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10 Sydenham Street: Grey Highlands Commercial for sale : MLS®# X13457030
10 Sydenham Street Grey Highlands N0C 1H0 
$1,200,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- X13457030
- Total Area:
- 23,086.8 sq. ft.
Long-time owner retiring. This is an opportunity to own a worry-free investment that seldom has a vacancy. The main floor, a very busy cheese shop, has just signed a 5-year lease. Above and behind the shop are 4 fully leased apartments. The owner has recently completed a number of upgrades. All showings by appointment only. Income and expense statements are available to serious inquiries only. only. More detailsListed by COLLIERS SOUTHWESTERN ONTARIO and Sutton Group Incentive Realty Inc.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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429573 8TH CONCESSION B Line: Grey Highlands House for sale : MLS®# X13454092
429573 8TH CONCESSION B Line Grey Highlands N0C 1M0
$1,649,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13454092
- Bedrooms:
- 4
- Bathrooms:
- 3
An extraordinary four-season luxury retreat offering a blend of privacy, wellness, recreation, and natural beauty. Set within five acres featuring two beautiful ponds, mature landscaping, and a private golf practice area, the property enjoys an unparalleled sense of tranquility and exclusivity. Custom-crafted with premium materials, exceptional workmanship, and timeless attention to detail, this distinguished residence presents in outstanding condition, with the rare feel of a new home. Designed to embrace its surroundings, every space creates a seamless connection between indoor comfort and outdoor living. With approximately 3,000 sq. ft. of finished living space, the home features 4 bedrooms, 3 bathrooms, a gourmet kitchen, open-concept living and dining areas, a gas fireplace, whirlpool tub, steam shower, and multiple walkouts to a covered wraparound white cedar deck. An outdoor sauna further enhances the property's wellness-focused lifestyle. The upper level provides its own lounge area, kitchenette, wine fridge, spa-inspired bath, and elevated deck, while the finished lower level includes additional living and recreation space, a 3-piece bath, and a 4th bedroom for family and guests.Outside, the property unfolds as a private oasis of extraordinary beauty. Two ponds, one stocked with rainbow trout, create an idyllic setting for relaxation and recreation. A private golf practice area, mature landscaping, open green spaces, and peaceful natural surroundings create a serene setting rarely found in today's market. A detached 2-car garage with a finished multi-purpose studio and bar fridge provides additional space for recreation, creative pursuits, fitness, or a home office. Ideally located just 20 minutes from Collingwood and Blue Mountain, and minutes from Devil's Glen Ski Club, Duntroon Highlands Golf Club, and the area's premier recreational amenities, this exceptional property delivers the perfect balance of peaceful seclusion and year-round adventure. More detailsListed by Sotheby's International Realty Canada- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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405014 Grey Road 4: Grey Highlands House for sale : MLS®# X13458802
405014 Grey Road 4 Grey Highlands N0C 1K0
$497,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13458802
- Bedrooms:
- 2
- Bathrooms:
- 1
Brick bungalow with attached garage in Priceville. New bathroom, new lighting, new breaker panel, freshly painted - this home has modern touches and is move in ready! Stylish entryway bench and cubby, spacious living room with fireplace accent wall, updated kitchen and dining area including a coffee nook. There is a walkout from the dining area to a deck and the backyard. There are 2 bedrooms and a new 4 piece bath. The lower level is a blank canvas and is currently used as storage and rec space. Propane furnace 2016, water softener and water filter system. The attached garage with interior access to the house is 26 x 26 and has room for 2 vehicles as well as storage. Priceville is a community-driven village with access to the Saugeen River, events at Stoddart Hall, a park, ball diamond and outdoor skating rink. More detailsListed by Royal LePage RCR Realty- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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130 St Arnaud Street: Grey Highlands House for sale : MLS®# X13453396
130 St Arnaud Street Grey Highlands N0C 1H0
$2,300,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13453396
- Bedrooms:
- 5
- Bathrooms:
