Stunning drone view of Grey Highlands showcasing Eugenia Falls and the Niagara Escarpment, ideal for real estate photography and virtual tours in this scenic Ontario region.Show Your Listing is your trusted partner for top-tier Real Estate Media services in Municipality of Grey Highlands.

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: 13

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349502 4TH B CONCESSION, / Grey Highlands

Type: Single Family
Land: 1330 x 3300 FT|50 - 100 acres
Price: $4,390,000.00
MLS®: X13809932

An extraordinary opportunity to acquire approximately 100 acres, your own private lake, a custom log residence and an established income-producing accommodation business-all within one remarkable four-season property. Welcome to Perry's Pond in McIntyre, ideally located south of Collingwood and Singhampton and within easy reach of Devil's Glen, Blue Mountain and the area's recreational amenities.At the heart of the property is a custom-built log home with an attached cottage residence, complemented by six rental cabins that form the foundation of a thriving short-term accommodation business. Lakeside cabins, many with woodstoves, create an authentic country retreat experience, while an outdoor wood-fired hot tub and sauna add to the year-round appeal. A detached double-car garage provides additional storage and utility.The diverse 100-acre setting includes approximately 25 acres of agricultural land, 25 acres of income-producing tree farm and an impressive 25-acre lake, creating a rare combination of productive land, water, recreation and natural beauty. The property also benefits from applicable property tax incentive programs, adding another dimension to its income and investment potential.Continue the existing accommodation business, create an exceptional private family compound, or explore opportunities for future expansion, subject to applicable approvals. With multiple existing income streams, substantial acreage and an established hospitality operation, Perry's Pond presents tremendous potential for an entrepreneurial buyer with vision.This is a truly unique opportunity where business, investment and an extraordinary country lifestyle come together. (44116709)

195781 GREY 7 ROAD, Kimberly / Grey Highlands

Type: Single Family
Land: 1393.2 x 2286.9 FT|50 - 100 acres
Price: $2,999,900.00
MLS®: X12545672

Welcome to an extraordinary 100-acre estate where breathtaking vistas and modern design come together in perfect harmony. Perched on a ridge overlooking the Beaver Valley, this remarkable property captures sweeping views of Old Baldy and the vast escarpment beyond - a panorama of nature that changes with every season. The custom-designed 4 bedrm, 3.5 bath residence is masterfully integrated into the hillside, offering both privacy and connection to the land. Inside, a soaring cathedral ceiling and floor-to-ceiling windows flood the great room with natural light, framing the valley in stunning detail. Warm engineered hardwood floors and a wood-burning fireplace add a sense of timeless comfort, while the open-concept kitchen - with its expansive quartz island, custom range hood, and walkout to a full-length deck-sets the stage for effortless entertaining and quiet evenings under the stars. The primary suite is a serene retreat, featuring dual walk-in closets, a spa-inspired five-piece bath with soaker tub, and a private deck to greet the sunrise. A second bedroom with ensuite and a powder rm complete the main level. The fully finished lower level, warmed by radiant in-floor heating, offers a second kitchen with breakfast area, a spacious dining zone, and a walkout to a covered patio ideal for al fresco entertaining. Two additional bedrooms share a 3-piece bath, a wine/cold room, large laundry area, and ample hidden storage. Beyond the main home, the property includes a charming original farmhouse, perfect for overflow guests, and a well-maintained bank barn ideal for hobby farming or sustainable living. A 36' x 70' solar-powered driveshed offers abundant space for vehicles, equipment, or studio use. A rushing stream meanders through the heart of the property feeding the mighty Beaver River approx 750' from back boundary. Whether you dream of creating a family sanctuary, a working hobby farm, or retreating to a luxury countryside escape, this property delivers it all. (41649965)

385073 4TH CONC A ROAD, Priceville / Grey Highlands

Type: Single Family
Land: 1324.1 x 3325.7 FT|50 - 100 acres
Price: $2,895,000.00
MLS®: X13624414

