56 Winters Crescent

Nestled in a peaceful, tree-lined setting, this beautifully maintained two-storey condo delivers the ideal balance of comfort, convenience, and year-round recreation. Backing onto mature forested space and an extensive trail network, the property offers a tranquil retreat just moments from the area's most sought-after amenities.The bright and inviting main floor features a functional kitchen, a spacious living area anchored by a cozy gas fireplace, a convenient powder room, and a walkout to a private deck overlooking the serene natural surroundings-perfect for morning coffee or evening relaxation. Upstairs, two generously sized bedrooms and a full bathroom provide comfortable accommodations, while the fully finished walkout lower level expands the living space with a warm and welcoming family room, a second full bathroom, laundry facilities, and abundant storage. This versatile space is ideal for entertaining, hosting guests, or accommodating extended family. Recent upgrades include a new roof (2024), a new water softener, and a high-efficiency tankless on-demand water heater. Owners will also benefit from an approved deck and patio replacement scheduled for the near future. An exterior storage locker adds valuable extra space for seasonal gear and outdoor equipment.Ideally positioned just minutes from Collingwood's vibrant downtown, Blue Mountain Resort, championship golf courses, ski hills, Georgian Bay, and countless outdoor adventures, this property presents an exceptional opportunity as a full-time residence, weekend escape, or investment property.

Hello world and welcome to the Legendary Rupert's Landing waterfront & marina community. Unit 97 is a THREE bedroom & 2.5 bathroom two story unit. This unit is life-changing and has everything a four-season gated waterfront resort has to offer in Collingwood or anywhere else in the world. Rupert's Landing Collingwood, Ontario development is the perfect match for those seeking the active lifestyle in a community with tennis, pickleball, a playground for the kids, a recreation centre with a community room for entertaining, pool table, indoor pool, sauna, hot tub, exercise room and squash/basketball court and private marina & beach on Georgian Bay. This bright and spacious newly renovated 3 bedroom 2.5 bath condo has plenty of room for family and visiting friends/relatives. The main floor features an open floorplan with a 2 piece bathroom, living room with gas fireplace, updated kitchen and dining room with walk-out to a large patio with gas hookup for barbeque. The second floor features 3 bedrooms with 3 piece ensuite bathroom for the master bedroom and a separate 4 piece bathroom for the two guest bedrooms to share. This epic unit is perfect for a full time home owner or retirement or weekend getaways with the family and friends to enjoy all four-seasons. Rupert's Landing is the waterfront community in Collingwood & Blue Mountains. *For Additional Property Details Click The Brochure Icon Below*

Peace and tranquility await you in this quiet, end unit, 3 bedroom townhouse in Living Waters (formerly know as Cranberry). Enjoy the privacy from mature trees surrounding this property on the patio, as well as while tanning on the 2nd floor deck. This tastefully finished townhouse has it all, from an open concept main level that includes engineered hardwood flooring, gas fireplace, quartz countertops in the kitchen, in suite laundry, on demand hot water, main floor powder room and walkout to private patio. The second floor features 3 good sized bedrooms and two beautifully renovated bathrooms, a 4 piece main bathroom and a 3 piece ensuite, both with in floor heating and beautiful tiling, as well as a walkout to a very private deck from the master bedroom. It has been freshly painted, has engineered hardwood flooring on the main level and new carpeting installed in the upstairs and is move in ready!! The central location is convenient to all of the great four season things Collingwood has to offer.

STANDOUT VALUE IN COLLINGWOOD: END UNIT, 2 PARKING SPACES, LOW CONDO FEES, PRIVATE HOT TUB AND SOUTH/WEST EXPOSURE! This fully furnished 3-bedroom, 3-bathroom, approximately 1,250 sq. ft. home offers a rare combination of privacy, outdoor space and convenience, just minutes from the ski hills, Georgian Bay and everything Collingwood and Blue Mountain have to offer. Set in a desirable end-unit location, the home enjoys abundant natural light, south/west exposure and added privacy. Step outside to your private backyard patio and hot tub, or enjoy the additional fenced front patio, giving you two inviting outdoor spaces for relaxing and entertaining. Inside, the bright and spacious main level features a cathedral ceiling, large windows, a dramatic floor-to-ceiling fireplace, vinyl laminate flooring and a neutral colour palette. The kitchen is finished with quartz composite countertops and stainless steel appliances, with an easy walkout from the dining area to the backyard. The third-level primary bedroom offers its own 4-piece ensuite, while two additional bedrooms and a 3-piece bath are located on the second level. A convenient 2-piece powder room is found on the main floor. Additional features include upgraded bathrooms, designer lighting, in-suite laundry, air conditioning installed in 2020 and a storage shed added in 2022. Exterior siding, windows, doors and roof were upgraded in 2019.With TWO PARKING SPACES and LOW CONDO FEES, this property offers advantages that are increasingly hard to find in the area. Use it as a ski-season retreat, a summer escape or a four-season home base in Southern Georgian Bay. Historic Downtown, the Village, private ski clubs, championship golf, restaurants, cafés, shops, trails, marinas, beaches, paddling, tennis, pickleball, and year-round recreation are all within easy reach. A semi-furnished, low-maintenance getaway with room for family and friends, private outdoor living and exceptional access to Collingwood and Blue Mountain.

