Properties For Sale in Woodside Drive, Orillia

Fully renovated 3-bedroom, 2-bathroom home with a 2-car garage. Modern kitchen, stylish bathroom, new hardwood floors, and updated fixtures. Ideal for families or downsizers. Minutes from schools and highways.

Beautiful dream home in Westmount with loft, 4 bedrooms, 9ft ceilings, upgraded kitchen, large primary ensuite, and walk-in closet. Located on a quiet cul-de-sac near parks, trails, and amenities.

Exceptional 2+1 bedroom bungalow townhouse in North Lake Village. High ceilings, neutral finishes, open-concept main floor, custom ensuite, walkout basement with rec room & extra bedroom. Enjoy a pollinator garden & nearby Lake Couchiching. Move-in ready!

Beautiful Dreamland Home, Ridgewood Elevation C, offers 1863 sq ft of living space. This 3-bedroom home boasts $24,000 in upgrades, including hardwood floors, upgraded kitchen, and a large primary suite. Enjoy a quiet cul-de-sac location near parks, schools, and amenities.

Beautiful 4-year-old, 2-storey townhouse in West Ridge, Orillia. Spacious layout, high-end finishes, large backyard, and unfinished basement. Perfect for families or investors. Close to amenities and Lakehead University.

3+1 bedroom home in Tailside Subdivision. Clean, spacious, walk-out kitchen to deck & fenced yard. Close to shopping, transit, trails & hwy. Single car garage. Great for families & students.

Remarkable 5-level side-split home in Orillia, nestled on a 3/4-acre lot. Features 3 bedrooms, 3 bathrooms, 2 kitchens, multiple decks & balconies, double-car garage, and parking for 10+. Perfect for families or multi-generational living.

Brand new spacious end-unit townhome in Fresh Towns Orillia. Features expansive rooftop terrace, lower balconies, modern kitchen with granite island, and luxurious master ensuite. Close to downtown, Casino Rama, waterfront, schools, and major highways. Ideal for families and students.

Prime investment triplex in Orillia, a thriving city with a mix of urban convenience and natural beauty. Excellent opportunity for property appreciation and rental income. Ideal for investors seeking a valuable addition to their portfolio.

Multi-level home backing onto Millennium Trail, close to schools, parks, and downtown Orillia. Updated with new shingles, flooring, baths, granite entrance, and EV charging. Features granite kitchen, gas stove, large dining room, 3 bedrooms, family room with fireplace, and lower-level games room. Fenced yard, suitable for pets. Quick closing available.

5-year-new raised bungalow with 4 bedrooms, 2 ensuite bathrooms, bright open concept, huge walkout basement, great room, open kitchen with breakfast area overlooking backyard deck. Close to amenities.

Triplex with fourplex potential in a desirable location. Two 1-bed/1-bath apartments upstairs, plus 1500 sq ft of main floor commercial space (7 offices). High rental income potential. Close to amenities.

Brand new starter home in Orillia's Fresh Towns community. Features a versatile main floor rec room, open-concept kitchen and living room, two bedrooms (primary with ensuite), and a private rooftop terrace. Close to parks, trails, and downtown.

Freshly renovated 1710 sqft home in Orillia with a spacious in-law suite, perfect for multi-generational living. Features a large fenced backyard and is conveniently located near downtown, the library, and the hospital. New shingles installed in 2024.

Beautifully renovated bungalow with a legal walk-out apartment! Updated kitchen, open-concept living, 3 bedrooms, and a luxurious bathroom. The basement apartment features a bedroom, living room, and kitchen, with a private backyard walk-out. Perfect for families or investors!

Updated 3-bed, 2-bath home in Orillia's West Village. Perfect for first-time buyers or investors. Features a renovated kitchen, new appliances, and updated bathrooms. Large unfinished basement offers abundant storage. Close to schools, hospital, and highway 11.

Brand new starter home in Orillia's Fresh Towns community. Features a versatile rec room, open-concept kitchen and living room, two bedrooms, and a private rooftop terrace. Close to parks, trails, and downtown.

Stylish legal duplex near Orillia's waterfront! Two 2-bed, 1-bath units, updated with new boiler (2022). Low-maintenance yard, extra parking, and versatile DS1 zoning for commercial potential. Great investment opportunity!

Move-in ready 3-bedroom, 2-bathroom 2-storey house perfect for first-time buyers or investors. Features a family room with a walkout to a large deck and a backyard. Close to downtown Orillia, amenities, and schools.

