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21 Matchedash Street S Unit 502, Orillia
$689,000
2 Beds ⋅ 2 Baths ⋅ S13764736 MLS
Top 5 Reasons You Will Love This Condo: 1) Experience modern condo living at the sought-after Matchedash Lofts, ideally positioned in the heart of historic downtown Orillia, offering urban convenience, contemporary style, and easy access to everything the city has to offer 2) Enjoy an exceptional walkable lifestyle just minutes from the beautiful Lake Couchiching waterfront, nearby parks and the beach, with downtown shops, restaurants, grocery stores, and everyday amenities all within a short stroll from your front door 3) Located on the top-floor of the building, this never been lived in, spacious two bedroom, two bathroom condo presents a thoughtfully designed layout complemented by impressive elevated views across the City of Orillia, creating an inviting setting for both everyday living and entertaining 4) Step outside onto the expansive almost 350 square foot private terrace, an incredible extension of the living space with plenty of room to relax, dine outdoors, entertain guests, and take in beautiful sunset views overlooking the city 5) Thoughtful upgrades and valuable extras add comfort and convenience, including upgraded automatic blackout blinds, one underground parking space, and a dedicated storage locker, completing this impressive opportunity in one of Orillia's most desirable downtown locations. 1,146 fin.sq.ft. *Please note some images have been virtually staged to show the potential of the condo.

21 Matchedash Street S Unit 502, Orillia

426 Highland Avenue, Orillia
$684,900
3 Beds ⋅ 2 Baths ⋅ S13675538 MLS
This updated 3-bedroom bungalow in sought after North Ward sits on a generous 68' x 125' lot. The main floor features bright open-concept living with gunstock hardwood, custom trim, and large picture windows. The kitchen is outfitted with porcelain tile, stainless steel appliances, and a breakfast bar. Original hardwood floors run through all three main-floor bedrooms, served by an updated 4-piece bath. Downstairs, a separate side entrance opens to a basement-ideal for an in-law suite or multi-generational layout. This level includes a large family room with a gas fireplace, wet bar, office space, updated laundry room, and a spa-like bath and a custom walk-in shower. Extensively updated, major mechanicals include the electrical panel, plumbing, gas furnace, central air, ductwork, and tankless hot water system. Outside offers 3 large decks , 2 - 16' x 16' and 1 - 8' x 13', single garage, and widened driveway. Walk to Lake Couchiching, downtown Orillia, parks, and daily amenities.

426 Highland Avenue, Orillia

64 Vanessa Drive, Orillia
$679,900
3 Beds ⋅ 3 Baths ⋅ S13696376 MLS
Beautifully finished and move-in ready, this 3-bedroom, 3-bathroom home is located in Orillia's popular West Ridge community. Bright and airy, it offers functional main-floor living with a walkout to a large deck overlooking a fully fenced, landscaped yard with mature trees. The dedicated dog run offers convenient garage access and its own storage shed. The brand-new kitchen and vinyl windows were completed in 2019, followed by new shingles in 2020, new garage doors and a new water softener in 2024. The spacious primary bedroom features a walk-in closet and private ensuite, while all three bathrooms have been tastefully updated. Additional highlights include modern laminate and tile flooring, a finished family room, natural gas fireplace, central air conditioning, central vacuum rough-in, included appliances and driveway parking for four vehicles. Conveniently located close to Highway 11, Costco, Lakehead University, Rotary Place and everyday amenities.

64 Vanessa Drive, Orillia

82 Fourth Street, Orillia
$679,000
3 Beds ⋅ 1 Baths ⋅ S13767062 MLS
Welcome to 82 Fourth Street, a charming side-split home located in Orillia's highly sought-after North Ward. This beautifully maintained residence offers 3 bedrooms, 1 bathroom, and a warm, inviting atmosphere that blends comfort, character, and exceptional outdoor living. Set on an impressive 75 x 205 ft lot, the property provides outstanding space and privacy. Inside, you'll find bright, welcoming living areas, including a spacious family room complete with a cozy gas fireplace-perfect for relaxing or entertaining year-round. The true highlight of this home is the extraordinary outdoor setting. The meticulously landscaped grounds have been thoughtfully designed and lovingly cared for, creating a park-like environment rarely found in residential properties. Mature trees, vibrant gardens, and carefully planned outdoor spaces reflect pride of ownership at every turn. Enjoy summer evenings under the gazebo or make full use of the detached garage and two garden sheds for storage, hobbies, or workspace. Whether you're a gardening enthusiast or simply appreciate beautiful outdoor surroundings, this property offers endless opportunities to create your own private retreat. Ideally situated just minutes from downtown Orillia, the waterfront, parks, schools, and everyday amenities, this North Ward gem delivers both convenience and lifestyle in one of the city's most desirable neighbourhoods. Properties with this level of care, space, and outdoor beauty rarely come to market-don't miss your chance to make this exceptional property your own.

