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  • 1 WINDROSE VALLEY BOULEVARD in Clearview: Single Family for sale : MLS®# S13065468

    1 WINDROSE VALLEY BOULEVARD Clearview L9Y 0K2
    Main Photo: 1 WINDROSE VALLEY BOULEVARD in Clearview: Single Family for sale : MLS®# S13065468

    1 WINDROSE VALLEY BOULEVARD Clearview L9Y 0K2

    $2,999,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13065468
    Bedrooms:
    5
    Bathrooms:
    4
    Highly desirable location at the base of the escarpment, moments from Osler Bluff Ski Club and just minutes to downtown Collingwood, this extraordinary Adelaide Model in Windrose Estates offers an exceptional blend of luxury, comfort, and four-season living. Set within an exclusive enclave of just 43 estate lots, surrounded by scenic landscapes, walking trails, and a meandering creek, this spectacular bungalow sits on a private 1-acre lot with seasonal views of Osler ski hills and minutes to Blue Mountain. Boasting almost 5000 sq. ft. of beautifully finished living space, this sun-filled home features 5 bedrooms, 4 bathrooms, upgraded lighting, a dramatic Great Room with a 17' high wood-beamed ceiling, 12' ceilings throughout the rest of the main floor and a striking two-sided linear fireplace that seamlessly connects to the west-facing outside composite deck-perfect for entertaining. The open-concept design flows into a chef-inspired kitchen complete with stone countertops, premium built-in appliances, and a marble mosaic backsplash. The main level offers two luxurious primary suites with spa-like ensuites, one with a two-sided gas fireplace, plus a third guest bedroom with its own ensuite, 8' interior doors, a spacious laundry room, and a well-designed mud/ski room with inside access to the triple-car garage. The fully finished lower level elevates the home further with a glass and mirror-walled gym, executive office, additional bedrooms, 4 piece bathroom, a stunning media lounge with surround sound and bar featuring backlit white onyx marble - creating a true showpiece. Additional highlights include an expansive paved driveway w/parking for 6 more cars, professional landscaping with irrigation, whole-home generator, water treatment systems, and smart home features. With close proximity to ski clubs, trails, beaches, and marinas, this refined estate property is the ultimate year-round retreat. (id:2493) More details
    Listed by Chestnut Park Real Estate
    LISTING DETAILS

  • 8 CLUBHOUSE DRIVE in Collingwood: Single Family for sale : MLS®# S13061968

    8 CLUBHOUSE DRIVE Collingwood L9Y 4Z6
    Main Photo: 8 CLUBHOUSE DRIVE in Collingwood: Single Family for sale : MLS®# S13061968

    8 CLUBHOUSE DRIVE Collingwood L9Y 4Z6

    $949,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13061968
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to the sought-after Blue Shores community where waterfront living meets an active, low-maintenance lifestyle along Georgian Bay. This beautifully maintained bungalow comes with the rare bonus of your own BOAT SLIP, making it perfect for those who love life on the water or simply want to enjoy the peaceful surroundings. Offering 2+1 bedrooms, this home features a bright, open-concept main floor with a stylish kitchen, spacious dining area with walkout to the backyard, and a stunning living room complete with vaulted ceilings, eye-catching circular window, and a cozy fireplace. The main floor primary suite includes a walk-in closet and 3-piece ensuite, while the second bedroom is ideal for guests or a home office. The finished basement adds even more living space with a third bedroom, a full bathroom with double shower heads, a welcoming family room with fireplace, and a rec room with pot lights and windows creating a bright, warm space. Additional highlights include main floor laundry with garage access, a double car garage with double driveway, and beautiful curb appeal with a stone and wood exterior. Enjoy added privacy with no rear neighbours and relax on the covered front porch. Condo fees include lawn care, snow removal, and access to an impressive array of community amenities: indoor and outdoor pools, tennis courts, a games room, marina, and a vibrant social calendar. This is your opportunity to enjoy carefree living in one of Collingwood's most desirable waterfront communities. (id:2493) More details
    Listed by EXP REALTY
    LISTING DETAILS

  • OPEN HOUSE: 9 HILL STREET in Collingwood: Single Family for sale : MLS®# S13062754

