luxury houses with pool for sale Caledon, Canada

Welcome to “Hammerfield Farm”! A nearly 50-acre stunning estate nestled in the heart of King Township. This remarkable property offers a unique blend of luxury and rural charm, perfect for those seeking a serene lifestyle. Property features include in-ground pool, lush pastures, enchanting perennial gardens, and serene pond creating a picturesque landscape. Fields are currently farmed by a local farmer, providing an attractive tax credit. The main house boasts over 4,000 square feet of living space with high ceilings and oversized windows that fill the house with natural light. Original architectural details are beautifully preserved, offering spectacular views from every room. The property includes versatile outbuildings with endless possibilities: the barn features 17 stalls, tack room, viewing room, washroom, and hayloft. The 139-foot 5-inch by 59-foot 1-inch indoor arena is perfect for year-round riding, pickleball courts, storage for car collectors, or extra social and entertaining space. This exceptional property checks numerous boxes for a variety of lifestyles. Located in a vibrant community with access to top schools, Highway 400, GO Train, golf, equestrian events, and a quick commute to the city. Come experience the tranquility of Hammerfield Farm: you will never want to leave! Whether for a family home, retreat, a place for your equestrian pursuits, or pickleball haven, this property has it all.

Wingberry Farms is arguably one of the most spectacular country estates in King Township, one of Ontario's most prestigious rural communities and a renowned destination in the horse world. Spanning 75 acres of scenic rolling countryside less than an hour north of Toronto, this extraordinary property offers a rare combination of luxury living, family compound potential, income opportunities, world-class equestrian facilities, and long-term land value. The landscape is breathtaking, with sweeping meadows, mature forests, open paddocks, private trails, and a beautiful pond with cascading waterfalls. At the highest point of the property sits an enchanting hilltop log cabin and studio, offering panoramic sunrise and sunset views and an inspiring setting for art, yoga, wellness, entertaining, or quiet reflection. Scenic trails wind throughout the property, leading through the forest to ponds and natural water features, creating an exceptional connection to the land. This remarkable estate includes three separate residences, offering exceptional flexibility for multigenerational living, extended family, guests, staff accommodations, home-based business operations, or rental income. The custom-built Gate House, completed in 2018, features 4+2 bedrooms and 7 bathrooms, expansive open-concept living spaces, a nanny suite, gym, theatre, oversized entertaining decks, and a private forested backyard with hot tub and fire pit. The Main Residence is a timeless country home with 4 bedrooms, a spectacular great room, multiple outdoor entertaining spaces, a full outdoor kitchen, and an extraordinary indoor pool and spa wing completed in 2019. Adjacent to the pool is a massive recreation space designed for gathering family and friends and creating lasting memories. A detached garage includes a separate apartment above. The third residence is a well-maintained 4-bedroom Guest House with a lower-level staff apartment, providing even greater flexibility for family, guests, caretakers, or additional income opportunities. The equestrian infrastructure is among the finest in Ontario and is designed to accommodate both professional and recreational pursuits. Facilities include a 26-stall main barn, an additional 6-stall stable, a heated Olympic-style indoor arena, an exercise walker, professional sand ring, grass Grand Prix ring with cross-country elements, extensive trail riding, and multiple paddocks, including three with run-in shelters. Supporting the operation are a 5-bay garage and two large heated workshops, providing ample space for equipment, vehicles, storage, or business operations. Private yet exceptionally accessible, Wingberry Farms represents a strategic acquisition in a region where large land holdings are increasingly difficult to acquire. Designated Village Reserve lands further enhance its appeal as a potential long-term land banking opportunity while operating today as a luxury estate, family compound, equestrian facility, retreat property, or home-based business. Rarely does a property of this scale, versatility, and calibre become available in one of the GTA's most desirable country settings.

Just north of Schomberg and east of Tottenham sits this 50+ acre parcel that is ideal for those wanting to add land to their real estate portfolio or live in a peaceful country setting. The home is perfectly situated in amongst mature trees and hedges and is recently renovated for someone to move in or lease. Fenced in-ground pool and pool house for warm summer days. Private patio overlooks the pool and property. A floor plan that is spacious and could easily lend itself to extended family. All renovations recent and very nicely done including all bathrooms, kitchen, floors and windows. Living area with a fabulous curved stone fireplace beneath 16-foot beamed cathedral ceiling. Open concept areas to accommodate any number of layouts. Kitchen includes breakfast area and walks out to patio and pool. Laundry ideally situated in room adjacent to garage and includes storage. Primary with double closet, ensuite and a wall of south-facing windows. Main floor separate den could be private office. Lower level is very bright with several deep windows. This parcel of land is of high quality and is currently being farmed by a local farmer. Bucolic, big open sky views bring you back to quieter times. Natural gas on property. Generator. Shed with pool equipment and separate panel.

