gathering around the fire pit for marshmallow roasts or fireplace after a cold day outside. This property offers the perfect balance of summer relaxation & winter adventure. Located in the heart of Ontario's outdoor playground, you'll have easy access to it all. Warm weather bring boating, swimming, hiking & golf while snow transforms the area into a skier's paradise. With activities just minutes away you'll spend less time travelling & more time doing your favourite things. Conveniently located less than 2hrs from GTA, 90 mins from Kitchener-Waterloo, Barrie & Guelph, 30mins from Collingwood/Thornbury and the charming villages of Kimberley, Flesherton & Markdale all nearby, this property offers the perfect blend of tranquility & accessibility for both summer & winter getaways. Don't let the chance of a summer by the lake slip away & don't wait until next winter to hit the slopes. This is your chance to own a piece of waterfront paradise that you can enjoy all year round! (39929617)
144 TALISMAN BOULEVARD, Grey Highlands
Type: Single Family
Land: 270.5 x 132 FT|under 1/2 acre
Price: $998,000.00
This 4+1 bedrm, 2.5 bath chalet in the Amik subdivision near Kimberley offers the perfect blend of space, comfort & adventure. Spanning 3 finished floors, its designed with family & friends in mind. Step into the lower-level walkout, where a large mudroom welcomes you with space to drop skis, snowboards & gear after a day on the slopes. This level features a family room, games area, 5th bedrm & 3-pc bath, creating a private retreat for guests or a fun zone for everyone. The main floor is where life unfolds. Open concept with central staircase, the space is flooded with light from large windows & doors that lead to the front & rear decks. The layout is ideal for hosting, complete with wet bar area & 2-pc bath, making it a hub for entertaining & gathering. Upstairs, the home offers 4 more bedrms & full bath, with 2 of the bedrms opening onto the upper deck, a wonderful spot to take in morning views or stargaze. With plenty of room for sleeping arrangements, it's easy to accommodate family & friends. Outdoors, the property invites relaxation & connection with nature. Unwind in the hot tub, warm up in the outdoor wood sauna, or gather around the campfire. Located in a prime spot for all-season living or vacationing, this chalet provides easy access to skiing, hiking & the beauty of the surrounding area. With a STA license, it's also an excellent opportunity for short-term rentals or weekend retreat, & a turn-key option makes the transition effortless. The village of Kimberley is minutes away, offering unique restaurants & welcoming community feel. For additional amenities, the vibrant towns of Thornbury & Meaford are a short drive. Whether you're seeking adventure or a peaceful retreat this home is ready to be your base for it all. **Fireplace does not meet WETT certification. STA licences are non-transferrable a new owner will be eligible to apply for their own property STA licence. (39615421)
825141 GREY ROAD 40 ROAD, Grey Highlands
Type: Vacant Land
Land: 591.78 x 1979.91 M|25 - 50 acres
Price: $699,999.00
Looking for an "off the grid" recreational property with potential? Look no further then this easily accessible and well located property in Grey Highlands at 26.7 acres. The area is home to dozens of trails & Managed Areas and offers great four season activities. 20 minutes to Thornbury 15 minutes to Markdale or 25 minutes to the Village at Blue Mountain. (39865643)
174687 GREY ROAD 30, Kimberley
Type: Single Family
Land: 150.57 x 299.6 Acre|1/2 - 1.99 acres
Price: $649,900.00
A wonderful opportunity to own this one acre property with a 3 bedroom, 2 bath home that's nestled on the hillside and less than 1 km from the BVSC. This property is highlighted and adorned with a beautiful waterfall running down the escarpment where its therapeutic sound is heard all year round. The wonder of nature is captured from every window. The home features hardwood floors on the main floor with a big, bright dining room and walkout to private deck, kitchen with island, a living room where views and lights of the slopes are seen, plus 3 bedrooms and a 4 pc bath. Lower level is a walkout to front yard and driveway and offers a nice sized family room with fireplace, a big bright office, a 2 pc bath, a workshop and lots of storage. The lower level has been completely spray foamed, the propane furnace was new in 2015 and has a newer 200 amp breaker panel plus a generator panel has been wired in. A lovely 4 season home located perfectly for the outdoor enthusiasts where so many recreational attractions like skiing, Eugenia Lake, Eugenia Falls, Beaver River and the Bruce Trail are all closeby. The value of this home is not just in its walls and location, but in the possibilities it offers the next lucky owner. (38565199)
202 LAKESHORE BOULEVARD, Lake Eugenia
Type: Vacant Land
Land: 80.07 x 200.06 FT|under 1/2 acre
Price: $649,000.00
