Orillia Real Estate | Orillia 5 Bedroom Properties for Sale

Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built rental property in a prime location close to schools, shopping, places of worship, parks, and everyday amenities, making it highly attractive to quality long-term tenants 2) Benefit from immediate cash flow with established long-term tenants already in place, providing dependable rental income and a stable investment opportunity from day one 3) Constructed in 2016 and meticulously maintained throughout, this turn-key property showcases lasting quality and pride of ownership, making it an excellent addition to both growing and established real estate portfolios 4) Thoughtfully designed to maximize tenant comfort and independence, with each unit featuring separate utilities, private in-suite laundry facilities, and an individual single-car garage, enhancing convenience and long-term rental appeal 5) Generous backyard space adds valuable outdoor living potential, offering plenty of room for recreation, relaxation, and family enjoyment, further strengthening the property's desirability and long-term investment value. 2,896 above grade sq.ft.

3114 Emperor Drive, Orillia

$725,000

5 Beds ⋅ 3 Baths ⋅ S13752718 MLS

Spacious Family Home with an In-Law Suite. Over 3,000 sq. ft. of finished living space! This beautifully maintained 4-bedroom home offers generous room for the whole family, including a spacious primary suite with ensuite bath and walkout to a 15' x 12' trex deck with a hot tub and surrounded by mature trees.The large kitchen features plenty of workspace and overlooks a separate dining room, making everyday living and entertaining a pleasure. The lower level offers an expansive recreation room complete with a gas fireplace, providing the perfect space for family gatherings or relaxation.Need space for Mom, extended family, or guests? A standout feature of this home is the one-bedroom in-law suite, complete with a kitchen, living room and separate entrance, offering privacy and flexibility for multigenerational living.Outside, enjoy the beautifully groomed 85' x 185' lot, featuring decorative stone terraces, mature gardens, a paved driveway, and garage. This property offers the space, versatility, and outdoor setting you've been looking for. Close too all amenities that Orillia has to offer, beaches, port of Orillia, restuarants, downtown is a great place to walk around and discover all the quaint shops!

4 Karen Crescent, Orillia

$774,999

5 Beds ⋅ 3 Baths ⋅ S13752688 MLS

Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime location close to schools, shopping, and places of worship, making it a compelling option for families and stable, long-term tenancy 2) With dependable long-term tenants and established cash flow, this property offers steady rental income from day one, providing a strong foundation for investors 3) Built in 2016 and exceptionally maintained, this move-in-ready investment offers modern convenience, reduced maintenance requirements, and an excellent opportunity to enhance any real estate portfolio 4) Designed with tenant comfort in mind, every unit is equipped with its own utilities, in-suite laundry facilities, and a private single-car garage, enhancing both privacy and everyday convenience 5) Generously sized backyard providing plenty of room for recreation, play, and relaxation, making it particularly attractive to growing families. 2,803 fin.sq.ft. *Please note some images have been virtually staged to show the potential of the home.

3118 Emperor Drive, 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

$950,000

5 Beds ⋅ 3 Baths ⋅ S13739074 MLS

Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-maintained legal triplex, offering the perfect blend of steady rental income and premium, worry-free living. Situated in a highly desirable Orillia location, this property is just minutes from the hospital, a vibrant downtown core, and all essential amenities.The Units:Two Spacious 2-Bedroom Apartments: Bright, large layouts designed for comfortable living.One Generous 1-Bedroom Apartment: Well-proportioned and highly rentable space.Bonus: Excellent, reliable tenants are already in place and willing to stay, ensuring immediate cash flow from day one.Modern Efficiency & Premium Features:This property has been mechanically upgraded for low-maintenance ownership and peak energy efficiency. It features an on-demand tankless hot water system paired with a modern radiant water heating system. Best of all, there is no shared chore duty-every single unit enjoys its own independent laundry facilities.Massive Value-Add Potential:Sitting on an impressive and rare 212-foot deep lot, this property offers incredible future upside. Explore the possibility of expanding the existing structure or building a detached Garden Suite to add a fourth income stream!Whether you are looking for a hassle-free, high-yielding investment or want to live in one unit while letting the others pay your mortgage, this Orillia gem is a rare find.

