Collingwood Real Estate | Collingwood Properties for Sale

The kitchen features a practical island with breakfast bar, while the adjoining dining area provides direct access to the deck and large, private backyard, with plenty of space for entertaining, gardening or simply enjoying the outdoors. The main level includes three bedrooms and a full bathroom, while the fully finished lower level adds significant additional living space. High ceilings and good-sized windows keep the space bright, with shiplap detailing and recessed lighting throughout. The lower level includes a large recreation room, an additional bedroom with a generous walk-in closet, and a second bathroom with walk-in shower. The existing layout and current zoning also provide the potential to create a legal in-law suite with minimal renovation, offering flexibility for extended family or additional living space. Recent improvements include a new sump pump, new windows and doors, and a new garden shed (2025). The large driveway provides ample parking for multiple vehicles. Located in an established Collingwood neighbourhood just steps from the town's extensive walking trail network, the property offers convenient access to downtown, recreation and everything the area has to offer. With four bedrooms, two bathrooms, a fully finished lower level and a notably large, private backyard, this is a practical and well-located home with plenty of flexibility.

29 Dillon Drive, Collingwood

$507,900

3 Beds ⋅ 3 Baths ⋅ S13764494 MLS

Welcome to this beautiful three-bedroom, three-bathroom home backing directly onto the golf course in one of Collingwood's most sought-after communities-perfectly timed to enjoy the beauty of fall in Southern Georgian Bay.Meticulously maintained, this property offers a bright and spacious open-concept main floor featuring a cozy gas fireplace and seamless living, dining and kitchen areas, all overlooking the peaceful, forested fairway of Cranberry Golf Course.Upstairs, you'll find three generously sized bedrooms, including a beautiful primary suite with a private ensuite and its own deck-the perfect spot for morning coffee surrounded by the changing colours. Convenient second-floor laundry adds to the home's thoughtful design.Set within a picturesque, forested golf-side community, residents enjoy beautifully maintained grounds, an in-ground pool and tranquil park-like sitting areas. Step outside and enjoy the Georgian Trail for walking and biking, nearby golf, Georgian Bay and all the outdoor recreation this four-season area is known for.Offered fully furnished and completely turnkey, the home includes all furniture along with a fully equipped kitchen package-dishes, cookware and more-making it easy to simply arrive and start enjoying.Just minutes from downtown Collingwood's restaurants and shops and a short drive to Blue Mountain, golf, trails and Georgian Bay, this property is ideally suited as a full-time residence or four-season retreat. Enjoy the fall colours now and be perfectly positioned for ski season just around the corner.

43 SUNDIAL Court, Collingwood

$819,000

S13762758 MLS

Rare in-town development opportunity in Collingwood. Located at 302 Seventh Street, this approximately 0.46-acre vacant parcel offers an impressive 125 ft of frontage and approximately 165 ft of depth, providing excellent flexibility for future development. Zoned R4 Residential Fourth Density, the property permits a range of residential uses, including multi-residential development, subject to applicable municipal requirements and approvals. The property is designated Existing Neighbourhoods in the Town of Collingwood Official Plan, which considers both Low-Rise and Mid-Rise residential development within the designation. The ultimate number of dwelling units will depend on the overall site design and applicable planning and zoning requirements, including setbacks, parking, lot coverage, landscaped open space, building form, and other development standards. With its generous frontage and substantial lot area, the property offers an excellent opportunity to explore a thoughtfully designed residential project. Ideally situated within an established neighbourhood and surrounded by existing residential development, this sizeable parcel presents an exciting opportunity for developers and investors looking to create new housing in Collingwood. Conceptual renderings are available to illustrate one potential vision for the property and are for illustrative purposes only. Buyer to complete their own due diligence regarding permitted uses, development potential, servicing and all required municipal approvals.

