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$3,999,900
4 Beds ⋅ 6 Baths ⋅ S13582762 MLS® #
Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of Orillia's most sought-after waterfront streets. This exceptional custom-built residence is a rare opportunity to own a truly remarkable waterfront estate. From the moment you step through the grand entrance, the craftsmanship and attention to detail are evident. Expansive lake views serve as a backdrop throughout more than 6,700 square feet of finished living space.The showpiece kitchen features two separate serveries and flows seamlessly into the formal dining room, family room with fireplace, and an impressive screened-in porch spanning approximately 650 sq. ft. with waterfront views. The outdoor living space offers multiple areas for dining, entertaining and relaxing. The main-floor primary suite is a private retreat with separate walk-in closets, dual vanities and a spa-inspired ensuite. A three-car garage, laundry room and office nook round out the main level. Upstairs, two spacious bedrooms each enjoy their own ensuite, connected by an executive-style office with a fireplace and ensuite privileges. A custom elevator provides access to every level of the home.The lower level is built for recreation and relaxation, with a home theatre featuring a projector screen and surround sound, a wine cellar, an additional bedroom, a fitness area and a steam shower. A whole-home generator adds convenience and peace of mind. At the water's edge, the boathouse complements the property with a one-bedroom unit, complete with its own kitchen, bathroom and laundry, ideal for extended family or guests. Rarely does a property of this calibre come available. Exceptional craftsmanship, extensive amenities and a premier Lake Couchiching setting come together in this truly extraordinary waterfront offering. (id:5764)

28 Maple Drive, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$3,999,900
4 Beds ⋅ 6 Baths ⋅ S13582762 MLS® #
Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of Orillia's most sought-after waterfront streets. This exceptional custom-built residence is a rare opportunity to own a truly remarkable waterfront estate. From the moment you step through the grand entrance, the craftsmanship and attention to detail are evident. Expansive lake views serve as a backdrop throughout more than 6,700 square feet of finished living space.The showpiece kitchen features two separate serveries and flows seamlessly into the formal dining room, family room with fireplace, and an impressive screened-in porch spanning approximately 650 sq. ft. with waterfront views. The outdoor living space offers multiple areas for dining, entertaining and relaxing. The main-floor primary suite is a private retreat with separate walk-in closets, dual vanities and a spa-inspired ensuite. A three-car garage, laundry room and office nook round out the main level. Upstairs, two spacious bedrooms each enjoy their own ensuite, connected by an executive-style office with a fireplace and ensuite privileges. A custom elevator provides access to every level of the home.The lower level is built for recreation and relaxation, with a home theatre featuring a projector screen and surround sound, a wine cellar, an additional bedroom, a fitness area and a steam shower. A whole-home generator adds convenience and peace of mind. At the water's edge, the boathouse complements the property with a one-bedroom unit, complete with its own kitchen, bathroom and laundry, ideal for extended family or guests. Rarely does a property of this calibre come available. Exceptional craftsmanship, extensive amenities and a premier Lake Couchiching setting come together in this truly extraordinary waterfront offering.

28 Maple Drive, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$2,490,000
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. (id:5764)

465 Mooney Crescent, Orillia

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$1,098,000
10 Beds ⋅ 9 Baths ⋅ S13464316 MLS® #
Investor Alert! Seize a rare, high-yield opportunity with this modern, purpose-built legal duplex at 371 Barrie Street, Orillia. Constructed in 2018, this turnkey property is being sold as a corporation, offering savvy buyers significant tax savings on the purchase and the added financial advantage of a carry-forward loss. Designed for maximum rental efficiency and comfort, the building features two expansive above-ground floors housing a total of eight bedrooms-each uniquely equipped with its own private bathroom. These levels provide bright, spacious common living areas and well-appointed kitchens for residents. Adding even more value is the self-contained walk-out lower level, which serves as a full two-bedroom, two-bathroom apartment. With a realistic 7% cap rate and a layout optimized for low-vacancy this is a cornerstone asset for any portfolio. Don't miss out on this sophisticated blend of modern construction and strategic tax positioning. (id:5764)

371 Barrie Road, Orillia

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$2,490,000
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

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$1,098,000
10 Beds ⋅ 9 Baths ⋅ S13464316 MLS® #
Investor Alert! Seize a rare, high-yield opportunity with this modern, purpose-built legal duplex at 371 Barrie Street, Orillia. Constructed in 2018, this turnkey property is being sold as a corporation, offering savvy buyers significant tax savings on the purchase and the added financial advantage of a carry-forward loss. Designed for maximum rental efficiency and comfort, the building features two expansive above-ground floors housing a total of eight bedrooms-each uniquely equipped with its own private bathroom. These levels provide bright, spacious common living areas and well-appointed kitchens for residents. Adding even more value is the self-contained walk-out lower level, which serves as a full two-bedroom, two-bathroom apartment. With a realistic 7% cap rate and a layout optimized for low-vacancy this is a cornerstone asset for any portfolio. Don't miss out on this sophisticated blend of modern construction and strategic tax positioning.

