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15441 Mount Pleasant Road, Caledon
$5,895,000
W13597552 MLS
56 ACRES OF EXCEPTIONAL OPPORTUNITY IN THE HEART OF CALEDON....An extraordinary opportunity to acquire 56 acres in the picturesque Palgrave community, one of Caledon's most desirable and rapidly growing residential areas. Ideally located just minutes from Highway 9, Highway 427, Toronto, Etobicoke and surrounding communities, this remarkable property offers the perfect balance of country serenity and urban convenience. Boasting approximately 230 metres of frontage and an impressive 691 metres of depth, the property provides outstanding potential for a variety of future uses and development opportunities. (Subject to all approvals). The landscape is truly captivating, featuring two picturesque ponds, enchanting wetlands and expansive woodlots that showcase a rich diversity of native and non native plant species. This harmonious natural setting creates a peaceful and private retreat while remaining close to major centres and essential amenities. Whether you're an investor, developer, or visionary looking to secure a significant landholding in one of Caledon's most sought-after locations, this is a rare opportunity to own an exceptional property with tremendous long-term potential...Ready for development (subject to all necessary approvals), this unique offering combines natural beauty, strategic location and outstanding future possibilities.

15441 Mount Pleasant Road, Caledon

15441 Mount Pleasant Road, Caledon
$5,895,000
W13597548 MLS
56 ACRES OF EXCEPTIONAL OPPORTUNITY IN THE HEART OF CALEDON....An extraordinary opportunity to acquire 56 acres in the picturesque Palgrave community, one of Caledon's most desirable and rapidly growing residential areas. Ideally located just minutes from Highway 9, Highway 427, Toronto, Etobicoke and surrounding communities, this remarkable property offers the perfect balance of country serenity and urban convenience. Boasting approximately 230 metres of frontage and an impressive 691 metres of depth, the property provides outstanding potential for a variety of future uses and development opportunities. (Subject to all approvals). The landscape is truly captivating, featuring two picturesque ponds, enchanting wetlands and expansive woodlots that showcase a rich diversity of native and non native plant species. This harmonious natural setting creates a peaceful and private retreat while remaining close to major centres and essential amenities. Whether you're an investor, developer, or visionary looking to secure a significant landholding in one of Caledon's most sought-after locations, this is a rare opportunity to own an exceptional property with tremendous long-term potential...Ready for development (subject to all necessary approvals), this unique offering combines natural beauty, strategic location and outstanding future possibilities.

15441 Mount Pleasant Road, Caledon

5775 Olde Base Line Road, Caledon
$5,750,000
4 Beds ⋅ 2 Baths ⋅ W13103560 MLS
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.Do not enter property without a confirmed appointment.

5775 Olde Base Line Road, Caledon

5775 Olde Base Line Road, Caledon
$5,750,000
W13103556 MLS
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.Do not enter property without a confirmed appointment.

5775 Olde Base Line Road, Caledon

18250 Duffy's Lane, Caledon
$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS
Extraordinary Palgrave estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Palgrave's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon

4376 the grange Side Road, Caledon
$5,499,000
5 Beds ⋅ 3 Baths ⋅ W13465540 MLS
The grange sideroad, one of the most (if not the most) prestigious streets in caledon. As you enter the electronic gate, and follow through the treed paved road, you will find a idilic property offering 32 (plus) acres of beautiful grounds and buildings. The "gate"house at the entrance is a 3 bdrms perfectly maintained bungalow ( currently rented to a family member) with its own propane heating and AC system. The main house is a 4 bdrms,over 2600 sq ft raise bungalow with a walk out finished bsmt, a perfect blend of traditional and modern with upgraded bathrooms.new kitchen centre island and ceramic floors (2026). You will enjoy the multiple decks and look-out patios with views for miles! The barn, in perfect condition, will allow for a full equine operation with 12 stalls and a 20 ft loft for storage or other uses as desired. If you like entertaining, you can invite 100 ( plus) friends and family members to your own private venue, complete with bathrooms and a commercial type kitchen. Then you can dance the night away in the 8000 sq ft concrete outdoor pad with a build in wet bar.Unbeleivable!! Last,but not least, you have an spectacular salt water pool with epoxy trim and lots of armour stone, complete with a pool house with a kitchen, full bathroom and gorgeous sitting area. Note: you will love the total privacy of this property.

