Access to content
Canada
2

luxury properties for sale Orillia, Canada

Sort by

50
Video

Property Orillia (Canada)

Welcome to 45 Ivy Lane on Grape Island, a rare private island retreat offering 1.2 acres of landscaped grounds and 233 feet of pristine Lake Simcoe shoreline. Designed for exceptional waterfront living, this one-of-a-kind compound combines luxury accommodations, resort-inspired amenities, and remarkable privacy just a short boat ride from the mainland. The property offers multiple gathering and accommodation spaces, comfortably hosting family and guests across five distinct sleeping areas. At its heart is a spectacular boathouse with waterfront primary suite, complemented by thoughtfully designed indoor and outdoor living spaces that embrace the lake from every angle. Extensive improvements and upgrades have transformed the property into a sophisticated island escape. A rooftop deck captures panoramic lake views, while the swim spa, yoga room, outdoor showers, and expansive multi-level decks create an atmosphere more reminiscent of a boutique resort than a traditional cottage. The retractable dock system and waterfront infrastructure provide seamless enjoyment of Lake Simcoe's boating and water recreation. Over two million dollars has been invested in the property, including significant renovations, infrastructure improvements, and modernization of key systems including $200k in 2023 for new septic and landscaping. Documentation relating to permits, inspections, renovations, and major improvements is available for review. Whether envisioned as a private family compound, a multi-generational retreat, or an unforgettable place to entertain, 45 Ivy Lane offers a rare opportunity to own one of Lake Simcoe's most distinctive island properties. A 600 foot cedar hedge and 6 foot high wrought iron fencing encloses the property. Fully furnished (perfect mix of mid-century and contemporary cottage) and move-in ready. Be in total privacy less than two hours from Toronto. VTB available for qualified buyers.

… 
$710,500
5bedrooms
5bathrooms
land 4,856

By Sotheby's International Realty Canada

45
Video
3D visit

Property with garden Orillia (Canada)

Welcome to your new Grape Island family cottage compound! This stunning Lake Simcoe property overlooks tranquil Lake Simcoe in Orillia, just one hour from the Greater Toronto Area. Viceroy-style main cottage with 565 feet of south-east and west shoreline on 1.146 acres on a very private south-facing point of land for all-day sun, along with east sunrise and west sunset views. The soaring great room and open-concept kitchen with plenty of natural light is perfect for preparing dinner for family and friends. For those who prefer to be outside, the deck that spans the front of this property also offers a fully-equipped outdoor barbecue kitchen. A multitude of windows span the entire front of the cottage and provide breathtaking long lake views! Open concept living spaces afford easy guest flow throughout the cottage. Stunning natural landscapes feature stone steps leading down to a dock and boat lift with forested trails that surround the property. Excellent swimming and boating with deep water off the dock and a sandy entry. Enjoy long sun-drenched days on the south-west-facing decks or warm you and your guests by the fire or in the hot tub. Includes two guest bunkies and a water closet with access to the garden.

… 
$1,095,000
4bedrooms
2bathrooms
land 4,047

By Sotheby's International Realty Canada

8 listings near Orillia

Nearby
49

Property with garden Jacksons Point (Canada)

Waterstone Estate on Hedge Road does not announce itself. It does not need to. For those who know, the name alone is enough - a quiet signal of something earned over time, passed through time, and understood rather than explained. 30 Hedge Road is offered for the first time in nearly 50 years, and it arrives carrying the full weight of that history. Set behind a curtain of mature cedars on 178 feet of private Lake Simcoe shoreline, this property offers a rare and complete sense of seclusion - a world apart, entirely your own. This meticulously maintained 2,687 square foot Colonial Revival stone cottage has sheltered summers of extraordinary grace - mornings that begin with the sound of waves against the dock, long afternoons of children swimming in clear water, a short walk to the ice cream store on a sunny afternoon, and evenings that belong entirely to a breathtaking sunset over the lake and a glass of wine raised in celebration of nowhere else you would rather be. At night, the bedroom windows stay open and the breeze off the lake carries you to sleep. The Great Room commands with vaulted coffered ceilings, skylights, hardwood floors, and a stone fireplace that has warmed three generations. A gracious columned veranda greets you at the front, while a sun-drenched flagstone patio extends living gracefully toward the water. Three fully self-contained guest suites - one within the residence with a private bedroom, bathroom, living room, and separate entrance; a third bedroom with its own private bathroom; and a waterfront retreat with bedroom, bathroom, and screened-in sun porch above the lake - ensure family, near and far, is always welcome and never crowded. Seasonal dock with deep water access. Directly across from Briars Resort and Golf Club. Just over an hour to Toronto. A legacy, by every measure, is waiting for you.

