Ben Robitaille, Simcoe County Realtor®
705.535.0913
ben@bensells.ca
Royal LePage
9293 Highway 93
Midland, ON
OVERVIEW
Orillia, situated in Central Ontario, Canada, is a charming city renowned for its natural beauty, cultural richness, and recreational opportunities. Nestled between Lake Couchiching and Lake Simcoe, Orillia offers a picturesque setting that appeals to both residents and visitors seeking a blend of waterfront living and small-town charm.
The city boasts a vibrant arts and cultural scene, with galleries, theaters, and museums showcasing local talent and heritage. Orillia's downtown core exudes character with its historic buildings, quaint shops, restaurants, and cafes, inviting residents and tourists to explore and enjoy the lively atmosphere.
Nature enthusiasts are drawn to Orillia's abundance of outdoor activities, including hiking, biking, boating, fishing, and golfing. The city's proximity to lakes, parks, and trails provides ample opportunities for residents to immerse themselves in the scenic beauty of the region and enjoy various recreational pursuits year-round.
In terms of real estate, Orillia offers a diverse range of housing options catering to different preferences and budgets. The housing market includes detached single-family homes, townhouses, condominiums, and waterfront properties along the lakeshores of Lake Couchiching and Lake Simcoe.
Property values in Orillia can vary based on factors such as location, property size, proximity to amenities, and waterfront access. Waterfront properties or homes near parks and natural reserves may command premium prices due to their scenic views and recreational opportunities.
The city's real estate market tends to be more affordable compared to larger urban centers while offering a high quality of life, making it an attractive option for first-time homebuyers, families, and retirees seeking a quieter and more serene living environment.
As with any real estate transaction, prospective buyers and investors in Orillia are encouraged to work closely with local real estate professionals who have in-depth knowledge of the market trends, neighborhood dynamics, and property values. Understanding the nuances of the local housing market is crucial for making informed decisions and maximizing investment potential.
Overall, Orillia stands as a welcoming city that seamlessly combines natural beauty, cultural vibrancy, and a relaxed lifestyle, making it an appealing destination for those seeking a balanced and fulfilling living experience in Ontario, Canada.
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137-141 mississaga Street E: Orillia Commercial for sale : MLS®# S12720662
137-141 mississaga Street E Orillia L4V 1V6 
$1,088,888 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S12720662
- Major Bus.:
- Retail Store Related
- Total Area:
- 8,680 sq. ft.
Rare downtown buildings (2) for sale. Located in the prestigious second block, steps to Mariposa market and 2 blocks to the lake. Owned by same family for 60 years. Great long term tenants with no leases. Built around the turn of the century, this is a solid brick building. There are currently 3 apartments upstairs with potential for 6 to 7 apartments. The apartments have approx. 12 ft ceilings and exposed brick. There is a large garage (approx. 1000 sq ft) that also has development potential. All basements are high and dry and have outside rear entry. They could be rented for storage. There are approx. 10 parking spots(unused spots could be rented out monthly at $70.) There is a large garage approx. 1000 sq ft, with high ceilings that has development potential. If you are looking for a purchase with a tremendous upside then this building would be a welcome addition to your portfolio. Seller will consider a vtb to a suitable buyer More detailsListed by SIMCOE HILLS REAL ESTATE INC.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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661 Glen Crescent: Orillia House for sale : MLS®# S12719798
661 Glen Crescent Orillia L3V 6R2
$1,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12719798
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 661 Glen Crescent, a stunning waterfront brick bungalow perfectly positioned in the highly desirable Couchiching Point neighbourhood. Boasting 100 feet of direct Lake Couchiching waterfront, this exceptional home offers breathtaking views, spectacular sunsets, and a lifestyle that truly feels like a year-round retreat.Thoughtfully renovated throughout, this 3+2 bedroom, 3 full bath residence is completely turn-key and move-in ready, showing 10+. The open-concept living, dining, and kitchen area is ideal for both everyday living and entertaining, anchored by a cozy gas fireplace and seamless flow to the outdoors.The spacious primary suite is a private sanctuary, featuring a beautifully updated ensuite with custom shower, heated floors, and upgraded built-in cabinetry. Recent updates include windows, doors, light fixtures, appliances, and more-offering peace of mind and modern comfort.Enjoy lake life to the fullest with a newly added 3-season sunroom (2025), extensive composite decking, and professionally landscaped grounds complete with sprinkler system, bocci ball, extensive unistone walk ways and waterfront stone wall. Additional highlights include a double car garage, Generac generator, and a 400-amp updated electrical panel.Appreciate the close proximity to Orillia, highways, the Trent Severn Waterway, amenities, and everything the area has to offer-while still enjoying the tranquility of life on Lake Couchiching.This is waterfront living at its finest-an exceptional opportunity in one of Orillia's most coveted locations. More detailsListed by RE/MAX RIGHT MOVE- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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494 High Street: Orillia House for sale : MLS®# S12720370
