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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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111 ANDREW Street S: Orillia House for sale : MLS®# S13147010
111 ANDREW Street S Orillia L3V 5J3 
$299,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13147010
- Bedrooms:
- 2
- Bathrooms:
- 1
Attention contractors and handymen-don't miss this opportunity in the heart of downtown Orillia. This 2-bedroom home is ideally located within walking distance to shops, restaurants, parks, and everyday amenities.The home features a natural gas fireplace, eat-in kitchen with gas stove and double sink, a 4-piece bath with laundry on the main floor, living room, and two bedrooms. Additional highlights include 100 AMP service, a partially fenced yard, and two storage sheds (one with power).This property offers excellent potential for investors or renovators. While the home does require work, it presents a great chance to add value and make it your own. The seller is open to reviewing offers-book your showing and explore the possibilities More detailsListed by Re/Max Georgian Bay Realty Ltd- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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59 Lankin Boulevard: Orillia House for sale : MLS®# S13141866
59 Lankin Boulevard Orillia L3V 6T1
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13141866
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 59 Lankin Blvd - an exceptional waterfront property where luxury, comfort, and lifestyle come together. This stunning home has been completely renovated from top to bottom with quality craftsmanship and stylish, high-end finishes throughout, making it truly move-in ready. From the moment you step inside, you'll appreciate the bright, refreshed interior featuring new flooring throughout, elegant new lighting, quartz countertops, stainless steel appliances, upgraded patio doors, and a beautiful gas fireplace that creates a warm and inviting focal point in the living space .Designed for both everyday living and entertaining, the thoughtfully updated interior offers a seamless flow and modern feel, with every detail carefully considered. Step outside and discover your own private backyard retreat on a generous lot backing onto the water. Enjoy summer evenings on the spacious deck, perfect for entertaining family and friends, or head down to the new all-season dock, ready for your outdoor toys and waterfront adventures. A rare opportunity to own a beautifully finished home with direct access to the lifestyle you've been dreaming of. This rare property offers the chance to enjoy turnkey living in a beautifully renovated home with direct waterfront access - perfect as a year-round residence or weekend retreat. A true must-see for buyers looking for something special. More detailsListed by RE/MAX CROSSTOWN REALTY INC.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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408 Regent Street: Orillia House for sale : MLS®# S13142828
408 Regent Street Orillia L3V 4C9 OPEN HOUSE: May 23, 202601:00 PM - 03:00 PM EDTOpen House on Saturday, May 23, 2026 1:00PM - 3:00PM
$499,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13142828
- Bedrooms:
- 3
- Bathrooms:
- 2
AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached 2-storey home perfectly situated in the heart of Orillia, where convenience and comfort come together for effortless everyday living. Imagine morning walks along nearby trails or skating at the Brian Orser Arena, all just a short stroll from your doorstep. Everything you need is within easy reach - schools, parks, public transit, and a local shopping plaza - while Lake Couchiching and Lake Simcoe marinas, and Orillia's lively downtown filled with restaurants, shops, and entertainment await just minutes away. Inside, sunlight pours through large windows, illuminating an inviting open-concept main floor that flows beautifully from the living and dining areas into the kitchen and family room. A walkout to the private, fully fenced backyard invites you to unwind, garden, or host summer gatherings surrounded by the warmth of home. The main floor also features a full 4-piece bathroom and a convenient laundry area, while upstairs, three bright and spacious bedrooms offer a peaceful retreat complemented by another full bathroom. A flexible layout provides the option to transform the family room into a main floor primary suite, and the unfinished basement offers endless potential to design your ideal space. Complete with 200-amp electrical service and efficient forced-air heating for year-round ease, this inviting home offers the perfect balance of comfort and flexibility to grow with your lifestyle - an ideal place to settle in, make memories, and truly feel #HomeToStay. More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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197 Westmount Drive S: Orillia House for sale : MLS®# S13142914