371 Barrie Road, Orillia

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$919,999
5 Beds ⋅ 7 Baths ⋅ S13426546 MLS® #
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, designed for modern living and ideal for multi-generational families or avid entertainers. Fully finished from top to bottom with 5 bedrooms, & 7 bathrooms, with 4 ensuites, including three fully equipped kitchens with sleek quartz countertops, three dedicated laundry rooms, and 3 1/4-inch hardwood floors throughout with no carpet anywhere. Custom tilework adds a refined touch to every space, creating a seamless aesthetic throughout the home. The main floor features an open concept kitchen with island, quartz counters & backsplash, built-in stainless steel appliances, coffee/bar nook, separate dining room & spacious family room with pot lights & gas fireplace!! Private primary bedroom with walkout to backyard, sumptuous 5-piece ensuite & walk-in closet. The basement features soaring 10-foot ceilings & separate 2 bedroom & 2 bathroom in-law suite offers privacy and flexibility, with its own kitchen and laundry setup, making it ideal for extended family, guests, or rental opportunities, also water softener and ruff in central vac. Car lovers and hobbyists will appreciate the heated garage (2 car + tandem), Fully insulated garage, complete with furnace, thermostat, and two-piece washroom. Step outside to your serene retreat: a private deck with gas BBQ hookup, custom shed and fully fenced lot backing onto a tranquil wooded area. Additional upgrades including: Coffered ceilings in Dining room & Primary ensuite, 7 1/4" baseboards throughout, upgraded exterior window trim in black, double hardwood staircase with wrought iron railings, upgraded light fixtures, the list goes on...Every detail of this stunning home has been thoughtfully crafted for an unmatched living experience. Don't miss this rare opportunity!! Shows 10+ (id:5764)

3075 Orion Boulevard, Orillia

Listing courtesy of ROYAL LEPAGE FIRST CONTACT REALTY.

$919,999
5 Beds ⋅ 7 Baths ⋅ S13426546 MLS® #
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, designed for modern living and ideal for multi-generational families or avid entertainers. Fully finished from top to bottom with 5 bedrooms, & 7 bathrooms, with 4 ensuites, including three fully equipped kitchens with sleek quartz countertops, three dedicated laundry rooms, and 3 1/4-inch hardwood floors throughout with no carpet anywhere. Custom tilework adds a refined touch to every space, creating a seamless aesthetic throughout the home. The main floor features an open concept kitchen with island, quartz counters & backsplash, built-in stainless steel appliances, coffee/bar nook, separate dining room & spacious family room with pot lights & gas fireplace!! Private primary bedroom with walkout to backyard, sumptuous 5-piece ensuite & walk-in closet. The basement features soaring 10-foot ceilings & separate 2 bedroom & 2 bathroom in-law suite offers privacy and flexibility, with its own kitchen and laundry setup, making it ideal for extended family, guests, or rental opportunities, also water softener and ruff in central vac. Car lovers and hobbyists will appreciate the heated garage (2 car + tandem), Fully insulated garage, complete with furnace, thermostat, and two-piece washroom. Step outside to your serene retreat: a private deck with gas BBQ hookup, custom shed and fully fenced lot backing onto a tranquil wooded area. Additional upgrades including: Coffered ceilings in Dining room & Primary ensuite, 7 1/4" baseboards throughout, upgraded exterior window trim in black, double hardwood staircase with wrought iron railings, upgraded light fixtures, the list goes on...Every detail of this stunning home has been thoughtfully crafted for an unmatched living experience. Don't miss this rare opportunity!! Shows 10+

3075 Orion Boulevard, Orillia

Listing courtesy of ROYAL LEPAGE FIRST CONTACT REALTY.

$2,599,000
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. (id:5764)

263 Canice Street, Orillia

Listing courtesy of .

$2,599,000
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

Listing courtesy of GRANGE HALL REALTY INC..

$1,500,000
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. (id:5764)

184 Borland Street East, Orillia

Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD..

$1,500,000
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

Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD..

$2,299,000
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. (id:5764)

235 Canice Street, Orillia

Listing courtesy of .

$2,299,000
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

Listing courtesy of GRANGE HALL REALTY INC..