302 Seventh Street, Collingwood

$429,000

4 Beds ⋅ 2 Baths ⋅ S13762416 MLS

Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peaceful and private retreat. Ideal for families or those seeking extra space, this inviting home combines comfort, nature, and value in one of Collingwood's most desirable recreational settings. The functional open-concept main floor is designed for relaxed everyday living and easy entertaining, featuring a spacious kitchen with island, 3-piece bathroom, a cozy gas fireplace, and sliding glass doors leading to a large private deck - perfect for summer barbecues, outdoor dining, or gathering with family and friends. Upstairs, you'll find four good-sized bedrooms and a 4-piece bathroom, offering plenty of space for family, guests, or a home office setup. An added bonus is the rare and highly practical extra-large attached storage shed, offering ample room for all of your recreational and seasonal equipment - ideal for embracing the four-season Collingwood lifestyle. Further enhancing functionality, a well-sized interior storage room provides discreet and convenient space for seasonal and lifestyle essentials. Enjoy exceptional convenience with shops and restaurants at Cranberry Mews just a short walk away, along with nearby trails, golf and access to Georgian Bay. Downtown Collingwood is easily reached by bike or bus, while Blue Mountain and the area's ski hills are only minutes away by car-offering true four-season living at your doorstep.

112 Escarpment Crescent, Collingwood

$799,000

3 Beds ⋅ 2 Baths ⋅ S13762010 MLS

Georgian Bay Waterfront Corner/ End Unit Condo! Welcome to your dream waterfront retreat! This beautifully updated 3-bedroom, 2-bathroom condo offers breathtaking views of Georgian Bay with private beach access~ the perfect blend of comfort, style, and serenity. Step inside to a bright, open-concept living, dining, and kitchen area designed to capture natural light and showcase stunning waterfront vistas. Enjoy cozy evenings by the gas fireplace or step out onto one of two private balconies that open directly onto tranquil green space/ escarpment~ Stunning Sunrises and Sunsets ~ideal for peaceful relaxation or entertaining. The spacious, chic modern kitchen features~ luxury cabinetry, countertops, electric fireplace and modern finishes throughout. Major exterior upgrades in 2024 include new siding, roof, and insulation, ensuring long-term comfort and efficiency. Tucked away in a quiet corner of the complex, this unit offers exceptional privacy while being just minutes from historic downtown Collingwood and everything the region has to offer: Blue Mountain Village Championship golf courses, Scenic trails, Spas, Dining, Shopping, and Cultural Events. Embrace a four-season lifestyle on the shores of Southern Georgian Bay *Dedicated Bike/Kayak Storage. Condo fees include: Bell Fibe Better TV with Crave1.5 GB unlimited internet - ideal for remote work, streaming, and staying connected. Discover the magic of Georgian Bay living ~where every day feels like a getaway!

44 Trott Boulevard Unit 17, Collingwood

$449,000

3 Beds ⋅ 1 Baths ⋅ S13761614 MLS

Welcome to 321 Second Street, Collingwood, ON - an inviting two-storey home offering comfort and convenience in the heart of Collingwood. Step inside through a functional side mudroom/laundry room. Enter into a bright, open-concept kitchen and living area anchored by a modern fireplace. The main level offers flexibility with a 4-piece bathroom and a main-floor bedroom or home office featuring sliding glass doors that open directly to a private back deck and fully fenced rear yard. Upstairs, you will find two well-proportioned bedrooms. Situated within walking distance of downtown dining, boutique shops, trails, parks, and Georgian Bay waterfront access, this home is ideal for first-time buyers, downsizers, or investors seeking central Collingwood living.

321 Second Street, Collingwood

$569,900

4 Beds ⋅ 3 Baths ⋅ S13760960 MLS

Welcome to 158 Escarpment Crescent, a beautifully appointed end-unit condominium offering the perfect combination of space, privacy, and convenience in the heart of Collingwood. With 4bedrooms, 3 bathrooms, and an abundance of natural light, this exceptional home is ideal for families, weekend retreats, or those seeking a low-maintenance lifestyle close to everything Southern Georgian Bay has to offer. The bright and inviting main floor features an open-concept design with large windows that fill the living space with sunshine. The spacious living room is anchored by a cozy gas fireplace, creating the perfect setting for relaxing after a day on the slopes, trails, or water. The functional layout offers plenty of room for entertaining family and friends. Upstairs, the generous primary suite provides a peaceful retreat complete with its own ensuite bathroom and ample closet space. Three additional bedrooms offer flexibility for growing families, guests, or a home office, ensuring everyone has room to spread out comfortably. One of the standout features of this end-unit home is the added privacy and outdoor living space. Enjoy your own private terrace and outdoor area, perfect for morning coffee, summer dining, or simply unwinding in a tranquil setting surrounded by mature landscaping. Ideally located just minutes from Blue Mountain, Georgian Bay, downtown Collingwood, golf courses, hiking trails, and the area's renowned restaurants and shops, this property places four-season recreation right at your doorstep. Offering generous living space, enhanced privacy, and an unbeatable location, 158 Escarpment Crescent is a rare opportunity to enjoy the best of Collingwood living.

