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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: 17
385073 4TH CONCESSION A, Grey Highlands
Type: Single Family
Land: 1324.1 x 3325.7 FT|50 - 100 acres
Price: $3,195,000.00
Refined, relaxed, and completely unforgettable, 99.6-acre estate blends high-end country living with thoughtful design in every square foot. At its heart is a custom post and beam home by Yankee Barn Homes, inspired by the timeless, lived-in style of Ina Garten. Soaring Douglas fir beams, wide-open living spaces, and curated details set the tone for a home that's both elegant and entirely unpretentious. The kitchen and dining area is a true showstopper: two storeys high, anchored by a Rumford wood-burning fireplace, and designed for gathering. From the beautiful front foyer to the luminous living spaces throughout, everything feels welcoming, warm, and easy to love. The main floor features a luxurious primary suite, powder room, laundry, and direct access to an oversized triple-plus garage, making single-floor living a seamless option. Upstairs, there's room for everyone: a private bedroom with an ensuite, a cozy bunk room, another full bath, and a flexible loft for movie nights or quiet corners. A fourth bedroom, family room with projector and screen, full bath, and kitchenette round out the space perfect for multi-generational living or guests who like to stay awhile. The lower level walkout brings even more: a stylish bar and rec space, fifth bedroom, second laundry, full bath, and a cold cellar for your wine or preserves. Outside, the saltwater pool by Dream Pools of Oakville is ready for laid-back summer days and outdoor entertaining. The land itself offers a rare mix of 60 acres of working farmland, a 5-acre natural pond, a spring-fed fishing pond, and a 20-acre hardwood bush that's as beautiful as it is useful. A classic bank barn and detached garage complete the picture. This is more than a home; it's a legacy property designed for comfort, connection, and countryside living at its finest. (39939190)
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)
This property package is truly impressive! Nestled in a wooded 1 acre lot this well-maintained gem features a charming chalet-style home along with a detached garage equipped with a guesthouse that any buyer would adore. Step inside to discover the open concept layout with a bright and thoughtfully designed main living area. Tasteful and modern improvements throughout highlighted by vaulted ceilings and numerous windows that create an airy and welcoming space. The kitchen is a culinary delight with a striking stone accent wall, adjoining dining area and living area is cozy yet spacious with a walkout to outdoors. Primary bedroom on main floor, convenient laundry, 2 pc bath and spacious entryway complete the main floor layout. The second level offers 3 more bedrooms, 1 currently set up as office space plus 3 pc bath make lots of room for everyone. The property truly shines outdoors with a walkout to the oversized deck that is ideal for summertime gatherings, and the private backyard is an epic space for entertaining or simply relaxing against the backdrop of mature maple trees. The double car garage has lots of space for all the toys and sports equipment plus a 500 sq ft loft that is fully equipped for more guests or perfect for extra income. This spot is a great escape for every day living or a wonderful second home retreat with excellent income potential. The location is fantastic, with Lake Eugenia just a short walk away and the ski club only a 5 minute drive. Nature enthusiasts will appreciate the proximity to the Bruce Trail, snowmobile/ATV trails, Eugenia Falls all just out your doorstep. The shop was restained in 2022/23, exterior of the house repainted in 2022/23. Backup panel for generator. The good life awaits you here at 234 Napoleon Street! (40529154)
825141 GREY ROAD 40 ROAD, Grey Highlands
Type: Vacant Land
Land: 591.8 x 1979.9 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)
465146 CONCESSION 12A CONCESSION, Grey Highlands
Type: Single Family
Land: 355.6 x 241.8 FT
Price: $699,900.00
