Collingwood Homes for Sale Over 1 Million

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  • 33 SILVER CREEK Drive in Simcoe: Collingwood House for sale : MLS®# S10438301

    33 SILVER CREEK Drive Collingwood Simcoe L9Y 4W8
    Main Photo: 33 SILVER CREEK Drive in Simcoe: Collingwood House for sale : MLS®# S10438301

    33 SILVER CREEK Drive Simcoe L9Y 4W8 Collingwood

    $1,145,000 /For Sale
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S10438301
    Bedrooms:
    3
    Bathrooms:
    3
    A traditional country home on a large private lot with shade from mature beech trees. Located in a quiet area, perfect for accessing area attractions with a minimum of traffic. Silver Creek Drive is just 4km to Blue Mountain Village and 5km to Downtown Collingwood. A double wide all brick driveway and natural stone landscaping, including ground cover and flowering vines, offer classic style with low maintenance. The cozy family home has more of a chalet style interior with bright white walls combined with all wood ceilings, exposed beams supporting the second floor and pine flooring. A wood burning fireplace warms the living room. A corner kitchen has plenty of cupboard and counter space and a history of hosting large gatherings. The dining table has a perfect view through sliding doors of the private backyard. Upstairs two guest bedrooms share a full bathroom. The primary bedroom with dormer windows has its own en-suite. A wrap around deck to the backyard overlooks the hot tub, garden and tool shed. A tree hedge along the property line ensures privacy. The Georgian Trail Bike Path can be accessed safely by bike along low traffic residential roads. This is a comfortable home, on a large private lot with mature trees. There is room to expand the house on this lot if needed. This established rural neighbourhood is within minutes of all the local action. More details
    Listed by RE/MAX Four Seasons Realty Limited, Brokerage
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent
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    please create a free account

  • 12 Harbour Street W in Simcoe: Collingwood Commercial for sale : MLS®# S12042855

    12 Harbour Street W Collingwood Simcoe L9Y 5B4
    Main Photo: 12 Harbour Street W in Simcoe: Collingwood Commercial for sale : MLS®# S12042855

    12 Harbour Street W Simcoe L9Y 5B4 Collingwood

    $2,900,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    S12042855
    Major Bus.:
    Residential
    Total Area:
    1.16 acre(s)
    FINAL PHASE OF MULTI-PHASE MASTER-PLANNED COMMUNITY, BALMORAL VILLAGE. ZONING APPROVED FOR 5-STOREY MIXED USE RESIDENTIAL DEVELOPMENT. Development Concept for ground-floor retail, 2nd floor office space, 3-floors residential. Site highlights: 1) True infill development site. 2) Master-Plan infrastructure is already built & existing. 3) Substantial technical reports have already been completed. 4) Vendor involved since conception. 5) Flexibility in layout, unit breakdown and uses. 6) Rental & 'For Sale' optionality. Direct linkage to the Georgian Trail System (100+km of trails). More details
    Listed by CBRE LIMITED
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent
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  • 10105 Highway 26 in Simcoe: Collingwood Commercial for sale : MLS®# S12199124

    10105 Highway 26 Collingwood Simcoe L9Y 4J1
    Main Photo: 10105 Highway 26 in Simcoe: Collingwood Commercial for sale : MLS®# S12199124

    10105 Highway 26 Simcoe L9Y 4J1 Collingwood

    $6,500,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    S12199124
    Major Bus.:
    Industrial
    Total Area:
    9.3 acre(s)
    Prime land (9.3 acres) fronting on Hwy #26. The Collingwood official plan designated the property as prestige employment which permits a wide variety of uses including manufacturing, processing, assembly operations, research and development facilities and warehousing and distribution centres. The property could potentially be sold in whole or in smaller parcels. Potential buyers and their agents must do their own due diligence. More details
    Listed by NEWMARK CANADA
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent
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  • 186 THIRD Street in Simcoe: Collingwood House for sale : MLS®# S10436611

    186 THIRD Street Collingwood Simcoe L9Y 1L1
    Main Photo: 186 THIRD Street in Simcoe: Collingwood House for sale : MLS®# S10436611

