$4,499,999 Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living. 5 Beds ⋅ 5 Baths ⋅ S13251518 MLS Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living. 376 Brewery Lane, Orillia
$3,995,000 Top 5 Reasons You Will Love This Home: 1) Executive waterfront living in one of Orillia's most prestigious communities, showcasing fresh contemporary style throughout 6,339 finished square feet with open-concept living spaces, sprawling bedrooms, and luxurious bathrooms 2) Lower level featuring a large walkout recreation room, home theatre, and excellent in-law potential, providing exceptional flexibility for family living and entertaining 3) Situated on approximately one acre with 100' of shoreline on Lake Couchiching, part of the renowned Trent-Severn Waterway system 4) Outdoor living enhanced by a private dock, stone firepit patio, and gazebo, creating the perfect setting for relaxation and waterfront enjoyment 5) Recently built boathouse featuring a marine rail system, along with a large new deck and a dedicated hot tub room below, offering an exceptional waterfront lifestyle experience. 3,351 above grade sq.ft. plus a finished lower level. 6 Beds ⋅ 5 Baths ⋅ S13514876 MLS Top 5 Reasons You Will Love This Home: 1) Executive waterfront living in one of Orillia's most prestigious communities, showcasing fresh contemporary style throughout 6,339 finished square feet with open-concept living spaces, sprawling bedrooms, and luxurious bathrooms 2) Lower level featuring a large walkout recreation room, home theatre, and excellent in-law potential, providing exceptional flexibility for family living and entertaining 3) Situated on approximately one acre with 100' of shoreline on Lake Couchiching, part of the renowned Trent-Severn Waterway system 4) Outdoor living enhanced by a private dock, stone firepit patio, and gazebo, creating the perfect setting for relaxation and waterfront enjoyment 5) Recently built boathouse featuring a marine rail system, along with a large new deck and a dedicated hot tub room below, offering an exceptional waterfront lifestyle experience. 3,351 above grade sq.ft. plus a finished lower level. 354 Brewery Lane, Orillia
$2,800,000 Exceptional Investment Opportunity in Downtown Orillia! This meticulously maintained property spans 12,336 sq ft across two levels with a wheelchair-accessible elevator. The main floor, a sprawling 6,168 sq ft, is vacant, offering endless possibilities for customization and expansion. Ascend to the second level to discover a prestigious AAA tenant occupying 4,317 sq ft, complemented by an additional 1,851 sq ft of vacant office space awaiting your vision. The property is equipped with modern comforts including forced-air gas heating, central air conditioning, and wheelchair-accessible facilities, promising comfort and convenience for occupants. 29 parking spaces and municipal sewer and water services. Recent updates, including a new roof in 2013 and upgraded HVAC units in 2023, speak to the commitment to quality and longevity. This property presents an unparalleled opportunity for investment or direct use. Zoned DS1, which allows Restaurants, Child Care, Fitness Centres, Schools, offices, and more. Could be developed into live-work units and more. S13518506 MLS Exceptional Investment Opportunity in Downtown Orillia! This meticulously maintained property spans 12,336 sq ft across two levels with a wheelchair-accessible elevator. The main floor, a sprawling 6,168 sq ft, is vacant, offering endless possibilities for customization and expansion. Ascend to the second level to discover a prestigious AAA tenant occupying 4,317 sq ft, complemented by an additional 1,851 sq ft of vacant office space awaiting your vision. The property is equipped with modern comforts including forced-air gas heating, central air conditioning, and wheelchair-accessible facilities, promising comfort and convenience for occupants. 29 parking spaces and municipal sewer and water services. Recent updates, including a new roof in 2013 and upgraded HVAC units in 2023, speak to the commitment to quality and longevity. This property presents an unparalleled opportunity for investment or direct use. Zoned DS1, which allows Restaurants, Child Care, Fitness Centres, Schools, offices, and more. Could be developed into live-work units and more. 19 Front Street, Orillia
$2,599,900 Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming of. Just minutes from downtown Orillia, this property has everything you need for fun, rest, and making lasting memories. Fully renovated in 2019, the home is bright, open, and full of charm. With 3 bedrooms and 4 bathrooms, theres space for family and friends to stay and play. The large windows bring in natural light and give you clear views of the water from many rooms. It's cozy in the winter and a dream in the summer. Step outside and you'll find what really makes this place special - a boathouse like no other. Sitting right on the waters edge, this space has two glass garage doors that open to let the breeze in, plus a sliding patio door. It's perfect for movie nights, games, or just relaxing by the lake. Head up the stairs and discover the incredible rooftop patio with glass railings, an outdoor kitchen with BBQ, cozy fire tables, and comfy seating for all. Whether you're hosting friends or enjoying a quiet evening, its the place to be. The lot is wide, flat, and grassy - great for kids, pets, and outdoor games. There's a waterside fire pit, a long dock for boats and swimming, and even a two-car garage with extra space above for a future bunkie, studio, or gym. Cottage charm. City access. Four-season fun. This is your chance to own something truly special on the lake. 3 Beds ⋅ 4 Baths ⋅ S12151443 MLS Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming of. Just minutes from downtown Orillia, this property has everything you need for fun, rest, and making lasting memories. Fully renovated in 2019, the home is bright, open, and full of charm. With 3 bedrooms and 4 bathrooms, theres space for family and friends to stay and play. The large windows bring in natural light and give you clear views of the water from many rooms. It's cozy in the winter and a dream in the summer. Step outside and you'll find what really makes this place special - a boathouse like no other. Sitting right on the waters edge, this space has two glass garage doors that open to let the breeze in, plus a sliding patio door. It's perfect for movie nights, games, or just relaxing by the lake. Head up the stairs and discover the incredible rooftop patio with glass railings, an outdoor kitchen with BBQ, cozy fire tables, and comfy seating for all. Whether you're hosting friends or enjoying a quiet evening, its the place to be. The lot is wide, flat, and grassy - great for kids, pets, and outdoor games. There's a waterside fire pit, a long dock for boats and swimming, and even a two-car garage with extra space above for a future bunkie, studio, or gym. Cottage charm. City access. Four-season fun. This is your chance to own something truly special on the lake. 201 Cedar Island Road, Orillia
$2,599,000 Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable income from day one.The property generates approximately $189,322 annually and is supported by long-term, quality tenants. A well-balanced unit mix and strong occupancy make this a reliable asset with clear potential for future rent growth.One of the key advantages is the location. The building is within walking distance to the lakefront, parks, and scenic trails, offering easy access to nature, waterfront views, and outdoor activities. This lifestyle factor strongly attracts tenants and supports long-term demand.Located in a rapidly developing area, Orillia continues to grow, with expanding infrastructure and increasing interest from young professionals.This is a clean, straightforward investment with solid fundamentals, consistent cash flow, and long-term upside. 12 Beds ⋅ 12 Baths ⋅ S13075776 MLS Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable income from day one.The property generates approximately $189,322 annually and is supported by long-term, quality tenants. A well-balanced unit mix and strong occupancy make this a reliable asset with clear potential for future rent growth.One of the key advantages is the location. The building is within walking distance to the lakefront, parks, and scenic trails, offering easy access to nature, waterfront views, and outdoor activities. This lifestyle factor strongly attracts tenants and supports long-term demand.Located in a rapidly developing area, Orillia continues to grow, with expanding infrastructure and increasing interest from young professionals.This is a clean, straightforward investment with solid fundamentals, consistent cash flow, and long-term upside. 263 Canice Street, Orillia