4376 the grange Side Road, Caledon

14671 Bramalea Road, Caledon
$5,499,000
W13424272 MLS
A rare opportunity that doesn't come along often. Offering approximately 71.82 acres in a highly sought-after, growth-oriented area, this exceptional property presents endless possibilities for investors, builders, land bankers, and those looking to create a legacy asset for future generations. Vacant land is one of the few assets with a truly limited supply, providing flexibility, long-term value, and the potential to benefit from the continued growth of the surrounding area. As large parcels become increasingly scarce, opportunities of this size and location are becoming harder to find. Ideally situated beside a residential subdivision and just minutes from Caledon and Bolton, the property offers the perfect balance of rural tranquility and convenient access to shopping, dining, recreation, and everyday amenities. This is a unique opportunity to secure a significant land holding in a desirable and evolving region. Whether your vision is to build, invest, or hold for the future, this property offers exceptional potential and is one you won't want to miss.

14671 Bramalea Road, Caledon

7 Maple Meadow Court, Caledon
$5,250,000
5 Beds ⋅ 7 Baths ⋅ W13744042 MLS
PUBLIC OPEN HOUSE: MONDAY OCT 12, 11-3 pm. A rare offering in Caledon Mountain Estates on 2.8 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with a level of privacy that is increasingly difficult to find-all within convenient reach of the GTA. Set against a peaceful natural landscape, the approximately 9,137 sq. ft. residence is designed to feel both dramatic and deeply livable, with expansive windows, refined finishes and seamless connections to the outdoors.Created equally for everyday family living and effortless entertaining, the home's impressive great room is anchored by a striking 23-ft. microcement fireplace and surrounded by expansive windows overlooking the natural landscape. At the heart of the home are two beautifully appointed kitchens, including a discreet spice kitchen finished to the same exacting standard and featuring its own separate entrance.The private primary wing feels like a retreat unto itself, complete with a walk-in closet with laundry, wet bar and luxurious 5-piece ensuite. A laundry room on each level adds exceptional convenience to the thoughtfully designed floor plan.Wellness and entertainment are equally well considered, with a dedicated gym, indoor sauna and separate lounge/party room complete with fireplace. The gym and sauna lead directly to the outdoors where there is a covered outdoor kitchen and entertaining area, putting green and pool.Outside, the property transforms into a private, resort-inspired escape. Surrounded by a mature natural landscape, the backyard features an oversized swimming pool with a padded tanning ledge, automatic cover, deck jets and Omni smart system. Further enhancing the ownership experience, the home includes two years of builder-backed ownership support, offering added confidence and continuity well beyond closing.