    186 THIRD Street Simcoe L9Y 1L1 Collingwood

    $2,950,000 /For Sale
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S10436611
    Bedrooms:
    5
    Bathrooms:
    4
    Step into the timeless elegance of this one-of-a-kind century home, nestled in the heart of Collingwood on just under 1/2 an acre of lush, manicured grounds. This lovingly restored masterpiece seamlessly blends historic charm with modern luxury. From the moment you enter, you’ll be captivated by the soaring ceilings, grand light-filled rooms, and the stunning original millwork that tells a story of craftsmanship from a bygone era. This extraordinary home boasts 5 spacious bedrooms, perfect for family and guests, along with 2 fully updated bathrooms that exude modern sophistication, and 2 convenient 2-piece bathrooms on the main level. The heart of the home is the beautifully renovated kitchen, outfitted with top-of-the-line appliances, designed for both everyday meals and elegant entertaining. Imagine relaxing in the screened-in porch or hosting unforgettable gatherings in the charming gazebo, surrounded by the serenity of the garden. With an attached double car garage and plenty of space both inside and out, this home offers the rare opportunity to experience luxury, history, and comfort all in one. Don’t miss your chance to own this timeless treasure in the heart of Collingwood! More details
    Listed by Royal LePage Signature Realty Brokerage, Collingwood
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • Lot 8 L 400 Maple Street in Simcoe: Collingwood House for sale : MLS®# S11937512

    Lot 8 L 400 Maple Street Collingwood Simcoe L9Y 2R7
    Main Photo: Lot 8 L 400 Maple Street in Simcoe: Collingwood House for sale : MLS®# S11937512

    Lot 8 L 400 Maple Street Simcoe L9Y 2R7 Collingwood

    $1,053,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S11937512
    Bedrooms:
    3
    Bathrooms:
    3
    Victoria Annex: History Made Modern Nestled in one of Collingwood's most sought-after neighbourhoods, Victoria Annex is a boutique community of just nineteen homes, blending 19th-century heritage charm with modern luxury. Anchored by a transformed schoolhouse and surrounded by thoughtfully designed single and semi-detached homes, this is where timeless elegance meets contemporary convenience. The oversized semi-detached home features heritage-inspired brick exteriors, James Hardie siding, luxury vinyl floors, quartz countertops, frameless glass showers, and designer kitchens with oversized islands and integrated pantries. Functional layouts include spacious bedrooms, attached garages, and practical mudrooms, all crafted with meticulous attention to detail. For a limited time, enjoy an extended deposit structure and a $50,000 upgrade credit to personalize your dream home. Located steps from Collingwood's vibrant downtown, Victoria Annex offers an unparalleled lifestyle of sophistication and charm.Contact us today to secure your place in this remarkable community. More details
    Listed by Bosley Real Estate Ltd.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • Lot 3 400 Maple Street in Simcoe: Collingwood House for sale : MLS®# S11937515

    Lot 3 400 Maple Street Collingwood Simcoe L9Y 2R7
    Main Photo: Lot 3 400 Maple Street in Simcoe: Collingwood House for sale : MLS®# S11937515

    Lot 3 400 Maple Street Simcoe L9Y 2R7 Collingwood

    $1,385,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S11937515
    Bedrooms:
    3
    Bathrooms:
    3
    Victoria Annex: History Made Modern Nestled in one of Collingwood's most sought-after neighbourhoods, Victoria Annex is a boutique community of just nineteen homes, blending 19th-century heritage charm with modern luxury. Anchored by a transformed schoolhouse and surrounded by thoughtfully designed single and semi-detached homes, this is where timeless elegance meets contemporary convenience. The corner lot-home features heritage-inspired brick exteriors, James Hardie siding, luxury vinyl floors, quartz countertops, frameless glass showers, and designer kitchens with oversized islands and integrated pantries. Functional layouts include spacious bedrooms, detached garage, and practical mudrooms, all crafted with meticulous attention to detail. For a limited time, enjoy an extended deposit structure and a $50,000 upgrade credit to personalize your dream home. Located steps from Collingwood's vibrant downtown, Victoria Annex offers an unparalleled lifestyle of sophistication and charm. Contact us today to secure your place in this remarkable community. More details
    Listed by Bosley Real Estate Ltd.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 1001 24 Ramblings Way in Simcoe: Collingwood Condo Apartment for sale : MLS®# S11940838

    1001 24 Ramblings Way Collingwood Simcoe L9Y 5C6
    Main Photo: 1001 24 Ramblings Way in Simcoe: Collingwood Condo Apartment for sale : MLS®# S11940838

