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  • 3736 Old School Road in Caledon: Rural Caledon House for sale : MLS®# W12482012

    3736 Old School Road Rural Caledon Caledon L0N 1K0
    Main Photo: 3736 Old School Road in Caledon: Rural Caledon House for sale : MLS®# W12482012
    $10,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12482012
    Bedrooms:
    6
    Bathrooms:
    4
    Prime Location with Exceptional Development Potential, This generous 12.40-acre lot, as detailed in the Geo Warehouse, offers an outstanding opportunity for developers and builders. Located in a rapidly growing area, its strategically positioned within the Caledon City community zoning plan, which designated as community area (development possibilities from 2026 to 2032 as per city of Caledon). The property is just minutes away from Brampton and Highway 410, with the forthcoming Highway 413 further enhancing its accessibility and attractiveness. Builders will appreciate the substantial space for large-scale residential projects, while developers can leverage the forward-looking zoning plan that supports future residential growth. This property promises significant returns and is an excellent investment in a thriving region. Don't miss this chance to capitalize on a high-potential residential opportunity. More details
    Listed by iCloud Realty Ltd.
  • 51 Crestridge Drive in Caledon: Bolton North House for sale : MLS®# W12479685

    51 Crestridge Drive Bolton North Caledon L7E 2T9
    Main Photo: 51 Crestridge Drive in Caledon: Bolton North House for sale : MLS®# W12479685
    $1,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12479685
    Bedrooms:
    3
    Bathrooms:
    3
    Outstanding 3-Bedroom Home Backing Onto a Scenic Pond in Bolton's Sought-After North Hill Community!Nestled on a tranquil, dead-end street with minimal traffic, this beautifully maintained home offers the perfect blend of privacy, nature, and convenience.Step inside to a bright, open layout featuring spacious living areas and a well equipped kitchen. The inviting family room and deck overlook the pond-ideal for everyday living and entertaining.The partially finished walkout basement adds versatility, perfect for an extended family room, recreation space, or in-law suite potential with a separate entrance.Enjoy the peaceful surroundings, mature trees, and scenic greenbelt views. Conveniently located near top-rated schools, parks, trails, shopping, and major commuter routes-ideal for families and professionals alike.Recent Updates: Rear deck (2025), Furnace & Air Conditioner (2022), More details
    Listed by RIGHT AT HOME REALTY
  • 15790 Mississauga Road in Caledon: Rural Caledon House for sale : MLS®# W12480096

    15790 Mississauga Road Rural Caledon Caledon L7C 1W8
    Main Photo: 15790 Mississauga Road in Caledon: Rural Caledon House for sale : MLS®# W12480096
    $1,359,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12480096
    Bedrooms:
    4
    Bathrooms:
    3
    Charming and private 4-bedroom, 2-storey detached home in Lower Caledon (Rural Caledon), nestled in a peaceful, low-density neighborhood surrounded by mature trees. Sitting on a generous 1.38-acre fenced lot with a wooded backdrop, legal (duplex) residence but currently used as à single-family home. Features include a bright and spacious sunroom overlooking the forest, an attached 2-car garage, and a large circular driveway offering ample parking and convenient in-and-out access. New Roof, 200-amp service with Tesla charging plug. Just minutes from Belfountain, the Caledon Badlands, and other popular local attractions. A rare opportunity to enjoy country living with modern comforts. More details
    Listed by ROYAL LEPAGE FLOWER CITY REALTY
  • 10 Corsham Place in Caledon: Bolton East House for sale : MLS®# W12480125

