Discover Your Ideal Property

Expert Real Estate Services in Grey Highlands & Surrounding Area

Looking to find your dream property in the beautiful Grey Highlands? At Grassroots Realty, we’re deeply rooted in this community and specialize in matching you with the ideal farm or residential property right here. Discover our services designed specifically for the Grey Highlands market, and let our local expertise guide you home.

View Current Listings in Grey Highlands, ON

83 results | Page 1 of 7
12 24 48
For sale
$349,000
117 COLLINGWOOD STREET, Grey Highlands, Ontario

117 Collingwood Street

Grey Highlands, Ontario

Welcome to a property where natural beauty takes centre stage. Set on a gently rolling -acre lot dotted with mature trees and bordered by a peaceful stream, this bungalow offers a rare chance to secure a truly special piece of land. The setting is serene, private, and brimming with potential for anyone looking to make a place their own. The home offers approximately 1,400 sq ft of living space, including an open-concept foyer, dining area, and kitchen that flow into a generous living room with direct access to the backyard-perfect for taking in the tranquil views year-round. Three bedrooms, a storage room, and a utility/laundry area complete the interior layout. Step outside and you'll immediately appreciate the appeal: a lush landscape ideal for gardening, outdoor hobbies, or simply relaxing beside the gentle stream that winds along the back of the property. It's the kind of setting that's hard to find and easy to fall in love with. Located just outside Flesherton, the property offers a quiet, rural feel while keeping everyday conveniences within easy reach. With its beautiful surroundings and countless possibilities, this is an excellent opportunity for those who see the value in making a home truly their own. Ready for the next chapter? Now's the perfect time to explore everything this hidden gem has to offer. (id:62383)

3 Bedroom 1 Bathroom 1,100 - 1,500 ft2

Grey County Real Estate Inc.

For sale Open House
$2,395,000
627174 GREY ROAD 119, Grey Highlands, Ontario

627174 Grey Road 119

Grey Highlands, Ontario

Charming Modern Farmhouse on over 100 Acres in Beaver Valley: This beautifully updated 3-bedroom, 2.5-bath farmhouse offers over 2,000 sq ft of TURNKEY inviting living space, blending rustic charm with fresh modern upgrades. With 43 workable acres, the property features rolling walking paths, a scenic pond, and stunning panoramic views, creating the ideal setting for hobby farming, equestrian use, or serene country living. The home includes a renovated kitchen and an upgraded laundry room with new cabinetry, countertops, and the convenience of a double washer and dryer, given upper and lower laundry facilities. The tiled dog wash is a must for rural pet owners. The primary suite has been transformed into a relaxing retreat with a brand-new bathroom showcasing updated tiles, fixtures, and vanity, complemented by new flooring, upgraded lighting, and a stylish board-and-batten feature wall. A custom California Closet adds exceptional storage and organization. The detached garage has an upstairs suite with a bathroom - ready for your new office, studio or additional guest living space. The property also offers two fenced paddocks and a barn with two stalls, providing functionality for animals, storage, or hobby space. Additional appliances include a fridge, freezer, and upright freezer located in the back room for extra capacity. With thoughtful updates throughout and peaceful natural surroundings, this move-in-ready farmhouse offers an exceptional opportunity to enjoy the best of rural living in the sought-after Beaver Valley region. (id:62383)

3 Bedroom 3 Bathroom 2,000 - 2,500 ft2

RE/MAX Four Seasons Realty Limited

For sale Open House
$449,000
50 SYDENHAM ROAD, Grey Highlands, Ontario

50 Sydenham Road

Grey Highlands, Ontario

Imagine living in the heart of Flesherton in a welcoming 3-bedroom, 2-bath home with room to grow, two additional rooms that can easily used as extra bedrooms - just steps from parks, downtown amenities, and year-round recreation. This charming property offers incredible versatility, featuring three comfortable bedrooms, home offices, nursery, hobby spaces, or playrooms. Perfect for families, multi-generational living, or those seeking flexible layout options. Step inside to a warm, functional layout that supports everyday living with tons of built in storage. Large windows bring natural light throughout, while the backyard pond creates a peaceful natural backdrop-ideal for quiet morning coffee, outdoor play, or simply enjoying the beauty of a private outdoor space. The location is a major highlight-just a short walk to downtown Flesherton is known as a hub for arts, culture, and food, and for its status as a "walking village" with access to outdoor activities like hiking. Families will appreciate the close proximity to local schools, while culture and community are right at your doorstep with Memorial Park and the South Grey Museum only a few doors down. Outdoor enthusiasts will love being minutes from Lake Eugenia, scenic hiking trails, ski clubs, and endless year-round recreation, offering true four-season living in Grey Highlands. Whether you're seeking a welcoming family home or an opportunity to expand into additional living space, this property combines flexibility, walkability, and small-town charm in a sought-after Grey Highlands location. This Flesherton gem offers space, lifestyle, and potential-book your private showing today and discover why 50 Sydenham Road is the perfect place to call home. (id:62383)