    1001 24 Ramblings Way Simcoe L9Y 5C6 Collingwood

    $1,649,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    S11940838
    Bedrooms:
    2
    Bathrooms:
    2
    VIEWS!! Experience the pinnacle of active lifestyle living in this stunning penthouse located in the sought-after gated community of Rupert's Landing. Perched on the 10th floor of Bayview Tower, this 1,894 sq. ft. home offers unparalleled views of the Niagara Escarpment, the ski hills, and the sparkling waters of Georgian Bay. Floor-to-ceiling windows in the living room and primary bedroom flood the space with natural light, while 2 expansive decks provide the perfect backdrop for breathtaking sunrises and sunsets. Step into the open-concept kitchen, dining, and living area, ideal for hosting family and friends. A Napoleon gas fireplace adds warmth to the living room, and the adjacent deck extends your entertaining space into the great outdoors. The primary suite is a sanctuary with its own private deck, a spacious sitting room or office, a large walk-in closet, and a beautifully upgraded three-piece ensuite. The guest bedroom, bathed in western light, offers mesmerizing sunset views and glimpses of the iconic island lighthouse. A versatile loft space, accessible via a circular staircase, is perfect for an office, yoga studio, or private retreat. This vibrant community is designed for those who love an active lifestyle. Enjoy exclusive access to a recreation centre with an indoor pool, racquetball court, party room, and tennis/pickleball courts. Take advantage of the private marina (with separate fees), store your kayaks or paddleboards, or access Georgian Bay from the private swimming deck. Two covered parking spaces, conveniently located near the building's entrance and elevators, make daily life effortless. Upgrades completed in 2019 include kitchen cupboards/counters, appliances, flooring, bathrooms, and a gas fireplace in the living room. A new washer and dryer were added in 2022. This home invites you to embrace the beauty of every day, from morning coffee on the balcony to evenings watching the sunset. Dont miss your chance to make it yours. More details
    Listed by Chestnut Park Real Estate
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 108 Bartlett Boulevard in Simcoe: Collingwood House for sale : MLS®# S11944081

    108 Bartlett Boulevard Collingwood Simcoe L9Y 5C9
    Main Photo: 108 Bartlett Boulevard in Simcoe: Collingwood House for sale : MLS®# S11944081

    108 Bartlett Boulevard Simcoe L9Y 5C9 Collingwood

    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S11944081
    Bedrooms:
    3
    Bathrooms:
    3
    Nestled at the end of a quiet cul-de-sac in Princeton Shores, this extraordinary .4-acre waterfront estate boasts 225+ feet of pristine shoreline and breathtaking panoramic views of Georgian Bay. A rare and coveted opportunity, this property offers the perfect blend of seclusion and convenience, just minutes from downtown Collingwood, with effortless access to ski hills, world-class golf courses, and the areas finest dining and boutiques.Step inside to discover a home bathed in natural light, where a sun-drenched solarium frames the waters edge, creating a serene space to unwind. The main-floor primary suite provides elegant, effortless living, while two additional bedrooms offer ample comfort for family and guests. A cozy gas fireplace, expansive windows, and timeless architectural details enhance the homes warmth and charm.Outdoors, the picturesque backyard is a private oasis, featuring a stunning pergola perched over the bay--the perfect setting for sunset cocktails or quiet morning coffee. With some of the most spectacular views in the neighbourhood, this space is designed for both relaxation and entertaining.Boasting unparalleled potential and a premier location, this one-of-a-kind waterfront retreat is a rare gem waiting to be transformed into your dream home.. More details
    Listed by Royal LePage Locations North
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 680 Mountain Road in Simcoe: Collingwood House for sale : MLS®# S11992817

    680 Mountain Road Collingwood Simcoe L9Y 5G3
    Main Photo: 680 Mountain Road in Simcoe: Collingwood House for sale : MLS®# S11992817

    680 Mountain Road Simcoe L9Y 5G3 Collingwood

    $1,095,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S11992817
    Bedrooms:
    4
    Bathrooms:
    3
    Inspiring and meticulous custom built home by 'Rainmaker' on a beautiful landscaped 1/3 acre lot. If you've dreamt of having your own studio or workshop and a chance to get your creative side working, this could be it. It has a wonderful layout suitable for hosting friends and family with a living room and a toasty family room with a fireplace. Kitchen has granite counters & stainless steel appliances. There are 4 bedrooms on the 2nd floor and 2 full baths (including a 3pc ensuite with shower). The oversized double garage has an amazing workshop addition that will catch the eye of an artist, woodworker, mechanic or more. There are plenty of work spaces and natural lighting & storage spaces so it's easy to keep it organized. Both the house and garage are whistle-clean. Centrally located between Collingwood and Blue Mountain or Osler Bluff Ski Clubs. Nature trails and views are all around. More details
    Listed by Century 21 Millennium Inc.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 117 STANLEY Street in Simcoe: Collingwood House for sale : MLS®# S11996553

    117 STANLEY Street Collingwood Simcoe L9Y 0G3
    Main Photo: 117 STANLEY Street in Simcoe: Collingwood House for sale : MLS®# S11996553

