luxury properties for sale Ontario, Canada (page 2)

A landmark Victorian Gothic estate in the heart of Prince Edward County wine country, originally built in 1878 for Judge Edwards Merrill and heritage designated. Following more than $3 million in renovations, this three-storey brick masterpiece has been transformed into a Michelin Guide-recognized boutique hotel and destination restaurant, offering a rare turnkey hospitality enterprise. The property features 14 beautifully appointed guest suites, each with a private three-piece ensuite, surrounded by custom-painted murals, antique and original wallpaper, exposed brick, marble wood-burning fireplaces, vaulted 14 to 16-foot ceilings, and refinished hardwood floors. Six private balconies overlook the beautifully landscaped grounds. Culinary spaces include a glass conservatory dining room and bar, a fully equipped commercial kitchen with walk-in refrigerator and freezer, a state-of-the-art wine cellar, Bar Atlas, and Brasserie Alexandria. The wine cellar features four climate-controlled temperature zones for wine storage, while a three-season patio provides additional dining space. Recent capital improvements include a new asphalt-shingle roof, stabilized chimneys, a modern Daikin heat pump heating, ventilation, and air conditioning system, Viessmann gas boilers, in-floor heating, and 400-amp electrical service. Set on 1.07 landscaped acres with mature 150-year-old trees, the grounds feature interlocking brick walkways, a covered event tent, stone fire pit, barrel sauna, and on-site parking for approximately 25 vehicles. Site-specific zoning permits a hotel or inn of up to 15 rooms, a meeting room, catering kitchen, and restaurant, offering significant flexibility for continued hospitality operations. Located just one block from the Picton Marina and downtown Picton, Merrill House represents an extraordinary opportunity to own a piece of the region’s history while operating a thriving hospitality business in one of Ontario’s most celebrated destinations.

Resting just off the South-Eastern shores of Lake Nipissing, in the Nipissing Beach area sits this stunning property known as Brill's Island. Sitting at just over 17 acres, there is plenty of space to roam the historic paths. From the southern cove, harbouring a 200 foot natural sand beach, to the exposed Canadian Shield on Sunset Point and through to the centre of the island where there sits a 1150 square foot main cottage and a 450 square foot bunkie with attached shop, this island retreat has plenty of room to find your inner peace. The focal point of the main cottage is the large common / living room with vaulted ceilings and centred by a wood burning fireplace. The dining room sits just off the kitchen, flanked by the two main floor bedrooms and "ladder access" to the third, loft bedroom. Oversized windows in all the principal rooms bring plenty of natural light into the cottage. Even though there is a rustic comfort running throughout the entirety of the cottage, there are signs that this property has been well managed over the years - a quality steel roof, the full septic system, well constructed gazebo and comfortable deck space to name a few. The secondary building houses the maintenance shop as well as a main floor bedroom and a relaxing lounge area on the second floor for extended family or guests. Throughout the property there are other out-buildings including a beachfront sauna, dock shed and two out houses. Lake Nipissing is well known for amazing fishing and extended boating. Low taxes due to a designation as a Managed Forest by the Ministry of the Environment. Accessing this boat access property is by way of your own deeded landing area, located just a stone's throw from the island. Located 30 minutes from North Bay & three hours from the north end of Toronto, Brill's Island is really something to be seen to be appreciated - for the history that lies there, what it is now and what it could be to your family.

A truly rare recreational waterfront offering on Kahshe Lake, this 2.3 acre parcel features approximately 162 feet of natural shoreline with peaceful northern exposure and an exceptional sense of privacy that's becoming increasingly hard to find. Surrounded by mature trees and untouched natural landscape, this property offers the feeling of a true Muskoka escape-ideal for those looking to enjoy the outdoors, spend weekends on the lake, and secure a private lakefront property for future generations. With both EP and residential zoning, this property not only offers flexibility of use, but also the ability to preserve and protect the natural character of the land-maintaining the privacy, shoreline integrity, and unspoiled beauty that make waterfront ownership on Kahshe Lake so special. Adding to its recreational appeal, approvals permit the future construction of a dock or boathouse, creating even more opportunity to enhance your enjoyment of the lake. One of the most compelling features is the accessibility, this is road-access waterfront, and not just road access, but one of the easiest properties to reach on Kahshe Lake, located just moments from Highway 11 for quick and convenient travel. An outstanding opportunity for those who own a water-access cottage on the lake and have been searching for the perfect support property, offering ample space for parking, boat storage, equipment, and easy travel to and from your cottage. A rare chance to secure a private, functional, and environmentally significant piece of Muskoka waterfront. Buyers to do individual due diligence on permitted use of the property.