$2,549,000 Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential. 5 Beds ⋅ 4 Baths ⋅ S12844718 MLS Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential. 759 Broadview Avenue, Orillia
$2,490,000 83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedrooms & 6 bathrooms. Large welcoming foyer with a view straight to the water and walk in closet. The open concept main floor offers a chefs kitchen with tons of cabinet space, breakfast bar, double stainless farm sink and stone counters, spacious dining area with a walkout to the water view deck, and a living room with , a cathedral ceiling, floor to ceiling windows and gas stone fireplace. Main floor Principal suite overlooking the water with a spacious 5 piece ensuite and 14 x 10 closet with custom built-ins. Convenient pantry, laundry, 3 piece bath and mud room off the 3 car garage finish off the main floor. Upstairs there is 2 bedrooms with walk-in closets and private ensuites, an open loft area perfect for office space, a library etc plus a huge family/theatre room with a wet bar and 2 piece bath. Downstairs is finished with a fabulous space for a games room with a wet bar area, 3 bedrooms, a 3 piece bath plus a room for a gym or craft room etc.Perfect for entertaining, this home was built with space for everyone. Fabulous 4 Season Muskoka room with a gas fireplace to enjoy the water views. Great boating on the Trent Severn and easy access thru the Narrows to Lake Simcoe.If you are lucky you will see the beautiful swans in the area. 6 Beds ⋅ 6 Baths ⋅ S13464810 MLS 83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedrooms & 6 bathrooms. Large welcoming foyer with a view straight to the water and walk in closet. The open concept main floor offers a chefs kitchen with tons of cabinet space, breakfast bar, double stainless farm sink and stone counters, spacious dining area with a walkout to the water view deck, and a living room with , a cathedral ceiling, floor to ceiling windows and gas stone fireplace. Main floor Principal suite overlooking the water with a spacious 5 piece ensuite and 14 x 10 closet with custom built-ins. Convenient pantry, laundry, 3 piece bath and mud room off the 3 car garage finish off the main floor. Upstairs there is 2 bedrooms with walk-in closets and private ensuites, an open loft area perfect for office space, a library etc plus a huge family/theatre room with a wet bar and 2 piece bath. Downstairs is finished with a fabulous space for a games room with a wet bar area, 3 bedrooms, a 3 piece bath plus a room for a gym or craft room etc.Perfect for entertaining, this home was built with space for everyone. Fabulous 4 Season Muskoka room with a gas fireplace to enjoy the water views. Great boating on the Trent Severn and easy access thru the Narrows to Lake Simcoe.If you are lucky you will see the beautiful swans in the area. 465 Mooney Crescent, Orillia
$2,299,900 ARCHITECTURAL WATERFRONT MASTERPIECE ON SHANNON BAY! 199 Victoria Crescent, an extraordinary 2,400 sq. ft. executive bungalow perfectly positioned on the prestigious shores of Lake Simcoe. From the moment you arrive, the striking stone exterior, commanding high roofline, and professionally manicured lawns and gardens-complete with an inground sprinkler system-signal a home of uncompromised luxury. Inside, the bright open-concept layout boasts gleaming hardwood floors and soaring 11-ft. coffered ceilings illuminated by sophisticated recessed lighting. Designed to maximize its breathtaking location, large transom windows frame panoramic lake views from almost every room. The heart of the home is a chef-inspired designer kitchen featuring premium stainless steel appliances, a gas stove, and an expansive island with seating for four. Enjoy effortless morning coffee in the lakeside dinette, or host formal gatherings in the elegant dining room. Work from home in the inspiring private office, which overlooks the tranquil waters of the bay. Step outside to your private outdoor oasis, perfectly curated for lakeside entertaining, premier boating, and unmatched relaxation. Merging the peace of waterfront living with quick access to downtown Orillia's finest amenities, this architectural gem is a rare find. Turn your lakeside dreams into reality! 3 Beds ⋅ 3 Baths ⋅ S13446442 MLS ARCHITECTURAL WATERFRONT MASTERPIECE ON SHANNON BAY! 199 Victoria Crescent, an extraordinary 2,400 sq. ft. executive bungalow perfectly positioned on the prestigious shores of Lake Simcoe. From the moment you arrive, the striking stone exterior, commanding high roofline, and professionally manicured lawns and gardens-complete with an inground sprinkler system-signal a home of uncompromised luxury. Inside, the bright open-concept layout boasts gleaming hardwood floors and soaring 11-ft. coffered ceilings illuminated by sophisticated recessed lighting. Designed to maximize its breathtaking location, large transom windows frame panoramic lake views from almost every room. The heart of the home is a chef-inspired designer kitchen featuring premium stainless steel appliances, a gas stove, and an expansive island with seating for four. Enjoy effortless morning coffee in the lakeside dinette, or host formal gatherings in the elegant dining room. Work from home in the inspiring private office, which overlooks the tranquil waters of the bay. Step outside to your private outdoor oasis, perfectly curated for lakeside entertaining, premier boating, and unmatched relaxation. Merging the peace of waterfront living with quick access to downtown Orillia's finest amenities, this architectural gem is a rare find. Turn your lakeside dreams into reality! 199 Victoria Crescent, Orillia
$2,299,000 Great investment opportunity in Otilia! This well-maintained 12-unit property offers a strong income potential with a desirable unit mix of six 1-bedroom units and six bachelor suites. The building includes seven parking spaces, adding extra value and convenience for tenants. Ideally located close to downtown, public transit, shopping, and schools, this property is highly attractive to students and urban renters alike. A solid addition to any investment portfolio with consistent rental demand in a prime location. Clean Phase 1 report available. S13062022 MLS Great investment opportunity in Otilia! This well-maintained 12-unit property offers a strong income potential with a desirable unit mix of six 1-bedroom units and six bachelor suites. The building includes seven parking spaces, adding extra value and convenience for tenants. Ideally located close to downtown, public transit, shopping, and schools, this property is highly attractive to students and urban renters alike. A solid addition to any investment portfolio with consistent rental demand in a prime location. Clean Phase 1 report available. 14 Elgin Street, Orillia
$2,299,000 Exceptional opportunity to own a fully renovated 7-unit apartment building with high in-place income and excellent tenant profile. Completely occupied, this turnkey investment has been thoughtfully upgraded in 2023 with new doors, windows, flooring, water tank, modern appliances, and energy-efficient floor heating. A newly added retaining wall maximizes functionality by increasing available parking. The property includes 5 spacious 2-bedroom, condo-style apartments featuring wall A/C units and updated kitchens with dishwashers, one 1-bedroom apartment, and 1 bachelor. Designed for both tenant comfort and investor peace of mind, this well-maintained asset offers a compelling blend of stability, quality, and long-term growth potential. All tenants pay their own hydro. It is located within walking distance of the lake and marina. 12 Beds ⋅ 7 Baths ⋅ S12994258 MLS Exceptional opportunity to own a fully renovated 7-unit apartment building with high in-place income and excellent tenant profile. Completely occupied, this turnkey investment has been thoughtfully upgraded in 2023 with new doors, windows, flooring, water tank, modern appliances, and energy-efficient floor heating. A newly added retaining wall maximizes functionality by increasing available parking. The property includes 5 spacious 2-bedroom, condo-style apartments featuring wall A/C units and updated kitchens with dishwashers, one 1-bedroom apartment, and 1 bachelor. Designed for both tenant comfort and investor peace of mind, this well-maintained asset offers a compelling blend of stability, quality, and long-term growth potential. All tenants pay their own hydro. It is located within walking distance of the lake and marina. 235 Canice Street, Orillia
