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$1,850,000
6 Beds ⋅ 5 Baths ⋅ S13602058 MLS
Step back in time while securing your financial future with this remarkable century-old triplex. Located just two blocks from Collingwood's vibrant downtown core, this property perfectly blends historic character with income potential. It is an ideal find for savvy investors, multi-generational families, or buyers looking to live in one unit while renting the others. This grand century home exudes curb appeal with its welcoming covered front porch and timeless craftmanship. The building is thoughtfully divided into three distinct 2-bedroom self contained rental units. Location is everything and this property delivers the ultimate Collingwood lifestyle. A short stroll to Hurontario St's boutique shops, restaurants, cozy cafes and local farmer's market. As well just minutes from the shores of Georgian Bay, scenic walking and biking trails, and a short drive to the ski hills of Blue Mountain or the Beaches of Wasaga Beach. Three independent income streams in a high demand rental market. Separate Meters/utilities, Ample on stie parking for tenants, zoning and location protect long-term property value. Don't miss your chance to own a piece of Collingwood's history schedule your private viewing today.

175 Second Street, Collingwood
$1,690,000
6 Beds ⋅ 3 Baths ⋅ S13539818 MLS
Welcome to this exceptional custom-built raised bungalow, perfectly situated on one of Collingwood's most sought-after family-friendly streets. Ideally located close to parks, schools, scenic trails, and just minutes from downtown Collingwood, Blue Mountain, private ski clubs, golf courses and Georgian Bay, this beautifully crafted home offers the ideal blend of luxury, comfort and four-season living. A welcoming foyer leads to a spacious mudroom with custom built-ins and convenient access to the oversized double garage with workshop area, high ceilings and wiring for future EV charging. The heart of the home is a stunning chef's kitchen featuring custom inset cabinetry, premium appliances, a large centre island with solid cherry countertop and matching custom breakfast nook table flowing seamlessly into the dining area and inviting living room with a high-efficiency wood-burning fireplace. Walk out to the expansive cedar deck with gas BBQ hookup overlooking the private backyard. The main level offers three spacious bedrooms, including a beautiful primary suite with custom built-ins and a luxurious 5-piece ensuite featuring dual vanities, a glass shower, whirlpool soaker tub and custom solid cherry mirror frames and accents. Convenient main floor laundry and lovely 4 piece bathroom completes the level. The fully finished lower level offers exceptional flexibility with a large recreation and games room, fitness area with golf practice area, two additional bedrooms, dedicated office, bonus room ideal as a sixth bedroom or den, full 4-piece bath and cold storage. Quality craftsmanship is evident throughout with an African mahogany front door, Marvin wood-clad fibreglass windows, solid wood trim, solid pine barn door, central vacuum, tankless water heater and three-zone irrigation system. An exceptional opportunity to own a thoughtfully designed custom home in one of Collingwood's premier neighbourhoods, offering an outstanding lifestyle for families and retirees alike.

121 Mary Street, Collingwood
$1,575,000
9 Beds ⋅ 5 Baths ⋅ S13534876 MLS
Nestled on one of Collingwood's most desirable Tree Streets, this distinguished century home presents a rare opportunity to own a landmark property just steps from downtown, Georgian Bay, parks, and trails. Rich in character and timeless appeal, the home sits on an exceptional, private lot with mature trees, extensive outdoor space, and a detached two-car garage. Whether your vision is to utilize this property as one of Collingwood's most prestigious single-family residences or explore the potential for other permitted uses, the possibilities are inspiring. With generous living spaces, classic architectural details, and an unbeatable location in one of the town's most sought-after neighbourhoods, this is a property where vision, creativity, and thoughtful design can create something truly extraordinary. Opportunities like this are increasingly rare in the heart of Collingwood.