7 Maple Meadow Court, Caledon

14130 Creditview Road, Caledon
$4,800,000
W13601720 MLS
Situated at the intersection of King Road and Creditview Road, and neighbouring the highly sought-after and picturesque village of Cheltenham Village, this exceptional approximately 70.5-acre corner property offers a rare opportunity to own a substantial parcel in one of Caledon's most desirable rural communities. South of King St is seeing rapid growth in the area with new developments. The property features a charming 2-bedroom residence along with three existing outbuildings, including a spacious three-section driving shed measuring approximately 24' x 36', 12' x 72', and 40' x 20'. Surrounded by prestigious custom-built estate homes, scenic horse farms, and beautiful countryside landscapes, this property presents the ideal setting to build a dream estate while enjoying privacy, tranquility, and an upscale rural lifestyle. The highly desirable corner location provides excellent frontage, accessibility, and long-term potential. Conveniently located just minutes from urban amenities, the property is approximately 10 minutes to Brampton and 20 minutes to Orangeville, with quick access to Highways 410 and 401 for commuters. The surrounding area is well known for its natural beauty and recreational attractions, including nearby schools, the scenic Forks of the Credit Provincial Park, and the popular Caledon Trail system offering year-round outdoor enjoyment.Golf enthusiasts will appreciate close proximity to the renowned TPC Toronto at Osprey Valley, host of the RBC Canadian Open, as well as the prestigious Devil's Pulpit Golf Association. Winter recreation is equally exceptional with skiing, snowboarding, and family programs available nearby at the Caledon Ski Club. Additional property features include a 100-amp electrical service, wireless internet availability, drilled well, septic system, Buyers and cooperating agents are advised to complete their own due diligence regarding future uses, permits, and development potential.

14130 Creditview Road, Caledon

446 The Grange Side Road, Caledon
$4,750,000
4 Beds ⋅ 5 Baths ⋅ W13646518 MLS
Located in one of the most desirable pockets of Caledon, 446 The Grange Side Road is situated on over 11 acres of wooded grounds and manicured open vistas. This exquisite, private country estate is the perfect blend of country character and contemporary design. Located in close proximity to many clubs and amenities that will appeal to skiers, golfers, cyclists, hikers and equestrians. The house has been thoughtfully designed and features 4 bedrooms and 4.5 bathrooms. An architecturally stunning staircase of steel and glass spans all three floors and allows the natural light to cascade through and into the home while complementing the Norwegian white oak wide plank floors and exposed square log timbers. The interior features over 3,400 square feet of above ground living space with heated floors in the living room, lower level bedroom entrance foyer, and all ensuite baths. There is a state of the art water purification system, 2 gas fireplaces in the living and dining rooms, a Koehler generator, central air conditioning system with two furnaces and humidification systems, extensive Lutron lighting and window blind system, and an electric mosquito shade system enclosing the covered outdoor entertainment area. The outdoor entertaining areas are tranquil and serene, with a covered deck area and three walkouts from main floor principal rooms overlooking the in-ground 16' x 50' heated gunite pool. Views from the pool overlook a spring-fed pond with a waterfall feature, a private meadow attracting flora and fauna, and a private walking trail.

446 The Grange Side Road, Caledon

18785 The Gore Road, Caledon
$4,750,000
6 Beds ⋅ 7 Baths ⋅ W13565596 MLS
Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically repositioned to $4,750,000, presenting outstanding value for a property of this calibre. Set on 9.3 private acres and backing onto a protected greenbelt, this magnificent estate offers unparalleled privacy, breathtaking natural surroundings, and the tranquillity of an exclusive country retreat. Designed for grand-scale living and sophisticated entertaining, the home boasts nearly 7,000 sq.ft. above grade, complemented by an additional 3,500 sq. ft. of beautifully finished walk-outlower-level living space. Expansive principal rooms, elegant finishes, and a seamless layout create the perfect balance of luxury and everyday comfort. This is a remarkable opportunity to own a signature estate in one of Caledon's most coveted locations at an exceptional new price. For more information, please see the attached Feature Sheet. Private viewings are available by appointment. Experience this extraordinary estate firsthand-book your private tour today.