A rare offering where exceptional craftsmanship, architectural excellence, and breathtaking natural beauty come together on 99.6 acres of rolling countryside. At the heart of this remarkable estate is a custom-designed Yankee Barn Home, renowned for its superior post-and-beam construction, enduring quality, and timeless New England-inspired architectural design. Magnificent Douglas fir beams, soaring vaulted ceilings, and walls of glass create an extraordinary living environment filled with warmth, natural light, and spectacular views in every season.Designed for elegant entertaining and relaxed everyday living, the dramatic two-storey great room and dining area are anchored by a Rumford wood-burning fireplace, while the chef-inspired kitchen flows effortlessly into inviting gathering spaces.The main level offers luxurious single-floor living with a beautifully appointed primary suite, laundry, powder room, and direct access to the oversized triple-plus garage. Upstairs are a private ensuite bedroom, an additional bedroom, bunk room, full bath, and loft overlooking the great room. The finished walkout lower level features a family room with second fireplace, wet bar, cold cellar with wine storage, additional bedroom, full bath with steam shower, and ample storage. Bonus space above the garage includes a fifth bedroom, full bath, and media room with projector and large screen.Outdoors, a saltwater pool by Dream Pools of Oakville complements approximately 60 acres of productive farmland, a picturesque 5-acre natural pond, a spring-fed fishing pond, and 20 acres of mature hardwood forest with trails and abundant wildlife. A classic bank barn and detached garage complete this exceptional country estate lifestyle.Combining the renowned quality of Yankee Barn Homes with an extraordinary setting, this is a legacy estate offering exceptional privacy, timeless architecture, and an unmatched country lifestyle just minutes from the area's finest recreational amenities. (43724260)

268 FOX RIDGE ROAD, Duncan / Grey Highlands

Type: Single Family
Land: 2002.2 x 1001 FT|50 - 100 acres
Price: $1,950,000.00
MLS®: X13166374

Welcome to your own private country retreat-an exceptional renovated century brick home set on 58 picturesque acres along a quiet country road in the heart of Beaver Valley. Combining timeless character with modern upgrades, this stunning property offers the perfect blend of rural tranquility, recreational enjoyment and functional outbuildings for hobbyists, business owners or outdoor enthusiasts.The beautifully updated kitchen is designed for gathering and entertaining, featuring extensive custom cabinetry, quartz countertops and a spacious dining area. Original hardwood floors add warmth and character to the formal living room, while the impressive family room addition showcases vaulted ceilings and abundant natural light. The main floor also includes an updated bathroom and a private office ideal for working from home. Upstairs, the second level offers four comfortable bedrooms and the unique charm of dual staircases servicing the upper floor-an authentic nod to the home's historic roots. Step outside and discover. Wander the trails through the mature hardwood bush, enjoy the open field's or spend peaceful afternoons at the aerated and stocked trout pond. Whether you're seeking recreation, privacy or space, this property delivers an exceptional country lifestyle. The outbuildings are equally impressive. A newer 3,200 sq ft shop features concrete floor, two roll-up doors and 200 amp service. In addition, an insulated, heated 1,500 sq ft shop includes 600-volt power making it ideal for serious trades and tinkerers. There is future generator wiring at the pole for added peace of mind. Ideally a 30 minute drive to Collingwood, 20 minutes to Thornbury, Beaver Valley Ski Club, this property offers convenient access to skiing, golf, hiking, dining and Georgian Bay amenities while maintaining complete country privacy. A rare opportunity to own a beautifully updated century home on an extraordinary acreage in one of Southern Ontario's most desirable four-season regions. (42962714)

429573 8TH CONCESSION B LINE, Singhampton / Grey Highlands

Type: Single Family
Land: 436.4 x 498.7 FT|5 - 9.99 acres
Price: $1,599,900.00
MLS®: X13454092

