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  • 42 WHIPPOORWILL Drive in Tiny: Rural Tiny House for sale : MLS®# S14076182

    42 WHIPPOORWILL Drive Rural Tiny Tiny L0L 2J0
    Main Photo: 42 WHIPPOORWILL Drive in Tiny: Rural Tiny House for sale : MLS®# S14076182

    42 WHIPPOORWILL Drive Tiny L0L 2J0 Rural Tiny

    $1,050,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14076182
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 42 Whippoorwill Drive, nestled in the sought-after Whippoorwill Estates community! Situated on a beautifully treed and private estate lot spanning over 3 acres, this executive home offers more than 2,000 square feet of living space, combining the tranquility of country living with thoughtful modern updates. Step inside to discover an impressive great room featuring soaring vaulted ceilings, expansive windows that fill the space with natural light, and a cozy wood-burning fireplace. The beautifully renovated kitchen (2022) showcases updated cabinetry, flooring, and appliances, along with a bright eat-in area and walkout to the deck, perfect for entertaining or enjoying the peaceful surroundings. The unique loft-style primary bedroom provides a private retreat complete with its own ensuite, while two additional bedrooms on the main floor offer comfortable accommodations for family or guests. The main floor also features an updated bathroom (2022) and a separate soaker tub room. The finished lower level offers a spacious family room, an additional room added in 2023, updated flooring and lighting (2024), and plenty of storage space, providing flexibility for growing families, guests, or a home office. Extensive improvements include new windows throughout, patio and rear doors, kitchen renovation, updated main-floor bathroom, and mudroom flooring (2022); an additional lower-level bedroom (2023); driveway improvements, backyard clearing, basement flooring, and updated lighting (2024); and a new UV water treatment system (2025). A natural gas furnace was also installed in 2019.Outside, enjoy the privacy and natural beauty of your expansive property, with plenty of room to relax, entertain, or explore. The large detached heated garage (24 ft x 21 ft) provides excellent space for vehicles, recreational equipment, and all your toys. This exceptional property offers the perfect opportunity to enjoy peaceful country living, modern comforts, and privacy. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 413 31 Huron Street: Collingwood Condo Apartment for sale : MLS®# S14080222

    413 31 Huron Street Collingwood Collingwood L9Y 1C3
    Main Photo: 413 31 Huron Street: Collingwood Condo Apartment for sale : MLS®# S14080222

    413 31 Huron Street Collingwood L9Y 1C3 Collingwood

    $465,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    S14080222
    Bedrooms:
    2
    Bathrooms:
    1
    Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exceptional lifestyle in one of the area's most desirable waterfront communities 2) Thousands in upgrades including hardwood floors throughout, an owned locker, quartz waterfall countertops and backsplash, shaker-style kitchen cabinetry with integrated appliances concealed behind cabinet doors, and one owned parking space 3) Enjoy an urban lifestyle with grocery stores, restaurants, bike trails, ski hills, spas, and everyday amenities all just moments away 4) Exceptional building amenities including a community room, pet spa, gear prep room, fitness studio, media room, social lounge with water views, and a rooftop terrace designed for relaxation and entertaining 5) Versatile den providing the perfect space for a home office, hobby room, or guest accommodations. 732 above grade sq.ft. More details
    Listed by FARIS TEAM REAL ESTATE BROKERAGE
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 21 Buckingham Boulevard in Clearview: Rural Clearview House for sale : MLS®# S14080264

    21 Buckingham Boulevard Rural Clearview Clearview L9Y 3Y9
    Main Photo: 21 Buckingham Boulevard in Clearview: Rural Clearview House for sale : MLS®# S14080264