A Rare Muskoka Land Offering - 38 Acres on the North Branch. Set along the North Branch of the Muskoka River, this exceptional 38-acre landholding with approximately 650 feet of water frontage presents a rare opportunity to secure meaningful waterfront acreage just minutes from Bracebridge. Properties of this scale, with direct river frontage and year-round accessibility, are increasingly difficult to find. Positioned just off Highway 11, the setting offers both convenience and quiet seclusion-an ideal canvas for a thoughtfully designed cottage or year-round residence. Hydro is available at the lot line, and a network of established trails invites immediate exploration while naturally guiding future development plans. Whether envisioned as a private retreat or a long-term legacy holding, this property offers the space, setting, and flexibility to create something truly enduring in Muskoka. Located within the Macaulay school catchment, it's a setting that balances lifestyle and practicality-just moments to town, yet immersed in nature. A rare opportunity to build with intention, on a scale seldom offered.

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.

Exceptional Investment Opportunity 210 Arlberg Crescent, The Blue Mountains. Ideally situated within walking distance to Blue Mountain Village, this fully renovated property offers year-round appeal for recreation lovers, with golf, skiing, hiking, and biking all just steps away. Extensively updated in 2018 with new plumbing, electrical, and mechanical systems, the home provides true turnkey confidence for investors. Currently leased to Blue Mountain Resorts Ltd. as staff housing through December 2027, it delivers a strong Net Operating Income of approximately $11,000 per month. Spanning more than 3,700 square feet, the residence includes eleven bedrooms, two kitchens, two living areas, dedicated laundry facilities, multiple decks, and parking for numerous vehicles. Designed to accommodate up to 22 staff members, it is well suited for large group living. Zoned STA (Short Term Accommodation), the property also offers excellent future flexibility. It can be reconfigured into two self-contained units one with six bedrooms and the other with five making it an attractive option for generating high-performing short-term rental income on platforms such as Airbnb. This is a rare opportunity to secure a high-yield, versatile property in one of Ontario's premier four-season destinations.

A rare opportunity to obtain a property on Hunter Island that is turn key and move in ready for this summer!! South facing with long views and all day sun. This wonderful two bedroom cottage is just a short boat ride from a deeded car parking lot on the mainland. Open concept layout with a bonus loft sleeping area. Enjoy afternoons lounging on the deck and candlelit dinners in the large screen porch overlooking crystal clear water of Georgian Bay. A short, ten minute boat ride to Pointe au Baril's historic Ojibway Club for lunch, shopping, groceries and fuel. Members of the Ojibway may enjoy a kids camp, tennis, sailing program and even fine dining twice weekly. Fully equipped and ready for you to move in and have your best summer. Summer on Georgian Bay!

If stealing the spotlight in family lawn games (or just stealing a little sunset quiet time outside) excites you, this expansive lakeside yard is calling your name! Boat access from the mainland brings you to an exceptional west-facing retreat with over 337 feet of private shoreline, capturing iconic Muskoka sunsets and expansive lake views. Set in a quiet bay shared by just two other cottages and backed by stretches of crown land, the setting is both private and unspoiled. The 1.5-acre property features a level, granite shoreline with a sandy, shallow-entry beach-ideal for families and easy swimming-while the dock extends into deeper water. A raised waterside gazebo offers the perfect place to take in the view, and a lakeside shed keeps all your gear organized and within reach. Inside, the open-concept cottage offers two bedrooms plus a flexible laundry room that could be converted into a third, along with a cozy wood stove and warm pine finishes throughout. A separate insulated bunkie provides comfortable overflow space for guests. Offered fully turnkey, this package includes a 50HP pontoon boat and a 1987 StarCraft V6 - arrive and start enjoying cottage life immediately. Recent updates include a new water line (2024), septic lift pump (2022), new bunkie flooring, and deck stairs with dock (2021), along with fresh beach sand added in 2022. Earlier improvements include a modernized kitchen with granite countertops, and upgrades to electrical, plumbing, windows, and septic. Evenings are best spent by the fire pit or under the stars along your private shoreline. Located just under two hours from the GTA, the property includes two parking spaces and a boat slip at Denne's Marina (yearly fee), just a five minute boat ride away-making access simple and convenient. A move-in-ready Kahshe Lake cottage with space, privacy, and all the essentials already in place. Your three-season turnkey cottage is ready to enjoy!