5-Acre Luxury Four-Season Retreat in Singhampton, Near Prestigious Osler Bluff & Devil's Glen Ski Clubs and Duntroon Highlands Golf Club. Ideally located approximately 20 minutes from Collingwood and 25 minutes to Blue Mountain and Wasaga Beach, this exceptional country estate offers privacy, natural beauty, and year-round recreation. Set on five picturesque acres featuring two private ponds, including one stocked with rainbow trout, mature landscaping, and a private golf practice area, this custom-crafted residence combines refined luxury with tranquility. Offering approximately 3,000 sq. ft. of finished living space, this beautifully maintained home features 4 bedrooms, 3 bathrooms, a gourmet kitchen, open-concept living and dining areas, a gas fireplace, and multiple walkouts to a covered wraparound white cedar deck. Designed for relaxation and entertaining, the home features a whirlpool tub, steam shower, and outdoor sauna, creating a private wellness retreat. The upper level offers a lounge, kitchenette, wine fridge, spa-inspired bathroom, and elevated deck, while the finished lower level provides additional living and recreation space, a fourth bedroom, and a 3-piece bathroom. Outdoors, enjoy expansive green spaces, peaceful natural surroundings, and exceptional privacy. A detached 2-car garage with a finished multi-purpose studio and bar fridge provides versatile space for fitness, creative pursuits, or a home office. Whether you're seeking a luxury country residence, private weekend getaway, or four-season recreational property near Blue Mountain, enjoy skiing, golf, hiking, biking, water sports, and Southern Georgian Bay's celebrated lifestyle. (43368148)

194 WILES Lane, / Grey Highlands

Type: Single Family
Land: under 1/2 acre
Price: $1,274,900.00
MLS®: 40855104

Start your day with uninterrupted sunrise views dancing across Lake Eugenia. Welcome to 194 Wiles Lane - a design-forward waterfront retreat offering 100 feet of private shoreline, a floating dock, gently sloped shorelines, and panoramic lake views from nearly every principal space.The two-tier deck, framed in glass, creates a seamless transition between indoors and out - complete with a built-in hot tub overlooking the water. This is lake living curated for both quiet mornings and sophisticated summer entertaining.Inside, vaulted ceilings and expansive windows flood the home with natural light. The statement fireplace, finished in custom blush tile, and the vaulted ceilings anchor the living room with warmth and architectural presence. The open-concept kitchen pairs elevated finishes with function: a stunning stone island with seating for four, rich emerald tile backsplash, brushed gold hardware, and plenty of cabinetry - flowing effortlessly into the dining space where sliding doors extend gatherings onto the deck against a lakefront backdrop.A secondary lounge and bar area offers a refined setting for evenings in, while three beautifully appointed bedrooms - each with individual A/C - provide comfort for guests. The shared bath is thoughtfully finished, while the primary suite is a private sanctuary featuring a spectacular ensuite with a freestanding tub, glass shower, dual vanity, and a lofted dressing retreat, also ideal as a reading lounge or private workspace.Turnkey and impeccably styled, this property offers exceptional lifestyle flexibility - whether enjoyed personally or positioned as a high-end short-term rental. Located just 25 minutes from Collingwood and 10 minutes to Beaver Valley Ski Club. 194 Wiles Lane is an elevated expression of lakefront living. (70998024)

467042 12TH CONC B CONCESSION, Lake Eugenia / Grey Highlands

Type: Single Family
Land: 255.1 x 772 FT
Price: $839,000.00
MLS®: X13513064

There are homes you live in...and then there are homes that change the way you live. Welcome to your own private retreat on 4.6 beautifully treed acres, just minutes from the Village of Eugenia and the crystal-clear waters of Lake Eugenia. From the moment you arrive, you'll feel the pace of life begin to slow. Mature trees, fresh landscaping and peaceful surroundings create a setting where every day feels like a getaway. Inside, this beautifully renovated bungalow has been thoughtfully designed for gathering, relaxing and making memories. The stunning new kitchen naturally becomes the heart of the home, while two separate living rooms-each warmed by its own fireplace-offer inviting spaces to curl up with a book, entertain friends or simply enjoy a quiet evening after a day outdoors. With four generous bedrooms and two beautifully updated bathrooms, there's room for family, grandchildren and weekend guests. Picture summer dinners in the alfresco dining area, morning coffee on the covered rear porch as the birds sing and evenings under the stars sharing stories around the fire. The lifestyle continues beyond the home. An impressive 23' x 47' heated, air conditioned building is far more than a workshop. Whether you envision the ultimate games room, a place to restore classic cars, a woodworking shop, an artist's studio or the perfect home business, the choice is yours. The paved sports court invites friendly basketball games, kids at play or simply another reason to spend more time outdoors. When adventure calls, you're only minutes from the lake where boating, swimming, paddleboarding, fishing and unforgettable sunsets become part of everyday life. Hiking, skiing, golf and the natural beauty of Grey County are all close by. Some properties check the boxes. This one captures the imagination. A place where family gathers, friends linger longer and weekends become the highlight of every week. This isn't just another country home, it's a place you'll never want to leave. (43491981)