    21 Buckingham Boulevard Clearview L9Y 3Y9 Rural Clearview

    $2,095,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14080264
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to Buckingham Woodlands-a rarely offered property close to private ski clubs, Blue Mountain Village, and downtown Collingwood. Set on approximately 1.5 acres of very private grounds surrounded by protected forest, this distinctive contemporary chalet combines architectural character with a peaceful woodland setting.Featured in OBJEKT International, the home was designed by Studio Pyramid with striking peaked rooflines, red clapboard siding, and expansive windows that connect the interior to its natural surroundings. Four bedrooms and three full bathrooms offer space for family and guests, making it equally inviting as a full-time residence or weekend retreat.Inside, soaring vaulted ceilings and an open-concept layout bring together the living, dining, and kitchen spaces. A dramatic fireplace anchors the great room, with integrated firewood storage adding both function and architectural interest. Large south- and east-facing windows welcome natural light, while hardwood flooring adds warmth throughout the principal living spaces. The custom kitchen complements the home's thoughtful design, and upper-level loft spaces provide additional room to relax, work, or gather.Outdoors, a wraparound deck invites entertaining and quiet mornings overlooking the forest. The expansive yard offers room to unwind, and a detached double-car garage provides convenient parking and storage.Close to Osler and other private ski clubs, with Blue Mountain Village nearby and downtown Collingwood just minutes away, this exceptional property brings together privacy, distinctive design, and the best of four-season living. More details
    Listed by Royal LePage Locations North
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 238 McCrea Drive in Clearview: Stayner House for sale : MLS®# S14080310

    238 McCrea Drive Stayner Clearview L0M 1S0
    Main Photo: 238 McCrea Drive in Clearview: Stayner House for sale : MLS®# S14080310

    238 McCrea Drive Clearview L0M 1S0 Stayner

    $545,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14080310
    Bedrooms:
    3
    Bathrooms:
    1
    Top 5 Reasons You Will Love This Home: 1) Discover comfortable main level living in this inviting three bedroom bungalow offering nearly 1,200 square feet of thoughtfully designed space, featuring a spacious living room, hardwood flooring, and an attached garage with convenient kitchen access, complemented by important updates, including newer windows, roofing, furnace, and central air conditioning approximately six years old, along with an owned on-demand hot water heater 2) At the heart of the home, a beautifully appointed kitchen presents style and functionality with ceiling-height cabinetry, floating shelves, a tiled backsplash, recessed lights, and stainless-steel appliances, including a gas stove, while a generous butcher block island with breakfast bar seating and a separate eat-in area creates the perfect setting for everyday meals and entertaining 3) Retreat to the beautifully renovated 4-piece bathroom showcasing a luxurious freestanding soaker tub, glass-enclosed walk-in shower with decorative tile accents, stylish vanity, and recessed lighting, complemented by the added convenience of stackable laundry thoughtfully concealed behind a charming barn door 4) Step outside to a fully fenced 64'x105' lot featuring a welcoming gravel courtyard adorned with string lights and a cozy firepit, creating an inviting outdoor retreat for summer evenings, entertaining guests, or relaxing under the stars, while a convenient storage shed provides additional space for gardening tools and seasonal essentials 5) Embrace the charm of small-town living in an established Stayner neighbourhood, conveniently located close to schools, the arena, shopping, and everyday amenities, with Collingwood, Wasaga Beach, Blue Mountain, and Barrie all within easy reach for beaches, skiing, outdoor adventures, and year-round recreation. 1,196 fin.sq.ft. *Please note some images have been virtually staged to show the potential of the home. More details
    Listed by FARIS TEAM REAL ESTATE BROKERAGE
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 126 Tekiah Road: Blue Mountains House for sale : MLS®# X14080716

    126 Tekiah Road Blue Mountains Blue Mountains N0H 1J0
    OPEN HOUSE: Oct 17, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, October 17, 2026 1:00PM - 3:00PM
    Main Photo: 126 Tekiah Road: Blue Mountains House for sale : MLS®# X14080716