Experience lakeside luxury at this 4,000 square foot cottage on Lake Huron's pristine shores. With sunset views, crystal-clear waters, and a serviced dock for 40 foot vessels, it's a serene escape. The one-acre lot features 110 foot frontage, hosting a fully updated cottage with two plus two bedrooms and two plus one bathrooms (sleeps 12) Vaulted ceilings, skylights, and a stone fireplace create warmth. The lower level has two bedrooms, a bath, woodstove, games area, and a walkout to the bay. The chef’s kitchen boasts granite counters, an island, two sinks, a breakfast bar, and a gas stove. Outdoor entertainment thrives on the composite deck with Lake Huron views and an elevated hot tub gazebo. Additional features include a 1,500 square foot outbuilding for a Class C RV (with an EV charger), workshop, and woodstove. A propane generator ensures uninterrupted power. A composite boardwalk leads to a cabana at the water's edge, or take the UTV down the path to the lake. The property is ideally located, a five-minute drive to Tobermory and one and a half hour to Owen Sound. This cottage offers the ultimate lakeside lifestyle, blending elegance, comfort, and natural beauty.

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.

Auberge Chesley's Inn: A Timeless Retreat Steeped in History and Elegance Established circa 1814, Auberge Chesley's Inn predates the formation of Canada itself, making it a cherished historical landmark. This exquisite Georgian-style bed-and-breakfast seamlessly blends timeless charm with modern comforts, offering guests an unforgettable experience. The property features four elegantly appointed bedrooms, each with its ensuite, as well as a spacious two-bedroom self-contained apartment. Meticulously restored and thoughtfully retrofitted, the Inn highlights the architectural beauty of its storied past while providing the conveniences of contemporary living. With a rich legacy spanning over two centuries, Auberge Chesley's Inn has welcomed countless travellers, families, adventurers, and dreamers from around the globe. Each guest has contributed to the Inn's vibrant tapestry, adding to its unique and storied history. Nestled in a prime location, the Inn is just a five-minute walk from the picturesque St. Lawrence River, offering stunning views and serene surroundings. Guests can also explore nearby boutique shops, cozy cafes, and inviting restaurants, all within easy walking distance. Lamoureux Park, a local gem, is also close by, providing a perfect spot for strolls or outdoor activities. For those travelling from further afield, the Inn's strategic location is an added advantage. It is just an hour's drive from both Montreal and Ottawa, making it an ideal destination for weekend getaways or extended stays. Its proximity to major cycling routes also makes it a favourite stop for bicyclists exploring the region. In addition to its appeal as a bed-and-breakfast, Auberge Chesley's Inn presents potential for lucrative business expansion or other opportunities. Zoned as part of the Central Business District and equipped with seven designated parking spots, the property offers flexibility for future development, subject to approval from local authorities. Whether you are seeking a tranquil retreat, a base for exploring the region, or a unique investment opportunity, Auberge Chesley's Inn stands as a testament to timeless elegance, rich history, and endless possibilities.

BOAT ACCESS ONLY. Imagine owning your own private island archipelago on iconic Georgian Bay. Spanning three private islands, more than 9 acres, and over 6,100 feet of pristine shoreline, this remarkable property presents an opportunity rarely found in Ontario cottage country. The main island offers the ideal setting to design and build your custom Georgian Bay retreat, while the two adjoining islands remain natural extensions of the property—perfect for exploring, swimming, picnics, spectacular sunsets, or simply enjoying the privacy and beauty of your own untouched landscape. Towering pines, windswept granite shorelines, sheltered bays, and panoramic water views create an unforgettable setting. Wander your own islands, launch a kayak from a quiet cove, relax on sun-warmed granite, or discover a new favourite place to watch the sun set over Georgian Bay. Located just a five-minute boat ride from Highway 400 access and only 1.5 hours north of the GTA, this property offers the rare combination of exceptional privacy and convenience. Boat to nearby restaurants, marinas, stores, and LCBO locations, then return to the peace and solitude of your own islands. Golf courses, hiking trails, ski resorts, and OFSC snowmobile trails are all within easy reach, making this an exceptional four-season destination. Create a private family retreat to enjoy for generations or invest in one of Georgian Bay's most unique waterfront offerings. Buyer is responsible for lot levies and development fees upon application for a building permit.

