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2097 Grange Side Road, Caledon
$7,600,000
9 Beds ⋅ 9 Baths ⋅ W13573998 MLS
One of Caledon's Most Spectacular Estates with Breathtaking Views of the Caledon Landscape and Toronto Skyline, this estate is the epitome of luxury living and grand entertaining. Featuring 9 bedrooms and 9 bathrooms, this magnificent home has been meticulously designed to offer the perfect balance of family comfort and sophisticated entertaining spaces. Soaring ceilings and expansive windows throughout create a sense of openness, allowing natural light to flood the home and showcasing the stunning views from every room. The design effortlessly blends luxurious living areas with spaces made for gathering, while walkouts from every level lead to a variety of terraces, patios, and the beautifully landscaped grounds. The gourmet kitchen is a chef's dream, complete with high-end appliances, custom cabinetry, and a large centre island. The formal dining room and great room with a fireplace are perfect for hosting guests, while the cozy English pub in the basement provides a warm, inviting atmosphere for intimate gatherings. The basement also boasts a walkout to a patio, ideal for enjoying the outdoors in style. The estate also includes a nanny suite for added privacy and convenience, as well as a 4-bay garage with loft space above perfect for extra storage or a home office. Indulge in ultimate relaxation with your indoor pool, surrounded by high-end finishes and ample lounging space. Whether you're enjoying the private, serene outdoor spaces or hosting friends and family, this estate is built for both relaxation and entertainment. This one-of-a-kind estate sits is located just moments from Caledon's finest amenities, offering both seclusion and convenience.

2097 Grange Side Road, Caledon

2049 Highpoint Side Road, Caledon
$3,788,888
4 Beds ⋅ 4 Baths ⋅ W13122204 MLS
Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable 5,000 sq. ft. insulated workshop-perfect for entrepreneurs, hobbyists, or those seeking ultimate versatility. This meticulously designed home features a chef-inspired gourmet kitchen with premium Wolf and Sub-Zero appliances, custom maple cabinetry, and elegant quartz countertops. Soaring 10 ft ceilings, rich maple hardwood floors, and detailed crown molding elevate the main living areas, while the grand living room showcases a striking double-sided fireplace for added warmth and sophistication. The spacious primary bedroom offers a private retreat complete with a lavish ensuite. A fully finished walkout basement provides exceptional additional living space, including a second kitchen and direct access to a covered patio-ideal for entertaining or multi-generational living. Enjoy breathtaking views from the expansive balcony with an outdoor fireplace, overlooking the serene acreage. Additional features include geothermal heating and cooling, central vacuum, multiple propane access points, surround sound wiring, and full video surveillance and alarm systems. The standout 5,000 sq. ft. insulated workshop is built to impress, featuring 18 ft ceilings, two 14 ft drive-in doors, and robust electrical capacity with a 200 amp service plus two 200 amp subpanels. Fully equipped with motion-sensor lighting, electric heaters, and advanced security offering endless possibilities for business or personal use.

2049 Highpoint Side Road, Caledon

3045 Highpoint Side Road, Caledon
$3,749,000
6 Beds ⋅ 5 Baths ⋅ W13761544 MLS
Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match.

3045 Highpoint Side Road, Caledon

12949 Innis Lake Road, Caledon
$2,451,000
5 Beds ⋅ 5 Baths ⋅ W13874278 MLS
Nestled in one of Caledon's most desirable locations, this spectacular 6,200+ sq. ft. designer residence is set on a premium 1.16-acre lot (approx. 242' x 209.4'), offering an exceptional combination of luxury, privacy, space and convenience. Set well back from the road, the property delivers a true private country-estate experience while being just minutes from Brampton and all major amenities.Built in 2019 and meticulously designed to showcase luxury and elegance, this impressive home features 10' ceilings on all three levels, an award-winning gourmet kitchen, custom 24" x 48" porcelain tiles, multiple coffered ceilings, and a stunning two-tone chef-inspired kitchen with an abundance of cabinetry and workspace.The spacious layout offers 5 generously sized bedrooms and 5 full bathrooms, providing exceptional comfort for large or multigenerational families. The expansive four-car garage offers ample parking and storage, with additional room for all your lifestyle needs.A rare opportunity to own an impressive luxury estate on a generous private lot in a prestigious Caledon setting, offering the perfect balance of tranquility and accessibility. Just approximately 3 km to Brampton and close to schools, shopping, dining, transportation and everyday amenities.

