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5 Bedroom Houses for Sale in Orillia Simcoe

Showing results 1 - 11 of 11

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: November 10, 2026

49 Photos

29 TECUMSETH Street, Simcoe, ON , MLS #S14118302 , Image - 1

29 TECUMSETH Street Orillia, Simcoe, ON MLS® S14118302

Residential Freehold (Detached)

$789000.0

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

22 Photos

246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0

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

48 Photos

109 Brant Street E, Simcoe, ON , MLS #S13790002 , Image - 1

109 Brant Street E Orillia, Simcoe, ON MLS® S13790002

Residential Freehold (Detached)

$679900.0

Price drop by 9.3%

5 Beds
3 Baths
2000-2500 sq-ft

Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a quiet, treelined street just steps from Lake Couchich

23 Photos

323 Crawford Street, Simcoe, ON , MLS #S13856932 , Image - 1

323 Crawford Street Orillia, Simcoe, ON MLS® S13856932

Residential Freehold (Detached)

$559900.0

Price drop by 6.7%

5 Beds
2 Baths
1100-1500 sq-ft

Welcome to 323 Crawford Street in Orillia's South Ward! This fully vacant legal duplex offers the perfect blend of comfortable living and income poten

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

16 Photos

3114 Emperor Drive, Simcoe, ON , MLS #S13865626 , Image - 1

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13865626

Residential Freehold (Detached)

$699999.0

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

11 Photos

150 West Street N, Simcoe, ON , MLS #S13883358 , Image - 1

150 West Street N Orillia, Simcoe, ON MLS® S13883358

Residential Freehold (Detached)

$599800.0

5 Beds
2 Baths
1500-2000 sq-ft

Ideal for first-time buyers and investors, this versatile 5-bedroom, 2-bathroom home offers space, flexibility, and strong income or multi-generationa

23 Photos

102 West Street N, Simcoe, ON , MLS #S13771100 , Image - 1

102 West Street N Orillia, Simcoe, ON MLS® S13771100

Residential Freehold (Detached)

$624900.0

Price drop by 0.0%

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

A rare opportunity to own a legal, income-producing triplex in the heart of Orillia. Set on a generous lot with ample surface parking, this property o

45 Photos

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

403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1378000.0

Price drop by 5.0%

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

40 Photos

345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

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

17 Photos

199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

199 Nottawasaga Street Orillia, Simcoe, ON MLS® S13739074

Residential Freehold (Triplex)

$950000.0

5 Beds
3 Baths
2000-2500 sq-ft

Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-m

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

Shortlisted Properties

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5 Bedroom Houses for Sale in Orillia Simcoe

Rosehaven Simcoe Woods

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