494 High Street Orillia L3V 4X7 OPEN HOUSE: Jan 24, 202601:00 PM - 03:00 PM ESTOpen House on Saturday, January 24, 2026 1:00PM - 3:00PM
$499,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12720370
- Bedrooms:
- 3
- Bathrooms:
- 1
Welcome home! 494 High St offers a total over 1,400 sqft of finished living space with a warm, inviting layout that's perfect for everyday living. The main floor features a cozy living room with a fireplace, an eat in kitchen, and sliding doors that lead out to a huge fully fenced backyard with tons of space to relax, garden, or entertain. You'll also find a bedroom and bathroom on the main level, offering added convenience and flexibility.Upstairs, two additional bedrooms provide great space for family or guess. The lower level adds even more finished living area along with ample storage space, making it easy to stay organized and spread out. A great opportunity for buyers looking for a home with space inside and out. More detailsListed by RE/MAX RIGHT MOVE- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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311 90 Orchard Point: Orillia Condo Apartment for sale : MLS®# S12720848
311 90 Orchard Point Orillia L3V 8K4
$749,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- S12720848
- Bedrooms:
- 2
- Bathrooms:
- 2
Enjoy easy lakeside living in this beautiful 1+den, 2-bathroom condo with unobstructed views of Lake Simcoe. Enjoy barbecuing or a fire table on your own spacious balcony with gas hookup. The windows fill the space with natural light and showcase stunning sunsets over the water, something you'll never get tired of.The open-concept layout feels comfortable and welcoming, with a flexible den that works well as a home office, guest space, or quiet retreat. Two full bathrooms (1 ensuite) add everyday convenience, and in-suite laundry makes daily living effortless.The building offers a fantastic range of amenities, including a fitness centre, outdoor pool and hot tub, indoor sauna, movie room, library, games/pool room, and a party and event space complete with a communal kitchen that's perfect for hosting large gatherings. The rooftop terrace is a true highlight, offering beautiful views of the lake and the perfect spot to relax or enjoy an evening sunset. Located just minutes from downtown Orillia, you're close to local shops, restaurants, and cafes, with nearby parks, walking and cycling trails to enjoy year-round. The condo also includes an underground parking spot and a storage locker, and visitor parking adding extra convenience and peace of mind. Optional boat slip rental available. Whether you're downsizing, ready for low maintenance living or wanting a cottage getaway, this is truly a wonderful opportunity to enjoy waterfront views, great amenities, and a resort-style living close to everything Orillia has to offer. More detailsListed by Royal LePage Quest- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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251 Lucy Lane: Orillia House for sale : MLS®# S12721424
251 Lucy Lane Orillia L3V 0G3 OPEN HOUSE: Jan 24, 202610:30 AM - 12:30 PM ESTOpen House on Saturday, January 24, 2026 10:30AM - 12:30PM
$639,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12721424
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to effortless, modern living in this beautifully maintained 2018-built, one-owner home, designed for comfort, style, and ease. Offering just over 1,300 sqft of finished living space, this thoughtfully upgraded home is ideal for anyone seeking one-level living - perfect for retirees, down-sizers, or anyone happily done with stairs. Step inside to discover wide plank flooring, upgraded light fixtures, and pot lights throughout, creating a bright and inviting atmosphere. The kitchen is a standout, featuring upgraded cabinetry and appliances, making everyday living and entertaining a pleasure. Enjoy seamless indoor-outdoor living with a sliding door walkout to an impressive back deck, complete with enhanced privacy screening, upgraded fencing, and a natural gas BBQ hookup - perfect for relaxing evenings or hosting friends and family.Stylish, low-maintenance, and move-in ready, this home delivers modern convenience with timeless appeal. A rare opportunity to enjoy easy access living without compromising on quality or design-this is one you won't want to miss. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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19 South Street: Orillia House for sale : MLS®# S12721560
