Grey Highlands Homes for Sale

Grey Highlands Homes for Sale

Welcome to Grey Highlands, Ontario – a hidden gem nestled in the heart of Canada’s scenic landscape. This charming municipality, located in Grey County, offers a perfect blend of natural beauty and small-town charm. With its rolling hills, lush forests, and picturesque rivers, Grey Highlands is an outdoor enthusiast's paradise, ideal for hiking, biking, and exploring the great outdoors. The region is renowned for its stunning views, especially during the fall when the foliage transforms into a vibrant tapestry of colors.

Grey Highlands boasts a warm and welcoming community, where neighbors become friends and local businesses thrive. Here, you can enjoy the simplicity of life while being just a short drive away from larger urban centers like Owen Sound and Collingwood. The area is rich in history and culture, with numerous festivals and events that celebrate the local heritage, making it an inviting place to call home.

For those looking to settle down in this idyllic locale, there are an array of homes for sale that cater to diverse tastes and budgets. From charming cottages tucked away in the woods to modern family homes with sprawling yards, Grey Highlands has something for everyone. Whether you’re seeking a peaceful retreat or a vibrant community, you’ll find a perfect match here.

Explore the opportunities that await you in Grey Highlands, where every day feels like a vacation and the beauty of nature is just outside your doorstep. Your dream home in this breathtaking region is just waiting to be discovered!

Newest Grey Highlands Homes for Sale

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.

807035 25th Side Road, Grey Highlands
$1,899,000
4 Beds ⋅ 3 Baths ⋅ X13854404 MLS® #
Nestled on 25 breathtaking acres overlooking the Beaver Valley, the Blue Mountains, and Georgian Bay, this exceptional contemporary estate offers a rare blend of luxury, sustainability, and natural beauty. Just minutes from Thornbury and the region's premier ski and golf clubs, the property features rolling hills, a hardwood forest with a spring-fed stream, and private trails connecting directly to the Bruce Trail. Designed with high-performance living in mind, the open-concept home is net-zero ready, combining comfort and efficiency through triple-pane windows, R40 walls, and passive solar design to significantly reduce energy costs and environmental impact. The versatile layout includes four bedrooms, three bathrooms, two fireplaces, a walk-out lower level, a large eat-in kitchen, and generous entertaining spaces. The main floor living room, dining room, and den open to a wraparound porch with French door walkouts, creating seamless indoor-outdoor living. A standout feature is the 609 sq. ft. partially finished loft above the garage, already roughed-in and ideal for a studio, guest suite, or apartment. Wrap around porches, decks, and roof gardens frame panoramic views extending up to 20 kilometres across the valley. Additional highlights include farmed acreage and a Niagara Escarpment location, offering reduced property taxes, reliable high-speed internet (Xplornet, with Rogers fibre available for connection), and ample space with approvals in place to build a secondary residence. Location Highlights: 20 minutes to Ontario's best public and private ski resorts and golf clubs14 minutes to Georgian Bay, and the boutiques, restaurants, and harbours of Thornbury and Meaford, immediate access to hiking, skiing, snowshoeing, and forest exploration on your own land and the Bruce Trail, plus cycling along quiet country roads. A private, safe, climate-resilient contemporary rural retreat-close to everything, just 1.5 hours from the GTA. (id:5764)

807035 25th Side Road, Grey Highlands

Listing courtesy of Royal LePage Signature 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.

