1,544 properties for sale in Grey Highlands

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 ra

Welcome to a property where private trails, quiet waters, and unforgettable family memories are woven into everyday life. Set on close to 16 acres in the heart of Grey Highlands, this exceptional 5-bedroom, 3-bathroom home offers something increasingly rare-a place where every day feels like a vacation, without ever having to leave home. At the centre of the property is an extraordinary private water system flowing into the Little Beaver River that defines the lifestyle here. Whether it's an early morning paddle, an afternoon swim, casting a line from the shoreline, or simply watching the sunlight dance across the water from your deck, life naturally revolves around the outdoors. Curated walking trails wind throughout the property, inviting exploration beneath mature trees and creating endless opportunities for children, grandchildren, and guests to connect with nature. The landscape has been thoughtfully developed to encourage gathering, recreation, and relaxation while still offering

A rare opportunity to own a beautifully refreshed waterfront farm where country living and lake life come together on one exceptional property. Set on 63 acres with almost 700 feet of private frontage on Wilcox Lake, this property offers an increasingly hard-to-find combination of productive farmland, peaceful waterfront, and an updated century home. Over the past few years, the home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find a spacious layout featuring 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and a hot tub with an outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. Outside, approximately 40 acres o

A rare opportunity to acquire approximately 59 acres with 50 acres of workable, naturally-drained farmland, offering excellent potential for a variety of agricultural uses. The farm is Certified Organic and has been successfully operated as a market garden, with infrastructure including multiple greenhouses, a bank barn with attached lean-to, driveshed, cabin, separate drilled well for irrigation, and an on-site farm store with a walk-in fridge, generous space for in-person shopping, produce preparation and storage, plus a covered area at the rear overlooking the animal paddocks. A certified commercial kitchen adds further versatility for agricultural and food-related uses. Upgraded hydro service provides capacity for additional buildings and future expansion. The 3-bedroom, 2-bath farmhouse has been tastefully modernized while retaining its country character. The open-concept living space features rustic wood floors, a spacious kitchen with abundant counter space, and a cozy woodstove

Welcome To This Beautiful 4 Season Exceptional 7 Bedrooms & 4 Baths Custom-Built Two-Storey Home On 2.14 Acres. No Need To Go On Vacation, This Property Has It All. Fabulous Custom Built 4,200 Sqft (Including Finished Lower Level), Is Minutes Away From The Exclusive Beaver Valley Ski Resort. Nestled At the End of A Tree-Lined Drive, It Offers Unmatched Privacy And a True Retreat-Like Atmosphere. Wonderful Open Concept Main Level With 9' Ceilings, And Heated Floors Through-Out. All New Kitchen Appliances. Reverse Osmosis Water System, Well with Constant Pressure System, 200-Amp Electrical Service, Newly Paved Driveway. The 2,200 SqFt Detached Outbuilding Was Built In 2024, Equipped With 100 Amp Electrical Services, Featuring 3 Insulated Oversized Doors And 20 Ft Ceilings, Providing The Freedom For Recreational Use Or Equipment Storage. (Id: 27)

Welcome to 218 Wiles Lane-an affordable, turnkey opportunity to enjoy four-season cottage living on beautiful Lake Eugenia. From the moment you enter, an impressive wall of picture windows draws your attention across the home to panoramic views of the lake. Step onto the full-length deck, where glass railings preserve the view and create the perfect setting for morning coffee, outdoor dining and spectacular sunsets. With four bedrooms and two bathrooms, there is plenty of room for family and guests to gather, unwind and create lasting memories. Spend summer days swimming, boating and playing along 112 feet of private waterfront before relaxing around the lakeside firepit as the sun disappears across the water. The spacious, mature treed setting offers excellent privacy, with ample room for children and adults to play and enjoy the outdoors. The full walkout lower level extends the living space and features a corner bar-the ideal place to share drinks and stories after a day on the lake

Rare 3-acre opportunity in grey highlands! *. Discover privacy, tranquility & incredible potential at. *320035 - Road*, located just minutes south of the Village of Flesherton. Set on an impressive. *3-acre property along a paved road*, this recently renovated & freshly painted bungalow offers the perfect opportunity to enjoy peaceful country living while planning for the future. This approx. 1,200 sq. Ft. bungalow features a bright a& functional layout with a spacious eat-in kitchen, large dining area with walk-out to the rear deck, sunny living room, primary bdrm with 5-pc Semi-ensuite, 2nd bdrm & convenient 2-pc powder room. The lower level adds valuable flexibility with a large 3rd bdrm, laundry room with storage, workshop with wood stove & plenty of room to create additional living or recreational space. The real opportunity is outside. With. *3 acres of land*, there's room to enjoy nature, gardens, outdoor activities & the privacy that comes with owning a larger country property.