… 
$2,132,300
4bedrooms
4bathrooms

By Sotheby's International Realty Canada

Nearby
15
Video

Property Gravenhurst (Canada)

Build Your Dream Cottage on Lake Muskoka - Fully Approved & Ready to Go! A once-in-a-generation opportunity, this is one of the last remaining large-scale, under-developed legacy parcels on Lake Muskoka, now ready for redevelopment. The property boasts a rare combination of features almost impossible to find together today: just under three acres of private land with approximately 390 feet of pristine granite shoreline, fully approved plans by a renowned Muskoka architect, all-day sun with coveted western exposure, and iconic dotted island sunset views, all less than two hours from Toronto. The approved plans include several notable and rare features that simply cannot be replicated under today's regulations. The new cottage may be built as close as approximately 11 metres from the water's edge at its nearest point, a grandfathered setback no longer permitted for new construction. The existing boathouse can be renovated or rebuilt with a full 1,000 square feet of livable space above, double the current 500 square feet allowance for new boathouses. The advanced architectural allow for a quicker build time. The gently sloping terrain, mature tree canopy, and expansive lake vistas along with classic granite outcroppings deliver exceptional swimming, entertaining, and waterfront enjoyment from sunrise to sunset. Ideally positioned near the evolving Taboo Muskoka Resort & Golf redevelopment, including two new world-class golf courses currently under construction and just minutes from the towns of Gravenhurst and Bracebridge, this exceptional waterfront offering captures a quintessential Muskoka setting in a premier location. A truly rare offering combining substantial frontage, privacy, ready-to-go redevelopment approvals, acreage, sunset exposure, and premier positioning on one of Canada's most coveted lakes. This is Muskoka at its finest.

… 
$2,456,200
4bedrooms
4bathrooms
land 1.1ha

By Sotheby's International Realty Canada

Nearby
35

Property Georgina (Canada)

In the same family for nearly 60 years and lovingly maintained, Sunset Serenade is a rare offering set on a deep lot, with nearly 60 feet of waterfront in the storied Orchard Beach enclave of Georgina's Historic Lakeshore. A true four-season retreat for the whole family, this home includes a private waterfront parcel with its own pebbled sandy beach- perfect for swimming all day long - while a generous front garden gives way to a mature, treed and private back yard. Spend mornings at the beach, lunch in the front garden, steal an afternoon nap on the enclosed front porch overlooking the lake, then BBQ dinner on the side deck as the day winds down. As evening falls, gather family & friends at the private beach firepit for uninterrupted, west-facing sunsets over the water - the namesake views that make this property special. In winter you can enjoy ice-fishing or skating from your lakefront and relish the same sunsets from a cozy, upstairs lounge or the winterized front porch. Lake views find you throughout the home, from the front porch to two separate sitting areas. Inside, a sky-lit breakfast area flows off the kitchen for easy everyday living, complemented by a dedicated office. A formal sitting room - anchored by a handsome stone fireplace - and a third rec room on the second level with its own lake views, offer exceptional space for a large, growing family. The home is protected by a durable metal roof, classic persiana-style shutters, interlocking stone, and vinyl-cladding. Part of the original orchard itself, this home is set within one of Ontario's most exclusive lakeshore communities, with roots dating to the Roches Point land grant and Eastbourne Golf Club, Orchard Beach remains one of the last communities blending cottage charm, lake recreation and year-round living less an hour from Toronto. This is a once-in-a-generation opportunity to own a true piece of Lake Simcoe history, moments from marinas, restaurants & golf. Some AI-generated photos, not real.

… 
$1,103,500
4bedrooms
3bathrooms

By Sotheby's International Realty Canada

Nearby
50

Property with garden Muskoka Lakes (Canada)

Experience the very best of Lake Muskoka from this exceptional waterfront retreat, offering 255 feet of pristine shoreline and breathtaking west-facing sunsets. Ideally located in the heart of Muskoka, this stunning property is perfectly situated between Bala, Gravenhurst, and Port Carling, providing convenient access to the region's finest dining, shopping, and golf. From the moment you arrive, you'll be impressed by the beautifully landscaped grounds, a wrap-around driveway, and an attached double-car garage, all combining to create outstanding curb appeal. Inside, the thoughtfully designed main cottage offers an inviting open-concept layout, where expansive living spaces flow seamlessly into a gourmet kitchen designed for both everyday living and entertaining. A private primary bedroom wing provides a peaceful sanctuary, while the fully finished walkout lower level offers generous additional living space for family and guests. The crown jewel of the property is the extraordinary two-storey, three-slip boathouse with living accommodations above-a rare and highly sought-after feature on Lake Muskoka. Whether hosting guests, enjoying waterfront living, or simply taking in the panoramic lake views, this remarkable space is truly unforgettable. Spend your days boating, swimming, and relaxing on one of Canada's most prestigious lakes, then end each evening watching spectacular sunsets from your own shoreline.