235299 Grey Road 13, Grey Highlands
$1,390,000
7 Beds ⋅ 7 Baths ⋅ X13817812 MLS® #
Welcome to the Jasper Stuart House - a truly exceptional Beaver Valley residence where timeless elegance meets modern comfort. Built in 1915, this magnificent three-level solid brick century home is set against the breathtaking Niagara Escarpment, just two hours from Toronto and in the heart of the Beaver Valley. Extensively renovated and thoughtfully restored, this remarkable home features new windows throughout, a new boiler, updated wiring and plumbing, enhanced fire and safety systems, extensive landscaping and a complete interior renovation. Original character shines through with beautiful solid oak flooring and trim, classic pocket doors and two inviting wraparound covered verandas. With seven bedrooms, each with its own private ensuite bathroom, 8 in total, there is exceptional space for family and friends. Multiple sitting rooms and generous gathering spaces make this an entertainer's dream. Imagine après-ski dinners, family celebrations, summer pool parties and evenings gathered around the fire pit. The outdoor entertaining area, inground pool, hot tub and beautiful grounds create an unforgettable setting for enjoying every season. Beaver Valley Ski Club is just five minutes away, with the Bruce Trail nearby and golf, water sports, microbreweries and outstanding eateries all within easy reach. Enjoy the charm of Kimberley Village, with Heart's Tavern, the welcoming Kimberley Cafe and the beloved General store adding to the wonderful sense of community and convenience. Enjoy spectacular views of Old Baldy from the backyard and upper-level bedroom, surrounded by the natural beauty and four-season lifestyle that makes the Beaver Valley so special. A rare opportunity to own a remarkable piece of Beaver Valley history - a home designed for gracious living, memorable entertaining and unforgettable gatherings. (id:5764)

235299 Grey Road 13, Grey Highlands

Listing courtesy of Chestnut Park Real Estate.

794116 Grey Rd 124 Road, Grey Highlands
$549,900
3 Beds ⋅ 2 Baths ⋅ S13812480 MLS® #
Welcome to this beautifully updated two-storey home featuring 3 bedrooms and 2 bathrooms located in the charming village of Singhampton. The primary has a large attached room currently used as a walk in closet which has a closet. Full of character and thoughtfully modernized, the home showcases a gorgeous large island kitchen with patio doors opening to an **extra-large rear deck** overlooking the expansive, fully fenced backyard. Original details have been lovingly preserved, including the glass doorknobs, oak hardwood floors, and distinctive wood staircase and railing. Extensive updates include new windows, a complete electrical system, flooring and drywall, sewage and well pumps, spray foam insulation in the attic and crawl space, brand new ductwork, and a woodstove professionally completed to WETT certification. Outside, enjoy the double asphalt driveway and a fabulous post-and-beam built shed offering exceptional storage or workspace. A wonderful blend of timeless character and modern convenience-this is a home with a story, beautifully updated for today. (id:5764)

794116 Grey Rd 124 Road, Grey Highlands

Listing courtesy of RE/MAX By The Bay 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.

349502 4TH B Corners, Grey Highlands
$4,390,000
6 Beds ⋅ 4 Baths ⋅ X13809932 MLS® #
An extraordinary opportunity to acquire approximately 100 acres, your own private lake, a custom log residence and an established income-producing accommodation business-all within one remarkable four-season property. Welcome to Perry's Pond in McIntyre, ideally located south of Collingwood and Singhampton and within easy reach of Devil's Glen, Blue Mountain and the area's recreational amenities.At the heart of the property is a custom-built log home with an attached cottage residence, complemented by six rental cabins that form the foundation of a thriving short-term accommodation business. Lakeside cabins, many with woodstoves, create an authentic country retreat experience, while an outdoor wood-fired hot tub and sauna add to the year-round appeal. A detached double-car garage provides additional storage and utility.The diverse 100-acre setting includes approximately 25 acres of agricultural land, 25 acres of income-producing tree farm and an impressive 25-acre lake, creating a rare combination of productive land, water, recreation and natural beauty. The property also benefits from applicable property tax incentive programs, adding another dimension to its income and investment potential.Continue the existing accommodation business, create an exceptional private family compound, or explore opportunities for future expansion, subject to applicable approvals. With multiple existing income streams, substantial acreage and an established hospitality operation, Perry's Pond presents tremendous potential for an entrepreneurial buyer with vision.This is a truly unique opportunity where business, investment and an extraordinary country lifestyle come together. (id:5764)

349502 4TH B Corners, Grey Highlands

Listing courtesy of Engel & Volkers Toronto Central.