Price adjusted! Escape to the beauty of the Beaver Valley with this exceptional country property backing directly onto the Bruce Trail, offering unparalleled privacy, four-season recreation, and breathtaking winter views of the ski hills. Set on a beautifully landscaped property with mature trees, gardens, and expansive green space, this raised bungalow offers the perfect blend of peaceful country living and everyday convenience. Designed for both family living and entertaining, the main level features a spacious great room with a fireplace and walkout to an expansive deck overlooking the grounds. The bright, functional kitchen flows seamlessly into the living spaces, while three generous bedrooms include a primary suite with its own ensuite bath. Thoughtful built-in cabinetry throughout adds both character and functionality. The fully finished walkout lower level is ideal for multi-generational living or guests, offering in-law suite potential, a second fireplace, large recreation spa

Beautifully crafted custom bungalow where timeless design meets modern luxury! An extraordinary opportunity in Grey Highlands. Freshly offered with a $50,000 price reduction, this custom-built 2025 sanctuary delivers an elevated four-season lifestyle without the delay of construction. As autumn paints the surrounding canopy, step into a refined retreat tailored for crisp days, effortless entertaining, and impending winter ski weekends. Set on a private 0.86-acre wooded parcel moments from Lake Eugenia and Beaver Valley Ski Club, the residence showcases architectural Shouldice stone, rich timber-frame accents, and 3,400+ sq ft of finished living space (4 Bed / 3 Bath) backed by a full Tarion Warranty. MAIN LEVEL: Great room boasting cathedral ceilings and a focal Napoleon gas fireplace. Executive chef's kitchen with quartz surfaces, custom cabinetry, integrated Bosch appliances, walk-in pantry, and direct walk-out to a covered timber-frame deck. Primary retreat featuring a generous walk

A unique live/work opportunity in the heart of Beaver Valley, this thoughtfully reimagined eight-room boutique property offers exceptional flexibility for those looking to combine home, lifestyle and business in one remarkable setting. Set along the Beaver River and just two hours from Toronto, the property can function as a single dwelling, private family compound, corporate or leisure retreat, while also offering potential for a motel, Airbnb, event space or inn with a guest restaurant. The property includes eight guest suites, each with its own three-piece bathroom, plus an additional suite designed for live-in staff, complete with a three-piece bathroom and kitchenette. Currently used for storage, this space offers added flexibility depending on the next owner's needs. Two powder rooms are also located within the Parlour. Minutes from the village of Kimberley, the property is surrounded by rolling farmland, dramatic escarpment views and some of the area's best year-round recreation

Welcome to 53 Uplands Drive, where modern living meets small-town charm in the exciting new Devonleigh community of Markdale, Ontario. Discover this beautifully designed Everton model, offering over 2,000 sq. Ft. of finished living space with a thoughtfully planned layout, stylish finishes, and plenty of room for the whole family. This south-facing home is filled with natural light and offers the perfect blend of comfort, functionality, and modern convenience. Step inside to a bright, welcoming open-concept main floor featuring spacious principal rooms and large windows that create an inviting atmosphere throughout. With 3 bedrooms, there is plenty of space for family, guests, or a dedicated home office. The finished walkout lower level is a standout feature, offering a generous recreation room, full bathroom, and dedicated laundry room. Walk directly out to the backyard and enjoy the flexibility this additional living space provides, perfect for entertaining, relaxing, working from ho

Prestigious Lakefront Estate on Brewster. 4.62 Acres. Custom Built 5 yr old Lake Architectural Grandeur Meets Unparalleled Comfort This 8-bedroom, 7.5-bathroom estate offers 8,600 sq. Ft. of meticulously designed living space, blending elegance, functionality, with modern convenience. Set High on the hill, with presence and prestige, The stately façade is stunning and viewed from all around. The winding driveway leads to spacious parking with triple garages. Two entrances provide versatility: a practical foyer from the garage to the kitchen, and grand double doors opening to a soaring two-story foyer. Inside, light-filled spaces flow seamlessly. Formal living and dining rooms, Living & Family rooms are anchored by floor-to-ceiling marble fireplaces, create a warm, inviting atmosphere. At the heart of the home, an open-concept family room, breakfast area, and chef's kitchen-with top-tier appliances, custom cabinetry, walk-in pantry, and large island-are perfect for both intimate moments