$2,195,000 Rare opportunity to own a freestanding mixed-use commercial building on the corner of Mississaga Street East and Matchedash Street South, in the heart of downtown Orillia's Business District. Approximately 6,908 finished square feet across seven units , zoned C1. Fully tenanted with a diversified mix that includes a cafe, a clothing boutique, a pilates studio, a jewelry store, and an interior design firm, plus two long-tenured residential units. Stabilized income with no single-sector concentration and no vacancy to manage at acquisition. The building occupies one of downtown Orillia's most active commercial corners, with frontage on both Mississaga Street East (the city's main commercial corridor) and Matchedash Street South. Foot traffic is strong year-round, anchored by the surrounding mix of restaurants, retail, professional services, and the steady reinvestment that has shifted downtown Orillia's market over the past decade. The asset suits three buyer profiles: an income investor seeking stabilized cash flow in a growing Ontario market, an owner-occupier looking to operate one unit while collecting income from the others, or a long-term holder positioning for appreciation as the downtown core continues to grow. Within walking distance of Lake Couchiching, Couchiching Beach Park, and recent residential developments, Matchedash Lofts, Sunshine Harbour, Orillia Fresh Towns, and Elgin Bay Club - all part of a city projected to grow 26 percent by 2031, with downtown reinvestment and foot traffic growing alongside it. The full financial package is available to qualified buyers under a standard confidentiality agreement. S13213612 MLS Rare opportunity to own a freestanding mixed-use commercial building on the corner of Mississaga Street East and Matchedash Street South, in the heart of downtown Orillia's Business District. Approximately 6,908 finished square feet across seven units , zoned C1. Fully tenanted with a diversified mix that includes a cafe, a clothing boutique, a pilates studio, a jewelry store, and an interior design firm, plus two long-tenured residential units. Stabilized income with no single-sector concentration and no vacancy to manage at acquisition. The building occupies one of downtown Orillia's most active commercial corners, with frontage on both Mississaga Street East (the city's main commercial corridor) and Matchedash Street South. Foot traffic is strong year-round, anchored by the surrounding mix of restaurants, retail, professional services, and the steady reinvestment that has shifted downtown Orillia's market over the past decade. The asset suits three buyer profiles: an income investor seeking stabilized cash flow in a growing Ontario market, an owner-occupier looking to operate one unit while collecting income from the others, or a long-term holder positioning for appreciation as the downtown core continues to grow. Within walking distance of Lake Couchiching, Couchiching Beach Park, and recent residential developments, Matchedash Lofts, Sunshine Harbour, Orillia Fresh Towns, and Elgin Bay Club - all part of a city projected to grow 26 percent by 2031, with downtown reinvestment and foot traffic growing alongside it. The full financial package is available to qualified buyers under a standard confidentiality agreement. 161-165 Mississaga Street E, Orillia
$1,999,999 Positioned at the prominent corner of Mississaga Street and Front Street in the heart of Downtown Orillia, this exceptional investment and development opportunity is ready for your vision. The existing freestanding building offers approximately 5,288 sq. ft. of space, featuring two ground-floor commercial units and 2 upper-level apartments ideally suited for office, live/work, or residential use. Situated on a substantial lot measuring approximately 140 ft. x 88 ft., the property benefits from dual access points from Front Street and on-site parking for approximately 18 vehicles. Investors and developers will appreciate the significant future potential, including the opportunity for land assembly with neighbouring properties. The surrounding area has seen ongoing intensification and redevelopment, with zoning provisions supporting higher-density residential, mixed-use, commercial, and retail developments. The C1 zoning permits a wide range of uses, including professional offices, retail stores, restaurants, bakeries, convenience stores, financial institutions, entertainment venues, and many other commercial applications. Strategically located within walking distance of Downtown Orillia amenities, the Port of Orillia, hotels, restaurants, waterfront attractions, recreation trails, and major retail destinations, this property offers outstanding exposure, accessibility, and long-term growth potential in one of Central Ontario's most dynamic urban markets. S13474726 MLS Positioned at the prominent corner of Mississaga Street and Front Street in the heart of Downtown Orillia, this exceptional investment and development opportunity is ready for your vision. The existing freestanding building offers approximately 5,288 sq. ft. of space, featuring two ground-floor commercial units and 2 upper-level apartments ideally suited for office, live/work, or residential use. Situated on a substantial lot measuring approximately 140 ft. x 88 ft., the property benefits from dual access points from Front Street and on-site parking for approximately 18 vehicles. Investors and developers will appreciate the significant future potential, including the opportunity for land assembly with neighbouring properties. The surrounding area has seen ongoing intensification and redevelopment, with zoning provisions supporting higher-density residential, mixed-use, commercial, and retail developments. The C1 zoning permits a wide range of uses, including professional offices, retail stores, restaurants, bakeries, convenience stores, financial institutions, entertainment venues, and many other commercial applications. Strategically located within walking distance of Downtown Orillia amenities, the Port of Orillia, hotels, restaurants, waterfront attractions, recreation trails, and major retail destinations, this property offers outstanding exposure, accessibility, and long-term growth potential in one of Central Ontario's most dynamic urban markets. 2 Front Street S, Orillia
$1,999,900 Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basmt With Total 3 Wrs With Main Floor Laundries. Everything New From Top To Bottom, Designer Kitchen With Quarts Counters AndBack Splash, High Quality Flooring ,Pot Lights. Over 3349 Square Feet of Stylish Living Space Excellent. Concrete Driveway and Patio, Included60' Steel Dock. Tesla and Regular EV chargers. 5 Beds ⋅ 3 Baths ⋅ S12714326 MLS Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basmt With Total 3 Wrs With Main Floor Laundries. Everything New From Top To Bottom, Designer Kitchen With Quarts Counters AndBack Splash, High Quality Flooring ,Pot Lights. Over 3349 Square Feet of Stylish Living Space Excellent. Concrete Driveway and Patio, Included60' Steel Dock. Tesla and Regular EV chargers. 694 Broadview Avenue, Orillia
$1,988,000 Amazing visibility of 334 ft fronting Old Barrie Rd in Orillia across Lakehead University and other major commercial developments including Costco with fast access to north and south bound lanes of Hwy 11. This 7.27 Acre Parcel has yet to see its highest and best use making it a very interesting investment opportunity in a prime location in the beautiful and fast growing city of Orillia. Industrial/Rural zoning with a very large residential home with an excellent tenant (Formerly Operated As A Group Home) featuring large rooms, 18 X 36 deck overlooking park-like rear yard. 2 add'l structures - 12' X 48' former school portable & larger barn. Currently serviced by well & septic. Commercial grade sprinkler system and generac system. Buyer responsible for doing their own due diligence related to details of zoning current or future specific restrictions. S12985950 MLS Amazing visibility of 334 ft fronting Old Barrie Rd in Orillia across Lakehead University and other major commercial developments including Costco with fast access to north and south bound lanes of Hwy 11. This 7.27 Acre Parcel has yet to see its highest and best use making it a very interesting investment opportunity in a prime location in the beautiful and fast growing city of Orillia. Industrial/Rural zoning with a very large residential home with an excellent tenant (Formerly Operated As A Group Home) featuring large rooms, 18 X 36 deck overlooking park-like rear yard. 2 add'l structures - 12' X 48' former school portable & larger barn. Currently serviced by well & septic. Commercial grade sprinkler system and generac system. Buyer responsible for doing their own due diligence related to details of zoning current or future specific restrictions. 2925 Old Barrie Road E, Orillia
