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Houses Under $5 Million for Sale in Orillia ON

Showing results 1 - 30 of 270

Are you looking for houses under under $5m for sale in Orillia ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Orillia. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Orillia. Whether you’re looking to buy houses under under $5m in Orillia ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Orillia houses for sale under under $5m, including freehold homes, condos, and commercial properties.

Last Updated: April 16, 2025

50 Photos

644 Mississaga Street W, Simcoe, ON , MLS #40712310 , Image - 1

644 Mississaga Street W Orillia, Simcoe, ON MLS® 40712310

Residential Income (Multi-4 Unit)

$1,289,000

7 Beds
4 Baths
3123 sq-ft

OPPORTUNITY ABOUNDS WITH THIS FULLY LEGAL FOUR PLEX LOCATED IN ORILLIA'S WEST END - SET YOUR OWN MARKET VALUE RENT WITH THE BEAUTIFUL 3 BEDROOM UNIT O

50 Photos

644 MISSISSAGA Street W, Simcoe, ON , MLS #S12083464 , Image - 1

644 MISSISSAGA Street W Orillia, Simcoe, ON MLS® S12083464

Residential Freehold (Fourplex)

$1,289,000

4 +3 Beds
4 Baths
2000-2500 sq-ft

OPPORTUNITY ABOUNDS WITH THIS FULLY LEGAL FOUR PLEX LOCATED IN ORILLIA'S WEST END - SET YOUR OWN MARKET VALUE RENT WITH THE BEAUTIFUL 3 BEDROOM UNIT O

29 Photos

113 Colborne Street E, Simcoe, ON , MLS #40715811 , Image - 1

113 Colborne Street E Orillia, Simcoe, ON MLS® 40715811

Residential (Single Family Residence)

$899,000

3 Beds
4 Baths
2200 sq-ft

Welcome to 113 Colborne Street, a prime triplex located in the heart of downtown Orillia! This property presents an exceptional investment opportunity

35 Photos

135 Isabella Drive, Simcoe, ON , MLS #40709770 , Image - 1

135 Isabella Drive Orillia, Simcoe, ON MLS® 40709770

Residential (Single Family Residence)

$630,000

3 Beds
3 Baths
1600 sq-ft

Dont Miss Out on This Fantastic Opportunity! Welcome to this incredible semi-detached home nestled in the highly sought-after Westridge neighborhood!

15 Photos

2 Christine Place, Simcoe, ON , MLS #S12083993 , Image - 1

2 Christine Place Orillia, Simcoe, ON MLS® S12083993

Residential Freehold (Duplex)

$699,000

3 +2 Beds
2 Baths
700-1100 sq-ft

Bright & cozy legal duplex in the heart of Orillia with 2 self-contained units, each approx. 1,025 sq ft. Upper unit features 3 bedrooms, laminate flo

50 Photos

24 Champlain Street, Simcoe, ON , MLS #S12043869 , Image - 1

24 Champlain Street Orillia, Simcoe, ON MLS® S12043869

Residential Freehold (Detached)

$759,750

3 Beds
2 Baths
700-1100 sq-ft

In this Great North Ward location you will find this warm cozy well looked after home with a LEGAL APARTMENT ( $1200- $1500 rent, presently vacant) i

29 Photos

113 Colborne Street E, Simcoe, ON , MLS #S12075786 , Image - 1

113 Colborne Street E Orillia, Simcoe, ON MLS® S12075786

Residential Freehold (Triplex)

$899,000

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 113 Colborne Street, a prime triplex located in the heart of downtown Orillia! This property presents an exceptional investment opportunity

31 Photos

28 CHURCHLEA Mews, Simcoe, ON , MLS #S12082944 , Image - 1

28 CHURCHLEA Mews Orillia, Simcoe, ON MLS® S12082944

Residential Freehold (Att/Row/Townhouse)

$629,999

3 Beds
3 Baths
1500-2000 sq-ft

Welcome Home!!!!! The executive freehold townhouse offers all the bells and whistles, Perfect for first time home buyers, families, new comers, retire

35 Photos

135 Isabella Drive, Simcoe, ON , MLS #S12040774 , Image - 1

135 Isabella Drive Orillia, Simcoe, ON MLS® S12040774

Residential Freehold (Semi-Detached )

$630,000

3 Beds
3 Baths
1500-2000 sq-ft

Dont Miss Out on This Fantastic Opportunity! Welcome to this incredible semi-detached home nestled in the highly sought-after Westridge neighborhood!