199 Nottawasaga Street, Orillia

$899,000

5 Beds ⋅ 4 Baths ⋅ S13723606 MLS

RAISED BUNGALOW WITH A LEGAL SECOND SUITE, OVER 3,000 FINISHED SQ. FT. & A TREED WESTRIDGE BACKDROP! Built in 2017 and offering nearly 3,100 finished sq. ft., this home includes a fully self-contained lower-level living space, creating a thoughtful solution for multigenerational households or buyers looking to offset carrying costs. Double front doors open to a split-entry layout, with easy-care flooring running throughout the open-concept kitchen, dining and living area beneath pot lighting. The kitchen pairs dark cabinetry with matching quartz countertops and backsplash, newer stainless steel appliances and a large island with seating, while the dining room walks out to an elevated deck overlooking the fully fenced backyard, mature trees and environmentally protected land. The primary bedroom feels notably spacious beneath a vaulted ceiling, with double closets and a 4-piece ensuite. Two more bedrooms, another full bathroom, a powder room and main-floor laundry with a large folding counter and sink complete the level. The lower suite carries the same open-concept feel, with abundant natural light, pot lighting and a beautifully finished kitchen featuring sage-toned cabinetry, quartz surfaces, brass hardware, stainless steel appliances, extensive cabinet space and pantry storage. The kitchen opens to the dining and family areas, while double garden doors from the family room lead directly to the backyard. Two bedrooms, a renovated 3-piece bath and separate laundry make the setup feel genuinely self-contained. An attached two-car garage with inside entry, 200-amp service, ERV/HRV system, owned water softener, EV rough-in, central vacuum rough-in and Bell Fibe complete a property that gives you more than one way to make homeownership work for you.

247 Diana Drive, Orillia

$579,000

5 Beds ⋅ 2 Baths ⋅ S13709598 MLS

Top 5 Reasons You'll Love This Home. 1- A Huge 55' x 204' Lot Backing Onto Grenville Park. Enjoy a backyard that's hard to find in town. With plenty of room for kids, pets, gardens, entertaining, or simply more privacy, this deep lot gives you outdoor space you can actually use. 2. 3+2 Bedrooms With In-Law Potential. Need space for a growing family, teenagers, guests, or extended family? The lower level offers 2 additional bedrooms, a full bathroom, and a walk-up to the backyard, giving the home excellent flexibility now and in the future. 3. A Location That Makes Everyday Life Easier. Quick access to Hwy 11 and Westridge, walking distance to Homewood Park, and a bus route to downtown Orillia means commuting, shopping, schools, and everyday amenities are all within easy reach. 4. Practical Features That Add Real Value. Enjoy 2 full bathrooms, plenty of parking, a front porch, back deck, fenced yard, outdoor storage shed, and a second laundry hook-up on the main level. 5. Recent Improvements Already Taken Care Of. Updates over the past year include a dishwasher, microwave/hood fan, fencing, and an electric fireplace-giving you fewer projects to worry about after moving in. More space, more flexibility, and a 200+ ft deep lot in a convenient Orillia location. Book your showing today!

401 Mississaga Street W, Orillia

$725,000

5 Beds ⋅ 4 Baths ⋅ S13702042 MLS

***MORTGAGE HELPER Possibility *** 3 BEDROOMS + 2.5 BATHROOMS + FULLY FINISHED BASEMENT! The spacious lower level includes a full bathroom, extra rooms and a separate entrance through the garage. Previously used as a complete in-law apartment in 2022, it offers tremendous flexibility for multigenerational living, extended family, guests, work-from-home space or additional recreation areas. Freshly painted main and second floors provide a clean, move-in-ready appearance, while the carpets were professionally cleaned in August after the listing photography and video were completed. City transit is conveniently located just steps away. Be sure to select the Multimedia button for the full collection of pictures, videos and floor plans. Flexible possession-a quick closing can be accommodated! (Over 2600 sq ft including Finished Basement)