158 Escarpment Crescent, Collingwood

$454,900

3 Beds ⋅ 2 Baths ⋅ S13760822 MLS

Million-dollar Georgian Bay views from your own oversized bay windows - at a price that makes the waterfront lifestyle finally attainable. Tucked on sought-after Ontario Street in Collingwood, this spacious townhouse delivers the rare combination buyers are chasing: water at your doorstep, downtown around the corner, and the ski hills minutes away.Inside, the layout just works. Three bedrooms upstairs plus a versatile walk-out lower-level rec room that flexes effortlessly into a 4th bedroom, guest suite, home office, or family lounge. The oversized kitchen is the heart of the home - generous cabinet and counter space, a sunny eat-in breakfast nook, and big windows that frame the bay while flooding the space with natural light.The fully renovated 4-piece bathroom has been tastefully updated with modern finishes and a tub/shower combination built for both comfort and style. The walk-out lower level adds real living space and flexibility -perfect for growing families, weekend guests, or a quiet recreational retreat steps from the water.But the lifestyle is the real headline. Walk straight from your backyard to Sunset Point and spend your days paddle boarding, kayaking, fishing, swimming, or wandering the waterfront trails along Georgian Bay. Morning coffee with the sunrise over the water. Evenings watching Collingwood's famous sunsets light up the sky. This kind of connection to nature is almost impossible to find at this price point.Additional features include visitor parking, lower-level laundry, and easy access to Blue Mountain, golf courses, hiking trails, and year-round recreation.Whether you're looking for a full-time residence, weekend escape, investment property, or the perfect starter home on the water, this townhouse delivers exceptional value in one of Collingwood's most desirable waterfront pockets. Properties like this - at this price, in this location - don't come up often. Come see it before it's gone.

493 ONTARIO Street, Collingwood

$899,000

4 Beds ⋅ 3 Baths ⋅ S13760606 MLS

Beautifully maintained 4-bedroom, 3-bathroom detached home on an impressive 45' x 132' lot, perfectly positioned directly across from the newly developed Wilson-Sheffield Community Park. Approximately 2,600 sq. ft. of spacious living with freshly painted interiors, new light fixtures, large windows, and bright, inviting rooms throughout. The thoughtfully designed layout features separate living and family rooms, offering excellent space for both everyday family living and entertaining. Enjoy unparalleled access to the community park featuring a full-size basketball court, 3 tennis courts, 6 pickleball courts and a playground currently under construction. Just steps from Admiral Collingwood Public School, making this unexceptional location for families. Conveniently located minutes from downtown Collingwood, Georgian Bay and Sunset Point, with Blue Mountain Resort and its year-round recreational attractions just a short drive away. A fantastic opportunity to enjoy space, recreation, convenience and the four-season lifestyle Collingwood is known for.