82 Fourth Street, Orillia

140 Cedar Island Road Unit 301, Orillia
$675,000
3 Beds ⋅ 2 Baths ⋅ S13834610 MLS ⋅ Elgin Bay BLDG.
Westerly views of Lake Couchiching, framed in oversized windows in this renovated corner unit! This beautifully renovated corner unit offers 1,602 sq ft, 3 bedrooms, and 2 bathrooms, with stunning views over Lake Couchiching and Couchiching Park. The open-concept kitchen was renovated in 2020, featuring Dekton quartz countertops, a tile backsplash, custom cabinetry, a full pantry with shelving, a GE gas range, a Bosch dishwasher, instant hot water (2020) and reverse osmosis filtration at the kitchen tap. Custom cabinetry in the entrance and crown moulding throughout add extra function and polish. The waterfront living room boasts a gas fireplace and a walkout to a private balcony, ideal for taking in those westerly sunset views. New hardwood flooring in all bedrooms, updated bathroom vanities, Levolor electric roll-down shades, and central vac (2020), new hot water tank in 2020 complete this move-in-ready home. A new furnace and A/C (2024) provide year-round comfort. Enjoy the rooftop common patio for additional outdoor living space, steps from Couchiching Park. This unit includes 1 exclusive underground parking spot, 1 locker, and 1 above-ground designated parking spot. Ideally located in the city core as a corner unit, with an easy walk to downtown shopping and the park.

140 Cedar Island Road Unit 301, Orillia

315 Oxford Street, Orillia
$675,000
4 Beds ⋅ 2 Baths ⋅ S13714740 MLS
Welcome to 315 Oxford Street, a turnkey legal duplex offering an excellent combination of income potential, functionality, parking, and outdoor living in a desirable Orillia neighbourhood.The main level features a spacious 3-bedroom, 1-bathroom layout with a large, bright living room filled with natural light and complemented by pot lighting. The updated kitchen offers a sleek, modern design with LG stainless steel appliances, backsplash, double sink, and ample workspace. Laminate flooring runs throughout the main living areas, while the updated 4-piece bathroom features attractive tile. One of the standout features of the main floor is the private side-yard access, leading to a beautiful private deck and landscaped green space. Enjoy your own outdoor retreat complete with gardens, rocks, mature shrubs, and plenty of room to relax or entertain. The lower level offers a completely separate 1-bedroom, 1-bathroom apartment with its own entrance and walk-up access. Bright and inviting, the lower unit features a large bedroom, spacious 3-piece tiled bathroom, and shared laundry/utility space. This setup provides excellent flexibility for rental income, extended family, or additional living accommodations.Outside, the property truly stands apart. The premium parking configuration provides up to 9 parking spaces, including room for approximately 6 vehicles for the main unit. The large rear yard has been recently fully fenced and includes an impressive poured concrete pad, a 10' x 20' shed with a metal roof, and abundant space for storage, equipment, vehicles, or future improvements. There is even potential to add a garage, subject to the appropriate approvals.Whether you're looking for a strong investment property, a home with rental income potential, or a versatile property for extended family, 315 Oxford Street offers an exceptional opportunity with the space, parking, outdoor amenities, and legal duplex configuration to match.

315 Oxford Street, Orillia

396 Mary Street, Orillia
$674,999
5 Beds ⋅ 2 Baths ⋅ S13751738 MLS
Top 5 Reasons You Will Love This Home: 1) Set in a welcoming, family-friendly neighbourhood and backing directly onto Homewood Park, this spacious five bedroom sidesplit offers an incredible setting with plenty of room for a growing family to settle in and make it their own 2) Beautifully renovated main bathroom showcasing a fresh and modern look with a new quartz-topped vanity, updated flooring, and a new shower insert, creating a stylish and functional space for everyday routines 3) Thoughtfully arranged upper level featuring three comfortable bedrooms, including a spacious primary retreat, delivering plenty of flexibility for children, guests, or a home office 4) Expand your living possibilities in the lower level with two additional bedrooms and a dedicated laundry room, providing valuable extra space to accommodate a growing family, overnight guests, or changing needs over time 5) Step outside to a generously sized, fully fenced backyard surrounded by mature trees for added privacy, complete with a new concrete patio ideal for outdoor dining, entertaining, and relaxing throughout the warmer months. 1,024 above grade sq.ft. plus a finished lower level.

