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142 Craigleith Road: Blue Mountains House for sale : MLS®# X13428808
142 Craigleith Road Blue Mountains L9Y 0S3 
$2,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13428808
- Bedrooms:
- 5
- Bathrooms:
- 3
Rarely does a property of this calibre become available in one of Craigleith's most coveted locations. Offered for the first time in nearly 30 years by its original owners, this extraordinary log chalet is a true four-season retreat, just steps from Craigleith Ski Club with direct rear-gate access to the club parking lot. Crafted from magnificent Northern Ontario pine logs, this custom-built chalet showcases exceptional craftsmanship and timeless design throughout. Soaring vaulted ceilings, dramatic exposed log beams, and a stunning great room create an unforgettable setting for gathering with family and friends. Designed for both entertaining and comfortable family living, the open-concept kitchen flows seamlessly into a spacious dining area capable of hosting large gatherings with ease. The main level features a luxurious primary suite with a beautiful 4-piece ensuite, an additional bedroom, and a second full bathroom. Upstairs, a charming loft offers the perfect reading area or home office, while three generous bedrooms, a large recreation room known as the "Three Bears Room," and additional sleeping accommodations provide ample space for family and guests. The lower level offers an additional recreation area ideal for entertaining, games, and overflow accommodations, along with extensive storage space providing exceptional room for ski equipment, seasonal gear, and recreational essentials. Outside, the private backyard is a peaceful retreat surrounded by mature trees, complete with handcrafted log seating around the fire pit-an ideal setting for evenings under the stars. Just minutes from Georgian Bay, public beaches, hiking, golf, and multiple private ski clubs, this remarkable property offers the ultimate Blue Mountain lifestyle. Offering nearly 4,000 square feet above grade, plus additional finished lower-level living space and extensive storage, this remarkable property is ready for its next chapter after nearly three decades of ownership by the same family. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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401345 Grey Road 4: West Grey Commercial for sale : MLS®# X12891332
401345 Grey Road 4 West Grey N4N 3B8
$2,499,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- X12891332
- Total Area:
- 1,750 sq. ft.
An exceptional opportunity awaits with this expansive ~230+-acre parcel, ideally located on the edge of Hanover and in the Municipality of West Grey with Saugeen River frontage. Once known as Bucks Crossing and home to a local golf course, this remarkable property is now ready for its next chapter. Offering a diverse mix of open fields, natural landscapes, and mature tree coverage, the land presents limitless possibilities whether for agricultural use, recreational ventures, commercial purposes, or long-term investment with potential future development. Adding to its appeal, the property includes a former 1,750 sq. ft. clubhouse as well as a versatile 56' x 26' steel building, suitable for a wide range of commercial or storage needs. Buyers are encouraged to conduct their own due diligence regarding zoning, permitted uses, and development potential. The property is being sold as is, where is. Opportunities of this scale, character, and location are increasingly rare. Don't miss the chance to secure a truly extraordinary piece of West Grey with unmatched potential. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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6920 Poplar Side Road: Collingwood House for sale : MLS®# S13602452
6920 Poplar Side Road Collingwood L9Y 0X2
$2,399,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13602452
