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luxury properties for sale Toronto, Canada

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Property Toronto (Canada)

Offered for the first time in two generations, a truly exceptional residence that presents a rare opportunity to acquire one of the neighbourhood's distinguished legacy properties. Occupying a prominent 27 x 126.81 feet corner lot, this stately home seamlessly blends historic charm with remarkable versatility, offering endless possibilities for families, investors, builders, and those seeking a multigenerational residence in one of Toronto's most coveted communities. Encompassing 3,490 of total living space, the home welcomes you through a gracious vestibule that sets the tone for the impressive scale and timeless character. Generous principal rooms, abundant natural light, and enduring architectural details create an inviting atmosphere while providing the perfect canvas for restoration, modernization, or reimagining. Reconfigure to design your family home or assume this already configured and well-maintained income-producing property. The property offers outstanding flexibility with five separate hydro meters, a dedicated coin-operated laundry facility, and private balconies serving each of the above-grade suites-features that enhance both tenant appeal and long-term investment value. Modern mechanical upgrades include a tankless hot water system, providing efficient, on demand hot water. Outside, the property's scale is equally impressive. A rare detached three-car garage complemented by parking for eight vehicles is virtually unheard of in this prestigious neighbourhood, creating unmatched convenience for homeowners, extended families, or investment/garden suite use. The expansive corner lot presents exciting opportunities for future enhancement or redevelopment and is garden suite eligible. Properties of this significance seldom become available. Rich in history, exceptional in scale, and brimming with future potential.

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$1,484,400
6bedrooms
4bathrooms

By Sotheby's International Realty Canada

31

Property Toronto (Canada)

Tucked quietly at the very end of a peaceful cul-de-sac in prestigious Deer Park, this 3-family grand stucco manor home showcases classic architectural splendour, old-world elegance, and remarkable physical scale. Behind its graceful exterior lies a deceptively large multi-suite home encompassing over 4,600 square feet of magnificent interior living space above grade. Situated just north of Yonge Street and St. Clair Avenue, this residence delivers an ideal balance of supreme urban convenience and total privacy, backing directly onto a tranquil woodland ravine. The property is configured into three expansive, self-contained suites, each offering generous room proportions, classic architectural details, and wonderful natural sunlight throughout the day. The main and 2nd floor suites mirror each other. Each spans approximately 2,000 square feet, featuring hardwood floors, sun-filled principal rooms, and an inviting gas fireplace in the main living room. Home cooks will appreciate the oversized kitchen, complete with an abundance of storage cabinetry and expansive counter prep space. At the rear, a massive, storybook screened-in verandah captures the rustic aesthetic of a Muskoka retreat, providing a picturesque outdoor relaxation space overlooking the peaceful woodland views behind. On the top level, a vacant third-floor suite of over 1,600 square feet features enchanting rooflines and dynamic architectural angles, presenting immediate versatility for prospective owner-occupancy into this unit. Or as investment property is a gold standard location. Outside, the property includes a private drive along with legal pad parking for one car. Residents enjoy absolute calm and quiet while remaining mere steps away from Toronto’s finest Midtown city amenities. Walk within minutes to the St. Clair subway station, local boutique retail shopping, cafes and dining options, grocery stores, Deer Park Public School, and elite local private schools. This distinguished property represents a truly remarkable investment opportunity, bringing together classic old-world craftsmanship, expansive suite dimensions, and a private natural ravine setting in a prized local neighbourhood.

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$2,581,200
8bedrooms
6bathrooms

By Sotheby's International Realty Canada

26

Property Toronto (Canada)

Offering a broader approach to living and owning in the city, 641 St Clair West brings together a self-contained two-bedroom residence and fully vacant commercial space within one mixed-use property, creating flexibility that extends well beyond a conventional residential footprint. Above the street, the apartment offers open living space, a full kitchen, generous natural light and a walkout to the roof. Its two-bedroom layout provides a comfortable place to call home, while remaining distinctly separate from the commercial space below. At street level, a glazed storefront opens to a flexible, open-plan space with direct access to a full lower level. Use it for your own business, office or studio, create a dedicated workspace separate from home, or consider it as a source of rental income. Rear laneway access and parking add everyday practicality. Offered fully vacant, the property gives a new owner the ability to determine how the two spaces work together from the outset. Live above and operate a business below, occupy one space and lease the other, keep both for your own use, or explore how the property might evolve over time. Set along an established stretch of St. Clair West, the property draws from the surrounding neighbourhoods of Wychwood, Humewood and Casa Loma. Independent shops, cafés, restaurants and longstanding businesses contribute to the character of the street, with everyday amenities, transit and Wychwood Barns all nearby. For someone looking beyond the conventional, 641 St Clair West offers a place to live, space to create or work, and the flexibility to make both your own.