This Devonleigh-built, freehold luxury end-unit townhouse in Markdale is exceptional-a rare find for a townhome. Exceptional Property Feel: The oversized 1.5-car garage and a large lot give this home the spacious feel of a detached property. Contemporary Design: Featuring Madison interior doors and Livia square rosette MB hardware for a sleek, modern aesthetic. Upgraded Kitchen & Living: The open-concept living/dining area showcases an upgraded kitchen with 39-inch cabinetry, a full backsplash, brand-new quartz countertops, sink, and faucet. An upgraded center island with an extended breakfast bar provides ample space for entertaining. Sleek Appliances: Enjoy cooking with modern, sleek SS kitchen appliances complete with a fridge waterline. Luxurious Touches: The home features oak shaker railings with a custom stain and upgraded Westend trim throughout. Primary Suite Retreat: The luxurious primary bedroom includes a large walk-in closet. Convenient Features: Upgraded second-floor laund

This adorable like new bungalow in lovely Priceville is full of charm and comfort, Completely updated from top to bottom, its ready for you to move right in, Inside, you'll find one level living with a bright open concept kitchen complete with new appliances and dining space that flows into a bright & welcoming living room. The primary suite includes a walkout to your private back yard deck. Perfect for morning coffee or evening unwinding. A full 4-piece bath and spacious laundry/mudroom add convenience. Outside, the L-shaped lot offers endless opportunities to garden, play or simply soak in the quiet of country life. Plus thee solid sheds that offer great storage and a spot for tools and hobbies. Paved driveway. Ideal for someone wanting to downsize without sacrificing a yard, privacy or the comfort of a detached home. Close proximity to Flesherton, Durham or Markdale for all small town amenities, hospitals, dining and shopping, Come check out this little gem! (Id: 7525)

Welcome to this peaceful rural property in the Flesherton area, ideally located near Lake Eugenia. Set on a spacious private lot at the end of a private road with no close neighbours, this detached bungalow offers the perfect blend of privacy, recreation, and country living. Enjoy legal water access for boating and swimming from the canal, with access to Lake Eugenia approximately 90 metres away by water. A yearly road maintenance fee of $500 provides year-round legal access. The property features a detached garage offering approximately 96 sq. M. of space with a 3.35 m ceiling height, ample parking, 200-amp electrical service, and a sauna. Outdoor enthusiasts will appreciate being just minutes from Beaver Valley Ski Club and having access to miles of groomed snowmobile trails nearby. Surrounded by nature yet conveniently close to the amenities of Flesherton, this property is ideal as a year-round residence or weekend getaway. Flexible possession available. (Id: 27)

Discover four-season living in the heart of Grey County. Set in a quiet, private setting near Lake Eugenia and Beaver Valley, this beautifully updated bungalow offers an inviting combination of modern comfort, thoughtful design and easy access to some of the area's best outdoor recreation. Inside, the open-concept layout is bright and welcoming, with heated floors throughout, vaulted ceiling, floor-to-ceiling windows and a striking rotating soapstone wood-burning fireplace at the heart of the living space. A truly beautiful custom kitchen, luxury vinyl plank flooring, updated lighting, Hunter Douglas blinds and numerous thoughtful improvements make this a home you can simply move into and enjoy. Outside, mature trees and beautifully landscaped grounds create a peaceful retreat, complete with patio and decking, flower and vegetable gardens, garden and wood sheds, and plenty of space for children, pets and outdoor living. From here, you're just minutes from Lake Eugenia for boating, swim

Welcome to this spacious and well-maintained 4-bedroom, 4-bathroom detached home located in a quiet, well-established neighbourhood in Markdale. Situated on a 52 ft. X 100 ft. lot, this home offers approximately 2,800 sq. Ft. of comfortable living space, making it an excellent choice for families looking for room to grow. The home features a large family room with walkout patio, providing plenty of space for relaxing and entertaining, along with a good-sized deck overlooking the private yard. The attached two-car garage offers convenient parking and additional storage. The lower level provides excellent versatility and potential for an in-law suite, guest accommodations, a home office, recreation space, or additional living area. With its generous floor plan, private outdoor space, double garage, and peaceful surroundings, this property offers the perfect combination of space, comfort, and potential in a desirable Markdale location. (Id: 27)