$1,879,000 A rare waterfront opportunity on the shores of Lake Couchiching (Trent System), featuring nearly 98 feet of pristine shoreline with a private dock, beach frontage, and unobstructed water views. Set on an irregular lot of approximately 97.81 210.36 ft (0.5-1.99 acres) within beautifully manicured, wooded grounds in a tranquil Orillia community (zoned R1).This distinguished 1.5-storey home - built c. 1914 with stone and wood construction and asphalt shingle roof - delivers over 4,980 finished sq ft across 6 bedrooms, 3 bathrooms, and 11 rooms. The main floor features a granite eat-in kitchen with centre island and maple cabinetry, a formal dining room with hardwood floors and crown moulding, a gas fireplace family room, and a sweeping 43-foot sunroom with walkout to the yard. The primary suite includes a 3-piece ensuite and walk-in closet. Two additional main-floor bedrooms open onto the sunroom. The upper level offers two bedrooms and a massive games room above the garage.Additional highlights: 4-car attached garage with upper loft, 12 total parking spaces, forced air gas heating, central A/C, municipal water and sewers, and a wired generator. Appliances, washer/dryer, and dock included (as is). HWT is a rental. Taxes $12,715 (2024). ** See Unbranded Virtual Tour URL for a full video** 6 Beds ⋅ 3 Baths ⋅ S13229844 MLS A rare waterfront opportunity on the shores of Lake Couchiching (Trent System), featuring nearly 98 feet of pristine shoreline with a private dock, beach frontage, and unobstructed water views. Set on an irregular lot of approximately 97.81 210.36 ft (0.5-1.99 acres) within beautifully manicured, wooded grounds in a tranquil Orillia community (zoned R1).This distinguished 1.5-storey home - built c. 1914 with stone and wood construction and asphalt shingle roof - delivers over 4,980 finished sq ft across 6 bedrooms, 3 bathrooms, and 11 rooms. The main floor features a granite eat-in kitchen with centre island and maple cabinetry, a formal dining room with hardwood floors and crown moulding, a gas fireplace family room, and a sweeping 43-foot sunroom with walkout to the yard. The primary suite includes a 3-piece ensuite and walk-in closet. Two additional main-floor bedrooms open onto the sunroom. The upper level offers two bedrooms and a massive games room above the garage.Additional highlights: 4-car attached garage with upper loft, 12 total parking spaces, forced air gas heating, central A/C, municipal water and sewers, and a wired generator. Appliances, washer/dryer, and dock included (as is). HWT is a rental. Taxes $12,715 (2024). ** See Unbranded Virtual Tour URL for a full video** 345 Brewery Lane, Orillia
$1,650,000 27 Heyden Avenue, a magnificent 2460 sq ft bungalow home perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prime Orillia location. This exceptional property offers unparalleled bay( sunset)exposure, ideal for recreational pursuits, and breathtaking sunset views over the water, year-round. Step inside and discover a bright ,spacious 3+3 bedroom layout, ideal for large families or those who love to host. The bright, design is highlighted by the classic waterfront features, inviting the outside in. The fully finished walk-out lower level provides an additional 2460 sq ft of living space, offering seamless access to the gently sloping yard that leads directly to the water's edge. Enjoy all the joys of lakeside living ,swimming, boating, fishing right from your backyard. This is more than a home; it's a lifestyle. Don't miss this rare opportunity in a highly desirable 6 Beds ⋅ 5 Baths ⋅ S12951264 MLS 27 Heyden Avenue, a magnificent 2460 sq ft bungalow home perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prime Orillia location. This exceptional property offers unparalleled bay( sunset)exposure, ideal for recreational pursuits, and breathtaking sunset views over the water, year-round. Step inside and discover a bright ,spacious 3+3 bedroom layout, ideal for large families or those who love to host. The bright, design is highlighted by the classic waterfront features, inviting the outside in. The fully finished walk-out lower level provides an additional 2460 sq ft of living space, offering seamless access to the gently sloping yard that leads directly to the water's edge. Enjoy all the joys of lakeside living ,swimming, boating, fishing right from your backyard. This is more than a home; it's a lifestyle. Don't miss this rare opportunity in a highly desirable 27 Heyden Avenue, Orillia
$1,650,000 Home on Lake Couchiching. Beautiful home on deep, well treed lot setback for exceptional privacy. Park like setting, located on prestigious Couchiching Point near Tudhope Park and the Cross- Canada Trail system. This home faces west for spectacular sunsets and the twinkling lights and night vista of the Orillia Skyline. Deep water for swimming, fishing and boating. Renovated in 2022, Hardwood flooring throughout the house . Newly painted in neutral tones. Newer ensuite with marble shower, vanity and tub surround .Main floor laundry area. Newly finished basement with vinyl plank flooring. Newer Lennox, quiet furnace. Cold room in basement. Updated baseboard heating in basement[2024]. Huge storage space. Central air conditioning new unit 2025. New deck 2019. Newer high--end roof and skylight in 2021. New Generac generator In 2022. Watering system and outdoor lighting. Light weight Cedar and aluminum dock [easily assembly and installation.] Newly redesigned and planted front yard garden [2025]. Home has three bedrooms and four bathrooms. Large living room adjoining dining room. Family room and the master bedroom have Napoleon fireplaces. [Fireplaces serviced 2024.] Laundry room area on the main floor. Kitchen has Corian countertops, custom cabinetry and stainless - steel appliances. Most rooms have lake views. Beautiful large casement windows make the interior Light and airy. 3 Beds ⋅ 4 Baths ⋅ S12876780 MLS Home on Lake Couchiching. Beautiful home on deep, well treed lot setback for exceptional privacy. Park like setting, located on prestigious Couchiching Point near Tudhope Park and the Cross- Canada Trail system. This home faces west for spectacular sunsets and the twinkling lights and night vista of the Orillia Skyline. Deep water for swimming, fishing and boating. Renovated in 2022, Hardwood flooring throughout the house . Newly painted in neutral tones. Newer ensuite with marble shower, vanity and tub surround .Main floor laundry area. Newly finished basement with vinyl plank flooring. Newer Lennox, quiet furnace. Cold room in basement. Updated baseboard heating in basement[2024]. Huge storage space. Central air conditioning new unit 2025. New deck 2019. Newer high--end roof and skylight in 2021. New Generac generator In 2022. Watering system and outdoor lighting. Light weight Cedar and aluminum dock [easily assembly and installation.] Newly redesigned and planted front yard garden [2025]. Home has three bedrooms and four bathrooms. Large living room adjoining dining room. Family room and the master bedroom have Napoleon fireplaces. [Fireplaces serviced 2024.] Laundry room area on the main floor. Kitchen has Corian countertops, custom cabinetry and stainless - steel appliances. Most rooms have lake views. Beautiful large casement windows make the interior Light and airy. 698 Broadview Avenue, Orillia
