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121 Collingwood Street, Grey Highlands
$699,900
3 Beds ⋅ 2 Baths ⋅ X13855756 MLS® #
11 acres of bush with trails and a 2 acre pond on the edge of Flesherton. Tucked in the trees with glimpses of the pond is a 1450 square foot home with good natural light, open living spaces and decorative exposed beams. There is one bedroom and a full bath on the main level. The open stairway leads to a bright loft area suitable for an office or sleeping space, as well as 2 more bedrooms, one with a 2 piece ensuite. The basement has lots of storage, the natural gas furnace, water system and laundry area. There is a fenced in yard between the home and the 18x25 shed. Good, wide trails through the cedar and hardwood bush provide endless recreational activities on the property. Walking distance to Flesherton for schools and unique shops. Centrally located to enjoy all things Grey County: skiing, beaches, Beaver Valley, Lake Eugenia, Bruce Trail and more. (id:5764)

121 Collingwood Street, Grey Highlands

Listing courtesy of Royal LePage RCR Realty.

467063 12th Concession B, Grey Highlands
$1,275,000
2 Beds ⋅ 1 Baths ⋅ X13830018 MLS® #
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 somewhere to meet with clients one-on-one. It could just as easily be a family room or a quiet spot to get away from it all. Upstairs, two additional rooms could work as separate offices, or as an office and a den. With Beaver Valley Ski Club just 12 minutes away and Blue Mountain less than 30 minutes away, you're close to four seasons of adventure. And when you're ready to come home, you have the hot tub, trails winding through your own property, and the privacy of just over 60 acres. Imagine inviting friends for the weekend and hearing them ask when they can come back. It's the kind of place they'll picture themselves returning to again and again, which makes short-term stays an appealing possibility to explore. (id:5764)

467063 12th Concession B, Grey Highlands

Listing courtesy of RE/MAX Summit Group Realty Brokerage.

139 South Shores Road, Grey Highlands
$2,295,000
6 Beds ⋅ 4 Baths ⋅ X13809796 MLS® #
This exceptional Lake Eugenia residence has been meticulously maintained by its original owners and represents one of the most compelling full-time waterfront homes on the lake. From the moment you enter, sweeping, unobstructed views draw you through the space, with floor-to-ceiling windows and expansive lakeside doors creating a seamless indoor-outdoor connection and filling the home with natural light. Offering over 5,000 sq ft of thoughtfully designed living space, the main level is ideal for both everyday living and entertaining. A spacious kitchen anchors the home, flowing effortlessly into the family room, dining area, and living room; each finished with refined materials and architectural detail. The primary suite is a true retreat, capturing stunning waterfront views and featuring a luxurious 5-piece ensuite and separate dressing room. Two additional generously sized bedrooms and a full bath complete this level. A separate adjoining wing provides rare flexibility, with a private side entrance, coat room, and a 17'2" x 18'11" gym, easily convertible to a garage or additional living space. Above, a private guest suite with its own balcony offers ideal accommodation for family or visitors. The fully finished lower level adds further versatility, with a second family room, two additional bedrooms, a 3-piece bath, and ample storage. The outdoor setting is where this property truly distinguishes itself. Enjoy a rare, owned 100-foot waterfront (not leased from OPG), complete with dock and expansive decking. Take in breathtaking 180-degree lake views - among the finest on Lake Eugenia. Designed for year-round enjoyment, the grounds feature a lakeside boardwalk, multiple patios, sauna, and hot tub. Located 10 minutes from the private Beaver Valley Ski Club and 30 minutes to Blue Mountain, this is a rare opportunity to secure a four-season waterfront lifestyle on one of the region's most sought-after lakes (id:5764)

139 South Shores Road, Grey Highlands

Listing courtesy of Royal LePage RCR Realty.

239 Napoleon Street, Grey Highlands
$650,000
5 Beds ⋅ 2 Baths ⋅ X13799242 MLS® #
Set on just over half an acre on a quiet dead-end street in Eugenia, this brick bungalow offers a flexible layout with plenty of room for family and guests. Whether you're looking for a full-time home or a weekend place close to the lake, this is an easy home to settle into. The bright main floor features three bedrooms and a full bathroom, along with a comfortable living room warmed by a propane fireplace. A ductless wall unit provides air conditioning during the warmer months. The side entrance is conveniently located beside the kitchen, making it easy to bring in groceries, and also provides direct access to the lower level. Downstairs, you'll find two additional bedrooms, a second full bathroom and a large recreation room with a second propane fireplace. There is also potential to add a kitchenette, creating even more flexibility for older children, extended family or overnight guests. Outside, the property continues to shine. A large deck off the dining area overlooks the spacious backyard, with plenty of room for gardening, children and pets to play, summer pool parties around the above-ground saltwater pool, and evenings spent with family and friends. The oversized detached garage has room for a vehicle plus an ATV, motorcycle, workshop area or recreational equipment. A nearby trail leads to Lake Eugenia, approximately a five-minute walk away. You can also walk to Eugenia Falls, explore the nearby Bruce Trail or drive approximately 10 minutes to Beaver Valley Ski Club. It's a sweet home on a beautiful lot, with the bedrooms, bathrooms and gathering spaces to make it work for far more than just a weekend getaway. Weekday showings are preferred. Some weekend showings may be unavailable. (id:5764)