    9 HILL STREET Collingwood L9Y 0A7
    OPEN HOUSE: May 02, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, May 2, 2026 1:00PM - 3:00PM
    OPEN HOUSE: May 03, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, May 3, 2026 1:00PM - 3:00PM
    Main Photo: 9 HILL STREET in Collingwood: Single Family for sale : MLS®# S13062754

    9 HILL STREET Collingwood L9Y 0A7

    $1,025,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13062754
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this well maintained 3 bed home in the highly sought after Mair Mills community known for its friendly neighbours and close-to-everything convenience. Bright, comfortable and thoughtfully laid out, this home feels welcoming from the moment you arrive. The spacious kitchen, complete with a large island and ample workspace, is perfect for family meals and gatherings with friends. The living room provides an inviting space with hardwood floors, vaulted ceilings, pot lights and a stone fireplace for those chilly Canadian days! Upstairs is carpet free with a generous primary bedroom complete with a 4pc ensuite and roomy walk-in closet. Two additional bedrooms provide plenty of space for family or guests and the large unfinished basement is a blank canvas for future customization. Outside, the mostly fenced and private backyard includes a large deck, attractive landscaping and an impressive 9' x 13' stone shed. A short distance from town and close to trails, golf and the ski hills, this home offers an ideal blend of comfort, community and location. (id:2493) More details
    Listed by Century 21 Millennium Inc.
    LISTING DETAILS

  • 40 MARKET STREET in Collingwood: Single Family for sale : MLS®# S13061324

    40 MARKET STREET Collingwood L9Y 3M6
    Main Photo: 40 MARKET STREET in Collingwood: Single Family for sale : MLS®# S13061324

    40 MARKET STREET Collingwood L9Y 3M6

    $789,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13061324
    Bedrooms:
    3
    Bathrooms:
    2
    Renovated from top to bottom, this beautifully updated family home is truly move-in ready. Thoughtfully designed with a functional and inviting floor plan, it offers separate living and dining areas, a spacious main floor family room, and a walkout to a private backyard-perfect for relaxing or entertaining. Upstairs, you'll find three generously sized bedrooms and a well-appointed bathroom, while the convenience of main floor laundry and an additional powder room adds to the home's everyday ease. (id:2493) More details
    Listed by Royal LePage Locations North
    LISTING DETAILS

  • 106 SYCAMORE STREET in Blue Mountains: Single Family for sale : MLS®# X13064878

    106 SYCAMORE STREET Blue Mountains L9Y 4E2
    Main Photo: 106 SYCAMORE STREET in Blue Mountains: Single Family for sale : MLS®# X13064878

    106 SYCAMORE STREET Blue Mountains L9Y 4E2

    $929,900
    Single Family
    Status:
    Active
    MLS® Num:
    X13064878
    Bedrooms:
    3
    Bathrooms:
    4
    Turnkey Windfall Ski Home - Furnishings Optional + Proven $20K Seasonal Rental Income. Welcome to 106 Sycamore Street - a fully upgraded, move-in-ready home in the heart of Windfall, offering the perfect blend of lifestyle and investment potential. This beautifully finished Bedford model features 3 bedrooms and 2.5 baths above grade, plus a fully finished basement with a full bathroom and media space - ideal for hosting family and guests. Positioned at the top of a quiet T-street, the home offers rare sight lines toward Osler Ski Club and Blue Mountain, setting it apart from typical interior-facing properties. Thoughtfully upgraded throughout, the interior showcases designer lighting, custom feature walls, shiplap and barn board accents, and a warm, inviting layout designed for both comfort and style. Offered with furnishings optional, this home can be purchased fully turnkey for immediate enjoyment or as a clean slate for personal use. With a proven track record of approximately $20,000 in seasonal winter rental income, it offers strong revenue potential.The backyard includes irrigation and added privacy with mature maple trees, while the finished basement provides valuable additional living space not found in many comparable homes. Located just minutes from Blue Mountain, private ski clubs, trails, and all-season amenities, this is a rare opportunity to own a flexible, fully equipped Windfall home ready to enjoy from day one! POTL for this property is $91.88 for use of The Shed - community area with pool, hot tub, gym, sauna, community room! (id:2493) More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    LISTING DETAILS

  • 113 - 107 WINTERGREEN PLACE in Blue Mountains: Condo for sale : MLS®# X13062140

    113 - 107 WINTERGREEN PLACE Blue Mountains L9Y 0P8
    Main Photo: 113 - 107 WINTERGREEN PLACE in Blue Mountains: Condo for sale : MLS®# X13062140