104 WOODSIDE Drive, Orillia

$499,999

5 Beds ⋅ 2 Baths ⋅ S13684472 MLS

Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discover a bright and inviting layout featuring modern finishes throughout, spacious living area and a beautifully designed eat in kitchen ideal for family gatherings and everyday living. The main level offers three bedrooms while the finished lower level provides two additional bedrooms, excellent space for extended family or guests. Step outside to a fantastic deck featuring a cozy relaxation nook-the perfect spot to unwind with your morning coffee or evening glass of wine. The expansive backyard offers plenty of space for entertaining, gardening or family fun. A wonderful opportunity for first-time buyers growing families downsizes or investors

25 Simcoe Street, Orillia

$499,900

5 Beds ⋅ 2 Baths ⋅ S13652024 MLS

VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, this 2-storey home in the heart of Orillia is the kind of property buyers wait for! Ideally located just minutes from Orillia Soldiers' Memorial Hospital, Orillia Opera House, Couchiching Beach Park with beautiful shoreline trails, schools, shopping, dining, the rec centre, and the iconic Mariposa Market, this property places everyday convenience and vibrant community amenities right at your doorstep. Featuring two recently updated self-contained units, it offers exceptional flexibility for first-time buyers, or multi-generational families looking to live comfortably. The spacious main floor suite impresses with 3 bedrooms, a bright separate living room, a large dining area, abundant storage, basement access, a 4-piece bathroom, and in-suite laundry, while the upper-level suite offers a warm and inviting atmosphere with 2 generously sized bedrooms and a well-appointed 4-piece bathroom. Step outside to discover an expansive extra-deep lot with endless future potential, whether you envision additional living space, an accessory dwelling unit, or simply enjoying the privacy of your own backyard retreat complete with mature trees, a covered patio, and sprawling green space. A large rear parking area adds even more practicality, while quick Highway 11 access makes commuting south or escaping to cottage country effortless. This standout #HomeToStay offers the flexibility and long-term value today's buyers are searching for!

246 Mary Street, 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

$849,000

5 Beds ⋅ 4 Baths ⋅ S13622146 MLS

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just across the street and carefully relocated to its present setting in 1911, this 5-bedroom, 4-bathroom residence blends classic charm with thoughtful improvements. With minimal changes, it could easily be converted back to a 6-bedroom home. Step inside through the welcoming side foyer and you're immediately greeted by warmth and character. The main hallway features the classic original staircase, a timeless focal point.The spacious living room offers a bay window, built-ins, and a marble fireplace surround, while the large formal dining room features a plate rail and electric fireplace, ideal for hosting family gatherings and celebrations. The oversized powder room adds convenience, and the kitchen includes updated appliances, original baker's table and cabinetry, and access to the butler's staircase. A bright 3-season room provides access to the backyard and a separate basement entrance. Upstairs, the second level offers two separate wings encompassing four bedrooms,including a primary suite with a walk-in dressing room thoughtfully converted from a former bedroom. A 4-piece main bath with tiled shower and convenient laundry closet, along with an additional 2-piece bath, complete the level. The third floor features a fifth bedroom with its own ensuite and classic clawfoot tub, plus attic storage. The full unfinished basement offers a rec room area, additional laundry hookups, abundant storage, and a walk-up to the sunroom. Featuring many original architectural details alongside modern mechanical updates, including a boiler (2022) and hot water heater (2026), this home offers the perfect balance of character and functionality.

29 TECUMSETH Street, Orillia

$599,900

5 Beds ⋅ 2 Baths ⋅ S13619434 MLS

Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vacant main floor is ready for immediate occupancy, while the 1,000 sq. ft. lower-level two-bedroom apartment is tenanted, generating $1,600 per month (inclusive). Complete with a functional kitchen, spacious living area, and in-suite laundry, the lower unit provides a valuable source of supplemental rental income.The main floor offers over 1,100 sq. ft. of living space with two bedrooms plus a versatile third room currently used as a laundry room that can easily serve as a bedroom, home office, or flex space. Recent updates include a new kitchen (2026), refinished hardwood floors, fresh paint throughout, a bright living room, a 4-piece bathroom, and direct access to the attached garage.Located just a short walk from Tudhope Park and Orillia's waterfront, you'll enjoy easy access to beaches, walking trails, playgrounds, and year-round recreation. Whether you're a first-time buyer, investor, or downsizer, this property offers exceptional flexibility and value. Book your private showing today!

