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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67 Wyn Wood Lane: Orillia House for sale : MLS®# S13075484
67 Wyn Wood Lane Orillia L3V 8P7 
$989,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13075484
- Bedrooms:
- 3
- Bathrooms:
- 3
Life by the lake! Stunning corner unit freehold townhome in the heart of Downtown Orillia literally STEPS to the beautiful LAKE! This 3 Bedroom home boasts over 2000sqft of luxury living space! Enjoy gorgeous lake views from your massive Rooftop Terrace designed for entertaining and extended outdoor living! Huge open concept Family/Rec room on Ground floor complete with dedicated Laundry room with side by side machines, access to the single car garage and and an inviting foyer. Step up to the second floor to reveal the heart of this home, the living/dining room and upgraded kitchen. This dining area offers ample space for large gatherings around the table. The kitchen features Quartz counters, modern backsplash, quality appliances, and B/I Bar fridge in the huge centre island with breakfast seating. W/O to another quaint deck overlooking the front of the home from this open floor plan. The third floor consists of 3 bedrooms and 2 full bathrooms, including a generous sized primary bedroom with 3PC upgraded ensuite, a Large W/I closet and walk-out to your own private deck/balcony. Parking for 2 cars. Fully maintained grounds year round including snow removal and grass cutting of common areas. Amazing location steps to all parks, trails, lake, marina, local shops, restaurants and big box stores. More detailsListed by RE/MAX ALL-STARS REALTY INC.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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263 Canice Street: Orillia House for sale : MLS®# S13075776
263 Canice Street Orillia L3V 4J4
$2,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13075776
- Bedrooms:
- 12
- Bathrooms:
- 12
Well-maintained 12-unit apartment building featuring a desirable unit mix of five 2-bedroom units, six 1-bedroom units, and one studio. The property is fully occupied with quality, long-standing tenants, providing stable and consistent income. Nearly all units have been renovated in recent years, offering modernized interiors that appeal to today's renters. Additional amenities include on-site laundry facilities and 12 dedicated parking spaces for tenant convenience. This turnkey investment opportunity offers strong cash flow with minimal immediate capital requirements-an excellent addition to any investment portfolio. More detailsListed by GRANGE HALL REALTY INC.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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5 Michelle Drive: Orillia House for sale : MLS®# S13073762
5 Michelle Drive Orillia L3V 0B3
$575,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13073762
- Bedrooms:
- 3
- Bathrooms:
- 3
Super Well-Maintained Freehold Townhome Offering Stylish Comfort And Functional Living! Step Inside To A Bright Open-Concept Main Floor Designed For Both Everyday Living And Entertaining. The Beautifully Updated Kitchen (2023) Features Modern Finishes, Stainless Steel Appliances, And A Quartz Countertop - Truly The Heart Of The Home. The Upper Level Boasts 3 Spacious Bedrooms And A Well-Appointed Main Bathroom. A Finished Basement Expands Your Living Area With A Rec Room, Dedicated Laundry Space, And A Convenient Third Bathroom With Shower - Perfect ForGuests, A Home Office, Or Growing Families. Enjoy Outdoor Living In Your Quaint, Fully Fenced Backyard Complete With A Deck And Storage Shed - Ideal For Summer Relaxation And Entertaining. Major Updates Deliver Peace Of Mind Including Roof (2022), Windows (2025), Roof Insulation (2025), And A Full Home Refresh In 2025. Pride Of Ownership Is Evident Throughout This Move-In Ready Home. More detailsListed by RIGHT AT HOME REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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56 Wyn Wood Lane: Orillia House for sale : MLS®# S13074974
56 Wyn Wood Lane Orillia L3V 8P7
$555,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13074974
- Bedrooms:
- 2
- Bathrooms:
- 3