396 Mary Street, Orillia

275 Gill Street, Orillia
$674,900
4 Beds ⋅ 3 Baths ⋅ S13797376 MLS
Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace and central air, including a spacious front unit with two bedrooms plus a den and two full bathrooms, as well as a comfortable rear unit with two bedrooms and one bathroom 2) Valuable R4 zoning enhancing the property's appeal, offering exciting future opportunities and a variety of permitted uses through the City of Orillia 3) Detached oversized shop adding exceptional versatility, providing ample space for a workshop, home-based business, vehicle storage, recreational equipment, or additional parking 4) Thoughtfully designed for multi-generational living, accommodating extended family, or creating an income-generating opportunity by living in one unit and renting the other 5) Modern rear dwelling completed in 2019 and complemented by numerous updates throughout, ensuring a well-maintained, dependable property that is ready to enjoy for years to come. 1,786 above grade sq.ft. plus an unfinished basement. *Please note some images have been virtually staged to show the potential of the home.

275 Gill Street, Orillia

67 Vanessa Drive, Orillia
$669,900
4 Beds ⋅ 2 Baths ⋅ S13687440 MLS
Beautifully landscaped ranch bungalow with a walkout basement, offering spacious living areas and quality finishes throughout. A high stone walkway leads into the large living room, with hardwood flooring continuing through the hallways. The eat-in kitchen features a walkout to a newer deck with iron pickets, granite countertops, and an aluminum backsplash. The main level offers generously sized bedrooms, including a spacious primary bedroom with laminate flooring. The home also features newer windows and a Nest thermostat. The ceramic main bathroom includes convenient built-in niches. A hardwood staircase leads to the lower level, featuring a good-sized laundry room and a newer ceramic bathroom with a glass shower and heated floors. The recreation room boasts beautiful built-in storage cabinets and a gas fireplace. Two additional bedrooms offer hardwood flooring, ceramic-tiled entry to walkout and the expansive multi-tiered deck. The lower deck is covered by a durable steel roof, creating a comfortable, dry outdoor space for year-round enjoyment. Additional features include new roof (has 8 year warranty) and soffit, water heater is owned, washer and dryer have a 4 year warranty, there is plenty of storage under the stairs and an attached two-car garage. This well-maintained home offers excellent indoor and outdoor living space, making it ideal for families and entertaining.

67 Vanessa Drive, Orillia

26 rose Avenue, Orillia
$659,900
3 Beds ⋅ 3 Baths ⋅ S13759346 MLS
Modern luxury. Light, volume, and a kitchen that actually cooks.This residence is built around height and light: soaring 9-foot ceilings, oversized windows, and premium wide-plank vinyl flooring that runs through the main living areas. The result is an open, gallery-quiet interior that still feels warm enough to live in every day.The chef's kitchen is the centre of the home. Quartz counters, premium appliances, and custom dove-gray shaker cabinetry with matte black hardware give it a tailored, contemporary look. A generous island anchors the space for prep, casual dining, and lingering after dinner. Natural light from the large windows keeps the work surfaces bright from morning through late afternoon.Upstairs, three generously sized bedrooms offer real breathing room. The primary suite is the standout: a large custom walk-in closet and a spa-like ensuite with a glass shower and dual quartz vanities. It reads as a private retreat rather than an afterthought.Location does the rest. You are minutes from Lake Couchiching-swims, paddles, shoreline walks, and that easy Orillia rhythm of downtown, trails, and four-season weekends-without giving up a refined, low-maintenance interior.Refined living, close to the water. Book a private viewing.