18785 The Gore Road, Caledon

16735 Shaws Creek Road, Caledon
$4,699,000
5 Beds ⋅ 8 Baths ⋅ W13804054 MLS
3% to the selling broker. This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledon for discreet living. A property of this calibre offers a true legacy estate, and Astrion's craftsmanship and construction details are 200% above industry standards. Set on 20 private acres featuring a $500,000 permanent loading walkway connecting you to nature and beyond, a canoe ride to an island, and over $700,000 in landscaping, lighting and irrigation. The residence features a dramatic two-storey great room with a floor-to-ceiling natural stone wood-burning fireplace, expansive windows, wide-plank white oak flooring, custom millwork, and integrated lighting throughout. The chef-inspired kitchen is designed for entertaining, featuring quartz surfaces, an oversized centre island, walk-in pantry, and custom wine display. The primary suite offers a luxurious retreat with custom built-in closets and a spa-inspired ensuite, while all bedrooms feature private ensuite bathrooms. The finished lower level includes a second kitchen, home gym, sauna, cold-plunge tub, radiant heated floors, and direct garage access. Designed for year-round comfort and efficiency, the home is equipped with smart-home technology, spray-foam insulation, whole-home water filtration, 400-amp service, a standby generator, radiant heating, dedicated HVAC systems, and snow-melt systems. Outdoor amenities include professionally landscaped grounds, extensive stonework, a four-season covered porch with an outdoor kitchen, a custom fire pit area, illuminated pathways, a private dock, an attached three-car garage, and a separate heated and air-conditioned three-car garage/workshop. A rare opportunity to own one of Caledon's most exceptional estate properties, thoughtfully designed and built without compromise.

16735 Shaws Creek Road, Caledon

4476 Beech Grove Side Road, Caledon
$4,549,999
6 Beds ⋅ 3 Baths ⋅ W13132936 MLS
Exceptional Farm Opportunity in Caledon - Prime Corner Property. Discover one of the finest farm properties in Caledon, ideally situated on a premium corner parcel in the sought-after Speersville. Offering approximately 97.96 acres (as per MPAC) with an impressive 2,015 feet of frontage along Horseshoe Hill Road and Beech Grove Side Road, this property provides exceptional visibility, accessibility, and future potential. The land features beautiful rolling acres with breathtaking panoramic views, a picturesque pond, and a blend of open farmland and mature reed areas, perfect for a variety of agricultural, recreational, or rural lifestyle uses. This versatile property includes two residences, three hydro connections, and multiple outbuildings, including a silo and a classic bank barn, making it an ideal setup for a working cattle farm, hobby farm, or livestock operation. Whether you are looking to expand your agricultural portfolio, establish a thriving farm operation, or enjoy the peace and beauty of country living on a truly remarkable property, this exceptional offering presents endless possibilities. A rare opportunity to own one of Caledon's premier farm properties.

4476 Beech Grove Side Road, Caledon

18101 Shaws Creek Road, Caledon
$4,495,000
6 Beds ⋅ 5 Baths ⋅ W14120446 MLS
A country estate with a story to tell. Welcome to Belain Farm, an extraordinary 96-acre property in the heart of Caledon, where timeless beauty and cinematic history come together. Featured in the acclaimed television series Anne with an E, the estate most recently served as the primary filming location for the upcoming feature film Model Citizen, starring Aaron Eckhart and Emmanuelle Chriqui. Both the historic residence and picturesque grounds feature prominently throughout the production, adding another chapter to the property's remarkable history on screen. Beyond its cinematic appeal, a picturesque maple-lined driveway welcomes you to a beautifully restored century brick residence, thoughtfully updated while preserving its original pine floors, custom millwork, wood-burning fireplaces and inviting character. The surrounding landscape unfolds into sweeping pastoral views, open meadows, mature forests, a tranquil pond and private trails throughout the property. Offering exceptional versatility, the estate features a 10-stall barn with a self-contained apartment, four paddocks with run-ins, a sand riding ring, separate studio, drive shed and approximately 40 workable acres. Whether envisioned as a private family retreat, equestrian estate or peaceful country escape, Belain Farm offers a lifestyle defined by space, privacy and natural beauty. Private trails connect directly to the Cataract Trail and Bruce Trail network. Enjoy nearby Belfountain's charming cafes and local amenities, championship golf at Osprey Valley, skiing at Caledon Ski Club and surrounding conservation areas, all within approximately 45 minutes of Pearson International Airport. A rare opportunity to own a truly distinctive piece of Caledon's countryside.