12949 Innis Lake Road, Caledon

15135 Rockside Road, Caledon
$1,899,900
4 Beds ⋅ 2 Baths ⋅ W13659008 MLS
A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique property featuring two detached residences on one lot, offering exceptional space, privacy and flexibility for today's modern family. The main residence is a distinctive loft-style detached home featuring 4 bedrooms and plenty of room for family living, while the separate 1-bedroom, 1-storey detached residence creates an incredible opportunity for extended family, adult children, guests, a private home office or other permitted uses. An ideal setup for multigenerational families looking to live close together while still enjoying their own separate space and privacy. Surrounded by the natural beauty and peaceful rural character that Caledon is known for, this property offers a welcome escape from subdivision living without giving up access to the greater Toronto area. Enjoy a community renowned for its scenic countryside, extensive trail network, conservation areas, golf, cycling and outdoor recreation. Whether you're looking to bring generations of family together, create a private country retreat or simply want a property offering more possibilities than the typical detached home, 15135 Rockside road is a rare offering that must be seen to be fully appreciated. Two homes. One property. Endless possibilities. SEE ADDITIONAL REMARKS TO DATA FORM. Some photos are virtually staged.

15135 Rockside Road, Caledon

18 Filton Road, Caledon
$1,799,900
4 Beds ⋅ 4 Baths ⋅ W13783274 MLS
Welcome to 18 Filton Road, a custom-built executive home in the heart of Caledon East. This 4-bedroom residence showcases 7.5-inch engineered white oak hardwood floors, upgraded trim, and designer colours throughout. A dramatic 17'10" open-to-above ceiling soars over the foyer and living room, anchored by a wood-burning fireplace with a granite facade. The custom kitchen features Fox Woodwork cabinetry with pantry rollouts, a farmhouse apron sink, custom panel refrigerator, quartz counters, backsplash, and a Frigidaire 5-burner gas range, opening to a breakfast area with a walkout to an interlocking stone patio retreat. The main-floor office boasts a bay window, crown moulding, and custom built-ins, while the laundry room offers designer cabinetry and storage. The main-floor primary retreat impresses with its own wood-burning fireplace, a bay window with walkout to the back patio, a walk-through closet by Organized Interiors, and a spa-inspired 5-piece ensuite with a jacuzzi tub and separate glass shower. Two more bedrooms and a beautifully finished 4-piece bath complete the upper level. The finished basement adds a fourth bedroom, a spacious rec room with wired 5.1 surround sound, a home gym with a rough-in for a future kitchen, a 3-piece bath, and a Sauna Ray infrared sauna. Outside, enjoy your private backyard oasis: a heated saltwater pool (14'x28') with automatic cover and granite coping, a cedar post-and-beam covered patio with motorized Somfy screens and infrared heaters, and a custom cabana with change room and wireless pool controls. The landscaped grounds back onto protected conservation land, with full property irrigation, armour stone accents, and mature gardens. The oversized double garage offers epoxy flooring, slat-wall storage, a mezzanine, and raised ceilings. Additional highlights include a new 2022 York furnace with HRV, a 7-camera security system, Nest thermostat, and central vacuum. A rare opportunity to own a true turn-key luxury retreat.

18 Filton Road, Caledon

5 Massari Street, Caledon
$1,685,000
4 Beds ⋅ 3 Baths ⋅ W13224500 MLS
Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it!