26 rose Avenue, Orillia

88 Pearl Drive, Orillia
$658,900
3 Beds ⋅ 3 Baths ⋅ S13768630 MLS
Welcome to this well-maintained, first-owner home in the desirable Westridge community! Offering approximately 1,730 sq. ft. of living space, this spacious home features 3 bedrooms, 3 bathrooms, a generous family room, living room, and a large recreation room as a bonus, providing plenty of space for comfortable family living and entertaining.The open-concept main floor seamlessly connects the kitchen, dining, and living areas, creating a bright and welcoming space. The kitchen features an updated backsplash and opens to the dining and living areas.Step outside to enjoy the large, recently built deck, perfect for outdoor dining and summer gatherings. The beautifully landscaped backyard also features a spacious garden and shed, offering both relaxation and practical storage.Conveniently located in Westridge, close to Lakehead University, Costco, Home Depot, Walmart, major shopping, restaurants, and other amenities. Enjoy easy access to nearby lakes, parks, and provincial parks, while being less than 5 minutes from Highway 11.A wonderful opportunity to own a spacious, well-cared-for home in a convenient and desirable location!

88 Pearl Drive, Orillia

35 Canterbury Circle, Orillia
$655,000
2 Beds ⋅ 2 Baths ⋅ S13722500 MLS
Beautifully maintained 2 bedroom, 2 bathroom bungalow on a quiet cul-de-sac in highly desired development by Landen Homes in 2012. Main floor features a front covered porch entry to an open concept floor plan featuring 9' ceilings with recently updated and spacious custom kitchen with centre island, dining area and living room with natural gas fireplace and walkout to rear deck overlooking the beautifully landscaped and fully fenced rear yard. Large primary bedroom features an updated 4 pc ensuite bathroom with custom walk in shower, main floor laundry with sink and garage access, and second bedroom or den adjacent to the main updated custom 3 pc bathroom. Thoughtful upgrades such as Quartz countertops, Hardwood and tile flooring and updated fixtures and hardware throughout. The lower level is unfinished and is your blank canvas to finish to your taste or use for storage. Additional features include full municipal services, attached garage, forced air natural gas furnace, A/C and HRV. Great opportunity to acquire this beautiful home just minutes to all amenities and HWY 11.

35 Canterbury Circle, Orillia

4 Kehoe Court, Orillia
$649,900
4 Beds ⋅ 2 Baths ⋅ S13795260 MLS
Charming raised bungalow nestled on a quiet cul-de-sac in a highly sought-after Orillia neighborhood. Offering over 2,000 square feet of finished, flexible living space, this home features 3+1 bedrooms, 2 bathrooms, and a bright, functional layout designed for seamless everyday living and entertaining. The main level greets you with inviting living and dining areas flowing effortlessly into a spacious kitchen complete with rich cabinetry, stainless steel appliances (less dishwasher), and ample counter space. Step outside to an expansive, fully fenced backyard with stone patio, generous green space perfect for outdoor relaxation, and a detached shed / workshop. Ideally located just minutes from Lankinwood Park, Kitchener Park, local schools, and the sparkling shores of Lake Simcoe and Lake Couchiching. Convenient access to all of Orillia's amenities and nearby highway access for quick commuting if need-be. Furnace (new 2026); Hot Water Tank (new 2026); Generac Generator (installed 2024); Electrical Panel (new 2026); Shed (with power & gas hook-up currently capped); Patio (capped gas hook-up for BBQ).

4 Kehoe Court, Orillia

10 Andrea Crescent, Orillia
$649,900
4 Beds ⋅ 2 Baths ⋅ S13787772 MLS
Welcome to 10 Andrea Crescent, a beautifully maintained home that perfectly blends comfort, style, and functionality, all complemented by charming curb appeal that creates a lasting first impression. Featuring hardwood floors throughout the main living areas and a bright open-concept layout, this home is designed for both everyday living and effortless entertaining. The modern kitchen is equipped with a gas range stove and flows seamlessly into the spacious living and dining areas. Offering 3 bedrooms and 2 bathrooms, this home provides plenty of space for families, first-time buyers, or downsizers alike. The finished basement adds valuable additional living space, perfect for a rec room, home office, gym, or guest area. In addition, the home features a separate dedicated work/craft room with built-ins, ideal for hobbies, creative projects, or organized storage. Step outside to your own backyard oasis complete with a deck and shed, perfect for relaxing or hosting summer gatherings. Conveniently located within walking distance to parks, schools, shopping, and everyday amenities, this is a fantastic opportunity to own in a sought-after family-friendly neighbourhood. Don't miss your chance to make this beautiful house yours today.

