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  • 167 Prince Street: Grey Highlands House for sale : MLS®# X12793656

    167 Prince Street Grey Highlands Grey Highlands N0C 1K0
    Main Photo: 167 Prince Street: Grey Highlands House for sale : MLS®# X12793656
    $849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12793656
    Bedrooms:
    5
    Bathrooms:
    3
    Custom built bungalow with attached garage on 1.4 acres in Priceville. Located on a quiet street, this 1480 square foot bungalow is 3 years old. Great layout with open living areas, vaulted ceilings, lots of windows and light. There are 3 bedrooms on the main level, a full bath and a walk-in closet and ensuite in the master bedroom. The lower level is fully finished with a two-bedroom accessory residence with walkout (separate entrance) that is easily used as a second unit or added back to the main residence. Laundry on both levels. Concrete patios and walkways, armour stone landscape and retaining walls nicely complete the front yard. The back yard is a mixture of hardwood and cedar with a main trail to the highest point on the property. Forced air propane heat, central air, 200 amp service, wired for generator and an insulated and heated garden shed with hydro. This home is within walking distance to the park where there are year-round events and activities in this community-driven village. 7 minutes to Flesherton for school, 15 minutes to Durham and 15 minutes to Markdale. More details
    Listed by Royal LePage RCR Realty
  • 109 Island View Drive: Grey Highlands House for sale : MLS®# X12794436

    109 Island View Drive Grey Highlands Grey Highlands N0C 1E0
    Main Photo: 109 Island View Drive: Grey Highlands House for sale : MLS®# X12794436
    $1,875,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12794436
    Bedrooms:
    5
    Bathrooms:
    3
    92 foot waterfront property on Lake Eugenia. From the moment you enter the home you are met with sweeping views of the lake. The contemporary styled bungalow was built in 2002 and was architecturally designed with interesting features that make it anything but ordinary. Entertainment sized living room is set up with comfortable sitting areas, a wood-burning fireplace and oversized windows. The curved kitchen brings a unique element to the space and includes marble counter tops, breakfast bar and built in appliances. Dining area with walkout to the deck on the lakeside which is partially covered. Three bedrooms and 2 baths on the main level (one ensuite). Incredible armour stone landscaping, stone patio, and steps to lower level walkout designed and installed by Rock Solid Landscapes. Lower level is finished with 2 more bedrooms, bathroom, laundry and family room with propane fireplace. No neighbours on the east side of the property allowing for long views. A detached double garage with roll up doors on street side and lake side. There is also a bunkie on the 2nd level. Added bonus of shared ownership and use of 127 acres known as MacDonald Farm where there are trails for recreational use. More details
    Listed by Royal LePage RCR Realty
  • 625548 Sideroad 16B: Grey Highlands House for sale : MLS®# X12790574

    625548 Sideroad 16B Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 625548 Sideroad 16B: Grey Highlands House for sale : MLS®# X12790574
    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12790574
    Bedrooms:
    2
    Bathrooms:
    1
    Privacy, acreage, and proximity to skiing come together here in Grey Highlands. Set nicely back from the road and tucked into the trees, this adorable 920 sq ft bungalow feels quiet and comfortable without feeling remote. The main level is open concept and thoughtfully laid out, with 2 bedrooms and a full bathroom with combined laundry. It's not large, but it lives well. A welcoming front porch adds character, and the second front entrance functions perfectly as a practical mudroom entrance. Off the dining area, a small deck overlooks the backyard, a peaceful spot for morning coffee or unwinding at the end of the day. The walkout basement is insulated and ready for whatever you envision next. With a wood stove already in place, there's strong potential to create a third bedroom, rec room, office, or additional flexible space. Move in and enjoy it as is, or finish the lower level over time. The 50-acre parcel is mostly treed, offering privacy and the potential for natural trails. In the back corner, approximately 4 acres are open field, adding meaningful usable space for hobby farming, recreation, or future plans. Closer to the home, the yard provides excellent potential for flower beds, vegetable gardens, or expanded outdoor living areas. A detached 950 square foot garage, 38' by 25', plus a lean-to at the rear for storage, provides excellent space for vehicles, tools, or recreational equipment. Located just 12 minutes to Markdale and 10 minutes to Beaver Valley Ski Club, you're close to amenities and year-round recreation while still enjoying the calm of the countryside. If you thought a country property on acreage was out of reach, this is a practical way to step into the market without overextending. Current property taxes reflect participation in a conservation plan and farm tax classification for the open field. More details
    Listed by RE/MAX Summit Group Realty Brokerage
  • 170 Mary B's Lane: Grey Highlands House for sale : MLS®# X12786432

