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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177 Shannon Street in Simcoe: Orillia House for sale : MLS®# S12280580
177 Shannon Street Simcoe L3V 7B6 
$777,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12280580
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 117 Shannon Street in Orillia's sought-after lakeside community! This bright, raised bungalow features a modern open-concept main floor with an eat-in kitchen, 3 spacious bedrooms, an updated fireplace wall, and a full bath. The fully finished walkout basement offers a 4th bedroom, renovated bathroom, large laundry/storage room, and a rec room with backyard access ideal for in-law potential. Enjoy a private patio under the deck, perfect for entertaining. Just minutes to Lake Simcoe and all amenities, move in and enjoy! More detailsListed by RIGHT AT HOME REALTY- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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377 Homewood Avenue in Simcoe: Orillia House for sale : MLS®# S12279522
377 Homewood Avenue Simcoe L3V 3K9 OPEN HOUSE: Jul 12, 202511:00 AM - 01:00 PM EDTOpen House on Saturday, July 12, 2025 11:00AM - 1:00PMOPEN HOUSE: Jul 13, 202511:00 AM - 01:00 PM EDTOpen House on Sunday, July 13, 2025 11:00AM - 1:00PM
$399,999Residential Freehold- Status:
- Active
- MLS® Num:
- S12279522
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to this versatile and well-located home offering 1+1 bedrooms, 1 bathroom, and a separate entrance to the basement ideal for investors, renovators, or first-time buyers looking to create value. Originally a 2+1 bedroom layout, the home can easily be converted back, offering flexibility for families or income potential. Set on a fantastic lot on a desirable street, the property features mature surroundings and convenient access to transit, shopping, and other amenities. The basement provides excellent potential for an in-law suite, duplex, or additional living space. A great opportunity to renovate, expand, or invest. Roof 2020 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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275 Barrie Road in Simcoe: Orillia House for sale : MLS®# S12279899
275 Barrie Road Simcoe L3V 2R4
$975,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12279899
- Bedrooms:
- 3
- Bathrooms:
- 3
Uncover the enchanting allure of one of Orillia's most sought-after neighbourhoods, where charm and beauty converge! This breathtaking all-brick Victorian masterpiece is perfectly nestled on a remarkably expansive lot, offering an impressive blend of width and depth that is truly rare. The property boasts a generously spacious double garage, complemented by a wide driveway that comfortably accommodates up to six vehicles, making it ideal for families and guests alike. As you step inside, prepare to be captivated by the three generously sized bedrooms located on the upper level, each providing an abundance of space for family members and visitors to feel at home in this enchanting Victorian haven. The residence also features three elegantly appointed bathrooms, along with a stunning walkout basement that has been thoughtfully designed for both entertaining guests and enjoying peaceful relaxation. For those with a passion for gardening, the property boasts a delightful garden area, ideally suited for cultivating your very own vegetables and flowers, allowing you to embrace the joys of outdoor living and self-sustainability. This exceptional home truly offers a unique lifestyle opportunity in an idyllic setting! More detailsListed by LUXUO REAL ESTATE LTD- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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22 Olive Crescent in Simcoe: Orillia House for sale : MLS®# S12280070
22 Olive Crescent Simcoe L3V 1G1
$1,310,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12280070
- Bedrooms:
- 7
- Bathrooms:
- 4
Mere Posting. This is a large legal 4plex. Apt 1-1bdrm, apt2-3bdrm, apt3-1bdrm, apt4-2bdrm, plus coin operated laundry room and storage space. Apt 2 & 3 are setup to be combined into one large family with 4 bedrooms, 2 living rooms , 2 bathrooms , large open concept kitchen and has its own front entrance. This still leaves 2 apartments to rent out to pay the mortgage or maybe use it as a multigenerational home with parents or grandparents having their own place. So many configurations to work with. Huge backyard to allow the family to play that has 3of4 units completely renovated (TBF July 31) with all NEW interior doors, flooring, trim, bathrooms, kitchen and appliances. It is located across the road from Multi -million dollar lake front homes with Kitchener park located 400ft away with a beach area and boat launch access. It's on a huge lot 0.4 Acre that can possibility accommodate building another residence (garden suite) in backyard, with new owner getting proper approvals. New roof , insulation and siding 2015. Buyers or agents to confirm all measurements. More detailsListed by Enas Awad- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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in Simcoe: Orillia House for sale : MLS®# S12280476
$599,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12280476