239 Napoleon Street, Grey Highlands

Listing courtesy of RE/MAX Summit Group Realty Brokerage.

27 Ellen Street, Grey Highlands
$549,900
4 Beds ⋅ 1 Baths ⋅ X13795002 MLS® #
Cute as a button and packed with charm, this beautifully maintained home sits on an expansive 55' x 129' fully fenced lot in the heart of Flesherton. Located on a quiet street, the home welcomes you with an inviting front porch and offers an incredible amount of indoor and outdoor space for everyday living and entertaining. The backyard is truly a standout, offering plenty of room to gather with family and friends. Recent improvements include the addition of a beautiful covered outdoor bar, a new deck with privacy wall, a widened driveway and tons of landscaping. The attached garage has also been used as additional entertaining space, complete with its own bar and a charcoal BBQ concept with overhead fan for cooking all year round. Inside, you'll find a number of thoughtful cosmetic updates, including new flooring in the living area, a warm pine ceiling with coordinating window trim, and pot lights in the living room. In-floor heating adds extra comfort in the kitchen/dining area and bathroom, while the roof was replaced in 2011. The home offers 4 bedrooms, with 3 located on the upper level and 1 conveniently situated on the main floor - ideal as a bedroom, home office, or flexible living space. Accessibility has been thoughtfully incorporated throughout the property, with wheelchair ramps, wider doorways, and a spacious walk-in shower, making the home fully wheelchair accessible. With its charming character, generous lot, fantastic entertaining spaces, and convenient Flesherton location, this is a home with so much to offer. Enjoy easy access to the GTA via Highway 10, along with unique local dining, cafés, shops, and everyday amenities nearby. A wonderful opportunity to enjoy small-town living with plenty of space to make your own! (id:5764)

27 Ellen Street, Grey Highlands

Listing courtesy of eXp Realty.

172 Park Street, Grey Highlands
$605,000
3 Beds ⋅ 2 Baths ⋅ X13784168 MLS® #
Nestled on a beautifully landscaped nearly half-acre property, this charming 3-bedroom, 2-bathroom bungalow offers the perfect blend of country charm and modern comfort. Surrounded by mature perennial gardens and picturesque views from every window, the home features a spacious vaulted living room with cathedral ceilings, a cozy wood-burning stove, and walkouts to the deck from both the living room and two of the bedrooms, creating a seamless connection to the outdoors.Thoughtfully updated throughout, recent improvements include the kitchen, bathrooms, siding, closets, and roof (2026), forced air propane furnace (2017). A rustic barn beam adds warmth and character between the kitchen and dining area, while a solar tube fills the workspace with natural light. The property is serviced by a private well and septic system and includes a detached garage and large garden shed, providing plenty of storage for vehicles, tools, and recreational equipment.Located within walking distance of Eugenia amenities, including Top O' The Rock, and just minutes from Eugenia Falls, Lake Eugenia's public beach, and Beaver Valley Ski Club, this property is ideal as a full-time residence, weekend getaway, or four-season retreat. (id:5764)

172 Park Street, Grey Highlands

Listing courtesy of Royal LePage Locations North.

315298 3rd Line A, Grey Highlands
$1,375,000
3 Beds ⋅ 2 Baths ⋅ X13753902 MLS® #
Escape to your own 99-acre country retreat in the heart of Grey Highlands, just minutes from Kimberley , Beaver Valley Ski Club, and Blue Mountain. Backing directly onto the Old Baldy Conservation Area and the Bruce Trail, this rare property offers unmatched access to nature and outdoor adventure. The landscape unfolds with rolling pastures, a tranquil pond, maple forests , and a newly built trail network perfect for hiking, cross-country skiing, snowshoeing, or ATVing. The 2+1 bedroom, 2-bath cabin provides a comfortable home base while you envision building your dream country estate. A collection of outbuildings-including a Quonset hut with a new concrete pad, a classic bank barn, and a garage-offer endless versatility for farming, storage, or studio space. Whether you're dreaming of an equestrian property, a family retreat, or a sustainable working farm, the possibilities are endless. Enjoy sweeping valley views, magical sunsets, and the peaceful rhythm of rural life in this extraordinary natural setting. Harvest your gardens, tend to your goats, tap your maple syrup trees in your own backyard, hike down your property for a glass of wine at Old Baldy, watch the sunset and head to the famous Hearts restaurant for dinner. 2026 taxes TBD. (id:5764)

315298 3rd Line A, Grey Highlands

Listing courtesy of Sotheby's International Realty Canada.