    10 Corsham Place Bolton East Caledon L7E 1L3
    Main Photo: 10 Corsham Place in Caledon: Bolton East House for sale : MLS®# W12480125
    $1,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12480125
    Bedrooms:
    5
    Bathrooms:
    3
    Amazing & Very Rare Bungalow On South Hill. 3+2 Bedrooms, Oversized Private Lot Situated in a Quiet Court. Once you enter the home, you are greeted to a fully-open concept layout, with superb functionality. 3 Great Sized Bedrooms, Separate Dining w/walk out to your yard, Generous sized Family Room. Recently Upgraded 4 Piece Washroom on main level. The Finished Basement features a Separate Entrance, Has Two Bedrooms, Full Kitchen And 3-Piece Bathroom with new Laminate flooring, Ready for basement apartment and/or in-law suite. (Potential Rent $2,000 - $2,300) The basement laundry room has also been upgraded with Epoxy Flooring. The home has Great Curb Appeal. Recently Renovated Main Floor Kitchen that includes new stone-like backsplash, quartz counters & ample cabinetry space! Newly Constructed Pergola in side-yard, The Backyard is oversized and is perfect for entertaining and summer gatherings! New Concrete Work on driveway/side yard (2023) All New Windows (2019), New Furnace (2019), New Air Conditioning, Fairly New Roof (2017). Up-to 6 Parking spots with newly extended concrete on driveway! Basement apartment is currently vacant. More details
    Listed by COLDWELL BANKER SUN REALTY
  • 4573 Charleston Side Road in Caledon: Rural Caledon House for sale : MLS®# W12480441

    4573 Charleston Side Road Rural Caledon Caledon L7K 0S7
    Main Photo: 4573 Charleston Side Road in Caledon: Rural Caledon House for sale : MLS®# W12480441
    $1,229,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12480441
    Bedrooms:
    4
    Bathrooms:
    2
    Immaculately kept ((Over An Acre Lot with Circular Driveway in Prestigious Neighborhood)) Move In Ready 4 Level Fully Fenced Home** Eye-Catching Exterior W $$$ Spent On Professional Landscaping** Loads Of Character W High Sloped Ceilings, Floor To Ceiling Brick Fireplace, Open Concept Layout Ideal For Gatherings, Ample Sunlight From Multiple Large Windows. Interlocked Driveway, Huge Deck in backyard for party, B/I cooktop & B/I wall oven, Quartz counters, upgraded Light fixtures, 3+1 Beds, wi-fi thermostat, Fully Fenced, Ample Parking. Don't Miss!!! More details
    Listed by iCloud Realty Ltd.
  • 5775 Olde Base Line Road in Caledon: Rural Caledon House for sale : MLS®# W12480468

    5775 Olde Base Line Road Rural Caledon Caledon L7C 0L4
    Main Photo: 5775 Olde Base Line Road in Caledon: Rural Caledon House for sale : MLS®# W12480468
    $6,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12480468
    Bedrooms:
    4
    Bathrooms:
    2
    Attention Developers & Investors.......Exceptional opportunity to acquire 44.74 acres in Caledon, Primely located close to Airport Road & Olde Base Line Road - an area experiencing rapid growth and transformation. This prime agricultural property features a spacious 4-bedroom farmhouse, a 45' x 80' pole barn with 13' door and hydro, a 40' x 60' heated driving shed, and a 40' x 80' bank barn. Additional amenities include three grain silos with capacities of approximately 8,500, 5,000, and 3,000 bushels. Natural Gas & Municipal Water. This Property is surrounded by ongoing development projects, this property offers tremendous future potential for investors and developers alike. More details
    Listed by RE/MAX SPECIALISTS TAVSELLS INC.
  • 17397 Humber Station Road in Caledon: Rural Caledon House for sale : MLS®# W12480591

    17397 Humber Station Road Rural Caledon Caledon L7E 3A6
    Main Photo: 17397 Humber Station Road in Caledon: Rural Caledon House for sale : MLS®# W12480591
    $2,389,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12480591
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a breathtaking 24 acre estate, where privacy, serenity, and natural beauty come together in perfect harmony. Thoughtfully designed for both everyday living and exceptional entertaining, this elegant home offers a spacious open-concept layout, a luxurious main floor primary suite, and a walkout to an expansive screened porch, perfect for peaceful evenings immersed in nature. At the heart of the home, the oversized chef's kitchen is a culinary showpiece, featuring premium appliances and ample space to prepare and enjoy meals with family and friends. Rich hardwood flooring flows throughout, complemented by vaulted ceilings with exposed wood beams, multiple fireplaces, and timeless architectural details that create a warm and inviting atmosphere. The fully finished walkout basement opens to a stunning backyard oasis, complete with a spectacular in-ground pool, cascading waterfall, and a large hot tub... your own private paradise. With four spacious bedrooms and countless upgrades throughout, this exceptional property offers a lifestyle of luxury and tranquility. This is more than a home, it's an escape. More details
    Listed by PSR
  • 21 Southridge Trail in Caledon: Rural Caledon House for sale : MLS®# W12481137