Just a short drive from Historic Niagara-on-the-Lake, this land offers a peaceful retreat. Located at 15936 Niagara River Parkway, this parcel of land is the ideal backdrop to build your dream home. It's on one of the most renowned wine route's in the Niagara Region and close to Niagara-on-the-Lake's acclaimed attractions, including top restaurants and accomodations. Lands like this, surrounded by vineyards and in a prime location, are a rare find. The peaceful setting is truly beautiful and inspiring. Don't miss this opportunity to explore the many possibilities in this special area.

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.

Welcome to your dream escape just one hour and 40 minutes from the GTA and a quick two-minute boat ride from the marina. This well-maintained, boat-access cottage is set on a private and picturesque 0.674-acre lot with 138 feet of pristine waterfront on a quiet bay, offering the perfect blend of tranquility, comfort, and adventure. The charming two-bedroom cottage features a bright and airy open-concept layout, enhanced by vaulted ceilings and tasteful décor throughout. The living room is warmed by a fireplace with airtight insert, and the kitchen with dining area is ideal for gathering with family and friends. Laminate flooring in the kitchen and living room adds to the cottage's clean, updated feel, while a three-piece bathroom ensures all the essentials are covered. Step outside to a spacious deck that overlooks the sparkling water, ideal for morning coffee, afternoon lounging, or evening cocktails with a sunset view. A large dock with deep water offers excellent swimming and boating access, while a sandy beach area along the shore is perfect for children and pets to play. As the sun sets, gather around the fire pit overlooking the bay and soak in the serene views and golden light dancing on the water. An 8' x 12' Bunkie adds extra accommodation space for guests, making this property a wonderful option for hosting weekend getaways or summer holidays. Whether you're looking for a peaceful place to recharge or a lakeside hub for fun-filled days on the water, this turnkey property delivers an unforgettable cottage experience. Accessible, inviting, and fully ready for the season, this is your opportunity to own a slice of waterfront paradise.

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.

Set within one of Kingston’s few remaining heritage limestone estates constructed in 1817, Whitney Manor is a luxury five-suite boutique accommodation property located in a quiet residential enclave near the St. Lawrence River, the Manor brings together more than two centuries of architectural history with an established luxury hospitality operation, within minutes of downtown Kingston. Spanning approximately 6,502 SF, the property is configured as five self contained suites, comprising three two-bedroom and two one-bedroom accommodations. Each suite is named for a chapter of the Manor’s past and shaped by its own distinct architectural character. Cathedral ceilings, hand-hewn beams, exposed limestone, original pine floors and former estate rooms remain visible throughout. Ranging from approximately 920 to 1,630 square feet, each suite includes a full kitchen, living and dining areas, in-suite laundry and a private balcony or patio, with several opening through their own private entrances. The property has been maintained with careful attention to the scale, materiality and character of the original estate. Generous ceiling heights, substantial principal rooms and the layered evidence of the building’s history distinguish Whitney Manor from a conventional hotel or short-term accommodation property. The result is a collection of private suites that function independently while remaining part of a singular and architecturally significant whole. The established hospitality model has achieved annual occupancy rates ranging from approximately 70% to 77%, with peak summer periods reaching as high as 95%. The property’s heritage designation, residential zoning and legal non-conforming accommodation use support a range of potential ownership models, including continued operation as a five-suite boutique accommodation, partial owner occupation, an inn or bed-and-breakfast format, or the introduction of selective food and beverage, wellness or curated stay programming. Positioned near the midpoint of the Toronto-Ottawa-Montréal corridor, Kingston is one of Ontario’s most recognized historic destinations, supported by Queen’s University, the Royal Military College of Canada, year-round tourism, and its position as the gateway to the Thousand Islands. Whitney Manor offers an opportunity to acquire a heritage property of genuine architectural significance, together with an established hospitality operation and an adaptable framework for its next chapter.