10 Andrea Crescent, Orillia

1 Olive Crescent Unit 4, Orillia
$649,900
2 Beds ⋅ 3 Baths ⋅ S13765396 MLS
Wake up to sweeping views of Lake Simcoe and end each day with unforgettable sunsets from this beautifully renovated end-unit townhouse condominium. Nestled within an exclusive nine-unit waterfront community, this move-in-ready home offers over $100,000 in thoughtful upgrades and the perfect balance of comfort, style, and low-maintenance living.The bright, open-concept main floor is designed for both everyday living and entertaining. The renovated kitchen features granite countertops, ceramic flooring, stainless steel appliances, and a breakfast bar with additional storage. The living and dining area is anchored by a cozy wood-burning fireplace and opens to a newly built deck with sleek glass railings and an electric awning, creating the perfect place to relax while taking in panoramic views of Lake Simcoe.Step outside and enjoy shared access to the community's waterfront dock, where you can launch a kayak or paddleboard, spend time by the water, or simply embrace the peaceful lakeside lifestyle.Upstairs, both bedrooms feature updated flooring and renovated bathrooms. The spacious primary suite offers an electric fireplace, in-suite laundry, a renovated two-piece ensuite, generous closet space, and access to a newly rebuilt private balcony with glass railings overlooking the lake.The finished lower level extends your living space with a spacious rec room, a full three-piece bathroom, and extensive built-in storage. An attached garage with a mezzanine loft provides even more room for seasonal storage or hobbies.Located a quickWalk to Kitchener Park, with 25 acres of green space, walking trails, tennis courts, and a dog park, you're also just minutes from marinas, downtown Orillia, shopping, and Casino Rama. If you've been searching for an easy, turnkey waterfront lifestyle with incredible views, this home is one you won't want to miss.

1 Olive Crescent Unit 4, Orillia

100 Cameron Street, Orillia
$649,900
4 Beds ⋅ 3 Baths ⋅ S13726256 MLS
CHARMING 3-STOREY DUPLEX IN ORILLIA'S DESIRABLE WEST WARD, JUST MINUTES FROM DOWNTOWN. A fantastic opportunity for first-time buyers or anyone looking for a smarter way into home ownership. Live in one unit, continue to rent the other and help offset your mortgage. Qualified owner-occupiers may be eligible for insured financing with a down payment starting as low as 5%. Extensively reconstructed from the brick walls in 2010, this well-maintained property offers two self-contained 2-bedroom units, each with its own gas furnace, electrical service/meter, gas hot water tank and laundry hookups. The main-floor unit features hardwood flooring, a bright kitchen with double sink, gas stove, built-in dishwasher and stainless steel fridge (2025), plus a spacious primary bedroom with French-door walkout to a private deck. The full basement provides excellent storage, laundry and a finished bonus room ideal for a home office, TV room or flex space. The upper unit spans the second and third floors with 2 bedrooms and 2 baths, including a generous third-floor primary suite with 3-piece ensuite and large walk-in closet. Both units enjoy private rear deck access. Both hot water tanks were replaced in 2024 and the front deck was fully repaired in 2025. Low maintenance lot, with ample parking. A smart opportunity to get into the market while benefiting from an established rental income stream. Note** Photos for upper unit are as vacant, currently it is tenanted.

100 Cameron Street, Orillia

69 DIANA Drive, Orillia
$649,900
4 Beds ⋅ 3 Baths ⋅ S13725978 MLS
Welcome to a home that effortlessly blends opportunity with everyday comfort. This charming two-storey , Four Bedroom detached residence with a 2 car garage, is ideally situated moments from the Lakehead University campus, making it a standout choice for savvy investors and discerning homeowners alike. Step inside and discover a bright, inviting layout designed for both functionality and warmth. Generous principal rooms offer flexibility for shared living arrangements or cozy family gatherings, while large windows fill the space with natural light, creating an uplifting atmosphere throughout. The well-appointed kitchen is the heart of the home, perfect for preparing meals, hosting friends, or accommodating multiple occupants with ease. Upstairs, spacious bedrooms provide comfort and privacy, ideal for student tenants or a growing family. Whether you're looking to maximize rental potential or settle into a welcoming community, this home adapts beautifully to your needs. Whether you're expanding your investment portfolio or searching for a place to call home, this property offers the perfect balance of location, versatility, and charm. Don't miss the opportunity to make it yours!