    170 Mary B's Lane Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 170 Mary B's Lane: Grey Highlands House for sale : MLS®# X12786432
    $1,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12786432
    Bedrooms:
    4
    Bathrooms:
    3
    Rare opportunity to own a true ski-in, ski-out chalet at the prestigious Beaver Valley Ski Club, ideally located in Beaver South. Privately set at the end of a quiet dead-end road, this custom-built chalet offers the perfect blend of luxury, warmth, and functionality. A spacious stone-floored foyer welcomes you into the stunning open-concept great room, featuring soaring vaulted tongue-and-groove pine ceilings, dramatic timber beams with metal hardware, oversized windows, and views of skiers on Southern Comfort. The floor-to-ceiling wood-burning fireplace with hand-laid stone serves as a striking centerpiece. The custom kitchen is designed for entertaining, with modern appliances, double sinks, and a large island that naturally becomes a gathering place for family and friends. A light-filled formal dining room with vaulted ceilings and solid wood floors opens to a sunny south-facing deck and a separate covered porch with hot tub provides the perfect après-ski retreat. The main floor includes a bedroom with access to a three-piece bath, ideal for guests or senior family members. Life is easy with a generous boot room with dedicated ski entry. Upstairs, the primary suite features vaulted ceilings, custom furnishings, and beautiful hardwood trim. Additional bedrooms include a spectacular bunk room with custom triple-stacked bunks, plus a spacious guest bedroom and shared three-piece bath. The lower level offers a large games and family room with a custom pool table convertible to ping pong, an additional flex room, and a third bathroom. Solidly built and thoughtfully detailed throughout, it comfortably sleeps 12 and comes furnished. A rare offering in one of Grey Highlands' most exclusive private ski communities. More details
    Listed by Chestnut Park Real Estate
  • 39 Main Street E: Grey Highlands Commercial for sale : MLS®# X12788410

    39 Main Street E Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 39 Main Street E: Grey Highlands Commercial for sale : MLS®# X12788410
    $725,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    X12788410
    Major Bus.:
    Professional Office
    Total Area:
    2,100 sq. ft.
    Welcome to an exceptional investment opportunity in the vibrant downtown core of Markdale, the heart of Grey County. This fully renovated, turn-key mixed-use building has been thoughtfully updated from top to bottom and now features three separate, income-generating units.The main floor offers a bright and professional office space with high ceilings, large windows, and excellent exposure on Main Street-just half a block from the traffic lights. With convenient on-site parking for clients and easy accessibility via a newly constructed front porch and ramp, this space is ideal for a professional practice or business seeking a central, highly visible location.In addition to the commercial space, the building includes two beautifully renovated one-bedroom residential apartments-one on the ground level and one on the second floor. Both units are fully updated and currently occupied by established tenants, providing immediate and reliable rental income.This charming Edwardian-century building has been extensively improved inside and out. Exterior upgrades include a durable metal roof, professional tuck-pointing of the brickwork, a newly paved parking lot, updated landscaping, and enhanced curb appeal throughout. The result is a property that blends historic character with modern reliability and low-maintenance ownership.Situated in thriving Markdale-home to a new hospital, a new school, and multiple large-scale residential developments-this property is perfectly positioned to benefit from the town's continued growth and economic expansion.Whether you are looking to expand your investment portfolio, operate your business while generating residential income, or secure a high-quality mixed-use asset in a growing community, this is a rare opportunity in one of Grey County's most promising markets. More details
    Listed by Grey County Real Estate Inc.
  • 788190 Grey Rd 13: Grey Highlands House for sale : MLS®# X12783946