230 FLEWELLING ROAD, Lake Eugenia / Grey Highlands

Type: Single Family
Land: 75 x 200 FT
Price: $675,000.00
MLS®: X14112944

Discover peaceful country living just outside Eugenia, with deeded water access through a canal to beautiful Lake Eugenia. Set on a spacious, private lot at the end of a privately maintained road, this detached bungalow offers a welcoming retreat for weekend escapes or year-round living. Featuring approximately 960 sq. ft., the home includes three bedrooms, a four-piece bathroom and an open-concept kitchen, living and dining area. A generous 24' x 48' detached shop provides ample room for parking, a workshop and recreational equipment. Enjoy boating, swimming and fishing on Lake Eugenia, with outdoor adventure close at hand. Beaver Valley Ski Club, Eugenia Falls, the Bruce Trail and numerous ATV and snowmobile trails are just minutes away. Nearby Flesherton and Markdale offer convenient access to shopping, dining and hospital services. Approx 30 minutes to Collingwood and Blue Mountains. A wonderful opportunity to enjoy privacy, recreation and the comforts of home in a private, beautiful setting. Annual road maintenance fees are $550. Lot south of property is also for sale MlS #X13827390 (44552515)

56 HERBERT AVENUE, Markdale / Grey Highlands

Type: Single Family
Land: 86 x 134 FT
Price: $625,000.00
MLS®: X13520384

Welcome Home! Discover the perfect place to make lasting family memories in this beautifully maintained, custom-built, one-owner home. Built by a highly respected local builder, this quality home offers approximately 2,280 sq. ft. of comfortable living space and exceptional curb appeal. Step inside to a spacious front foyer that welcomes you into a bright living room featuring a cozy natural gas fireplace with a stunning fieldstone hearth. The main floor also offers a formal dining room, a functional kitchen, a sunroom with walkout to the beautifully landscaped backyard, a comfortable family room, and a convenient 2-piece bath. Upstairs, you'll find four generously sized bedrooms and a 4-piece bathroom-perfect for a growing family. The lower level provides incredible flexibility with a bonus room ideal for a recreation room, home gym, workshop, or hobby space, along with a laundry area and plenty of storage. Additional features include an attached garage with convenient access to both the basement and front yard, a concrete driveway, and beautiful perennial gardens that enhance this home's outstanding curb appeal. Located within walking distance of the new public school, grocery store, downtown shops, parks, and the golf course, this home truly offers the perfect blend of comfort, convenience, and community. Don't miss your opportunity to make this exceptional family home your own. Contact me today to book your private showing! (43507086)

196300 GREY ROAD 7 ROAD, / Grey Highlands

Type: Vacant Land
Land: 503 x 605 FT|5 - 9.99 acres
Price: $599,000.00
MLS®: X13160720

Set within the rolling landscape of Beaver Valley, this 6.972 acre property offers an increasingly rare opportunity to create something truly special in one of Grey County's most coveted recreational destinations. Surrounded by natural beauty and expansive valley views, the setting strikes a balance between peaceful rural living and year-round adventure. Located minutes from Beaver Valley Ski Club, Thornbury, Blue Mountain, hiking trails, farmers'markets, restaurants, and the vibrant creative communities that define the area, the property is well positioned for those seeking a full-time residence or weekend retreat immersed in nature. Seller's investment for approved (but currently expired) architectural plans and renderings is included in the photos. These are available to the new Buyers. Prospective Buyers should contact the NEC for all building inquiries and applications, as re-application will be necessary. Additionally, the property is equipped with hydro and high-speed fiber optic connectivity. An exceptional opportunity to secure a sizeable parcel in the heart of Beaver Valley and bring your vision to life. The small home on the property is being sold in as-is condition. Existing well and septic system are also being sold in as-is condition, with no representations or warranties by the seller. (42955767)

