Collingwood – the town that has it all!
Collingwood is a true four season destination. Only 2 hours from Toronto, Collingwood offers a get away destination within reach of the big city. Find out what it is like to live in Collingwood, Ontario. Interested? Leah Dilley is your Collingwood real estate connection!
Collingwood Real Estate key links
The Town Of Collingwood | Hiking Trails in Collingwood | Downhill Skiing around Collingwood | Nordic Skiing around Collingwood
Summer fun and lifestyle
Hiking on the Bruce Trail, swimming in Georgian Bay or cycling on the road and trails, Collingwood means healthy living is right out your front door.
Winter
Winter in Collingwood has always been key. The best Downhill and Nordic skiing in the province is in this area. Once you finish on the slopes and trails head downtown for apres fun and feasts! Are you interested in Collingwood real estate? Contact Leah today!
Browse The Current listings in Collingwood
131 - 55 Trott Boulevard
Collingwood, Ontario
Welcome to this bright and spacious ground floor 2 bedroom, 2 bath condo located in one of Collingwood's desirable, close to the Bay, residential areas! Just minutes' walk to the waterfront and quick access to downtown, shopping, dining and aIl amenities - including the Village at Blue! This condo offers the perfect blend of convenience and four season living. The inviting wood burning fireplace adds warmth and ambiance after a day on the slopes or enjoying the area's many outdoor activities. Efficient forced air gas heating and central air conditioning ensure year round comfort. The primary bedroom has an ensuite, newer carpet, there is a second bedroom and an additional 3 pc bath. Enjoy the walkouts to a quiet, private patio overlooking a peaceful mature treed common area - an ideal spot for morning coffee or unwinding at the end of the day. The open concept living area and kitchen features newer flooring, granite countertops, stylish backsplash, and stainless steel appliances. A washer and dryer are also included for added convenience. Ideal for a skier's/summer getaway, retirees or for those downsizing. Economical living in Collingwood, one of Ontario's best premier life style experiences! This condo comes with one designated parking space plus ample guest parking for visitors (id:47378)
101 - 173 Eighth Street
Collingwood, Ontario
This bright and inviting one-bedroom, one-bathroom ground floor condo features an open-concept layout and a spacious private patio, perfect for relaxing or entertaining. Ideally located on a bus route and just minutes from downtown Collingwood, the waterfront, and Blue Mountain Village. Situated in a well-managed and meticulously maintained building, this property offers an excellent opportunity for first-time buyers, downsizers, or investors seeking a prime location and low-maintenance living. (id:47378)
5 Brock Crescent
Collingwood, Ontario
Welcome to 5 Brock Crescent the place to be in Collingwood!! If you are looking for a great bungalow in a well established and desirable area you just found it. Central location, walk to schools, walking distance to shopping and downtown, close to Blue Mountain and Georgian Bay. This home has approx. 2600 sq ft finished living area with 3 + 2 bdrm with possible in-law/rental. Recent upgrades in the past few years. Lower level re done this year. The last few years upgraded kitchen with white cabinets, granite counters and new stainless appliances. Newer forced gas furnace, on demand water system, roof, windows and new gazebo. Back yard is fully fenced. This home has lots of room for family, friends and pets. This home is in a four season are with the best fine dining, close to Toronto, Wasaga Beach, Barrie and Owen Sound. (id:47378)
176 - 49 Trott Boulevard
Collingwood, Ontario
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! (id:47378)
68 - 19 Dawson Drive
Collingwood, Ontario
One-of-a-kind ground floor condo in Collingwood with incredible outdoor space that truly feels like home. You'll never tire of returning after a day of work or hitting the slopes to this open and spacious floor plan offering a cozy gas fireplace and built in shelving with walk-out to one of two generous ground floor patios from your living area. The outdoor space offers two distinct and private-feeling patios with natural gas bbq line, privacy and walk outs from your living room and primary bedroom. The kitchen offers plenty of cabinetry, well-appointed appliances and enough separation to offer a distinct cooking area, while maintaining an open concept space with breakfast bar. The primary bedroom includes a spacious walk through closet and 4-piece ensuite bathroom. Additionally, the condo features central vac, ground floor laundry, a second bedroom, and an additional 3 piece bath. Upgrades includes California shutters throughout, ceiling fans, hardwood floors in living area and well maintained outdoor spaces. This condo is minutes to beaches, trails, golf, skiing and state of the art dining and shopping. (id:47378)
74 Telfer Road
Collingwood, Ontario
