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$2,799,000
7 Beds ⋅ 4 Baths ⋅ S13814476 MLS
Experience unparalleled luxury and exceptional investment potential at 4 Buckingham Boulevard, an expansive estate offering over 5,000 sq. ft. of exquisite living space in prestigious Collingwood. This magnificent home boasts 7 spacious bedrooms and 4 elegant bathrooms, designed to accommodate large families or lucrative vacation rentals with ease. Set on a beautifully landscaped premium lot, this property features an open-concept design with high-end finishes, hardwood flooring, and a stunning gourmet kitchen equipped with stainless steel appliances and quartz countertops. The grand living area centers around a gas fireplace and flows seamlessly to a private outdoor retreat complete with a sparkling swimming pool, relaxing hot tub, and a large deck-perfect for entertaining guests or unwinding in ultimate comfort. The luxurious primary suite offers a walk-in closet and a spa-inspired ensuite with double vanity and glass shower. Additional highlights include a fully finished basement recreation room, double garage, and prime location near Collingwood's world-class amenities, including Blue Mountain ski resort, golf courses, hiking trails, and vibrant downtown. Ideal as a sophisticated family residence or a high-demand investment property, 4 Buckingham Boulevard exemplifies premium living in a sought-after four-season destination. Don't miss this rare opportunity-schedule your private viewing today. Luxury Certified.

4 Buckingham Boulevard, Collingwood
$975,000
6 Beds ⋅ 4 Baths ⋅ S13810462 MLS
Welcome to your dream home at 22 Portland Collingwood, Ontario! This sun-drenched 6 bed 3.5 bath sanctuary offers the perfect blend of comfort, style, & a fabulous 2nd unit. Built by Sunvale, award winning builders, this energy efficient property has it all! Location layout & luxury. Deceptively spacious, 4 beds upstairs, providing ample space for the whole family, along with 2.5 baths to accommodate busy mornings & 2 separate living area for those relaxing evenings. Plus, with the convenience of two separate laundry areas, household chores become a breeze. A true highlight of this property is the beautifully appointed 2-bed, 1-bath apartment in the basement, complete with its own separate entrance, kitchen & laundry. Whether you're looking for a rental opportunity, multi-generational living, or extra space for guests, this self-contained unit offers versatility & privacy. For those needing extra storage, the 2-car garage provides ample room for vehicles & outdoor gear. Outside, the fully fenced yard offers a safe haven for children & pets to play freely. Located in a prime Collingwood neighborhood, there is easy access to local amenities, schools, parks, walking trails & more. Don't miss the opportunity to make 22 Portland your forever home. Schedule a viewing today & experience the perfect blend of modern living and convenience!

22 Portland Street, Collingwood
$1,385,000
6 Beds ⋅ 4 Baths ⋅ S13790600 MLS
SHIPYARDS! Rare Opportunity to enjoy refined WATERFRONT living in one of Collingwood's most sought after communities, ideally located on the sparkling blue waters of Georgian Bay and just steps from Historic Downtown Collingwood. This beautifully appointed six-bedroom /4 bath home with 3155 square feet of living space offers an exceptional blend of luxury, comfort and lifestyle, thoughtfully curated upgrades, elegant finishes, private garden patio, 28 foot covered porch, beautifully designed living spaces throughout and double car garage with 2 additional exclusive parking spaces. At the heart of the home, the stunning chef's kitchen features centre island, gas cooktop and luxury flows seamlessly into the dining and living areas-perfectly suited for both everyday living and effortless entertaining. The dramatic living room showcases soaring 18 foot ceilings, rich hardwood flooring, abundant natural light and a cozy gas fireplace, with a walkout leading to the private patio complete with gas BBQ hookup. The thoughtfully designed main floor features a spacious primary suite with luxurious four piece ensuite/ frameless glass shower with heated floors and a walk in closet, A second bedroom/ den, additional two-piece bathroom, convenient laundry and California shutters complete this level. Upstairs, 2 additional bedrooms , welcoming loft space and elegant 3-piece bath with glass shower provide a versatile retreat for family and guests. Enjoy a captivating view to the water from one bedroom/office. The fully finished lower level offers exceptional additional living space, including a generous recreation room, cold room, 2 additional bedrooms and 4-piece custom bathroom with glass shower. Downtown Collingwood is a 3-minute stroll away, offering the farmers' market, boutique shopping, galleries, culinary delights, theatre and entertainment. An exceptional offering for those seeking sophisticated waterfront living in the heart of Collingwood.