- 3
"A Stunning Home set on a private 3 acre lot in Eugenia, this property was built to the highest standards of architectural design and environmental standards. Walking distance to the Bruce Trail and the Lake, the cathedral open concept home will impress in every way. Chef's kitchen with oversized island, Muskoka style sunroom overlooking the rear yard, the back split design offering a walk out from a full height basement to your backyard oasis, this select property has everything the discerning buyer is looking for. Minutes to Beaver Valley Ski Club and perched on the beauty that is the Grey Highlands, this home was built in 2022 with every luxury in mind, and with an eye to architectural artistry." Outside oasis with hot tub and firepit and positioned on a privately cleared lot surrounded by the privacy of the forest, this is a very special home" This property is a licensed short term rental BNB and financials are available. The income has been more than adequate to cover the carrying costs. Seller has comprehensive records for any interested buyer. More detailsListed by Sutton Group Incentive Realty Inc.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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41 Collingwood Street: Grey Highlands House for sale : MLS®# X13443634
41 Collingwood Street Grey Highlands N0C 1E0
$349,900Residential Freehold- Status:
- Active
- MLS® Num:
- X13443634
- Bedrooms:
- 2
- Bathrooms:
- 1
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 More detailsListed by Vantage Point Realty Ltd.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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68 Uplands Drive: Grey Highlands House for sale : MLS®# X13443870
68 Uplands Drive Grey Highlands N0C 1H0
$476,900Residential Freehold- Status:
- Active
- MLS® Num:
- X13443870
- Bedrooms:
- 3
- Bathrooms:
- 3
Now with no HST! An exceptional opportunity and unbeatable value for young families & first time home buyers to own a brand new freehold town - direct from the esteemed builder, Devonleigh Homes. This thoughtfully upgraded 3-bedroom, 2.5-bath freehold townhome is designed with both style and function in mind Featuring a curated selection of high-end finishes already built in, such as engineered hardwood flooring, upgraded kitchen, ensuite & more, offering outstanding value from day one. The bright, open-concept main floor is ideal for everyday living and entertaining, showcasing 5" engineered white oak style hardwood flooring, pot lights, crown moulding, an upgraded kitchen layout with an island and breakfast bar. The kitchen is further elevated with a Riobel brushed nickel faucet and a sleek stainless steel hood fan. A convenient powder room and inside entry to an oversized 1.5-car garage with rare direct access to the backyard complete the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully finished ensuite with a 60" glass shower and upgraded fixture package. Two additional bedrooms with double closets, one featuring a vaulted ceiling, are complemented by a full main bath and an oversized walk-in linen closet for added storage. The deep 26' x 114' lot provides a generous backyard, while the unfinished basement includes a rough-in 3pc bath and oversized 56"x24" windows, offering excellent potential for future living space or storage. Located in a growing, family-friendly community surrounded by everyday conveniences, including a new public school, park, grocery options, a nearby hospital, and scenic walking trails byt the stormwater management pond, this home is ideal for first-time buyers, young families, or those seeking a modern, low-maintenance lifestyle in an up-and-coming neighbourhood. Estimated taxes are approximately $3,000/year. - List price excludes HST. More detailsListed by Signature Elite Realty Ltd.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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116 Main Street W: Grey Highlands House for sale : MLS®# X13447502
116 Main Street W Grey Highlands N0C 1H0 OPEN HOUSE: Jun 21, 202612:00 PM - 02:00 PM EDTOpen House on Sunday, June 21, 2026 12:00PM - 2:00PM
$507,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13447502
- Bedrooms:
- 2
- Bathrooms:
- 2