15 Hill Street, Grey Highlands
$513,990
2 Beds ⋅ 2 Baths ⋅ X13728422 MLS® #
Known locally as "The Bee Barn," this one-of-a-kind Flesherton property offers an extraordinary amount of flexible space for living, creating, working & pursuing the things you love. Transformed in 1992 by its current owner, a mixed-media artist whose work has been exhibited across Canada & Europe, the property combines a comfortable residence with expansive studio, workshop & multi-purpose spaces unlike anything you'll find in a conventional home. Two attached but separate ground-floor areas, each with its own entrance, create possibilities for an artist or maker, home-based business, guest or extended-family space, hobbies, collections or simply room to spread out. The main living area is bright & open, with abundant natural light, a principal bedroom, office nook + loft, 2 kitchen areas & 2 walkouts to the garden. Upstairs, soaring vaulted ceilings create a dramatic gallery-like space with tremendous flexibility as a bedroom, family room, studio, entertaining area or exhibition space. An attached garage plus a 30' x 13' workshop/shed with concrete floor, electricity & some insulation provide even more practical space for projects, equipment & storage. A new drilled well installed in 2024 is another important improvement. Set in the heart of Flesherton, home to an established and welcoming arts community and known as the Gateway to the Beaver Valley, The Bee Barn is approximately 500m from elementary & secondary schools, shops, library, recreation facilities & Flesherton Pond. The Bruce Trail, Lake Eugenia, Beaver Valley Ski Club, Blue Mountain, golf courses & x-country trails put year-round recreation within easy reach, while Markdale, Durham, Collingwood, Thornbury & Owen Sound offer additional amenities. If you've been searching for something beyond the ordinary, The Bee Barn offers space, character & possibilities that are difficult to find at this price point - a place to live, create & work in the heart of one of Grey County's most welcoming communities. (id:5764)

15 Hill Street, Grey Highlands

Listing courtesy of Forest Hill Real Estate Inc..

218 Wiles Lane, Grey Highlands
$1,295,000
4 Beds ⋅ 2 Baths ⋅ X13723954 MLS® #
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. On the main level, the wood-burning fireplace adds warmth and atmosphere throughout the cooler months. When winter arrives, return from skiing or snowshoeing and relax in the hot tub while enjoying the crisp air, peaceful surroundings and star-filled skies. Perfectly positioned in the heart of Beaver Valley, the property is close to Beaver Valley Ski Club, local trails and the area's many dining and recreational opportunities, yet remains an easy drive from the GTA, Toronto's west end and the Kitchener-Waterloo region. A separate parking pad with a walkway to the main entrance provides convenient access, while the recently completed courtyard offers generous additional parking for visiting family and friends. Whether used as a full-time home, weekend escape or family cottage, 218 Wiles Lane offers privacy, panoramic views and an inviting waterfront lifestyle in every season. (id:5764)

218 Wiles Lane, Grey Highlands

Listing courtesy of Forest Hill Real Estate Inc..

149 Sir William's Lane, Grey Highlands
$874,000
3 Beds ⋅ 2 Baths ⋅ X13696244 MLS® #
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, swimming and fishing, the Bruce Trail for hiking, and the slopes of Beaver Valley Ski Club, with cycling, golf and waterfalls all nearby. Flesherton's shops, cafés and bakery are just down the road, while Markdale offers a new hospital, shopping, elementary school and recreation facilities. Thornbury, Collingwood, Blue Mountain and Owen Sound are also within easy reach. Whether you're searching for a full-time country home, four-season cottage, ski chalet or an easy-to-maintain home for an active retirement, 149 Sir William's Lane puts the Grey County lifestyle right outside your door. (id:5764)

149 Sir William's Lane, Grey Highlands

Listing courtesy of Forest Hill Real Estate Inc..

