luxury properties with terrace for sale Toronto, Canada

This legacy 16-acre multi-residential Country Estate with a private lake offers unmatched versatility, natural elegance, character and opportunity - all within minutes of in-town amenities, restaurants, shopping and easy GTA/Toronto access. The property is located directly beside the renowned Granite Golf Club championship course in Uxbridge, Ontario, just 37 minutes from Toronto's prestigious Granite Club. Sitting on the Oak Ridges Moraine provides a backdrop of environmental forest and wildlife within the confines of a serene setting of sweeping mature trees, manicured grounds and perennial gardens. Parking for 200 vehicles with the capacity to host 400-500 guests with effortless flow is perfectly suited for both large private gatherings and business entertaining. Resort-style amenities, a 3 1/2 acre private lake, tennis court, two executive offices with separate lower-level entrance, solariums and numerous outdoor gathering spaces further define this one-of-a kind estate.

Located minutes from historic Niagara-on-the-Lake, this picturesque piece of land exudes tranquility. Home to Strewn Winery, the ten acre property located at 1339 Lakeshore Road has tremendous value as a revenue generator. The property includes a range of guest experiences as it houses the iconic winery, four distinct tasting experience locations (including the outdoor patio with views of the vineyards and scenic Four-Mile Creek tasting room), retail space, a restaurant, a cooking school, production facility and an attached four bedroom with four bathroom (ensuite) home with private courtyard which provides great potential as an Airbnb. In addition, a separate building currently used for onsite space could be utilized as a distillery or brewery. For over two decades, Strewn Winery has produced premium wines. The company owns and operates a 30,000-square foot winery with complete production and winemaking facilities. Along with its additional 22 acres of vineyard at 916 Line 1 Road, its total of 27 acres under vine yield exceptional red and white wines. Strewn's wines have won hundreds of awards in international competitions, generating strong brand awareness and loyalty. 1339 Lakeshore Road is one of the area's three major wine routes and is within minutes of Historic Niagara on the Lake, a major tourism destination as well as restaurants and accommodations. There are very few available parcels of land with such a desirable, high-profile location and all existing vineyards. With a soothing landscape, it's difficult not to be lulled away by the beauty of time experienced here. It is an ideal opportunity for innovative and inspirational growth. Leases are in place for the cooking school and restaurant, which ultimately allows for multiple revenue streams. The restaurant patio, covered by a permanent roof, overlooks the serene waters of Four Mile Creek.

Nestled where history gracefully intertwines with modern elegance, this exceptional estate invites you to experience unparalleled luxury. Set against ancient trees & expansive views at nearly 3,000 feet on the escarpment, this property transcends mere residence- it is a sanctuary. Spanning three separately deeded parcels, the estate features four exquisite detached residences, a state-of-the-art spa & pool house by Partisans, a historic barn, a four-car coach house with a charming residence above. This compound of five dwellings offers incredible opportunities for a family retreat, rental investment, or filming income, as it is renowned in the film industry for its stunning backdrops. This property gives spa, wellness retreat vibes all day long. The main house, originally constructed C1830, boasts over 8,000 square feet of refined living space. A harmonious blend of history & contemporary design, it features a luxurious kitchen crafted by John Tong & a glass extension overlooking serene Zen gardens. Each grand principal room is bathed in natural light, offering breathtaking vistas, including a main floor bdrm. Ascend to the second floor, where five elegantly appointed bedrooms & three exquisite baths await, along with views from the iconic tower. The primary suite occupies its own wing, complete with a private sitting room, generous walk-in closet & lavish five-piece ensuite, all separated by custom solid wood sliding doors for ultimate privacy. The tower's third floor culminates in an unparalleled observation point with extraordinary views. Immerse yourself in the tranquility of the Zen garden, the restorative beauty of the escarpment & the calming presence of the spa & pool house. This estate is not just a home; it is an invitation to disconnect, reflect & rejuvenate in an exquisite setting where luxury & history converge. With five residences, combined there are 17 bedrooms, 12 full baths, 5 half baths & 5 kitchens.