    113 - 107 WINTERGREEN PLACE Blue Mountains L9Y 0P8

    $779,000
    Single Family
    Status:
    Active
    MLS® Num:
    X13062140
    Bedrooms:
    3
    Bathrooms:
    2
    LOCATION, LOCATION, LOCATION! Welcome to Wintergreen, enjoy a private getaway! This 3-bedroom, 2-bathroom townhome is perfectly located just a 2 minute walk to Blue Mountain Village, Monterra Golf and skiing at Blue. Designed for comfort and convenience, this condominium backs onto the 1st fairway of the award-winning Monterra Golf Course and offers stunning year-round views of both the course and the nearby ski slopes. A perfect spot to relax after an active day outdoors. The main level boasts an inviting Great Room highlighted by vaulted ceilings and a gas fireplace, with a walk-out to the patio overlooking the golf course. The dining room is next to the equipped kitchen and overlooks the Great Room. Also on the mail level is a primary bedroom with an ensuite and sauna, a second bedroom, a full bathroom and lots of closets for storage. Upstairs, a spacious third bedroom with a sitting room provides an ideal retreat for guests, extended family or kids. Additional features include central air conditioning, an on-demand hot water system, and a convenient in-suite washer and dryer. Monthly condo fees include exterior upkeep, snow removal, and landscaping for easy, worry-free living. Enjoy Blue Mountain Village's shops, restaurants, and entertainment, this property embodies the ultimate "live where you play" lifestyle. (id:2493) More details
    Listed by RE/MAX Four Seasons Realty Limited
    LISTING DETAILS

  • 37 - 171 SNOWBRIDGE WAY in Blue Mountains: Condo for sale : MLS®# X13063780

    37 - 171 SNOWBRIDGE WAY Blue Mountains L9Y 0V1
    Main Photo: 37 - 171 SNOWBRIDGE WAY in Blue Mountains: Condo for sale : MLS®# X13063780

    37 - 171 SNOWBRIDGE WAY Blue Mountains L9Y 0V1

    $1,360,000
    Single Family
    Status:
    Active
    MLS® Num:
    X13063780
    Bedrooms:
    4
    Bathrooms:
    5
    Located in the highly sought-after Snowbridge community (walking to Village or free Shuttle Bus), this property offers a true four-season resort lifestyle with beautifully maintained landscaping year-round. Surrounded by the scenic Monterra Golf Course, this home is not only a peaceful getaway but also a proven income-generating investment (over $170,000 in 2025). It is one of the top-rated vacation rental properties in the Blue Mountains, with strong and consistent annual rental income. The property is professionally managed, and the new owner will have the option to continue with the same management company for a seamless transition. Over $60,000 future bookings can be transferable along with over 250 of amazing reviews. Short-term accommodation (STA) is permitted, and the property is currently licensed for up to 10 occupants. ******** This end-unit is one of the largest and coziest vacation homes in the area, ideally situated in the heart of Blue Mountain. Designed for both comfort and functionality, this spacious retreat spans multiple levels and features 4.5 well-appointed bathrooms. The home includes a private sauna and a fully equipped entertainment basement, perfect for relaxing or hosting guests. Enjoy unmatched convenience with the ability to walk to Blue Mountain Village or take advantage of the free shuttle service. A seasonal outdoor heated community pool is just a one-minute walk from the property. (id:2493) More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS

  • 6 ALPINE COURT in Collingwood: Single Family for sale : MLS®# S13063354

    6 ALPINE COURT Collingwood L9Y 4W7
    Main Photo: 6 ALPINE COURT in Collingwood: Single Family for sale : MLS®# S13063354

    6 ALPINE COURT Collingwood L9Y 4W7

    $2,000,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13063354
    Bedrooms:
    4
    Bathrooms:
    3
    Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow is a rare blend of luxury, space, and privacy. Surrounded by mature trees, two tranquil garden ponds with a charming waterfall feature, and beautiful private views, this property offers a peaceful & therapeutic retreat just minutes from town amenities. Built with exceptional craftsmanship, the home features a thoughtful main floor layout with a spacious primary suite, main floor laundry, and both a gas fireplace and a cozy wood-burning fireplace that add warmth and elegance to every season. The heart of the home opens to breathtaking views of the lush, tranquil, private backyard, making it perfect for entertaining or quiet evenings at home. Upstairs, you'll find three generous bedrooms, a versatile den or movie room, and ample storage for family living or guest accommodations. A rare three-car garage provides plenty of space for vehicles, hobbies, or workshop needs. This is more than a home, it's a lifestyle property with timeless appeal, set on a large, landscaped lot in one of the area's most sought-after neighbourhoods. (id:2493) More details
    Listed by Royal LePage Locations North
    LISTING DETAILS