MANY UPGRADES & EXCELLENT LOCATION!! Beautifully maintained 4 Bedroom, 2 bathroom raised bungalow with over 1700 sq ft. of living space. Thoughtfully designed main-floor living-ideal for growing families or those seeking flexible space. The bright, fully updated CUSTOM KITCHEN (2024) serves as the heart of the home, featuring a modern undermount sink, elegant QUARTZ countertops, under-cabinet lighting, and a built-in microwave-perfectly blending style and functionality. The fully finished basement is complete with a spacious rec room centered around a cozy gas-burning stove-perfect for movie nights or entertaining. Two additional bedrooms and a convenient 2 piece bath offers versatility for guests, teens, or a home office setup. 12 x 14 ft composite deck with LOTS of BUILT-IN storage underneath. Step outside to a FULLY FENCED BACKYARD designed for both relaxation and play. The 10X12ft Shed offers additional storage space, ideal for your outdoor equipment or garden supplies. Enjoy peace of mind with major UPGRADES already completed. Located in a well-established, FAMILY-FRIENDLY neighbourhood, close to SCHOOLS, SHOPPING, PUBLIC TRANSIT and SCENIC WALKING TRAILS. This MOVE-IN-READY home offers the perfect combination of comfort, convenience, and long-term value. Don't miss your chance to call this exceptional property home! (id:47378)
20 Sundial Court
Collingwood, Ontario
Welcome to this exceptional 3-bedroom, 3-bathroom condo town house offering over 2,500 square feet of thoughtfully designed living space. The beautifully updated kitchen is the heart of the home, featuring ample cabinetry, modern appliances, a large island with waterfall quartz countertops, and a walk-out to a brand new, spacious, multi-level deck complete with a gas BBQ hookup - perfect for outdoor entertaining. The bright and inviting dining room showcases vaulted ceilings, hardwood floors, and an abundance of natural light, while the spacious living room features a cozy gas fireplace and a walk-out to the lower-level deck, creating seamless indoor-outdoor living. The primary suite is a true retreat with vaulted ceilings, a gas fireplace, and a luxurious 5-piece ensuite. A second primary bedroom offers large windows, a walk-in closet, and its own private 4-piece ensuite, making it ideal for guests or extended family. A third bedroom and 3-piece bathroom provide ample sleeping space and comfort for family and guests. The lower level provides exceptional flexibility with a generous recreation room, a spacious home office, abundant storage, and the potential to create a fourth bedroom to suit your needs. A two-car garage completes this impressive home. Residents enjoy access to an outdoor pool and scenic walking trails, all while being just minutes from golf courses, ski clubs, shopping, restaurants, and the shores of Georgian Bay. Whether you're looking for a full-time residence or a four-season retreat, this home offers the perfect combination of comfort, style, and an unbeatable lifestyle. (id:47378)
133 Osler Bluff Road
Collingwood, Ontario
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. (id:47378)
67 East Street E
Collingwood, Ontario
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. (id:47378)
117 Albert Street
Collingwood, Ontario
Prime Collingwood location meets effortless living in this turn-key 1,263 sq. ft., one and a half storey detached home, situated just steps from the Georgian Bay shoreline and Sunset Point Park. Transformed through a comprehensive, inside-out renovation in 2018 with over $250,000 in major upgrades-including updated plumbing, electrical, roof, windows, furnace, kitchen, and bathrooms-and further enhanced in 2026 with fresh paint, updated flooring, and exquisite marble-tiled baths. Designed for main-floor convenience, the primary bedroom features a private ensuite and main-level laundry, alongside a convenient main-floor powder room (2.5 baths total). The upper floor offers a third bedroom plus a versatile flex room, ideal for a dedicated home office or guest suite. Set on an expansive 60' x 140' fully fenced lot framed by mature trees, complete with a garden shed, new front deck, and parking for 4. Strolling distance to downtown, Farm Boy, and local amenities. Immediate possession available. (Note: Select photos have been virtually staged to assist in visualizing space potential.) (id:47378)
408 Walnut Street
Collingwood, Ontario
Attention First time buyers! This house is a great house to start home ownership in! 3 bedrooms, 1 1/2 baths. Basement offers a rec room for all the toys! Lovely private yard. Appliances included. Immediate occupancy. The Buyer acknowledges and accepts the property is being sold in "as is, where is condition" without representation or warranty. (id:47378)
802 - 24 Ramblings Way
Collingwood, Ontario
Spectacular sweeping view of Georgian Bay and the Blue Mountain Ski Hill! Enjoy the four season views from all rooms from this 8th floor, 2 bed 2 bath condo with northwestern exposure in Bayview Tower. Ruppert's Landing community, located on the north side of Collingwood has all of the fun activities you and your family are looking for. This four season, gated resort style property offers residents a taste of the good life with amenities such as Rec Centre with indoor heated swimming pool, hot tub, sauna, exercise facility and more; outdoor tennis and pickleball courts, marina with boat slips and canoe/kayak storage and a private swimming area in the refreshing waters of White's Bay. Freshly painted, this bright/sunlit condo shows well and offers a combined living/dining area, modern kitchen, large primary bedroom with ensuite AND California closets with ample storage. The second bedroom is perfect for company as it comes with a pullout sofa bed. A large covered balcony with gas line for BBQ is accessible from both the primary bedroom and the living area. This condo comes with one covered parking space and storage locker. Water/sewer, internet and cable included in monthly maintenance fee. (id:47378)