$1,600,000 Experience a rare opportunity to secure a substantial industrial footprint within the City of Orillia. This expansive 1.89-acre property is perfectly positioned for businesses requiring a blend of high-profile exposure and heavy-duty functionality. The entire perimeter is enclosed by a fully fenced compound, providing a secure environment for equipment, fleet parking, .The site is currently outfitted with two versatile outbuildings that serve as excellent hubs specialized mini storage. Because the property is situated in a high-exposure area, your business benefits from natural visibility while maintaining easy access to the region's primary transportation corridors.Under its current industrial zoning, the land supports a variety of uses ranging from manufacturing and warehousing to specialized contractor yards. This offering is for the sale of the property and buildings only, providing a clean transition for an owner-occupier to move in or an investor to add a high-demand asset to their portfolio. Whether you are looking to expand your current operations or establish a new headquarters in a growing industrial hub, 195 James Street delivers the space and security necessary for long-term S12812364 MLS Experience a rare opportunity to secure a substantial industrial footprint within the City of Orillia. This expansive 1.89-acre property is perfectly positioned for businesses requiring a blend of high-profile exposure and heavy-duty functionality. The entire perimeter is enclosed by a fully fenced compound, providing a secure environment for equipment, fleet parking, .The site is currently outfitted with two versatile outbuildings that serve as excellent hubs specialized mini storage. Because the property is situated in a high-exposure area, your business benefits from natural visibility while maintaining easy access to the region's primary transportation corridors.Under its current industrial zoning, the land supports a variety of uses ranging from manufacturing and warehousing to specialized contractor yards. This offering is for the sale of the property and buildings only, providing a clean transition for an owner-occupier to move in or an investor to add a high-demand asset to their portfolio. Whether you are looking to expand your current operations or establish a new headquarters in a growing industrial hub, 195 James Street delivers the space and security necessary for long-term 195 James Street W, Orillia
$1,549,900 Welcome to Orillia's most coveted waterfront address at 90 Orchard Point Road. This rare corner unit is one of the largest in the building at just under 1,900 sq ft - a true 3 bedroom plus den that's almost impossible to find here.True corner waterfront units like this don't come along often. Floor-to-ceiling water views from the living room, primary bedroom, and balcony make you feel like you're right on the water from the moment you walk in. Two private balconies give you space to take it all in.Inside, the finishes are ultra high-end and custom throughout - this is move-in ready luxury, not a renovation project. The layout offers room to spread out without the upkeep of a house, ideal for downsizers who still want space for family and guests.The building delivers a true lifestyle: pool, hot tub, fitness facility, rooftop patio, and games rooms. Boat slips are available - step out your door and onto the water. Everything is here for low-maintenance waterfront living.Whether you're a downsizer searching for a forever home or coming from the city for a weekend escape that feels like a getaway every day, this is the one. Waterfront living, luxury finishes, and a lock-and-leave lifestyle - all in the building everyone in Orillia wants to be in.Book your private showing today. 3 Beds ⋅ 2 Baths ⋅ S13169368 MLS Welcome to Orillia's most coveted waterfront address at 90 Orchard Point Road. This rare corner unit is one of the largest in the building at just under 1,900 sq ft - a true 3 bedroom plus den that's almost impossible to find here.True corner waterfront units like this don't come along often. Floor-to-ceiling water views from the living room, primary bedroom, and balcony make you feel like you're right on the water from the moment you walk in. Two private balconies give you space to take it all in.Inside, the finishes are ultra high-end and custom throughout - this is move-in ready luxury, not a renovation project. The layout offers room to spread out without the upkeep of a house, ideal for downsizers who still want space for family and guests.The building delivers a true lifestyle: pool, hot tub, fitness facility, rooftop patio, and games rooms. Boat slips are available - step out your door and onto the water. Everything is here for low-maintenance waterfront living.Whether you're a downsizer searching for a forever home or coming from the city for a weekend escape that feels like a getaway every day, this is the one. Waterfront living, luxury finishes, and a lock-and-leave lifestyle - all in the building everyone in Orillia wants to be in.Book your private showing today. 90 Orchard Point Road Unit 207, Orillia
$1,538,000 Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour From The Gta. Viceroy Style Main Cottage With 565Ft 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 Bbq Kitchen. A Multitude Of Windows Span The Entire Front Of The Cottage 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 Sandy Entry. Enjoy Long Sun-Drenched Days On The Sw Facing Decks Or Warm you And Your Guests By The Fire Or In The Hot Tub. Includes Two Guest Bunkies And A Wc With Access To The Garden. 4 Beds ⋅ 3 Baths ⋅ S13129940 MLS Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour From The Gta. Viceroy Style Main Cottage With 565Ft 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 Bbq Kitchen. A Multitude Of Windows Span The Entire Front Of The Cottage 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 Sandy Entry. Enjoy Long Sun-Drenched Days On The Sw Facing Decks Or Warm you And Your Guests By The Fire Or In The Hot Tub. Includes Two Guest Bunkies And A Wc With Access To The Garden. 1 & 2 Ivy Lane, Orillia
$1,525,000 Welcome to refined waterfront living on the coveted shores of Lake Couchiching. Tucked into one of Orillia's most sought-after neighbourhoods, this fully updated 3-bedroom, 3-bathroom home has been meticulously maintained and finished to a magazine-worthy standard throughout. The showpiece is a stunning sunroom framing uninterrupted views of the lake - the perfect spot to take in the water year-round. Retreat to the primary bedroom and step out onto your own private walkout balcony, where amazing waterfront views greet you every morning. Inside, multiple generous living spaces flow effortlessly, designed for both everyday comfort and elevated entertaining. Step outside and enjoy direct waterfront on Couchiching Point, just a short stroll to Tudhope Park, the beach, downtown Orillia, and the bike paths. Minutes to Costco, major grocery, and Highway 11, with the Orillia Recreation Centre, golf clubs, and Casino Rama all close by - and only an hour north of Toronto. A rare opportunity to own a turnkey waterfront property in a location that simply doesn't come available often. Book your private showing today. 3 Beds ⋅ 3 Baths ⋅ S13446696 MLS Welcome to refined waterfront living on the coveted shores of Lake Couchiching. Tucked into one of Orillia's most sought-after neighbourhoods, this fully updated 3-bedroom, 3-bathroom home has been meticulously maintained and finished to a magazine-worthy standard throughout. The showpiece is a stunning sunroom framing uninterrupted views of the lake - the perfect spot to take in the water year-round. Retreat to the primary bedroom and step out onto your own private walkout balcony, where amazing waterfront views greet you every morning. Inside, multiple generous living spaces flow effortlessly, designed for both everyday comfort and elevated entertaining. Step outside and enjoy direct waterfront on Couchiching Point, just a short stroll to Tudhope Park, the beach, downtown Orillia, and the bike paths. Minutes to Costco, major grocery, and Highway 11, with the Orillia Recreation Centre, golf clubs, and Casino Rama all close by - and only an hour north of Toronto. A rare opportunity to own a turnkey waterfront property in a location that simply doesn't come available often. Book your private showing today. 608 Moberley Avenue, Orillia
