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Homes For Sale in Rupert’s Landing

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  • 89 - 18 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13854258

    89 - 18 RAMBLINGS WAY Collingwood L9Y 5S4
    Main Photo: 89 - 18 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13854258

    89 - 18 RAMBLINGS WAY Collingwood L9Y 5S4

    $549,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13854258
    Bedrooms:
    3
    Bathrooms:
    2
    Bright and spacious 3-bedroom MAIN FLOOR corner suite offering over 1,200sq. ft. of convenient one-level living in sought-after Briarwood 11 at Ruperts Landing. Surrounded by mature trees and peaceful wooded views, this beautifully situated condominium offers a warm and inviting setting as the seasons change. Three separate walkouts provide easy access to private patios and the surrounding grounds, perfect for enjoying crisp fall mornings or returning home after a day outdoors. Inside, the thoughtfully designed layout features three bedrooms, including a primary suite with 4-piece ensuite, a well-appointed kitchen with pantry, and a spacious living room anchored by a cozy fireplace. Large windows fill the home with natural light and bring the beauty of the surrounding landscape indoors. With comfortable one-level living and an abundance of amenities just steps away, this is an ideal home for full-time living or a four-season retreat. Located within the exclusive gated waterfront community of Ruperts Landing, residents enjoy 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. Enjoy morning walks through the community, cozy evenings by the fireplace, and easy access to nearby Blue Mountain and the area's private ski clubs. Scenic hiking and cycling trails, golf, restaurants, downtown Collingwood and waterfront recreation are all just minutes away. *WiFi, Cable and Water are included in the monthly fees* (id:2493) More details
    Listed by Chestnut Park Real Estate
    LISTING DETAILS

  • 502 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13807064

    502 - 24 RAMBLINGS WAY Collingwood L9Y 5S6
    Main Photo: 502 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13807064

    502 - 24 RAMBLINGS WAY Collingwood L9Y 5S6

    $394,999
    Single Family
    Status:
    Active
    MLS® Num:
    S13807064
    Bedrooms:
    1
    Bathrooms:
    2
    An exceptional opportunity to enjoy the Georgian Bay lifestyle at an incredible price! Offered at just $394,999, this spacious condo at Rupert's Landing combines comfortable, low-maintenance living with an outstanding four-season recreational setting right on Georgian Bay. Relax on the enclosed three-sided balcony and take in the panoramic views, or step outside and enjoy a community designed for an active lifestyle, with an indoor pool, tennis, pickle ball, recreation facilities and marina. Beyond your doorstep, Blue Mountain skiing, golf, cycling, mountain biking, the Bruce Trail, Georgian Trail and beautiful Georgian Bay beaches are all within easy reach. Shopping, dining, entertainment and hospital services are also just minutes away. Whether you're looking for a full-time home or a carefree four-season retreat, this is a wonderful opportunity to embrace everything the Collingwood and Blue Mountain area has to offer-without the luxury price tag. Originally configured as a two-bedroom, this unit offers the potential to be converted back to a two-bedroom if desired. (id:2493) More details
    Listed by RE/MAX By The Bay Brokerage
    LISTING DETAILS

  • 802 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13668066

    802 - 24 RAMBLINGS WAY Collingwood L9Y 5S7
    Main Photo: 802 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13668066

    802 - 24 RAMBLINGS WAY Collingwood L9Y 5S7

    $589,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13668066
    Bedrooms:
    2
    Bathrooms:
    2
    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:2493) More details
    Listed by Century 21 Millennium Inc. and Royal LePage Locations North
    LISTING DETAILS

  • 706 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13648632

    706 - 24 RAMBLINGS WAY Collingwood L9Y 5C6
    Main Photo: 706 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13648632

    706 - 24 RAMBLINGS WAY Collingwood L9Y 5C6

    $729,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13648632
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to Bayview Tower! This lovely 3 bedroom unit on the 7th floor brings in ample natural light with large windows looking out over Blue Mountain and Georgian Bay. This gated community features many recreational activities including private Marina, pickleball courts, indoor pool/Hot tub/Sauna, indoor Basketball Court and walking paths along the shores of Georgian Bay. This unit has designated parking, visitor parking and storage locker on the main floor for your Skiis. Come see what life could be like in Ruperts Landing! (id:2493) More details
    Listed by Royal LePage Locations North
    LISTING DETAILS

  • 42 - 28 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13027718

    42 - 28 RAMBLINGS WAY Collingwood L9Y 5C6
    Main Photo: 42 - 28 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S13027718

    42 - 28 RAMBLINGS WAY Collingwood L9Y 5C6

    $589,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13027718
    Bedrooms:
    3
    Bathrooms:
    3
    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. (id:2493) More details
    Listed by Engel & Volkers Toronto Central
    LISTING DETAILS

  • 1001 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S12812282

    1001 - 24 RAMBLINGS WAY Collingwood L9Y 5C6
    Main Photo: 1001 - 24 RAMBLINGS WAY in Collingwood: Condo for sale : MLS®# S12812282

    1001 - 24 RAMBLINGS WAY Collingwood L9Y 5C6

    $999,000
    Single Family
    Status:
    Active
    MLS® Num:
    S12812282
    Bedrooms:
    2
    Bathrooms:
    2
    MOVE IN BEFORE THANKSGIVING! There are views, and then there are views like this! Perched above Southern Georgian Bay, this exceptional 1,894 sq. ft. 2 bedroom, 2 bathroom Penthouse captures an extraordinary panorama spanning the Niagara Escarpment, Blue Mountain ski hills, Georgian Bay and the iconic Lighthouse Island. Your monthly maintenance fees provide an impressive amenity collection designed to make everyday life feel more like a getaway: recreation/fitness centre with indoor pool, squash, social lounges, outdoor tennis and pickleball courts, a children's playground and easy marina access to Georgian Bay (including hydro at boat slips). Also included is water, cable and high-speed internet charges, groundskeeping and exterior and building maintenance, snow removal all with lock-and-leave convenience. Designed for effortless living, the open-concept upgraded gourmet kitchen, dining and living areas create an inviting space anchored by a Napoleon gas fireplace and direct access to the main balcony. With floor-to-ceiling windows and two expansive balconies, the scenery becomes part of everyday life, from brilliant autumn colours, glowing winter ski hills and endless summer sunsets. The primary suite is a private retreat with it's own private balcony, a versatile office/sitting area and gas fireplace, generous walk-in closet and well appointed 3-piece ensuite. The guest bedroom enjoys western sunset views beside an upgraded 3 pc bath while the loft offers flexible space for a home office, yoga studio or peaceful retreat. Two deeded, covered parking spaces with interior building access make year-round living easy. Whether you're looking for a four-season retreat with so much convenience and recreation at your doorstep, a lock-and-leave lifestyle or a home where the view is genuinely part of the experience, this is a rare opportunity to enjoy the best of Collingwood and Southern Georgian Bay from an elevated perspective. The View - The Setting - The Lifestyle. (id:2493) More details
    Listed by Chestnut Park Real Estate
    LISTING DETAILS
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Data was last updated October 13, 2026 at 02:15 PM (UTC)
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