Search Grey Highlands Property Listings
16 Peter Street
Grey Highlands, Ontario
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 of town 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 of this 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 for additional storage. The home features large windows with lots of natural light, original stained glass windows & rich refinished original hardwood floors. Updates include a shingled roof in excellent condition with a steel roof over the back workroom, updated electrical, a newer natural gas furnace, new A/C, drilled well, 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, schools, and the library, 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. Schedule a showing today! (id:54532)
166 Osprey Drive
Grey Highlands, Ontario
If you've been dreaming of space, privacy, and the great outdoors, this charming 3-bedroom home might just be your perfect match. Sitting on just under 5 acres, there's plenty of room to stretch your legs, build a snowman, or host one epic backyard barbecue. The standout here? The outdoor space has seen some serious love, with hundreds of thousands invested in landscaping. Think lush gardens, mature trees, and a setup that's perfect for both relaxing and entertaining. A pool and hot tub combo take the fun up a notch ideal for winding down after a day on the slopes or hosting summer pool parties your friends wont stop talking about. This home brings the outdoors to your doorstep with unique spots like Singhampton Caves Trailhead just minutes away. Adventure-seekers and relaxed wanderers alike will enjoy having this natural beauty so close. Ski lovers? Devils Glen and Osler ski clubs are nearby for when the mountain calls. And when its time to stock up or dine out, a short drive brings you into the heart of downtown Collingwood. With no close neighbors in sight and wide-open space around, this place gives you that peaceful, away-from-it-all feeling without actually being far from anything. Whether you're into hiking, skiing, or lounging poolside, this is a property ready to match your lifestyle. (id:54532)
494255 Grey Road 2
Grey Highlands, Ontario
Don't let the size fool you. This home delivers big on comfort, updates, and everyday function. Set on an oversized lot almost 1/2 an acre in size at the edge of Feversham, this 2-bedroom, 1-bath home offers smart use of space and the kind of easy-going lifestyle that just makes sense. With just over 1,000 square feet, it starts with a generous foyer and mudroom, perfect for coats, boots, and everyday gear. The kitchen has plenty of cabinets and prep space, making it easy to cook, work and gather. It opens into a spacious living and dining area with soaring cathedral ceilings that instantly make the whole home feel open and airy. The bedrooms aren't large, and that's worth noting, but you won't mind. The real draw here is the living space, where natural light, great flow, and a warm, welcoming vibe make it the kind of place you'll enjoy being in. Main floor laundry keeps things easy, and a 5-piece bath with double sinks adds a nice touch. Down below, the crawlspace isn't your typical tight and dusty afterthought. It's clean and easily accessible from both inside and out. It's great for storage and adds real function to the home. Since 2021, nearly everything has been redone. The well and septic, furnace & AC, siding & roof, insulation, windows, kitchen, bathroom, all plumbing and electrical, including hydro panel and service, have all been upgraded. Inside and out, it's been well cared for, and it shows. Out back, the detached 26' x 30' garage and workshop is a major bonus. Fully insulated with 10-foot ceilings, two overhead doors, and a heated office space, it's ideal for hobbies, home-based work, or just a quiet spot away from the main house. Located in a friendly small-town community, this home offers a low-maintenance lifestyle with all the essentials and none of the fuss. (id:54532)
814222 Greenery Lane
Grey Highlands, Ontario
Welcome to your private retreat just outside of Flesherton, Ontario, a beautifully updated 5-bedroom, 3-bathroom home nestled on 6.6 acres of peaceful countryside. Surrounded by mature trees and scenic views, this property offers the perfect blend of modern comfort and natural beauty.Currently operating as a successful Airbnb, this home presents an incredible opportunity for those seeking investment potential or a turn-key short-term rental. The spacious layout and desirable location make it a favourite among guests year-round.Inside, you'll find a fully renovated kitchen with stylish finishes, perfect for hosting and everyday living. The updated lower-level bathroom, combined with the flexible floor plan, offers comfort and functionality for families, groups, or multi-generational living.Step outside and unwind in the hot tub or sauna, enjoy the tranquil setting around your spring-fed pond, or explore the expansive 6.6-acre lot surrounded by nature.Ideally situated just minutes from Hoggs Falls, Lake Eugenia, and Beaver Valley Ski Club, this home is a nature lovers paradise with four-season activities just down the road.Whether you're looking for a full-time residence, a getaway, or a proven income-generating property,this one checks every box. (id:54532)
733586 West Back Line S
Grey Highlands, Ontario
Power of Sale. Great potential in this approximately 3.5 acre property with a 3 bedroom, one bathroom Raised Bungalow opportunity. Home has a one car attached garage and an additional 29 foot by 23 foot attached work shop currently used as a 3 stall horse barn. Basement in unfinished and ready to complete into living space. There is a small pond on the property and two fenced in areas for horses or use as you desire. Home and property require some elbow grease but should be a wonderful home when cleaned up, cut grass and completed. Newer windows in Basement. Don't miss the chance to own real estate at a great price, book your showing today. Located off Highway 10 between Dundalk and Flesherton. House has Natural Gas Forced Air Heating and Air Conditioning (id:54532)
468147 12th Concession B
Grey Highlands, Ontario