197 Westmount Drive S Orillia L3V 6E5
$549,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13142914
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to a place that truly feels like home. This inviting property offers a warm and functional layout, perfect for growing families, multigenrational living, or just those looking to settle into a comfortable space. The main level features 2 bright bedrooms and a beautifully open kitchen, living, and dining area-ideal for everyday living and gathering with loved ones. A large bay window fills the space with natural light, while new hardwood flooring (2024) adds a timeless, cozy touch. Downstairs, the fully finished basement provides even more room to live and grow, complete with a 1 bedroom, 1 bathroom in-law suite and separate laundry. With large windows that let in plenty of natural light, the lower level feels bright and welcoming-perfect for extended family, guests, or simply extra space to enjoy. A newly installed fireplace (2022) adds an extra layer of comfort, along with updated laminate flooring (2022).Thoughtful updates throughout emphasize how well the home has been cared for. Updates include new A/C (2021), new eavestroughs (2021), and added insulation (2025) that offers peace of mind for years to come. Set on a desirable corner lot, the private backyard is a wonderful space for kids to play, family barbecues, or quiet evenings outdoors. Whether you're looking for a multi generational setup or a home that can easily function as a single family space, this property offers the flexibility to grow with you. A truly welcoming home ready for its next chapter. 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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110 Mary Street: Orillia House for sale : MLS®# S13144464
110 Mary Street Orillia L3V 3E2
$699,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13144464
- Bedrooms:
- 4
- Bathrooms:
- 3
This extensively renovated property offers a rare and versatile opportunity to enjoy a spacious single-family home with a private in-law suite, while maintaining full legal duplex and fire-code compliance. Thoughtfully updated from top to bottom between 2021 and 2022, the home showcases modern finishes and quality craftsmanship throughout. The main level features two bedrooms, a stylish eat-in kitchen, a separate dining room, a bright great room with a gas fireplace, and two contemporary 3-piece bathrooms. The upper level offers two generously sized bedrooms, a modern kitchen, a comfortable living room, and an updated bathroom, creating a fully self-contained second residence. Designed with flexibility in mind, the layout provides two completely independent living spaces-ideal for multi-generational families, owner-occupiers seeking supplemental income, or investors. Both units can be delivered vacant, with flexible arrangements available regarding current student occupants. Significant upgrades include a 200-amp electrical service with separate meters, copper wiring, updated PEX and copper plumbing, and full fire-code compliance for added safety and peace of mind. Each unit is equipped with its own furnace and central air conditioning. Additional improvements include a new 50-gallon gas hot water tank (January 2025), a newly replaced sewer line (2026), and a durable steel roof approximately 15 years old. All appliances for both units were replaced in 2022, including refrigerators, electric induction ranges, microwave fan units, and energy-efficient washer and dryer sets. Ideally located in the City of Orillia, this move-in-ready property is close to the university, hospital, shopping, and everyday amenities. Offering exceptional flexibility, comfort, and long-term value, this is a turnkey opportunity not to be missed. More detailsListed by RE/MAX RIGHT MOVE- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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307 Millard Street: Orillia House for sale : MLS®# S13145028
307 Millard Street Orillia L3V 4H2
$499,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13145028
- Bedrooms:
- 2
- Bathrooms:
- 2