201 Peters Crescent, Grey Highlands
$3,500,000
8 Beds ⋅ 6 Baths ⋅ X13677062 MLS® #
A very rare opportunity on prestigious Peters Crescent to own one of the finest waterfront estates on Lake Eugenia. Set on an exceptionally private, fully landscaped 1.7-acre lot with 168 feet of shoreline in a protected deep-water bay, this extraordinary family compound was custom-built by the current owners in 2010 with four-season lake living at its heart. Offering more than 5,000 sq. ft. of finished living space plus approximately 2,500 sq. ft. of covered outdoor living, the home was created for families to gather, entertain and make lasting memories. At its centre is a spectacular open-concept kitchen and living area, where expansive windows fill the home with natural light and capture sweeping lake views. The main-floor primary suite features a spacious ensuite, walk-in closet and unique outdoor shower with access toward the lake. The walkout lower level offers two separate family suites, each with two bedrooms, a bathroom and direct access to the waterfront-ideal for children, grandchildren and guests. Outside, the lake and pool become the focal point of everyday life. A sun-filled swimming pool, cabana bar and multiple covered and open-air gathering areas provide the perfect setting for every occasion, from quiet mornings to unforgettable celebrations. A large dock with a covered boat slip and private beach access makes swimming, boating and waterfront enjoyment effortless. An attached triple-car garage and separate two-car garage with finished living space above provide additional accommodation and exceptional storage. Close to private ski clubs, golf, trails, restaurants and charming communities, the property is less than two hours of effortless driving from both the GTA and Kitchener-Waterloo areas. Fully landscaped, move-in ready and complete with every imaginable feature already in place, this is far more than a lake house-it is a fully realized four-season family estate ready to be enjoyed from the moment you arrive. (id:5764)

201 Peters Crescent, Grey Highlands

Listing courtesy of Forest Hill Real Estate Inc..

194552 13 GREY Road, Grey Highlands
$889,000
4 Beds ⋅ 3 Baths ⋅ X13674892 MLS® #
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 and four-season toys.Outside, an expansive upper deck with sleek glass railings showcases sweeping Beaver Valley views and spectacular sunsets. Set well back from the road on a large, mature lot, the property offers an exceptional sense of privacy and space while keeping the best of the area within easy reach. Turn-key, beautifully updated and ready to enjoy, this is an inviting Beaver Valley retreat for weekends, holidays or year-round living. (id:5764)

194552 13 GREY Road, Grey Highlands

Listing courtesy of Royal LePage Signature Realty.

120 Beau Lane, Grey Highlands
$775,000
3 Beds ⋅ 2 Baths ⋅ X13674834 MLS® #
Nestled on a corner lot on a quiet dead-end street amid towering maples in the highly sought-after community of Eugenia, this newer three-bedroom, two-bath home with wood siding and timber-frame accents that evoke a warm log-inspired character offers exceptional peace and tranquility while sitting among other high-end residences, just a short walk from the public beach and boat launch, complete with fibre high-speed internet, central air, a propane furnace backed by an electric heat pump for efficient secondary heating. A proven track record of excellent short-term and seasonal rental income makes it equally ideal as a private retreat or income-generating property. Don't miss this rare opportunity to own a turnkey property that delivers both lifestyle and strong rental returns in one of Grey County's most desirable settings. (id:5764)

120 Beau Lane, Grey Highlands

Listing courtesy of .

30 Campbell St Street, Grey Highlands
$360,000
3 Beds ⋅ 1 Baths ⋅ X13672596 MLS® #
Welcome to this great starter home! Offering plenty of updates, including a 2020 roof and deck, 2015 furnace, 2017 central air, 2021 eavestroughs, fresh paint throughout since 2021, and some newer flooring. The updated mudroom provides plenty of convenient storage for coats and shoes. The main floor features a good-sized living room, laundry, spacious bathroom, and large eat-in kitchen. The room currently used as a toy room could easily be converted to a main floor bedroom, if desired. Upstairs offers 3 spacious bedrooms. Outside, enjoy an incredibly private backyard. Located directly across from the elementary school and within easy walking distance to downtown. Move-in ready, affordable, and waiting for you-come see it today! (id:5764)

30 Campbell St Street, Grey Highlands

Listing courtesy of Kempston & Werth Realty Ltd..

194 Wiles Lane, Grey Highlands
$1,274,900
4 Beds ⋅ 2 Baths ⋅ X13664074 MLS® #
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. (id:5764)

194 Wiles Lane, Grey Highlands

Listing courtesy of Royal LePage Royal City Realty.

