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A popular destination for tourists throughout the year, Collingwood is a charming bedroom community on the shores of Georgian Bay and located near both mountains and the famous Wasaga Beach. Located less than two hours from Toronto and a short drive from Barrie, Ontario, both tourists and residents love the community’s rescreation, culture, and slower pace of life.
With a reputation for being a tourist town, Collingwood’s has been a convenient place for travelers to stop for over 100 years. Until about 100 years ago The Great Lakes were the primary way to go west across water, and Collingwood provided that access for countless travelers, from fur trappers to Hudson Bay shipping crews.
European settlers arrive in the early 1800’s, and by mid century the shores of Georgian Bay featured a sawmill and flourmill, attracting even more growth. Before this critical infrastructure arrived, settlers would have to take their goods and raw products to Barrie to sell or refine.
Most people don’t know that Collingwood had several names before the one we know today. These included Hurontario Mills and Hens and Chickens Harbour. It wasn’t called Collingwood until 1854, when it was renamed in honour of Admiral Lord Cuthbert Collingwood, one of the heroes of the Battle of Trafalgar.
Shortly later the Ontario, Simcoe, & Huron Railway came to Collingwood. The town’s harbour became an even more important shipping point for goods going both ways. Since shipping required infrastructure for ships, Collingwood developed a shipbuilding industry.
Shipbuilding would dominate much of Collingwood’s early history. It came to an abrupt end in 1986 when increased competition led to the end of the industry in Collingwood.
During the later decades of the 20th century other manufacturing industries made Collingwood one of the area’s largest employers. Today, the town’s focus has shifted to tourism and recreation as the manufacturing landscape has changed.
Total Active Listings in Collingwood: 5
Rare opportunity to acquire a premier 0.609-acre (26,522 sq. ft.) corner development site in Collingwood's Downtown Core. Zoned C1 Commercial and designated Downtown Core under both the current and proposed Official Plan, this fully serviced property occupies a highly visible gateway location where development parcels of this size rarely become available. Positioned outside both the Business Improvement Area (BIA) and the Heritage Conservation District, the property offers development flexibility. Existing access is from Market Street, with the potential for additional access from Hume Street, subject to municipal approval. Significant due diligence has already been completed, with a comprehensive package of transferable reports available to the purchaser, including civil, traffic, geotechnical planning and other studies prepared for a previously approved site plan. Phase I and Phase II Environmental Site Assessments and a Record of Site Condition are also available, confirming clean site conditions. Whether your vision is commercial, mixed-use, residential or another permitted C1 use, this outstanding property offers a rare combination of location, prior planning and approval work and development potential n one of Ontario's most sought-after communities. Engineering analysis completed in support of the previously approved site plan also confirmed the feasibility of underground parking on the property. High speed fibre internet service is available, and site investigations have also confirmed the property's suitability for a geothermal energy system. Large, serviced development parcels within Collingwood's Downtown Core seldom come to market. 121 Hume Street represents a rare opportunity to secure a strategic landholding in one of Southern Ontario's most dynamic and rapidly growing communities. (43682174)
Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional waterfront property. Beautifully landscaped with an expansive flagstone patio, this is a setting designed for relaxing, entertaining, and embracing Georgian Bay living.The custom-built 3,300 sq. ft. home offers five bedrooms plus a den and three bathrooms, combining timeless craftsmanship with thoughtfully designed living spaces. The spacious primary suite features a luxurious ensuite with heated floors, while custom millwork and quality finishes are showcased throughout.Designed for entertaining, the chef-inspired kitchen flows seamlessly into the open-concept living and dining areas, all positioned to capture breathtaking water views. A spacious sunken family room with a built-in bar provides the perfect gathering place for family and friends in every season.A detached garage with a newly finished upper level offers exceptional flexibility as guest accommodations, a private retreat for children or grandchildren, a home office, studio, or recreation space.Ideally located just minutes from downtown Collingwood, golf courses, skiing, marinas, and miles of trails, this remarkable waterfront property offers the perfect balance of luxury, privacy, and four-season recreation. Conveniently situated approximately 90 minutes from Toronto Pearson International Airport, this is an exceptional opportunity to enjoy the Georgian Bay lifestyle at its finest. (43796309)
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. (43425738)
Rare blend of authentic log construction and modern efficiency on a prime 120' x 225' riverfront lot. Backing directly onto the Pretty River and steps from Georgian Bay, this 5 bedroom (3+2), 3.5 bathroom home offers over 3,000 sq ft (above grade) of well-planned living space designed for flexibility, comfort, and effortless entertaining. The main floor layout features a massive 19' x 29' living room anchored by a wood-burning fireplace, solid pine flooring, and a walk-out to your very private backyard. The kitchen is equipped with a large center island, a secondary wood-burning fireplace, and an expansive dining area built for large family gatherings. The upper level hosts a spacious primary bedroom with a dedicated walk-in glass shower ensuite, alongside two additional generous bedrooms and a full bath. The fully finished lower level with separate side entrance, kitchen with fridge and stove, family room with a third fireplace, two extra bedrooms, and a 3-piece bath-ideal for multi-generational living, long-term guests, or in-law accommodation. The home features Energy-efficient ground-source geothermal heating complemented by an updated furnace (2021), durable aluminum roof, low-maintenance exterior finish, central air conditioning, large paved driveway accommodating up to 10 vehicles plus a sun room and separate detached shop/garage. Direct access to Pretty River from your backyard, Collingwood's extensive trail network, minutes to Downtown shopping/dining, and a short drive to Blue Mountain Resort or Wasaga Beach. (43676338)
Welcome to 42-28 Ramblings Way, Collingwood-an exceptional end-unit townhome in the highly coveted waterfront community of Rupert's Landing. Offering approximately 1,479 sq. ft. of thoughtfully designed living space, this is one of the largest and most desirable end units available, complete with ample parking and two outdoor storage lockers. Bathed in natural light, the main level showcases an inviting open-concept layout, seamlessly connecting the living, dining, and kitchen areas-ideal for both everyday living and entertaining. The spacious living room is anchored by a charming brick-front gas fireplace, while the adjacent dining area flows effortlessly to a private, tree-lined deck featuring a natural gas BBQ hookup-perfect for outdoor gatherings in a serene setting. The modern kitchen is well-appointed with granite countertops and ample cabinetry, offering both style and functionality. A convenient main floor laundry, generous storage space, and a 2-piece powder room complete this level. Upstairs, you'll find three well-proportioned bedrooms, including a spacious primary retreat with its own private balcony and updated 4-piece ensuite. Two additional bedrooms and a beautifully updated main bathroom provide comfortable accommodations for family and guests alike. Rupert's Landing is renowned for its unmatched lifestyle amenities along the shores of Georgian Bay. Residents enjoy access to a private marina, swimming platform, and three tennis courts, pickleball along with a recreation centre featuring an indoor pool, sauna, hot tub, fitness room, and adult lounge. Ideally located just minutes from downtown Collingwood, shopping, dining, and year-round outdoor activities, this property offers the perfect blend of comfort, convenience, and four-season living. Whether you're seeking a full-time residence or a weekend retreat, this is your opportunity to experience the best of Collingwood's waterfront lifestyle. Book your private showing today. (42665592)
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