28 Dey Drive W, Collingwood

$624,999

3 Beds ⋅ 2 Baths ⋅ S13760456 MLS

Welcome to 514 Tenth Street, located in a desirable family friendly neighbourhood close to schools, parks, walking trails, shopping & all the amenities Collingwood has to offer! This well maintained & thoughtfully updated home offers comfortable living spaces & a functional layout perfect for families, first-time buyers or those looking to move right in & enjoy. The bright eat-in kitchen has been refreshed offering both style & functionality. A convenient pass-through overlooks the spacious living room, creating a connected layout ideal for entertaining or everyday family living. Hardwood flooring runs throughout the main level, while the inviting living area offers plenty of room for relaxing & family movie nights. Walk out from the living room to the extended back deck overlooking a private fully fenced backyard complete with a garden shed and plenty of space for children, pets or outdoor entertaining. Upstairs you will find 3 good size bedrooms, an updated 4-piece bath featuring a newly tiled tub surround, & a large linen closet. Neutral décor throughout & fresh paint across the entire home create a bright & welcoming atmosphere. Carpet has been removed from the upper and lower staircases & replaced with painted wood for a clean modern look. The upstairs landing has also been updated with new laminate flooring. The finished basement offers additional living space with a separate side entrance, ideal for a recreation room, office, gym or guest area. New durable luxury vinyl flooring has replaced the carpet, & the laundry room has been updated with new laminate flooring. Additional updates include new shingles with vapor barrier completed at the end of 2024 & a new condensate pump on the furnace for added peace of mind. Detached home linked only by the garage, offering privacy while still maintaining the benefits of a connected community setting. A fantastic opportunity to own a move-in ready home in one of Collingwood's most convenient locations!

514 Tenth Street, Collingwood

$399,000

2 Beds ⋅ 2 Baths ⋅ S13759622 MLS

Great new price!! On the water side! Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable and peaceful settings. Perfectly positioned close to the water, ski hills, scenic trails, and vibrant downtown, this home offers the ideal balance of privacy, convenience, and four-season living. Set well away from traffic noise, the unit enjoys a quiet, treed backdrop with a large private deck overlooking mature trees - an ideal space to relax, entertain, or simply enjoy the natural surroundings. Whether sipping morning coffee or unwinding after a day on the trails, this outdoor area adds exceptional value and tranquility. Inside, the open-concept layout is bright and inviting, enhanced by vaulted ceilings that create a spacious and airy feel. Large windows flood the space with natural light, making the living areas feel warm and welcoming throughout the day. A cozy fireplace anchors the main living space, offering comfort and charm during cooler months. The thoughtfully designed floor plan provides excellent separation of living and sleeping areas. The main floor bedroom features has access to aa full bathroom, creating a private retreat, while the unique lofted second bedroom adds architectural interest and versatility - perfect for guests, a home office, or a cozy den. Kitchen and main bathroom have been tastefully updated, complementing the home's overall modern yet comfortable aesthetic. Well maintained and move-in ready, this condo is ideal as a full-time residence, weekend escape, or investment opportunity. Enjoy easy access to Georgian Bay, Blue Mountain, local shops, restaurants, and recreational amenities, all while coming home to a quiet, private setting surrounded by nature. A rare opportunity to own a bright, stylish condo in a prime Collingwood location - offering comfort, privacy, and lifestyle in one exceptional package. Book your tour now!

49 TROTT Boulevard Unit 176, Collingwood

$629,999

2 Beds ⋅ 2 Baths ⋅ S13759122 MLS

Welcome to 67 East Collingwood - a solid all-brick bungalow offering comfort, versatility, and excellent investment potential. This well-maintained home features a bright eat-in kitchen, two spacious bedrooms, and two full bathrooms, making it ideal for families, downsizers, or first-time buyers. The fully fenced yard provides a private outdoor space perfect for children, pets, or entertaining. Ideally there are 2 out buildings for storage or hobbyists, and a large plot for a vegetable garden. Downstairs, you'll find a self-contained basement apartment with a separate entrance-an excellent opportunity for in-law living or generating rental income. Located in a desirable Collingwood neighbourhood close to amenities, schools, and recreational opportunities, this property is a smart addition to any real estate portfolio or a wonderful place to call home.