446070 Johnston's Sideroad, Grey Highlands
$1,285,000
3 Beds ⋅ 3 Baths ⋅ X13644480 MLS® #
Tucked away at the end of a quiet dead-end road, this extraordinary 5.89-acre property offers a level of privacy and natural beauty that is rarely found. With direct access to the Bruce Trail from the edge of the property, it is a true hiker's paradise. Bordering Ontario Land Trust lands and showcasing breathtaking valley views, the setting is nothing short of spectacular - perfect for hiking, scenic cycling, or simply immersing yourself in nature. Unwind on the flagstone patio and take in the peaceful, panoramic surroundings. Ideally located just 7 minutes to the top of Beaver Valley Ski Club and 10 minutes to the shops and restaurants of Markdale and Flesherton, this property offers the perfect balance of seclusion and convenience, ideal for full-time living or a four-season recreational retreat. The grounds are well-suited for hobby farming or equestrian use, featuring a 20' x 15' drive shed, two-stall barn, and 1-acre paddock. The home offers 3 bedrooms and 2.5 bathrooms, with two bathrooms beautifully renovated with Caesarstone counters and oak vanities. The kitchen features granite countertops, while maple flooring adds warmth throughout the main living spaces. A spacious basement provides excellent flexibility, with the potential to add two additional bedrooms while still maintaining ample storage and living space. The home is equipped with an efficient geothermal forced air system for heating and cooling, a VanEE air exchange system, and a Swordfish UV light integrated into the furnace. A truly rare opportunity to own a private countryside escape in one of the area's most unique and sought-after settings. Note: Some images have been virtually staged and/or renovated to illustrate potential. Original photos are included. (id:5764)

446070 Johnston's Sideroad, Grey Highlands

Listing courtesy of Royal LePage Locations North.

385073 4th Conc A Road, Grey Highlands
$2,895,000
5 Beds ⋅ 6 Baths ⋅ X13624414 MLS® #
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. (id:5764)

385073 4th Conc A Road, Grey Highlands

Listing courtesy of Engel & Volkers Toronto Central.

107 Toronto Road, Grey Highlands
$849,000
3 Beds ⋅ 2 Baths ⋅ X13586690 MLS® #
Discover this exceptional custom-built residence, meticulously crafted by a high-end home builder. Boasting approximately 2,200 sq ft of thoughtfully designed living space, this 3-bedroom, 2-bathroom home offers modern elegance and unparalleled quality throughout. Step inside to high-quality LVP flooring that flows seamlessly through the open-concept layout, complemented by radiant floor heating and central air conditioning for year-round comfort. The home features an abundance of high-end upgrades - too many to list - ensuring every detail exceeds expectations. The striking exterior combines beautiful brick with premium siding, creating timeless curb appeal. Enjoy the covered porch and deck perfect for relaxing or entertaining, a concrete apron for convenience, and an oversized 2-car garage finished with a premium Trusscore interior. This turnkey new build is backed by a 7-Year Tarion Warranty, providing complete peace of mind. Whether you're seeking a primary residence or an impressive investment property, this home represents a rare opportunity to own a brand-new luxury build without the wait. (id:5764)

107 Toronto Road, Grey Highlands

Listing courtesy of .

124 Stanley Drive, Grey Highlands
$999,900
2 Beds ⋅ 2 Baths ⋅ X13566866 MLS® #
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:5764)

124 Stanley Drive, Grey Highlands

Listing courtesy of RE/MAX Grey Bruce Realty Inc..

102 Mill Street, Grey Highlands
$675,000
2 Beds ⋅ 2 Baths ⋅ X13559482 MLS® #
Experience the best of four-season living on this exceptional property, ideally located near Beaver Valley Ski Club, Hogg's Falls, Blue Mountain, Bruce Trail, and Lake Eugenia, . Set on a spectacular, private lot backing onto the Boyne River, this property is surrounded by mature trees, perennial gardens, and a peaceful forest, creating the perfect setting for relaxation and outdoor adventure. Designed for making memories, the property features a children's tree fort, two bunkies for guests or extra recreational space, and expansive grounds to enjoy every season. Inside, the home has been beautifully updated with engineered hardwood flooring throughout the main level, a beautiful new kitchen, fresh paint, upgraded electrical, new pot lights, and stylish light fixtures. The bright, open-concept main floor is ideal for entertaining family and friends. Currently operated as a successful Airbnb, this property also presents an excellent investment opportunity. The walk-out lower level offers flexibility for extended family accommodations or additional rental income potential. Whether you're skiing the slopes of Beaver Valley and Blue Mountain, hiking nearby trails, cycling scenic country roads, paddling, fishing, or spending summer days at Lake Eugenia, this location offers an exceptional four-season lifestyle. Whether you're searching for a full-time residence, a weekend retreat, or an income-generating investment, this unique property in Flesherton delivers the perfect combination of modern updates, natural beauty, and recreational convenience. (id:5764)

102 Mill Street, Grey Highlands

Listing courtesy of Royal LePage Locations North.

