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Known as the "Sunshine City," Orillia is a waterfront community offering a laid-back lifestyle. Situated between Lake Couchiching and Lake Simcoe, the town is a hotspot for boating, fishing, and waterfront dining. Popular neighborhoods like Couchiching Point and West Ridge feature a variety of homes, including cozy Bungalows, spacious Single-family homes, and modern Townhomes, ideal for families, retirees, and vacationers. Explore stylish Condos, undeveloped Land for future projects, or prime Commercial properties for business ventures. For added luxury, consider Homes with a pool or browse Just-listed properties for the latest listings. With a vibrant arts scene, excellent schools, and year-round festivals, Orillia is an excellent place to call home.

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Newest Orillia Properties for Sale

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

Opportunity to invest in Orillia's sought-after East Ward. Close to public transit, rec centre, restaurants, shopping, and 2 blocks away from all the action of the downtown, waterfront and scenic trail. Situated on a quiet family-friendly street, this spacious 40 x 128 ft. lot already has services available (the previous home on site was demolished) and offers 50% lower parking requirements due to flexible C4i zoning (allowing for townhomes, 4plex, live/work, and more). Located directly next to the recently built Orillia French townhomes and the only available downtown lot of its size next to Orillia's multi-building downtown developments. Motivated building department offering various incentives. A rare opportunity that won't last long!

58 Scott Street, Orillia

5 Beds ⋅ 3 Baths ⋅ S13147574 MLS

Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offers just under 3,000 sq ft of finished living space PLUS a rare bonus: a separately deeded building lot (approx. 60 x 110 ft, own PIN & tax roll #) included in the sale! The stunning kitchen was completely renovated in 2022 with new cupboards, quartz counters, marble floor tiles, a vented range hood, and stainless steel Bluetooth-ready appliances. Three new sliding doors lead to the newly extended deck for effortless indoor-outdoor flow. The main floor also features a formal dining room, a living room with a wood fireplace, a family room with a gas fireplace and a powder room. Upstairs, there are 3 generous bedrooms, including a primary retreat with a custom walk-in closet. A partially renovated main bath (new shower, toilet, double-sink vanity). The finished lower level adds a 4th bedroom, office/den, rec room, full 3 pc bath, and storage - perfect for guests, multi-gen living, or working from home. Outside is a true backyard oasis: multi-level deck, inground pool with new liner, and a fully fenced yard backing onto mature trees and the Orillia Millennium Trail - no direct rear neighbours! The bonus lot offers privacy, future development potential, or investment value - opportunities like this rarely come along. Close to schools, parks, shopping, restaurants, downtown Orillia, and Lake Couchiching. Luxury, lifestyle, privacy, and future potential - all in one exceptional offering.

269 Cedarmere Road, Orillia

3 Beds ⋅ 2 Baths ⋅ S13142828 MLS

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.

408 Regent Street, Orillia

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

2 Beds ⋅ 1 Baths ⋅ S13120214 MLS

Experience elevated waterfront living in this stunning 1-bedroom plus den condo with breathtaking panoramic views of Lake Simcoe. Nestled in one of South Orillia's most desirable waterfront communities, this beautifully appointed residence offers the perfect balance of luxury, comfort, and relaxed lakeside living just 90 minutes from Toronto. Inside, the bright open-concept layout features hardwood flooring, a cozy fireplace, granite countertops, stainless steel appliances, ceramic tile finishes, and a spacious den ideal for a home office or guest space. Wake up each morning to shimmering water views and step onto your expansive 25-foot private balcony with BBQ hookup, the perfect setting for morning coffee, sunset entertaining, or quiet evenings overlooking the lake. Residents enjoy an exceptional collection of resort-style amenities including 500 feet of private waterfront, outdoor pool and hot tub, rooftop terrace, party room, library, hobby room, guest suite, and convenient marina access nearby. Ideally located moments from downtown Orillia, waterfront trails, restaurants, the Orillia Opera House, Casino Rama, and year-round outdoor recreation, this rare offering delivers an effortless waterfront lifestyle ideal as a full-time residence, executive retreat, or luxurious weekend escape.

90 Orchard Point Road Unit 401, Orillia

Nestled in the heart of a serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Spanning a generous 35* acres, this property is a haven for peace, privacy, and the ultimate woodland retreat. With its diverse topography, featuring gentle slopes and mature and towering trees. Located in a sought-after area known for its natural beauty and wildlife, this property is ideal location for hunting camp or family camping trip, ensuring privacy while still being conveniently close to local amenities. Nearby towns offer quaint shopping, dining, and essential services. The surrounding region is renowned for outdoor activities, including hiking, biking, fishing, and hunting, making it a perfect base for adventure enthusiasts. There is no main access to this property, however there is access via railway. Must be bought together with LT 24 CON 12 NORTH ORILLIA EAST OF RAILWAY; SEVERN.