216 Cedar Street, Collingwood
$1,199,000
7 Beds ⋅ 3 Baths ⋅ S13534242 MLS
Discover the perfect layout for multi-generational living in this impressive two-and-a-half-story brick residence. This versatile property features a primary four-bedroom home complemented by a fully self-contained, three-bedroom in-law suite. Situated on a generous 90 x 200 foot fenced lot, the home offers a private, professionally landscaped sanctuary. The main residence boasts a gourmet chef's kitchen equipped with premium built-in appliances and a gas cooktop. Flowing seamlessly into a dining area with a walk-out to a tiered deck for relaxation. The stunning great room serves as the heart of the home, featuring soaring 17-foot ceilings. The thoughtful floor plan places the primary bedroom and two additional bedrooms on the main level, while the loft serves as a private retreat with a fourth bedroom, three-piece bathroom, and dedicated media room. The 1,400-square-foot lower level is a bright, walk-out suite with two separate grade-level entrances and no stairs. This offers excellent potential for wheelchair accessibility. Complete with a detached double-car garage and located just minutes from downtown Collingwood, Wasaga Beach, and Blue Mountain, this home offers unparalleled flexibility and convenience. Driveway freshly re-sealed (June 2026).

63 BROADVIEW Street, Collingwood
$978,800
6 Beds ⋅ 3 Baths ⋅ S13493246 MLS
EXCEPTIONAL TRIPLEX INVESTMENT Opportunity in Collingwood! Discover a prime investment opportunity with this well-maintained triplex generating an impressive annual rental income of $61,800 ($5,150/month). Tenants pay all utilities and snow removal, maximizing your return. This property features three self-contained units, each offering 2 bedrooms and a 4-piece bathroom, all separately metered for convenience and efficiency. Situated on a generous 97 x 133 ft lot in a highly desirable location, this property offers incredible potential for future development. Under current Town of Collingwood guidelines there is potential for *Severance to create 2 lots *Development of up to four units on each lot *Construction of a garage or coach house. *Building two homes on newly created lots *Conversion to a single-family residence or custom dream home (Buyer to complete due diligence to confirm their intended use). The property has had numerous upgrades, including: *Durable metal roof and asphalt roof on porch 2025 (Apartment 3 ) *Updated electrical (breakers for two units) *Some newer windows and vinyl siding *Updated flooring *Newer appliances *Three owned hot water heaters *Stylish designer paint throughout. With A++ tenants already in place, this is a turnkey investment ideal for both seasoned investors and those entering the market. Located within walking distance to historic downtown Collingwood, you'll enjoy easy access to shops, restaurants, theatres, and the beautiful shores of Georgian Bay. Plus, you're just a short drive to Blue Mountain Village, Thornbury, and the world's longest freshwater beach. A rare opportunity in a thriving rental market-don't miss out!

393 Second Street, Collingwood
$1,975,000
6 Beds ⋅ 4 Baths ⋅ S13481368 MLS
Welcome to this spectacular bungaloft overlooking Georgian Bay in one of Collingwood's most desirable neighbourhoods. Set on a large beautifully landscaped treed lot with views of the bay & picturesque pond home to nesting swans, this stunning property offers luxury, privacy & resort-style living. Featuring a heated inground pool with waterfall & automatic cover, hot tub & spacious PVC deck, it provides the ideal backdrop for entertaining, bird watching, relaxing or simply enjoying nature, The stunning fully renovated interior features a custom kitchen overlooking a two-storey family room with a stone fireplace & expansive windows that capture the water views. The main floor primary bedroom boasts a walk in closet, spa like ensuite & outdoor access. A main floor laundry includes maple cabinetry & quartz countertops. The second bedroom/den features a two storey ceiling & large windows with full bathroom nearby. Upstairs are two spacious bedrooms, one featuring a walk in closet & spacious balcony overlooking the lake. The loft above the family room provides additional living space & stunning views. Built in 2012 & recently fully upgraded, this home showcases exceptional quality throughout. Notable features include renovated bathrooms with solid wood vanities & custom glass showers, solid wood interior doors, new wood & porcelain flooring, updated lighting,Hunter Douglas window coverings & drapery, custom closet organizers, professionally finished lower level with a large recreation room, two bedrooms & a full bathroom for family/guests.More features include Owens Corning Duration roof, drywalled garage with epoxy floors, Wifi controlled Elite Series Lennox HVAC equipment, monitored sump pump with battery back up,new pool equipment , porcelain porch tiles, inground sprinklers, new central vacuum system & more! Close to beaches, ski hills, parks, & downtown, this extraordinary four season bungaloft offers the perfect blend of luxury, comfort & year round living.