$1,500,000 CASH FLOW FROM DAY 1: Here is your chance to add a Freehold, Mixed Use, Multiplex to your portfolio. Located just minutes from Orillia's Growing, Vibrant Waterfront, this well maintained, HANDS OFF INVESTMENT property with LOW ANNUAL EXPENSES, features FIVE INCOME PRODUCING UNITS with long term, stable tenants, making it the perfect addition or start to an investment portfolio. Unit Details - SUITE 101: Main Level Commercial unit, Tenanted by Salon - SUITE 102: Main Level Commercial Unit, Tenanted by Law Office - UNIT A: Second Level Residential Unit, 3 Bedrooms, 1 Bathroom - UNIT B: Lower Level Residential Unit, 2 Bedroom, 1 Bathroom, Tenanted by same Law Office - UNIT C: Lower Level Residential Unit, 1 Bedroom, 1 Bathroom - Possibility to subdivide a commercial unit into a 6th unit. Additionally, the property features a Newly Paved Parking Lot (2023) with 15 parking spaces, and over $100,000 worth of upgrades and updates since 2022, including a renovation in Suite 102, Unit B, and Unit C (2025). This property stands out from the rest with its strong tenant mix with long term, reliable occupants, future development options, ideal location just seconds from the waterfront, staple amenities and stores. This is a rare opportunity to purchase a cash flow positive investment early into the gentrification and growth of an established city. 5 Baths ⋅ S13069614 MLS CASH FLOW FROM DAY 1: Here is your chance to add a Freehold, Mixed Use, Multiplex to your portfolio. Located just minutes from Orillia's Growing, Vibrant Waterfront, this well maintained, HANDS OFF INVESTMENT property with LOW ANNUAL EXPENSES, features FIVE INCOME PRODUCING UNITS with long term, stable tenants, making it the perfect addition or start to an investment portfolio. Unit Details - SUITE 101: Main Level Commercial unit, Tenanted by Salon - SUITE 102: Main Level Commercial Unit, Tenanted by Law Office - UNIT A: Second Level Residential Unit, 3 Bedrooms, 1 Bathroom - UNIT B: Lower Level Residential Unit, 2 Bedroom, 1 Bathroom, Tenanted by same Law Office - UNIT C: Lower Level Residential Unit, 1 Bedroom, 1 Bathroom - Possibility to subdivide a commercial unit into a 6th unit. Additionally, the property features a Newly Paved Parking Lot (2023) with 15 parking spaces, and over $100,000 worth of upgrades and updates since 2022, including a renovation in Suite 102, Unit B, and Unit C (2025). This property stands out from the rest with its strong tenant mix with long term, reliable occupants, future development options, ideal location just seconds from the waterfront, staple amenities and stores. This is a rare opportunity to purchase a cash flow positive investment early into the gentrification and growth of an established city. 32 Matchedash Street N, Orillia
$1,500,000 This property performs and turns heads. 184 Borland St E presents a rare opportunity to acquire a renovated, well-maintained multi-residential asset in one of Orillia's most established neighbourhoods. Located in the prestigious and highly valued East Ward on a large in-town lot, this is a clean, stabilized investment with a proven track record of performance.The property consists of 6 legal residential units plus flex space delivering solid 6+ income streams with strong in-place tenancy and a historically low vacancy rate. Over the past three years, vacancy has been minimal, with near full occupancy outside of brief renovation periods.Based on 2026 projections from actuals, the property generates a Net Operating Income of $96,266.92 and is offered at $1,550,000, representing a 6.21% cap rate. Operating expenses of $30,946.36 reflect a combination of actual and projected costs, resulting in an efficient and well-controlled expense profile.Ownership has completed extensive capital improvements including renovated units, updated hallways, plumbing upgrades, lighting improvements, and the replacement of both owned hot water tanks in 2025. The asset has been actively improved with a focus on long-term performance and tenant retention.Recent leasing activity confirms strong rental demand, with a one-bedroom unit leased at $1,700 and a three-bedroom at $2,000. Current rents align with market levels while still offering room for gradual growth.Additional income from laundry and parking further supports overall returns, and the property benefits from a balanced tenant mix of long-term and newer occupants.Strong numbers, low vacancy rate, and a fully improved asset in a growing Simcoe County market make this a compelling turnkey investment with immediate cash flow and continued upside. 9 Beds ⋅ 7 Baths ⋅ S13034688 MLS This property performs and turns heads. 184 Borland St E presents a rare opportunity to acquire a renovated, well-maintained multi-residential asset in one of Orillia's most established neighbourhoods. Located in the prestigious and highly valued East Ward on a large in-town lot, this is a clean, stabilized investment with a proven track record of performance.The property consists of 6 legal residential units plus flex space delivering solid 6+ income streams with strong in-place tenancy and a historically low vacancy rate. Over the past three years, vacancy has been minimal, with near full occupancy outside of brief renovation periods.Based on 2026 projections from actuals, the property generates a Net Operating Income of $96,266.92 and is offered at $1,550,000, representing a 6.21% cap rate. Operating expenses of $30,946.36 reflect a combination of actual and projected costs, resulting in an efficient and well-controlled expense profile.Ownership has completed extensive capital improvements including renovated units, updated hallways, plumbing upgrades, lighting improvements, and the replacement of both owned hot water tanks in 2025. The asset has been actively improved with a focus on long-term performance and tenant retention.Recent leasing activity confirms strong rental demand, with a one-bedroom unit leased at $1,700 and a three-bedroom at $2,000. Current rents align with market levels while still offering room for gradual growth.Additional income from laundry and parking further supports overall returns, and the property benefits from a balanced tenant mix of long-term and newer occupants.Strong numbers, low vacancy rate, and a fully improved asset in a growing Simcoe County market make this a compelling turnkey investment with immediate cash flow and continued upside. 184 Borland Street E, Orillia
$1,500,000 This property performs and turns heads. 184 Borland St E presents a rare opportunity to acquire a renovated, well-maintained multi-residential asset in one of Orillia's most established neighbourhoods. Located in the prestigious and highly valued East Ward on a large in-town lot, this is a clean, stabilized investment with a proven track record of performance.The property consists of 6 legal residential units plus flex space delivering solid 6+ income streams with strong in-place tenancy and a historically low vacancy rate. Over the past three years, vacancy has been minimal, with near full occupancy outside of brief renovation periods.Based on 2026 projections from actuals, the property generates a Net Operating Income of $96,266.92 and is offered at $1,550,000, representing a 6.21% cap rate. Operating expenses of $30,946.36 reflect a combination of actual and projected costs, resulting in an efficient and well-controlled expense profile.Ownership has completed extensive capital improvements including renovated units, updated hallways, plumbing upgrades, lighting improvements, and the replacement of both owned hot water tanks in 2025. The asset has been actively improved with a focus on long-term performance and tenant retention.Recent leasing activity confirms strong rental demand, with a one-bedroom unit leased at $1,700 and a three-bedroom at $2,000. Current rents align with market levels while still offering room for gradual growth.Additional income from laundry and parking further supports overall returns, and the property benefits from a balanced tenant mix of long-term and newer occupants.Strong numbers, low vacancy rate, and a fully improved asset in a growing Simcoe County market make this a compelling turnkey investment with immediate cash flow and continued upside. S13034698 MLS This property performs and turns heads. 184 Borland St E presents a rare opportunity to acquire a renovated, well-maintained multi-residential asset in one of Orillia's most established neighbourhoods. Located in the prestigious and highly valued East Ward on a large in-town lot, this is a clean, stabilized investment with a proven track record of performance.The property consists of 6 legal residential units plus flex space delivering solid 6+ income streams with strong in-place tenancy and a historically low vacancy rate. Over the past three years, vacancy has been minimal, with near full occupancy outside of brief renovation periods.Based on 2026 projections from actuals, the property generates a Net Operating Income of $96,266.92 and is offered at $1,550,000, representing a 6.21% cap rate. Operating expenses of $30,946.36 reflect a combination of actual and projected costs, resulting in an efficient and well-controlled expense profile.Ownership has completed extensive capital improvements including renovated units, updated hallways, plumbing upgrades, lighting improvements, and the replacement of both owned hot water tanks in 2025. The asset has been actively improved with a focus on long-term performance and tenant retention.Recent leasing activity confirms strong rental demand, with a one-bedroom unit leased at $1,700 and a three-bedroom at $2,000. Current rents align with market levels while still offering room for gradual growth.Additional income from laundry and parking further supports overall returns, and the property benefits from a balanced tenant mix of long-term and newer occupants.Strong numbers, low vacancy rate, and a fully improved asset in a growing Simcoe County market make this a compelling turnkey investment with immediate cash flow and continued upside. 184 Borland Street E, Orillia