67 East Street E, Collingwood

$3,300,000

5 Beds ⋅ 4 Baths ⋅ S13758964 MLS

Welcome to Pepperwood, an extraordinary four-season retreat set behind private gates on approximately 13.65 acres of pristine woodland in Collingwood. Custom built in 2017 by Steve Young Construction and ideally located across from the entrance to Scandinave Spa, fully set up on municipal services, this exceptional property offers remarkable privacy minutes from downtown Collingwood, Blue Mountain, Osler Bluff Ski Club, Georgian Bay. Approximately 4,500 sq. ft. of finished living space is thoughtfully designed for relaxed family living and effortless entertaining. The open-concept main level is anchored by a dramatic double-sided wood-burning fireplace connecting the living, dining and kitchen areas. Access from both the living room and dining room to a fabulous covered deck overlooking the property. The custom kitchen features a butler's pantry and adjacent laundry, while a bright office, custom mudroom cabinetry and direct access to the three-car garage provide excellent functionality. Upstairs, the primary suite offers a sitting area, gas fireplace, two walk-in closets, five-piece ensuite and covered balcony. Two additional bedrooms complete this level. The finished lower level includes two more bedrooms, heated stamped-concrete floors, media and entertainment areas, steam shower and a dedicated hot tub room with a walkout. Extensive smart-home features include Hunter Douglas shades, Lutron lighting, motion sensors, smart locks, Nest thermostat, connected gates and garage doors, two Toto smart toilets, whole-home humidifier and water filtration. Outdoors, approximately 1.5 km of maintained trails wind through three forest loops ideal for hiking, biking, snowshoeing and ATV use. Landscaped patios, a creekside firepit, picnic areas, cedar-grove gathering space and scenic lookout complete this private recreational sanctuary. Mature sugar maples, fruit and nut trees, wild berries and a picturesque cold trout creek make this a truly rare Collingwood-area offering.

133 OSLER BLUFF Road, Collingwood

$847,000

S13758818 MLS

Commercial building and land for sale! Incredible Opportunity in the Heart of Collingwood! Own a rare, detached commercial building with an updated residential apartment above, perfectly situated at the high-visibility corner of Ontario & Napier Streets in a mature downtown neighborhood. This well-maintained, mixed-use property has been a local landmark for over 50 years and now offers endless potential for investors, entrepreneurs, or live/work owners. The main level offers approx. 1,400 sq. ft. of commercial/retail space, complete with a 2-piece washroom, ample storage, and cooler space, ideal for a variety of business ventures. Whether you're launching a new enterprise or relocating to a more strategic location, this corner lot offers high traffic, great exposure, and a large partially fenced yard with generous parking. A detached garage adds even more flexibility and utility. Above the commercial space, enjoy a well-designed 3-bedroom residential apartment. The unit features an eat-in kitchen, bright living area, laundry and 2 full bathrooms, perfect for an owner-occupier, tenant rental, or short-term rental potential. Bonus: a full attic is ready for your vision, create a loft, office, or extra storage. Recent upgrades by the current owners add value throughout, and zoning supports both commercial and residential uses. Apartment chattels are included. This sale includes building and land only, no business. Don't miss this unique opportunity to invest in a character-filled property with built-in income potential and a location that can not be beat. Explore the possibilities and secure your piece of Collingwood history today!

256 Ontario Street, Collingwood

$847,000

3 Beds ⋅ 3 Baths ⋅ S13758728 MLS

Commercial building and land for sale! Incredible Opportunity in the Heart of Collingwood! Own a rare, detached commercial building with an updated residential apartment above, perfectly situated at the high-visibility corner of Ontario & Napier Streets in a mature downtown neighborhood. This well-maintained, mixed-use property has been a local landmark for over 50 years and now offers endless potential for investors, entrepreneurs, or live/work owners. The main level offers approx. 1,400 sq. ft. of commercial/retail space, complete with a 2-piece washroom, ample storage, and cooler space, ideal for a variety of business ventures. Whether you're launching a new enterprise or relocating to a more strategic location, this corner lot offers high traffic, great exposure, and a large partially fenced yard with generous parking. A detached garage adds even more flexibility and utility. Above the commercial space, enjoy a well-designed 3-bedroom residential apartment. The unit features an eat-in kitchen, bright living area, laundry and 2 full bathrooms, perfect for an owner-occupier, tenant rental, or short-term rental potential. Bonus: a full attic is ready for your vision, create a loft, office, or extra storage. Recent upgrades by the current owners add value throughout, and zoning supports both commercial and residential uses. Apartment chattels are included. This sale includes building and land only, no business. Don't miss this unique opportunity to invest in a character-filled property with built-in income potential and a location that can not be beat. Explore the possibilities and secure your piece of Collingwood history today!

256 Ontario Street, Collingwood

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