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5 Bedroom Houses for Sale in Orillia Simcoe

Showing results 1 - 15 of 15

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: September 25, 2026

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

24 Photos

3118 Emperor Drive, Simcoe, ON , MLS #S13752688 , Image - 1

3118 Emperor Drive Orillia, Simcoe, ON MLS® S13752688

Residential Freehold (Detached)

$774999.0

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 #S13752824 , Image - 1

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13752824

Residential Freehold (Detached)

$774999.0

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

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

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

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

48 Photos

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

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

Residential Freehold (Detached)

$749900.0

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

46 Photos

27 Brandon Crescent, Simcoe, ON , MLS #S13774908 , Image - 1

27 Brandon Crescent Orillia, Simcoe, ON MLS® S13774908

Residential Freehold (Detached)

$839900.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome to 27 Brandon Crescent - a beautifully renovated 2-storey family home tucked into a friendly, established Orillia neighbourhood. Offering 5 be

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

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

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

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

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

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

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

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

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5 Bedroom Houses for Sale in Orillia Simcoe

Rosehaven Simcoe Woods

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