$1,499,900 This premium waterfront property offers an exceptional location just minutes from Orillia's downtown core and Couchiching Beach Park. Situated on a deep, mature lot with expansive, unobstructed views of the water, the main residence spans approximately 3,200 square feet, featuring four bedrooms, three bathrooms and is highlighted by unique architectural details such as a striking curved dining room with floor-to-ceiling windows, a grand spiral staircase and a spacious living area. Adding significant versatility to the property is a fully finished caretakers premises on the lower level with waterfront views. Combining substantial square footage, unmistakable character and rare waterfront proximity to Orillia's amenities, this property presents a remarkable opportunity in a highly sought-after neighbourhood. 4 Beds ⋅ 3 Baths ⋅ S13511876 MLS This premium waterfront property offers an exceptional location just minutes from Orillia's downtown core and Couchiching Beach Park. Situated on a deep, mature lot with expansive, unobstructed views of the water, the main residence spans approximately 3,200 square feet, featuring four bedrooms, three bathrooms and is highlighted by unique architectural details such as a striking curved dining room with floor-to-ceiling windows, a grand spiral staircase and a spacious living area. Adding significant versatility to the property is a fully finished caretakers premises on the lower level with waterfront views. Combining substantial square footage, unmistakable character and rare waterfront proximity to Orillia's amenities, this property presents a remarkable opportunity in a highly sought-after neighbourhood. 258 Bay Street, Orillia
$1,398,000 Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores of Lake Couchiching and only minutes to Couchiching Beach Park, downtown Orillia, schools and trails. This remarkable property offers the perfect balance of luxury, comfort and family living. Offering over 4,000 sq. ft. above grade, plus a beautiful finished walkout basement, this spacious home features 5 bedrooms and 4 bathrooms with a layout designed for both everyday living and effortless entertaining. A truly rare feature is that all five bedrooms are located on the same level--an ideal design for families that provides both convenience and peace of mind. The bright walkout lower level offers something for everyone, complete with a games room featuring a billiard table and Murphy bed, a wet bar, sauna, exercise area, additional laundry, and direct access to the beautifully landscaped backyard. Step outside to your private retreat with a fully fenced yard, inground pool, playground, and plenty of space for family gatherings, entertaining, or simply relaxing. From the moment you arrive, the home's impressive curb appeal is evident with its interlock driveway, inviting covered front porch, and landscaping that reflects the pride of ownership. Rarely does a home of this size, quality and location become available. Combining timeless craftsmanship, exceptional living space, and an unbeatable lifestyle near the waterfront, 403 Bay Street is a truly special opportunity for families seeking room to grow without compromising on luxury or convenience. 5 Beds ⋅ 4 Baths ⋅ S13522614 MLS Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores of Lake Couchiching and only minutes to Couchiching Beach Park, downtown Orillia, schools and trails. This remarkable property offers the perfect balance of luxury, comfort and family living. Offering over 4,000 sq. ft. above grade, plus a beautiful finished walkout basement, this spacious home features 5 bedrooms and 4 bathrooms with a layout designed for both everyday living and effortless entertaining. A truly rare feature is that all five bedrooms are located on the same level--an ideal design for families that provides both convenience and peace of mind. The bright walkout lower level offers something for everyone, complete with a games room featuring a billiard table and Murphy bed, a wet bar, sauna, exercise area, additional laundry, and direct access to the beautifully landscaped backyard. Step outside to your private retreat with a fully fenced yard, inground pool, playground, and plenty of space for family gatherings, entertaining, or simply relaxing. From the moment you arrive, the home's impressive curb appeal is evident with its interlock driveway, inviting covered front porch, and landscaping that reflects the pride of ownership. Rarely does a home of this size, quality and location become available. Combining timeless craftsmanship, exceptional living space, and an unbeatable lifestyle near the waterfront, 403 Bay Street is a truly special opportunity for families seeking room to grow without compromising on luxury or convenience. 403 Bay Street, Orillia
$1,380,000 Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-storey home showcases exceptional craftsmanship, modern design, and high-end finishes throughout. The main level offers an open-concept dining area and a gorgeous farmhouse-style kitchen featuring a custom oak island, quartz countertops, floating shelves, and a pot filler. The living room boasts a beautiful brick accent wall and a gas fireplace, complemented by an office, 2-piece bath, and a spacious laundry/mudroom with garage access and a walkout to the rear deck. Upstairs, you'll find three bedrooms, including a bright primary suite with a 3-piece ensuite, plus an additional 4-piece bath. The fully finished lower level features a large recreation room with a gas fireplace, wet bar/kitchenette, walkout to the backyard, two additional bedrooms, a 3-piece bath, fitness area, utility room, and storage. (In-law suite with walk out to pool). The backyard is perfect for family enjoyment, backing onto scenic recreational trails and featuring an in-ground pool with a newer liner and concrete surround. This home has been extensively updated with premium finishes - custom millwork, built-in cabinetry, ship lap details, cedar accents, stunning tile work, upgraded fixtures, and elegant brass hardware. Additional updates include a metal roof, new main and second level windows, composite decking, Regal railing and more. Located across the street from Lake Couchiching, water access via an unopened 66' Bay Street road allowance or Borland St, just minutes to downtown, Couchiching Beach Park, boat launch, shopping and more. A truly remarkable home that must be seen in person to be appreciated. 5 Beds ⋅ 4 Baths ⋅ S12515842 MLS Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-storey home showcases exceptional craftsmanship, modern design, and high-end finishes throughout. The main level offers an open-concept dining area and a gorgeous farmhouse-style kitchen featuring a custom oak island, quartz countertops, floating shelves, and a pot filler. The living room boasts a beautiful brick accent wall and a gas fireplace, complemented by an office, 2-piece bath, and a spacious laundry/mudroom with garage access and a walkout to the rear deck. Upstairs, you'll find three bedrooms, including a bright primary suite with a 3-piece ensuite, plus an additional 4-piece bath. The fully finished lower level features a large recreation room with a gas fireplace, wet bar/kitchenette, walkout to the backyard, two additional bedrooms, a 3-piece bath, fitness area, utility room, and storage. (In-law suite with walk out to pool). The backyard is perfect for family enjoyment, backing onto scenic recreational trails and featuring an in-ground pool with a newer liner and concrete surround. This home has been extensively updated with premium finishes - custom millwork, built-in cabinetry, ship lap details, cedar accents, stunning tile work, upgraded fixtures, and elegant brass hardware. Additional updates include a metal roof, new main and second level windows, composite decking, Regal railing and more. Located across the street from Lake Couchiching, water access via an unopened 66' Bay Street road allowance or Borland St, just minutes to downtown, Couchiching Beach Park, boat launch, shopping and more. A truly remarkable home that must be seen in person to be appreciated. 407 Bay Street, Orillia