19 South Street Orillia L3V 3T1
$849,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12721560
- Bedrooms:
- 3
- Bathrooms:
- 3
Excellent investment opportunity in a highly sought-after Orillia neighbourhood. This well-maintained legal triplex offers immediate rental income along with future upside, including approved plans for a fourth unit with construction already underway. The upper level features two large, bright one-bedroom units, each with independant laundry capability, freshly painted interiors, updated flooring, and modern bathrooms. Both are vacant and move-in ready, ideal for optimizing rental strategy or owner occupancy. The main floor includes a third one-bedroom unit, currently occupied by a reliable long-term tenant at market rent, as well as a large storage area that is roughed-in and presents clear potential for conversion into a fourth unit (see attached plans). A full utility room adds further functionality. Additional highlights include an outbuilding for storage or future use, three separate hydro meters, private entrances, dedicated parking for each unit, updated vinyl windows, and a prime location close to shopping, transit, the hospital, and parks. Whether expanding an existing portfolio or entering the investment market, this property represents a versatile, income-producing asset in a strong and stable rental area. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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19 South Street: Orillia Commercial for sale : MLS®# S12721580
19 South Street Orillia L3V 3T1
$849,900 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S12721580
- Major Bus.:
- Apts - 2 To 5 Units
- Total Area:
- 3,243 sq. ft.
Well-positioned income-producing asset located in a desirable Orillia neighbourhood. This legal triplex offers stable cash flow with value-add potential, including approved plans for a fourth residential unit with construction already initiated. The property comprises three self-contained one-bedroom units. Two upper-level units are vacant, recently updated with fresh paint, new flooring, and modernized bathrooms, providing immediate opportunity to establish market rents or accommodate owner occupancy. The main-floor unit is currently leased to a long-term tenant at market rent. A substantial storage area is fully roughed-in and designed for conversion to a fourth unit (refer to attached plans), enhancing future revenue potential. A dedicated utility room supports efficient building operations. Additional features include three separate hydro meters, private unit entrances, on-site parking for each unit, updated vinyl windows, and an ancillary outbuilding suitable for storage or potential future use. The property benefits from strong locational fundamentals with proximity to transit, hospital, retail, and parks, supporting consistent rental demand.An attractive opportunity for investors seeking a scalable multi-residential asset with both immediate income and clear upside in a high-demand rental market. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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81 Lightfoot Drive: Orillia House for sale : MLS®# S12715704
81 Lightfoot Drive Orillia L3V 7L8
$1,228,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12715704
- Bedrooms:
- 3
- Bathrooms:
- 3
Prime location end unit with wrap around balcony. Direct views of the lake and parkland as well as city views from the wrap around. This brand new townhouse features an extra wide double garage leaving plenty of space for a workshop as well as enough room to park on the driveway out back. The ground floor bedroom and bathroom offers a much appreciated versatility. The second floor features an open concept kitchen/dining room with access to the wrap around balcony. There's plenty of natural light in the large living room with windows on the south and west side. The third floor is home to two bedrooms with ensuites and closets, one of which is a walk in. You'll also find a spacious terrace with lake views on the third floor. More detailsListed by Century 21 B.J. Roth Realty Ltd.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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148 Dunedin Street: Orillia House for sale : MLS®# S12711644
148 Dunedin Street Orillia L3V 5T7
$899,999Residential Freehold- Status:
- Active
- MLS® Num:
- S12711644
- Bedrooms:
- 3
- Bathrooms:
- 3
Turnkey bungalow-style triplex in central Orillia offering strong cash flow and flexibility. Two units recently renovated with significant investment, providing modern finishes and low near-term maintenance. Two units currently rented, generating immediate income. Third unit is vacant and market-ready, with projected rent of $2,300/month, ideal for setting market rent or owner occupancy. List price of $899,999 supports a high cap rate, making this an excellent opportunity for investors or first-time buyers looking to live in one unit while renting the others to offset mortgage costs. Features include separate entrances to all units, private parking, and a durable metal roof. Conveniently located near downtown, hospital, shopping, and amenities. A rare chance to secure a solid income property with upside in a growing market. More detailsListed by CITYSCAPE REAL ESTATE LTD.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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105 Matchedash Street S: Orillia House for sale : MLS®# S12712254