69 DIANA Drive, Orillia

1 Olive Crescent Unit 5, Orillia
$649,900
2 Beds ⋅ 2 Baths ⋅ S13668600 MLS
LAKEFRONT LIVING! Don't miss this rare opportunity to own a meticulously maintained end-unit waterfront townhouse condo on Lake Simcoe at a very affordable price. Ideal for professionals, couples, or those downsizing, this turnkey property offers a stylish and convenient lifestyle in a private, 9-unit community, just steps from downtown Orillia. Enjoy a bright, open-concept main floor with a granite kitchen, stainless steel appliances, and a cozy gas fireplace. Relax on your fenced deck with electric awning and stunning lake views. Recent upgrades include new P/T decking and railings, a new furnace (Oct/25), updated windows/doors (2019), and a 6-year-old A/C. With spacious bedrooms, a finished lower level, and an attached garage with mezzanine storage & Electric screen, this home has it all. Plus, enjoy access to a shared dock, Kitchener Park's amenities, and easy access to marinas, shopping, and Casino Rama. Waterfront living at this price won't last!

1 Olive Crescent Unit 5, Orillia

60 Museum Drive Unit 518, Orillia
$649,000
2 Beds ⋅ 3 Baths ⋅ S13759538 MLS
Top 5 Reasons You Will Love This Condo: 1) Located in the sought-after adult lifestyle community of Leacock Village, this charming two bedroom, three bathroom condo delivers a peaceful setting with a strong sense of community, beautifully maintained grounds, and a relaxed, low-maintenance lifestyle 2) Nestled in a serene setting offering a spacious backyard and an expansive deck overlooking the sparkling waters of Lake Couchiching, ideal for entertaining or quiet moments of relaxation 3) Enjoy the ease of main level living with a well-appointed primary bedroom enhanced by a spacious ensuite and ample room to relax and unwind 4) Expansive open-concept kitchen and dining area designed for effortless entertaining, complemented by an open loft overlooking the main living space and a full unfinished basement offering exceptional storage and future potential 5) Just steps from the shores of Lake Couchiching, enjoy easy access to scenic waterfront trails, perfect for leisurely walks, cycling, and embracing the beauty of the surrounding natural landscape. 2,059 above grade sq.ft. plus an unfinished basement. *Please note some images have been virtually staged to show the potential of the condo.

60 Museum Drive Unit 518, Orillia

10 Karen Crescent, Orillia
$649,000
4 Beds ⋅ 2 Baths ⋅ S13715082 MLS
Top 5 Reasons You Will Love This Home: 1) Move-in ready and beautifully updated, this bright bungalow showcases a modern open-concept layout, four spacious bedrooms, and a stylishly renovated bathroom featuring a large walk-in shower with a built-in niche 2) Offering exceptional flexibility, the finished walk-out lower level features a separate entrance, a bedroom, full bathroom, secondary kitchen, laundry facilities, and generous living space, making it ideal for multi-generational living, extended family, guests, or potential income opportunities 3) Enjoy peace of mind knowing major improvements have already been completed in 2026, including a new roof, sump pump, weeping tile, drainage enhancements, and waterproofing, representing a significant investment in the home's long-term durability 4) Situated on a generous lot, the property delivers plenty of outdoor enjoyment with a large rear deck, partially fenced yard, and an oversized driveway with parking for up to eight vehicles, perfect for families, visitors, trailers, or recreational equipment 5) Conveniently located in West Orillia, this home provides easy access to schools, parks, shopping, dining, and everyday amenities, while Highway 11 is just minutes away for a seamless commute. 1,132 above grade sq.ft. plus a finished lower level.

10 Karen Crescent, Orillia

116 Albert Street S, Orillia
$649,000
4 Beds ⋅ 3 Baths ⋅ S13657948 MLS
Top 5 Reasons You Will Love This Home: 1) Ideal investment or house-hack opportunity: Features a brand-new, vacant, renovated unit ready for immediate owner-occupancy or your choice of top-market tenant, with projected annual income approaching $50,000 2) Legal triplex with major recent upgrades, including two modernized suites (one freshly renovated and vacant), a new furnace (2026), new eavestroughs (2025), and a new roof (2024) 3) Located in desirable downtown Orillia, providing excellent access to a wide range of amenities and services 4) Within close proximity to shopping, grocery stores, hospital, lake, and the vibrant downtown core, enhancing tenant appeal and long-term rental demand 5) Revenue and expense statement available upon request, providing valuable financial information for prospective buyers. 1,943 above grade sq.ft. plus an unfinished basement. *Please note some images have been virtually staged to show the potential of the home.

