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$4,499,999
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
$4,395,000
S13819916 MLS
Exceptional opportunity to acquire a freestanding industrial facility in Orillia's established industrial corridor. Situated on 2.93 acres, the property features 29,672 SF with a functional mix of office and warehouse space, clear heights ranging from 16' to 25', 4 drive-in doors, 2 truck-level shipping doors, and ample on-site parking available for both employees and visitors.

290 West Street S, Orillia
$2,950,000
6 Beds ⋅ 5 Baths ⋅ S13827334 MLS
Top 5 Reasons You Will Love This Home: 1) Wake up to the beauty of Lake Couchiching from this exceptional waterfront property, set on approximately one acre with 100' of pristine shoreline, where a private dock and direct access to the Trent-Severn Waterway create an incredible setting for boating, swimming, and embracing life on the water 2) Designed to make the most of its spectacular surroundings, the incredible kitchen pairs sophisticated finishes with gorgeous water views, creating an inspiring space for cooking and entertaining while flowing into expansive principal rooms, including a breathtaking family room with a vaulted ceiling, cozy fireplace, and picturesque views across the lake 3) Offering an impressive 6,339 square feet of finished living space, the home provides an abundance of room for family and guests with spacious bedrooms throughout, highlighted by a generous primary retreat complete with a gorgeous ensuite designed for relaxation and privacy 4) Continue to the thoughtfully finished walkout lower level, where a spacious recreation room, private home theatre, and excellent in-law potential create a versatile extension of the home, perfectly suited for movie nights, entertaining, extended family, or overnight guests 5) Step outside and experience a waterfront setting designed for unforgettable summers, complete with a stone firepit patio, charming gazebo, private dock, and recently built boathouse with a marine rail system, complemented by an expansive new deck and dedicated hot tub room below for even more opportunities to relax and enjoy the shoreline. 3,351 above grade sq.ft. plus a finished lower level. *Please note some images have been virtually staged to show the potential of the home.

354 Brewery Lane, Orillia
$2,800,000
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
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
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
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
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
$2,299,000
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
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
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
$1,988,000
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
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
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
$1,649,990
6 Beds ⋅ 5 Baths ⋅ S13804092 MLS
Beautifully updated waterfront bungalow with incredible Lake Couchiching views and exceptional space for family, guests and extended living. The main home features generous principal rooms,3 bedrooms and 3 bathrooms, including 2 ensuites, plus 2 additional lower-level bedrooms, one with its own private 3-piece ensuite. A separate legal 1 bedroom, 1 bathroom basement dwelling offers its own private entrance, kitchen, living space with fireplace and separate laundry. Outside, a large deck provides the perfect space for entertaining while taking in the breathtaking lake views, with an impressive 2-storey boathouse completing the property. A truly special opportunity offering incredible space, versatility and waterfront living on Lake Couchiching, along the Trent-Severn Waterway.

740 Broadview Avenue, Orillia
$1,600,000
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
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
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
$1,500,000
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
$1,500,000
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
$1,495,000
S13808702 MLS
Prime downtown Orillia opportunity on a signature Peter St S / Colborne St E corner. This professionally repositioned 3,958 sq. ft. former bank branch has been transformed into a high-end, client-facing office featuring a stone-clad reception, glass-walled private offices, a boardroom, a spacious open work area, and an updated kitchen, all wrapped in a refreshed exterior. C4i zoning positions this corner for downtown intensification, and the property sits within walking distance of Orillia's planned downtown transit terminal - genuine long-term upside in the heart of Orillia. Ideal for a professional practice wanting a turnkey, prestige address, or an investor targeting downtown office / NNN lease income. A rare pairing of finished product and growth story.

40 Peter Street S, Orillia
$1,380,000
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
$1,378,000
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
$1,350,000
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
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
$1,299,800
4 Beds ⋅ 2 Baths ⋅ S13751444 MLS
Desirable Couchiching Point 86' WATERFRONT All-Year Round 2+2 Raised Detached Bungalow on Premium Lot. **Over 2,500 Sq Ft Of Living Space. Recently Renovated and Remodeled, Features Cathedral Ceilings, Fully Finished Basement With Huge Family Room, All New Flooring, 2 Walk-Outs To NEW decks, a Fireplace, 2 Bedrooms, Full Bathroom & Laundry, Numerous Skylights. **Endless Possibility Of Watersport And All-Year-Round Activities: Swimming, Boating, Fishing, Paddleboarding, Canoeing & Hiking. **Direct Access To The Trent-Severn System And Easy Connection To Simcoe Lake. ** Located Close to Parks, Sandy Beach, Restaurants, Shopping & other Amenities of a nearby Orillia city.