    126 Tekiah Road Blue Mountains N0H 1J0 Blue Mountains

    $1,739,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14080716
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to luxury living in the highly sought-after Bayside community, where sophisticated design and premium finishes define every space. This beautifully appointed 4 bedroom 3 bath home is filled with natural light and showcases a sophisticated open-concept layout designed for modern living and effortless entertaining. The stunning chef's kitchen featuring an oversized quartz waterfall island, premium finishes, and seamless sightlines. The gas fireplace anchors the main living space, while expansive windows and direct access to the outdoor living areas create a bright and inviting atmosphere throughout. Offering exceptional flexibility, the floor plan includes office space on both levels, with the main-floor office easily serving as a guest bedroom with spacious closet. The luxurious primary suite is complete with a spa-inspired ensuite featuring dual vanities, a deep soaker tub, and a glass-enclosed shower. Upstairs, two generous bedrooms, a full bath, and a comfortable sitting area offer the space for family and guests. Outside, the upgrades continue with premium Porcea stone accents at the front and rear of the home, professionally landscaped grounds, and durable metal roofing on both the house and architectural extension. The private backyard oasis features an awning, gazebo, and beautifully designed outdoor living spaces ideal for relaxing or entertaining. For wellness enthusiasts, enjoy the premium 4-person Full Spectrum Infrared Jacuzzi Sauna with low-EMF, medical-grade chromotherapy, and Bluetooth audio. Completing the property is a pristine architectural extension featuring loft storage, hanging space, and a dedicated utility area. Ideal as a workshop, hobby space, or secure storage for recreational vehicles, this versatile addition offers endless possibilities. Combining exceptional craftsmanship, abundant storage, luxury upgrades, this remarkable Bayside residence delivers an unparalleled four-season lifestyle that is truly second to none. More details
    Listed by Century 21 Millennium Inc.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 13 Gilpin Crescent: Collingwood House for sale : MLS®# S14080974

    13 Gilpin Crescent Collingwood Collingwood L9Y 0Z2
    OPEN HOUSE: Oct 18, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, October 18, 2026 1:00PM - 3:00PM
    Main Photo: 13 Gilpin Crescent: Collingwood House for sale : MLS®# S14080974

    13 Gilpin Crescent Collingwood L9Y 0Z2 Collingwood

    $1,279,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14080974
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to beautiful Mountain Croft! Built in 2019, this stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of style, space, and functionality. Featuring a bright, open-concept main floor, cozy fireplaces on both the main and lower levels, a fully finished basement, and upgrades throughout, this home is sure to impress! Step outside to a beautifully designed backyard, perfect for entertaining or relaxing. Enjoy the convenience of a double-car garage with loft storage, an oversized driveway with no sidewalk, and a fantastic family-friendly neighbourhood ideal for raising little ones. Beautifully finished, thoughtfully designed, and move-in ready! More details
    Listed by Century 21 Millennium Inc.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 44 Tall Pines Drive NW in Tiny: Rural Tiny House for sale : MLS®# S14081346

    44 Tall Pines Drive NW Rural Tiny Tiny L9M 0H4
    Main Photo: 44 Tall Pines Drive NW in Tiny: Rural Tiny House for sale : MLS®# S14081346

    44 Tall Pines Drive NW Tiny L9M 0H4 Rural Tiny

    $444,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14081346
    Bedrooms:
    3
    Bathrooms:
    1
    DON'T WAIT TILL SPRING!! Premium 100x150 lot in the quiet community of Tiny. One of the nicest beaches on Georgian Bay. Surrounded by nature and privacy. Enjoy the short walk to Georgian Sands Beach. Cottage being sold 'as is'. This 3 Season upgraded Solid, Back Split open concept living area home built in 1976 is waiting for you. The main floor offers Kitchen, and living room with Vaulted ceiling and walk out to front deck. Upper Level offers 3 beds, 1/ 4pc upgraded bath. 1080 sq ft finished and full 30x36 unfinished lower level with single car Garage. Hot water heater owned, 200 amp panel with hook up for baseboard heaters. Wrap around Deck 40x6+ 25x6, The extended deck creates a wonderful place to enjoy morning coffee, unwind at the end of the day or gather with family & friends. The unfinished basement includes mechanicals, utility sink & rough-in for a 2nd bath, offering plenty of potential for added living space. Roof 2016, 1000 Gal Septic Tank pumped 2024, Municipal water, Fibe internet, ENBRIDGE GAS at the road. With wonderful neighbors & a real sense of community, this is a place where it's easy to feel at home. Don't delay Call today. REPRESENTATION AND WARRANTIES: The Buyer and Seller acknowledge and agree that the Seller will not make any representation or warranties in regards to the sale of the subject property. The Buyer acknowledges that they will complete their own due diligence. Co-op commission reduced by 1% if the Buyer was previously shown the property privately by Bobbie Dupuis. More details
    Listed by RE/MAX Georgian Bay Realty Ltd
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 49 beaufort Crescent in Tiny: Rural Tiny House for sale : MLS®# S14082204