116 Albert Street S, Orillia

390 Mississaga Street W, Orillia
$645,000
4 Beds ⋅ 2 Baths ⋅ S13775546 MLS
390 Mississauga St W, Orillia - Oversized R2 Lot with Severance & Value-Add Upside. An opportunity built for investors, builders, and value-add buyers. This 3-bedroom, 2-bathroom bungalow sits on a rare 90 x 114.75 ft lot - over 10,000 square feet, close to double the size of many neighbouring parcels - in an established, high-demand Orillia neighbourhood serviced by municipal water and sewer. The numbers tell the story. Recent comparable sales in the immediate area range to the high $700s, with 3-bedroom homes trading around $600,000 and typically selling within a month. The property currently carries low holding costs, with annual taxes near $3,300 - attractive for a buy, improve, and reposition strategy.The real upside is the land. With wide frontage and significant depth, the lot holds potential for a two-lot severance into two serviced R2 building lots, subject to City of Orillia approval - a path that could unlock aggregate land value well above a single as-is sale. Alternatively, hold and rent, or execute a cosmetic renovation to capture the spread between as-is pricing and updated comparables. Multiple exit strategies, one address: Value-add flip - refresh finishes, resell to the owner-occupier market or live in Sever & build - pursue consent for a second building lot (pending municipal approval) Buy & hold - solid bones, low carrying costs, strong rental demand near downtown and Lake Couchiching Built in 1964 with a functional single-level layout, full basement, and 2-car carport, this is a genuine land-and-location play in a market with proven, steady demand. Priced as-is to reflect its upside. Bring your strategy - book your private viewing today.

390 Mississaga Street W, Orillia

506 West Street S, Orillia
$639,000
4 Beds ⋅ 2 Baths ⋅ S13755396 MLS
Welcome to 506 West Street South, Orillia! This beautifully fully renovated 1.5-storey home offers modern updates, comfortable living space, and an excellent location in the heart of Orillia. Featuring 4 bedrooms and 2 bathrooms, this move-in-ready home is perfect for families, first-time buyers, or investors seeking a fantastic rental opportunity.The main level features a bright, updated kitchen with an adjoining dining area, a welcoming living room, and a versatile additional room that can be used as a home office, den, or extra living space. The upper level offers comfortable bedrooms and a full bathroom, while the home provides plenty of space for the entire family.The full basement offers additional potential for living space, storage, a home gym, or recreation area. The home has been thoughtfully renovated, providing the convenience of modern finishes while maintaining the character and charm of this desirable Orillia property.Outside, enjoy a massive private lot with mature trees, offering plenty of outdoor space and creating a peaceful retreat in the heart of the city. A long driveway provides ample parking and leads to a detached 17' x 20' single-car garage/workshop, offering excellent space for a vehicle, tools, storage, hobbies, or workshop use.Conveniently located close to Highway 11, making commuting and travel easy, while also being just moments from shopping, dining, entertainment, downtown Orillia, picturesque Kitchener Park, and the shores of Lake Simcoe.Whether you're looking for a move-in-ready family home or a great investment opportunity, 506 West Street South offers space, convenience, a large private lot, a versatile garage/workshop, and exceptional value in a desirable Orillia location. Don't miss this opportunity!

506 West Street S, Orillia

90 Orchard Point Road Unit 401, Orillia
$638,888
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

17 Walker Avenue, Orillia
$635,000
4 Beds ⋅ 3 Baths ⋅ S13671826 MLS
Modern Sophistication Meets Family Comfort in Prime Orillia. Experience an impeccably updated 2-storey residence designed for the discerning modern family. From the striking black brick and aluminum exterior to the landscaped grounds, this home commands attention. The heart of the home is a chef-inspired kitchen featuring espresso cabinetry, granite counter-tops, and a massive centre island. The main floor balances elegance and warmth, offering a sun-drenched living room with an angel stone fireplace and a separate family room that flows out to the back deck. With a fully finished lower level featuring engineered hardwood and a fourth bedroom, this home offers expansive square footage in an unbeatable location near Lakehead University, the waterfront, and top-tier amenities.

