40 Barker Boulevard

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.

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*

End unit with SOUTH/ WEST EXPOSURE and PRIVACY! MINUTES TO THE SKI HILL and GEORGIAN BAY. 3 Bed/3 Bath1250 S.f. Home- Fully Furnished. 2 PARKING SPOTS and LOW CONDO FEES! Vacation Home for the Ski Season and or stay longer and enjoy the Summer Season. In the Heart of Southern Georgian Bay/ Collingwood and Blue Mountains.Spacious Kitchen with Quartz Composite Countertops and Stainless Steel Appliances. Walk Out to the backyard from the dining area to a private patio. Additional Private Fenced Patio at the Front of the Condo for additional outdoor enjoyment. Large Master with 4 Pc Ensuite on 3rd Level + 2 Bedrooms and 3 Pc Bath on Second Level - 2 pc Powder Room on Main Level. Neutral Colour Palette, Vinyl Laminate Flooring on the Main Level, A/C Installed (2020), Shed (2022), Floor to Ceiling Fireplace (2020),Cathedral Ceiling with Large Windows/ Streaming Light, Upgraded Bathrooms(3) 2020, Designer Lighting, In Suite Laundry, Exterior- Upgraded Siding/ Windows/ Doors/ Roof (2019) Room to Entertain Family and Friends! Minutes to Historic Downtown Collingwood or the Village at Blue, Private Ski Clubs andChampionship Golf Courses. Explore Shops, Restaurants and Cafes, Art, Trails, and Activities and Festivals Year Round! The Georgian Bay Hotel offers a Relaxing Spa/ Several Amenity Packages, and a Fabulous Restaurant with Live Music. A Multitude of Activities for All Right at your Doorstep~ Extensive Trail System for Hiking/ Biking with Captivating Views, Swimming, Paddling, Marinas, Tennis and Pickelball-the Possibilities are Endless!

Whether you're searching for a weekend escape, investment property, or low-maintenance full-time home, this beautifully maintained 3-bedroom, 3-bath townhouse is legally zoned for short-term rentals - a rare opportunity for buyers looking to generate income while enjoying everything Collingwood and The Blue Mountains have to offer. The bright open-concept main floor features a functional kitchen, dining area, and spacious living room filled with natural light, plus convenient main-floor laundry and a 2-piece bath. Step outside through sliding doors to a private outdoor space perfect for relaxing or entertaining year-round. Upstairs, the second floor offers two bedrooms and a full 3-piece bath, while the entire third level is dedicated to a private primary retreat complete with its own 4-piece ensuite. Located just minutes from downtown Collingwood, Georgian Bay, Blue Mountain, golf courses, trails, and multiple ski resorts, this property is ideal for full-time living, weekend getaways, or income-generating potential. Low-maintenance condo living with exterior maintenance, snow removal, and lawn maintenance included in the fees. Furnace and A/C updated in 2021.Turnkey opportunities with legal short-term rental zoning in this price range are increasingly rare - book your showing today!

TURNKEY townhome in the heart of Ontario's Four Season Playground! Suitable for seasonal rentals (3 month minimum) if you don't plan to use the condo year round. This three bedroom, two-storey condo is fully furnished and fully stocked including decor items, kitchenware and linens. FEATURES: *high efficiency FURNACE/AC 2018 *new kitchen *new flooring *open concept living *walk outs from two bedrooms and living area *new deck. with glass rails *private patio with hard top gazebo *views of the golf course and Blue Mountain *new gas fireplace *main floor laundry *main floor bathroom *primary bedroom with walk in closet and ensuite *updated bathrooms *new doors *new hydro panel *new pot lights and fixtures *washer/dryer 2021, *fridge/stove/microwave 2020 *Endy mattresses *new custom pull out sofa *exclusive parking located outside the front door plus guest parking *exterior storage cupboard at the front entry. Enjoy the nearby amenities in Collingwood plus trails, skiing, beaches, hiking and golf. Internet/TV package $62.15/month through condo association. Note: Living room sofa has been replaced with custom pull out.

Welcome to this beautiful three-bedroom, three-bathroom home backing directly onto the golf course in one of Collingwood's most sought-after communities-just in time to enjoy the best of summer living. Meticulously maintained, this property offers a bright and spacious open-concept main floor featuring a cozy gas fireplace and a seamless living, dining, and kitchen area, all overlooking the serene, forested fairway of Cranberry Golf Course.Upstairs, you'll find three generously sized bedrooms, including a stunning primary suite complete with a private ensuite and its own deck-the perfect spot for morning coffee or unwinding after a day in the sun. A convenient second-floor laundry suite adds to the home's thoughtful design.Set within a picturesque, forested golf-side community, residents enjoy access to a beautifully maintained communal area with an in-ground pool and tranquil, park-like sitting spaces-ideal for soaking up warm summer days. The lifestyle here is second to none, with access to the Georgian Trail for biking and walking, and just minutes to Georgian Bay, local beaches, and waterfront access.Offered fully furnished and completely turnkey, this home includes all furniture along with a fully equipped kitchen package-dishes, cookware, and more-making it effortless to settle in and start enjoying right away.Located just minutes from downtown Collingwood's vibrant restaurants and shops, and a short drive to Blue Mountain, golfing, trails, and Georgian Bay, this property is perfectly suited as a full-time residence or an exceptional summer retreat-or both.