$1,350,000 Position your portfolio for long-term stability with this well-maintained self-storage facility in the City of Orillia. Offering 43 rentable storage units in a variety of sizes, the property has demonstrated historically high occupancy rates, providing dependable income potential in a market with ongoing demand for storage solutions.A standout feature is the large heated unit with its own washroom, creating exceptional flexibility for an owner-operator. Ideal for a contractor, tradesperson, service business, distributor, or small business requiring workspace and storage, this unit allows an owner to operate from the property while generating rental income from the remaining storage units. Alternatively, investors can lease the entire facility to maximize income and benefit from a straightforward, low-maintenance investment.The property has been well cared for and presents professionally, helping to attract and retain tenants while minimizing immediate capital requirements. With multiple unit sizes serving a broad customer base, established rental demand, and opportunities for future income growth, this is an excellent opportunity for investors seeking reliable cash flow or business owners looking to combine their own operational space with an income-producing asset.A rare opportunity to acquire a proven commercial investment with both owner-occupier and pure investment appeal in one of Central Ontario's growing markets. S13651118 MLS Position your portfolio for long-term stability with this well-maintained self-storage facility in the City of Orillia. Offering 43 rentable storage units in a variety of sizes, the property has demonstrated historically high occupancy rates, providing dependable income potential in a market with ongoing demand for storage solutions.A standout feature is the large heated unit with its own washroom, creating exceptional flexibility for an owner-operator. Ideal for a contractor, tradesperson, service business, distributor, or small business requiring workspace and storage, this unit allows an owner to operate from the property while generating rental income from the remaining storage units. Alternatively, investors can lease the entire facility to maximize income and benefit from a straightforward, low-maintenance investment.The property has been well cared for and presents professionally, helping to attract and retain tenants while minimizing immediate capital requirements. With multiple unit sizes serving a broad customer base, established rental demand, and opportunities for future income growth, this is an excellent opportunity for investors seeking reliable cash flow or business owners looking to combine their own operational space with an income-producing asset.A rare opportunity to acquire a proven commercial investment with both owner-occupier and pure investment appeal in one of Central Ontario's growing markets. 8 Brammer Drive, Orillia
$1,350,000 Top 5 Reasons You Will Love This Property: 1) Positioned as a turn-key corner unit in the heart of beautiful Downtown Orillia, this bright and inviting space offers an exceptional opportunity to establish your business in one of the city's most vibrant and picturesque areas 2) The building features high ceilings and an abundance of natural light, creating a gorgeous, professional atmosphere that feels both elevated and inspiring for your team and your clients 3) Expertly configured for both functionality and comfort, this well-appointed space features several private offices and dedicated workstations, offering flexibility for team collaboration and focused productivity, along with the exclusive use of a private kitchen and washroom to add convenience and ease to your daily operations 4) Well-cared-for building making a lasting first impression that is perfectly suited for lawyers, call centres, consultants, and other professional businesses seeking a polished environment 5) Set within the bustling downtown core, this location offers outstanding exposure, strong community presence, and the ideal backdrop to grow and elevate your professional brand. 4,833 fin.sq.ft. 2 Baths ⋅ S13644496 MLS Top 5 Reasons You Will Love This Property: 1) Positioned as a turn-key corner unit in the heart of beautiful Downtown Orillia, this bright and inviting space offers an exceptional opportunity to establish your business in one of the city's most vibrant and picturesque areas 2) The building features high ceilings and an abundance of natural light, creating a gorgeous, professional atmosphere that feels both elevated and inspiring for your team and your clients 3) Expertly configured for both functionality and comfort, this well-appointed space features several private offices and dedicated workstations, offering flexibility for team collaboration and focused productivity, along with the exclusive use of a private kitchen and washroom to add convenience and ease to your daily operations 4) Well-cared-for building making a lasting first impression that is perfectly suited for lawyers, call centres, consultants, and other professional businesses seeking a polished environment 5) Set within the bustling downtown core, this location offers outstanding exposure, strong community presence, and the ideal backdrop to grow and elevate your professional brand. 4,833 fin.sq.ft. 74 Mississaga Street E, Orillia
$1,259,000 Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offers just under 3,000 sq ft of finished living space PLUS a rare bonus: a separately deeded building lot (approx. 60 x 110 ft, own PIN & tax roll #) included in the sale! The stunning kitchen was completely renovated in 2022 with new cupboards, quartz counters, marble floor tiles, a vented range hood, and stainless steel Bluetooth-ready appliances. Three new sliding doors lead to the newly extended deck for effortless indoor-outdoor flow. The main floor also features a formal dining room, a living room with a wood fireplace, a family room with a gas fireplace and a powder room. Upstairs, there are 3 generous bedrooms, including a primary retreat with a custom walk-in closet. A partially renovated main bath (new shower, toilet, double-sink vanity). The finished lower level adds a 4th bedroom, office/den, rec room, full 3 pc bath, and storage - perfect for guests, multi-gen living, or working from home. Outside is a true backyard oasis: multi-level deck, inground pool with new liner, and a fully fenced yard backing onto mature trees and the Orillia Millennium Trail - no direct rear neighbours! The bonus lot offers privacy, future development potential, or investment value - opportunities like this rarely come along. Close to schools, parks, shopping, restaurants, downtown Orillia, and Lake Couchiching. Luxury, lifestyle, privacy, and future potential - all in one exceptional offering. 5 Beds ⋅ 3 Baths ⋅ S13147574 MLS Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offers just under 3,000 sq ft of finished living space PLUS a rare bonus: a separately deeded building lot (approx. 60 x 110 ft, own PIN & tax roll #) included in the sale! The stunning kitchen was completely renovated in 2022 with new cupboards, quartz counters, marble floor tiles, a vented range hood, and stainless steel Bluetooth-ready appliances. Three new sliding doors lead to the newly extended deck for effortless indoor-outdoor flow. The main floor also features a formal dining room, a living room with a wood fireplace, a family room with a gas fireplace and a powder room. Upstairs, there are 3 generous bedrooms, including a primary retreat with a custom walk-in closet. A partially renovated main bath (new shower, toilet, double-sink vanity). The finished lower level adds a 4th bedroom, office/den, rec room, full 3 pc bath, and storage - perfect for guests, multi-gen living, or working from home. Outside is a true backyard oasis: multi-level deck, inground pool with new liner, and a fully fenced yard backing onto mature trees and the Orillia Millennium Trail - no direct rear neighbours! The bonus lot offers privacy, future development potential, or investment value - opportunities like this rarely come along. Close to schools, parks, shopping, restaurants, downtown Orillia, and Lake Couchiching. Luxury, lifestyle, privacy, and future potential - all in one exceptional offering. 269 Cedarmere Road, Orillia