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this charming, raised bungalow located in Orillia's sought after West Ridge community. Thoughtfully updated and well cared for, this home offers the perfect blend of comfort, flexibility and convenience ideal for first time buyers, downsizers or investors. Step inside to a welcoming open-concept layout that connects the tiled entryway to the livingroom, dining area and kitchen. Flooded with natural light from the from oversized windows, the main level feels airy and bright, while treed front yard offers a sense of privacy and seclusion. New stonework added to the front entrance in 2025, adding stunning curb appeal and giving an inviting first impression. Inside, you'll find hardwood flooring, updated paint and fresh blinds throughout, enhancing the home's clean contemporary feel. The main floor features 2 generous bedrooms and 2 full bathrooms, including a spacious primary suite complete with an accent wall, ensuite bath, and direct walkout to the backyard.Step outside onto the newly built deck (2025), perfect for outdoor dining and summer BBQ's. The backyard is fully fenced and includes a lower patio and firepit. The fully finished lower level offers incredible flexibility, with a third bedroom, a third full bathroom, home office and a large living area. With direct access to the garage and driveway, this space has excellent potential to be used as an in-law suite or private guest area. Additionally updates include a new shingles (2016), newer owned hot water tank, a fenced yard (2020), newer stove stove and dishwasher and easy care finishes throughout. Parking for 3 vehicles and a convenient walk-in entrance from the garage into the lower level add to the home's functionality.Located within walking distance to parks, schools, Lakehead University, recreational centre, shopping, restaurants and public transit. More detailsListed by Leatherdale Realty Ltd.- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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3133 Monarch Drive in Simcoe: Orillia House for sale : MLS®# S12278050
3133 Monarch Drive Simcoe L3V 7X1
$929,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12278050
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 3133 Monarch Drive, a beautifully upgraded bungalow in Orillias highly sought-after Westridge community. This 3-bedroom, 3-bathroom home offers elegant design, thoughtful features, and a backyard oasis that feels like your own private spa retreat.Step inside to discover a bright and spacious main floor with quartz countertops, heated kitchen and bathroom floors, crown moulding, and 7-inch baseboards. The open-concept kitchen, dining, and living areas make entertaining a breeze, while the private primary suite offers a walk-in closet and luxurious ensuite.The mudrooms built-in pet washing station is a practical and stylish featureperfect for rinsing muddy paws or boots before stepping inside.Downstairs, the partially finished walk-out basement offers incredible potential. With water lines roughed in for a kitchen or wet bar, and a French door walk-out to the covered deck, the space invites endless possibilities: create an entertainment hub, additional bedrooms, or even explore the option of an in-law suite or secondary unit (buyer to perform their own due diligence and confirm any such use with the City of Orillia).Step directly into your backyard escape and experience the ultimate Nordic thermal circuit with a wood-burning sauna, soothing hot tub, and cold plunge bucket. Relax, rejuvenate, and embrace the spa-inspired lifestyle without ever leaving home.Located just minutes from Costco, West Ridge Place shopping, scenic trails, Orillias waterfront, Lakehead University, and Highway 11, this home offers the perfect balance of tranquility and convenience. More detailsListed by eXp Realty- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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31 580 West Street S in Simcoe: Orillia House for sale : MLS®# S12278180
31 580 West Street S Simcoe L3V 6L8
$174,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12278180
- Bedrooms:
- 3
- Bathrooms:
- 1
Welcome to Lakeside Estates (formally known as Parkside Estates). This spacious 3 bedroom, 1 bathroom mobile home is nestled in a charming community. This ideally located home is within walking distance to parks, shopping, dining and beaches. Step inside through the mudroom, perfect for keeping things neat and tidy. The kitchen is well suited for those who love to cook with its layout, counter space, updated cabinets and plenty of storage. Enjoy the bright open living room, the spacious bedrooms, and convenience of a main floor laundry room. This home features two decks where you can savour your morning coffee on the front porch and unwind in the evening in the privacy of your back porch. This is a lifestyle fit for empty nesters, retirement living or 1st time home buyers. This home and community is a must see. 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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1415 Cunningham Crescent in Simcoe: Orillia House for sale : MLS®# S12278239
1415 Cunningham Crescent Simcoe L3V 7E1
$1,199,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12278239
