Welcome to Windrose Estates!

Explore homes for sale in beautiful escarpment community

Windrose Estates is an exclusive enclave of custom-built homes set on 1 to 2 acre lots in Clearview Township (on the Collingwood border), nestled between Osler Bluff Ski Club and Blue Mountain with panoramic escarpment views. 

This isn't a neighbourhood for cookie-cutter builds—homes here must meet architectural guidelines and restrictive covenants, including a minimum three-car garage, and no RVs, boats, or trailers parked outside. Buyers purchase a lot and bring their own approved builder to create something truly custom. 

Browse the current listings below; if nothing's available now but Windrose is on your radar, contact Andrea to stay informed when properties come to market.

Current Homes for Sale in Windrose

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  • 4 Raintree Court in Clearview: Rural Clearview House for sale : MLS®# S12628816

    4 Raintree Court Rural Clearview Clearview L9Y 0K2
    Main Photo: 4 Raintree Court in Clearview: Rural Clearview House for sale : MLS®# S12628816

    4 Raintree Court Clearview L9Y 0K2 Rural Clearview

    $5,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12628816
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to the extraordinary living experience offered by 4 Raintree Court, nestled in the heart of Ontario's ski country. This luxurious home in the exclusive Windrose Estates combines elegance and sophistication with functional amenities for today's modern families. This custom-built home offers five spacious bedrooms, seven bathrooms, a home theatre, fully equipped gym, sauna, hot tub and heated pool over 8,600 square feet of interior space on a one-acre lot. High ceilings, custom lighting design, multiple skylights and walls of windows work with the wood accent walls to create a contemporary space that is flooded with light. In-floor radiant heating keeps the space cozy and warm throughout ski season as you sit by the fireplace watching the snow fall. The grand kitchen and dining area serve as the heart of this home, with soaring 23ft ceilings and the 10ft high by 16 ft wide sliding doors overlooking the backyard and 10-acre parkland beyond. Equipped with top-of-the-line appliances and designer counters and finishes, the kitchen is a perfect space for those who love to cook and entertain. The outdoor entertainment area includes a new outdoor kitchen, conversation area featuring patio heaters, heated pool and a waterfall that cascades from the upper roof into the pool. The property offers stunning mountain views of Osler Bluffs and Blue Mountain which can be enjoyed from throughout the home. Both resorts are less than ten minutes from the estate, as is downtown Collingwood. Simcoe County is known for its vibrant community atmosphere and natural beauty. From hiking trails to farmers' markets and local festivals-there's always something to see or do here. Notably, Clearview Township allows you to snowmobile or side by side directly out of your own property to the trails located right in the neighbourhood. 4 Raintree Court is more than just a house-it's a lifestyle destination that combines stylish luxury living within your own personal sanctuary. More details
    Listed by PSR
    LISTING DETAILS
    Andrea Mendes Real Estate

  • 1 Windrose Valley Boulevard: Collingwood House for sale : MLS®# S12576432

    1 Windrose Valley Boulevard Collingwood Collingwood L9Y 0K2
    Main Photo: 1 Windrose Valley Boulevard: Collingwood House for sale : MLS®# S12576432

    1 Windrose Valley Boulevard Collingwood L9Y 0K2 Collingwood

    $3,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12576432
    Bedrooms:
    5
    Bathrooms:
    4
    Windrose Estates Luxury Bungalow! This refined 5-bedroom, 4-bath bungalow has over 5000 square feet of finished space and sits on a 1-acre lot at the base of the escarpment, just minutes from Osler Bluff Ski Club and Blue Mountain. Sun-filled and sophisticated, the home features a dramatic Great Room with a 17' vaulted, beamed ceiling and a two-sided linear fireplace that opens to the west-facing composite deck. Designed for upscale living, the main floor includes two private primary suites with spa-inspired ensuites, a third guest bedroom with a 3-piece bath, upgraded lighting, 8' interior doors, a spacious laundry room, and a well-appointed mud/ski room. The chef's kitchen offers stone counters, premium built-in appliances, a marble mosaic backsplash, and a walk-out dining area. The fully finished lower level delivers true luxury with soaring ceilings and exceptional custom details: a glass-walled gym, a media lounge, and an entertainment bar, both clad in striking backlit white onyx marble, plus a glass-walled office/flex room, two additional bedrooms, and a 4-piece bath. The onyx bar and media space create an unmistakable wow factor. Garage parking for 3 cars, an expansive paved driveway, professionally landscaped grounds, and in-ground irrigation complete this high-end residence. Close to ski clubs, trails, beaches, and marinas, this is an exquisite four-season retreat. More details
    Listed by Royal LePage RCR Realty
    LISTING DETAILS
    Andrea Mendes Real Estate