Winter Wind Cottage sits on an extra-wide waterfront lot on Hedge Road, one of Jacksons Point's most sought-after streets. Private and surrounded by mature greenery, the property offers flat, usable table land that creates the perfect setting for outdoor entertaining, family gatherings, and space for children to play. A newly built staircase winds through the hedges to two tiers of waterfront decking, where the natural rock shelf transitions to a sandy lake entry, creating an exceptional waterfront experience. Inside, the home is thoughtfully designed around its connection to the water. The kitchen, illuminated by a skylight beneath a cathedral ceiling, flows into a glass-lined dining room overlooking Lake Simcoe, while the adjoining great room features exposed beams, a dramatic floor-to-ceiling fireplace, and expansive windows that frame the lake as a constant backdrop. With four bedrooms and three bathrooms, the layout offers generous space for family and guests. Designed with a wide footprint rather than a deep one, the home captures lake views from nearly every principal room. Enjoy the cottage as it is while planning future possibilities, or begin reimagining the property immediately. The exceptional lot offers the flexibility to renovate, expand, or build new, while giving you the freedom to move at your own pace. Located in the heart of Jacksons Point, a community that has long been regarded as Toronto's original cottage country, you're just a short walk to The Briars, village shops, and the local ice cream store. Lake Simcoe offers exceptional four-season recreation, from boating, swimming, and fishing in the summer to skating and ice fishing in the winter. Winter Wind Cottage is a rare opportunity to own a timeless waterfront property in one of Lake Simcoe's most cherished communities.

Welcome to Clearview Station Bed & Breakfast, affectionately known as "The Creemore Caboose"-an extraordinary country property where history, hospitality and rural living come together in an unforgettable setting just minutes from Creemore. Set on approximately two acres along a quiet country road, the property enjoys beautiful panoramic views across the surrounding countryside, with wide-open skies and spectacular sunrise vistas. Mature trees and established landscaping provide privacy while allowing the home to take full advantage of its peaceful rural surroundings. At the heart of this distinctive property is something rarely found in residential real estate: a beautifully restored railway caboose that has operated successfully for years as a fully licensed Bed & Breakfast. Thoughtfully transformed into charming guest accommodations, the caboose features its own bedroom, kitchenette and bathroom, along with electricity and water. One of its most memorable features is the original conductor's cupola-a raised lookout offering expansive views across the countryside that the owners have long affectionately called the "100-mile view." Full of character and nostalgia, the caboose offers the opportunity to continue the established B&B use or simply enjoy an extraordinary private guest retreat. The substantial two-storey residence offers approximately 2,695 square feet above grade, with four upper-level bedrooms, an additional lower-level bedroom and four bathrooms. The main floor features generous living and dining spaces, a large eat-in kitchen and main-floor laundry. The inviting living room is warmed by a propane gas fireplace insert, while a versatile den with a double closet could also serve as a main-floor primary bedroom-an appealing option for those seeking the convenience of main-level living. Upstairs, the spacious primary bedroom features a five-piece en-suite, while three additional bedrooms and a full bathroom provide plenty of room for family and guests. The finished lower level offers even greater flexibility with a separate entrance, family room, bedroom and three-piece bathroom, making it well suited to extended family or overnight guests. A freestanding electric fireplace adds warmth and ambience to the family room. Outdoor living is an important part of this property's appeal. The large front porch overlooks the surrounding countryside and beautiful sunrise views. Tucked amongst mature trees, the Beachcomber hot tub offers a wonderful sense of privacy while still taking advantage of the outlook. At the rear of the home, the beautifully landscaped backyard is framed by mature trees and features a large deck and patio, creating generous spaces for outdoor dining, entertaining and relaxing. A substantial shed provides additional storage and is ideal for gardening equipment, tools and outdoor essentials. Outdoor living is an important part of this property's appeal, with scenic year-round views across the surrounding countryside. The large front porch is an inviting place to take in the beautiful sunrise vistas, while the Beachcomber hot tub, tucked amongst mature trees, offers a wonderful sense of privacy while still enjoying the peaceful rural outlook. At the rear of the home, the beautifully landscaped backyard is framed by mature trees and features a large deck and patio, creating generous spaces for outdoor dining, entertaining and relaxing. A substantial shed provides additional storage and is ideal for gardening equipment, tools and outdoor essentials. An attached double garage and extensive private driveway provide ample parking for family and guests. Ideally located close to Creemore, the Bruce Trail, Mingay Trail, Devil's Glen and Mad River Golf, with the recreational amenities of Southern Georgian Bay within easy reach, this is a property designed to be enjoyed throughout the seasons. Whether continuing Clearview Station Bed & Breakfast as a charming B&B, creating a memorable family retreat, or simply enjoying one of the area's most unique guest accommodations in your own backyard, this exceptional property offers a rare combination of history, personality, privacy, and country living. The unforgettable 100-mile view from the caboose cupola adds yet another distinctive element to a property that is truly one of a kind.