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 6920 Poplar Side Road, a stunning custom-built estate on nearly 1.8 acres in Collingwood. Offering 3430 sqft above grade plus an unfinished basement, this 4-bed, 4-bath home delivers refined design, high-end finishes, and spacious living just minutes from downtown, Blue Mountain, Georgian Bay, golf, and trails. Walk to the Georgian Bay. A long private drive leads to a beautifully landscaped exterior with extensive stonework, gardens, and a 3-car garage. Inside, the open-concept main floor features hardwood and ceramic floors, oversized windows, pot lights, and a custom chef's kitchen with quartz island, built-in appliances, and a walk-in pantry with bar sink. The spacious dining and living areas include a cozy gas fireplace and custom bar with walkout to a private rear deck surrounded by mature trees. The main floor also offers a front office, large laundry and mudroom with storage, and a luxurious primary suite with walk-in closet and spa-style 5-piece ensuite. Upstairs, you'll find three generous bedrooms with walk-in closets and ensuite access, plus a large family/media room. The basement offers additional storage. The backyard is a showstopper, featuring an inground pool, expansive stone patios, firepit lounge, covered media/entertaining area, cabana with change room, and your own tranquil water feature on the west side of the property. A true four-season retreat with luxury, privacy, and lifestyle at its core. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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160 Grand Cypress Lane: Blue Mountains House for sale : MLS®# X13500094
160 Grand Cypress Lane Blue Mountains L9Y 0K8
$1,925,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13500094
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 160 Grand Cypress Lane, an extraordinary four-season retreat that is nestled in the heart of the Blue Mountains, this exquisite 4-bedroom, 5-bathroom residence offers over 4,900 sq. ft. of impeccably finished living space, designed to inspire relaxation and connection. From the moment you arrive, you'll sense the thoughtful craftsmanship and attention to detail that defines every inch of this home, from the vaulted ceilings and striking exposed beams to the sunlit great room that invites you to gather and unwind. The chef-inspired kitchen is the heart of the home, featuring high-end appliances, double islands, and a seamless flow that's ideal for both everyday living and elegant entertaining. Offering versatility and privacy, this property includes a separate loft-style apartment above the garage and a private wing for guests or extended family featuring 2 spacious bedrooms with private bathrooms and a charming loft with a storybook staircase leading up to a delightful little nook that is perfect for kids to read or enjoy their own secret hideaway. The serene primary suite is a sanctuary unto itself, with panoramic hilltop views. The professionally landscaped backyard was designed for year-round enjoyment. Lounge by the sparkling in-ground salt water pool, unwind in the hot tub, detox in the cedar barrel sauna, or sip cocktails at the Tiki bar while taking in the soothing sounds of the pond and waterfall. Every element of this property invites you to slow down, celebrate life, and make lasting memories. Set within one of the most coveted communities in the Blue Mountains, 160 Grand Cypress Lane offers the ultimate blend of tranquility and convenience steps from elite ski clubs, hiking and biking trails, award-winning golf, sandy beaches, and the charming Village at Blue, where dining, shops, and year-round. The property was previously licensed as a Short-Term Accommodation (STA); however, the current owner has allowed the license to expire. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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4352 124 COUNTY Road in Clearview: Rural Clearview House for sale : MLS®# S10902116
4352 124 COUNTY Road Clearview L9Y 3Z1
$1,900,000 /For SaleResidential Freehold- Status:
- Active
- MLS® Num:
- S10902116
- Bedrooms:
- 3
- Bathrooms:
- 1
7 PLUS ACRES ON THE NORTHERN EDGE OF NOTTAWA. CLOSE TO COLLINGWOOD AND THE SKI AREAS. UNIQUE ZONING!! FEATURES INCLUDE A GREAT LITTLE STARTER HOME, SMALL POND ON SITE, OPEN SIDED STORAGE SHED. THIS WOULD BE AN EXCELLENT PROPERTY TO BUILD YOUR DREAM HOME ON AN ESTATE LIKE SETTING IN THE QUAINT LITTLE VILLAGE OF NOTTAWA. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
268 Hume Street: Collingwood Commercial for sale : MLS®# S13174632
268 Hume Street Collingwood L9Y 1W1
$1,899,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13174632
- Major Bus.:
- Apts - 6 To 12 Units
- Total Area:
- 5,250 sq. ft.