Welcome to a unique property offering 50 acres of highland serenity with the opportunity to satisfy a multi- generational dream or provide your guests their own private space. The setting offers a custom built primary residence (2007) designed for family living with four bedrooms, four baths, a generous kitchen with eat-in area, dining room, family room, sun room, main floor primary with ensuite, and much more, approximately 3260 sqft of living. Updated windows, patio doors, and metal roof (2021). There is an oversized attached two car garage with mud room storage. The cottage style bungalow (2023) has a spacious open concept living area affording tranquil views of the countryside. Incorporated in the design is an efficient kitchen with dining area, laundry room, as well as two spacious bedrooms with a 'jack & jill' bathroom all contained in approximately 1100 sqft. A cedar walled sunroom provides a different atmosphere with its sweet Ulefos woodstove. There is a separate workshop with a single bay door and two side workshop areas. Both residences are complimented with country-style landscaping and gardens. Both homes are comfortably heated with radiant floor systems. You can take advantage of the trails and stroll through the forest, even visit the natural pond nestled in the forest. Minutes to all area amenities, shopping and recreational options. Many photos and video showcase the two residences and acreage. (id:54532)
775355 10 Highway
Grey Highlands, Ontario
Fish much? Longing for a hobby farm? This incredible riverfront property steals the show! Tucked away on a picturesque 6.7-acre property, this charming 3 bedroom ( or 2 bedroom and office with a separate entrance, as presently used) 1 bathroom home offers just the right amount of everything you need, comfort, privacy, and breathtaking natural surroundings. Perched on a gentle hill, this quaint but mighty home overlooks a stunning landscape that slopes gracefully down to the banks of the Rocky Saugeen River.The property is a nature lovers dream, boasting mature trees, vibrant, lush plantings, and wide-open spaces perfect for relaxation or outdoor pursuits. Whether you're sipping your morning coffee on the deck or exploring your own private slice of paradise, the setting is peaceful and truly awe-inspiring. Ideal for hobby farmers or those seeking a quiet retreat, the land offers plenty of room to roam, garden, or even keep animals.A standout feature is the spacious detached two-car garage/workshop, complete with 10-foot ceilings, hydro, insulation, two man doors, a large 9' x 10' overhead door, and solid concrete floors perfect for projects, storage, or a home-based business.This is more than just a home; its a lifestyle. If you're looking for a private, serene setting with just the right amount of everything, this is the place for you. There are no words to describe it's beauty, you need to walk the property to understand how stunning it truly is. (id:54532)
305207 South Line A
Grey Highlands, Ontario
Situated on a tranquil 48-acre recreational paradise with river frontage on both sides of the Saugeen River, this property in Grey Highlands provides an ideal combination of privacy, nature, and family living. Whether you are looking for a peaceful permanent residence or a weekend getaway, this home and its surroundings promise four seasons of enjoyment.The main level welcomes you with a 3-season sunroom overlooking the trees, and a spacious upper deck extends your living space into the outdoors. An open-concept kitchen, dining, and living area, anchored by a cozy zero-clearance fireplace, is ideal for gatherings. The primary bedroom features built-in cabinetry, while a 4-piece bathroom and laundry room complete the main level. Downstairs, the walkout basement features a bright family room with a wood stove for added warmth, a bedroom with its own 3-piece ensuite bathroom, and a second 3-season sunroom. The home is efficiently heated and cooled with a propane-forced air furnace and central A/C. It also includes an air exchanger, drilled well, owned hot water tank, iron filter, and a newer well pump. A 25' x 40' detached shop featuring concrete floors and hydro is ideal for hobbyists or entrepreneurs. It offers the potential for a studio or workshop space above and includes a 60-amp pony panel. Additionally, you will find three garden sheds and a charming goldfish pond integrated into the landscape. The land is mostly treed with trails waiting to be reclaimed, offering a blank canvas for hiking and quiet riverfront exploration. From skiing, boating, fishing, golfing, scenic lookouts, waterfalls, and lakes, the area is a playground for outdoor enthusiasts. Located in an outdoor recreation hotspot, you're just 10 minutes to Flesherton, under 20 minutes to Durham or Markdale, and 50 minutes to Owen Sound or Collingwood.Reconnect with nature and explore all that Grey County has to offer, this is a rare opportunity to own a riverside sanctuary with incredible potential. (id:54532)
187 Pellisier Street
Grey Highlands, Ontario
Located in the picturesque village of Eugenia, this beautifully crafted bungalow offers the perfect blend of comfort, function, and location. With three bedrooms and three bathrooms spread over two levels, the home is ideal for families, weekenders, or those seeking a peaceful year-round retreat in one of Grey County's most sought-after destinations. The main floor features two spacious bedrooms and two full bathrooms, including a bright, open-concept living space that invites both relaxation and entertaining. A cozy propane fireplace anchors the living room, while the expansive kitchen provides plenty of room to cook, gather, and enjoy meals together. Just off the main living area, a dedicated pool table room with solid oak flooring offers a fun and social space that can easily serve as a games area or home lounge. The walk-out basement, offers a third bedroom and another full bathroom perfect for guests or extended family. In-floor heating in both the basement and garage ensures year-round warmth and comfort. A large heated workshop with double doors in the basement provides the perfect space for tools, hobbies, or storage. There's also a cold storage room for preserving seasonal goods or wine. Outdoors, the home continues to impress. A concrete driveway and walkway add to the curb appeal and practicality, while the composite deck offers the ideal spot for outdoor dining or relaxing, complete with a propane barbecue hookup for easy grilling. From your doorstep, enjoy walking access to both Lake Eugenia and the stunning Eugenia Falls. With Beaver Valley just a short drive away, the area offers endless opportunities for hiking, skiing, and exploring. This is more than a home, its a lifestyle. Whether you're seeking a full-time residence or a tranquil weekend escape, this Eugenia bungalow delivers exceptional quality, comfort, and location in equal measure. (id:54532)