This waterfront vacant lot on Lake Eugenia is your gateway to lakeside living at its finest. This quiet lot, tucked near the end of a dead-end street, is your ticket to paradise. Imagine yourself on your future dock, drink in hand, enjoying the colourful sky. With endless water views and evening sunsets, you'll be surrounded by beauty. With only a few lots left on this lake, giving you the chance to build exactly what you want, why settle for something existing when you can create what you want from scratch? Whether you love water activities or simply seek serenity, this spot is perfect for your new home or cottage. Dive into boating, fishing, or just relaxing by the lake. Come embrace the beauty at Lake Eugenia and let your imagination soar in this serene setting. (39616550)
429570 8TH B CONCESSION ROAD, Grey Highlands
Type: Vacant Land
Land: 228 x 498 FT|2 - 4.99 acres
Price: $450,000.00
Private 2 Acre lot on a well maintained country road just 3 Km from Singhampton(The Hamptons). Elevated building envelope is partially cleared. Driveway is installed. Land survey has been completed. Build your rural retreat or getaway chalet amongst gentle nature, mature cedar and wild apple trees in this quiet location close to quaint villages, downtown Collingwood and the ski hills of Devils Glen, Beaver Valley Ski Club, Blue Mountain. Exactly a scenic 20 minute drive into Collingwood proper. Fresh air and clean living, greener pastures do exist! Reputable Builders incentives available. (39626111)
Step into The Bakery of Flesherton, where every bite is a celebration of flavour, comfort, and community! Located in the heart of charming Flesherton, this beloved bakery is a dream opportunity for anyone ready to take the reins of their own business while indulging in the art of crafting irresistible delights. From their perfectly spiced samosas that keep customers coming back for more, to donuts so soft and fluffy they practically melt in your mouth, The Bakery of Flesherton has a well-earned reputation as a local treasure. And let's not forget their lattes, a comforting hug in a cup that warms you from the inside out. These are just a few reasons this bakery has become a favourite destination for locals and visitors alike. This is more than just a bakery; it's a chance to be part of a community, spreading joy and satisfaction one delicious treat at a time. Whether you dream of perfecting your recipes, welcoming smiling faces through the door, or creating unforgettable moments over coffee and pastries, this is your opportunity to turn passion into a thriving business. Step into a space filled with warmth, character, and endless potential. At The Bakery of Flesherton, every day is an invitation to make a difference through the magic of food. Don't just bake, create an experience that will be cherished by everyone who walks through the door. Ready to take your first step toward sweet success? Let's make your bakery dreams come true, one flavourful bite at a time! (39739220)
PT PARKLT 7 INKERMAN STREET, Eugenia
Type: Vacant Land
Land: 163.65 x 280.19 FT|1/2 - 1.99 acres
Price: $250,000.00
Set on a spacious 1-acre parcel at the edge of the Village of Eugenia, this property offers the perfect canvas for your new home. Conveniently located close to the lake, with easy access to the public beach, boat launch, and the natural beauty of Eugenia Falls and the Bruce Trail. Beaver Valley Ski Club, just a short drive away, is a favorite destination for ski enthusiasts, while the Bruce Trail and surrounding area provide endless opportunities for hiking, snowmobiling, and exploring the outdoors. This flat lot requires minimal preparation, meaning you can start building sooner and move one step closer to bringing your vision to life that much faster. Surrounded by a collection of newer and updated homes, each on generous lots, this property offers the space and setting to create something truly special while staying connected to a vibrant community. If you're looking for a spot that blends recreation, natural beauty, and room to breathe, this is your opportunity to claim a prime piece of Eugenia's charm. HST is applicable and in addition to. (39635171)
130 INKERMAN STREET N, Eugenia
Type: Vacant Land
Land: 160.08 x 264.2 Acre|1/2 - 1.99 acres
Price: $249,000.00
Nice building lot is high and dry in a prime location in the village of Eugenia. Almost one acre is ready for building your dream home with excellent opportunity for walkout basement. The entrance and fire number are already installed. Wonderful location for recreational attractions like skiing boating, fishing, swimming, hiking, snowmobiling/ATVing with close proximity to Lake Eugenia, Beaver Ski Club, Eugenia Falls, the Bruce Trail and snowmobiling trails. Location offers beautiful sunsets and pretty views. On a paved road and close to schools, hospital, dining and shopping. Bring your building ideas to life this spring on this ready to build lot. (39652608)
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