3 Bedroom 2 Bathroom 1,500 - 2,000 ft2

Keller Williams Realty Centres

For sale
$749,900
554014 ROAD 55, Grey Highlands, Ontario

554014 Road 55

Grey Highlands, Ontario

Looking for a property where you can live the farm lifestyle without taking on too much? This 10-acre country property has everything you need to start small and grow into it. A mix of hayfield, pasture, and a little bush makes it ideal if you've been wanting to raise animals, grow your own food, or run a small agricultural project. Picture mornings collecting eggs and evenings watching the sun set over your fields. It's practical country living at a manageable scale. The 2+1 bedroom bungalow offers 825 sq ft on the main floor plus a partially finished lower level that could easily be finished further to nearly double your living space. The open-concept main floor has an updated kitchen with stone countertops and a modern three-piece bath. Downstairs includes a rec room, laundry, and third bedroom, along with a propane fireplace and a convenient walk-up side entrance to the yard. Outside, the setup is ready to go with about 4.5 acres of hayfield, 2 acres of pasture, and a 1-acre hardwood bush with a walking or riding trail. A barn and drive shed are already in place, perfect for horses, goats, chickens, or other animals. When the day's chores are done, unwind at the campfire area with hydro and an outdoor bar, a great spot for family time or entertaining friends. With two road frontages, tidy landscaping, and both views and privacy, this property makes hobby farming not just doable, but enjoyable. All of this is in a prime location, just 20 minutes to Collingwood and 25 minutes to Shelburne. (id:62383)

3 Bedroom 1 Bathroom 10 Acres

RE/MAX Summit Group Realty Brokerage

For sale
$749,900
554014 ROAD 55, Grey Highlands, Ontario

554014 Road 55

Grey Highlands, Ontario

Looking for a property where you can live the farm lifestyle without taking on too much? This 10-acre country property has everything you need to start small and grow into it. A mix of hayfield, pasture, and a little bush makes it ideal if you've been wanting to raise animals, grow your own food, or run a small agricultural project. Picture mornings collecting eggs and evenings watching the sun set over your fields. It's practical country living at a manageable scale. The 2+1 bedroom bungalow offers 825 sq ft on the main floor plus a partially finished lower level that could easily be finished further to nearly double your living space. The open-concept main floor has an updated kitchen with stone countertops and a modern three-piece bath. Downstairs includes a rec room, laundry, and third bedroom, along with a propane fireplace and a convenient walk-up side entrance to the yard. Outside, the setup is ready to go with about 4.5 acres of hayfield, 2 acres of pasture, and a 1-acre hardwood bush with a walking or riding trail. A barn and drive shed are already in place, perfect for horses, goats, chickens, or other animals. When the day's chores are done, unwind at the campfire area with hydro and an outdoor bar, a great spot for family time or entertaining friends. With two road frontages, tidy landscaping, and both views and privacy, this property makes hobby farming not just doable, but enjoyable. All of this is in a prime location, just 20 minutes to Collingwood and 25 minutes to Shelburne. (id:62383)

3 Bedroom 1 Bathroom 700 - 1,100 ft2

RE/MAX Summit Group Realty Brokerage

For sale
$359,900
30 SYDENHAM STREET, Grey Highlands, Ontario

30 Sydenham Street

Grey Highlands, Ontario

Flesherton - off the main road (don't let the address fool you) this 1300 square foot home with attached 24x30 garage has space for all your needs. New kitchen cabinets, spacious living room with hardwood flooring, 2 bedrooms, an office and 4 piece bath. Good designated storage room with the updated breaker panel. The attached garage provides a great work space or can be used for parking. The second level provides an additional 1500 square feet of usable space suitable for many uses. Serviced by municipal sewers and a drilled well. Steps to the park and all village amenities. (id:62383)

