luxury houses with terrace for sale Caledon, Canada

Perched atop a rolling hill on nearly 4 acres in the heart of Mono, this extraordinary country property blends timeless character with thoughtful modern updates just minutes from Orangeville. Originally built in 1896, the home offers over 2,600 square feet of beautifully finished living space filled with warmth, charm, and breathtaking views in every direction. Outside, the property is truly unforgettable. Mature trees and beautifully landscaped gardens surround the home, while the wraparound deck, pergola, feature pool with waterfall, detached garage, and full barn create endless opportunities for entertaining, hobbies, and peaceful rural living. Inside, original hardwood floors, vaulted ceilings, exposed brick, stained glass accents, and multiple fireplaces create a home that feels both grand and inviting. The heart of the home is the open-concept kitchen, featuring a large central island, extensive storage, built-in appliances, and stunning backyard views. The adjoining great room impresses with soaring ceilings and a dramatic floor-to-ceiling stone fireplace, while the library/sitting room offers a cozy retreat with custom shelving and a propane fireplace. A spectacular four-season solarium with wraparound windows and a glass ceiling provides the perfect place to unwind and enjoy the surrounding landscape year-round. The second story features 3 bedrooms, including the spacious primary suite, which offers a peaceful retreat at the end of the day. The loft-style third bedroom is full of charm with skylights, a window seat, and sweeping views across the Mono Hills. The recently renovated lower level offers exceptional flexibility with beautiful log and hardwood finishes, a wood stove, an updated 3-piece bathroom, kitchenette-style sink and countertop space, and walk-up access to the yard, ideal for guests, additional living space, or as a dedicated workspace separated from the rest of the home. A rare opportunity to own one of Mono's most admired properties. (id:58753)

Set on an exceptional one-acre estate lot surrounded by mature trees. Offering approximately 5300 square feet of refined living space, this custom-built residence delivers the ultimate in modern luxury, premium finishes, and versatility. A true highlight and one of the most sought-after luxury features of 2026 is the home's exceptional multi-generational living design. The ground level offers 10 feet ceilings and two impressive condo-sized suites, each complete with a full kitchen, living room, bedroom, bathroom, in-suite laundry and a dedicated terrace with sliding doors. In addition, a separate studio suite with its own kitchen and bathroom provides a flexible third space, ideal for extended family, guests, live-in staff, or a private executive office. The home is defined by the unique upside-down floor plan to maximize the surrounding views. Offering dramatic 10 to 16 feet ceilings complemented by expansive floor-to-ceiling windows that flood the interior with natural light. A seamless indoor-outdoor flow anchors the principal living spaces, ideal for both everyday living and elevated entertaining. Outdoor living is equally impressive, with a spectacular 970 square feet infinity cedar deck overlooking the serene landscape, as well as a rare 915 square feet rooftop terrace, perfect for entertaining or unwinding in total privacy. Ideally located just minutes to top-tier schools, golf courses, fine dining, and major commuter routes, this is a rare offering that combines privacy, prestige, and forward-thinking design, perfectly suited for today's luxury buyer.

Spectacular family estate, in the picturesque countryside of Erin. Perched on a hillside, with 46+ glorious acres and breathtaking views of the valleys below. Custom-built, with 7000+ square feet; 6 bedrooms and 7 baths in total. Recently renovated from top to bottom and no expense spared. As you enter the hidden gates and drive up the winding drive, dotted with carriage lights, you realize that this is clearly a once in a lifetime opportunity. Meticulously landscaped with colorful English gardens, intricate stone pathways, patios and stairs; custom designed stone fountains decorate the exterior with decks and gazebos to take in the views. The 2 story foyer and dramatic curved oak staircase, set the tone for what awaits you. 2-tiered formal living room with gas fireplace, separate dining room, sunken family room with custom built-ins, gas fireplace and circular floating oak and wrought iron staircase leads to the oak paneled office above. Chefs Woodland Horizon Kitchen with top-of-the-line appliances, gorgeous floor to ceiling maple cabinetry, 9 foot island, quartz counters and separate casual dining area with additional wall of cabinetry and built in coffee station. The second floor boasts a primary wing, with a huge sitting room with a gas fireplace, luxurious 6 piece ensuite and spacious walk-in closet and access to the private home office. There are 2 more, large bedrooms and a 4 piece bath. Back to the main floor and west extension of the home there are 3 more bedrooms, a second eat in kitchen, den and great room, with a private balcony to take in the views, all above the 4+ car garage. This is a 6 bedroom home, with 2 separate living quarters, each with 3 bedrooms, for guest quarters, multigeneration or in-law suite. The possibilities are endless! The resort-worthy backyard is nothing short of spectacular with 18 x 38 feet inground salt-water pool, hot tub, full outdoor kitchen, change room, 5 piece bath and separate pool house. Lower level with walk out, houses a gym, wet bar, second laundry, wine room ad more. Heated 4+ car garage with workshop. Something for everyone!