NEW CONSTRUCTION! BENEFIT FROM THE HST REBATE! Full Tarion New Home Warranty!! Lakeside community in Orillia, equipped with a PRIVATE Rooftop Terrace! Be the first one to call this unit, home! Experience the pinnacle of modern living in this brand-new, exquisitely designed home in the heart of Orillia, just moments from the sparkling waters of Lake Couchiching. This 2 Bedroom, 2.5 Bathroom home offers an elegant open-concept living and dining area, with an abundance of natural light- perfect for hosting gatherings or unwinding after a long day. On the ground level you will find a second living space (rec room), a Laundry room, and a bright and open foyer, with access to the garage. The second floor features the open concept living space, along with the kitchen, dining & powder room. Making your way to the third level is where you will find two bedrooms, main bathroom & ensuite bathroom. Last (but certainly not least), the fourth floor offers access to the beautiful, and private roof top terrace. This home is located a short walk to the vibrant downtown core of Orillia. Discover unique boutiques, art galleries, diverse dining options, a historic opera house, and a lively farmers' market. This is more than just a home; its a lifestyle. Clubhouse is under construction, nearing completion. Property tax: Property has not been assessed. However neighboring taxes from recent sales are as follows: 158 Elgin street was noted as 3,583.00 in 2025 & 31 Wyn Wood was noted as $3,460.00 in 2025. More detailsListed by Royal LePage RCR Realty- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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3032 Monarch Drive: Orillia House for sale : MLS®# S13068354
3032 Monarch Drive Orillia L3V 8K3
$979,998Residential Freehold- Status:
- Active
- MLS® Num:
- S13068354
- Bedrooms:
- 4
- Bathrooms:
- 4
Where Your Family's Next Chapter Begins! 4 Bedrooms, Endless Storage & a Pool-Sized Backyard. Made for Families.This beautiful Royal Amber model on a premium corner lot was designed with growing families in mind. Bright and spacious, every room, even the bathrooms & laundry have windows that fill the home with natural light. From the moment you step into the grand, cathedral-ceiling foyer, you'll feel the openness & warmth. With over $200,000 in builder upgrades, this home blends comfort, function & family-friendly living. 4 generous bedrooms-each with ensuite privileges (no more bathroom line-ups!) Primary retreat with TWO walk-in closets & spa-inspired ensuite. Second oversized bedroom with walk-in closet both fit king-sized beds. Main-floor office/den for working from home or kids study space. Full laundry room with commercial sized washer/dryer, cabinets & linen closet. Smart storage everywhere: mudroom, pantry, double closets, garage loft storage. The heart of the home is the open-concept kitchen & great room, perfect for family meals & celebrations. Enjoy quartz counters, pot lights, a one-touch faucet, and a built-in boiling water tap. The massive basement with cold cellar gives you endless possibilities for a playroom, gym, or rec room.Step outside to a backyard built for fun and relaxation: Pool-sized yard with forest views, plenty of room for kids to play. Double gate access for boat, trailer, or family gear. Stamped concrete patio, raised stone garden, recessed soffit lighting. Extras:200 amp panel, central vac, heated and insulated garage, garage door openers, BBQ gas line, HRV, rough-in security system & shed, Ring Camera plus 2 additional solar powered surveillance cameras, bidet in power room. This is more than a house, it's a place for your family to grow, play, and make memories for years to come. Too many upgrades and extra details to list, you must come see it to experience it yourself. You won't want to miss this one! More detailsListed by REAL BROKER ONTARIO LTD.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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3105 Monarch Drive: Orillia House for sale : MLS®# S13068682
3105 Monarch Drive Orillia L3V 8K3
$774,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13068682
- Bedrooms:
- 4
- Bathrooms:
- 4
With over 2500 finished square feet, this perfectly maintained 4-bedroom bungalow with 3.5 bathrooms and walkout basement offers the perfect blend of comfort, functionality, and versatility. Designed for easy one-level living, the main floor features a laundry area and provides direct access from both the covered front entry and 2-car garage with minimal stairs. This spotless, pet-free home has been lovingly cared for and is move-in ready. The updated kitchen (2020) showcases quartz countertops, timeless white cabinetry, and a breakfast bar ideal for casual dining. Beneath the plush carpeting and floating flooring in the kitchen and dining room lies continuous hardwood throughout the main level, with a glimpse of its beauty showcased in the third bedroom. The primary suite features a walk-in closet and private ensuite, while bedrooms two and three are connected by a unique and private Jack-and-Jill 4-piece bathroom. A hardwood staircase leads to the finished lower level, complete with an Acorn stairlift for added accessibility. The bright walkout basement features large windows, two separate