42 Silver Crescent, Collingwood
$2,499,000
6 Beds ⋅ 4 Baths ⋅ S13249778 MLS
Victorian Elegance Meets Georgian Bay Waterfront Living! Breathtaking custom-built home overlooking Sunset Point and the sparkling waters of Georgian Bay. Offering over 4,400 sq ft of finished living space, this exceptional residence combines timeless craftsmanship, luxury finishes, and an unbeatable waterfront lifestyle. The open-concept main level is designed for entertaining, featuring a dramatic open-to-above Great Room, gourmet kitchen with granite countertops and stainless steel appliances, hardwood flooring, crown moulding, and expansive windows capturing stunning bay views. The spacious layout includes 5 bedrooms and 4 baths, highlighted by a luxurious primary suite with 12-ft ceilings, gas fireplace, sitting area, 5-pc ensuite, private balcony, and water views. A second-floor loft library with custom built-ins provides the perfect reading or home office retreat. The fully finished lower level offers a media room, built-in bar, wine cellar, steam room, and ample space for family and guests. Enjoy beautifully landscaped grounds with extensive gardens, private hot tub and covered front porch. Durable metal roof and numerous updates enhance long-term value. Located directly across from Sunset Point Park, enjoy swimming, kayaking, paddleboarding, windsurfing, kiteboarding, and waterfront trails just steps from your door. Walk or bike to downtown Collingwood with its boutique shops, restaurants, cafés, galleries, and year-round events. Minutes to world-class skiing, golf, boating, hiking, cycling trails, vineyards, orchards, and more. This is a rare opportunity to own an exceptional home in one of Collingwood's most sought-after waterfront-view locations.

98 Huron Street, Collingwood
$1,499,000
10 Beds ⋅ 4 Baths ⋅ S13226720 MLS
Excellent investment opportunity in the heart of Collingwood. This solid brick four-unit residential income property, located within a C1 Commercial Zone, offers strong rental appeal and long-term potential. The building is over 100 years old and situated within a designated Heritage area, adding character and historical charm while benefiting from recent capital improvements. The property comprises four spacious units, including two 2-bedroom units and two 3-bedroom units. Each unit is separately heated with its own furnace, providing efficiency and ease of management. The roof was replaced in 2025, and the plumbing has been updated, reducing near-term capital concerns. All units are rented on a net, net basis, with tenants responsible for hydro, gas, water, and sewage, except for common area utilities. The building is fully tenanted, offering stable income with strong rental demand in a desirable central location. Located in a high-demand rental area, the property may be of interest to investors seeking an established rental building with longer-term potential, subject to market conditions and tenancy. Each tenant is entitled to one parking space included in the rent, with additional parking available at $100/month per space, offering supplemental income potential. Centrally located and within walking distance to downtown amenities, shops, restaurants, and transit. While zoned C1 Commercial, the property is currently operated and tenanted as a residential rental building. Buyers are encouraged to review zoning provisions and heritage guidelines to confirm permitted future uses. A well-maintained, income-producing property in a prime Collingwood location-ideal for investors seeking stability with upside. Buyer to satisfy themselves with respect to zoning, permitted uses, and compliance with municipal requirements