One of Collingwood's most sought-after neighbourhoods, Sunset Point! This charming and affordable 2-bedroom, 1.5-bathroom condo offers comfortable, low-maintenance living in a well-maintained community. Low monthly condo fees include water and sewer, adding to the home's exceptional value.The unit includes one dedicated parking space, with ample visitor parking available for family and friends. Ideally located just steps from scenic trails, the waterfront, and vibrant downtown Collingwood, you'll enjoy the best of four-season living right at your doorstep.Take in beautiful views of Georgian Bay and the ski hills from your home, creating the perfect backdrop year-round. Plus, enjoy the peace of mind of brand-new windows installed in 2026. Whether you're a first-time buyer, downsizer, or looking for a weekend retreat, this is a wonderful place to call home.

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.

WYLDWOOD COVE, GROUND level one bedroom plus den with 2 bathrooms. This sought after waterfront community is located on the shores of Georgian Bay and only 10 minutes to all the ski hills. Launch your kayak or paddleboard at the waters edge, swim or just sit and enjoy the water views. The pool is open year round and heated in the winter. Open concept living area with a gas fireplace for those cold winter days. Nicely appointed galley style kitchen with island bar, granite counters and stainless appliances. The primary bedroom is nice and bright with large windows and a 4pce ensuite with new vanity. The den is perfect for a second bedroom, office or sitting room, Laundry is in the condo and a large storage unit is outside the front door. One designated parking spot. Condo fees are very reasonable and include water, grounds maintenance, snow removal, exterior maintenance, building insurance and use of the heated year round pool and gym.

There's something special about Collingwood-the kind of place where mornings can begin on the trails, afternoons can be spent on Georgian Bay or the golf course, and winter weekends mean being on the slopes within minutes. Set in the sought-after Cranberry Golf Course area, this spacious 1,461 sq. ft. end-unit townhome puts you right in the middle of it all.Offering 3 bedrooms and 2.5 bathrooms, the home has plenty of space for full-time living, weekend escapes, or a four-season retreat. The main floor features an open-concept layout anchored by a wood-burning fireplace, creating a warm and inviting place to unwind after a day outdoors. A convenient powder room, generous laundry area and walkout to the patio add everyday functionality.Upstairs, you'll find three comfortable bedrooms and two partially updated bathrooms. The primary suite feels like its own little escape, complete with a walk-in closet and an expansive private deck-perfect for slow summer mornings, a coffee in hand and nowhere you need to be.Storage is plentiful, with space beneath the stairs, multiple closets and an additional exterior storage unit for bikes, skis, golf clubs, paddleboards and all the gear that comes with living in Southern Georgian Bay.And then there's the location. Hop on your bike and follow nearby trails toward downtown and the waterfront, walk to shops and restaurants, tee off at Cranberry Golf Course, or spend the day sailing, paddling or relaxing by Georgian Bay. When the snow arrives, Blue Mountain and the area's private ski clubs are only a short drive away.Whether you're looking for a place to call home, a weekend basecamp or a four-season Collingwood getaway, this is an opportunity to enjoy more of what you came here for-mountains, water, trails, golf and a vibrant downtown, all just minutes from your front door.