Attention golfers and car buffs! Fully renovated, this 5+1-bedroom, 8-bathroom transitional estate backs onto holes 6 and 7 of the prestigious National Golf Course in Woodbridge. Set on a private 1+ acre lot with dual-gated entrances, intricate stonework, professional landscape lighting, mature trees, and striking black glass doors at both the entrance and garages, the property blends quiet elegance with secure living. Inside, refined craftsmanship is showcased through slab stone finishes, marble fireplaces, and a grand reception entrance with a 3-storey floating staircase. The residence offers: A primary suite with a Fendi Casa-inspired walk-in closet and spa-like bath, ensuite baths and built-in closets in every upper-level bedroom; 3+1 kitchens and 2 laundry rooms for ultimate convenience; a wellness area with heated floors, change room, powder room and contemporary spa-shower plus direct pool access. Media and games rooms, sauna, home gym (or nanny's suite), and a dedicated space for a customized panic room. The resort-style backyard is designed for entertaining with an inground pool, covered loggia with outdoor kitchen and fireplace, dining and seating areas, and open, park-like grounds perfect for growing an organic vegetable garden or children's play. Parking for 15 vehicles includes a 3-car garage with lift-ready capacity. Move-in ready before Christmas, this estate combines contemporary luxury, privacy, and security - perfect for the discerning buyer. *Some pictures are virtually furnished.

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!

Deep in the heart of Happy Valley Forest, sits a quiet, understated mid-century home that was designed by noted American architect Henry Schefter. Taking full advantage of meadow views, this dwelling has been loved by a notable King family for decades. Many dogs have walked the trails and thousands of birds have been counted on this property recognized for its tranquility and focus on nature. This is the sort of place where the world seems to stop and take a breath. The hidden driveway is found down a quiet cul-de-sac in a part of King Township that still sees the odd horse hacking or a flock of wild turkeys crossing into the forest. The home is linear. The living space is open and focuses on gatherings or those looking for quiet corners to enjoy a view and a morning coffee. Originally, the first phase was a long bungalow built into a hill focusing on conservation and the family dynamic at the time. The second phase, built on top of the first, allowed for a growing family and independence. This "upside-down" home values cross breezes, energy conservation and comfortable living in a world where big box homes are at times over whelming. Count on Pileated Woodpeckers interrupting a conversation or your dog wanting another hike on the natural trail system. Love Mountain Nature Reserve and the Happy Valley Forest are waiting for you.

Nestled in the heart of prestigious King City, this sprawling, custom-built bungalow sits on a rare, ultra-private 2+ acre lot, offering the perfect blend of natural beauty, immense space, and multi-generational functionality. Whether you are raising a growing family or looking for a residence that comfortably accommodates extended family, this property is designed to check every single box. On over 2 acres of mature trees and grounds, enjoy seclusion and peace of mind all while being minutes away from town amenities such as restaurants, golf courses, equestrian facilities or the GO Station. True bungalow living with a massive, open-concept layout that offers effortless accessibility and flow. Rain or shine, summer or winter, enjoy your own private, indoor pool pavilion. It's the perfect center piece for year-round family fun, fitness and entertaining. Featuring multiple oversized bedrooms and bathrooms, the home is intelligently zoned to provide both grand communal spaces and private, quiet retreats. Multi-generational potential with its expansive footprint and separate wings/entry points, this home can easily adapt to house grandparents, adult children, or a live-in nanny with absolute comfort and privacy. The property features a newer septic system and well. A double driveway offers parking for a small fleet of vehicles, perfect for large family gatherings or car enthusiasts looking for a four car garage. Situated in highly sought-after King City, you are just as short drive from top-tier independent and public schools. Floor plans attached indicate 18,366 square feet of finished and unfinished space. Indoor pool is included in measurements.

An extraordinary 2.5-acre estate property in the heart of prestigious South King City, offering limitless potential to renovate, expand, or create a custom luxury residence tailored to your vision. As one of the largest fully serviced lots in South King-and one of the largest within the surrounding neighborhood-this is a truly rare offering with unmatched scale, privacy, and future upside. The existing residence is fully livable and serviced with city water, gas, and sewer, offering over 8,500 sq. ft. of total living space. The home is equipped with 3 furnaces, 3 AC units, and 200 AMP electrical service, providing a solid foundation for renovation or redevelopment. Set well back from the road and surrounded by towering mature trees and lush landscaping, the property offers an exceptional sense of privacy and tranquility rarely found in such a coveted location. The sprawling grounds create a secluded estate atmosphere while remaining moments from top amenities, prestigious schools, golf courses, and luxury estate homes. Adding to the property's incredible versatility, both detached garages feature private in-law suites above, ideal for extended family, guests, live-in staff, or additional income potential. A once-in-a-generation opportunity to secure a landmark property in one of King City's most desirable enclaves. (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.