467042 12th Conc B Corners, Grey Highlands
$890,000
4 Beds ⋅ 2 Baths ⋅ X13513064 MLS® #
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. (id:5764)

467042 12th Conc B Corners, Grey Highlands

Listing courtesy of Engel & Volkers Toronto Central.

194700 Grey Road 13 Road South, Grey Highlands
$899,000
5 Beds ⋅ 3 Baths ⋅ X13500492 MLS® #
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 spaces, a generous laundry room, and direct access to the backyard. An additional washer and dryer on the main floor provide added convenience.The attached three-car garage with EV hookup offers exceptional flexibility, providing ample room for vehicles, a workshop, and all your four-season adventure gear. Whether you're storing skis and snowboards after a day at Beaver Valley Ski Club, snowmobiles for winter trails, canoes and kayaks for summer paddles, or bikes and hiking equipment for exploring the Bruce Trail right from your backyard, there's space for every adventure. The spectacular grounds offer endless opportunities to relax, garden, entertain, or simply enjoy the natural surroundings. Located just minutes from Beaver Valley Ski Club, Thornbury, and all the area's renowned outdoor recreation, this is a rare opportunity to own a private country retreat with direct access to one of Ontario's most treasured trail systems. (id:5764)

194700 Grey Road 13 Road South, Grey Highlands

Listing courtesy of Royal LePage Signature Realty.

193 Inkerman Street, Grey Highlands
$995,000
3 Beds ⋅ 3 Baths ⋅ X13493506 MLS® #
Village Living Near Lake Eugenia - Modern Bungalow with Main Floor LivingWelcome to this beautifully designed home in the charming village of Eugenia, ideally located within walking distance to public access at Lake Eugenia-perfect for enjoying swimming, paddling, fishing, and all the four-season recreation this sought-after area has to offer.Built in 2022, this modern bungalow offers the convenience of main floor living with a bright, open-concept layout designed for both everyday comfort and entertaining. The heart of the home features a spacious living area with a cozy propane fireplace, creating a warm and inviting atmosphere year-round.The main floor primary suite provides a private retreat, complete with a walk-in closet and a well-appointed ensuite bath. With 3 bedrooms and 3 bathrooms in total, there is plenty of space for family, guests, or a home office setup.The attached garage with inside entry adds everyday convenience, while the lovely 3-season room extends your living space and offers the perfect spot to relax with your morning coffee or unwind in the evening. Step outside to the deck and backyard-ideal for summer barbecues, gardening, or simply enjoying the peaceful village setting.The fully finished lower level features a spacious family room, providing additional living space for movie nights, hobbies, or visiting guests.Whether you're looking for a full-time residence, retirement home, or weekend escape near the lake, this property offers the perfect blend of modern comfort, low-maintenance living, and small-town charm in the heart of Grey Highlands (id:5764)

193 Inkerman Street, Grey Highlands

Listing courtesy of Sea and Ski Realty Limited.

16 Peter Street, Grey Highlands
$689,900
4 Beds ⋅ 2 Baths ⋅ X13484160 MLS® #
Full of character and thoughtfully updated for modern living, this beautifully maintained 2-storey Century home offers a blend of historic charm & modern updates in the charming village of Flesherton. Enjoy the peaceful allure of country living while having the convenience oftown amenities right at your doorstep. The main floor features a welcoming foyer, spacious living room,formal dining area, and an updated kitchen. For added convenience, a cleverly designed laundry room & 2-pc bathroom, mudroom, a functional back workroom seamlessly enhance everyday living. A true gem ofthis home is the stunning 16' x 22' bonus room, with cathedral ceilings. This versatile space is perfect as a bright office, a creative studio, or even a summer kitchen, ready to host delightful gatherings. Upstairs, you'll find 4 bedrooms & an updated 4-piece bathroom. The dry basement includes a cold room foradditional storage. The home features large windows with lots of natural light, original stained glasswindows & rich refinished original hardwood floors. Updates include a shingled roof in excellent conditionwith a steel roof over the back workroom, updated electrical, a newer natural gas furnace, new A/C, drilledwell, water softener, iron filter & pressure tank. Set on a generous 76' x 198' lot, this property is a gardener's dream, showcasing vibrant perennial gardens & a charming flagstone patio. Unwind in the hot tub surrounded by an enclosure on the private back patio or indulge your hobbies in the 30' x 40' DETACHED HEATED SHOP/GARAGE, newly built in 2023 to store all your treasures. With a vibrant community just a leisurely stroll away, you'll have access to local shops, restaurants and schools all while enjoying the tranquility and spaciousness of country living. Experience the best of both worlds in this welcoming village that beautifully combines the serenity of nature with the conveniences of town life. (id:5764)

16 Peter Street, Grey Highlands

Listing courtesy of .