    49 beaufort Crescent Rural Tiny Tiny L9M 0B8
    Main Photo: 49 beaufort Crescent in Tiny: Rural Tiny House for sale : MLS®# S14082204

    49 beaufort Crescent Tiny L9M 0B8 Rural Tiny

    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14082204
    Bedrooms:
    3
    Bathrooms:
    2
    This is great value! Newly built, three bedrooms, great location just a few minutes to the historic town of Penetanguishene and HST and Tarion warranty are included in the purchase price. Nine-foot ceilings throughout and the seamless flow of engineered hardwood floors create a bright airy living space and and amplify the sense of open space. The well-appointed kitchen with island features quartz countertops. A pine finished feature wall with electric fireplace is the focal point of the living room. The primary bedroom serves as a peaceful retreat, showcasing a luxurious five-piece ensuite bath and a spacious walk-in closet. Daily logistics are effortless thanks to an inside entry from the garage that leads directly into the combined laundry and mudroom. A full, unfinished basement offers a blank canvas with potential to expand your square footage down the road. Step outside and enjoy the neighborhood -you are a short walk from Toanche Park - complete with a newly updated pavilion, playground, ball diamond and dog park. Or a quick drive to any of Tiny's public beach areas or Awenda Park. More details
    Listed by RE/MAX Georgian Bay Realty Ltd
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 64 ACORN Crescent: Wasaga Beach House for sale : MLS®# S14082248

    64 ACORN Crescent Wasaga Beach Wasaga Beach L9Z 1L7
    Main Photo: 64 ACORN Crescent: Wasaga Beach House for sale : MLS®# S14082248

    64 ACORN Crescent Wasaga Beach L9Z 1L7 Wasaga Beach

    $609,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14082248
    Bedrooms:
    4
    Bathrooms:
    2
    Located in beautiful Wasaga Beach on a quiet crescent lined with bungalows, this solid raised bungalow offers 3+1 bedrooms, 2 full baths, a bright main-floor family room, and a partially finished basement. Set on a 60-foot lot close to everything the area has to offer - enjoy easy access to the expansive trail system, the Nordic Centre, and local beaches. Shopping is nearby, Blue Mountain is only minutes away for skiers and boarders, and you're just 6 minutes to the main beach area. The home features lots of upgrades, including a modernized layout with an upgraded kitchen and bathrooms, pot lights throughout, and contemporary flooring. 2nd Main floor laundry. Some finishing work remains to be completed - property is being sold in "as-is" condition. More details
    Listed by REAL ESTATE ADVISORS INC.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 156 Chamonix Crescent: Blue Mountains House for sale : MLS®# X14081884

    156 Chamonix Crescent Blue Mountains Blue Mountains L9Y 0S7
    Main Photo: 156 Chamonix Crescent: Blue Mountains House for sale : MLS®# X14081884

    156 Chamonix Crescent Blue Mountains L9Y 0S7 Blue Mountains

    $1,449,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14081884
    Bedrooms:
    5
    Bathrooms:
    4
    MINUTES TO CRAIGLEITH/ALPLINE SKI CLUB/BLUE MOUNTAIN! Welcome to this 5-bedroom, 4-bathroom chalet situated on a private, maturely treed lot on one of the most coveted streets in Craigleith. Perfectly positioned near the shores of Georgian Bay and minutes to Blue Mountain Village, Craigleith and Alpine Ski Clubs, Northwinds Beach, golfing, and the Georgian Trail, this turnkey residence offers the ultimate family home or weekend getaway. The impressive main floor Great Room is designed for effortless entertaining, featuring soaring vaulted, beamed ceilings and abundant natural light. Panoramic 360-degree views highlight the open-concept layout, which includes a chef's kitchen complete with granite countertops, stainless steel appliances, and a convenient breakfast bar. The generous dining area comfortably seats your après-ski guests, while the adjacent sitting area centers around a feature gas fireplace. Expansive wraparound decking surrounds the main living spaces, taking full advantage of seasonal views of Georgian Bay and the Niagara Escarpment. Designed with multi-family living and hosting in mind, the layout includes two primary bedroom retreats with dedicated ensuite baths. The tastefully added Primary/Guest Suite boasts luxurious in-floor radiant heating, a walk-in closet, an ensuite bathroom, and a direct walk-out to the deck. A second primary suite is conveniently located on the main floor, complemented by flexible guest accommodations (including a versatile room without a closet, ideal for a den or nursery). The finished lower level adds exceptional living space, featuring a spacious family room, an exercise area, and dedicated storage for all your gear. Outside, the idyllic, zen-like backyard setting is framed by mature trees and a tranquil flowing stream. Relax in the private hot tub on the deck, stargaze, gather around the fire pit, or host après-ski celebrations with family and friends. Everything is done-simply move in and enjoy! More details
    Listed by CV Real Estate
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 19 Collship Lane: Collingwood Condo Townhouse for sale : MLS®# S14083124