LOT 24 CON 12 North Orillia N/A W, Orillia

3 Beds ⋅ 2 Baths ⋅ S13110238 MLS

Welcome to this well kept brick bungalow located in a family-friendly neighbourhood close to schools, parks, and everyday amenities. With no rear neighbours, this home offers privacy and plenty of room to enjoy both inside and out. Featuring 3 bedrooms and 2 bathrooms, the layout is functional and inviting with a bright main level and a finished rec room in the basement. Outside you'll appreciate the large driveway, 2-car garage, and spacious backyard. Conveniently located within walking distance to both elementary and high schools, as well as a beautiful nearby park, this is a fantastic opportunity to own a solid home in a desirable Orillia neighbourhood.

23A George Street, Orillia

Exceptional opportunity to own a vacant residential lot in Orillia's east end. Located on James St E, this property offers excellent potential within an established neighbourhood surrounded by homes, schools, parks, and local amenities. Convenient access to downtown Orillia, shopping, and major commuter routes. A rare opportunity to secure land within the city limits. *ZONED R3*

James Street, Orillia

2 Beds ⋅ 2 Baths ⋅ S13099924 MLS

The Price is Right!!! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Drive and offers rare 4-car parking, making it an outstanding opportunity for both investors and owner-occupiers. NOTE: The lot size makes it idea to consider Additional Dwelling Unit(s) (ADU). The property features two spacious one-bedroom units, each with excellent layout and appeal. The main floor offers a large, open-concept one-bedroom suite enhanced by a new heat pump installed in November 2025, providing efficient year-round comfort. The upper unit is bright, inviting, and equally well-designed, making it highly desirable for tenants. The home has been thoughtfully updated over the years, including a new roof in 2020, gutter replacement and extensive brick repairs completed in 2017, and the addition of separate hydro metering so tenants pay their own hydro. These improvements, combined with the property's legal duplex status, create a strong, low-maintenance investment with excellent income potential. Whether you're looking to expand your portfolio or live in one unit while renting the other to help qualify for a larger mortgage, this property delivers exceptional value in a prime location.

174 Barrie Road, Orillia

Exceptional commercial opportunity in a high-visibility, high-traffic corridor of downtown Orillia. This prominent corner property at 83 Mississaga Street West offers over 2,200 square feet of versatile interior space, perfectly positioned to capture the steady flow of both pedestrian and vehicular traffic. Formerly operating as a successful restaurant, the building features a layout and infrastructure that lends itself easily to hospitality, though the flexible DS2 zoning makes it an ideal fit for a wide range of professional or retail uses.One of the most significant and rare advantages of this downtown location is the inclusion of 15 dedicated on-site parking spots, providing effortless access for clients and staff in an area where parking is typically at a premium. The property is strategically located just steps from Orillia Soldiers' Memorial Hospital, the Orillia Public Library, and the vibrant shops and services of the downtown core, ensuring a constant consumer base from local residents and healthcare professionals. Whether you are looking to launch a flagship retail store, a modern medical clinic, professional offices, or a signature dining destination, this landmark corner location offers unparalleled exposure and convenience in one of Orillia's most established business districts.

83 Mississaga Street W, Orillia

8 Beds ⋅ 4 Baths ⋅ S13078240 MLS

The Perfect Fourplex doesn't come around very often....Until Today!! 416 Gill Street is a purpose built, all brick fourplex with four 2 Bedroom , 1 Bath apartments, all the same, approximately 860 sqft each. The property is fully tenanted with four fantastic tenants. Property provides 8 parking spaces for your tenants. The updated apartments are in fantastic condition, three with newer kitchens. All units have separately metered forced air gas furnaces, separate hydro meters and a large in unit storage closet. Sound proofing added between upper and lower apartments for peaceful living. New 25 Year Architectural Shingles in 2014 and all new windows in 2017/18. On-site Coin Laundry for tenant convenience, two washers and two gas dryers, all owned. All units also have full size appliances. New back up generator installed in 2025 that powers part of the building including hot water. Very large lot for your tenants to enjoy the yard, but could also be large enough to add additional dwelling units on property (check with City of Orillia Planning). There is lots of upside on tenant turnovers as well. A great addition to your multi-unit investment portfolio or perfect hassle free investment to get started on your Landlord journey.

416 Gill Street, Orillia

12 Beds ⋅ 12 Baths ⋅ S13075776 MLS

Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable income from day one.The property generates approximately $189,322 annually and is supported by long-term, quality tenants. A well-balanced unit mix and strong occupancy make this a reliable asset with clear potential for future rent growth.One of the key advantages is the location. The building is within walking distance to the lakefront, parks, and scenic trails, offering easy access to nature, waterfront views, and outdoor activities. This lifestyle factor strongly attracts tenants and supports long-term demand.Located in a rapidly developing area, Orillia continues to grow, with expanding infrastructure and increasing interest from young professionals.This is a clean, straightforward investment with solid fundamentals, consistent cash flow, and long-term upside.

263 Canice Street, Orillia

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.

14 Elgin Street, Orillia

2 Beds ⋅ 1 Baths ⋅ S13057842 MLS

Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as land value as the house is most likely beyond repair. Desirable location near the corner of West St & Fittons Rd where current and future development is happening. With 50 ft of frontage on West St N, an incredible depth of 262 ft, and R2i Zoning, the possibilities are endless. Bring your imagination and creative designs to get started today.

382 West Street N, Orillia

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