Welcome to 30 Joseph Trail in the sought-after Tanglewood community of Collingwood! This exceptionally well-cared-for 2-bedroom, 2-bathroom townhouse offers the perfect blend of comfort, style and four-season living-ideal as a full-time home, weekend retreat or seasonal getaway.The bright open-concept main living area features generous natural light, a cozy gas fireplace and a walkout to a private balcony with beautiful views toward Blue Mountain and Cranberry Golf Course. The stylish kitchen offers newer stainless-steel appliances, ample cabinetry, a breakfast bar and granite waterfall countertop-perfect for entertaining or relaxed family meals.The spacious primary bedroom features a luxurious ensuite with double sinks, separate shower and soaker tub. The second bedroom includes bunk beds and works beautifully for guests or as a home office, with a 4-piece guest bathroom nearby. Convenient upper-level laundry adds to the thoughtful layout.Enjoy a private south-facing deck, an oversized single garage with newer door and interior entry, plus driveway parking for a second vehicle. A new air conditioner was installed in 2023.Tanglewood offers a maintenance-free lifestyle with exterior and grounds maintenance, snow and garbage removal, common-element maintenance/repairs and visitor parking included in the monthly fees. Residents also enjoy a private seasonal inground pool just steps from the home. Hot water tank rental is $50.45/month; estimated utilities are approximately $235/month.Located close to ski hills, hiking and biking trails, golf, Georgian Bay, restaurants, shopping and downtown Collingwood, this is your opportunity to enjoy the best of Southern Georgian Bay living.

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the privatebeach, boating on Georgian Bay, skiing nearby slopes, or simply enjoying the vibrant sense of community that makes Lighthouse Point sospecial. This meticulously maintained property boasts long walking trails, beautifully kept gardens, multiple outdoor pools, 9 tennis/pickleballcourts, a brand new kids playground and so much more. From there, step inside your beautiful 2-bedroom, 2-bath condo which features a fullcustom kitchen remodel and a bright, open-concept design. From the carpet free main floor, cozy gas fireplace and the power blinds leading tothe balcony this unit is the perfect spot to relax after your active lifestyle days. The oversized primary suite offers plenty of room for your kingsized bed and a seating area. Lighthouse Point is renowned for its resort-style amenities and unmatched waterfront setting and this unit comeswith access to one of the most sought after boat slips in the marina! Enjoy over 2 kilometers of scenic shoreline walking trails, beaches, indoorand outdoor pools, tennis and pickleball courts, and a highly active recreation centre complete with a gym, games room, sauna, and hot tubs.Highly coveted for its resort-like feel and access to Georgian Bay, this community offers a truly unique way of life. Come experience it foryourself-book your showing today.

Welcome to 14 Dawson Drive, Unit 416, a beautifully updated end-unit townhouse in one of Collingwood's most desirable mature neighbourhoods. Tucked into a quiet pocket just minutes from Blue Mountain Village, the ski clubs, Georgian Bay, golf courses, and downtown Collingwood's boutique shops and restaurants, this home offers everything a GTA buyer is looking for in a four-season escape. Full-time residence, weekend retreat, or ski chalet with seasonal rental potential, it works for all three. Inside, you'll find two bedrooms, two bathrooms, and newer laminate flooring throughout. The second level opens up dramatically with vaulted ceilings and a skylight that floods the space with natural light, anchored by an open-concept kitchen, dining, and living area and a cozy gas fireplace. The primary suite includes a 4-piece ensuite, and everything has been thoughtfully updated so you can move in and start living right away. The private upgraded deck, completely rebuilt in 2024, is where this home truly shines. Surrounded by mature cedars for added privacy, it's the perfect spot to BBQ with friends, enjoy a quiet morning coffee, or unwind after a day on the slopes or the water. You're also steps from some of Collingwood's best walking trails along the water. The Heather Pathway is right there, and the quiet stretches of private beach along the bay offer some of the best sunset views in town. This is the side of Collingwood you don't find from the highway.End units in this complex don't come up often. The privacy, the extra natural light, and the mature cedars set this one apart from anything else on the market in this price range. Turn-key, low-maintenance, and ready for its next chapter. Welcome home.

Pride of ownership can be seen in this 2 bedroom/2 bathroom condo at Cranberry/Living Stone. Open concept unit features newer flooring and a large south facing balcony, overlooking a greenspace. Recent upgrades include exterior doors and new windows. Living Stone, formerly Cranberry Resort, is located close to Collingwood's waterfront and business district and a short drive to Blue Mountains. This unit is ideal for full time living or can be a wonderful weekend retreat.

