luxury houses for sale Orillia, Canada

Curated with pure intention, exceptionally executed - here's a spectacular opportunity to own one of lake simcoe's most admirable waterfront estates! This custom-built residence offers over 6,000 square feet of refined living space on 1.2 acres of professionally landscaped grounds. With 107 feet of prime western shoreline, the property is perfectly positioned for unforgettable sunsets and an unmatched lakeside lifestyle. Crafted by award-winning West Brennen Construction, the home blends timeless elegance with modern performance. Solid 8' walnut doors and flooring, intricate plaster and imported tin ceiling details, natural quartzite, granite, and leathered granite surfaces create a sense of warmth, sophistication, and enduring quality. The layout features four spacious bedrooms, a dedicated office, and five impeccably designed bathrooms, including a spa-like primary ensuite featured in House & Home magazine. The walk-out lower level offers 9.5' ceilings, a custom media room, a games area, and an English-style pub with cherry wood millwork, marble floors, and granite counters, the ultimate entertaining space. Smart home technology controls lighting, irrigation, and security, while premium mechanical systems, including 400-amp service and a 30KW Generac generator, provide year-round comfort and reliability. Outside, park-inspired landscaping surrounds an outdoor kitchen, waterfall feature, and a charming gazebo ready for a hot tub or lakeside lounging. The heated four-car garage with Rhino-coated floors and custom storage adds practicality to luxury. At the water's edge, a rare dry boathouse with finished space above offers excellent flexibility ideal for guests, a studio, or office, while two marine railways, deep water access, and twin 40' docks easily accommodate a 28' boat and Seadoos. With flawless craftsmanship, modern functionality, and an unbeatable waterfront setting, this property offers a truly elevated lifestyle where every detail has been thoughtfully executed.

Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious five bedroom, three bath residence offers 3,400 square feet of bright, inviting living space. The thoughtfully designed interior features a spacious kitchen perfect for entertaining, an airy dining room, and an inviting living area anchored by a custom stone propane fireplace and soaring ceilings. Upstairs, retreat to the expansive primary suite, complete with a private ensuite and calming forest views. Step outdoors to your own personal resort: a heated saltwater pool, pool house with bar and bathroom, and a relaxing hot tub set seamlessly into the deck. The beautifully landscaped grounds include vibrant gardens, mature trees, and a tranquil natural pond - creating a peaceful escape. A cozy four-season bunkie with electrical and WiFi offers flexible space for guests, hobbies, or remote work. Perfect for hobbyists, the impressive 1,200 square foot workshop is equipped with in-floor heating, 200-amp service, and ample workspace. Fully fenced and secured by automatic gates, the property provides privacy and peace of mind. Ideally located in the coveted Marchmont school district, you're just steps from Bass Lake and minutes to conveniences. 129 Bass Line isn't just a home - it's a lifestyle.

4136 (offered at $175,000) and 4132 (offered at $150,000 MLS#S13137144) Fountain Drive present a rare opportunity to secure two adjoining parcels of land with expansive building envelopes and exceptional potential. Whether envisioned as one significant estate setting or two distinct custom residences, the scale and positioning of these properties invite a level of freedom rarely found today. Surrounded by nature and moments to Lake Simcoe, the offering is ideal for those seeking privacy, architectural possibility, and a slower rhythm without sacrificing accessibility. The generous lot configuration allows ample space for thoughtfully designed homes, outdoor entertaining, pools, guest accommodations, or curated landscape design. A compelling opportunity for end users, builders, or investors looking to create something meaningful in one of Ramara's enclaves. Conveniently positioned within reach of the GTA via Highways 400 and 12, the property is approximately 45 minutes to Barrie, 1 hour 20 minutes to Vaughan, and under two hours to downtown Toronto. Moments to Orillia, Casino Rama, and the shores of Lake Simcoe.