2 Bedroom 1 Bathroom 1,100 - 1,500 ft2

Royal LePage Rcr Realty

For sale
$3,490,000
136709 GREY ROAD 12, Grey Highlands, Ontario

136709 Grey Road 12

Grey Highlands, Ontario

Step inside this meticulously crafted home on 150 acres, centrally located between Meaford, Grey Highlands, and the Blue Mountains. The interior blends rich textures and thoughtful design, preserving history with custom wood features made from the original farmhouse. A brick-backed fireplace with a classic black wood stove anchors the spacious great room, while the chef's kitchen features bold red cabinetry, a bright blue island, open shelving, a farmhouse sink, and a high-performance professional-style electric range with smooth cooktop, multiple burners, and double ovens. Heated polished concrete floors flow through the living, kitchen, dining, and four-season sunroom, which opens to a private deck perfect for outdoor dining. The primary bedroom is a private retreat with double walk-in closets, access to the covered balcony, and a walk-through to an extra-large office and family room with a second balcony. Three additional bedrooms and one and a half baths provide space for family and guests. An oversized mud/laundry room with built-in storage, large tile shower, and direct access to the two-car garage. Outside, the home blends historic character with modern style, featuring weathered wood siding on the original home paired with a clean-lined contemporary addition. The land includes two large hardwood stands, about 100 acres of open land-much in hay and suitable for cash cropping-with the balance in pasture, naturally drained soil, and excellent fencing on the front 50 acres. The Rocklyn creek adds more beauty in all seasons as it meanders through the property .A fully insulated, in-floor heated 32x64 shop with 10 kW solar, a 42x92 Coverall barn (2014) with heated tack and feed room, ten 12x12 stalls, oversized aisles, and ample storage, plus a 4-year-old 74x144 riding arena, make this property ideal for agricultural or equestrian pursuits. (id:62383)

2 Bathroom 150 Acres

Exp Realty

For sale
$3,490,000
136709 GREY ROAD 12, Grey Highlands, Ontario

136709 Grey Road 12

Grey Highlands, Ontario

Step inside this meticulously crafted home on 150 acres, centrally located between Meaford, Grey Highlands, and the Blue Mountains. The interior blends rich textures and thoughtful design, preserving history with custom wood features made from the original farmhouse. A brick-backed fireplace with a classic black wood stove anchors the spacious great room, while the chef's kitchen features bold red cabinetry, a bright blue island, open shelving, a farmhouse sink, and a high-performance professional-style electric range with smooth cooktop, multiple burners, and double ovens. Heated polished concrete floors flow through the living, kitchen, dining, and four-season sunroom, which opens to a private deck perfect for outdoor dining. The primary bedroom is a private retreat with double walk-in closets, access to the covered balcony, and a walk-through to an extra-large office and family room with a second balcony. Three additional bedrooms and one and a half baths provide space for family and guests. An oversized mud/laundry room with built-in storage, large tile shower, and direct access to the two-car garage. Outside, the home blends historic character with modern style, featuring weathered wood siding on the original home paired with a clean-lined contemporary addition. The land includes two large hardwood stands, about 100 acres of open land-much in hay and suitable for cash cropping-with the balance in pasture, naturally drained soil, and excellent fencing on the front 50 acres. The Rocklyn creek adds more beauty in all seasons as it meanders through the property .A fully insulated, in-floor heated 32x64 shop with 10 kW solar, a 42x92 Coverall barn (2014) with heated tack and feed room, ten 12x12 stalls, oversized aisles, and ample storage, plus a 4-year-old 74x144 riding arena, make this property ideal for agricultural or equestrian pursuits. (id:62383)

4 Bedroom 2 Bathroom 3,000 - 3,500 ft2

Exp Realty

For sale
$864,000
177 TALISMAN MOUNTAIN DRIVE, Grey Highlands, Ontario

177 Talisman Mountain Drive

Grey Highlands, Ontario

Welcome to your private retreat at Talisman Mountain! This chalet offers unparalleled privacy, backing onto a pristine spring-fed creek with no neighbouring houses behind. The property also holds an Airbnb license, giving buyers an excellent income opportunity. Should the new owner wish to continue short-term renting, they can simply apply for their own license after closing. Even better, the Bruce Trail Conservancy has purchased the former Talisman Mountain Resort lands, preserving over 120 acres for conservation-ensuring no future development in front of the home and protecting your peaceful valley views. Just 2km from the Village of Kimberley and 6km to Beaver Valley Ski Club, this 3-bed, 2-bath turn-key chalet sits on a quiet private road and comes fully furnished. Move in and enjoy the four-season lifestyle immediately-ideal for families seeking a cozy ski chalet ahead of the winter season.The bright reverse floor plan features an open-concept kitchen with ample counter space and breakfast bar overlooking a sunken living room with cathedral ceilings, massive windows, and a beautiful wood-burning fieldstone fireplace. Walk out to the wrap-around balcony, shaded by mature trees, perfect for morning coffee or evening relaxation.The spacious primary bedroom is on the upper level, with two additional bedrooms and a full bath on the main floor. The lower level offers a welcoming mudroom, a small garage for ski and biking gear, and an unfinished walkout currently set up as a Pilates studio.Outside, an updated hydro-powered studio is ideal for yoga, art, or quiet reflection. Multiple decks offer views of Beaver Valley and Old Baldy, with the creek running gently through the backyard. With hiking, cross-country skiing, mountain biking, and the Bruce Trail moments away, this property blends adventure, investment potential, and total tranquility. (id:62383)