Set on a breathtaking 10.2-acre estate just 8 minutes from Orangeville, this one-of-a-kind custom-built home was designed to impress at every turn. The property delivers a true luxury retreat feel with rolling views, complete privacy, and exceptional craftsmanship throughout. Built in 2019 with ICF construction, triple-pane windows, geothermal in-floor heating, and a whole-home generator, this is a residence engineered for both beauty and longevity. The showpiece of the home is the incredible 1,966 sq ft indoor pool oasis featuring a 16'x32' saltwater pool, recessed Hydropool spa, soaring 13' ceilings, and dramatic folding glass doors that create a seamless indoor-outdoor entertaining space. The open-concept great room stuns with 22' cathedral ceilings, engineered hardwood floors, and oversized windows framing panoramic views of the property and pool. The designer kitchen offers quartz countertops, ceiling-height cabinetry, a walk-in pantry, and an oversized island built for gathering. A screened timber-frame patio extends the living space outdoors with tranquil views and year-round comfort. The main-floor primary suite is a peaceful retreat with a spa-inspired en suite, heated floors, an oversized walk-in shower, and a custom walk-in closet. Upstairs, the loft overlooks both the great room and pool area and includes a private bedroom, full bath, office, sitting area, and balcony with sweeping sunrise views. The bright lower level offers a spacious family room, guest suite, kitchenette, and direct access to the pool area. Car enthusiasts will fall in love with the heated 2500 sq ft garage and professional-grade workshop complete with a 9000 lb hoist, compressed air system, and room for 4+ vehicles. A truly rare offering where luxury living, privacy, recreation, and unmatched build quality come together in perfect harmony. (id: 58753)

Discover your private oasis in the picturesque Hills of Mono, where this exceptional 24.75-acre property awaits. Perfect for growing families, downsizers, weekenders, or multigenerational living, this stunning turnkey home features a main-floor primary suite, a second-floor suite, and four additional bedrooms. Enjoy the benefits of geothermal heating and multiple walkouts leading to a spectacular outdoor entertaining space, complete with a covered porch and a cozy wood-burning fireplace. Relax by the pool or hot tub, while the fully equipped pool house features a 2-piece bathroom and cabana bar, providing the perfect place to unwind and stay out of the sun. Explore the scenic trails right in your own backyard. With a three-car, 1,162 square feet detached garage plus additional loft space above, this versatile area is ideal for car enthusiasts, artists, or woodworkers. Conveniently located just over an hour from the airport and minutes from shops and restaurants, this home offers the perfect blend of tranquility and accessibility. The quality of life you have been searching for.

Located in the heart of King City, this beautiful bungaloft offers more than 6,900 square feet of finished living space in a community prized for its parks, trails, excellent schools, and quick access to the King City GO station. The home is introduced by a stone-and-stucco façade, a three-car garage, and landscaped grounds with a terrace and rear patio overlooking the ravine. Inside, soaring ceilings, hardwood floors, and detailed millwork set an elegant tone. The front foyer rises two storeys, leading to a series of principal rooms defined by coffered ceilings: a paneled office, a formal living and dining room, and a family room anchored by a gas fireplace. At the centre of the main level, the kitchen is fitted with dark-stained cabinetry, quartz counters, and a full suite of Wolf and Sub-Zero appliances. The adjoining breakfast area opens directly to the terrace. A main-floor primary suite with a spa-like ensuite and walk-in closet provides a private retreat, while a second bedroom with its own ensuite adds flexibility for family or guests. An elevator connects all three levels. The upper floor includes two additional bedrooms, a full bath, and a den well suited for children, extended family, or a separate study. The fully finished lower level is above grade, with oversized windows and French doors leading to the rear patio. This home includes total of 4 + 2 bed and 4 + 2 bath. Designed as a complete secondary living area, it includes a full kitchen with quartz counters and Samsung appliances, a dining area, a large recreation room with fireplaces, two bedrooms, and additional baths. This thoughtful layout makes the property especially accommodating for multi-generational living. Every detail of this residence reflects quality and enduring design, offering a rare opportunity in one of King City's most desirable settings. (id:57238)

Located in the heart of King City, this beautiful bungaloft offers more than 6,900 square feet of finished living space in a community prized for its parks, trails, excellent schools, and quick access to the King City GO station. The home is introduced by a stone-and-stucco facade, a three-car garage, and landscaped grounds with a terrace and rear patio overlooking the ravine. Inside, soaring ceilings, hardwood floors, and detailed millwork set an elegant tone. The front foyer rises two storeys, leading to a series of principal rooms defined by coffered ceilings: a paneled office, a formal living and dining room, and a family room anchored by a gas fireplace. At the centre of the main level, the kitchen is fitted with dark-stained cabinetry, quartz counters, and a full suite of Wolf and Sub-Zero appliances. The adjoining breakfast area opens directly to the terrace. A main-floor primary suite with a spa-like ensuite and walk-in closet provides a private retreat, while a second bedroom with its own ensuite adds flexibility for family or guests. An elevator connects all three levels. The upper floor includes two additional bedrooms, a full bath, and a den well suited for children, extended family, or a separate study. The fully finished lower level is above grade, with oversized windows and French doors leading to the rear patio. This home includes total of 4 + 2 bed and 4 + 2 bath. Designed as a complete secondary living area, it includes a full kitchen with quartz counters and Samsung appliances, a dining area, a large recreation room with fireplaces, two bedrooms, and additional baths. This thoughtful layout makes the property especially accommodating for multi-generational living. Every detail of this residence reflects quality and enduring design, offering a rare opportunity in one of King City's most desirable settings. (id:57238)