8 Unit multi residential apartment units plus commercial detailing shop on expansive grounds. All fully leased with reliable tenants providing good cash flow. Property includes coin laundry and all existing appliances. Detailed financial info available upon request More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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126 Tekiah Road: Blue Mountains House for sale : MLS®# X13480794
126 Tekiah Road Blue Mountains N0H 1J0
$1,875,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13480794
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to luxury living in the highly sought-after Bayside community, where sophisticated design and premium finishes define every space. This beautifully appointed 4 bedroom 3 bath home is filled with natural light and showcases a sophisticated open-concept layout designed for modern living and effortless entertaining. The stunning chef's kitchen featuring an oversized quartz waterfall island, premium finishes, and seamless sightlines. The gas fireplace anchors the main living space, while expansive windows and direct access to the outdoor living areas create a bright and inviting atmosphere throughout. Offering exceptional flexibility, the floor plan includes office space on both levels, with the main-floor office easily serving as a guest bedroom with spacious closet. The luxurious primary suite is complete with a spa-inspired ensuite featuring dual vanities, a deep soaker tub, and a glass-enclosed shower. Upstairs, two generous bedrooms, a full bath, and a comfortable sitting area offer the space for family and guests. Outside, the upgrades continue with premium Porcea stone accents at the front and rear of the home, professionally landscaped grounds, and durable metal roofing on both the house and architectural extension. The private backyard oasis features an awning, gazebo, and beautifully designed outdoor living spaces ideal for relaxing or entertaining. For wellness enthusiasts, enjoy the premium 4-person Full Spectrum Infrared Jacuzzi Sauna with low-EMF, medical-grade chromotherapy, and Bluetooth audio. Completing the property is a pristine architectural extension featuring loft storage, hanging space, and a dedicated utility area. Ideal as a workshop, hobby space, or secure storage for recreational vehicles, this versatile addition offers endless possibilities. Combining exceptional craftsmanship, abundant storage, luxury upgrades, this remarkable Bayside residence delivers an unparalleled four-season lifestyle that is truly second to none. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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161 Springside Crescent: Blue Mountains House for sale : MLS®# X12983374
161 Springside Crescent Blue Mountains L9Y 5L3
$1,788,000Residential Freehold- Status:
- Active
- MLS® Num:
- X12983374
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to 161 Springside, where refined living meets effortless sophistication. Here, your days begin differently. Coffee in a quiet, sun-filled kitchen with custom breakfast bar instead of a rushed commute. A calming walk on the surrounding trail system before your first work call. Fresh air replaces traffic, and focus comes easier. This is a home designed for the life you've built - and the one you want next. Friends and family gather around your bespoke bar for coffee or cocktails. Evenings unfold effortlessly, moving from the chef-inspired kitchen to a conversation on either side of the double-sided fireplace, and out to the covered loggia for a nightcap under the stars. This seamless indoor-outdoor experience invites relaxed outdoor dining and après-adventure evenings. Upstairs, the generous primary suite becomes your reset. A private, refined space that allows you to recharge fully, with an oversized shower, his-and her sinks and vanities. When guests inevitably stay longer than planned, they have their own spaces, with three additional bedrooms and two full baths upstairs, and two additional bedrooms, a full bath and huge great room downstairs. Weekends are no longer something you escape to - here, they are integrated into your everyday. A morning ski before work. A midweek round of golf. A spontaneous hike. As part of the Blue Mountain Village Association, owners enjoy exclusive privileges including private shuttle service, preferred resort perks, and member discounts. Within minutes from this spectacular home, you'll find world-class skiing, fine dining, spas, hiking and cycling trails, and sandy beaches. This isn't about leaving the city behind. It's about upgrading the way you live. More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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1547 County 42 Road in Clearview: Rural Clearview House for sale : MLS®# S12911660
1547 County 42 Road Clearview L0M 1S0
$1,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12911660
- Bedrooms:
- 4
- Bathrooms:
- 3