entrances, and its own laundry room. It includes a finished 1-bedroom in-law suite with a modern kitchen featuring stainless steel appliances and granite countertops, a cozy gas fireplace in the living room, durable vinyl plank flooring, and a spacious layout perfect for extended family or rental potential. Additional conveniences include an HRV system, water softener, whole-home humidifier, and R/O water filtration system in the upstairs kitchen. Outside, the all-brick exterior enhances curb appeal, while the backyard provides privacy with premium vinyl fencing and a raised deck complete with an electric awning. This property is perfectly placed with easy commuter access to Hwy 11 and close to Orillia's best shopping. With quality finishes and pride of ownership throughout, this beloved home is sure to be an exceptional opportunity for the most discernible buyer. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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32 Matchedash Street N: Orillia Commercial for sale : MLS®# S13069614
32 Matchedash Street N Orillia L3V 4T5
$1,500,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13069614
- Total Area:
- 6,700 sq. ft.
CASH FLOW FROM DAY 1: Here is your chance to add a Freehold, Mixed Use, Multiplex to your portfolio. Located just minutes from Orillia's Growing, Vibrant Waterfront, this well maintained, HANDS OFF INVESTMENT property with LOW ANNUAL EXPENSES, features FIVE INCOME PRODUCING UNITS with long term, stable tenants, making it the perfect addition or start to an investment portfolio. Unit Details - SUITE 101: Main Level Commercial unit, Tenanted by Salon - SUITE 102: Main Level Commercial Unit, Tenanted by Law Office - UNIT A: Second Level Residential Unit, 3 Bedrooms, 1 Bathroom - UNIT B: Lower Level Residential Unit, 2 Bedroom, 1 Bathroom, Tenanted by same Law Office - UNIT C: Lower Level Residential Unit, 1 Bedroom, 1 Bathroom - Possibility to subdivide a commercial unit into a 6th unit. Additionally, the property features a Newly Paved Parking Lot (2023) with 15 parking spaces, and over $100,000 worth of upgrades and updates since 2022, including a renovation in Suite 102, Unit B, and Unit C (2025). This property stands out from the rest with its strong tenant mix with long term, reliable occupants, future development options, ideal location just seconds from the waterfront, staple amenities and stores. This is a rare opportunity to purchase a cash flow positive investment early into the gentrification and growth of an established city. More detailsListed by RIGHT AT HOME REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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155 ATHERLEY Road: Orillia House for sale : MLS®# S13071864
155 ATHERLEY Road Orillia L3V 1N5
$564,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13071864
- Bedrooms:
- 5
- Bathrooms:
- 2
Welcome to 155 Atherley Road in Orillia - an excellent opportunity for investors, first time buyers, or those looking for future development potential. This versatile property features two self-contained apartments, offering flexibility for a variety of living and income-generating arrangements. The upper unit includes 3 bedrooms, while the lower unit offers 2 spacious bedrooms-ideal for extended family living or rental income. The home has been recently painted throughout and shows exceptionally well, making it move-in ready. Additional updates include new flooring, countertops, light fixtures and more. With the property currently vacant, buyers have the rare advantage of setting their own rents or occupancy plans from day one. Projected rental income is strong, with estimates of approximately $2,100/month for the upper unit and $1,750/month for the lower unit. Whether you choose to live in one unit and rent the other, lease both units as a full investment property, or explore future redevelopment options, the possibilities here are substantial. An added highlight is the potential to create a separate entrance off Millard Street, which may allow for a duplex or 4-plex as per city zoning - further enhancing the property's income potential and long-term value (subject to municipal approvals). Located in a desirable area of Orillia close to amenities, parks, and walking distance to Tudhope Park on Couchiching Lake, this property is a smart addition to any real estate portfolio or a flexible option for homeowners seeking supplemental income. NOTE for builders: the property beside this one is also for sale. Buying both would allow for even more options for its use! More detailsListed by SUTTON GROUP INCENTIVE REALTY INC.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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68 Quinn Avenue: Orillia House for sale : MLS®# S13061396
