Orillia Real Estate: 290 Houses and Condos for Sale (Page 4)

... 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...

A unique opportunity at 43 Fittons Road West in Orillia, with options for today and exciting possibilities for the future. The existing home is full of character and offers the chance to renovate, restore and make it your own. Enjoy the home and property as it is, with the added benefit of...

Enjoy maintenance-free living where every day feels like a getaway! Welcome to Panoramic Point, a sought-after waterfront community backing onto beautiful Lake Couchiching and adjacent to the scenic Tudhope Trail. This beautifully maintained 979 sq. ft., 2-bedroom + den, 2-bathroom condo offers

Enjoy maintenance-free living where every day feels like a getaway! Welcome to Panoramic Point, a sought-after waterfront community backing onto beautiful Lake Couchiching and adjacent to the scenic Tudhope Trail. This beautifully maintained 979 sq. ft., 2-bedroom + den, 2-bathroom condo offers

Opportunity knocks-motivated sellers and an incredible turn-key property loaded with pristine upgrades make this a Westridge home you won't want to miss! Built in 2019 and offering over 2,100 sq. ft. of beautifully finished living space, this exceptional freehold bungalow townhome features

CORNER LOT SIDESPLIT WITH BIG-TICKET UPDATES, A BACKYARD BUNKIE, FINISHED BASEMENT & OVERSIZED GARAGE! 423 Mary Street starts strong where buyers tend to look hardest, with a newer steel roof, updated windows, newer A/C, furnace (2025), water heater (2025), plus an oversized single garage and

Prime downtown location that was renovated in 2024 There are front and rear doors. The rear doors back onto a public parking lot. It is across the street from the new library. New restaurants on either side of this unit bring many new customers to this area. There is public parking behind the

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,

ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly built by the original family in 1946 and has remained in the same family ever since. Now ready for its next chapter, this property is brimming

WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Building Lots within the City of Orillia. This Lot comes with a exiting house structure. Ideal as a starter home. Move right in, update one room at

Nestled in the heart of the scenic Leacock Village Community, this beautifully cared-for 2 bedroom 2 bathroom condo townhome offers a rare combination of comfort, convenience, and charm. Just a short stroll from the historic Leacock Museum, the serene shores of Lake Couchiching, Tudhope Park,

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

Position your portfolio for long-term stability with this well-maintained self-storage facility in the City of Orillia. Offering 43 rentable storage units in a variety of sizes, the property has demonstrated historically high occupancy rates, providing dependable income potential in a market

RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nearly half an acre, positioned across from Lake Simcoe with renovated suites, strong rental potential, and neighbouring higher-end homes adding

Top 5 Reasons You Will Love This Property: 1) Positioned as a turn-key corner unit in the heart of beautiful Downtown Orillia, this bright and inviting space offers an exceptional opportunity to establish your business in one of the city's most vibrant and picturesque areas 2) The building

Welcome to this well-maintained, updated bungalow in a desirable Orillia neighbourhood! Offering over 1,100 sq. ft. above grade plus a finished lower level, this home features 3 bedrooms, 2 bathrooms, and a spacious layout designed for comfortable living. The bright main floor includes an inviting

Welcome to 70 North Street West,-a spacious all-brick bungalow situated on an extra-deep lot in the highly sought-after North Ward. Offering 3 generous bedrooms and 2 full bathrooms, this well-maintained home provides the perfect blend of comfort, functionality, and outdoor living for families,

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

Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and value. Built in 2015, this well-maintained home features a fully finished walkout lower level complete with a separate in-law suite, including

7.3% cap. Most fourplexes that come up need something: units to renovate, rents to catch up, or a hydro bill you inherit. This one needs none of it. All four units are renovated, leased, and separately metered, so tenants carry their own power and your operating exposure stays where you can

Simple Living Starts Here. Whether you're purchasing your first home, downsizing into a more manageable space, or simply looking for a low-maintenance lifestyle, this bright top-floor condo offers comfort, convenience, and exceptional value in one complete package. Offering approximately 900

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

Welcome to this Well-Maintained Condominium Complex offering comfort, convenience, and easy living. This spacious Two-Bedroom Corner Unit features a desirable floor plan with Extra Windows that fill the home with an abundance of Natural Light. The Dining area provides a Walk-Out to the Balcony,

Experience the best of lakeside living in this beautifully appointed 1-bedroom plus den, 2-bathroom condo offering breathtaking, unobstructed views of Lake Simcoe. Relax and take in spectacular sunsets from your spacious private balcony, complete with a gas hookup for a BBQ or fire table-perfect

Experience luxury waterfront living at the prestigious Orchard Point Harbour on the shores of beautiful Lake Simcoe. Located on the penthouse level, this beautifully appointed suite offers the perfect blend of elegance, comfort, and resort-style amenities. Designed with flexibility in mind,

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

Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value. The bright dining room features a walkout to a spacious 14' x 10' deck, creating the perfect space for outdoor dining and entertaining. Main