18101 Shaws Creek Road, Caledon

Porterfield Road, Caledon
$4,495,000
W12686032 MLS
Rare opportunity to acquire 86.96 acres of prime potential development land in the Town of Caledon, one of the fastest-growing municipalities in the GTA. A key and strategic parcel ideally located at Dufferin Road 109 and Porterfield Road, offering significant frontage, excellent visibility, and strong regional connectivity. The property is minutes from Highway 10 and situated along the Highway 109 bypass, providing convenient access throughout Caledon and into the broader GTA. The site is also well-positioned to benefit from the planned Highway 413 corridor, offering the potential for enhanced regional connectivity. Well-suited for long-term growth and future development potential in an area experiencing continued residential and employment expansion. An ideal opportunity for developers, investors, or strategic land bankers seeking scale in a supply-constricted market.

Porterfield Road, Caledon

13171 Chinguacousy Road, Caledon
$4,399,000
3 Beds ⋅ 2 Baths ⋅ W12791312 MLS
Prime 10-Acre Parcel In An Expanding Caledon Location Featuring Clear, Level, And Highly Usable Land. Situated At The Corner Of Chinguacousy Road And Old School Road, Just Minutes From Brampton, This Property Offers Excellent Visibility And Access To Major Routes. The Proposed Highway 413 Corridor Is Planned South Of The Property, Further Strengthening The Area's Long-Term Growth Outlook. Surrounded By Ongoing Development And Infrastructure Improvements, This Is A Strong Opportunity For Agricultural Use, Custom Estate Living, Or Strategic Long-Term Investment. An Existing Approx. 1,800 Sq Ft Bungalow Is Currently Tenanted And Is Being Sold In "As Is, Where Is" Condition. Buyer And Buyer's Agent To Conduct Their Own Due Diligence

13171 Chinguacousy Road, Caledon

7735 Old Church Road, Caledon
$4,350,000
4 Beds ⋅ 5 Baths ⋅ W14011644 MLS
Exceptional distinguished Caledon estate, custom-built luxury bungalow over 7700+ sq.ft. of living space set on 10 meticulously maintained acres, offering an extraordinary blend of elegance, privacy & resort-inspired living. Beyond the gated entrance, mature trees, breathtaking gardens & beautifully landscaped grounds create a spectacular country retreat. The sophisticated main level features 3 bedrooms, a dedicated office, gracious principal rooms & a distinctive sunken sunroom. The gourmet kitchen is appointed with honed granite countertops, built-in Sub-Zero refrigerator & freezer, Ultraline gas stove with double oven, KitchenAid double-drawer dishwasher & a butler's pantry. Inviting dining area opens to a stone gazebo & elevated patio, creating a beautiful setting for effortless in & outdoor entertaining. Spacious primary retreat W/fireplace offers generous walk-in closets, luxurious 5-piece ensuite with heated floors. Impressive lower level is designed for exceptional entertaining, highlighted by a spectacular built-in aquarium feature wall. An expansive recreation & games area is complemented by a well-appointed bar with beverage fridge, ice maker & dishwasher, plus a gym, family room, fourth bedroom, additional bathrooms, cantina & storage. An ideal space for multi-generational living or a nanny suite. Convenient access to the pool makes hosting family & friends seamless. Step outside to your own private oasis featuring a saltwater inground pool, outdoor wet bar, entertainment area, cabana & outdoor shower. From tranquil mornings surrounded by nature to unforgettable summer gatherings, this remarkable property offers a lifestyle few estates can match. The exceptional outbuildings include an oversized attached 3-car garage, a second oversized detached 3-car garage, a 6-stall barn & a separate shed. With remarkable grounds, generous living spaces & outstanding amenities, this is a rare opportunity to experience distinguished country living in beautiful Caledon.