3 Bedroom 2 Bathroom 1,500 - 2,000 ft2

RE/MAX By The Bay Brokerage

For sale
$535,000
348305 4TH CONCESSION B, Grey Highlands, Ontario

348305 4th Concession B

Grey Highlands, Ontario

VACANT LAND - 52+ acre wooded lot in Grey County ~ COMPLETE WITH 200 AMP HYDRO SERVICE , DRILLED WELL & PRIVATE DRIVEWAY ~ Build your dream home or a rural retreat from the city. Perfect for outdoor enthusiasts or a place to unwind ~ Privacy at its' finest ~ Call today for private showing. (id:62383)

RE/MAX Four Seasons Realty Limited

For sale
$1,295,000
187 PELLISIER STREET, Grey Highlands, Ontario

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 expansive open kitchen/ dining room which provides plenty of room to cook, gather, and enjoy meals together, perfect for hosting. Just off the kitchen/dining area is a stunning large living room with solid oak flooring which offers a beautiful 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 bothLake 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:62383)

3 Bedroom 3 Bathroom 1,500 - 2,000 ft2

Keller Williams Realty Centres

For sale
$649,000
175134 GREY ROAD 30 ROAD, Grey Highlands, Ontario

175134 Grey Road 30 Road

Grey Highlands, Ontario

Welcome to this charming and cozy 3-bedroom, 2-bath home offering direct access to the Beaver River and backing onto acres of protected Crown Land. Thoughtfully designed for four-season living, the home features a spacious mud room-perfect for ski gear and outdoor equipment-and a single detached garage for added convenience. Inside, the warm and inviting wood stove creates the ideal atmosphere after a day skiing or exploring the Beaver Valley. Currently operating as a successful Airbnb, this property is an excellent opportunity for those seeking an income-producing investment or a turnkey retreat. With river access, endless trails, and close proximity to the Beaver Valley Ski Club, this is the perfect haven for outdoor enthusiasts and ski club members. (id:62383)

3 Bedroom 2 Bathroom 1,100 - 1,500 ft2

Century 21 Millennium Inc.

Search Properties

Farm Real Estate

Our deep roots in agriculture allow us to offer unparalleled expertise in Grey Highlands’ farm real estate, ensuring you find the ideal property to meet your agricultural needs.

Land Acquisition

We assist in the strategic acquisition of land across beautiful Flesherton, Markdale, Feversham, and Kimberley, providing insights and guidance to maximize your investment potential.

Agricultural Consulting

Benefit from our extensive experience in sustainable farming practices and agricultural development to enhance your operations.

Our Commitment to You

Excellence in Service — Grey Highlands Born & Raised

At Grassroots Realty, Wayne Shier is dedicated to providing unparalleled service to every client. His commitment to client satisfaction is not just a promise but a practice that is woven into every transaction. Wayne believes in building lasting relationships through transparency, integrity, and personalized attention to detail. Whether you are buying your first home or expanding your farm operations, Wayne’s expertise ensures that your real estate journey is smooth and rewarding.

Wayne’s approach is client-focused, ensuring that your needs and goals are at the forefront of every decision. He takes the time to understand your unique situation, offering tailored solutions that align with your vision. His extensive knowledge of the local market and his proactive communication style make him an invaluable partner in your real estate endeavors.

With a reputation for excellence and a track record of success, Wayne Shier and Grassroots Realty are committed to exceeding your expectations. Trust in Wayne’s expertise and dedication to guide you through the complexities of real estate with confidence and peace of mind.

Unlock Your Real Estate Potential

Ready to embark on your real estate journey? Whether you’re looking to buy a farm or a home, Grassroots Realty is here to guide you every step of the way. With Wayne Shier’s unparalleled expertise and dedication to client satisfaction, your goals are within reach. Contact us now to start the conversation and discover the possibilities.