Caledon Real Estate Search

Caledon Properties between $4,000,000 and $5,000,000 for Sale

Our website features the best real estate search for between $4,000,000 and $5,000,000 properties available in Caledon and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Caledon Properties between $4,000,000 and $5,000,000 for Sale

$4,299,000
7 Beds 8 Baths W13681670 MLS
**Welcome to an extraordinary custom-built luxury estate offering nearly 10,000 sq. ft. of refined living space in one of Caledon's most desirable estate communities** Enjoy the perfect blend of peaceful country living and urban convenience, just minutes from Brampton, Highway 410, and the future 413 corridor**This exceptional residence showcases timeless elegance, superior craftsmanship, and thoughtful design throughout**A striking 9-ft custom main entrance door, elegant 8-ft interior doors Soaring 11 ft ceilings on the main floor and 10 ft ceilings on the second floor and basement create a grand sense of space**The home offers 7 spacious bedrooms and 8 luxurious bathrooms, including a main floor bedroom with a private ensuite and walk-in closet, ideal for multigenerational living**The chef-inspired kitchen features premium Sub-Zero and Wolf appliances, custom cabinetry, an oversized waterfall island, and a full Size spice kitchen With Built In KitchenAid Appliances**Luxury continues with a Control4 smart home automation system, built-in speakers throughout, private theatre, dedicated gym, formal living and dining rooms,Central vacuum system with convenient in-wall retractable hose,"Spectacular 21-ft open-to-above foyer and family room, upgraded trim work with impressive 9.5-inch baseboards throughout, and upgraded triple-glazed windows throughout for enhanced comfort and energy efficiency." and a spacious 4 car garage**Energy efficiency and quality construction shine through with spray foam insulation across all exterior walls on all levels, an insulated basement floor for added comfort, dual high-efficiency furnaces, dual4-ton AC units, a Waterloo biofilter septic system, skylight, and a newer metal roof with a lifetime warranty**Professionally landscaped grounds and expansive interlock outdoor living spaces complete this truly one-of-a-kind estate where luxury, privacy, superior construction, and an outstanding location come together in perfect harmony.

14374 Kennedy 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

$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

$4,999,999
6 Beds 6 Baths W13504950 MLS
Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined driveway winds through picturesque farmland, leading to an impressive natural stone bungalow perfectly positioned to capture sweeping rural views. The property comprises approximately 84 acres, including about 55 workable acres of gently rolling land, complemented by a tranquil pond near the entrance. This setting is ideal for agriculture, a home-based business, or multigenerational living. The main residence showcases quality craftsmanship with spacious, well-appointed interiors and a flexible layout offering three potential living areas, making it well suited for extended family arrangements or adaptable use. A standout feature is the detached stone-fronted, steel-clad workshop/garage, complete with three oversized 12-foot bay doors, a full four-piece bathroom, and an expansive 2,200 sq ft upper-level loft featuring three additional bedrooms and two bathrooms. An additional steel garage with four oversized doors and a secondary workshop/shed further enhance the property's functionality. Whether you are an entrepreneur seeking space for a business, a hobbyist requiring ample storage, or a family looking for room to grow, this estate offers unmatched flexibility. The land presents endless opportunities for farming, recreation, or future expansion. Set in a peaceful rural location while remaining within a convenient drive to nearby towns and amenities, this is a truly signature property that seamlessly combines natural beauty with practical, adaptable living.

3722 The Grange Side Road, Caledon

$4,999,000
6 Beds 5 Baths W13228544 MLS
Belain Farm is a remarkable 96-acre country estate where equestrian living, natural beauty, and timeless heritage converge. Framed by a picturesque maple-lined driveway, private forests, scenic trails, open meadows, and sweeping pastoral views, this exceptional property offers an unparalleled country lifestyle in the heart of Caledon. At the heart of the estate sits a beautifully restored century brick residence, thoughtfully updated while preserving its historic character. Original pine floors, custom millwork, wood-burning fireplaces, and carefully curated finishes create warm and inviting living spaces. A separate studio building offers flexible space for a home office, fitness studio, artist's retreat, or guest accommodation. Designed for horse enthusiasts, the property features a 10-stall barn with a self-contained apartment, four paddocks with run-ins, a sand riding ring, expansive fields, and private trails throughout the property. Just 6 minutes from golf at Osprey Valley, home to the Canadian Open. Close to Woodbine, Angelstone, and Palgrave Equestrian Park, the property is ideally positioned for riders, trainers, and equestrian enthusiasts. Under 45 mins to Pearson International Airport. Beyond its equestrian appeal, Belain Farm offers unique income potential. Its authentic heritage architecture, mature forests, picturesque pond, and storybook setting have made it a sought-after backdrop for television series, feature films, commercials, and media productions. Nature lovers will appreciate the tranquil pond beneath a graceful willow tree, abundant wildlife, mature forests, and the peaceful beauty found throughout the landscape. Protected through the Ontario Farmland Trust, this extraordinary property represents an opportunity to own and steward a meaningful piece of Ontario's agricultural heritage. Located minutes from Belfountain, local shops, cafés, restaurants, and everyday conveniences.

18101 Shaws Creek Road, 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

$4,400,000
6 Beds 7 Baths W13099056 MLS
Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a quiet, family-friendly neighborhood. Featuring 6 spacious bedrooms and 7 washrooms, every bedroom offers its own private ensuite and walk-in closet-perfect for large or multi-generational families.This home is fully upgraded throughout, showcasing an elegant all-stone and precast exterior, 11 ft. ceilings on both main and second floors, and a 10 ft. ceiling walk-out basement ready for your finishing touches. Enjoy the warmth of 2 indoor fireplaces and 1 outdoor fireplace, creating a cozy and inviting atmosphere year-round.The heart of the home features a huge painted solid wood luxury kitchen, complemented by a separate spice kitchen-ideal for everyday cooking and entertaining. Bright and airy with 2 large skylights, Every room is enhanced with crown molding and LED lighting, adding a touch of modern elegance throughout. The main level also offers heated floors for added comfort.Designed for ultimate convenience, the home includes a 3-storey elevator for easy access between levels, 400-amp electrical service, and an EV charger in the garage. Additional highlights include a heated 4-car garage, extended driveway with parking for up to 15 vehicles, and two separate laundry rooms Enjoy seamless indoor-outdoor living with walk-out balconies from every bedroom, plus built-in speakers on both levels for a premium entertainment experience. Premium finishes and grand chandeliers A truly standout feature is the second-floor glass walk/bridge, offering a dramatic open view below-creating a unique experience reminiscent of the CN Tower glass floor. A rare architectural element that adds both style and conversation value. Ideally located within a 5-minute walk to transit and everyday amenities, including Tim Hortons and McDonald's, along with pharmacy, post office, and GO Bus access. View the virtual tour for more photos and detail

2874 Charleston Side Rd Side Road, Caledon

Start Your Search