7735 Old Church Road, Caledon

3 RUTLAND HILL Court, Caledon
$4,324,900
6 Beds ⋅ 5 Baths ⋅ W10438905 MLS
Stunning Victorian Reproduction home with over 6600 square feet of total living space, perfectly located on a dream 15+ acre oasis amongst a quiet collection of estate homes. Just minutes from Caledon East and Orangeville. The backyard includes a luxurious oversized copper-ionized pool with built-in safety ledge, custom cabana milled on site with wet bar, wood burning fireplace & laundry. 30' x 40' heated and insulated drive shed, approx. 5 acres of cleared land with 10+ acres of forest and trails, custom built stream and waterfall, fully engineered outdoor hockey rink with drainage & lighting (potential to convert to a pickleball or tennis court), tobogganing hill and play set, and fully manicured lawns with gorgeous gardens. Inside, find an expansive, yet cozy living space filled with natural light. Custom dove-tailed wood cabinetry in the kitchen with 2 dishwashers, stone countertops and heated slate flooring. Open concept living area with a beautiful view & walk out to the newly refinished patio (2024). Vaulted ceilings in the living room. Formal dining room which could be easily converted to a main floor primary with ensuite. Main floor laundry. High speed internet throughout the home and backyard. 5 large bedrooms on the second floor plus an additional bedroom in the basement. Bright primary bedroom with spa-like ensuite. 6 bathrooms total. Sauna and games room in the walk-out basement.

3 RUTLAND HILL Court, Caledon

14940 Hurontario Street, Caledon
$4,200,000
2 Baths ⋅ W13448106 MLS
Rare Opportunity To Acquire A Fully Operational Licensed Truck Repair Facility On A Fenced 0.98-Acre Lot Zoned CHV (Village Highway Commercial). Ideally Located With 258 Feet Of Frontage Along Highway 10, Just South Of Boston Mills Road, Offering Excellent Exposure And Accessibility. The Property Features Three Buildings Including A 1,680 Sq. Ft. Repair Shop Equipped With Two 14' x 14' Drive-In Doors, A Spacious Storage Dome With Two Additional 14' x 14' Drive-In Doors, And A 2,450 Sq. Ft. Office Building. Additional Highlights Include Radiant Heating, An Oil Interceptor System, Ample Truck Parking And Storage Space, And A Functional Layout Designed To Support A Variety Of Commercial And Transportation-Related Uses. An Exceptional Investment Or Owner-Operator Opportunity In A High Visibility Location.

14940 Hurontario Street, Caledon

16927 Winston Churchill Boulevard, Caledon
$4,200,000
5 Beds ⋅ 3 Baths ⋅ W13224014 MLS
A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.

16927 Winston Churchill Boulevard, Caledon

3771 Old School Road, Caledon
$3,999,900
5 Beds ⋅ 4 Baths ⋅ W13874596 MLS
TOP 5 reasons to BUY THIS BEAUTIFUL PROPERTY #1) 2.82 ACRES of Prime Land with Fully RENOVATED CUSTOM Built Bungalow (right next door to Caledon Fairgrounds) is now designated for COMMERCIAL Employment Zoning such as Place of Worship (Gurudwara/ Temple)/ Private Day Care/ Garden Center (Nursery) etc !!! #2) Big Size TRIPLE (3) Car Garage With 600V Electricity perfect for Contractor's Workshop !!! #3) Ready to move-in property with 3+2 Bedrooms (main floor) and 3+1 Bathrooms (Basement) !!! #4) Conveniently located just minutes from Brampton with Premium High Demand LOCATION at HWY 10/ Old School Road property offers great opportunity for Investors, Builders or End users !!! #5)This property combines country-style living at its best with excellent city access and fantastic opportunity with tremendous future potential to grow !!! *** Buyers can also apply to CITY for various other usages including Truck Parking/ Repair Shop etc.***