325719 Durham Road B, Grey Highlands
$1,999,000
4 Beds ⋅ 2 Baths ⋅ X13803212 MLS® #
A rare opportunity to own a beautifully refreshed waterfront farm where country living and lake life come together on one exceptional property. Set on 63 acres with almost 700 feet of private frontage on Wilcox Lake, this property offers an increasingly hard-to-find combination of productive farmland, peaceful waterfront, and an updated century home. Over the past few years, the home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find a spacious layout featuring 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and a hot tub with an outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. Outside, approximately 40 acres of workable fields provide endless possibilities for cash crop or hobby farming, horses, or livestock. The multi-sectional bank barn offers exceptional flexibility for agricultural use, storage, or future projects, while the detached garage provides additional space for equipment, recreational toys, or vehicles. Trails wind through the property, also lead wildlife pond where deer, birds, and other wildlife are frequent visitors. The private waterfront invites you to swim, fish, paddle, or simply enjoy the peace and quiet from your own shoreline. After a day spent outdoors, unwind in the property's sauna before settling in for the evening. Located less than 20 minutes from Beaver Valley Ski Club, this property offers four-season recreation, privacy, and space, making it equally suited as a full-time residence, country retreat, or family legacy property. (id:5764)

325719 Durham Road B, Grey Highlands

Listing courtesy of RE/MAX Summit Group Realty Brokerage.

137 Mark Street West, Grey Highlands
$789,000
4 Beds ⋅ 3 Baths ⋅ X13802500 MLS® #
Welcome to 137 Mark Street, tucked away on a quiet street in Markdale. This meticulously maintained, quality-built brick bungalow offers generous living space, a thoughtful layout and pride of ownership throughout. This impressive 3+1 bedroom home feels bright and welcoming, with spacious rooms, large windows and an abundance of natural light. At the heart of the home, the open-concept living area is enhanced by crown moulding and a cozy gas fireplace. The kitchen flows seamlessly through the dining and living areas, with a walkout to the covered back deck, stone patio and beautifully landscaped, fenced backyard. A separate front sitting room offers a quiet spot to relax or welcome guests. Retreat to the spacious main-floor primary bedroom with new carpeting, walk-in closet and private ensuite featuring a jetted tub and separate shower. Two additional bedrooms, a 4-piece bath, main-floor laundry and mudroom/foyer round out this well-designed level. Downstairs, the expansive finished basement opens up even more possibilities. A generous rec room is ideal for a media or movie room, while a 4th bedroom, 3-piece bath and bonus craft room provide excellent flexibility. Its size and layout offer great potential for in-law or extended family living, while the large utility room provides abundant storage and potential for additional finished space. Completing the package is an oversized attached 2-car garage with interior access and driveway parking for four. The hot water tank was new in August 2026, with instant hot water in the kitchen and primary ensuite. Bright, spacious and exceptionally well cared for, this is a home with room to live, gather and grow. Enjoy the best of small-town living in Markdale, a convenient hub for everyday amenities and the many recreational opportunities found throughout the surrounding area. (id:5764)

137 Mark Street West, Grey Highlands

Listing courtesy of .

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.

131 Amik Court, Grey Highlands
$759,900
2 Beds ⋅ 2 Baths ⋅ X13786306 MLS® #
Authentic log cabin living perched in the scenic hills of Kimberley in the heart of Beaver Valley. This charming 2-bedroom, 1.5 bathroom, 1.5-storey retreat blends classic rustic character with four-season lifestyle living. Inside, rich warm wood timbers and an inviting wood-burning fireplace set the tone after a day on the slopes or hiking the Bruce Trail. Enjoy peaceful mornings on the covered porch and entertain on the private, mature lot (149' 130' frontage). Located on a quiet cul-de-sac with municipal water and sewers, you are just minutes to Beaver Valley Ski Club, local cycling routes, farm-to-table dining in Kimberley, and a short drive to Thornbury and Collingwood. (id:5764)

131 Amik Court, Grey Highlands

Listing courtesy of Royal LePage Locations North.

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