174386 Lower Valley Road
Grey Highlands, Ontario
Nestled on 12 pristine acres in Kimberley, this exceptional property offers the perfect blend of natural beauty and rustic charm. At the headwaters of the Beaver River, a stream-fed freshwater pond invites you to fish for trout right in your own backyard. Meandering private trails wind through the landscape, making this a true nature lovers paradise. The chalet features 4 bedrooms and 3 bathrooms, with a separate lower-level entrance offering the potential for private guest quarters or an in-law suite. Thoughtfully designed with natural elements, it includes cedar-beamed vaulted ceilings, pine flooring, two wood-burning fireplaces, and a sauna for ultimate relaxation. Step out onto the expansive walkout deck and take in panoramic views of the Niagara Escarpment Biosphere Reserve and the picturesque swimming pond. Whether you're enjoying a quiet morning coffee or entertaining guests, this space is a showstopper. Ideally located just a short drive from Beaver Valley Ski Club, Old Baldy, Lake Eugenia, and charming general stores, you're also close to several renowned restaurants perfect for culinary adventurers. Flooded with natural light year-round, this inviting chalet is the perfect four-season retreat. Come experience the tranquility, beauty, and endless potential this unique property offers. (id:54532)
172 North Street
Grey Highlands, Ontario
Escape to Eugenia Where Nature Meets Modern Comfort! Welcome to 172 North Street, a beautifully constructed 5-bedroom, 2-bathroom raised bungalow with a finished lower level and an inside entry garage with a spacious storage loft, situated on a picturesque 1.25-acre lot. Private and serene, this property is enhanced by mature trees, white cedars, maples, native species plants and pernnials, and 8 garden beds. The rustic split rail fencing frames your outdoor oasis, also adding old world charisma to the outstanding curb appeal of this home. Built in 2017, this 3,000+ sq. ft. home offers the perfect blend of contemporary design and rural cham. Step into a light-filled open-concept main floor living space, the living room, dining area, and kitchen seamlessly flow for family life and entertaining. The expansive well-appointed kitchen including a walk in pantry and centre island, also provides a walkout to your oversized deck, ideal for summer BBQs or quiet morning coffee with views of your stunning back yard. The main level also features 3 generous bedrooms, including a primary suite with walk-in closet and semi-ensuite bathroom. A hand-crafted sliding barn door transforms the bright lower level of this home into a private retreat with a full kitchen, large recreation room, a marble propane fireplace, two additional bedrooms, a full bathroom, and plenty of storage. This versatile area offers a place to escape the household hustle and bustle or can be used to offer a separate living experience for guests or a possible tenant - currently licensed for short term rentals. Whether its a hike on the Bruce Trail to nearby Eugenia Falls, a ski day at Beaver Valley, a swim at Lake Eugenia or a paddle on the Beaver River, adventures are mere steps away. Just 30 minutes to Collingwood, 5 minutes to the beach! Make your move to one of Grey Countys most sought-after villages, offering a four season playground. (id:54532)
47014 Old Mail Road
Grey Highlands, Ontario
Location and privacy are all in one. Only 12 minutes to Thornbury or Georgian Peaks Ski Club set on 20 breathtaking acres along storied Old Mail Road in Grey Highlands, this extraordinary estate is a rare convergence of heritage, design, and natural beauty. Anchoring the property is a distinguished main residence dating to 1863 rich with history and perched above a natural grotto carved into escarpment stone, offering a poetic reminder of the lands ancient character. The home is a rare blend of heritage charm and modern refinement. Painstakingly maintained and thoughtfully updated, it offers contemporary conveniences while preserving the craftsmanship and character that make it truly unique. The main floor features two powder rooms, one with a private sauna, and a glass-wrapped sun/family room with panoramic views and walkout to a full-width back deck. A gracious living room with a wood-burning fireplace anchors the home, while a separate dining room offers space for intimate meals or larger gatherings, enhanced by original built-ins that span the far wall. Upstairs, three bedrooms and two full baths include a spacious primary suite with four-piece ensuite. Original architectural details throughout speak to the homes storied past. A thoughtfully designed guest house, by architect Anthony Belcher, offers modern living in harmony with the surroundings. A private tennis court sits quietly among the trees. The pool area, also designed by architect Anthony Belcher, is a masterclass in landscape integration set on a sheltered terrace above a tranquil pond with all-day sun, panoramic Beaver Valley views, and a steel/Ipe pergola for light shade. A stone wall shields the space, acting as a retaining wall and heat sink, while a cabana with 2-piece bath, bar sink, and fridge offers deep-set porches. A curved stone garden wall reflects warmth and supports lush plantings. This is a rare opportunity where privacy, views, history, and thoughtful design converge in lasting harmony. (id:54532)
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Sotheby's International Realty Canada,
Brokerage
243 Hurontario St,
Collingwood, ON L9Y 2M1
Office: 705 416 1499
Rioux Baker Davies Team Contacts