743 Broadview Avenue, Orillia
$1,259,000
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
$1,250,000
4 Beds ⋅ 4 Baths ⋅ S13609018 MLS
Experience elevated living in this beautifully appointed three-bedroom residence in Orillia, showcasing exceptional craftsmanship, luxurious upgrades, and custom-designed finishes throughout. Thoughtfully curated with the perfect blend of elegance, comfort, and modern convenience, this move-in-ready home is sure to impress. The thoughtfully designed floor plan includes the convenience of a second-floor laundry room, while the home is enhanced by fully customized electrical work with integrated smart home technology for seamless everyday living. High-end custom millwork throughout adds timeless character and sophistication, complemented by premium quartz countertops that elevate the home's refined interior. The spa-inspired bathrooms feature heated floors, creating a luxurious retreat designed for year-round comfort. Step outside to your private backyard oasis, where a stunning cedar-wrapped cabana with a quartz countertop and dramatic waterfall edge provides the perfect setting for entertaining or relaxing in style. A true standout feature is the professionally customized garage, finished to an exceptional standard with premium epoxy flooring, designer wall treatments, modern slat-panel accents, recessed LED lighting, and a fully customized electrical system. Whether envisioned as a luxury home gym, entertainment lounge, workshop, or the ultimate space for the automotive enthusiast, this versatile area offers endless possibilities. Completing this exceptional home are an upgraded 200-amp electrical service, a dedicated garage subpanel, and a generator-ready hookup, providing added convenience, flexibility, and peace of mind. This remarkable Orillia residence combines designer finishes, innovative technology, and meticulous attention to detail, offering an exceptional opportunity to own a truly one-of-a-kind home.

3019 SIERRA Drive, Orillia
$1,199,000
8 Beds ⋅ 4 Baths ⋅ S13078240 MLS
The Perfect Fourplex doesn't come around very often....Until Today!! 416 Gill Street is a purpose built, all brick fourplex with four 2 Bedroom , 1 Bath apartments, all the same, approximately 860 sqft each. The property is fully tenanted with four fantastic tenants. Property provides 8 parking spaces for your tenants. The updated apartments are in fantastic condition, three with newer kitchens. All units have separately metered forced air gas furnaces, separate hydro meters and a large in unit storage closet. Sound proofing added between upper and lower apartments for peaceful living. New 25 Year Architectural Shingles in 2014 and all new windows in 2017/18. On-site Coin Laundry for tenant convenience, two washers and two gas dryers, all owned. All units also have full size appliances. New back up generator installed in 2025 that powers part of the building including hot water. Very large lot for your tenants to enjoy the yard, but could also be large enough to add additional dwelling units on property (check with City of Orillia Planning). There is lots of upside on tenant turnovers as well. A great addition to your multi-unit investment portfolio or perfect hassle free investment to get started on your Landlord journey.

416 Gill Street, Orillia
$1,179,000
7 Beds ⋅ 4 Baths ⋅ S13649236 MLS
RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nearly half an acre, positioned across from Lake Simcoe with renovated suites, strong rental potential, and neighbouring higher-end homes adding to the area's appeal. Set on an impressive 87 x 203 ft lot, 22 Olive Crescent speaks to investors, entrepreneurs, and multi-family buyers looking beyond the ordinary income property. Live in one unit, keep family close in another, and generate rental income from the remaining suites, or lease all four to capture current market value. The property offers a versatile mix of one-bedroom, three-bedroom, one-bedroom plus den, and two-bedroom suites, with only one unit below grade. Three units are currently vacant, giving the next owner control over tenant selection and market rents from day one, while three of the four suites have been extensively renovated with updated kitchens, bathrooms, flooring, trim, interior doors, and appliances. With 8 parking spaces, separate utilities except water, a common coin-operated laundry, storage, and major improvements including the roof, insulation, siding, basement waterproofing, sump pump, and ongoing landscaping enhancements, much of the heavy lifting has already been done. Minutes from Kitchener Park, beaches, boat launches, downtown Orillia, Orillia Soldiers' Memorial Hospital, schools, shops, and local parks.

22 Olive Crescent, Orillia