3771 Old School Road, Caledon

14 Wheeler Drive, Caledon
$3,999,900
W13743854 MLS
are investment opportunity to acquire approximately 43,863 sq. ft. (1.007 acres) of fenced industrial-designated land in Bolton West. Offering a wide range of potential uses including truck and trailer parking, fleet storage, contractor yard, equipment and machinery storage, building materials, outdoor storage, logistics operations, laydown yard and other industrial uses, subject to zoning and municipal approvals. Excellent location near Hwy 50 & McEwan with convenient access to major GTA transportation routes. Municipal water and sanitary/storm services available. Ideal for investors, owner-users, contractors, transportation companies and businesses seeking strategically located industrial land with future potential. Buyer and Buyer's Agent to verify zoning, permitted uses, development potential, measurements, services and all due diligence. Purchaser and agents to do own due diligence.

14 Wheeler Drive, Caledon

2874 Charleston Side Road, Caledon
$3,990,000
7 Beds ⋅ 7 Baths ⋅ W13841822 MLS
EXCEPTIONAL CUSTOM-BUILT LUXURY ESTATE - in the Heart of Caledon Village! This magnificent residence, only 2 years old, is set on a premium over half-acre lot in a peaceful, family-friendly community. Offering approximately 6 spacious bedrooms and 7 washrooms, each bedroom is thoughtfully designed with its own private ensuite, walk-in closet and walk-out balcony, providing an ideal blend of privacy and comfort for large or multi-generational families. The striking exterior showcases all-stone and precast construction, while the interior impresses with soaring 11-ft ceilings on the main and second levels, a 10-ft ceiling walk-out basement, elegant chandeliers, crown moulding, LED lighting and premium finishes throughout. The expansive gourmet kitchen features painted solid-wood cabinetry and is complemented by a dedicated spice kitchen, perfect for everyday family living and entertaining. Two large skylights bring an abundance of natural light, while heated main-floor areas add year-round comfort. Enjoy the convenience of a 3-storey elevator, 400-amp electrical service, EV charger and a heated 4-car garage. The extended driveway provides parking for up to 15 vehicles, while two separate laundry rooms add everyday practicality. Multiple walk-outs create seamless indoor-outdoor living, with balconies accessible from every bedroom, plus built-in speakers on the main and second levels. One of the home's most distinctive features is the spectacular glass walkway/bridge on the second floor, offering an open view to the level below and creating a dramatic architectural focal point. With 2 indoor fireplaces and 1 outdoor fireplace, this home is equally suited for grand entertaining and comfortable family living. Conveniently located just a short walk to transit and everyday amenities, including Tim Hortons, McD's, pharmacy, post office and GO Bus service. A truly remarkable estate offering exceptional space, craftsmanship, luxury and convenience in one extraordinary package.

2874 Charleston Side Road, Caledon

Mississauga Road, Caledon
$3,900,000
W13485268 MLS
Escape the city on this stunning wooded property, the perfect canvas for your dream home. Set on the rural edge of Caledon, this private retreat offers 360-degree views of unspoiled nature, with mature forest and walking trails right at your doorstep. Hundreds of feet of frontage on Mississauga Road and surrounded by multi-million dollar custom-built estates, it's a rare opportunity in one of Caledon's most coveted enclaves. This site is an ideal destination for hunting. The Bruce Trail runs nearby, and you're minutes from skiing, horseback riding, and the renowned golf clubs of Belfountain and Terra Cotta. Ten minutes to Brampton, 15 minutes to Orangeville, and easy access to Highway 410 and the Mississauga/Lakeshore corridor.