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 1415 Cunningham Cres in Orillia! Nestled in Orillia's desirable North Ward, this lovingly maintained 3-bedroom, 3-bathroom two-storey waterfront home offers the perfect blend of comfort, convenience, and lifestyle. Situated on a peaceful canal with direct access to Lake Couchiching, enjoy effortless boating, fishing, and water sports right from the dock in your own backyard. The main floor features a spacious sunken living room with a cozy gas fireplace and soaring vaulted ceilings, creating a warm and inviting atmosphere, as well as an office, family room, kitchen with pantry and a large dining room. Upstairs you will find 3 bedrooms including a primary with ensuite. You'll also appreciate the space to relax on the large back deck with a pergola, and room for toys in the attached 2 car garage with inside entry, and the peace of mind that comes with a steel roof! Just steps from scenic walking trails and minutes to all amenities, with quick access to Highway 11, this home is ideal for both relaxed living and active lifestyles and could make the perfect family home or weekend retreat. Don't miss this rare opportunity to own waterfront property in one of Orillia's most sought-after neighbourhoods. More detailsListed by RIGHT AT HOME REALTY- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
-
4 Skyline Drive in Simcoe: Orillia House for sale : MLS®# S12278802
4 Skyline Drive Simcoe L3V 3V7
$275,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12278802
Great opportunity for a custom home build or investment property! This vacant building lot is located in Orillia's desirable North Ward. Measuring 59' x 126', the property is zoned R2, allowing for a variety of permitted uses, including a bed and breakfast, single detached dwelling, or two- and three-unit dwellings and conveniently located within walking distance to the city bus route, schools, shopping, and a golf course. Just a short drive to West Ridge and downtown Orillia, with easy access to Highway 11. Approximately 40 minutes to the GTA and 20 minutes to Muskoka. More detailsListed by RE/MAX RIGHT MOVE- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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230 Nottawasaga Street in Simcoe: Orillia House for sale : MLS®# S12279093
230 Nottawasaga Street Simcoe L3V 3K3
$469,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12279093
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to 230 Nottawasaga Street, a sweet little haven in the heart of Orillia that just feels like home the moment you step inside. This cozy 2-bedroom charmer is filled with warmth and personality, perfect for someone looking to start their next chapter in a space that hugs you back. Whether it's quiet mornings with a cup of coffee, weekend puttering in the yard, or simply enjoying the peace of a smaller, more manageable home, this place offers comfort and simplicity in all the right ways. Close to everything you need, but tucked away enough to feel like your own little escape it's the kind of place that makes you exhale and say, yes... this feels right. 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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155 NOTTAWASAGA Street in Simcoe: Orillia House for sale : MLS®# S12279268
155 NOTTAWASAGA Street Simcoe L3V 3J9
$649,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12279268
- Bedrooms:
- 4
- Bathrooms:
- 3
Charming Century Home in Orillia's Coveted West Village! Welcome to 155 Nottawasaga Street this home offers all of the modern features retaining the century home character, nestled in Orillia's vibrant West Village. This 4 bedroom plus office, 3-bathroom home blends timeless character with modern comfort, offering an inviting retreat just steps from downtown. Step inside to discover rich hardwood floors, high ceilings, and original architectural details that tell a story of heritage and warmth. With spacious principal rooms, a bright and airy kitchen, and plenty of room for family or guests, this home is as functional as it is full of charm. The oversized backyard is a rare find a private oasis shaded by mature trees, perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. It feels like a country retreat in the heart of the city. Location is everything, and this home delivers. You're just a short stroll to downtown restaurants, shops, and the waterfront, and mere steps from the local favourite Mark IV coffee shop the perfect spot to start your day. Whether you're looking for a forever home or a lifestyle upgrade, this property offers the best of both worlds: classic character, urban convenience, and a tranquil backyard escape. Don't miss your chance to own a piece of Orillia's history in one of its most sought-after neighbourhoods. More detailsListed by Keller Williams Experience Realty- BEN ROBITAILLE
- ROYAL LEPAGE IN TOUCH REALTY
- 1 (705) 2093413
- Contact by Email
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363 Birch Street in Simcoe: Orillia House for sale : MLS®# S12279270
363 Birch Street Simcoe L3V 2P5
$649,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12279270
- Bedrooms:
- 2
- Bathrooms:
- 2
Prime West ward location Bungalow with very few stairs, steel roof 2 +1 Bedrooms, 2 Bathrooms, Eat in kitchen, separate Dining room main floor Family room sliding door to spacious rear deck and patio, fenced deep private backyard. Finished basement with large rec room and the second bathroom . Many recent updates included flooring and paint. Perfect for entertaining. Close to schools and downtown shopping entertainment and recreation . Separate side entrance would make the home ideal for in law potential. Original floorplan was three bedrooms, third bedroom is currently used as the main floor family room but could easily be converted back to a third bedroom 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 July 12, 2025 at 12:15 AM (UTC)