18387 The Gore Road

Welcome to your private retreat, an extraordinary estate where sophisticated design, impeccable craftsmanship and exceptional functionality come together in one of Caledon's most coveted countryside settings. This 33 acre property greets you with a gated entrance and long drive leading to an impressive stone-and-wood bungaloft with a three-bay garage. Thoughtfully curated with uncompromising attention to detail, this remarkable property offers an elevated lifestyle for those seeking luxury without sacrificing practicality. The residence showcases refined interiors highlighted by rich hardwood flooring, striking natural stone feature walls and dramatic exposed timber beams that anchor the breathtaking great room. The great room with a cathedral-beamed ceiling and stone fireplace seamlessly opens to a stunning kitchen with granite countertops, slate floor and a massive island plus an eating area. Beyond a separate dining room awaits. Flooded with natural light and designed for both grand entertaining and intimate family living, every space exudes warmth, elegance and timeless appeal. The thoughtfully designed main floor primary suite provides a private retreat, offering comfort and convenience with luxurious finishes, coffered ceilings, a sitting area, ensuite and walk-in closets. The lower level features heated floors, creating an inviting extension of the home's living space for recreation, entertaining or relaxing. Above the garage, a spacious office offers the ideal environment for working from home, operating a business or creating a quiet executive workspace. Complementing the residence is an exceptional 3,000 sq. ft. shop - a rare offering complete with dedicated office space, a washroom, expansive room for vehicle storage. Step outside to a spectacular backyard designed to rival a luxury resort. The resort-inspired saltwater pool with slide is surrounded by extensive natural stone hardscaping, cabana, bar, pool house, hot tub and fire pit.

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.

Extraordinary Caledon 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 Caledon'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.

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.