Rarely offered 3-bedroom MAIN FLOOR corner suite offering over 1,200 sq. ft. of convenient one-level living in sought-after Briarwood 11 at Ruperts Landing. This bright and spacious condominium is surrounded by mature trees and peaceful wooded views, with three separate walkouts to private patios where you can enjoy your morning coffee, entertain guests, or relax with a summer barbecue in a tranquil setting. Inside, the thoughtfully designed layout features three generous bedrooms, including a primary suite with a 4-piece ensuite, a well-appointed kitchen with pantry, and a spacious living room anchored by a cozy fireplace. Large windows bring in natural light and create a seamless connection to the outdoors, making this an ideal choice for full-time living, a weekend getaway, or a four-season retreat. Located within the exclusive gated waterfront community of Ruperts Landing, residents enjoy access to an impressive 6,000 sq. ft. Recreation Centre featuring an indoor pool, hot tub, sauna, fitness room, squash/basketball court, fireplace lounge, pool table, playground, tennis and pickleball courts, private marina, and private beach access on the shores of Georgian Bay. Just minutes from downtown Collingwood and the area's renowned four-season attractions, including Blue Mountain Resort, private ski clubs, scenic hiking and cycling trails, golf courses, restaurants, and waterfront recreation, this is a rare opportunity to enjoy carefree living in one of the region's most desirable waterfront communities. Come experience the best of Georgian Bay living and enjoy the good life at Ruperts Landing.

**Tanglewood** Situated in a quiet residential mountain-style development, set back from the highway and next door to the very scenic Cranberry Golf Course (public). Enjoy this spacious 1555 + 325 sq ft (approx) on 4-levels, located in the heart of Southern Georgian Bay. Residents have easy access to all the town of Collingwood has to offer with amazing Entertainment, Shopping, Dining, Hiking Trails, lots of options for live music, grocery and all amenities. Excellent for entertaining family and friends or taking advantage of the active lifestyle of the Simcoe region! If water activities is your preference, nearby is access to Georgian Bay for boating (Lighthouse Point Marina) and all water activities. Take it easy and let property management take care of all your exterior maintenance and repairs, included in the monthly maintenance fee. Residents enjoy the seasonal ** private pool ** (steps away). The main level offers an open-concept family room with a bright west view with a walkout to deck.The 2nd level of this spacious townhome, greets you with a fabulous layout, awesome views east & west, large living area, **New Flooring** w/ eat-in chef's kitchen, west-facing, walkout to balcony and a stunning west view over greenbelt and a creek that runs thru the west side of this development. Also a spectacular views over the ski hills. Main floor offers a large, open-concept family room with a west view (and a walkout) that makes a great TV room or separate home office. On the upstairs level, there are 2 spacious bedrooms (with great views) and a large 4-pc bathroom (separate shower), in addition, you will find a teenager bedroom / guest suite on the lower level. For convenience, there is a washroom on every floor, 4 in total. Some homeowners love the popular seasonal rental option. This is the best of Southern Georgian Bay lifestyle. See Floor Plan Attached.

This beautifully updated home offers three spacious bedrooms and two modernized bathrooms, thoughtfully designed for comfort and style. The main floor features a bright, open-concept layout centered around a custom kitchen complete with heated floors, Cambria quartz countertops, and a striking waterfall island-perfect for both everyday living and entertaining The primary bedroom is a true retreat, featuring a vaulted ceiling and direct walkout access to the deck. Outside, enjoy an extended patio and a private backyard-ideal for relaxing or hosting guests. Storage is plentiful with an outdoor shed, a cedar-lined closet in the laundry area, and additional space under the stairs. Extensive upgrades provide peace of mind, including all new windows (2018), ductless AC/heat (2018), a fully renovated kitchen with custom cabinetry, quartz countertops, and new appliances (2019), and updated bathrooms (2018 & 2021). Additional improvements include a built-in walk-in closet in the primary bedroom (2019), a new living room fireplace (2023), a rebuilt deck (2024), updated patio sliding door (2025), and a new water heater (2026). Conveniently located just minutes from amenities, shopping, and outdoor recreation, this home also offers easy access to nearby mountains-only a 15-minute drive away-for skiing, hiking, and year-round adventure.

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 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.