    788190 Grey Rd 13 Grey Highlands Grey Highlands N0H 1J0
    Main Photo: 788190 Grey Rd 13: Grey Highlands House for sale : MLS®# X12783946
    $1,229,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12783946
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to a rare opportunity nestled in one of Ontario's most sought-after regions. This sprawling 5.4 Acre corner lot offers endless possibilities. Whether you're dreaming of a peaceful country escape or a redevelopment location that has it all! Just minutes from cideries and wineries, golf courses, the sparkling shores of Georgian Bay, and the year-round adventure of Blue Mountain, this property sits at the crossroads of leisure, lifestyle and legacy. At the heart of it all rests a charming, character-filled farmhouse dating back to the 1890s. A piece of history! Whether you choose to renovate, restore, or rebuild your own dream home, the potential is endless. Surrounded by open skies, this is more than just land, its a place to root your future, write your story, and live a lifestyle many only dream of. More details
    Listed by REMAX YOUR COMMUNITY REALTY
  • 194552 13 GREY Road: Grey Highlands House for sale : MLS®# X12784688

    194552 13 GREY Road Grey Highlands Grey Highlands N0C 1E0
    Main Photo: 194552 13 GREY Road: Grey Highlands House for sale : MLS®# X12784688
    $975,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12784688
    Bedrooms:
    4
    Bathrooms:
    3
    Extensively renovated 4-bedroom, 3-bathroom modern mountain chalet in the heart of Beaver Valley, just minutes from Beaver Valley Ski Club, Lake Eugenia, the charming village of Kimberly, fine-dining and endless year-round recreation.Offering approximately 2,390 sq ft of finished living space, this home is designed for both entertaining and relaxation. The open-concept main living area features a custom kitchen with a spacious eat-at island that flows seamlessly into the dining and living spaces, perfect for gathering with family and friends. After a day on the slopes or trails, unwind in the finished basement complete with your own private sauna for the ultimate après-ski experience.A large mudroom provides practical storage for all your gear, while two substantial outdoor sheds offer additional space for skis, bikes, and recreational equipment. Step outside to the expansive upper deck with sleek glass railings and take in the sweeping valley views and spectacular sunsets.Set well back from the road on a huge, mature lot, this property offers privacy, space, and a true four-season lifestyle in one of the area's most sought-after locations. A rare opportunity to own a turn-key chalet in the beautiful Beaver Valley. More details
    Listed by Royal LePage Signature Realty
  • 23 Brackenbury Street: Grey Highlands House for sale : MLS®# X12784794

    23 Brackenbury Street Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 23 Brackenbury Street: Grey Highlands House for sale : MLS®# X12784794
    $535,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12784794
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to 23 Brakenbury Street, a beautifully maintained family home nestled in the heart of the friendly and vibrant community of Markdale. Ideally located just a few blocks from the new school and within easy walking distance to all in-town amenities, this home offers the perfect blend of comfort, convenience, and small-town charm.Thoughtfully updated and lovingly cared for, the main floor features a bright and spacious eat-in kitchen, an inviting space for family meals and morning coffee, alongside a welcoming living room filled with natural light from a large picture window. Three well-proportioned bedrooms and a full four-piece bathroom complete this level, offering functional and comfortable living for families of all sizes. One of the true highlights of the home is the expansive rear deck, stretching the length of the house and accessible from both the kitchen and the primary bedroom. This wonderful outdoor space is ideal for summer entertaining, quiet evenings, or simply enjoying views of the beautifully backyard.The lower-level family room provides exceptional versatility, easily accommodating a children's play area, home office, fitness space, or the cozy retreat you've always wanted. This level also includes a fourth bedroom, a three-piece bathroom, a storage room, and a convenient laundry/utility room-perfect for everyday living. Outside, the property continues to impress with perennial gardens, colourful flowers, mature trees, a fully fenced backyard, and a garden shed, creating a private and peaceful outdoor setting to enjoy throughout the seasons. Whether you're looking for a comfortable in-town home to retire in or a welcoming space for a growing family, 23 Brakenbury Street offers warmth, flexibility, and incredible potential. Don't miss this exciting opportunity to make this lovely Markdale home your own. More details
    Listed by Grey County Real Estate Inc.
  • 634341 Artemesia Glenelg Townline: Grey Highlands House for sale : MLS®# X12771362