    21 Southridge Trail Rural Caledon Caledon L7K 0B3
    Main Photo: 21 Southridge Trail in Caledon: Rural Caledon House for sale : MLS®# W12481137
    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12481137
    Bedrooms:
    6
    Bathrooms:
    4
    Welcome to 21 Southridge Trail! An exceptional 10-acre country property nestled on a quiet private road. This home offers just under 7,000 sq. ft. (on 3 levels) of beautifully finished living space. Rich hand-scraped engineered hrdwd floors throughout upper levels, soaring ceilings in the front foyer/dining room, and total privacy. This 5-bed, 4-bath home is nothing short of amazing! Step into the large chefs kitchen that features st/steel appliances, expansive granite countertops, a cozy wood-burning stove, and a walk-out onto the spacious back deck for seamless indoor/outdoor living. The large open-concept, sun-soaked living/dining room features 4 oversized windows that overlook the private, tree-filled back garden. A stunning 2-story brick fireplace is the focal point of this grand entertaining space. A separate side entrance to a sun-filled mudroom allows you and your guests to come and go with ease. The main floor features 2 offices/dens that make working from home a breeze! The second floor is graced with 5 bdrms & 2 washrooms. The primary bedroom features a large walk-in closet, tons of natural light, and a spa-like ensuite with a skylight. The spacious, fully finished bsmt offers ample additional living/entertaining space (with rough-in for a bar/kitchenette), lounge/games room, 3-piece bath, laundry room, and sound/recording studio (sound equipment will be removed but can easily be duplicated by a buyer if desired)! Take a break from the hustle and bustle of the city and immerse yourself in all the wonders this great country property has to offer. Enjoy what this desirable location offers privacy & fresh air with an abundance of trees, over 260 kms of popular nature trails such as the Bruce Trail & The Caledon Trailway, nearby Cultural & Art facilities such as the Alton Mill Arts Centre, yet only approximately 30 minutes to Pearson Intl Airport & 1 hour to downtown Toronto. Several Villages + Orangeville are less than 30 minutes away for shopping. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 18754 Heart Lake Road in Caledon: Rural Caledon House for sale : MLS®# W12481431

    18754 Heart Lake Road Rural Caledon Caledon L7K 1Z7
    Main Photo: 18754 Heart Lake Road in Caledon: Rural Caledon House for sale : MLS®# W12481431
    $12,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12481431
    Bedrooms:
    5
    Bathrooms:
    6
    A jaw-dropping architectural statement in the heart of Caledon! This one-of-a-kind residence blends world-class design, natural beauty & uncompromising craftsmanship across 10,300 square feet of living space. Designed by Kariouk Architects w/interiors curated by the renowned Karin Bohn, the home has been celebrated in films, fashion shoots, & multiple design awards, standing as a true icon of modern architecture in Ontario. The exterior showcases a copper roof & natural slate stone siding wrapping both the façade & select interior feature walls-materials chosen for their rarity, permanence, & sculptural quality. Inside, the atmosphere is defined by floor-to-ceiling windows, dramatic lighting & solid white oak tongue-and-groove ceilings. The raised ground-floor design allows for continuous transom windows around the perimeter, filling the lower level w/natural light. A large central floor opening connects the two levels visually & spatially, framing the home's main fireplace & creating a dynamic double-height volume. Throughout the home, you'll find extensive custom millwork, steel beam & suspended walkways, & dramatic vaulted ceilings w/ambitious angles that celebrate the artistry of structure & form. The oak interior doors w/oil-rubbed bronze hardware add a warm, tactile contrast to the sleek architecture. The gourmet kitchen features Gaggenau appliances & is complemented by a secondary prep kitchen/pantry designed for seamless entertaining. Beyond the interior, an impressive covered deck-integrated into the roof system with Ipe floors & B/I speakers, oriented toward stunning elevated views. Outdoor living continues w/a fire pit, hot tub, & inground pool, all set against almost 100 acres of private, forested land-providing tranquility, privacy & notably reduced property taxes. This is not simply a home-it is a work of art, designed for those who value architecture, privacy & the seamless connection between design & nature. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 2052 Highpoint Side Road in Caledon: Alton House for sale : MLS®# W12478913