BUNGALOW in Living Stone (aka Cranberry Village). 2 bedrooms, 2 full baths, cathedral ceiling in the great room and a cozy woodburning fireplace for that apres ski atmosphere, kitchen & ensuite bath have quartz counters, flooring is tile and laminate with carpet in the bedrooms. This location offers a feeling of privacy in the back yard and a large enclosed deck for summer enjoyment. One exclusive parking spot + a guest spot are right at your front door. Doors and windows are homeowner responsibility, deck is condo corp responsibility. No assessments planned nor contemplated, corp year end is Jan. 31st. There is a crawl space of approx 4-5', access via main bedroom closet floor, could be used for ducting to modernize the heat/cool systems.

Stunning 3 bedroom, 2 bathroom townhouse located in a very quiet neighbourhood within the popular Living Stone Resort (formerly Cranberry Resort). Move-in ready condition with many upgrades including: Van Dolder custom front door, living room and kitchen vinyl flooring, heat pump/air conditioner and fan on the gas fireplace. Three levels of separate spaces, beginning with your custom front door on the main level. The long foyer leads to two renovated bedrooms and a renovated 4 piece bathroom with in-floor heating. The impressive second level with vaulted ceiling adds an openness to this space. Living room with gas fireplace, gourmet kitchen with quartz countertops, soft close cabinetry and high end stainless steel appliances including an induction stove. Light, bright dining area with sliding doors to the deck offers great entertaining space. The large deck provides views to Osler Ski Hills, Living Stone recreation centre, tennis courts and green space. Lofted master bedroom is on the third level. Sliding barn door leads to a fantastic ensuite bathroom with floor to ceiling river stone tiles and custom glass shower door. The large lockable storage closet in the main floor bathroom allows for excellent seasonal rental potential. Location doesn't get much better, 7 minutes to the ski hills, 5 mins to downtown Collingwood, a few minutes walk to the golf course, Georgian trail and across the road is the lake. Some furniture is negotiable. Large window in the main floor bedroom could be made into a sliding door to the back if permission from the condo corporation is obtained by the buyer. Condo is managed by Elite, a very well run condo corporation with reasonable monthly maintenance fees.

This reverse floor plan townhouse with loft is situated on the 18th Fairway of Cranberry Golf Course. It has stunning, southern panoramic views over Cranberry Golf Course, Osler and Blue Mountain that will enchant both you and your guests.The ground floor has two well sized bedrooms, both broadloomed with ample closets, one of which features a patio door walkout, to the ground level patio and view over golf course. This level also features a 4 piece bathroom with vinyl flooring and laundry/storage closet.The bright, open concept main (second) floor features kitchen/dining room/living room. The kitchen has ample builtin, retro style storage, with stainless steel counters and sink, as well as a window and patio door to deck overlooking the golf course. The retractable awning on the deck allows you to enjoy those stunning views on warm sunny days and the serenity of this private escape. This level features hardwood flooring throughout, a vaulted living room ceiling and gas fireplace with 2 large windows on either side.The third floor loft primary bedroom is quiet and cozy with a 4 piece master bathroom, walk in closet and view over the golf course as well as the living room.Enjoy the very best of four-season living that Collingwood offers by golfing, cross country skiing, or just enjoying the views from your own yard.

Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after location. This spacious 3-bedroom, 2-bathroom home features a beautifully updated kitchen with modern finishes, perfect for everyday living and entertaining. The bright and inviting living room is highlighted by a cozy gas fireplace, creating the perfect space to relax year-round. The adjacent dining area offers a walkout to a private patio complete with a natural gas BBQ hookup, ideal for outdoor dining and entertaining. Primary bedroom is complete with a 4-pc ensuite. Additional features include convenient in-suite laundry, a dedicated storage unit located just outside the front door, and the ease of main-floor living with no stairs to navigate. Walking distance to trails, water access and the Collingwood mews. A short drive to Blue Mountain and downtown Collingwood. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this move-in-ready home offers comfort, convenience, and exceptional value.

Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhome in the desirable Living Stone Resort community (formerly Cranberry Resort). Offering an ideal blend of comfort, style, and four-season recreation, this move-in ready home is perfectly situated to enjoy everything Southern Georgian Bay has to offer. Step inside to a bright, open-concept main floor where the renovated kitchen features quartz countertops, a large center island, abundant prep space, and generous storage. The kitchen flows seamlessly into the dining area and inviting living room, complete with a cozy gas fireplace, custom built-in shelving, and vinyl flooring throughout the main level. Sliding glass doors lead to an oversized private patio, creating the perfect space for entertaining or relaxing outdoors. A large interior storage room is ideal for skis, bikes, and seasonal gear, while a private exterior shed provides even more storage. Upstairs, the spacious primary bedroom offers an updated 4 piece en-suite bathroom, while two additional well-sized bedrooms are serviced by a beautifully renovated guest bathroom. Located just 5 minutes from downtown Collingwood, you'll enjoy an excellent selection of restaurants, cafés, boutique shopping, and everyday amenities. Spend summer days at Collingwood's waterfront and beaches just 5 minutes away and during the winter hit the slopes at Blue Mountain Village, Toronto Ski Club, and Alpine Ski Club within 10 minutes, or take a short 20-minute drive to Wasaga Beach, home to the world's longest freshwater beach. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home offers an exceptional opportunity in one of the area's most sought-after four-season communities. Furniture can be negotiated.

Nestled into a cozy CRESCENT of MODERN TOWNES this BIRCH INTERIOR UNIT aims to please. With a "soaring exterior", lots of windows complimented by BRICK & WOOD INSPIRED ELEMENTS this TOWNE over $35,000 in upgrades. Main floor bedroom, luxurious VINYL PLANK FLOORING, OAK STAIRS, a CHEF'S KITCHEN featuring WHITE SHAKER STYLE CABINETS, extended uppers, deep upper fridge cabinet, large island with BREAKFAST BAR & STONE COUNTERTOPS THROUGHOUT. The LIVING ROOM features a 42" FLOATING FIREPLACE & LOTS OF WINDOWS to connect with the outdoors. Upstairs there are 2 spacious bedrooms, PRIMARY BEDROOM with ENSUITE privileges, with a GLASS FRONT SHOWER & the CONVENIENCE of 2nd FLOOR LAUNDRY. Close to GEORGIAN BAY, downtown COLLINGWOOD & everything BLUE MOUNTAIN provides! Some images have been virtually staged.

Discover the perfect blend of comfort, privacy, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home nestled in the sought-after Cranberry community. Surrounded by mature greenery and peaceful natural surroundings, this inviting property offers an exceptional lifestyle just minutes from downtown Collingwood and Blue Mountain. Designed for modern living, the main floor features a bright, open-concept layout combining the kitchen, dining, and living areas. The updated kitchen showcases generous prep space, stylish cupboards and stainless steel appliances. Your walk out to a private patio is perfect for outdoor dining, entertaining, or simply unwinding in a tranquil, tree-lined setting with no direct rear neighbours. Upstairs, the spacious primary suite serves as a relaxing retreat, complete with an oversized layout, a walk in closet, a 4-piece ensuite and a walk out to your private deck. Two additional bedrooms are thoughtfully positioned and share a well-appointed 3 piece bathroom, providing ample space for family and guests. Enjoy direct access to Cranberry's extensive trail network for walking, hiking, and cycling, while being only moments from golf, skiing, Georgian Bay, shops, restaurants, and all the amenities of Collingwood and Blue Mountain. Whether you're searching for a full-time residence, weekend escape, or year-round recreational getaway, this exceptional property offers the best of Ontario's premier four-season destination. Experience the peace, privacy, and lifestyle that make Cranberry one of Collingwood's most desirable communities.

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.

Welcome to Cranberry Village living in the heart of Collingwood. This spacious 3-bedroom, 2-bath condo townhouse offers approximately 1,447 sq. ft. of comfortable living space, an owned parking space, outdoor storage, and a sought-after location close to trails, golf, skiing, Georgian Bay, downtown Collingwood, and Blue Mountain. The bright, open-concept main level is designed for easy everyday living and relaxed entertaining, featuring a stylish kitchen with stainless steel appliances, generous living and dining areas, and a cozy gas fireplace (2025) with a stone surround that adds warmth and ambience. Walk out to the patio with a gas BBQ hookup, perfect for summer dinners after a day on the trails or slopes. Upstairs, the spacious primary suite offers a walk-out balcony, walk-in closet, and private ensuite, creating a peaceful retreat. Two additional bedrooms provide flexible space for guests, family, a home office, or weekend visitors. A large laundry room and durable laminate flooring throughout add practical convenience. Whether you're looking for a full-time home, weekend escape, or investment in one of Collingwood's most established resort communities, this Cranberry Village condo delivers location, lifestyle, and value in one inviting package.