105 Matchedash Street S Orillia L3V 4W9
$349,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12712254
Top 5 Reasons You Will Love This Property: 1) Situated on a 65'x105' corner lot at Matchedash Street South and Western Avenue, this property offers outstanding visibility, access, and design flexibility, making it highly desirable for development and allowing for improved layouts, additional entrances, and stronger long-term value 2) The recent R3I residential intensification zoning unlocks significant development potential, whether you're envisioning a 4-plex, 6-plex, townhouses, an apartment dwelling, or live/work units, supporting density that can drive stronger returns 3) This incredibly versatile land permits a wide range of uses, including group homes, retirement residences, bed and breakfasts, child care centres, places of worship, business uses, and more, subject to approval 4) Zoning is already in place, significantly reducing entitlement risk and approval timelines, allowing you to move forward with confidence, clarity, and speed while saving time and money prior to construction 5) With demand for housing, mixed-use spaces, and community-focused developments continuing to rise, this site offers both immediate and long-term upside, with exceptional potential that adapts to changing market needs. More detailsListed by FARIS TEAM REAL ESTATE BROKERAGE- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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67 Simcoe Street: Orillia House for sale : MLS®# S12712910
67 Simcoe Street Orillia L3V 1G5 OPEN HOUSE: Jan 24, 202601:00 PM - 03:00 PM ESTOpen House on Saturday, January 24, 2026 1:00PM - 3:00PM
$499,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12712910
- Bedrooms:
- 2
- Bathrooms:
- 1
Well Maintained 2 Bedroom Bungalow With Many Upgrades Completed Throughout, Nestled On Deep 1/4 Acre Lot With 16 x 32 Ft Inground Pool In The Growing Community Of Orillia! Inside Boasts Open Concept Layout With Over 1,700 SqFt Of Total Available Living Space! Living Room With Large Window Overlooking Front Yard & New Laminate Flooring! Formal Dining Room Is Perfectly Positioned Between Living Room & Kitchen. Spacious Kitchen With Wood Cabinets, Modern Backsplash, & All New Stainless Steel Appliances, Including Fridge With Water Hook-Up! Huge Primary Bedroom Features Laminate Flooring, Upgraded Closet (2025), & Walk-Out To Backyard Deck! 2nd Bedroom With Laminate Flooring, Closet, & Large Window Overlooking Backyard. Unfinished Basement Is Unfinished Awaiting Your Personal Touches! Plus Separate Entrance Creating In-Law Suite Potential! Massive Backyard Is An Entertainers Dream With Inground Pool With New Liner (2018), Wood Deck (2018), & New Hot Tub (2022)! Plus Tons Of Privacy With New Fence (2018) & Garden Shed Perfect For Extra Storage! Recent Upgrades Include: Furnace (2023), A/C (2023), Owned Water Heater (2023), Steel Roof (2017), All New Appliances (2023), New Updated 100AMP Electrical Panel (2022)! Perfect Turn-Key Home Ready For New Memories To Be Made! Large 5 Car Driveway Has Ample Parking For Everyone! Nestled In Prime Location Just Minutes To Grocery Stores, Rec Centres, Multiple Golf Courses, Schools, Shopping, Restaurants, & Highway 12! More detailsListed by RE/MAX HALLMARK CHAY REALTY- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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27 Simcoe Street: Orillia House for sale : MLS®# S12713688
27 Simcoe Street Orillia L3V 1G5
$449,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12713688
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to 27 Simcoe Street! This well-maintained bungalow is ideally suited for first-time buyers, investors or those looking to downsize. This home features an oversized, fully fenced backyard complete with a wraparound deck and a workshop, offering plenty of space for hobbies, storage, and toys. Inside, the open-concept kitchen and dining area is bright and inviting, with ample cabinetry, updated countertops, and an abundance of natural light. The spacious, sun-filled living room offers a walkout to the charming front porch, perfect for relaxing outdoors. The main floor is completed by a comfortable bedroom and a four-piece bathroom. The finished basement adds even more living space, featuring new upgraded flooring throughout, new gas fireplace, new sump pump, three-piece bathroom, second bedroom, and generous storage. Ideally located with easy access to Highway 12 and just a short walk to Orillia's beautiful waterfront, vibrant downtown, parks, schools, and the rec centre, this home offers both comfort and convenience. A fantastic opportunity to get into the market, build equity, and enjoy a prime Orillia location! More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
Data was last updated January 23, 2026 at 03:15 AM (UTC)
Location
9293 Highway 93
Midland, ON, L4R 4K4