  • 18 Raintree Court in Clearview: Rural Clearview House for sale : MLS®# S12496616

    18 Raintree Court Rural Clearview Clearview L9Y 0K2
    Main Photo: 18 Raintree Court in Clearview: Rural Clearview House for sale : MLS®# S12496616

    18 Raintree Court Clearview L9Y 0K2 Rural Clearview

    $4,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12496616
    Bedrooms:
    9
    Bathrooms:
    6
    Experience elegance and timeless luxury in this stunning custom-built residence, situated in the prestigious WindRose Estates community. Set on a private 1.79-acre lot, this exceptional property offers 5,830 sq. ft. of meticulously designed living space, seamlessly blending sophistication, comfort, and functionality.The home's grand design showcases floor-to-ceiling windows and doors, flooding each room with natural light and offering serene views of the surrounding landscape. The custom chef's kitchen is a true showpiece-crafted with premium finishes, cabinetry, and top-end appliances perfect for both everyday living and entertaining on a grand scale. The open-concept main floor exudes an effortless flow, connecting elegant living and dining areas ideal for gatherings and quiet moments alike.With a total of nine bedrooms and six bathrooms, this home provides ample space for family and guests. The lower level is equally impressive, featuring a state-of-the-art fitness studio enclosed by a floor-to-ceiling glass wall and a spacious recreation or games room for leisure and entertainment. An exceptional feature of this property is the completely self-contained 1,100 sq. ft. apartment, offering two bedrooms, 1.5 bathrooms, a full kitchen, Private covered deck and a separate entrance-perfect for extended family, guests, or luxury rental opportunities. The main 3 car garage provides abundant space for vehicles and equipment, with an additional 1 car garage for the apartment completing this rare offering. Located just minutes from Osler Bluff Ski Club, Blue Mountain Resort, Georgian Bay's crystal waters, and the historic charm of downtown Collingwood, this home is surrounded by endless opportunities for recreation and relaxation-golfing, cycling, boating, and hiking all within reach. Every detail of this exquisite estate reflects thoughtful design and exceptional craftsmanship, making it a truly distinguished residence in one of the region's most sought-after communities. More details
    Listed by RE/MAX By The Bay Brokerage
    LISTING DETAILS
    Andrea Mendes Real Estate

  • 7 Meadowlark Way: Collingwood House for sale : MLS®# S12434407

    7 Meadowlark Way Collingwood Collingwood L9Y 0K1
    Main Photo: 7 Meadowlark Way: Collingwood House for sale : MLS®# S12434407

    7 Meadowlark Way Collingwood L9Y 0K1 Collingwood

    $3,590,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12434407
    Bedrooms:
    5
    Bathrooms:
    4
    MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the equally coveted and convenient Windrose Estates, this home is mere minutes from all area amenities, including Osler Bluffs, Blue Mountain and downtown Collingwood. The open concept main level features a wood slat 12-16 vaulted ceiling, wide plank engineered oak flooring and oversized windows to take advantage of the natural light and escarpment views. Designed to gather in style with a European kitchen with built-in appliances and a separate coffee/wine bar, elevated grand piano lounge, integrated Elan entertainment system (14 zones/26 built-in speakers) and multiple walkouts to the 42x14 composite deck. Support your healthy and active lifestyle in the home gym, yoga studio, cedar/basswood glass front HUUM sauna, 6-person hot tub, large music/games room and with the bonus of an additional lower level laundry/sports storage room for all your gear. After a long day of playing, cozy up in front of one of the three fireplaces and enjoy a movie in the theatre room, great room or with a book in the chill lounge. Plenty of space for family and friends with 3+2 bedrooms (one currently used as a home office) and 3.5 bathrooms. Triple garage with height for car lift and a separate entrance to the lower level. #HomeToStay More details
    Listed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY
    LISTING DETAILS
    Andrea Mendes Real Estate