Sherry Rioux Team Lead

Emma Baker Team Lead

Craig Davies Team Lead

Jacki Binnie Sales Representative

Hollie Knight Sales Representative

Manar Vandervecht Real Estate Broker

Michael Maish Sales Representative

Almira Haupt Finance Administrator
Google Reviews

She made our search, offer, and all the details much smoother than we would have thought possible.
It was a pleasure working with her!
From the minute we met her, we felt like we were in good hands, and we’ll definitely stay in touch.
Thank you Emma!!!

Emma, thank you for your professionalism, your grit, your reliability, your wisdom, and your laughter! It made a world of a difference.
Congratulations as well to Holly. Well done, Holly!!!
With gratitude,
Silke and Family

I have had my fair share of experience with Realtors as a custom home builder and past home purchases. Sadly, most of my experiences have not been great, feeling like just another self serving number in the Rolodex.
When it came time to buy our family's dream home, we didn't envy anyone taking on the task. My husband and I had very different checklists and a niche search for the area, and the expectations were extremely high. In addition, I was 4 months postpartum, and we were back and forth from Oakville to Muskoka without planted roots. Imagine...
Sherry spent TWO years touring us around homes. We made two offers on two different homes that were both negotiated and accepted on our terms, based on Sherry's extreme ability
to negotiate, but upon inspections, we decided to walk away with nothing but extreme support from Sherry and her team.
Two + years in the making, and at minimum 150+ hours of Sherry's time spent, we decided to go and see the dream home that was WELL out of our price range. Sherry encouraged us to take the slight chance that we could negotiate the purchase if we fell in love. Well, we fell in love, and after a lot of back and forth, Sherry called to tell us that she had gotten the deal done. (insert tears).
The level of care, guidance, due diligence, marriage counseling, life coaching, and, above all, knowledge was nothing short of amazing.
Sherry has become our forever Agent and a friend. Thank you Sherry and the entire team. Thank you. Thank you.





Thank you Craig!

I would highly recommend Sherry, she is a joy!







Would highly recommend

We look forward to working with Jacki for many years to come.



We spent some time visiting different homes and we never felt any pressure to buy.
Once we found our place Sherri and her colleague Craig were so helpful guiding us through the purchase process.
I would highly recommend working with Sherri and her team.




Selling a beloved property can be daunting, but with Sherry in charge, worries melted away. My husband and I have no hesitation recommending Sherry as a listing agent.








Honestly, she's the best real estate agent I have ever had!







Alex Cunningham.


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