    2052 Highpoint Side Road Alton Caledon L7K 0H9
    Main Photo: 2052 Highpoint Side Road in Caledon: Alton House for sale : MLS®# W12478913
    $3,830,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12478913
    Bedrooms:
    5
    Bathrooms:
    3
    SIGNIFICANT PRICE IMPROVEMENT: From $5,640,000 to $3,830,000. Sophisticated country residence with all the latest luxuries and conveniences yet retaining all the charm of the original residence. 5 bedrooms with main floor guest suite, quartz island eat-in kitchen, comfortable eight seat dining room, large family room with wood-burning fireplace. Front entrance of the house has a spacious foyer with elegant winding staircase with an office & a further living room. All bedrooms have pastoral country views with the primary en-suite bathed in natural light through its skylight. It has a soaker tub, separate shower and double sinks. Enclosed back yard has many features including a waterfall, jacuzzi, BBQ area & a newly installed saltwater swimming pool, ample entertaining space. 5-acre organic farm - grow your own produce and more! New established fruit trees and berries. Entire area is irrigated with frost free hydrants throughout. Additional heated greenhouse and separate farm entrance. Large restored bank barn. Covered parking for numerous vehicles. 45.2 acre property. Brand new office building. Garage, workshop. 1/2-acre pond, full enclosed, bonfire pit, 6-hole chipping green. 4 km walking trails. Minutes to Orangeville, hospital, school across the street & golf at Osprey. More details
    Listed by MOFFAT DUNLAP REAL ESTATE LIMITED
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  • 16761 Mountainview Road in Caledon: Caledon East House for sale : MLS®# W12479173

    16761 Mountainview Road Caledon East Caledon L7C 2V8
    Main Photo: 16761 Mountainview Road in Caledon: Caledon East House for sale : MLS®# W12479173
    $6,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12479173
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 16671 Mountainview Road, a truly exceptional estate nestled on over 100 acres of rolling Caledon countryside. This remarkable property combines breathtaking views of the Toronto Skyline with complete privacy and natural beauty, offering an unparalleled lifestyle opportunity. Winding through private trails, past meadows, forests and a serene spring-fed pond, this property is a haven for nature lovers and outdoor enthusiasts alike. Whether you are hiking or simply enjoying the peace and quiet, every corner of this land tells a story of rural elegance. The estate features three distinct residences, perfect for multigenerational living, guest accommodations or potential rental income. Each home enjoys its own private setting, surrounded by mature trees and open vistas. This is a rare opportunity to own one of Caledon's most scenic and versatile properties - just minutes from conveniences, golf courses and equestrian facilities and less than an hour to Toronto. Highlights include: 100+ picturesque acres with panoramic Toronto views, 3 separate houses on the property, a Settler's cabin currently used as an office, large chicken coop, natural pond and scenic forest trails, absolute privacy in a prestigious Caledon location. 2 separate parcels with 2 homes on 96 acres and 1 on 14 acres. More details
    Listed by MOFFAT DUNLAP REAL ESTATE LIMITED
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    please create a free account

  • 5 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W12477606

    5 Cedar Drive Rural Caledon Caledon L7K 1H4
    Main Photo: 5 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W12477606
    $1,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12477606
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated. More details
    Listed by SUTTON-HEADWATERS REALTY INC.
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Data was last updated October 26, 2025 at 12:15 AM (UTC)
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