323 Crawford Street, Orillia

$998,000

5 Beds ⋅ 5 Baths ⋅ S13595768 MLS

233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage and boathouse anchor the family compound. Built over 1.2 acres with three purpose-built luxury shipping containers (one queen bed studio + four bed kid's cabin + fitness studio, combined with two 2-piece bathrooms, shower, laundry room (total 3.5 bath). The property sleeps 12 and breaks up into five private areas with its own terraces and landscaping. Everything from outdoor sauna, hot tub, roof decks, fire pit, retractable 50 ft boat deck and glamping tent included! $200k invested since 2023 in various upgrades including a brand-new septic system. 600' cedar hedge & 6' ft high wrought iron fencing encloses the property. Let the dogs and kids run free! Perfect Wi-Fi and top of the line security system with multiple cameras. Fully furnished (perfect mix of mid-century and contemporary cottage) and move-in ready. All the work has been done for you! Be in total privacy 1.5 hours from Toronto!

45 Ivy Lane, Orillia

$565,000

5 Beds ⋅ 2 Baths ⋅ S13585146 MLS

*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable North Ward. Close to Lake Couchiching and within walking distance; Couchinging Golf and Country Club; Orillia Rec Centre; Soldier Memorial Hospital; Hillcrest Park. In the backyard enjoy your coffee on the deck, next to the pool and enjoy the birds singing. Fully fenced with a long lasting vinyl fence with a double 10 ft door for access of your toys or vehicle. Inside you have lots of room as there are 5 bedrooms and 2 bathrooms.Open conception the livingroom and dining room makes it very inviting. There are 3 bedrooms upstairs and a 4 piece bathroom with a quartz-topped vanity. The lower level is finished and has 2 bedrooms; a den; 3 piece bathroom and laundry room. Additionally, large room with kitchen, fridge, dishwasher and can be used as 2nd kitchen, recommended or family room. House has been freshly painted inside and out.

112 Borland Street E, Orillia

$750,000

5 Beds ⋅ 3 Baths ⋅ S13568890 MLS

Welcome to 571 High Street. This turn-Key Triplex is Ideal for Multi-Generational Living or Smart Investors. Located in the heart of Orillia, just a short stroll from Lake Simcoe and offering quick access for commuters. This impressive home has been completely transformed by a highly regarded local custom home builder and features three fully fire coded, self-contained units making it as versatile as it is stylish. The Main floor features nearly 1400 sq.ft. of living area including 3 generous Bedrooms, fully updated 4pc. Bath, main floor Laundry, open concept Living area, new Rockwood Kitchen w/soft close cabinets, quartz countertops & backsplash & walkout to private deck overlooking the fenced rear portion of the 63 x 134 lot. The lower level features 2 separate 1 Bedroom Apartments each with full walkout to the backyard & patio area, newly installed high efficiency Baseboard heaters, modern and functional layout & updated Bathrooms. Steel roof, Forced Air Gas furnace (6 yrs. Old). The 2025 renovation updates include: Eavestrough, soffit and facia; upgraded, luxury siding (Hardie board); lighting throughout the home including pot lights; windows; interior and exterior doors; baseboard and trim throughout; Freshly painted throughout; Hardwood stairs; Luxury vinyl flooring throughout; Upgraded electrical with 3 separate meters and panels with breakers (ESA certified); Main floor kitchen; renovated bathrooms x 3 units including tubs, toilets, vanities, taps, etc.; New appliances throughout); Whether you're seeking a stunning multi-unit home for family, or a high-quality investment with incredible rental potential, this property offers many possibilities checks every box. Some photos are virtually staged.