  • 11 WINDROSE VALLEY Boulevard in Clearview: Rural Clearview House for sale : MLS®# S12401504

    11 WINDROSE VALLEY Boulevard Rural Clearview Clearview L9Y 0K2
    Main Photo: 11 WINDROSE VALLEY Boulevard in Clearview: Rural Clearview House for sale : MLS®# S12401504

    11 WINDROSE VALLEY Boulevard Clearview L9Y 0K2 Rural Clearview

    $2,125,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12401504
    Bedrooms:
    8
    Bathrooms:
    5
    Welcome to Windrose Estates, where luxury living meets unparalleled convenience! Nestled in this prestigious enclave, just moments away from Osler Ski Club, Blue Mountain, and downtown Collingwood, this exquisite home offers the epitome of comfort and elegance. Spanning over 5,000 square feet of meticulously crafted living space, this residence boasts 8 bedrooms and 5 bathrooms, ensuring ample space for both family and guests. As you enter, you'll be greeted by the grandeur of pine post and beam details in the great room, accentuated by a soaring two-storey vaulted cathedral ceiling, creating an ambiance of warmth and sophistication. Throughout the home, oversized 8' solid pine doors and gleaming hardwood floors exude quality and charm, while panoramic views of both Osler and Blue Mountain serve as a breathtaking backdrop to everyday living. The expansive 1.5-acre lot provides a sense of privacy and tranquility, offering the perfect setting for outdoor relaxation and entertainment. With a three-car garage providing ample storage space for vehicles and outdoor gear, this property seamlessly combines practicality with luxury. Priced competitively against neighbourhood sales, there is tremendous potential to customize and elevate this home and landscaping to suit your personal preferences. Check out the AI generated modifications in the video! Don't miss this rare opportunity to own a slice of paradise in one of Collingwood's most coveted neighborhoods. Schedule your showing today and experience the pinnacle of mountain living! More details
    Listed by Royal LePage Locations North
    LISTING DETAILS
    Andrea Mendes Real Estate

  • 4 Meadowlark Way in Clearview: Rural Clearview House for sale : MLS®# S12398226

    4 Meadowlark Way Rural Clearview Clearview L9Y 0K1
    Main Photo: 4 Meadowlark Way in Clearview: Rural Clearview House for sale : MLS®# S12398226

    4 Meadowlark Way Clearview L9Y 0K1 Rural Clearview

    $2,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12398226
    Bedrooms:
    5
    Bathrooms:
    6
    This is it! Get settled before ski season. Welcome to 4 Meadowlark Way, a rare offering in one of the area's most exclusive communities of just 44 estate lots, minutes from Osler Bluff Ski Club, Blue Mountain Resort, and Downtown Collingwood. Set on a private 1-acre property, this Windrose Estates custom-built home offers over 6,400 sq ft of finished space. The gourmet kitchen features high-end appliances, a servery, and a butler's pantry with a wet bar, ideal for entertaining. Don't miss the glassed-in wine room! The primary suite is a true retreat with its own entry hall, office/laundry room, walk-in closet, and spa-like ensuite. With 5 bedrooms (including one on the main level) and 6 bathrooms, there's plenty of room for family and guests. The basement is well-suited for a nanny suite or multigenerational living. Additional features include an oversized triple-car garage, spacious mudroom, and abundant storage for all your gear. The landscaped grounds showcase flagstone walkways and patios, composite decks, armour stone with water features, and space for a future pool framed by mature evergreens for year-round privacy. The community also offers shared green space with trails and a park. Enjoy escarpment views, ski hill lights, and Blue Mountain fireworks right from your backyard. Creative financing considered. The perfect year-round retreat or full-time residence! Hurry and get in before the snow flies! More details
    Listed by Royal LePage RCR Realty
    LISTING DETAILS
    Andrea Mendes Real Estate
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Data was last updated December 13, 2025 at 06:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.