Circa 1989 Log home on 50 acres with storage/shop, pond and hiking trails. Log home features a wrap around deck with a large, 2 tier deck at rear with steps down to your own pond. Pond even has its own waterfall! Main floor is bright and crisp with open concept kitchen and dining room and walkout to rear deck. Great spaces for entertaining, both inside and outside! Or just cozy up in the adjoining living room to watch your favorite tv show. Upstairs features primary bedroom with its own ensuite, plus 2 more bedrooms and second bathroom. Basement has a good-sized rec room, adjoining office which is currently being used as a guest room, and a cold room for additional food & drink storage. Detached storage shed/workshop has lots of parking and separate driveway. It was once home to a busy retail greenhouse. You can still see where the additional greenhouses were once located. It has potential to be fully finished into the workshop of your dreams. Secondary hydro runs to a hookup just behind the greenhouse area and is currently being used for the "guest hookup" for when the family come to visit. Remaining acreage is wooded with some historical walking/riding trails and opportunity for more to be created! More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
131 Courtland Street: Blue Mountains House for sale : MLS®# X13578276
131 Courtland Street Blue Mountains L9Y 0R4
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13578276
- Bedrooms:
- 5
- Bathrooms:
- 4
This exceptional Wabeck model in Windfall's coveted Phase 5 truly sets the standard, with over $250K in upgrades. Every detail has been thoughtfully elevated with designer finishes, offering custom blinds and lighting throughout, and over 40 interior pot lights with dimmers for a warm, refined ambiance. The heart of the home is a fully customized kitchen layout that impresses with extended quartz countertops, and premium Bosch appliances, including a 36" induction range, 36" refrigerator, integrated microwave and bar fridge. The open-concept dining area and great room feature a vaulted ceiling with custom wood beam, and a linear fireplace with stone surround. The main floor offers a private office/den and a custom mudroom/laundry space with built-in cabinetry, quartz counters, and an additional fridge. Upstairs offers a primary suite with a walk-in closet and ensuite with freestanding soaker tub, plus two additional bedrooms and a full bath. The finished lower level adds two large bedrooms, a full bath with heated floors, and a spacious rec room with bonus fireplace with concrete-finish surround, and custom dry bar with built-in bar fridge. Enjoy smart home integration, including a Sonos sound system, hardwired security with HD cameras, keyless entry, central vacuum, and more. The fully insulated garage features epoxy floors, custom shelving, and extensive lighting. Outdoors, a professionally landscaped backyard offers a private oasis with mature trees, interlock patio, custom pergola, and full fencing with exterior lights. Located steps from an extensive trail network, and access to 'The Shed' featuring a year-round heated pool, hot tub, sauna, gym, and social lounge. You are minutes from Blue Mountain Village, golf courses, Scandinave Spa, and the shores of Georgian Bay. This is a must see! More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
439 Birch Street: Collingwood House for sale : MLS®# S12865818
439 Birch Street Collingwood L9Y 2W4
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12865818
- Bedrooms:
- 4
- Bathrooms:
- 3
Charming Brick Home on Coveted Tree street in Downtown Collingwood! Located on a desirable corner lot, this gem features a rare in-law suite complete with a full kitchen and bath - ideal for extended family or guests. Step inside and be greeted by original craftsmanship and thoughtful updates throughout. The heart of the home has a bright, sun-filled kitchen, featuring stainless steel appliances, a central island, and pot lighting, with direct access to the welcoming front porch - perfect for morning coffee. The formal dining room, framed by original wood pocket doors, offers an elegant space for entertaining, while the cozy living room is anchored by a Regency gas fireplace. Upstairs, you'll find three generously sized bedrooms, a full bath, and a convenient, second laundry area. A spray-foam insulated third floor provides added versatility, currently set up as a family room, bedroom, and office. Built with care and quality, the 22 x 22 insulated double car garage includes its own electrical panel and sits beneath the spacious in-law suite, offering flexible living arrangement or income potential. With two driveways and parking for up to five vehicles, space is never an issue. This home also comes with a fenced backyard and 8 x 12 BC Greenhouse with double insulated glass, garden beds and lush landscaping. This is more than just a house - it's a warm, welcoming home full of history, character, modern comfort in one of Collingwood's most sought-after neighborhoods. A rare opportunity that's truly a pleasure to view and a delight to own! More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
55 Saint Peter Street: Collingwood Commercial for sale : MLS®# S13174834
55 Saint Peter Street Collingwood L9Y 3P9
$1,399,900 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13174834
- Major Bus.:
- Other
- Total Area:
- 3,800 sq. ft.
14 unit rooming house with steady ROI. Great location near downtown with park & recreation centre across the street. All units equipped with beds, fridges and televisions. House includes community kitchen area, 3 full 4 piece baths, 2 outdoor patios and parking for up to 10 vehicles. Financials available upon request More detailsListed by Century 21 Millennium Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
Data was last updated July 28, 2026 at 06:15 AM (UTC)
Dana Calder & Sarah Swackhammer
Two Convenient Locations
41 Hurontario Street, Collingwood L9Y 2L7
1 Bruce Street North, Thornbury N0H2P0