68 Quinn Avenue Orillia L3V 3H5
$549,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13061396
- Bedrooms:
- 3
- Bathrooms:
- 2
Some homes just feel right the moment you pull up! This spotless raised bungalow is one of them. Tucked on a beautifully treed 60 by 140 lot, the covered front porch and single-car garage with inside entry set a welcoming tone before you even step inside. The main floor offers hardwood throughout, a sun-filled living room, a well-appointed kitchen, three bedrooms, and a full bathroom. Downstairs, a spacious family room, two-piece bath, laundry, and a mudroom hallway with ample storage make everyday living easy. The fully fenced backyard is built for connection, whether that's a backyard dinner, a game of catch, or simply unwinding at the end of the day. Walkable to parks, schools, and amenities. A genuinely lovely place to call home. More detailsListed by RE/MAX RIGHT MOVE- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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14 Elgin Street: Orillia Commercial for sale : MLS®# S13062022
14 Elgin Street Orillia L3V 1R9
$2,299,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13062022
- Major Bus.:
- Apts - 6 To 12 Units
- Total Area:
- 5,242 sq. ft.
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. More detailsListed by GRANGE HALL REALTY INC.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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247 West Street N: Orillia Commercial for sale : MLS®# S13062896
247 West Street N Orillia L3V 5C9
$129,999 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13062896
- Major Bus.:
- Restaurant
- Total Area:
- 900 sq. ft.
Golden Girl is built as a simple takeout and delivery model with strong online ordering, and that it's an established brand from Barrie with a loyal following. Golden Girl is a turnkey fast-casual takeout and delivery concept specializing in crispy chicken tenders, wings, fries, and bobas. Built around a simple and efficient operating model with strong online ordering and delivery, Golden Girl has developed a loyal following in Barrie. With a growing reputation for quality and convenience, this golden opportunity is well suited for an owner-operator looking to run a neighbourhood food business using an established brand and operating system. Here's your chance to operate one of the most talked-about chicken spots in Simcoe County. Seller is willing to do VTB if it's qualified purchaser. More detailsListed by KELLER WILLIAMS EXPERIENCE REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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57 Nottawasaga Street: Orillia Commercial for sale : MLS®# S13063376
57 Nottawasaga Street Orillia L3V 3J5
$485,900 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S13063376
- Total Area:
- 1,793 sq. ft.
Position your business or investment for success at 57 Nottawasaga Street, a standout mixed-use opportunity in the centre of downtown Orillia. Ready for occupancy, this versatile property offers exceptional flexibility for entrepreneurs, investors, or owner-operators seeking a high-exposure location with character and functionality. The main level features ample commercial space with two separate storefront entrances, excellent visibility, strong foot traffic, a 4-piece washroom, and ample on-site parking for 10+ vehicles - a rare advantage in the downtown core! The layout lends itself to a variety of uses including retail, professional services, creative studios, wellness space, boutique office, or live/work concepts. A private exterior entrance leads to the upper-level residential suite, offering a bright living space with one bedroom and a full 4-piece bath. Ideal as a rental unit, staff accommodation, or personal residence for an owner-operator. The basement level provides additional utility with laundry and generous storage space. Extensive updates have already been completed, including a forced-air gas furnace, upgraded 200-amp electrical service, newer roof, and updated windows throughout much of the building - combining modern reliability with the property's nostalgic character and vintage-inspired appeal. Brimming with personality and future potential, this property is perfectly suited for buyers looking to establish a distinctive presence in a thriving downtown setting. Conveniently located within walking distance to shops, restaurants, the waterfront, library, recreation centre, and other local amenities, this is a rare opportunity to own a highly adaptable property in one of Orillia's most walkable and dynamic locations! More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
Data was last updated May 3, 2026 at 09:15 PM (UTC)