Experience the best of waterfront living at Lighthouse Point Yacht & Tennis Club -a highly sought-after community spanning more than 125 acres along the shores of Georgian Bay and offering an unmatched collection of resort-style amenities. This beautifully appointed ground-floor end unit offers 3 bedrooms, 2 bathrooms, and approximately 1,396 square feet of thoughtfully designed living space. Bright and welcoming, the open-concept kitchen and living area are ideal for entertaining, while expansive windows and a cozy gas fireplace create a warm, sun-filled atmosphere throughout. Step outside to two spacious private patios, accessible from both the living room and the primary suite - perfect for morning coffee or relaxing after a day on the trails or water. The primary retreat features double closets, a private ensuite with walk-in shower, and direct patio access. Two additional generously sized guest bedrooms and a second full bathroom provide ample room for family and visitors. Designed for four-season living, this unit also includes a large foyer, laundry and two private storage lockers with plenty of space for skis, bikes, and outdoor gear. Residents of Lighthouse Point enjoy an exceptional lifestyle with amenities that include: *Outdoor swimming pools *Recreation Centre~ indoor pool, sauna, hot tub, fitness centre *Nine tennis and pickleball courts * Private Marina with rental opportunities *Over two kilometers of scenic waterfront walking trails. Whether you're searching for a weekend retreat, investment opportunity or a full-time residence, this rare offering combines luxury, comfort, and the natural beauty of Georgian Bay in one extraordinary waterfront community. View the Virtual Tour

Peaceful and Private location in Cranberry. Close to all the local trails for biking and hiking and just a few minutes from downtown Collingwood & Blue Mountain. Make this your permanent home or ideal weekend get-away in the heart of this stunning 4 Season Recreation area. 3 Bed, 2 Bath combines modern, contemporary main floor living w/Kitchen/Dining/Living Rm. Kitchen has lovely quartz counter tops with ample preparation area. Door off Dining Room to rear patio area which is surrounded by greenery and not overlooked by neighbours. On the 2nd floor you will find an oversized Primary Bed w/4PC en-suite. The 2nd & 3rd bedrooms share a separate 4PC bath. Decks are scheduled to be replaced/renovated in 2027. Relax & enjoy the peace and outdoor tranquility this beautiful area has to offer. Book your showing today and get set to enjoy Summer in this sought after Ontario location.

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.

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.

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.

Wake up to views of Georgian Bay from both your patio and primary bedroom and discover a waterfront oasis unlike any other in Collingwood. Nestled in The Cove, this ground-floor retreat is surrounded by mature trees, naturalized green space, and the tranquil waters of Georgian Bay, creating a peaceful setting that feels worlds away while remaining just minutes from downtown. The Cove's smaller-scale community and park-like setting offer a rare blend of nature, privacy, and one-level living. When adventure calls, the waterfront trail is literally steps from your door, where the path splits-one direction leads into downtown Collingwood, while the other meanders through peaceful marshlands alive with birds and wildlife before crossing to the secluded Hens and Chickens Island. Launch your kayak or paddleboard nearby, explore the shoreline, cycle the trails, or simply relax and enjoy the serenity that surrounds you. Inside, this thoughtfully designed 2-bedroom, 2-bath home features an inviting open-concept layout with a breakfast bar, dining area, and living room centred around a cozy gas fireplace. Two walkout doors invite the outdoors in, while large windows showcase Georgian Bay views throughout the seasons. Additional outdoor storage, dedicated parking, and communal storage for kayaks, paddleboards, and bicycles make it easy to embrace the active waterfront lifestyle. In 2024, The Cove completed significant exterior improvements, including new siding, roofing, and insulation, preserving the community's unique charm while enhancing long-term comfort and efficiency. Whether you're searching for a full-time residence, weekend retreat, or right-sizing opportunity, this is more than a condominium-it's a peaceful waterfront escape in the heart of Southern Georgian Bay.

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.

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.

Experience ultimate four-season recreation at 24 Joseph Trail, a beautifully finished 2 bedroom, 2 bathroom condo with a garage with lots of storage and inside entry to the building! Positioned perfectly for outdoor enthusiasts, this property neighbours Cranberry Golf Course and offers quick access to the extensive Georgian Trail system for year-round hiking, biking, and cross-country skiing. Want to enjoy the water? You're steps away from the outdoor pool or Southwinds Marine is only a 5 minute bike ride away! Inside the home you will love the gas fireplace, California shutters throughout, large windows, stainless steel appliances, granite counters with waterfall, A/C and an outdoor balcony with golf course views. Upstairs features two spacious bedrooms, laundry, a 4pc bath and your own ensuite with separate shower and large tub. This location does not disappoint whether you're looking for year end living or just want to enjoy specific times of the year and want to rent out seasonally when you're not here. Come enjoy the lifestyle that Collingwood and Blue Mountains has to offer.