5 Massari Street, Caledon

24 Hanton Crescent, Caledon
$1,549,000
4 Beds ⋅ 4 Baths ⋅ W13618526 MLS
Welcome to 24 Hanton Cres - Newly Built 4 Bedroom, 4 Bathroom Home Situated On A Premium Pie-Shaped Lot With An Impressive 77.11 Ft Width At The Rear. Featuring Luxury Vinyl Flooring Throughout And 9 Ft Ceilings On Both The Main And Second Floors, This Home Offers A Bright, Open-Concept Layout Ideal For Modern Living. The Upgraded Kitchen Includes Quartz Countertops, A Centre Island, Stainless Steel Appliances, And A Newly Installed Backsplash, Overlooking A Spacious Family Room. Built-In Speakers Throughout The Entire Main Floor Enhance The Living Experience. The Main Floor Also Features A Separate Dining Room And Den, Upgraded Light Fixtures, And Newly Installed Blinds Throughout The Entire Home. Upstairs Offers A Rare And Highly Desirable Layout With Three Full Bathrooms On The Second Floor, Including A Large Primary Bedroom With A Huge Walk-In Closet And A 5-Piece Ensuite. Additional Features Include Central Vacuum, Alarm System And Security Cameras. The Home Also Offers A Separate Side Entrance To The Basement With Larger Upgraded Windows, Providing Excellent Future Potential. Located in the Highly Desirable community of Bolton, Close to Schools, Amenities, and Parks.

24 Hanton Crescent, Caledon

14 Richard Oxtoby Road, Caledon
$1,525,000
6 Beds ⋅ 5 Baths ⋅ W13210390 MLS
An archetype of modern scale and sophisticated design by Brookfield Residential, this exceptional 4,550 square foot above-grade residence stands as a benchmark of premium living in Caledon East. The architectural brick and stone facade opens to an expansive 10-foot ceiling main level, anchored by a dramatic open-to-above great room with a focal gas fireplace and flooded with natural light. A bespoke chef's kitchen features an oversized centre island clad in premium Calacatta Eros quartz, matching solid quartz backsplashes, a professional-grade Kinetico water filtration system, and integrated JennAir appliances.Practical luxury defines the upper level, offering smooth 9-foot ceilings, a dedicated laundry room, and five spacious bedrooms-including a primary retreat with structural cathedral ceilings and a spa-like 5-piece ensuite. Highlighting unparalleled versatility, a dedicated grade-level side door entry provides independent access to an upgraded deep-pour lower level. This fully functional lower level features a finished bedroom, an open-concept living area, and a private washroom, delivering seamless multi-generational potential or a private guest suite. Complete with a private double driveway fitting four vehicles and an attached two-car garage for Seven total parking spaces, this home is steps from top-tier local schools, parks, and the scenic Caledon Trailway.

14 Richard Oxtoby Road, Caledon

20 Calabria Drive, Caledon
$1,178,800
6 Beds ⋅ 5 Baths ⋅ W13744780 MLS
A TRUE SHOWSTOPPER A SEPARATE LEGAL 2-BEDROOM BASEMENT APARTMENT WITH ITS SEPARATE LAUNDRY! Welcome to this beautifully upgraded home where modern design meets everyday functionality. Featuring 9-ft ceilings on both the main and upper levels, thoughtfully selected finishes, this home offers versatile living space throughout. The upgraded kitchen is designed to impress, featuring an extended island, crown-moulded cabinetry, upgraded pantry storage, quartz backsplash, gas stove, stainless-steel hood, Samsung Smart refrigerator and Maytag dishwasher. Upgraded tile in the foyer and kitchen adds a polished finishing touch. Throughout the home, enjoy upgraded hardwood flooring in all bedrooms, upgraded baseboards, contemporary chandeliers, zebra blinds, decorative wall paneling in the powder room, upgraded mirrors and smart deadbolt entry. Comfort and convenience continue with central A/C, smart thermostat, whole-home humidifier, Culligan water softener, EV charger and hardwired security cameras at the front entry, driveway and backyard. The legal 2-bedroom basement apartment adds valuable flexibility and features its own kitchen, laundry, full bathroom with tiled standing shower and floating vanity, spacious living/dining area, large windows, dedicated pantry and generous closet space. One bedroom includes a Murphy bed for added functionality. Outside, the property offers 4 total parking spaces including the garage, an interlock-paved driveway, fully fenced backyard, garden bed, Keter storage shed and gas BBQ line. The absence of a sidewalk provides additional driveway space, while the gravel side entry offers convenient access and easy maintenance. With stylish upgrades, functional spaces and a legal separate basement apartment, this home offers a well-rounded layout suited to a variety of living needs. Easy access to highways, Schools, Parks, Future Costco, Walking distance to Major Plazas, Dentist , Walk in Clinic and other Amenities. A MUST-SEE HOME!!