571 High Street, Orillia

$799,999

5 Beds ⋅ 3 Baths ⋅ S13559916 MLS

Whether you're searching for a spacious single-family home, a true multigenerational property with a private in-law suite, or an investment opportunity with rental income potential, this exceptional home delivers it all. Live comfortably while offsetting your mortgage by renting out a self-contained unit, or take advantage of its flexible layout, already configured as a duplex with the option to easily convert it back into a single-family residence. With incredible versatility and endless possibilities, this property is perfectly suited for homeowners, investors, and growing families alike. Welcome to 2997 Stone Ridge Boulevard, located in Orillia's West Ridge community. The bright, open-concept main level features over 1,600 square feet of living space, including three bedrooms and two bathrooms, highlighted by a 3-piece ensuite off the primary bedroom and the convenience of main-level laundry. Large windows and a functional layout make this level ideal for everyday family living. An additional 400 square feet of basement space provides room for a rec room, storage, and includes a cold room, adding even more practicality to the home. The real standout is the fully finished lower level with a private, separate entrance, offering over 1,200 square feet of independent living space. This level includes two bedrooms, one bathroom, a second kitchen, a cozy family room, and separate lower-level laundry - perfect for extended family, guests, or generating rental income to help offset mortgage payments. Additional features include an attached garage and a fully fenced backyard backing onto greenspace, with no neighbours behind and a peaceful forest view. This home is just steps from Walter Henry Park, Costco, Lakehead University, and is close to grocery stores, restaurants, Cineplex, Bass Lake Provincial Park, and both elementary and high schools. Quick and easy access to Highway 11 makes commuting a breeze. This is a home you will not want to miss...

2997 Stone Ridge Boulevard, Orillia

$1,398,000

5 Beds ⋅ 4 Baths ⋅ S13522614 MLS

Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores of Lake Couchiching and only minutes to Couchiching Beach Park, downtown Orillia, schools and trails. This remarkable property offers the perfect balance of luxury, comfort and family living. Offering over 4,000 sq. ft. above grade, plus a beautiful finished walkout basement, this spacious home features 5 bedrooms and 4 bathrooms with a layout designed for both everyday living and effortless entertaining. A truly rare feature is that all five bedrooms are located on the same level--an ideal design for families that provides both convenience and peace of mind. The bright walkout lower level offers something for everyone, complete with a games room featuring a billiard table and Murphy bed, a wet bar, sauna, exercise area, additional laundry, and direct access to the beautifully landscaped backyard. Step outside to your private retreat with a fully fenced yard, inground pool, playground, and plenty of space for family gatherings, entertaining, or simply relaxing. From the moment you arrive, the home's impressive curb appeal is evident with its interlock driveway, inviting covered front porch, and landscaping that reflects the pride of ownership. Rarely does a home of this size, quality and location become available. Combining timeless craftsmanship, exceptional living space, and an unbeatable lifestyle near the waterfront, 403 Bay Street is a truly special opportunity for families seeking room to grow without compromising on luxury or convenience.

403 Bay Street, Orillia

$789,000

5 Beds ⋅ 2 Baths ⋅ S13464512 MLS

Fantastic investment opportunity at 93 Westmount Drive S in Orillia! This versatile two-unit income property sits on a huge lot and offers ample parking for both units. The upper unit features three bedrooms, one bathroom, a spacious kitchen with loads of counter space, and a functional layout ideal for families. The lower unit includes two bedrooms, one bathroom, and another generously sized kitchen with plenty of prep and storage space. An excellent opportunity for investors, multi-generational living, or buyers looking to live in one unit while generating rental income from the other. Conveniently located close to shopping, schools, parks, transit, and everyday amenities.