MODERN UPDATES MEET CENTURY HOME CHARACTER ON A 62 X 175 FT LOT MINUTES TO BEACHES & DOWNTOWN! 307 Millard Street is giving buyers what they keep asking for, a deep in-town lot, character, updates and a location minutes from Orillia's beaches, parks and downtown. Set on a beautiful 62 x 175 ft lot with newer backyard fencing, an updated paved driveway, metal roof, multiple decks, a BBQ area & 2 sheds including one oversized shed with excellent storage or workshop potential, this well-cared-for century home delivers a backyard ready for summer dinners on the deck, weekend projects, kids, pets & the extra outdoor room buyers hope to find in town. A fireplace anchors the living room, while the separate dining room opens to the back deck for meals that can carry straight outdoors. Updated with black quartz countertops, white shaker cabinetry, updated hardware, a workstation sink, tile backsplash and pot lights, the kitchen keeps sightlines open to the living area through a pass-through window. The laundry and mudroom area adds storage cabinetry, counter space for folding and a convenient walkout to the backyard, with a powder room nearby for added practicality. Upstairs, 2 bedrooms, an updated 4-piece bathroom, a dedicated office area and a reading nook at the top of the stairs make clever use of the second level, with a barn board feature wall in the primary bedroom and a sliding barn door in the second bedroom. Under 5 minutes to the Orillia Recreation Centre, Moose Beach, Couchiching Beach Park, the Port of Orillia, waterfront trails, shops, restaurants, schools and everyday essentials, plus quick access to Highway 12, this address keeps the best parts of Orillia close without giving up that big backyard feeling. More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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28 West Street N: Orillia House for sale : MLS®# S13140550
28 West Street N Orillia L3V 5B8
$889,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13140550
- Bedrooms:
- 6
- Bathrooms:
- 3
Turnkey income opportunity in the heart of downtown Orillia. This Brand new fully renovated never live in fully Multi Use legal triplex is a rare offering for investors and Home Ownership seeking strong cash flow, low operating costs, and long-term appreciation. Each of the three self-contained units features 2 bedrooms, 1 living space, and a 3-piece bathroom, along with a separate laundry for each suite and all appliances inclusive (stove & fridge). Designed for tenant comfort and independence, every unit also benefits from separate gas and hydro meters, significantly reducing landlord expenses. Adding to its appeal, complex includes Private parking space at rear of building -a highly desirable feature in a central downtown location. Projected rental income based on current market conditions is approximately $5,600/month ($67,200 annually), delivering a strong ~5.7%-6.0% cap rate depending on purchase price. This makes the property ideal for investors looking for immediate income with upside potential. Flexible ownership options allow you to rent all three units for maximum cash flow, or live in one unit while the others offset your mortgage, making it equally attractive for owner-investors. Situated steps to Orillia's vibrant downtown core, tenants enjoy easy access to shops, restaurants, waterfront parks, and major amenities, supporting consistent rental demand and long-term stability. A clean, efficient, income-producing asset in a growing market-this is the type of property serious investors look for. More detailsListed by RIGHT AT HOME REALTY- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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2 Forest Heights Crescent: Orillia House for sale : MLS®# S13138182
2 Forest Heights Crescent Orillia L3V 8J6 OPEN HOUSE: May 23, 202611:00 AM - 02:00 PM EDTOpen House on Saturday, May 23, 2026 11:00AM - 2:00PMOPEN HOUSE: May 24, 202611:00 AM - 02:00 PM EDTOpen House on Sunday, May 24, 2026 11:00AM - 2:00PM
$786,800Residential Freehold- Status:
- Active
- MLS® Num:
- S13138182
- Bedrooms:
- 3
- Bathrooms:
- 3
** WATCH LISTING VIDEO ** Welcome to one of the largest models in this centrally located North Ward enclave, offering 1,800 + Sq ft of bright, open-concept living space on a rare 35' x 96' corner lot with all new landscaping and a side entrance to your fully fenced backyard. This stunning 3-bedroom townhome is filled with natural light and tasteful décor, featuring upgraded kitchen cabinetry, granite countertops, a powder room, and a versatile main floor flex space ideal for a dining room, office, or potential 4th bedroom. The second level offers a spacious primary suite complete with a full 5 - Piece ensuite and walk-in closet, plus two additional generous bedrooms and another full 4 - Piece bathroom. Enjoy exceptional outdoor living with a covered wraparound front porch and a sunny south-facing backyard boasting a composite deck, large covered pergola, new fencing, and excellent sun exposure, perfect for gardening or relaxing. Newly upgraded R60 blown-in insulation in Spring 2025 adds comfort and efficiency. Located in Orillia's sought-after North Ward, a quiet, friendly, and highly walkable neighborhood, just under 1KM to the Orillia Port and a short stroll to downtown shops, restaurants, schools, the YMCA, library, and Couchiching Beach Park. A rare opportunity to own a corner lot townhome with premium outdoor space in one of Orillia's most desirable neighborhoods. More detailsListed by NEST SEEKERS INTERNATIONAL REAL ESTATE- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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3 Rosemary Road: Orillia House for sale : MLS®# S13134432
3 Rosemary Road Orillia L3V 3P6