Do you dream about moving to the country where its quieter and peaceful with a slowed down pace? This property may be your dream come true. Privately set on 2 beautiful acres is a custom built brick bungalow with all the comforts of a place to call home. Bright and open with sunlit spaces, the main floor provides a spacious living room warmed by a propane fireplace, a dining area that joins the country kitchen and a step down to the family room with cathedral ceiling and lots of windows for admiring gardens and the country landscapes. The primary bedroom has a walkout to a 12 ' x 29' deck plus a 2nd bedroom and a 4 pc bath that complete the main floor. The lower level is perfect for extended family living, a guest suite or a rental for extra income. It includes a kitchenette, ample dining/livingrm space with a walkout to a covered patio for relaxing and gardening, a 3rd bedroom, and a 3 pc bath. The lower level also has its own convenient and separate entry into the garage/workshop. a hobby room that could be an office or craft room, a laundry room coupled with lots of storage space. Located in the tiny community of Vandeleur just 7 minutes to the BVSC, 10 minutes to Flesherton and 8 minutes to Markdale where all town amenities like the new hospital, shopping and dining can be found. Close proximity to many other recreational attractions like golfing, fishing and hiking. An excellent home in a wonderful community is waiting for you! (40427924)
Welcome to the latest community by Devonsleigh Homes. This Craftsman Villa end-unit town is only connected to the neighbour by garage wall. Appreciate the price point of a townhouse while enjoying the feel of detached living. This end unit location allows for extra natural light on three sides of the home, enhancing its airy, bright feel. Upon entering, you're greeted by high ceilings and modern finishes. The living room is spacious with hardwood floors and features large windows, patio door walk out to yard & open concept to the kitchen & eat in area.Upstairs, youll find three generously sized bedrooms, each with large windows that provide lovely views of the surrounding area. The master suite includes a walk-in closet and a private en-suite bathroom, featuring a modern walk-in shower and vanity. The two additional bedrooms are ideal for children, guests, or even as a home office, and they share a well-appointed second bathroom with a tub/shower combination. This house is the perfect blend of modern living, privacy and charm, offering a cozy yet spacious home for those looking to settle in a small-town community. The quiet streets gives a suburban feel, with easy access to local parks, shops, schools, and restaurants offering a perfect balance of comfort and accessibility. (69165920)
149 WINDMILL WAY, Priceville
Type: Single Family
Land: 165.5 x 114.3 FT|1/2 - 1.99 acres
Price: $649,967.00
Welcome to this lovingly maintained, custom-built bungalow nestled on a quiet cul-de-sac in a picturesque village setting. Surrounded by well-kept homes and friendly neighbours, this home offers the perfect blend of comfort, community, and convenience. Thoughtfully designed for the original owners, the home features two bedrooms, two bathrooms, beautiful hardwood floors, and lots of windows that frame peaceful views of the attractive 0.4 acre lot. A private backyard patio invites you to relax outdoors, while the included lawn tractor and utility trailer will make outdoor jobs a breeze. Enjoy the ease of one-floor living with the added bonus of a full, partly finished basement ready to be customized to your needs, whether thats a hobby space, family room, or home office. This is a community where neighbours know one another and take pride in where they live. A short walk down the road brings you to the local bakery and post office, often with a friendly wave or conversation along the way. Outdoor recreation is right at your doorstep from fishing in the Saugeen River, to skating and hockey at Stothart Hall's outdoor ice rink, to the beloved Canada Day BBQ and fireworks celebration. Ideally located between the charming towns of Durham, Flesherton, and Markdale, you're minutes from everyday essentials, shopping, schools, healthcare, cafes, and recreational facilities. Nature and adventure are close by too, with Beaver Valley Ski Club, the Bruce Trail, and tranquil small lakes all within a 15-minute drive. Conveniently situated approx 1hr from Guelph or Orangeville, and about 1.5hrs from Brampton, Kitchener-Waterloo & Barrie. This is more than a home - its a lifestyle rooted in connection, comfort, and the charm of village living. (40373321)
326129 3RD CONCESSION ROAD, Port Law
Type: Single Family
Land: 96 x 113.5 FT|under 1/2 acre
Price: $649,000.00
Tucked into the quiet hamlet of Port Law, in Grey Highlands this beautifully updated country bungalow offers a fantastic blend of modern finishes & timeless rural comfort. Set on a peaceful 1/4 acre lot surrounded by mature trees & backing onto open farmland, this is the kind of place where life slows down & gets a little sweeter. From the moment you arrive, there's a welcoming feel. Step through the front mudroom & into the heart of the home, an open-concept kitchen & living area designed for everyday ease & connection. The kitchen features stainless steel appliances, a stylish backsplash, & a centre island with a breakfast bar, all flowing effortlessly into the living space. South-facing windows bring in the light, creating a warm & inviting atmosphere throughout the day. There are