20 Calabria Drive, Caledon

85 Derose Avenue, Caledon
$929,000
3 Beds ⋅ 4 Baths ⋅ W13864766 MLS
This Beautiful Detached 2-storey Turn Key Home, Offering Modern Living and Exceptional Space. Landscaped Walkway, Spacious Driveway with Ample Parking, Bright, Stylish Interior Featuring Oversized Windows, Pot Lights, Elegant Crown Moulding and No Carpet Throughout. Renovated Kitchen, Extensive Cabinetry, White Backsplash, and Stainless Steel Appliances, Designed with Abundant Storage and Workspace, Plus a Walk-Out to a Large Wooden Deck-Perfect for Entertaining. Formal Dining Room Ideal for Hosting, and a Cozy Fireplace in the Living Area. Primary Bedroom features a Walk-In Closet and Private Ensuite Bath. Finished Basement with Separate Entrance Adds Versatility and In-law Potential. Enjoy a Large Private Fenced Backyard Complete With Garden Shed, Renovated Bathrooms with Sleek, Modern Finishes Throughout. Exterior Pot Lights Enhance Curb Appeal. Move-In Ready and Perfect for Families. Convenient Access to Emil Kolb Parkway and Coleraine

85 Derose Avenue, Caledon

1 Herriot Street, Caledon
$899,999
4 Beds ⋅ 2 Baths ⋅ W14028706 MLS
Welcome to 1 Herriot St., a wonderful opportunity to own a home in the charming community of Palgrave, Caledon. Situated on a quiet, family-friendly street surrounded by the natural beauty Caledon is known for, this property offers a great blend of comfort, privacy and convenience.Enjoy the best of small-town living while remaining within easy reach of major highways, local amenities, schools, parks, trails and everything the surrounding Caledon community has to offer. The area offers a quiet setting, a spacious lot, and plenty of room to enjoy indoor and outdoor living. and a peaceful setting without giving up convenient access to the GTA.Inside, the home offers a welcoming layout with comfortable living spaces and plenty of potential to make the property your own. The outdoor space provides an excellent setting for entertaining, relaxing or enjoying time with family.A fantastic opportunity in a sought-after Caledon location - don't miss your chance to make 1 Herriot St. your new home!

1 Herriot Street, Caledon

3 Jack Kenny Court, Caledon
$889,000
4 Beds ⋅ 3 Baths ⋅ W13847842 MLS
Proudly Situated In Bolton's Highly Desirable West End, This Impeccable Detached Residence Delivers A Welcoming Blend Of Space And Everyday Convenience On A Deep 37 X 129 Ft Fully Fenced Lot. Offering Nearly 3,000 Sq Ft Of Total Space, The Layout Is Perfectly Suited For Growing Families Seeking Ample Room To Live, Gather, And Entertain. Instant Curb Appeal Is Achieved Through A Manicured Front Lawn, A Covered Front Porch, And A Private Driveway Leading To A Spacious 1.5-Car Garage. Set Within A Well-Established, Family-Friendly Neighbourhood, This Prime Location Places Top-Rated Schools, Four Picturesque Parks, And A Wide Range Of Recreational Amenities All Within A Comfortable 20-Minute Walk. Local Shopping, Public Transit Access, And The William Osler Brampton Civic Hospital Are Also All Conveniently Close. A Bright, Inviting Foyer Features Durable Tile Flooring And Direct Interior Access To The Garage For Everyday Practicality. The Main Level Unfolds Into A Warm Formal Living Room Highlighted By A Cozy Gas Fireplace And Expansive Windows That Bathe The Entire Space In Beautiful Natural Light. A Separate Family Room Provides An Additional Area To Unwind, While The Formal Dining Room Is Perfectly Suited For Hosting Memorable Family Gatherings. At The Center Of The Home, The Eat-In Kitchen Offers Full-Height Cabinetry, Reliable Appliances, And Functional Counter Space. A Sliding Glass Door Walkout Connects Directly To The Private Backyard, Creating An Ideal Flow For Effortless Indoor-Outdoor Living. The Upper Level Features A Generously Sized Primary Retreat, Complete With A Walk-In Closet Featuring Custom Organizers And A Well-Appointed 4-Piece Ensuite Showcasing A Deep Soaker Tub And Separate Glass-Enclosed Shower. Three Additional Sun-Filled Bedrooms With Built-In Closets Share A Second Full 4-Piece Bath. Outdoors, The Fully Fenced Backyard Offers A Lush Green Lawn, A Garden Shed, And An Expansive Stone Patio Perfect For Outdoor Dining And Summer Relaxation.