4136 (offered at $175,000 MLS#S13137152) and 4132 (offered at $150,000) Fountain Drive present a rare opportunity to secure two adjoining parcels of land with expansive building envelopes and exceptional potential. Whether envisioned as one significant estate setting or two distinct custom residences, the scale and positioning of these properties invite a level of freedom rarely found today. Surrounded by nature and moments to Lake Simcoe, the offering is ideal for those seeking privacy, architectural possibility, and a slower rhythm without sacrificing accessibility. The generous lot configuration allows ample space for thoughtfully designed homes, outdoor entertaining, pools, guest accommodations, or curated landscape design. A compelling opportunity for end users, builders, or investors looking to create something meaningful in one of Ramara's enclaves.

A striking statement in contemporary waterfront design, this custom-built residence seamlessly blends modern architecture with breathtaking lakefront surroundings. Defined by clean lines, expansive walls of glass, and dramatic double-height spaces, the home was thoughtfully designed to maximize natural light, showcase panoramic water views, and create an unparalleled living experience. The exterior presents a bold architectural presence with illuminated detailing, oversized glazing, glass railings, dark cladding, and sophisticated modern materials. At night, the residence transforms into a luminous showcase, highlighting its exceptional design and craftsmanship. Inside, soaring ceilings and floor-to-ceiling windows frame picturesque water views while flooding the interior with natural light. The open-concept main level offers a seamless flow between the living, dining, and kitchen spaces, creating an ideal setting for everyday living and large-scale entertaining. The designer kitchen serves as the heart of the home, featuring a substantial waterfall island with integrated seating, custom cabinetry, premium built-in appliances, and sleek contemporary finishes. dramatic double-height great room is enhanced by a statement fireplace feature wall, custom architectural millwork, illuminated display shelving, and extensive glazing that draws the landscape indoors. Glass railings and an open mezzanine further amplify the sense of space and architectural sophistication. Outdoor living is equally impressive, with expansive terraces overlooking professionally landscaped grounds that lead directly to the shoreline. A private dock extends into the calm waters, offering effortless access for boating, water sports, or simply enjoying spectacular lakefront sunsets. Every detail reflects a commitment to modern luxury, architectural excellence, and timeless design, creating a one-of-a-kind waterfront retreat that is both visually stunning and exceptionally functional.

Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home — a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de-sac on 2.1 wooded acres in Oro-Medonte, an hour north of Toronto. Each log was individually scribed and hand-peeled, a method practiced by only a handful of builders in North America. The result is a home with the warmth and silence of a private lodge and the scale of a country estate. The great room is the heart of the house: soaring vaulted ceilings, exposed log beams, a floor-to-ceiling stone fireplace, and a wall of windows that pulls the forest inside. Nearly 6,000 square feet unfold from there — six bedrooms, four-and-a-half bathrooms, a main-floor primary suite, an upper den with treetop views, a radiant-heated lower level, and a 1,100 SF rear deck overlooking the gardens and armour stone walkways. The home is heated by geothermal and a wood-burning fireplace, designed to be lived in year-round and entertained in at any scale. Beyond the property, the location does quiet work of its own: Lake Simcoe, Lake Couchiching, and Bass Lake are each minutes away — three distinct lakes for sailing, swimming, fishing, and winter recreation, without the constraints of waterfront ownership. Horseshoe Valley, Vetta Spa, and the trails of the Copeland Forest are equally close. Toronto is an hour south. Private enough to feel like an escape, connected enough to be a primary residence. Twin attached garages and a detached shed with a 650 SF loft handle the practical side, workshop, studio, or guest space, depending on the season. This is not a builder's log home. It is a handcrafted cedar estate, made for those who want to come home to silence and timber and live a slower kind of life without giving up the city. (id:57238)

Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home - a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de-sac on 2.1 wooded acres in Oro-Medonte, an hour north of Toronto. Each log was individually scribed and hand-peeled, a method practiced by only a handful of builders in North America. The result is a home with the warmth and silence of a private lodge and the scale of a country estate. The great room is the heart of the house: soaring vaulted ceilings, exposed log beams, a floor-to-ceiling stone fireplace, and a wall of windows that pulls the forest inside. Nearly 6,000 square feet unfold from there - six bedrooms, four-and-a-half bathrooms, a main-floor primary suite, an upper den with treetop views, a radiant-heated lower level, and a 1,100 SF rear deck overlooking the gardens and armour stone walkways. The home is heated by geothermal and a wood-burning fireplace, designed to be lived in year-round and entertained in at any scale. Beyond the property, the location does quiet work of its own: Lake Simcoe, Lake Couchiching, and Bass Lake are each minutes away - three distinct lakes for sailing, swimming, fishing, and winter recreation, without the constraints of waterfront ownership. Horseshoe Valley, Vetta Spa, and the trails of the Copeland Forest are equally close. Toronto is an hour south. Private enough to feel like an escape, connected enough to be a primary residence. Twin attached garages and a detached shed with a 650 SF loft handle the practical side, workshop, studio, or guest space, depending on the season. This is not a builder's log home. It is a handcrafted cedar estate, made for those who want to come home to silence and timber and live a slower kind of life without giving up the city. (id:57238)

Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home — a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de-sac on 2.1 wooded acres in Oro-Medonte, an hour north of Toronto. Each log was individually scribed and hand-peeled, a method practiced by only a handful of builders in North America. The result is a home with the warmth and silence of a private lodge and the scale of a country estate. The great room is the heart of the house: soaring vaulted ceilings, exposed log beams, a floor-to-ceiling stone fireplace, and a wall of windows that pulls the forest inside. Nearly 6,000 square feet unfold from there — six bedrooms, four-and-a-half bathrooms, a main-floor primary suite, an upper den with treetop views, a radiant-heated lower level, and a 1,100 SF rear deck overlooking the gardens and armour stone walkways. The home is heated by geothermal and a wood-burning fireplace, designed to be lived in year-round and entertained in at any scale. Beyond the property, the location does quiet work of its own: Lake Simcoe, Lake Couchiching, and Bass Lake are each minutes away — three distinct lakes for sailing, swimming, fishing, and winter recreation, without the constraints of waterfront ownership. Horseshoe Valley, Vetta Spa, and the trails of the Copeland Forest are equally close. Toronto is an hour south. Private enough to feel like an escape, connected enough to be a primary residence. Twin attached garages and a detached shed with a 650 SF loft handle the practical side, workshop, studio, or guest space, depending on the season. This is not a builder's log home. It is a handcrafted cedar estate, made for those who want to come home to silence and timber and live a slower kind of life without giving up the city.

Two cottages. One incredible waterfront setting. Endless possibilities. Set on 2.2+ acres with 160 feet of south-facing frontage on beautiful Lake St. John, this property offers the rare opportunity to own not one, but two separate cottages-perfect for extended family, guests, shared ownership or additional rental potential. The main waterfront cottage features four bedrooms and two bathrooms, two spacious living rooms, plenty of open gathering space and a charming front porch with views across the water. A workshop adds practical space for hobbies, projects or storage, while the generous layout gives everyone room to relax and gather. Just steps away, the second three-season guest cottage offers two bedrooms, one bathroom and its own kitchen. Ideal for visiting family and friends, overflow accommodation or an investment opportunity, this additional cottage adds exceptional flexibility. Outside the property shines; enjoy beautifully maintained grounds with plenty of flat open space for lawn games, family gatherings and summer entertaining. Gather around the fire pit in the evening, or make your way down to the water to enjoy the sunshine and south-facing exposure. Located on a municipally maintained road and conveniently close to Casino Rama, Washago and Orillia, you're never far from restaurants, shopping, entertainment and everyday amenities, while still enjoying the privacy and relaxed pace of waterfront cottage living. Conveniently located in Simcoe County, known for big city amenities mixed with small town charm, with great highway access from Toronto. Enjoy winter activities - 40 minutes to downhill and Cross Country Skiing at Horseshoe Valley and Mount St. Louis and snowmobile trails. Four-season living area/community, many full-time residents, with close access to schools & family amenities! Two cottages. Over two acres. 160 feet of south-facing Lake St. John waterfront. A truly versatile waterfront property with room for family, friends and plenty of year round memories.