three comfortable bedrooms. The primary suite offers a private 3-piece ensuite with a sleek stand-up shower, while a modern 4-piece bath serves the rest of the home. With easy-care vinyl plank flooring, a propane furnace, pellet stove, and R60 insulation, comfort and efficiency are built right in. Step out to the deck, the perfect spot to enjoy your morning coffee surrounded by the peaceful sounds of nature or to unwind in the evening beneath the breathtaking hues of a glowing Grey County sunset. The front flower beds add a welcoming touch of colour to the landscape, while the 18'x24'6" hobby barn, complete with a loft with hydro, offers endless possibilities. Whether you envision a creative studio, workshop, home office, or the ultimate getaway space, this versatile outbuilding is ready to bring your ideas to life. Just 15 minutes from shopping in Markdale or Dundalk, 8 minutes to Lake Eugenia, nearby waterfalls, trails, & snowmobile routes, with Blue Mountain just over half an hour away this is where small-town charm meets year-round adventure. Whether you're starting out, slowing down, or simply craving the peace of country life, this one-of-a-kind haven is ready to welcome you home (40280541)
Situated in prime location just a short walk to the shores of Lake Eugenia! This "Royal" home is the perfect spot for the first time home buyer, the retiree downsizing or the weekender looking to make Eugenia its second home! This home is turnkey, furnishings and appliances are all staying for your immediate enjoyment and one less thing to worry about doing! Nice layout features a bright and well cared for main living space with kitchen & appliances, a dining area that opens to the private back yard deck for outdoor enjoyment. A spacious living room faces the front yard with big bright window and a walkout to another deck. The primary bedroom is large enough to make it into 2 if desired and a 2nd bedroom share a 4 pc bath. Convenient main floor laundry room, a 3 pc bath plus a breezeway between house and garage that runs from front to back of home for easy access and lots of space for shoes, boots, skis, and all the sports gear. The lower level is ready to finish into a family room awaiting your personal finishing style and a large 3rd bedroom option. Double car garage and workshop are a bonus. Nice yard that easy to maintain with a pear tree, a cherry tree, a rare gooseberry bush and space for a garden! Its a wonderful place for the outdoor enthusiast where year round recreational attractions are plentiful like the Beaver Valley Ski Club, the Bruce Trail, Eugenia Falls and Lake Eugenia. The boat launch and public beach at the lake are easy to walk to. A short drive to Flesherton and Markdale for hospital, schools, golfing, shopping and dining. Just 25 minutes to Collingwood for more entertainment. This is a wonderful move in ready home that's easy to maintain and in an excellent location! (40541715)
Welcome to this beautifully upgraded end unit townhome backing onto the Markdale Golf and Curling Club. With approximately 1,500 square feet of finished living space and $20,000 in builder upgrades, this home combines comfort, style, and location. Enjoy your morning coffee or evening unwind on the inviting wrap-around covered front porch. Step inside to a spacious tiled foyer with convenient inside access to the 1.5-car garage, which also features a rear man door leading to the backyard. The bright, open-concept main floor features pot lights, gleaming hardwood flooring, large windows that flood the space with natural light, and a walkout to your private backyard. The modern kitchen includes a breakfast bar, built-in stainless steel appliances, and a new backsplash perfect for entertaining or daily family life. Upstairs, the primary bedroom offers a peaceful retreat with a walk-in closet and a private 3-piece en suite. Two additional generously sized bedrooms, a 4-piece bath, and a convenient second-floor laundry area complete this level. The full unfinished basement offers plenty of potential to create additional living space tailored to your needs and tastes. This home also includes a private driveway with parking for four vehicles. Ideal for golf lovers, you can walk right out to play a round at the adjacent Markdale Golf and Curling Club. Located in the fast-growing community of Markdale, you're close to the new hospital, a new community school, parks, shopping, recreation, and dining. Just a short drive to Beaver Valley, Lake Eugenia, and numerous other outdoor attractions. Only 45 minutes to Collingwood and 30 minutes to Owen Sound. Book your viewing today! (40643574)