407047 Grey 4 Road, Grey Highlands
$1,200,000
5 Beds ⋅ 3 Baths ⋅ X13476664 MLS® #
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 complete privacy. Inside, the home is designed to capture the beauty beyond its walls. Large windows frame stunning water views, while the open-concept living space creates a natural hub for entertaining and everyday living. A main-floor primary bedroom offers convenience, while the finished walkout lower level with second kitchen provides flexibility for extended family, guests, or multi-generational living.This is the kind of property where summer days are spent swimming, kayaking, fishing, and exploring, where family barbecues stretch long into the evening, and where grandchildren create the memories they'll talk about for years to come. A place where holidays don't require reservations or travel plans because everything you love is already waiting in your own backyard. Located just minutes from Flesherton and Markdale, with easy access to Beaver Valley, Blue Mountain, this is more than a beautiful home-it's a lifestyle that many dream about but few ever find. (id:5764)

407047 Grey 4 Road, Grey Highlands

Listing courtesy of eXp Realty.

354515 Osprey Artemesia Rr 4 Road, Grey Highlands
$649,000
3 Beds ⋅ 1 Baths ⋅ X13463298 MLS® #
Escape to Nature-A Private Country Retreat Near Lake Eugenia & Beaver Valley~POTENTIAL AIR BnB! Tucked away on a quiet, tree-lined country road, this enchanting 1.97-acre property offers the peaceful country lifestyle you've been dreaming of. Surrounded by mature forest with only birds and wildlife as your neighbours, the fully fenced and gated lot provides exceptional privacy and security for children and pets alike. Follow the winding driveway through old-growth trees as dappled sunlight leads you to a bright clearing where this charming three-bedroom bungalow awaits. Designed for comfortable living and easy entertaining, the home features a durable steel roof and a spacious tiered deck-perfect for enjoying warm summer evenings in the serenity of nature.Inside, cathedral ceilings and walls of windows flood the open-concept living area with natural light, creating a warm and welcoming atmosphere that blends seamlessly with the outdoors. The kitchen sits at the heart of the home and features slate flooring and a breakfast bar ideal for casual meals or morning coffee. The dining area is anchored by a beautiful wood-burning fireplace that creates a cozy ambiance, while a wood stove in the living room adds extra warmth and comfort during snowy winter nights. Three well-sized bedrooms share a functional three-piece bathroom, and the convenient side-entry laundry room offers additional storage and practicality. Outside, beautifully landscaped gardens weave throughout the property, adding charm and colour to the natural surroundings. Two sheds provide additional storage and workspace, with heat and electricity-perfect for a workshop, hobby space, or studio. Located just minutes from the public beach at Lake Eugenia and Beaver Valley Ski Club, this property offers the best of four-season living. Whether you're searching for a weekend escape or a serene full-time residence, this country retreat invites you to slow down, breathe deeply, and enjoy the simple pleasures of life (id:5764)

354515 Osprey Artemesia Rr 4 Road, Grey Highlands

Listing courtesy of RE/MAX Four Seasons Realty Limited.

41 Collingwood Street, Grey Highlands
$349,900
2 Beds ⋅ 1 Baths ⋅ X13443634 MLS® #
Great affordable home for first time buyers! or someone looking for a professional business office or retail shop! Situated on a large lot close to downtown Flesherton this lot has C2 zoning which has many permitted uses such as Professional and business offices, Retail commercial, Restaurants, Financial institutions, Hotel, motel or conference centre, Motor vehicle sales and service establishment, and motor vehicle service station, Medical clinics, Funeral homes, Public and private clubs, Personal service shop, Service shop, Bulk fuel sales. Main floor features a Large eat-in Kitchen with Newer cabinets and Laminate flooring, Large Living room with 9 foot ceiling and beautiful custom built shelving, 2 good sized bedrooms, a 4 piece bathroom and Main floor laundry with a walkout to side deck and beautiful back yard with large garden shed (id:5764)

41 Collingwood Street, Grey Highlands

Listing courtesy of .