Top 5 Reasons You Will Love This Property: 1) Situated on a 65'x105' corner lot at Matchedash Street South and Western Avenue, this property offers outstanding visibility, access, and design flexibility, making it highly desirable for development and allowing for improved layouts, additional

Discover waterfront living in the highly sought-after Couchiching Point community! This spacious 3+1 bedroom bungalow is situated on a generous lot with 39 feet of waterfront on the picturesque Dougall Canal, offering direct access to beautiful Lake Couchiching and endless boating adventures.Designed

Have you ever imagined yourself living in a gated lakefront community on Lake Simcoe in? If you have then this beautiful private end-unit home is for you. This upgraded end-unit freehold townhouse features 3 bedrooms, 2 full bathrooms both have access to an ensuite bathroom with walk-in tiled

Incredible Investment Opportunity & Modern Turn-Key Home in the Heart of Orillia. Welcome to this beautifully updated 2-bedroom, 1-bathroom detached house that perfectly combines contemporary living with unmatched investment potential. Located in one of Orillia's highly accessible, and peaceful

FULLY RENOVATED BUNGALOW WITH OVER 3,100 SQ FT, DETACHED GARAGE & 64 X 202 FT LOT BACKING ONTO COUCHICHING GOLF & COUNTRY CLUB! This is the fully renovated North Ward bungalow you keep hoping will hit the market, set on a deep 64 x 202 ft lot backing onto the 9th hole of Couchiching Golf Club.

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

Stunning 3-Year-Old 3-Bedroom Detached Home with Double-Car GarageMove right into this beautifully maintained, open-concept home designed for modern living. Featuring soaring 9-foot ceilings, a spacious kitchen with a large centre island, upgraded faucet, and smart stainless-steel appliances,

Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a double-wide lot. The well-maintained home features two bedrooms on the upper level, including an oversized master bedroom, along with a two-bedroom

Experience elevated living in this beautifully appointed three-bedroom residence in Orillia, showcasing exceptional craftsmanship, luxurious upgrades, and custom-designed finishes throughout. Thoughtfully curated with the perfect blend of elegance, comfort, and modern convenience, this move-in-ready

Low traffic area, original owners, established residential neighborhood. Steel roof, entirely fenced (6' height wood) rear yard, S.G.D. from dining area to large deck 12' x 39'. Lower level designed for multi-generational living with living room (or recreation room), den, small kitchen, one

This beautifully maintained bungalow is nestled on a picturesque, family-friendly street in one of Orillia's most desirable neighbourhoods. Offering 3 bedrooms, 2 bathrooms, and an abundance of recent updates, this move-in ready home combines charm, comfort, and exceptional functionality. Step

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

Welcome to effortless condo living. This well maintained 2 bedroom, 2 bath condo unit in the north ward is move in ready. Whether you're looking to downsize, simplify your lifestyle, or enjoy the ease of maintenance-free ownership. Located in a quiet, well-managed building with a strong sense

*** 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;

Visit the REALTOR website for further information about this Listing. 50-Ft Walkout Lot in the Highly Sought-After Westridge Community! This beautifully designed home offers 4 spacious bedrooms and 4 bathrooms, including 2 Ensuite bathrooms. Features include 9-ft ceilings, granite countertops

Rare opportunity to own an exceptional mixed-use investment property perfectly situated at the gateway intersection of Mississauga Street and West Street, right in the heart of downtown Orillia's bustling business district. Boasting a phenomenal 94 Walk Score, this versatile asset features

Stop paying rent to a landlord and take total control of your business's future. This single-storey freestanding commercial building offers an unrivaled opportunity in the absolute "bullseye" of downtown Orillia's historic district. Positioned on the most coveted, high-visibility stretch of

Beautifully renovated 2-bedroom home, perfect for first-time buyers, downsizers, or those seeking low-maintenance living. Ideally located just minutes from the Port of Orillia and nearby amenities. This home offers comfort and convenience, featuring a newer high-efficiency furnace, central

Welcome to 3015 Annalysse Drive in Orillia. This immaculate brick-and-stone 4 bedroom, two-storey home was completed in 2020 and is ideally located in Orillia's sought-after Westridge neighbourhood. From the moment you enter, the impressive foyer makes a lasting first impression with soaring

Downtown Orillia, Legal Fourplex, has been continually upgraded, offering great income producing potential. Secure an income-focused legal fourplex in downtown Orillia. Upgrades include all new decks, windows, and a new roof to the exterior of the property. The property offers a mix of 2 X

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

Welcome to 2 Wyn Wood Lane, a rare rooftop terrace townhome steps away from the waterfront. This inviting property offers the perfect blend of comfort, style, and convenience-ideal for families, retirees, or anyone looking to enjoy a peaceful lifestyle just minutes from the city's amenities.

Welcome to 3151 Monarch Drive in Orillia, a beautifully maintained 2-storey detached home offering approximately 2700 sq. ft. of spacious and functional family living. Set on a generous sized lot, this impressive 4-bedroom, 4-bathroom home features a bright open-concept layout with large principal