    117 STANLEY Street Simcoe L9Y 0G3 Collingwood

    $1,579,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S11996553
    Bedrooms:
    5
    Bathrooms:
    2
    Welcome to this custom Collingwood raised bungalow of your dreams! This exquisite home offers a perfect combination of luxury, functionality, and stunning design. With 5 bedrooms and 2.5 bathrooms, there's plenty of space for your family and guests. Step inside and be greeted by an open concept main floor that invites you to unwind and entertain. The focal point of the living area is a beautiful gas fireplace, providing a cozy ambiance during colder months. The custom kitchen, complete with granite countertops, is a chef's delight, offering both style and functionality for preparing meals and hosting gatherings. The main floor also features a spacious primary bedroom with an ensuite bathroom, providing a private retreat for relaxation. Convenience is key with a main floor laundry room, making chores a breeze. As you explore further, you'll discover a large loft area that offers endless possibilities. A great place for family to spend time together watching movies or sports! The lower level of this home also has a second gas fireplace in the large rec room,. Lower level has In-floor radiant heating, ensuring warmth and comfort throughout the year. Outdoor living is a delight with a huge two-tiered deck, providing ample space for outdoor dining, lounging, and entertaining. The highlight of the backyard oasis is a hot tub, featuring a secure automated Oasis Covana cover, allowing you to relax and unwind in privacy and style. The large backyard offers endless possibilities and is perfect for adding a pool, creating a private retreat for you and your loved ones to enjoy. Located in Collingwood, a vibrant community known for its natural beauty, recreational activities, and charming downtown, this custom raised bungalow is the epitome of luxurious living. BONUS...the double garage is equipped with an electric car charger More details
    Listed by Century 21 Millennium Inc.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 4 Rowland Street in Simcoe: Collingwood House for sale : MLS®# S12019220

    4 Rowland Street Collingwood Simcoe L9Y 5M4
    Main Photo: 4 Rowland Street in Simcoe: Collingwood House for sale : MLS®# S12019220

    4 Rowland Street Simcoe L9Y 5M4 Collingwood

    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12019220
    Bedrooms:
    3
    Bathrooms:
    3
    Stunning home built in 2022 by Devonleigh Homes Development. This exceptionally spacious property boasts expansive living areas and offers breathtaking views of Blue Mountain. This elegant and luxurious property is situated in one of Collingwood's most sought-after neighborhoods. The spacious, contemporary kitchen is a chef's dream, featuring top-of-the-line stainless steel appliances, including an L.G. stove and refrigerator perfect for both entertaining and cooking. A stylish powder room is conveniently located on the main floor. The staircase beautifully enhances the open, airy ambiance of the elegant main floor creating a seamless flow of space and light. Freestanding soaker tub offering a spa-like experience in the comfort of your own bathroom. More details
    Listed by HOMELIFE/LOCAL REAL ESTATE LTD.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent

  • 22 Kells Crescent in Simcoe: Collingwood House for sale : MLS®# S12024738

    22 Kells Crescent Collingwood Simcoe L9Y 0A8
    Main Photo: 22 Kells Crescent in Simcoe: Collingwood House for sale : MLS®# S12024738

    22 Kells Crescent Simcoe L9Y 0A8 Collingwood

    $1,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12024738
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to refined living prestigious enclave renowned for its custom-built homes, oversized lots, lush landscaping, and panoramic escarpment views. Backing directly onto Blue Mountain Golf Course, this executive neighbourhood offers unparalleled access to the Collingwood Trail System, sunset vistas, and the very best of four-season recreation. This impeccably maintained, all-brick executive home offers a thoughtfully customized floor plan with 3600+sqft of living space, high-end finishes and a timeless aesthetic. The chef's kitchen is a true showpiece featuring extended granite countertops, built-in appliances, direct walkout access to a BBQ area and expansive entertainment space overlooking a fully landscaped, mature backyard oasis. Flow seamlessly into the formal dining room perfect for hosting family gatherings and elegant entertaining. Vaulted ceilings, hardwood flooring throughout, designer decor, and updated windows enhance the sense of sophistication and space. Upstairs, discover three generous bedrooms and two full baths, including a luxurious primary suite complete with a spa-inspired ensuite and custom walk-in closet. A versatile converted laundry room turned office provides a flexible workspace but can be easily reverted if desired. The fully finished lower level features a large recreation room with a cozy gas fireplace, additional bedroom and 4-piece bath, ample storage, and secondary laundry connection is ideal for guests or multigenerational living. Double car garage offers convenient access to both the main floor and lower level, and the well-appointed mudroom with custom built-ins are perfect for outdoor enthusiasts or a busy family lifestyle. Located just minutes from Blue Mountain Village, private ski clubs, downtown Collingwood, hospital, and recreational amenities, this bright and spacious home delivers the ultimate in comfort, elegance, and convenience. A rare opportunity in one of Collingwood's most sought-after executive communities. More details
    Listed by Revel Realty Inc.
    LISTING DETAILS
    Andrea Mendes - Collingwood Real Estate Agent
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Data was last updated July 3, 2025 at 02:15 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.
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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.