128 MULLIN STREET, Markdale / Grey Highlands

Type: Single Family
Land: 34.2 x 130.4 FT
Price: $528,800.00
MLS®: X13685940

Desirable end-unit freehold townhome, connected only by the garage for added privacy and a detached-home feel. This beautifully maintained 3-bedroom, 2.5-bathroom home offers modern finishes, a functional layout, and a large backyard with plenty of space for outdoor entertaining, gardening, or creating your own backyard retreat. Featuring a 200-amp electrical panel, a long driveway with parking for up to 6 vehicles, and no sidewalk, this beautifully upgraded home is designed for modern family living. Step inside to a bright and inviting open-concept main floor, where the stylish kitchen features quartz countertops, a contemporary backsplash, and flows seamlessly into the living and dining areas, creating the perfect space for entertaining and everyday life. Enjoy the convenience of an attached garage with direct interior access, plus a separate garage door providing easy access to the backyard .The upper level features 3 generously sized bedrooms, including a spacious primary retreat with a walk-in closet and a private 3-piece ensuite. The beautifully appointed main bathroom offers a 5-piece layout with double sinks, making busy mornings effortless for the whole family. The high basement provides outstanding potential for future living space, whether you envision a recreation room, home office, gym, or additional bedroom. Additional highlights include Central Air Conditioning (CAC), a Heat Recovery Ventilation (HRV) system, and a water softener, ensuring year-round comfort and efficiency. Located in the heart of beautiful Markdale, this home offers the perfect blend of small-town charm and modern convenience. Schools, parks, shopping, restaurants, healthcare services, and everyday amenities are all just minutes away. Outdoor enthusiasts will love the close proximity to Beaver Valley, the Bruce Trail, golf courses, skiing, hiking, and cycling, while Collingwood, Blue Mountain, and Owen Sound are all within an easy drive for year-round recreation. (43853462)

280131 ARTEMESIA-SOUTHGATE TOWNLINE, Proton Station / Grey Highlands

Type: Single Family
Land: 99 x 110 FT
Price: $388,500.00
MLS®: X13568970

Thoughtfully renovated from top to bottom, this charming bungalow offers the perfect blend of modern comfort, timeless style, and easy one-level living. Step inside to discover a bright, open-concept kitchen and dining area that flows seamlessly into the spacious living room-an inviting space for both everyday living and entertaining. Two good sized bedrooms, a nicely updated 4-piece bathroom, and the convenience of main-floor laundry complete this turnkey home. Step outside and enjoy your own private retreat on the impressive 14' x 26' rear deck, ideal for summer BBQs, morning coffee, or relaxing with family and friends. The nearly fully fenced backyard provides privacy and peace of mind for children and pets, while the level corner lot offers plenty of space to garden, play, or simply enjoy the outdoors. Easy to maintain home with economical natural gas heating. For those who love an active lifestyle, the Grey County Rail Trail is just steps away, providing year-round access to walking, cycling, ATVing, and snowmobiling. Situated just 10 minutes from Flesherton, 25 minutes to Shelburne, and 40 minutes to Orangeville, you'll enjoy the tranquility of country living without sacrificing convenience. Fresh, stylish, and completely renovated-this turnkey bungalow is ready for you to call it home! Whether you're purchasing your first home, looking to downsize, or searching for a beautifully finished country retreat, this move-in-ready property is an opportunity you won't want to miss. Simply unpack and settle in! (43607801)

REG COMP PLAN 828 LOT 2 FLEWELLING ROAD, Lake Eugenia / Grey Highlands

Type: Vacant Land
Land: 72.87 x 194.9 FT|under 1/2 acre
Price: $149,900.00
MLS®: X13827390

Discover a rare opportunity to create your own retreat on beautiful Lake Eugenia. This private waterfront building lot offers approximately 75 feet of frontage and 200 feet of depth, with mature trees providing a lovely natural backdrop. The property is mostly level, with a gentle slope toward the water, where a private waterway runs out to the open waters of Lake Eugenia. Imagine a custom home for year-round living or a weekend getaway where you can leave the week behind and enjoy life by the water. Year-round road access makes it easy to visit in every season, with annual road maintenance fees of $550. Close to Markdale for all town amenities including a hospital, shopping and dining. Village of Eugenia, Eugenia Falls and the Bruce Trail 5 minutes away. Only minutes from the BVSC and approximately 30 minutes from Collingwood and the Blue Mountains. The location is also close to ATV and snowmobile trails. For those who love both the water and the outdoors, this is a special chance to make Lake Eugenia your own. (44154297)