47.5 Private Acres, Custom Home, Barn, Workshop, Equestrian Amenities, and Trails. A rare country estate in sought-after Moonstone, Oro-Medonte, offering 47.5 private acres, a beautifully updated custom home, attached two car garage, separate insulated workshop, impressive entertainment barn and exceptional equestrian and recreational amenities. Set well back from the road and surrounded by forest, hayfields and managed trails, this remarkable property delivers the privacy and space of a rural retreat while remaining just 10 minutes from Coldwater and approximately 25 minutes from Orillia and Midland. Offering 2988 square feet of finished living space, the three plus one bedroom, three bathroom home has undergone extensive improvements while retaining a warm, sophisticated country character. The light-filled main level features granite countertops, updated flooring, LED pot lighting, motorized window coverings and a Jotul propane fireplace. Expansive four-panel sliding doors create a seamless connection to the outdoors and the spectacular 14 feet by 18 feet post-and-beam three-season Muskoka Room with Moonstone Timber construction, Sunspace windows, French doors and views across the property. The finished lower level adds outstanding versatility with in-floor radiant heating, recreation room, wet bar, den, exercise room and four-piece bathroom. Separate access through the attached garage creates excellent potential for extended family, guests or in-law capability. Outside, this property truly distinguishes itself. A 36 feet by 48 feet barn converted into an extraordinary entertainment space features a bar, stage, large windows, green room, its own water supply and dedicated electrical panel—an unforgettable setting for gatherings and live music. The 24 feet by 30 feet insulated workshop offers additional space for hobbies, equipment and storage. For those seeking an equestrian or hobby-farm property, approximately three acres are enclosed with post-and-rail paddock fencing and gates, complemented by a sand riding ring, hayfields and manicured walking and riding trails. Approximately 29 acres participate in the Managed Forest Program, while approximately 15 acres are associated with the Farm Tax Program and currently include two hayfields. Two cedar raised garden areas with deer fencing, a potting shed, rinsing station and water source create an exceptional setup for growing your own produce. Mature forest and open fields provide abundant wildlife and birdwatching, while the property's dark skies offer spectacular stargazing and opportunities to watch the Northern Lights. At day's end, unwind in the seven-person Beachcomber hot tub, entertain across the upgraded rear decks, or settle into the sunroom to enjoy beautiful western sunset views. Many grand improvements over the past five years enhance both the lifestyle and infrastructure of the property, including the sunroom addition, decks, hot tub, landscaping, barn improvements and extensive home upgrades. Additional features include a 22 kilowatts Generac whole-home generator, 200-amp electrical service, drilled well, comprehensive water treatment system, central air conditioning, propane furnace, on-demand hot water, lower-level radiant heating, security system and sump pump. Private, peaceful and remarkably versatile, this exceptional Oro-Medonte acreage offers the rare combination of a luxury country residence, horse property, hobby farm, workshop, entertainment barn, forest and recreational retreat—all within convenient reach of Coldwater, Orillia, Midland and the four-season lifestyle of Simcoe County.