Welcome to this Beautiful 10-Acre Property Just North of Markdale! This picturesque piece of land offers incredible potential for your dream home or the perfect weekend retreat. Tucked away just off Hwy 10, this newly designated development site has received preliminary approval from the Saugeen Valley Conservation Authority for potential building, making it an exciting prospect for future plans. Key Features include 10 Acres of Natural Beauty ideal for nature lovers and outdoor enthusiasts. Its in a prime location with approximately 672 feet of frontage on Highway 10, with direct access from your own back yard to the Grey County Rail Trail featuring 77 km of scenic trail running from Owen Sound to Dundalk. Outdoor Living with the opportunity to enjoy established trails for walking, snowshoeing, or cross-country skiing all on your own property. Two older storage sheds are located just inside the gated driveway and are included with the property. Development Potential: Zoned Natural Env

There's a certain kind of peace that comes with leaving town behind, turning down a country road and pulling into a property that feels like your own private retreat. Set on 7 acres just outside of Markdale, this 3-bedroom, 3-bathroom bungalow offers the space, privacy and versatility to create the country lifestyle you've been looking for. Framed by mature cedar trees, bush and open field, the property offers a beautiful mix of natural surroundings and usable land-with room to breathe, explore and make it your own. Inside, the bungalow is designed for comfortable everyday living, while the lower level opens the door to even more possibilities. With its own kitchen, walkout and in-law capability, there's flexibility for extended family, multi-generational living, guests or simply additional space to spread out. An impressive 47' x 31', it's the kind of space that can change what's possible at home. Whether you're a contractor, hobbyist, collector, entrepreneur or simply someone who has

Desirable Lake Eugenia! Situated on the north shore of Lake Eugenia, with Spectacular Southern facing exposure views of the lake, this inviting 2 bedroom, 2 bath, four season home offers and excellent entry point into one of the regions most south after recreational destinations. Ideally located just a short drive from Beaver Valley, Kimberley, and the renowned Bruce Trail, this property provides year round enjoyment with easy access to hiking, cross country skiing, downhill skiing, and of course, the lake! Well known for its boating and fishing, Lake Eugenia continues to attract cottagers and home owners alike. This property provides a fantastic opportunity for buyers looking to enter the market. (Id: 27)

Top 5 Reasons You Will Love This Home: 1) An exceptional opportunity to own over 18 acres in Grey Highlands, where a winding driveway through mature trees opens to an expansive country property with panoramic views across Beaver Valley toward Old Baldy and Kimberley, offering space, privacy, and possibilities that are increasingly hard to find 2) Outstanding outbuildings set this property apart, including a detached double garage with unfinished loft plus three additional buildings, highlighted by an impressive 32'x56' fully insulated and heated shop with 12' ceilings and 100-amp service, complemented by a 28'x64' building with hydro and a 16'x69' storage building, creating incredible flexibility for a business, workshop, equipment, hobbies, or storage 3) Enjoy added peace of mind with a brand-new septic system installed in August 2026, complementing the drilled well and efficient geothermal heating and cooling system, while the property's acreage provides room to enjoy the outdoors, g

Set on 50 breathtaking acres overlooking the stunning Pretty River Valley and directly bordering 2,700 acres of Provincial Park, this remarkable property offers an unmatched blend of privacy, nature, and convenience. Despite its peaceful setting on a quiet country road, you are only 10-15 minutes from Collingwood, Blue Mountain, Osler Bluff, Devil's Glen, and countless year-round amenities. Step outside your back door to enjoy hiking, snowshoeing, or simply relaxing with an evening drink while taking in the panoramic views. The 2,325 sq. ft. Four-bedroom home is designed to capture the beauty of its surroundings, with expansive windows throughout the main living areas framing spectacular views of the valley, forests, and abundant wildlife. Beyond the home itself, the property is a nature lover's dream, featuring waterfalls, trout-filled creeks, wooded trails, and secluded hideaways waiting to be explored. A two-level 40' x 60' barn, originally designed for horses, offers endless potent

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 w

Welcome to four-season living in the heart of Beaver Valley. This extensively renovated 4-bedroom, 3-bathroom modern mountain chalet offers approximately 2,390 sq. Ft. of finished living space, ideally located just minutes from Beaver Valley Ski Club, Lake Eugenia, the charming village of Kimberley, exceptional dining and endless outdoor recreation. Designed with both entertaining and everyday comfort in mind, the open-concept main level is anchored by a beautifully appointed custom kitchen with a generous eat-at island, flowing effortlessly into the dining and living areas. Whether hosting a lively weekend with friends or enjoying a quiet evening by the valley, this is a home made for gathering. After a day on the slopes, trails or lake, retreat to the finished lower level and unwind in your own private sauna, the perfect après-ski finish. A spacious mudroom keeps boots, coats and outdoor gear organized, while two substantial sheds provide plenty of additional storage for skis, bikes