57 Elgin Street, Collingwood
$1,610,000
6 Beds ⋅ 4 Baths ⋅ S13133554 MLS
Built in 1901, 3 Minnesota Street is a beautifully restored piece of Collingwood history, ideally located on the corner of Minnesota and Rodney Street just steps from downtown shops, restaurants, parks, schools, and waterfront trails. This impressive 6 bedroom, 4 bathroom home blends timeless character with thoughtful modern updates, offering a rare opportunity to own a truly special in-town property. Rich in charm and craftsmanship, the home showcases incredible original details throughout, including stunning millwork and trim, stained glass accents, original pocket doors, and an original cast iron pedestal tub. Every room reflects the care and attention that has gone into preserving the home's historic elegance while creating a warm and functional living space for today's lifestyle. Over the years, the property has been extensively updated with major improvements already completed. The electrical system has been entirely replaced with a 200 amp service, including substantial electrical feed to the basement workshop to support larger woodworking equipment. All plumbing supply lines have been upgraded to copper. The wrap-around porch was completely rebuilt in 2018/2019, and the 2019 roof features a durable low-maintenance synthetic slate-style roofing material that complements the home's historic character. Steeped in local history and once connected to Collingwood's early industrial growth, this remarkable home offers the perfect blend of heritage, charm, and modern peace of mind in one of the town's most walkable and desirable areas.

3 Minnesota Street, Collingwood
$1,299,000
6 Beds ⋅ 3 Baths ⋅ S13066690 MLS
Rare multi-family opportunity in sought-after Mair Mills Estates ideal for co-ownership, multigenerational living, or rental income. This executive home features a flexible layout designed to accommodate two families, friends, or extended family, with the option for two parties to be on title. The property includes two fully legal self-contained apartments, offering privacy, comfort, and versatility. The ground-level unit features 3 bedrooms, an office, a 4-piece bathroom, laundry, open-concept living/dining/kitchen, a four-season sunroom (heated and air-conditioned), screened porch, and walkout to a beautifully landscaped backyard with deck and hot tub. The upper-level unit offers 3 additional bedrooms (one currently used as an office), a guest bathroom, a spacious primary suite with ensuite, walk-in closet and laundry, along with an open-concept kitchen with island, family room, and combined living/dining area. Enjoy two elevated outdoor spaces: a balcony over the garage and a large deck accessed from both the kitchen and primary bedroom. The two-car garage connects to both units, and the driveway offers parking for four vehicles. The fully fenced yard features 30 feet of raised garden beds and a built-in sprinkler system all just minutes from the trail system, Blue Mountain, and downtown Collingwood.

17 Mair Mills Drive, Collingwood
$1,299,000
6 Beds ⋅ S13066686 MLS
Executive home on Mair Mills Estates with legal ground floor accessory apartment located close to trail system, Blue Mountain and downtown Collingwood. Main level accessory apartment features 3 bedrooms, office, 4 piece bathroom, laundry and an open plan living/dining/kitchen area with 4 season sunroom (heat & a/c), screened porch and walkout to spectacular backyard featuring deck and hot tub. The 2nd level features 3 bedrooms (one currently used as an office), guest bathroom, primary ensuite with walk in closet and laundry, combined living/dining area and beautiful kitchen with island which is open to the family room. Access to balcony over garage from living room and spacious deck with access off both primary bedroom and kitchen. Two car garage with tons of storage is accessible by both levels and there is parking for 4 cars on the driveway. The fenced yard has been extensively landscaped and features 30 ft. of raised garden beds and sprinkler system.

17 MAIR MILLS Drive, Collingwood
$3,950,000
9 Beds ⋅ 5 Baths ⋅ S12794486 MLS
Welcome to your dream waterfront oasis in Collingwood, Ontario. This stunning home offers the rare luxury of docking your boat right at your property, giving you immediate access to the sparkling waters of Georgian Bay, renowned for its boating and breathtaking views. With nine grand bedrooms and a spacious coach house, theres ample room for everyone to savour the luxury and serenity of this unique property. The cozy coach house serves as the perfect in-law suite or guest retreat, offering privacy and comfort with high ceilings and an array of games for entertainment.

156 Bartlett Boulevard, Collingwood