    19 Collship Lane Collingwood Collingwood L9Y 0J6
    Main Photo: 19 Collship Lane: Collingwood Condo Townhouse for sale : MLS®# S14083124

    19 Collship Lane Collingwood L9Y 0J6 Collingwood

    $1,125,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    S14083124
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to 19 Collship Lane, a beautifully designed condominium offering an exceptional layout, generous living space and the convenience of a main-floor primary bedroom and laundry. Originally selected as the builder's model home, this residence showcases a thoughtful floor plan designed for both comfortable everyday living and entertaining.The inviting main level features a spacious living area with a cozy gas fireplace, a well-appointed primary suite and access to outdoor living space complete with a brand-new awning. Upstairs, a versatile den provides the perfect space for a home office or reading retreat, while two additional bedrooms and a full four-piece bathroom offer plenty of room for family and guests. The fully finished lower level adds even more flexibility, featuring a comfortable family room, full bathroom, private sauna and direct access to the two-car underground garage. With multiple living areas, three bedrooms, a main-floor primary suite and the added luxury of a sauna, this home offers an ideal balance of comfort, functionality and low-maintenance condominium living. Enjoy everything Collingwood has to offer from this desirable location, with Georgian Bay and the area's many recreational amenities close at hand. More details
    Listed by Royal LePage Locations North
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 49 WOLFE Trail in Tiny: Rural Tiny House for sale : MLS®# S14083478

    49 WOLFE Trail Rural Tiny Tiny L9M 0H7
    Main Photo: 49 WOLFE Trail in Tiny: Rural Tiny House for sale : MLS®# S14083478

    49 WOLFE Trail Tiny L9M 0H7 Rural Tiny

    $524,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14083478
    Bedrooms:
    2
    Bathrooms:
    1
    Your Private Retreat Just Steps From Georgian Bay! Welcome To This Lovely 2- Bedroom Bungalow Nestled On A Beautifully Treed 100' X 152' Lot That Offers The Perfect Combination Of Privacy, Comfort And Modern Updates. Tastefully Renovated Throughout, This Home Features A Stunning New Kitchen With Stainless Steel Appliances (2025), New Waterproof Luxury Vinyl Plank Flooring Throughout (2025), New Windows (2025), New Metal Roof And Eavestroughs (2025). The Inviting Living Space Is Highlighted By A Beautiful Floor-To-Ceiling Wood-Burning Fireplace, Adding Warmth And Character To This Cozy Retreat. Step Outside And Enjoy The Peaceful Surroundings From The Expansive Wraparound Deck Or Relax On The Welcoming Front Porch Both Built With Pressure Treated Pine (2025). Surrounded By Mature Trees, The Fully Fenced Property Offers Exceptional Privacy, Plenty Of Outdoor Space With A Gazebo And 3 Convenient Storage Sheds. And The Best Part? You're Just A 6-Minute Walk From Beautiful Georgian Bay Beach! Whether You're Looking For A Year-Round Home, A Weekend Getaway Or A Peaceful Escape From The City, This Property Offers An Incredible Opportunity To Enjoy Nature, Relaxation And Beachside Living. Move In, Unwind And Start Enjoying The Georgian Bay Lifestyle! More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent
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Data was last updated October 15, 2026 at 05:15 PM (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.

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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.