Welcome to your dream home in the heart of Markdale! This beautifully designed bungalow townhome offers a spacious, thoughtfully planned layout with premium upgrades, perfect for modern living. Step inside to an open-concept living area filled with natural light, soaring9-foot ceilings, featuring engineered hardwood floors, quartz countertops, and stainless steel appliances. The chefs kitchen showcases a stylish island, ideal for meal prep or casual dining, while the spacious family room provides a warm and inviting space for relaxation and entertainment, complete with an upgraded fireplace for cozy evenings. Two generously sized bedrooms include a primary retreat with a walk-in closet and a private ensuite for ultimate comfort, while the additional bedroom features skylight windows and a 4-piece bath, ensuring ample space for family or guests. A fresh air system runs throughout the home, enhancing comfort year-round, and main-level laundry adds everyday convenience. The unfinished lower level, complete with a 3-piece rough-in, offers endless potential for a future home office, recreation area, gym, in-law suite, or even an income-generating unit. Parking is no issue with a 6-car driveway and an oversized 2-car garage featuring a garage door opener, backyard access, and direct interior entry. This freehold end-unit property comes with no monthly fees or POTL fees, giving you the freedom to truly make it your own. Ideally located in the heart of Grey County, you'll enjoy easy access to hiking, skiing, golf courses, the Curling Club, Beaver Valley Ski Club, and the stunning Georgian Bay, all while being just minutes from shopping, schools, grocery stores, banks, the new Markdale Hospital, and Chapman's Ice Cream headquarters. Offering the perfect blend of style, comfort, and convenience, this easy-living freehold townhome is an exceptional opportunity miss your chance to call this beautiful property your home! (40401869)
340611 4TH CONCESSION B ROAD, Flesherton
Type: Single Family
Land: 435.1 x 529.6 FT|5 - 9.99 acres
Price: $569,000.00
Welcome to 340611 4th Concession in Flesherton. Detached 1 1/2 Storey home sitting on approximately 6.94 aces of private land. Overlooking your own pond in the front yard with large trees making it the potential for your own oasis. This home consists of 2 bedrooms on the second floor with 1 on the main. A utility space in the basement for laundry and storage. There is a spacious shed beside the dwelling with ample storage and a second half storey as well. The shed has a 7 x 7 overhead door for entry on a poured concrete foundation. **EXTRAS** As Per Schedule (40393495)
134746 SIDEROAD 15 SIDE ROAD, Kimberley
Type: Single Family
Land: 330 x 660 FT|5 - 9.99 acres
Price: $529,900.00
Private, tranquil, unique and OFF GRID! This 5 acre parcel is the perfect spot for the nature enthusiast and those wanting to be self-sufficient. The home has kitchen and dining room at one end, 2 bedrooms and a 3 pc bath in the middle and a spacious family room warmed by a woodstove at the other end. Walkouts from both kitchen and living room. The lower level offers a 3rd bedroom plus a den. Another woodstove located on the lower level with lots of storage, laundry facilities and the mechanical room. Lots of garden space to grow your vegetables and fruit trees. Raspberry bushes and pear trees already established. Flowering bushes, birds and wildlife are plenty. A good sized storage shed for garden and lawn equipment plus garden sheds for more storage. Wind and solar powered with new batteries installed in 2020. Propane fired 14 kwh generator included for backup and ease of mind. Heat with wood or with a propane furnace installed in 2019. Imagine the only utility you pay for is your propane usage. If you choose to reconnect to hydro, its a short distance to pole. Close to Markdale or Flesherton for hospital, schools, shopping and dining. Only 5 minutes to the ski club and Bruce Trail. For those who love peace and tranquility and who yearn for the simple & satisfying way of life this property is waiting for you. (40635688)
262 CANROBERT STREET, Lake Eugenia
Type: Single Family
Land: 50 x 180 FT|under 1/2 acre
Price: $495,000.00
Cute cottage on a treed lot in Eugenia. Excellent location on a dead end road but only steps to public beach and boat launch. Bruce trail, ATV trails, grocery/LCBO store are all close by. Partial lakeview from deck and sunporch/dining area. Living room features a propane fireplace for those cool evenings. 2 garden sheds to store your tools and beach toys. Cottage will be sold turn key with just personal items excluded. Has been a popular short term rental and could be continued. Get ready to enjoy the summer at the Lake. (40398944)
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. Rough driveway is installed. Clean spring-fed pond(M R Ducks, only some will get this). 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 Builder? ask about 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)
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