$819,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13134432
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 3 Rosemary Road, a custom built all brick bungalow in great location. This 3+1 bedroom home features an attached double car garage, fenced rear yard with gate to access backyard, patio, large deck and new storage shed with hydro. Main level offers large entrance foyer, entrance from garage, laundry room, bright eat in kitchen, dining room with fireplace, skylight, living room with large window, hardwood floors and large deck off kitchen with a view. Lower level has a walkout to patio and backyard, bedroom, family room and lots of storage. Recent upgades include new shingles, gas furnace, central air and water heater all in 2020.Located close to shopping and bus service. Must view! More detailsListed by Leatherdale Realty Ltd.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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42 Frederick Street: Orillia House for sale : MLS®# S13135202
42 Frederick Street Orillia L3V 5W7
$689,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13135202
- Bedrooms:
- 3
- Bathrooms:
- 2
Well Here It Is!!! Renovated 2 storey home with separate unit and 2 driveways.Great location 1 block west of hospital and close to downtown. Home offers large kitchen, living room and separate dining room. Upper level has 2 bedrooms and laundry room. Walkout from master bedroom to private deck for morning coffee. Upgrades in last 4 years include new siding, extensive landscaping (retaining wall and fencing), pavement, furnace, central air, water proofed walk out basement and stone work. Includes appliances, newer washer, dryer and dishwasher, window blinds and insulation. Addition could be used for professional office space, bachelor apartment and more. Unit has separate driveway and private entrance. More detailsListed by Leatherdale Realty Ltd.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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391 Grenville Avenue: Orillia House for sale : MLS®# S13132210
391 Grenville Avenue Orillia L3V 8A7
$695,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13132210
- Bedrooms:
- 3
- Bathrooms:
- 3
This fabulous, one-owner bungalow has been lovingly maintained and offers a perfect blend of comfort and style. The sun-filled front verandah welcomes you into a spacious foyer with convenient inside access from the double-car garage. The open-concept main floor features newly finished gleaming hardwood floors, a cozy gas fireplace, and a versatile portable kitchen island. Garden doors open to a deck overlooking the fenced backyard-ideal for relaxing or entertaining. The upscale kitchen is equipped with stainless steel appliances, making meal prep a joy. There are three generously sized bedrooms, including a primary suite with an ensuite bath featuring a soaker tub and heated floors. Main-floor laundry adds practicality to everyday living. The lower level offers a third bathroom, a second gas fireplace, and the potential for a wet bar or kitchenette. Insulated with framed partitions, this space is ready for your personal finishing touches. Situated in the upscale neighbourhood and backing onto scenic Grenville Park, this home combines privacy with convenience. Enjoy your back deck under a canopy of maple trees, complete with a charming gazebo-your perfect retreat after a busy day.Welcome home! More detailsListed by Sutton Group Incentive Realty Inc.- BEN ROBITAILLE
- Real Broker Ontario LTD.
- 1 (705) 2093413
- Contact by Email
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25 SKYLINE Drive: Orillia House for sale : MLS®# S13132656
25 SKYLINE Drive Orillia L3V 3V8
$599,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13132656
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 25 Skyline Dr in Orillia's desirable North Ward. This bungalow features a 3-bedroom main floor, a cozy living space filled with natural light, a galley kitchen with stainless steel appliances, and a 3-piece bathroom. The nicely finished in-law suite in the basement offers a separate entrance, spacious bedroom and living space, a clean and functional kitchen, and a 4-piece bathroom, creating possibilities for multi-family accommodation or the opportunity to offset costs with rental income.Situated on an oversized fully fenced lot with a detached single-car garage (and large storage shed), this property offers exceptional flexibility in a prime location close to schools, parks, shopping, and everyday amenities. 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 20, 2026 at 06:15 AM (UTC)