17 Walker Avenue, Orillia

70 Ivy Lane, Orillia
$630,000
5 Beds ⋅ 1 Baths ⋅ S13641462 MLS
Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from mainland, and limited to 52 lots and approx. 45 cottages. 1.5h away from Toronto, Grape Island is a small community of friendly owners. Facing the west (quieter) side of the island in a sheltered cove on a large lot of approx. 102 x 190. Deep water access for boating, boat access only. This wonderful cottage was built in 1951 and has been owned by the same family since 1969. It's ready for a new owner to make it their own and create memories. Everything is original. The main cottage is approx. 750 sqft, includes 1-3p bathroom, kitchen/dining, 2 bedrooms and living area. The heat source is propane, has septic, water is pulled through the lake through UV (updated 2024) filtration, wrap around patio in great shape. 2 bunkies, 1 bedroom and 2 bedrooms. 2 boathouses (grandfathered, no longer permitted to build 2 boathouses on Simcoe), and 2 legal docks. Beautifully landscaped. Convenient mainland parking. Main cottage roof was done in 2012. Newest Boathouse was done in 2017. Older Boathouse and 2 cabins were done in 2024. This cottage is a close escape from the city with stunning sunsets that will take your breath away!

70 Ivy Lane, Orillia

65 Pearl Drive, Orillia
$629,900
4 Beds ⋅ 3 Baths ⋅ S13813638 MLS
If you've been waiting for the right house in the right location, 65 Pearl belongs at the top of your list. There's plenty of room to spread out, a layout that just works, and finishes that really set it apart. Inside, you'll find an open-concept main floor, a gas fireplace, stainless steel appliances, and a large primary suite. The finished basement adds a whole extra level of living space to use as a rec room, gym, or home office. Out back, the deep lot is a big part of the appeal, with a three-tiered deck, a fully fenced yard, and large mature trees. There's room to entertain, let the dog run, or kick back in the shade. All of this, close to schools and every amenity you need day to day. Book your private showing today.

65 Pearl Drive, Orillia

321 Park Street, Orillia
$625,000
4 Beds ⋅ 1 Baths ⋅ S13631232 MLS
Brick bungalow in Orillia's sought-after North Ward - where mature trees, walkable streets, and everyday convenience meet. The fully fenced backyard is a true retreat, wrapped in lilacs and a natural treed perimeter for built-in privacy. Enjoy dinners on the deck, slow weekend mornings, and firepit nights that stretch long past sunset. Inside, this warm three-plus-one-bedroom home delivers an easy, functional layout. The nearly finished basement adds flexible space for a rec room, teen hangout, home gym, or the early framework of an in-law suite - complete with an oversized, sunlit laundry room and generous storage. All of this in the heart of the North Ward, just moments from the lake, parks, trails, cafés, favourite local restaurants, schools, and quick highway access. A solid brick charmer in a location people love. 1,206 sq.ft. above grade plus a partially finished basement.

321 Park Street, Orillia

390 Arthur Street, Orillia
$625,000
3 Beds ⋅ 2 Baths ⋅ S13546356 MLS
Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central location. Impressive natural stone steps and landscaping create a striking approach to the home, while the Cape Cod board and batten exterior delivers exceptional curb appeal. Inside, the open-concept main floor features a stunning waterfall quartz island, natural gas stove, stainless steel appliances including a built-in wine fridge, and a bright, functional layout perfect for everyday living and entertaining. The main-floor primary bedroom includes a walk-in closet, while the spacious main floor washroom boasts a large glass walk-in shower with both rainfall and wall-mounted shower heads as well as a large vanity with double sinks. Upstairs, the oversized loft bedroom with double sliding-door closets provides a versatile space ideal for a growing family, bedroom & nursery combo, home office, or guest retreat. The finished lower level offers excellent in-law suite potential with a ground-level entrance, a kitchenette, a bedroom, a 3-piece washroom with tiled shower, and a relaxing wet and dry bath sauna. Step outside to enjoy the huge backyard, complete with a professionally installed interlock patio with firepit seating area ready for your finishing touches. This yard is the perfect backdrop for entertaining, dining, or relaxing outdoors with friends and/or family. With no neighbours on one side, you'll appreciate the added privacy and usable outdoor space. Furnace and A/C are owned, with the A/C replaced in 2025. Ideally located close to Homewood Park, Scouts Valley, schools, the hospital, grocery stores, LCBO, Tim Hortons, and Highway 11 access, this move-in-ready home combines thoughtful design, quality renovations, and exceptional convenience.

390 Arthur Street, Orillia