Impeccably maintained brick bungalow on a half-acre lot, backing onto Orchard Park Public School. Features 3+2 bedrooms, updated kitchen, newly paved driveway, 2 sheds, and in-law suite potential. Ideal for families!

Charming 2-storey home with timeless character and modern updates. Open-concept living, 3 bedrooms, updated windows, furnace, A/C & insulation. Fully fenced backyard, close to waterfront, parks & amenities. Ideal for first-time buyers or those seeking a move-in ready home.

Spacious 6-bed, 3-bath brick bungalow on a large lot. Features include a finished basement with an extra kitchen, in-ground saltwater pool, double car garage, and updated main floor. Perfect for families!

Stunning 4-bedroom, 3-washroom house, 2 years old. Open-concept layout, gourmet kitchen, master suite with ensuite and walk-in closet. 2-car garage, landscaped yard. Close to schools, parks, shopping, and Hwy 11/12. Perfect for families seeking modern living.

Beautifully updated 4-bedroom, 2-bathroom home. Fresh paint, new flooring, trim, doors, and kitchen cabinets. Features a gas fireplace and updated stairs and railing. Move-in ready!

Renovated single detached home perfect for first-time buyers, young families & downsizers! Features open concept floor plan, huge backyard (176-177ft deep), large driveway, front porch, new furnace & A/C (2021), unfinished basement, and great location near shops, parks, transit & schools. Potential for garden suite!

Luxurious 3,553 sq ft raised bungalow in West Ridge. 5 bedrooms, 5 bathrooms, open-concept main floor with stunning kitchen and massive island. Lower level with 9ft ceilings, family room, and kitchenette rough-in. Ideal for large families.

Luxury 5-bedroom craftsman home in West Ridge. 3974 sq ft, 3 levels, gourmet kitchen, 3-car garage, covered porch, spacious basement with in-law suite rough-in. Perfect for families.

Rare 50 frontage walk-out basement bungalow in desirable Orillia neighborhood. Enjoy one-level living with 3 bedrooms, 2 baths, and unobstructed city views. Unfinished basement offers expansion potential. Close to shopping, parks & schools.

Fantastic office property with high potential! Features ample parking, central location near downtown, easy highway access, low-maintenance metal roof, huge boardroom, reception area, abundant storage, and office space. Ideal for businesses seeking a versatile and convenient workspace.

Luxury waterfront townhome in Orillia's Fresh community. Boasting 3 bedrooms, 3 baths, 2 balconies, a huge rooftop patio, upgraded kitchen, and a private garage. Perfect for families, professionals, or retirees. Enjoy lake views, nearby amenities, and a maintenance-free lifestyle.

4 bed, 2 bath home, nearly 1600 sq ft, perfect for first-time buyers or families. Large lot (half acre), carport & detached garage. Great location near amenities.

Large family home in Orillia with 8 bedrooms, 4 bathrooms, and over 3600 sq ft. Features include a main floor office, 2 in-law suites, an open-concept kitchen and dining area, and a large lot with a deck. Excellent location, close to golf and Lake Couchiching.

Legal duplex in Orillia! 4 bedrooms, 2 units, separate meters & entrances. New roof, breaker box, & flooring. Ideal for homeowners or investors seeking rental income. Close to parks & schools.

Legal duplex with newly updated interior, vacant and ready for new owners. Live in one unit and rent the other, or rent both! Centrally located near amenities. New flooring, renovated bathrooms, fresh paint, and some new windows.

Beautifully renovated historic home with modern conveniences. Features 3+1 bedrooms, 1.5 baths, detached 2.5 car garage, and workshop. Close to hospital and downtown. Ideal for those seeking charm and modern living.

Legal Fourplex with 4 renovated units offering positive cash flow. New windows, flooring, paint, and fire code updates. Each unit features separate hydrometers. Ideal for investors seeking strong rental income and future appreciation potential.

Gorgeous 2400 sq ft detached home in West Ridge! 4 beds, 3 baths, chef's kitchen with quartz counters & stainless steel appliances. Open concept living/dining, main level laundry, & huge primary suite with spa-like bath. Partially finished basement. Steps to amenities!

Move-in ready 2+1 bedroom detached home in Orillia. Bright main floor, walkout deck, 2 main floor bedrooms, updated bathrooms, finished lower level with separate entrance, family room with fireplace. Close to highway, shopping, and parks.

Sophisticated waterfront living in a gated community. Enjoy a community center, pool, private dock, and nearby amenities like parks, trails, universities, and restaurants. Perfect for families.

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