2 Shipyard Lane, Collingwood
$1,849,000
7 Beds ⋅ 3 Baths ⋅ S13784762 MLS
Set on sought-after Stanley Street, 114 Stanley is an exceptional custom residence by Great Oak Homes where timeless design, meticulous craftsmanship and a remarkable sense of privacy come together. Beyond the stunning exterior and mature, landscaped grounds, the interior reveals an extraordinary level of detail. Custom millwork, tailored architectural accents and generous proportions create a home that feels both sophisticated and effortlessly comfortable. The main level is designed for everyday living and elegant entertaining with an impressive open-concept kitchen and great room at its centre. The kitchen features custom cabinetry, a substantial quartz island and an oversized pantry. The great room with its 11ft ceiling and fireplace offers an inviting gathering space. The adjoining media room is elevated by a beautifully detailed ceiling. The primary suite is a private retreat, highlighted by a custom ensuite, while the additional bedrooms provide comfortable accommodations for family and guests. Nine-foot ceilings throughout the main level add to the home's sense of light. The expansive lower level is an exceptional extension of the living space offering a private library, three additional bedrooms, office, generous recreation room and TV area, allowing the home to effortlessly adapt to family life. Outside, the south-facing covered deck overlooks beautifully established gardens and mature trees, creating an exceptionally private setting that feels worlds away from the everyday. Carefully considered exterior lighting extends the home's architectural character into the evening. Within walking distance of excellent primary and secondary schools and minutes from Osler Bluff Ski Club, Oslerbrook G&CC and downtown Collingwood, this is a rare opportunity to own a truly distinctive home in one of Collingwood's most desirable neighbourhoods. Timeless architecture, exceptional craftsmanship and privacy ~ a home designed for modern four-season living.

114 Stanley Street, Collingwood
$2,449,000
6 Beds ⋅ 4 Baths ⋅ S13754592 MLS
COVETED SUNSET POINT LOCATION!! Welcome to an exceptional custom-built residence where timeless Victorian-inspired elegance meets the beauty of Georgian Bay. Offering over 4,400 sq. ft. of finished living space, this remarkable home is ideally situated directly across from Sunset Point Park, with breathtaking water views and a waterfront lifestyle just steps from your door. Designed for both everyday living and effortless entertaining, the open-concept main level features a dramatic open-to-above Great Room, gourmet kitchen with granite countertops and stainless steel appliances, hardwood floors, crown molding, and expansive windows showcasing the spectacular bay views. With five bedrooms and four baths, the thoughtfully designed layout offers comfort and versatility. The luxurious primary suite is a private retreat with soaring 12-ft ceilings, a gas fireplace, sitting area, five-piece ensuite, and private balcony overlooking the water. A second-floor loft library with custom built-ins offers an inviting space for reading, working from home, or relaxing. The fully finished lower level extends the living space with a media room, built-in bar, wine cellar, steam room, and generous room for family and guests. Outside, beautifully landscaped grounds, extensive gardens, a private hot tub, and covered front porch create an ideal setting for relaxation and entertaining. A durable metal roof and numerous updates add lasting appeal. Across the road, Sunset Point Park offers swimming, kayaking, paddleboarding, windsurfing, kiteboarding, and waterfront trails. Downtown Collingwood's shops, restaurants, cafés, galleries, and year-round events are within easy walking or biking distance. Enjoy world-class skiing, golf, boating, hiking, cycling, vineyards, and orchards-all just minutes away. A rare opportunity to experience refined living, spectacular Georgian Bay views, and the very best of Collingwood in one extraordinary home.

98 Huron Street, Collingwood
$1,299,000
6 Beds ⋅ 3 Baths ⋅ S13664168 MLS
Some homes simply give you room to live; this one gives you room to grow, gather and make it your own. Tucked into one of Collingwood's established, tree-lined neighbourhoods, 71 Hickory Street offers an enviable lifestyle just minutes from downtown, restaurants, shops, schools and Georgian Bay's walking and biking trails, with Blue Mountain Village only a short drive away. The previous owner did a substantial addition and renovation that created 3,121 finished sq. ft. above grade, with a thoughtful layout that adapts beautifully to families of all sizes and ages. The light-filled main level is made for everyday life and easy entertaining, with open-concept dining, kitchen and living spaces anchored by a stone-faced wood-burning fireplace. The upgraded kitchen pairs modern cabinetry and granite counters with an oversized island where everyone naturally gathers. A spacious family room with gas fireplace extends the living space, while a main-floor primary bedroom with 3 pc ensuite, laundry room w/inside access to the garage and a welcoming front mudroom and heated floors add to the offering. Upstairs, a second primary suite offers a4 pc ensuite & large walk-in closet, 4 additional generous sized bedrooms and another 3 pc bath - plenty of space for family, guests, hobbies or whatever life brings next. Outside, the fully fenced yard (66'x165') is your own private retreat, surrounded by established greenery and designed for enjoying the outdoors. A back deck, stone patio and large overhead awning create an inviting setting for summer dinners and long evenings with friends, while the spacious yard offers room for kids and pets to play. A backyard full-sized workshop/shed with hydro adds even more flexibility. With a single-car garage, inside entry, pre-finished wood siding and on-demand hot water boiler heating system, this is a home that combines comfort, character and versatility that makes enjoying everything Collingwood and Southern Georgian Bay have to offer.

71 Hickory Street, Collingwood
$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 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
$1,299,000
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
$1,525,000
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
$1,189,000
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
$1,189,000
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