… 
$4,624,100
3bedrooms
4bathrooms

By Sotheby's International Realty Canada

Nearby
19
Video

Property Wasaga Beach (Canada)

Welcome to 19 62nd Street S in Wasaga Beach - a rare opportunity in the highly sought-after Beach 6 area. This older home has been cherished for years as a family cottage and now offers incredible potential for its next chapter. Situated on an impressive double lot measuring approximately 100 feet x 132 feet, this property provides excellent options for buyers looking to renovate and enjoy a spacious lot, add an additional garage, or explore the possibility of severance (buyer to verify with municipality). Whether you're a contractor, investor, builder, or someone dreaming of creating a custom home near the beach, the potential here is undeniable. Enjoy proximity to Beach Area 6, local amenities, shopping, and easy access to Highway 26, with Collingwood, Blue Mountain, Barrie, and Angus all within a comfortable drive. Even more compelling, the neighbouring vacant lot at 11 62nd St S is also available (MLS #S12731894), creating an attractive bundle opportunity for developers or investors looking to build multiple homes in this growing west-end community. A unique chance to secure prime land in Wasaga Beach with flexibility, future upside, and endless possibilities.

… 
$462,100
2bedrooms
1bathroom
land 1,231

By Sotheby's International Realty Canada

Nearby
44
Video

Property with garden Clearview (Canada)

Solid brick farmhouse built in 1900, fully renovated inside and out, offering over 2,800 sq ft of finished living space. Set on a private 2.6-acre parcel in the heart of Clearview Township, this classic home blends timeless character with modern design. Surrounded by mature trees and sweeping countryside, the property captures breathtaking 180-degree views of the Niagara Escarpment. with stunning sunsets and the evening lights of Blue Mountain Resort in the distance. Thoughtfully reimagined from top to bottom, the home showcases quality craftsmanship and elevated finishes throughout. The main level features an open-concept design with soaring cathedral ceilings and a striking propane linear fireplace. Expansive windows flood the space with natural light while framing the surrounding landscape. The beautifully appointed kitchen includes a large centre island, quartz countertops, and stainless steel appliances-ideal for both everyday living and entertaining. A statement mono staircase with glass railing adds a refined architectural touch, while multiple walkouts lead to three newly built decks, seamlessly connecting indoor and outdoor living. A convenient 3-piece bathroom completes the main floor. The upper level offers two spacious bedrooms and a well-designed Jack and Jill 4-piece bathroom, complete with a soaker tub and standalone shower. The fully finished lower level extends the living space with a bright family room, additional bedroom, office, and large windows, all complemented by durable luxury vinyl flooring-bringing the total to 3 bedrooms. Extensive upgrades completed between 2023-2025 provide peace of mind, including new windows, doors, roof, insulation, well, septic system, and mechanical systems. In-floor heating in the bathrooms, a comprehensive water treatment system, air exchange, and an on-demand hot water system ensure comfort and efficiency year-round.

… 
$889,200
2bedrooms
2bathrooms
land 1.1ha

By Sotheby's International Realty Canada

Nearby
43
Video

Property with garden Collingwood (Canada)

Welcome to your dream waterfront oasis in Collingwood, Ontario. This stunning home offers the rare luxury of docking your boat right at your property, giving you immediate access to the sparkling waters of Georgian Bay, renowned for its boating and breathtaking views. With nine grand bedrooms and a spacious coach house, there's ample room for everyone to savor the luxury and serenity of this unique property. The cozy coach house serves as the perfect in-law suite or guest retreat, offering privacy and comfort with high ceilings and an array of games for entertainment.

… 
$2,812,200
4bedrooms
5bathrooms
land 2,058

By Sotheby's International Realty Canada

Nearby
26
Video

Property with garden Huntsville (Canada)

This turnkey charming cottage is fresh and ready for you to move in, no renovations needed! Beautifully appointed, it strikes the perfect balance: not too big, not too small. Featuring three cozy bedrooms and two inviting living areas, this home offers comfort for all. Step outside onto the gorgeous deck that overlooks the lake, or relax in the screened-in room, perfect for enjoying the natural surroundings. The gentle terrain makes it accessible for all ages, leading to a stunning stone patio and fire pit, ideal for evening gatherings. The dry boathouse provides ample storage for your water toys, making it easy to enjoy the lake life. Location is everything, and this property doesn't disappoint, just seven minutes to downtown Huntsville or Dwight, where you'll find grocery stores, LCBO and hardware shops. Don't miss the renowned Dwight Market, known for its fresh fish and some of the best steaks in Muskoka. Additionally, a large plot of land owned by the Muskoka Conservancy nearby ensures protection from further development, attracting diverse bird species and wildlife-perfect for nature lovers. Experience year-round living on a well-maintained road with breathtaking views of Peninsula Lake and access to the big four lakes of Huntsville. This is a wonderful opportunity to embrace the Muskoka lifestyle.

… 
$922,000
2bedrooms
2bathrooms
land 2,266

By Sotheby's International Realty Canada

*

Receive by email any new listing that may match your search criteria

Your criteria :

  • For sale
  • Orillia, Canada, +30 km
  • Properties

The agencies at Orillia

These agencies offer a selection of luxury properties vente at Orillia. Feel free to contact them for personalized assistance.