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$1,130,800
2bedrooms
2bathrooms
land 0ha

By Sotheby's International Realty Canada

11

Property with pool and garden Toronto (Canada)

This building lot is not subject to the Prohibition on the Purchase of Residential Property by Non-Canadians Act An elite canvas in Teddington Park. Securing a vacant building lot within a premier Toronto neighbourhood is an extraordinary challenge. Finding one positioned on a highly coveted, prestigious street is nearly impossible. Tucked away quietly at the end of a majestic cul-de-sac in the heart of Teddington Park, this exceptional ravine lot presents a remarkable blank canvas to design and construct a bespoke custom estate. Currently utilized as a private tennis court for the adjoining residence, this parcel sits directly on the boundary of the historic Rosedale Golf Club, promising an unmatched level of privacy and an intimate connection to the natural landscape.Perched gracefully atop a spectacular treed ravine, the property commands breathtaking, ever-changing views of the lush Ontario landscape across all four seasons. The dense canopy of mature trees creates a profound sense of isolation, making the bustling metropolis feel worlds away. A short, scenic twenty-minute stroll brings you directly to the vibrant shops, boutique cafes, and acclaimed restaurants lining Yonge Street. For families, the location is ideal, offering a swift drive to several of Canada's most prestigious private schools. The renowned Granite Club is also just minutes from your front door, ensuring top-tier recreation, fitness, and social facilities are always within reach. This property effortlessly bridges the gap between sophisticated urban convenience and the tranquil beauty of a protected natural environment. Whether your design tastes lean toward a timeless traditional manor or a sleek contemporary masterpiece, this expansive lot accommodates a grand vision. Please note that the image has been created by A.I. for discussion purposes only and such a build is not warranted - please bring your architect and your imagination to create a landmark home.

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$2,471,600

By Sotheby's International Realty Canada

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Property with garden Toronto (Canada)

Circa 1880 Victorian Grande Dame on a rarely available 50 ft x 130 ft double lot with heritage features retained and restored, including slate roof, woodburning fireplaces, stained glass windows, pocket doors, ornate millwork, and plaster mouldings. Previously, the multi-generational home of a prominent Toronto family, this property has been owner occupied for the last 40 years with income from rental of the partial 2nd floor, 3rd floor, and separate coach house apartments. Accessed through two ground floor walkouts is an immaculate garden with mature trees, floral borders, raised vegetable beds, seating areas, and a classic water feature with stone border and antique fountain. The private drive currently has parking for two cars. This property is a legal fourplex and is ideally suited to a buyer looking to create a private family compound, mansion flats, or someone who will reside in the main house with income from the 3rd floor and separate 1-1/2 storey brick coach house. For a buyer looking to create mansion flats, the main house could be three spacious 2 bedroom plus den apartments plus the 1 bedroom separate coach house. Book a private showing appointment to view the scale and character features of this special property and see how you would bring forth its full potential. Neighbourhood amenities include Cabbagetown's finest shops, cafes, and restaurants just steps away, including F'Amelia Ristorante, L'avenue On Parliament, Butter Chicken Factory, Jet Fuel Coffee, Salt & Tobacco, The House On Parliament, and more. TTC 506 Carlton streetcar is a 5 minute walk south on Parliament to Carlton. Riverdale Park is a short walk away as well as connections to Rosedale Valley, the Don Valley Trail, and the Waterfront Trail.

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$2,049,400
8bedrooms
4bathrooms

By Sotheby's International Realty Canada

50
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Property Toronto (Canada)

Tucked discreetly behind Yonge Street, 18 Gloucester Lane is a rare property of understated distinction — a laneway address that quietly carries both architectural integrity and cultural presence. Built in 1912 and thoughtfully modernized, this five storey buff brick building remains one of Toronto's most evocative landmarks, offering discretion, provenance and unmatched centrality. Behind its timeless façade lies over 9,700 square feet of space, scaled and grounded by heritage character - arched windows, exposed brick and beam, and expansive industrial proportions. For over four decades, this building was the creative home base for Norman Jewison — one of Canada's most internationally acclaimed filmmakers. From within these walls, major cinematic works were developed, produced, and edited. The building became an engine of cinematic output that blended Hollywood calibre with Canadian sensibility. A rare convergence of character and opportunity, the building is fully leased to professional tenants across the lower four floors, functioning seamlessly as a boutique investment property. But the essence of the building reveals itself above — a private fifth floor penthouse residence layered with cinematic soul and vintage warmth. Natural light animates the custom millwork, exposed walls and beams. Large windows frame views of Norman Jewison Park, while a dramatic herringbone brick fireplace anchors the central salon. And a concealed staircase leads to a tranquil primary suite above — a true pied-a-terre, offering intimacy in the heart of the city. Positioned within the Historic Yonge Street Heritage Conservation District, the building presents an opportunity to steward a legacy of meaningful heritage and cultural significance. Its scale, discretion, and location invite more possibilities: continue as a boutique investment property, adapt to a private family office or foundation, a design studio or gallery, or reimagine it as a fully integrated live/work residence.