93 Westmount Drive S, Orillia

$899,999

5 Beds ⋅ 7 Baths ⋅ S13426546 MLS

Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, designed for modern living and ideal for multi-generational families or avid entertainers. Fully finished from top to bottom with 5 bedrooms, & 7 bathrooms, with 4 ensuites, including three fully equipped kitchens with sleek quartz countertops, three dedicated laundry rooms, and 3 1/4-inch hardwood floors throughout with no carpet anywhere. Custom tilework adds a refined touch to every space, creating a seamless aesthetic throughout the home. The main floor features an open concept kitchen with island, quartz counters & backsplash, built-in stainless steel appliances, coffee/bar nook, separate dining room & spacious family room with pot lights & gas fireplace!! Private primary bedroom with walkout to backyard, sumptuous 5-piece ensuite & walk-in closet. The basement features soaring 10-foot ceilings & separate 2 bedroom & 2 bathroom in-law suite offers privacy and flexibility, with its own kitchen and laundry setup, making it ideal for extended family, guests, or rental opportunities, also water softener and ruff in central vac. Car lovers and hobbyists will appreciate the heated garage (2 car + tandem), Fully insulated garage, complete with furnace, thermostat, and two-piece washroom. Step outside to your serene retreat: a private deck with gas BBQ hookup, custom shed and fully fenced lot backing onto a tranquil wooded area. Additional upgrades including: Coffered ceilings in Dining room & Primary ensuite, 7 1/4" baseboards throughout, upgraded exterior window trim in black, double hardwood staircase with wrought iron railings, upgraded light fixtures, the list goes on...Every detail of this stunning home has been thoughtfully crafted for an unmatched living experience. Don't miss this rare opportunity!! Shows 10+

3075 Orion Boulevard, Orillia

$4,499,999

5 Beds ⋅ 5 Baths ⋅ S13251518 MLS

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living.

376 Brewery Lane, Orillia

$499,900

5 Beds ⋅ 2 Baths ⋅ S13209562 MLS

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers over 2,000 sq ft of living space with R-4 zoning. The main level features 3 bedrooms, a 4-piece bath, a spacious living area, and an eat-in kitchen. The lower level includes a self-contained 2-bedroom in-law suite with a private entrance, ideal for extended family or rental income, with both tenants willing to stay. Additional highlights include a double-wide paved driveway and a fully fenced backyard. Close to parks, beaches, recreation centre, schools, and all amenities. Book your showing today! **some photos digitally edited for marketing purposes

292 MILLARD Street, Orillia

$1,259,000

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

$2,549,000

5 Beds ⋅ 4 Baths ⋅ S12844718 MLS

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential.

759 Broadview Avenue, Orillia

$1,380,000

5 Beds ⋅ 4 Baths ⋅ S12515842 MLS

Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-storey home showcases exceptional craftsmanship, modern design, and high-end finishes throughout. The main level offers an open-concept dining area and a gorgeous farmhouse-style kitchen featuring a custom oak island, quartz countertops, floating shelves, and a pot filler. The living room boasts a beautiful brick accent wall and a gas fireplace, complemented by an office, 2-piece bath, and a spacious laundry/mudroom with garage access and a walkout to the rear deck. Upstairs, you'll find three bedrooms, including a bright primary suite with a 3-piece ensuite, plus an additional 4-piece bath. The fully finished lower level features a large recreation room with a gas fireplace, wet bar/kitchenette, walkout to the backyard, two additional bedrooms, a 3-piece bath, fitness area, utility room, and storage. (In-law suite with walk out to pool). The backyard is perfect for family enjoyment, backing onto scenic recreational trails and featuring an in-ground pool with a newer liner and concrete surround. This home has been extensively updated with premium finishes - custom millwork, built-in cabinetry, ship lap details, cedar accents, stunning tile work, upgraded fixtures, and elegant brass hardware. Additional updates include a metal roof, new main and second level windows, composite decking, Regal railing and more. Located across the street from Lake Couchiching, water access via an unopened 66' Bay Street road allowance or Borland St, just minutes to downtown, Couchiching Beach Park, boat launch, shopping and more. A truly remarkable home that must be seen in person to be appreciated.

407 Bay Street, Orillia

Orillia 5 Bedroom Properties for Sale

Newest Orillia 5 Bedroom Properties for Sale

MORTGAGE CALCULATOR

Estimated Monthly Payment

Estimated Monthly Payment