Looking for the perfect home for you and your family? Live close to all the amenities in this charming two-bedroom house. Enjoy the convenience of being walking distance from shopping, the school, and the hospital. The main floor features a large eat-in kitchen with lots of cupboard space, island, and access to the back deck. There's also a four-piece with laundry, big living room, and plenty of natural light. It's a gorgeous south-facing sunroom that connects to the kitchen and living room. Upstairs, there's two really good-sized bedrooms and a two-piece bath with room if you wanted to put in a tub or shower at a later date. Outside, there is a detached garage with room for a vehicle and some extra storage. It's a fully fenced yard and driveway that fits four cars. Whether you are a first-time homeowner or a perfect or good investment, it's areally lovely home on a mature lot in a beautiful neighborhood. More detailsListed by COLDWELL BANKER RONAN REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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195718 Grey 7 Road: Grey Highlands House for sale : MLS®# X13442694
195718 Grey 7 Road Grey Highlands N0C 1G0
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13442694
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to an extraordinary 50-acre estate backing onto pristine conservation land, where luxury and nature exist in perfect harmony. This incredible post and beam home emphasizes hipped roof lines, rows of windows and overhanging eaves. It is constructed with energy-efficient ICF, this architectural masterpiece offers radiant in-floor heating and three fireplaces, creating warmth and comfort throughout the seasons. The chef-inspired kitchen features double ovens, a gas cooktop, and custom cabinetry, seamlessly connecting to the open-concept dining and living areas. Soaring cathedral ceilings and dramatic floor-to-ceiling windows frame breathtaking views of the Beaver Valley, filling the home with natural light. Step outside to the massive, fully covered wrap-around deck-ideal for year-round entertaining or peaceful mornings immersed in nature. Enjoy the Sonos surround system with outdoor speakers. The walkout lower level opens to a private swimming pool and hot tub, set within a secure one-acre fenced enclosure for added privacy. Complete with a beautifully appointed in-law suite and an expansive detached 3000 sq. ft. garage equipped with a sauna and gym upstairs. This remarkable estate delivers the ultimate blend of elegance, space, and lifestyle. Enjoy your own spa-like retreat where the streams deep pool allows for your natural cold plunge. Or simple enjoy the tranquility of nature, which flows year round down the edge of the property, or hike the trails which wrap around all 50 acres. Experience total seclusion without the commute. This expansive estate offers the rare luxury of a helicopter landing pad perfectly integrated into the landscape. Your gateway to the country is just a flight away! 24 minutes to Blue Mountain, 35 minutes to Collingwood, 18 minutes to Meaford, 20 minutes to Thornbury and 2.5 hours to Toronto. This property is where luxury meets lifestyle! More detailsListed by Royal LePage Locations North- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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71 Uplands Drive: Grey Highlands House for sale : MLS®# X13441266
71 Uplands Drive Grey Highlands N0C 1H0
$769,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13441266
- Bedrooms:
- 3
- Bathrooms:
- 3
Top 5 Reasons You Will Love This Home: 1) Beautifully designed three bedroom backsplit featuring soaring vaulted ceilings, set in a family-friendly neighbourhood ideal for smaller families or those looking to downsize without compromising on comfort 2) Tastefully upgraded throughout with eye-catching feature walls, upgraded lighting, and bright windows creating a light-filled ambiance thorough 3) Open-concept kitchen showcasing high-end appliances, two-tone cabinetry, quartz countertops, a centre island with breakfast bar seating, stylish gold accents and fixtures, all complemented by an elegant tile backsplash, creating a functional and inviting space 4) Bright and spacious lower level offering recessed lighting and above-grade windows that fill the space with natural light, making it the perfect recreation room for entertaining or retreating to at the end of the day 5) Located in the charming town of Markdale, offering access to great restaurants, schools, golfing, shopping, and proudly known as the home of Chapman's Ice Cream. 1,967 above grade sq.ft. plus an unfinished basement. More detailsListed by FARIS TEAM REAL ESTATE BROKERAGE- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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529648 Osprey-The Blue Mountains Townline: Grey Highlands House for sale : MLS®# X13435902
529648 Osprey-The Blue Mountains Townline Grey Highlands L0M 1P0
$3,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13435902
- Bedrooms:
- 6
- Bathrooms:
- 5