  • 25 - 25 STARBOARD ROAD in Collingwood: Condo for sale : MLS®# S13063378

    25 - 25 STARBOARD ROAD Collingwood L9Y 5C8
    Main Photo: 25 - 25 STARBOARD ROAD in Collingwood: Condo for sale : MLS®# S13063378

    25 - 25 STARBOARD ROAD Collingwood L9Y 5C8

    $749,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13063378
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to Dockside Village located on the Sparkling Blue Waters of Georgian Bay in Collingwood! This Fabulous Four Season Retreat is Located in a Beautiful Enclave of Executive Townhomes and is Just an 8 Minute Drive to the Iconic Blue Mountain Village and is in Close Proximity to Numerous Private Ski Clubs and Championship Golf Courses. Fall in Love with Your New Winter Chalet/ Spring/Summer and Fall Cottage with Breathtaking Views of Georgian Bay and 460 Feet of Shoreline with Private Beachfront. Amenities Include~ Salt Water Pool, Clubhouse, 2 Tennis/Pickleball Courts, Shared Waterfront Deck and a Watercraft Launch for Kayaks, Canoes and Paddle Boards. This is an Entertainer's Dream~ Lots of Room for Family and Guests~ 3 Bedrooms and 2.5 Baths Plus a Recreation Room/ Office in the Lower Level. Features and Enhancements include: *Spacious Family Room with Vaulted Ceiling *Hardwood Flooring* Bright Windows *Fireplace/ Feature Brick Wall with Built Ins *Walk out to Spacious Deck/ BBQ * 2nd Enclosed Patio *Upgraded Kitchen Cabinets *Quartz Countertops *Separate Dining Room Over Looking Sunken Family Room *Primary Suite with Generous Windows and 4 Pc Ensuite/ Walk in Closet *Spacious Second and 3rd Bedroom *4 Pc Bath *Custom Blinds *Lower Level Powder Room *Lower Level Laundry *Attached Garage. A Perfect Home for All~ a Full Time Residence, Energetic Weekenders, Ambitious Professionals and Freedom Seeking Active Retirees-Embrace the 4 Season Lifestyle and all that Southern Georgian Bay has to Offer~ Boutique Shops, Restaurants and Cafes Featuring Culinary Delights, Art and Culture. Take a Stroll Downtown, Along the Waterfront or in the Countryside. Visit a Vineyard, Orchard or Micro-Brewery, Explore an Extensive Trail System~ all at your Doorstep. A Multitude of Amenities and Activities for All~ Skiing, Boating/ Sailing, Biking, Hiking, Swimming, Golf, Hockey and Curling. Income potential~ Seasonal Rental or Monthly. (id:2493) More details
    Listed by RE/MAX Four Seasons Realty Limited
    LISTING DETAILS

  • 116 DOROTHY DRIVE in Blue Mountains: Single Family for sale : MLS®# X13064454

    116 DOROTHY DRIVE Blue Mountains N0H 1J0
    Main Photo: 116 DOROTHY DRIVE in Blue Mountains: Single Family for sale : MLS®# X13064454

    116 DOROTHY DRIVE Blue Mountains N0H 1J0

    $1,677,840
    Single Family
    Status:
    Active
    MLS® Num:
    X13064454
    Bedrooms:
    6
    Bathrooms:
    5
    Exceptional value in the highly sought-after Camperdown community. 116 Dorothy Drive offers the ultimate four-season lifestyle in a private, elevated setting just minutes from local amenities, Georgian Peaks Ski Club, and Georgian Bay Golf Club. This brand-new home features 6 bedrooms and 5 bathrooms, designed for both relaxed living and effortless entertaining, with a stunning exterior, seamless architectural flow, and a covered loggia off the kitchen and dining area complete with an outdoor fireplace for seamless indoor-outdoor living. Inside, a custom kitchen, oversized après-ski wet bar, hardwood floors, and soaring ceilings complement the bright open-concept layout, with 10-foot ceilings on the main level enhancing the sense of space and scale. The finished basement features 9-foot ceilings and a rough-in for heated floors, offering versatile space for a home theatre, games room, or fitness area. Ideally located near Thornbury, Blue Mountain Village, and downtown Collingwood, this home blends luxury, comfort, and convenience. *Note List Price is inclusive of HST Rebate. (id:2493) More details
    Listed by Royal LePage Signature Realty
    LISTING DETAILS

