Orillia Real Estate | Orillia Properties between $1,500,000 and $2,000,000 for Sale

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

$1,999,999

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

$1,525,000

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

$1,549,900

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

$1,988,000

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

$1,650,000

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

$1,600,000

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

Orillia Properties between $1,500,000 and $2,000,000 for Sale

Newest Orillia Properties between $1,500,000 and $2,000,000 for Sale

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