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5 Bedroom Houses for Sale in Orillia Simcoe

Showing results 1 - 12 of 12

Navigating Canada’s real estate market has never been easier with our platform. Pick from a diverse selection of 5 bedrooms houses for sale in Orillia, . Filter your search by price, age, and features to find the exact 5 bedrooms for sale in Orillia, . Choose from a variety of property types, including freehold homes, condos, commercial spaces, and more. Explore top communities and find your dream home by effortlessly browsing through 5 bedrooms house prices in Orillia, to find options that match your budget.

Last Updated: August 11, 2026

34 Photos

70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

70 Ivy Lane Orillia, Simcoe, ON MLS® S13641462

Residential Freehold (Detached)

$630000.0

5 Beds
1 Baths
1100-1500 sq-ft

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

39 Photos

45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

45 Ivy Lane Orillia, Simcoe, ON MLS® S13595768

Residential Freehold (Detached)

$998000.0

5 Beds
5 Baths
1500-2000 sq-ft

233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage

22 Photos

246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0

5 Beds
2 Baths
2000-2500 sq-ft

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, th

1 Photos

22 Olive Crescent Orillia, Simcoe, ON MLS® S13649236

Residential Freehold (Fourplex)

$1179000.0

5 +2 Beds
4 Baths
2500-3000 sq-ft

RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nea

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

23 Photos

323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0

5 Beds
2 Baths
1100-1500 sq-ft

Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac

49 Photos

29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0

5 Beds
4 Baths
3500-5000 sq-ft

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 a

45 Photos

403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0

Price drop by 3.6%

5 Beds
4 Baths
3500-5000 sq-ft

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 o

41 Photos

2997 Stone Ridge Boulevard, Simcoe, ON , MLS #S13559916 , Image - 1

2997 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13559916

Residential Freehold (Detached)

$799999.0

5 Beds
3 Baths
1500-2000 sq-ft

Whether you're searching for a spacious single-family home, a true multigenerational property with a private in-law suite, or an investment opportunit

24 Photos

3118 Emperor Drive, Simcoe, ON , MLS #S13430058 , Image - 1

3118 Emperor Drive Orillia, Simcoe, ON MLS® S13430058

Residential Freehold (Duplex)

$799999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l

16 Photos

3114 Emperor Drive, Simcoe, ON , MLS #S13430180 , Image - 1

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13430180

Residential Freehold (Duplex)

$799999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren

33 Photos

44 Tecumseth Street, Simcoe, ON , MLS #S13085952 , Image - 1

44 Tecumseth Street Orillia, Simcoe, ON MLS® S13085952

Residential Freehold (Detached)

$869900.0

5 Beds
3 Baths
2500-3000 sq-ft

Welcome to 44 Tecumseth St., a grand 5-bedroom, 3-bathroom residence that perfectly captures the harmony between historic craftsmanship & contemporary

40 Photos

345 LINWOOD Avenue, Simcoe, ON , MLS #S12994782 , Image - 1

345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S12994782

Residential Freehold (Detached)

$449400.0

5 +1 Beds
3 Baths
1100-1500 sq-ft

Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized

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5 Bedroom Houses for Sale in Orillia Simcoe

Rosehaven Simcoe Woods

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