Mississauga Road, Caledon

20 Glassford Court, Caledon
$3,850,000
7 Beds ⋅ 6 Baths ⋅ W13020788 MLS
This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Completed in 2021 with top-tier finishes throughout, this home features approx. 11,700 sqft above grade and an additional 7,000 sqft walk-out basement with panoramic windows - framed and partially finished with space for a theatre, gym, kitchen, bedroom, bath, and more. The great foyer welcomes you with soaring 22-ft ceilings. To the left is a formal living room; to the right , a private office. A stunning 19-foot ceiling family room with an upgraded fireplace flows into a designer kitchen with an 8' * 5' island, frigidaire & Monogram Appliances, walk-in pantry, and an incredible 27' & 16' sunroom featuring a skylight and floor-to ceiling views. The main floor also features a stylish laundry room with built-in sink and dog wash station. Upstairs, you'll find 6-bedrooms. The primary suite (18' * 23') includes a spa-like 5-piece ensuite, huge walk-in closet, and a private balcony. A second primary (20'*20') offers his & hers closets, ensuite, and a balcony access. All bedrooms feature walk-in closets and ensuite or semi-private baths, plus a 12' * 12' loft/ lounge area overlooking the family room below. Outside, enjoy 7 garage spots and parking for 35+ cars. Mechanically upgraded with 2 furnaces, 2 sub panels 400 amp service, 2 central vac systems, new chlorine system, new septic system, water softeners , purifiers, reverse osmosis, mood lighting throughout, and smart home ready with high internet. A rare opportunity to own a true dream home built for entertaining, family living, and total comfort - all within easy reach to Orangeville, Brampton, Mississauga, Vaughan, and Toronto. Some photos are virtually staged.

20 Glassford Court, Caledon

19569 Hurontario Street, Caledon
$3,799,999
W14127958 MLS
HIGHWAY COMMERCIAL OPPORTUNITY ON 1.6 ACRES! Excellent exposure and high-traffic location at 19569 Hurontario St, Caledon. Approximately 1.6 acres with two access points directly from Hurontario Street, offering excellent visibility, accessibility and signage potential. Highway Commercial zoning provides a wide range of potential uses, including restaurant, hotel, place of entertainment, automotive sales and automotive repair, subject to zoning and municipal approvals. Ideal opportunity for an investor, owner-user or developer looking to establish a high-profile commercial operation in a growing Caledon location. Rare opportunity with multiple potential uses and exceptional highway exposure! There is a house that is unlivable.

19569 Hurontario Street, Caledon

Lot 2B Hunsden Side Road, Caledon
$3,764,990
5 Beds ⋅ 6 Baths ⋅ W13085210 MLS
Presenting the Ellesmere Elevation "A" by Carringwood Homes, a distinguished 5,535 sqft estate residence located within the coveted Hillview Estates on Hunsden. Positioned on an expansive 1.21-acre property, this home blends elegant country charm with modern luxury, offering five generously sized bedrooms, each complete with its own private ensuite, perfectly suited for growing families or multi-generational living. The exterior makes an immediate impression with its stately three-car garage, while inside, the thoughtfully designed layout features a grand Great Room, formal living and dining areas, a private den, and an expansive chef-inspired kitchen ideal for both daily living and entertaining. Enhancing functionality and flow, a walk-in pantry with a convenient servery is perfectly placed between the kitchen and dining room, allowing for effortless hosting. Every element of the home reflects careful planning and elevated craftsmanship. This exceptional residence continues the legacy of the original Hillview Estates in Caledon, located at Hillview Place and Highway 50-an enclave celebrated for redefining luxury country living. Known for its collection of elegant homes set among rolling hills and mature woodlands, it remains one of the region's most desirable communities. Now, just minutes north, Hillview Estates on Hunsden carries that tradition forward. Featuring expansive estate lots, timeless architectural design, and uncompromising attention to detail, this is a rare opportunity to enjoy refined living in a serene, natural setting where sophistication and tranquility coexist. The home isn't built yet, as the buyer you can choose all interior and finishes, you will have the opportunity to work with our Decor Specialist to select all interior colours and finishes to make this home your own.

Lot 2B Hunsden Side Road, Caledon

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