Set on 66.58 private acres overlooking Pretty River Valley Provincial Park, this extraordinary home offers 5 bedrooms, 4.5 baths, 9-foot ceilings, bamboo floors throughout, a wood-burning fireplace, and a south-facing kitchen with centre island and ideally placed for panoramic valley views. The main floor primary suite features triple closets and a 5-piece ensuite with bubble tub, four additional upper bedrooms each with their own character and views, a lower level rec and games room, guest lounge with gas fireplace, home theatre, and workshop. The 18x36 saltwater pool, 7-person hot tub, screened poolside gazebo, outdoor firepit, 4km of groomed private trails, working hillside orchard, terraced gardens, pond, 3-bay garage, steel roof, and triple-pane windows make this one of the most complete and considered properties in Grey Highlands. More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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104 Isla Street: Grey Highlands House for sale : MLS®# X13437248
104 Isla Street Grey Highlands N0C 1H0
$409,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13437248
- Bedrooms:
- 3
- Bathrooms:
- 2
Built in 1900 and located in the growing, vibrant community of Markdale, this 3-bedroom, 2-bathroom home is rich in character, history, and potential. Situated on a corner lot, it offers a rare opportunity to restore a classic century home and bring it back to its former glory. Original woodwork, hardwood floors, and a beautiful staircase showcase the craftsmanship of a bygone era, while spacious principal rooms provide a solid foundation for your vision. Large windows fill the home with natural light, and the functional layout features generous living and dining areas, a spacious kitchen, main-floor laundry, and a full bathroom. Upstairs, you'll find three bedrooms, a second bathroom, and an expansive landing ideal for a home office, reading nook, or additional living space, with access to a balcony overlooking the front yard. The third-floor attic offers even more possibilities, featuring both a window and skylight that bring in abundant natural light. Outside, the yard provides space for gardening, entertaining, or future landscaping projects. While the home requires updating and repairs, it presents an exciting opportunity for renovators, investors, or anyone with an appreciation for historic homes. Conveniently located close to shopping, schools, recreation, and Markdale Hospital, the property also benefits from the continued growth of the community, including the ongoing expansion of Chapman's, which continues to bring jobs and investment to the area. More detailsListed by REAL BROKER ONTARIO LTD.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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53 Uplands Drive: Grey Highlands House for sale : MLS®# X13439760
53 Uplands Drive Grey Highlands N0C 1H0
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13439760
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 53 Uplands Drive, located in the sought-after Devonleigh community in the growing town of Markdale. This attractive south-facing Everton model offers over 2,000 sq. ft. of finished living space, combining modern comfort, functionality, and small-town charm. Ideally situated just minutes from the new hospital, new school and community park, this home is perfectly positioned for families and professionals alike. Featuring 3 bedrooms and a bright, open-concept main floor, this home is designed for both everyday living and entertaining. Large windows fill the home with natural light, while upgrades such as central air conditioning, an EV charger, and a fully fenced backyard add comfort and convenience. The finished walkout lower level provides valuable additional living space, complete with a recreation room, full bathroom, and dedicated laundry room. With direct access to the backyard, this versatile space is ideal for family gatherings, a home office, workout area, or guest accommodations. Enjoy the benefits of living in one of Grey County's fastest growing communities, with easy access to healthcare, schools, parks and year-round recreation. Combining modern features, valuable upgrades and a walkout design that is increasingly difficult to find, 53 Uplands Drive is an exceptional opportunity in the heart of Markdale's growing Devonleigh community. More detailsListed by RE/MAX MILLENNIUM REAL ESTATE- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
Data was last updated June 17, 2026 at 08:15 PM (UTC)
John Walkinshaw
Broker
Carley Leggett
Sales Representative
4711 Yonge St. 10th FLR 106430
Toronto, ON, M2N 6K8