189 Point Road, Grey Highlands
$1,920,000
4 Beds ⋅ 3 Baths ⋅ X13246978 MLS® #
Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 135 feet of south-facing shoreline, 3500 sq ft of living space 4 bedrooms , 3 baths and bonus room. This family-friendly property features a gently sloping beach area, perfect for enjoying fun filled summer days by the water. Large windows fill the home with natural light, while the living room's vaulted ceilings and two-sided fireplace create a warm and inviting space. Sliding doors lead to a full-length deck where you can relax and take in the lake views. The dining room is generously sized for hosting family and friends, and the well-appointed kitchen features new appliances, plenty of cabinetry, and ample counter space. The lake-facing primary bedroom includes a walk-in closet and private ensuite, while two additional bedrooms are tucked into their own wing with a shared bathroom. The finished walk out basement extends the living space with a second kitchen, games area, third bathroom and fourth bedroom. A bonus room gives options for a hobby room or office. A double car garage with interior access from both the kitchen and basement adds everyday convenience. A welcoming Lake Eugenia home that combines beautiful frontage, sunny southern exposure, and space for family, friends, and fun. (id:5764)

189 Point Road, Grey Highlands

Listing courtesy of Chestnut Park Real Estate.

187 Pellisier Street, Grey Highlands
$1,185,000
3 Beds ⋅ 3 Baths ⋅ X13208480 MLS® #
Located in the village of Eugenia, this bungalow offers the flexibility of full-time living or a weekend retreat with plenty of space to enjoy both. With 3 bedrooms & 3 bathrooms across two finished levels, the layout was designed with gathering in mind while still offering room for everyone to spread out. The current owners added a beautiful great room featuring a stone fireplace & large windows overlooking the property, creating a bright & welcoming space that naturally becomes the heart of the home. Whether you're hosting family dinners, relaxing after a day at the ski club, or enjoying quiet evenings at home, this space connects everything together. Step outside to the wraparound composite deck with glass railings & take in the beautiful backyard setting. Mature trees provide a sense of privacy that's not always found in a village setting, creating a space that feels connected to the community while still feeling like your own little getaway. It's the kind of backyard that makes morning coffee, summer dinners & evenings outside easy to enjoy. The lower level adds more flexibility with a spacious family room, a third bedroom with its own ensuite bath, & a separate walkout workshop area beneath the addition that offers potential for additional living space, a studio, gym, hobby area, ski room, or guest space. Added comfort features include main floor laundry, in-floor heat in the lower-level family room & bedroom, plus in-floor heat in the garage. Practical features have also been thoughtfully incorporated, including a cold room for your favourite beverages & canning storage, a cement driveway, & ample parking for family & guests. Adding to the setting, the river flows behind the property as it makes its way from the lake toward Eugenia Falls. Located close to the lake, and ski hills & a short walking distance to trails, the falls & to the Flying Chestnut for dinner, this property offers the convenience of village living with a setting that feels like an escape. (id:5764)

187 Pellisier Street, Grey Highlands

Listing courtesy of RE/MAX Summit Group Realty Brokerage.

194457 Grey 13 Road, Grey Highlands
$6,750,000
6 Beds ⋅ 8 Baths ⋅ X13108546 MLS® #
Perched on the shores of Lake Eugenia and minutes from Beaver Valley Ski Club, this 8,100 sq. ft. lakefront retreat blends refined design with relaxed four-season living. Crafted with precision and finished by EM Design, its a home made for gathering, entertaining, and unwinding by the water.The grand entrance opens to a breathtaking great room with vaulted ceilings, floor-to-ceiling windows framing lake views, and a dramatic 48" gas f/p. The chefs kitchen delivers professional appliances, dual dishwashers, a walk-in pantry, wine room, and coffee station. For meals, enjoy a formal dining area for 12 overlooking the lake or a cozy breakfast nook. Just beyond, the Lake Room with stone walls and wood-burning fireplace offers the perfect spot for apres-ski evenings.The main-floor primary suite is a private sanctuary with radiant heated, instant screened porch, and spa-inspired ensuite featuring walk-in dressing room, oversized shower, makeup vanity, and Kohler bidet toilet.Above the garage, a 1,500 sq. ft. two-bedroom in-law suite includes a large deck with front-court views. The walkout lower level provides 3 ensuite bedrooms, a fitness room with steam bath, workshop access, laundry, and a 3-piece bath serving the hot tub and lake. The family room is an entertainers dream with pool table, peninsula bar with draft beer, and walkout to a covered outdoor kitchen and lounge with fireplace and TV.Outdoor living is elevated with two composite docks, boat lift, a lakeside cabana, hot tub, and multiple gathering spaces. Smart-home features let you control it all from your phone, making every season effortless. (id:5764)

194457 Grey 13 Road, Grey Highlands

Listing courtesy of Sotheby's International Realty Canada.