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$5,586,700
2bedrooms
10bathrooms
land 0ha

By Sotheby's International Realty Canada

8 listings near Toronto

Nearby
50

Property with garden Uxbridge (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.

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$3,429,800
7bedrooms
7bathrooms
land 6.5ha

By Sotheby's International Realty Canada

Nearby
50

Property Niagara-on-the-Lake (Canada)

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.

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$6,506,100

By Sotheby's International Realty Canada

Nearby
50

Property with pool and garden Hamilton (Canada)

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.

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$10,593,600
5bedrooms
8bathrooms
land 15.7ha

By Sotheby's International Realty Canada

Nearby
24

Property Georgina (Canada)

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.

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$1,410,800
4bedrooms
3bathrooms

By Sotheby's International Realty Canada

Nearby
45

Property Welland (Canada)

2,828 square feet of finished living space | bungalow | no rear neighbours. Some homes give you more space. Others give you a better setting. This one gives you both. Set against a peaceful pond and forest with no rear neighbours, this custom-built, one-owner bungalow offers approximately 2,828 square feet of finished living space across two levels - with a layout that works beautifully today and can adapt as life changes. The main floor puts everything you need on one level, with 2 generous bedrooms and 2 full bathrooms, bright, comfortable living spaces and a wonderful connection to the natural setting beyond the backyard. Morning coffee comes with pond and forest views, birdsong and a sense of privacy that's increasingly hard to find. The fully finished lower level adds substantial living space with a third bedroom, third full bathroom, fireplace and rough-in for a kitchen. Create an in-law suite, private guest quarters, space for an adult child, or simply enjoy an entire additional level for entertaining, hobbies and everyday living. And you don't have to trade privacy for convenience. Groceries, pharmacy, walk-in clinic, restaurants, parks, barber and schools are all within walking distance. At $845,000, this is an opportunity to own a bungalow with over 2800 square feet of finished living space, three full bathrooms, flexible multigenerational potential and a backyard setting that feels miles away from the city - while everyday essentials are just minutes from your door. Come for the bungalow. Stay for the view.

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$597,600
3bedrooms
3bathrooms
land 0.1ha

By Sotheby's International Realty Canada

Nearby
11

Property Cambridge (Canada)

A rare opportunity to build your dream home on an exceptional 5.05-acre vacant property just beyond the city limits of Cambridge. Surrounded by picturesque countryside and impressive neighbouring homes, this estate-sized lot offers an outstanding setting for a custom residence designed entirely around your vision and lifestyle. The expansive property provides plenty of room to create something truly special, with open views, a peaceful rural atmosphere and the space to consider beautiful gardens, outdoor entertaining areas and other amenities to complement your future home. The surrounding landscape offers a wonderful sense of privacy and tranquility, while the established homes nearby contribute to the appeal of this desirable country setting. Enjoy the feeling of living away from it all without sacrificing everyday convenience. Shopping, dining, schools and essential services are only minutes away, while easy access to Highway 401 makes travel to Cambridge, Kitchener-Waterloo and surrounding communities convenient. With over five acres of land, attractive countryside views and an excellent location, this is a wonderful opportunity to create a distinctive custom home and enjoy the space and privacy of country living while remaining close to the city.

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$494,300

By Sotheby's International Realty Canada

Nearby
50
Video

Property with garden Creemore (Canada)

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.

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$1,031,800
4bedrooms
4bathrooms
land 0.8ha

By Sotheby's International Realty Canada

Nearby
17

Property with pool Fort Erie (Canada)

This exceptional Lake Erie waterlot property offers an extraordinary opportunity to own a rare stretch of natural shoreline with breathtaking panoramic views across the lake. Positioned along Ontario's scenic south coast, the site showcases crystal-clear waters that transition from vibrant turquoise near the shore to deep blue on the horizon, creating a spectacular backdrop in every season.The gently sloping limestone shoreline and shallow, clear waters provide a unique natural landscape, ideal for enjoying kayaking, paddleboarding, birdwatching, or simply relaxing while taking in the ever-changing lake views. The expansive waterfront captures stunning sunrises and moonlit evenings, while the open southern exposure allows for abundant natural light throughout the day.From the property, uninterrupted vistas extend across Lake Erie toward the distant city skyline. Mature trees, established neighbouring homes, and a peaceful shoreline setting create an atmosphere of privacy and serenity, while nearby parks, marinas, wineries, golf courses, and charming lakeside communities provide endless recreational opportunities. This property is zoned for Marina and Dock use.

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$2,545,900

By Sotheby's International Realty Canada

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