3 Jack Kenny Court, Caledon

12599 Hwy 50 N/A Unit 5B, Caledon
$40,000
W13678300 MLS
Turnkey Food Catering Business Opportunity In Caledon- Modish Food & Styling. A Well-Established Catering And Food Styling Business Specializing In Beautifully Curated Food Experiences For Weddings, Corporate Events, And Private Functions. Located At The High-Traffic Intersection Of Hwy 50 & McEwan Dr E, This Fully Equipped Chef's Kitchen Offers A Unique Opportunity For An Owner-Operator Or Entrepreneur. It Offers Consistent Sales, Is Easy To Operate, And Is Ideal For Owner-Operators Looking For A Profitable And Reputable Business Opportunity. Surrounded By Fully Residential Neighbourhoods, High Foot Traffic, Close To Schools, Highways, Offices, Banks, Major Big Box Stores, And Much More. Business With Tremendous Opportunity To Grow Even Further. Unbeatable Location. Key Highlights: Prime Location: A Popular Spot For Catering And Food Styling For All Events Strong Financial Performance: Monthly Sales: Approx. $22,000-$25,000 (And Growing)Rent: Approx. $2765.43/ Month Including TMI Lease Term: 2029 Full Training Will Be Provided To The New Buyer. Can Be Converted Into Other Food Concepts (Subject To Landlord And Municipal Approval).Don't Miss This Excellent Business Opportunity!

12599 Hwy 50 N/A Unit 5B, Caledon

14027 Hurontario Street, Caledon
$1
W13157888 MLS
-COURT APPOINTED SALE - BID DATE JUNE 26th, 2026 - 7.94-acre vacant rare corner parcel of prime commercial lands at NE Corner of Hurontario & King, Within the Village/Hamlet designation within the Future Caledon Official Plan Zoned( CV-267, A1-347 and A1). The lands permits a broad range of commercial / employment uses. Municipal water servicing is available, but, there is currently no municipal wastewater infrastructure in place, private septic servicing required. Its high-exposure corner location, close to major transportation routes, & location within a recognized high traffic area enhance its long-term strategic value, as the region continues to grow. Buyers should undertake due diligence with respect to zoning, servicing, site plans & any legal aspects associated with the court-ordered sale process, but the property represents a strong investment opportunity for users or developers . Any and All offers to be emailed to the Listing Agent's and reviewed no later than June 26th, 2026 @ 4pm.

14027 Hurontario Street, Caledon

10 Sloan Drive, Caledon
$1
W13157876 MLS
COURT APPOINTED SALE - BID DATE JUNE 26th, 2026 - 2.69-acre vacant rare corner parcel of prime employment land within the Victoria Business Park at SW Corner of Sloan Drive and King Street, seconds from Highway 10. Zoned (Hwy Comm.) the lands permits a broad range of commercial employment uses, consistent with the business park character of the area. Municipal water servicing is available, but, there is currently no municipal wastewater infrastructure in place, private septic servicing required. Its high-exposure corner location, close to major transportation routes, & location within a recognized employment areas enhance its long-term strategic value, as the region continues to grow. Buyers should undertake due diligence with respect to zoning permissions, servicing feasibility, site design requirements, and any legal aspects associated with the court-ordered sale process, but the property represents a strong investment opportunity for users or developers. Any and All offers to be emailed to the Listing Agent's and reviewed no later than June 26th, 2026 @ 4pm.

10 Sloan Drive, Caledon

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