Set on just over 60 acres, with trails winding through the trees, this property gives you room for the quiet moments you crave and the dinner parties that bring your favourite people together. The updated two-bedroom bungalow has an open-concept living area that keeps everyone connected. A propane fireplace warms the living room, situated next to the updated galley kitchen. Outside, the covered porch overlooks the gardens and captivating courtyard, a space designed to bring people together. Cook and catch up around the outdoor kitchen, spend summer afternoons by the in-ground saltwater pool, then linger over dinner and gather around the firepit with friends and family. When the snow arrives, the hot tub and sauna offer a quieter way to enjoy the same setting. The detached studio makes it easy to imagine working from home. With a propane fireplace and a calm, welcoming feel, it's the kind of space where creative ideas come naturally. Picture an art studio, a place to teach yoga, or some

Welcome to your own private paradise in the heart of Beaver Valley. Set on 12 spectacular acres between Beaver Valley Ski Club and Hoggs Falls, less than two hours from the GTA, this exceptional property is the perfect four-season retreat where nature, privacy, and adventure meet. A magnificent spring-fed pond is the heart of the property, inviting you to swim, paddle, fish, or simply enjoy breathtaking views of the Niagara Escarpment. Bordering the headwaters of the Beaver River, private trails wind through the landscape while expansive lawns provide endless room for children to play, family gatherings, and outdoor recreation. The inviting chalet blends rustic charm with timeless character, offering four bedrooms, three bathrooms, cedar-beamed vaulted ceilings, warm pine floors, two wood-burning fireplaces, and a sauna. Large windows fill the home with natural light while framing beautiful pond and forest views. A separate lower-level entrance provides excellent potential for guest ac

Located just two minutes from Highway 10 in Markdale, this beautifully maintained, four-year-old townhome built by renowned local builder Devonleigh Homes is ready to welcome its next owner. Offering three spacious bedrooms and three bathrooms, all with radiant heated floors. This inviting home features an open-concept kitchen, dining, and living area-perfect for family meals, relaxed conversation, and entertaining. Upstairs, the generous primary suite includes a private ensuite, while the extra-wide hallway leads to two additional well-sized bedrooms. Thoughtful upgrades throughout include enhanced lighting and numerous electrical improvements, ceiling fan rough-ins, in bedrooms, a 200-amp service. The fully fenced backyard provides privacy and peace of mind for young children and four-legged family members. Unwind outdoors on the finished deck beneath the gazebo, gather around the fire pit, and enjoy quiet evenings at home. Golf enthusiasts will appreciate the convenient location, wi

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

Discover this newly renovated, well-maintained 3-bedroom detached bungalow in the desirable Grey Highlands community. Bright, inviting living spaces and a practical layout make this home ideal for families, retirees, or recreational buyers seeking comfort and tranquility. Set on a generous landscaped lot surrounded by mature evergreens, the property offers exceptional privacy and abundant outdoor space perfect for entertaining, gardening, or enjoying nature year-round. A 2-car detached garage, Six additional outdoor parking spaces, an attached storage room, and a separate garden shed provide outstanding functionality and convenience. Located just steps from Lake Eugenia and Eugenia Falls, this home invites peaceful morning strolls to the water and easy access to scenic trails, parks, and outdoor attractions. The quiet street offers a serene rural setting while remaining close to schools, shops, and local amenities. Whether you're seeking a starter home, a retirement retreat, or a count

Welcome to 137 Mark Street, tucked away on a quiet street in Markdale. This meticulously maintained, quality-built brick bungalow offers generous living space, a thoughtful layout and pride of ownership throughout. This impressive 3+1 bedroom home feels bright and welcoming, with spacious rooms, large windows and an abundance of natural light. At the heart of the home, the open-concept living area is enhanced by crown moulding and a cozy gas fireplace. The kitchen flows seamlessly through the dining and living areas, with a walkout to the covered back deck, stone patio and beautifully landscaped, fenced backyard. A separate front sitting room offers a quiet spot to relax or welcome guests. Retreat to the spacious main-floor primary bedroom with new carpeting, walk-in closet and private ensuite featuring a jetted tub and separate shower. Two additional bedrooms, a 4-piece bath, main-floor laundry and mudroom/foyer round out this well-designed level. Downstairs, the expansive finished ba