Dreaming of a waterfront farmhouse? How about a farmhouse, PLUS a separate three-season multigenerational/rental unit as well? Step back in time and discover one of Sparrow Lake's original farmhouses, dating back to 1917, where character, history, and waterfront living come together on an extraordinary 1.5-acre point of land. With 166 feet of pristine shoreline, a sprawling sandy beach, private dock, and breathtaking panoramic views, this rare property offers sunshine from sunrise to sunset along the famed Trent-Severn Waterway. Rich with charm and nostalgia, the farmhouse offers three bedrooms, three bathrooms, and a flexible main-floor space perfect as a dining room, home office or additional gathering area. Use your imagination to bring back its authentic character and create an exceptional canvas for someone looking to restore and reimagine a true waterfront classic. Upstairs, a whimsical third-floor attic creates the ultimate hideaway for kids - a magical space for play, imagination, sleepovers, and memories that will last a lifetime. Step outside to the upper-level terrace, where sparkling lake views stretch across the water, offering the perfect perch for morning coffee, afternoon lounging, or evening stargazing. Complementing the main residence is a unique three-season guest retreat 'The Maples', featuring two private bedroom suites, each with its own bathroom, connected by a welcoming shared kitchen, dining, and living space-ideal for hosting extended family, friends, or generating rental income. The flat, usable grounds invite endless outdoor enjoyment, from lawn games and campfires to lazy afternoons at the beach. Wander to the tip of the point and watch boats glide by as the sun dances across the water from dawn until dusk. This is more than a waterfront property, it's a place where generations gather, stories are shared, and the timeless magic of cottage life lives on. Rarely does an opportunity arise to own such a magical piece of Sparrow Lake history.

Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a serene two-acre setting with access to Lake Simcoe. You'll enjoy the perfect balance of privacy, natural beauty, and year-round recreation in one of the area's most desirable enclaves. The home itself spans over 2200 square feet and combines rustic charm with modern touches. With three bedrooms, three bathrooms, a bright updated kitchen, hardwood floors, main floor laundry/mudroom, and an updated ensuite, the layout is practical yet full of character. A newly finished 784 square foot lower level (2023) creates extra space for a games room, office, and cozy TV lounge. Outside, the lifestyle continues: relax on the wraparound cedar porch with lake views, host gatherings in the screened-in porch with built-in barbeque kitchen, or retreat to the charming 22x22 century log cabin studio ideal as a guest space, workshop, or creative getaway. For fun, the sports court offers basketball, tetherball, and even oversized chess and checkers. Practical upgrades include a steel roof, newer high-efficiency windows (2022), and a two-car garage. Whether you're looking to settle in and make it your own or envision building a new dream home in this growing lakeside location, the possibilities are endless. All of this is just 10 minutes to Barrie or Orillia, minutes to skiing, biking, and hiking trails, and just over an hour to Toronto. A rare opportunity to live, play, and relax in a true four-season sanctuary where nature and lifestyle meet.

Set Within The Coveted Stretch Known As Millionaires Row. Unlock The Full Potential Of Casa Lago Estate. Comprising Three Separately Titled Parcels With Dual Road Frontage And Four Gated Access Points. A Truly Exceptional, Permit-Ready Offering With Approved Plans Already In Place, Allowing You To Begin Building Your Dream Lakefront Estate Without Delay. Elevate The Property With A Spectacular 8,000-14,000 Sq. Ft. plus, Main Waterfront Residence, Complemented By An Guest House, Lakeside Pool, And An Impressive Three-Bay Boathouse-Excavation Completed-Featuring Second-Storey Storage Space And A Wrap-Around Deck. PLUS Two Stable Buildings, 8400 Sqft Indoor Riding Arena, 2400 Sqft Equipment Building. A Rare Opportunity To Own One Of The Most Significant Private Holdings Just 45 Minutes North Of Toronto. This Extraordinary 37-Acre Waterfront Estate Offers Over 515 Feet Of Pristine Shoreline Along The Prestigious Shores Of Kempenfelt Bay On Lake Simcoe. Framed By Mature Landscapes And Accessed Through Grand Private Gated Entrance, The Property Delivers A Remarkable Sense Of Scale, Privacy, And Natural Beauty. Including A Dedicated Service Entrance And Private Stable Access-This Estate Offers Unparalleled Flexibility For Customization, Expansion, Or Multigenerational Living. A True Legacy Property In One Of Ontario's Most Exclusive Waterfront Enclaves, Casa Lago Estate Represents A Seamless Blend Of Vision, Scale, And Readiness-An Unmatched Opportunity To Create A World-Class Lakefront Estate.