    634341 Artemesia Glenelg Townline Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 634341 Artemesia Glenelg Townline: Grey Highlands House for sale : MLS®# X12771362
    $774,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12771362
    Bedrooms:
    3
    Bathrooms:
    3
    Spotless and carefully maintained, this custom-designed 3 bdrm bungalow is set in a lovely rural location just minutes from everyday amenities and quiet Irish Lake. Attractive landscaping & covered front porch create a warm, welcoming first impression while the backyard overlooks woods for added privacy. Inside, the home is tastefully decorated in neutral tones with charming wood accents & a bright, open main floor. The living & kitchen areas are filled with natural light and the dining area provides a view of the backyard with a walk-out to the deck - perfect for relaxing while you BBQ. The main floor features a spacious primary bedroom with 3pc ensuite, 2nd bedroom, 2nd full bathroom & convenient mudroom/laundry area with direct access to the attached garage. A finished lower level offers excellent additional living space including a bright & open family room with above-grade windows, 3rd bedroom & 3pc bathroom. In-floor heating on this level keeps it comfortable year-round and large utility & storage rooms provide plenty of space to stay organized. The attached 1.5-car garage also features in-floor heat, a fantastic feature for hobbyists or anyone who enjoys a warm, functional workspace year-round. Located just moments from the peaceful waters of Irish Lake, this property offers a lifestyle defined by nature & relaxation - from peaceful morning paddles to afternoon swims & evenings spent fishing. The nearby communities of Flesherton, Markdale & Durham provide convenient access to cafés, shops, schools, healthcare, & recreation. Outdoor enthusiasts will appreciate being within minutes of Beaver Valley Ski Club, Bruce Trail & Grey County's stunning 4 season scenery & attractions. Commuters are approx 1hr to Guelph & Orangeville, 90min to Kitchener-Waterloo, Barrie & Brampton & under 2hr to the GTA. This custom home provides comfort, privacy & easy access to everything Grey County has to offer! More details
    Listed by Forest Hill Real Estate Inc.
  • 68 Uplands Drive: Grey Highlands House for sale : MLS®# X12770506

    68 Uplands Drive Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 68 Uplands Drive: Grey Highlands House for sale : MLS®# X12770506
    $514,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12770506
    Bedrooms:
    3
    Bathrooms:
    3
    An exceptional opportunity to own a thoughtfully upgraded 3-bedroom, 2.5-bath freehold townhome, currently under construction and slated for March 2026 occupancy. Designed with both style and function in mind, this home features a curated selection of high-end finishes already built in, offering outstanding value from day one. The bright, open-concept main floor is ideal for everyday living and entertaining, showcasing 5" hardwood flooring, pot lights, crown moulding, and an upgraded kitchen layout with an extended island and breakfast bar. The kitchen is further elevated with a Riobel JOLI stainless steel faucet, Level 2 island cabinetry, and a sleek stainless steel hood fan. A convenient powder room and inside entry to an oversized 1.5-car garage with rare direct access to the backyard complete the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully finished ensuite with a 60" glass shower and upgraded fixture package. Two additional bedrooms with double closets, one featuring a vaulted ceiling, are complemented by a full main bath and an oversized linen closet for added storage. The deep 26' x 114' lot provides a generous backyard, while the unfinished basement includes a rough-in bath and oversized window, offering excellent potential for future living space or storage. Located in a growing, family-friendly community surrounded by everyday conveniences, including a new public school, grocery options, a nearby hospital, and scenic walking trails, this home is ideal for first-time buyers, young families, or those seeking a modern, low-maintenance lifestyle in an up-and-coming neighbourhood. Note: Property under construction. Images, floor plans, and renderings are for illustrative purposes only. Finishes and dimensions may vary. Estimated taxes approximately $3,000/year. More details
    Listed by Signature Elite Realty Ltd.
  • 180 Bowles Bluff Road: Grey Highlands House for sale : MLS®# X12769362