  • 33 KERR STREET in Collingwood: Single Family for sale : MLS®# S13056250

    33 KERR STREET Collingwood L9Y 4B6
    Main Photo: 33 KERR STREET in Collingwood: Single Family for sale : MLS®# S13056250

    33 KERR STREET Collingwood L9Y 4B6

    $899,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13056250
    Bedrooms:
    3
    Bathrooms:
    3
    Set on a generous corner lot, this home offers 1,642 square feet of refined living space designed for both comfort and style. A welcoming wrap-around porch and beautifully maintained landscaping create an inviting outdoor setting, ideal for relaxing and enjoying quiet moments. Just off the kitchen, a covered patio extends the living space outside to a fully fenced back yard, perfect for hosting gatherings or everyday enjoyment. Inside, the main level is bright and open, highlighted by classic finishes that give the space a timeless appeal. The kitchen features sleek white cabinetry, quartz countertops, and brand-new stainless steel appliances. The open-concept living and dining area is enhanced by large windows that fill the space with natural light throughout the day. Upstairs, the thoughtfully arranged layout includes two bedrooms, a full bathroom, a conveniently located laundry room, and a private primary suite positioned at the back of the home. The primary bedroom includes a spacious walk-in closet and a well-appointed 3-piece ensuite with a custom glass shower-creating a peaceful retreat to unwind. Located in a friendly, family-oriented neighbourhood, this property offers a great balance of calm surroundings and easy access to amenities. Just a short distance from downtown Collingwood, you'll enjoy nearby shops, restaurants, ski hills, scenic trails, and Admiral School-bringing together convenience and an active lifestyle for the whole family. (id:2493) More details
    Listed by RE/MAX Four Seasons Realty Limited
    LISTING DETAILS

  • 100 MCLEAN AVENUE in Collingwood: Single Family for sale : MLS®# S13057056

    100 MCLEAN AVENUE Collingwood L9Y 4B6
    Main Photo: 100 MCLEAN AVENUE in Collingwood: Single Family for sale : MLS®# S13057056

    100 MCLEAN AVENUE Collingwood L9Y 4B6

    $915,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13057056
    Bedrooms:
    4
    Bathrooms:
    3
    Some homes just feel easy from the moment you walk in.. Set in one of Collingwood's mostconnected, family-friendly communities, just steps to schools, trails, and everyday essentials,this beautifully upgraded 4-bedroom, 2.5-bath home offers the lifestyle so many are lookingfor.This Sunvale home was built in 2022, quality and thoughtful design are felt throughout. Fromthe moment you arrive, the stone exterior, wrap-around porch, and vaulted entry create a warmand inviting first impression. Inside, 9 ft ceilings and multiple exposures fill the home withnatural light from morning to evening. The kitchen is both elevated and functional, featuringquartz countertops that extend into the backsplash, along with a custom side cabinet and woodshelving. Upgraded faucets, hardware, lighting, and painted interior doors add a refined,cohesive feel throughout. Additional electrical outlets have been added in the kitchen andbasement for everyday ease.Upstairs offers four spacious bedrooms, including a primary suitewith a walk-in closet and spa-like ensuite complete with a soaker tub and glass shower. Vinylplank flooring runs through the upper level, creating a seamless, low-maintenance space.Thefull basement is a blank canvas with larger windows, bathroom rough-in, and added electrical,ready for your future plans. A sump pump backup battery has also been installed for added peaceof mind.Outside, enjoy a fully fenced yard and deck, perfect for relaxing or entertaining.Additional features include an on-demand hot water system, Ecobee thermostat, and Googledoorbell camera. A thoughtfully upgraded home in a location that truly supports the way youwant to live. (id:2493) More details
    Listed by Bosley Real Estate Ltd.
    LISTING DETAILS
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Data was last updated April 30, 2026 at 11:15 PM (UTC)
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