Welcome to 2533 Ridge Road West - A Private Waterfront Sanctuary on Lake Simcoe. Discover an extraordinary opportunity to own a 17.5-acre private resort estate nestled along the pristine shores of Kempenfelt Bay. This one-of-a-kind sanctuary boasts 893 feet of uninterrupted, south-facing waterfront a rare and coveted offering that perfectly blends natural beauty with luxury living. As you pass through the gated entrance, you are greeted by impeccably manicured grounds that set the tone for this exceptional lakeside retreat. Located just one hour from Toronto and mere minutes from the heart of downtown Barrie, this secluded paradise offers unmatched privacy without compromising convenience. The main residence spans over 6,100 square feet of refined living space, featuring five spacious bedrooms and six luxurious bathrooms. Designed to embrace its breathtaking surroundings, the home is lined with floor-to-ceiling windows that flood every room with natural light and offer sweeping, uninterrupted views of the tranquil lake. Step outside to experience an entertainers dream. Expansive, multi-level stone terraces lead to a custom-designed infinity pool, complete with a swim-up covered bar, cascading stone waterfalls, and a resort-style pool house perfect for hosting unforgettable summer gatherings. Soak in the built-in hot tub or unwind in the multiple outdoor lounge areas as you take in the serenity of the water and landscaped grounds. Follow the stone pathway down to the waters edge where a permanent dock, gazebo, custom bar, and lakeside hot tub (increasingly hard to find these days) await all perched on a beautifully crafted waterfront patio designed for ultimate relaxation and enjoyment. Whether you're seeking a luxurious family compound, a serene weekend retreat, or a unique waterfront investment, this spectacular estate delivers on every level. Welcome to lakeside living at its finest.

A rare chance to own your own island on beautiful Kahshe Lake! Retlaw Island is a well-known property just off of Cranberry Island, with deep local roots, now offered for sale for the first time. Set on the quiet west end of the lake, it delivers big views, full-day sun, and total privacy. The three-bedroom cottage is clean, comfortable, and easy to maintain - vinyl siding, a steel roof, and a layout designed for simple, low-effort cottage living. Panoramic lake views carry through nearly every room, keeping you connected to the water at all times. It's a place you can arrive at and enjoy immediately, without constant upkeep. A wood-burning fireplace adds warmth for cooler spring and fall stays. Everything here is built for straightforward use and enjoyment: solid docking for multiple boats, clean swimming in the deep water, and excellent fishing right from the dock. Cruise the lake, relax with a drink, or spend the day on the water - this is low-maintenance island living done right.

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.

Experience four-season Muskoka living just steps from the water on beautiful Kahshe Lake! Completely renovated from top to bottom, this charming cottage offers the perfect blend of modern comfort and classic Muskoka living. With extensive updates throughout, including a new kitchen, flooring, roof, siding and a brand-new deck, there is nothing left to do but enjoy this move-in-ready retreat. Set on 110 feet of shoreline, the property offers an exceptional waterfront setting with the lake just steps from your door. Spend your days swimming, boating and relaxing by the water, then gather on the new deck to enjoy the peaceful Muskoka surroundings. Inside, the three-bedroom cottage has been thoughtfully updated throughout, with a modern kitchen featuring built-in appliances and a countertop range, along with fresh finishes and a comfortable, functional layout. Located with great road access and close to one of the lake's best bays, the property combines a peaceful cottage setting with everyday convenience. Just minutes away from Gravenhurst, providing easy access to shopping, restaurants, groceries and all the amenities you need. The adjacent waterfront lot is also available for sale separately, offering an exciting opportunity for buyers looking to expand their Muskoka footprint, create additional space for family and guests, or explore future possibilities.