    180 Bowles Bluff Road Grey Highlands Grey Highlands N0C 1H0
    Main Photo: 180 Bowles Bluff Road: Grey Highlands House for sale : MLS®# X12769362
    $369,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12769362
    BVSC MEMBERS! Discover the opportunity to build just steps form the top of the club on Bowls Bluff Road. This is one of Grey County's most desirable natural settings in the heart of Beaver Valley, this beautifully treed building lot offers a rare combination of privacy, recreation, and year-round lifestyle appeal. The gently sloping, forested parcel provides an ideal backdrop for a custom Chalet, home or weekend retreat, surrounded by mature trees and the quiet beauty of the valley. Invest now in your club membership and for your families legacy as members of this prestigious ski & Snowboarding club. Outdoor adventure is truly at your doorstep, with easy access to the Bruce Trail, cycling routes, paddling spots, and some of the region's most sought-after skiing. Whether you're envisioning a full-time residence or a four-season getaway, this location delivers a peaceful setting without sacrificing access to premier recreational amenities. An exceptional chance to secure land in a highly coveted area known for its natural landscapes and active lifestyle. Buyer and buyer's agent to complete their own due diligence with conservation and municipal authorities regarding zoning, permits, and building potential More details
    Listed by Sea and Ski Realty Limited
  • 407047 Grey 4 Road: Grey Highlands House for sale : MLS®# X12766810

    407047 Grey 4 Road Grey Highlands Grey Highlands N0C 1E0
    Main Photo: 407047 Grey 4 Road: Grey Highlands House for sale : MLS®# X12766810
    $1,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12766810
    Bedrooms:
    5
    Bathrooms:
    3
    The "Westwind" Retreat is a one of a kind county estate tucked away on almost 16 acres of natural beauty. Completely out of sight from the main road, discover this serene property with it's beautiful 5 bedroom home with in-law suite, cultivated trails throughout the property, multiple outbuildings, 2 large ponds which flow into Little Beaver River, connecting to Lake Eugenia. From the moment you step onto its grounds, you are transported into a realm of enchantment and serenity that captures your imagination. This 5 bedroom chalet style home has a grand open living space, main floor primary bedroom with ensuite bath, 3 bedrooms on the upper level with 3 piece bath and a fully finished lower level with walkout and complete in-law suite featuring a separate kitchen. The home's architecture blends seamlessly with the natural surroundings. Enjoy truly spectacular sunsets off your back deck or back covered patio. Large windows offer panoramic views of the expansive ponds from every corner of the home while multiple outdoor seating areas bring you at one with nature. This property is more than just a place to live, it's a place to unwind, relax and call home. Fish from your own dock, take the kayak for a paddle and fall in love with this spectacular property. With year-round activities such as skiing at Beaver Valley/Devils Glen/Blue Mountain, snowmobiling, and golfing, this property is your gateway to Grey Highlands' all-season recreational paradise. Located just 5 minutes from Flesherton for all your day to day needs with Markdale Hospital close by, 35 minutes to Collingwood and Blue Mountain, and less than 2 hours from Toronto, this home makes for a rare getaway with endless possibilities. Discover the perfect blend of privacy, beauty, and convenience all in one property. More details
    Listed by Keller Williams Co-Elevation Realty, Brokerage
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Data was last updated February 17, 2026 at 07:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.