2 Photos

1366 wilson Point Road, Simcoe, ON , MLS #S11959172 , Image - 1

1366 wilson Point Road Orillia, Simcoe, ON MLS® S11959172

Commercial (Land)

$289,000

A Beautiful, building lot in the City of Orillia. New city water and sewer services installed. Driveway permits pulled. Great location, in Orillia's

18 Photos

40-425 Museum Drive, Simcoe, ON , MLS #40716205 , Image - 1

40-425 Museum Drive Orillia, Simcoe, ON MLS® 40716205

Residential (Condo/Apartment Unit)

$925,000

3 Beds
3 Baths
2097 sq-ft

Introducing an exceptional end unit located just a short walk from Lake Couchiching situated in Leacock Village. This well maintained 2+1 bedrooms, 2

21 Photos

89 Mckenzie St, Simcoe, ON , MLS #40709185 , Image - 1

89 Mckenzie St Orillia, Simcoe, ON MLS® 40709185

Residential (Single Family Residence)

$569,000

3 Beds
2 Baths
1465 sq-ft

MOVE-IN READY WITH MAJOR UPDATES & INCREDIBLE VALUE! Affordably priced and packed with major upgrades, this well-loved 2.5-storey home in Orillia’s de

Open House : Sat Apr 19, 11:00 AM to 01:00 PM

20 Photos

40 Museum Drive, Simcoe, ON , MLS #40711438 , Image - 1

Unit-402, 40 Museum Drive Orillia, Simcoe, ON MLS® 40711438

Residential (Row/Townhouse)

$699,000

2 Beds
2 Baths
1910 sq-ft

IMMACULATELY MAINTAINED CONDO TOWNHOME FEATURING TIMELESS FINISHES & EFFORTLESS ACCESS TO AMENITIES & LAKE COUCHICHING! Welcome to this stunning 1.5-s

26 Photos

31 Courtney Crescent, Simcoe, ON , MLS #40714972 , Image - 1

31 Courtney Crescent Orillia, Simcoe, ON MLS® 40714972

Residential (Single Family Residence)

$699,900

4 Beds
3 Baths
1949 sq-ft

ENJOY THE BEST OF BOTH WORLDS - QUIET LOCATION, CLOSE TO EVERYTHING! Tucked away on a peaceful crescent, this delightful 2-storey offers an unbeatable

14 Photos

40 Museum Drive, Simcoe, ON , MLS #S12080073 , Image - 1

Unit-425, 40 Museum Drive Orillia, Simcoe, ON MLS® S12080073

Residential Condo & Other (Condo Townhouse)

$925,000

3 Beds
3 Baths
1600-1799 sq-ft

Introducing an exceptional end unit located just steps from Lake Couchiching in Leacock Village! This well maintained 2+1 bed, 3 bath features a prim

50 Photos

30 Museum Drive, Simcoe, ON , MLS #S12077328 , Image - 1

Unit-304, 30 Museum Drive Orillia, Simcoe, ON MLS® S12077328

Residential Condo & Other (Condo Townhouse)

$685,000

1 +1 Beds
3 Baths
1800-1999 sq-ft

Welcome to easy living at Villages of Leacock in this beautifully maintained 2-bedroom, 3-bathroom bungaloft, perfectly designed for comfort, convenie

42 Photos

12 Lankin Boulevard, Simcoe, ON , MLS #S12082108 , Image - 1

Unit-19, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S12082108

Residential Condo & Other (Condo Townhouse)

$538,500

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to this exceptionally well maintained, Condo Townhouse. Steps from Lake Simcoe, this renovated condo townhouse has 3 bedrooms, 2 full bathroom

30 Photos

53 Dancy Drive, Simcoe, ON , MLS #S12080531 , Image - 1

53 Dancy Drive Orillia, Simcoe, ON MLS® S12080531

Residential Freehold (Detached)

$649,000

4 Beds
2 Baths
1100-1500 sq-ft

Welcome to 53 Dancy Drive in the beautiful city of Orillia, Ontario! This charming and well-maintained home is situated on one of the largest lots on

26 Photos

31 Courtney Crescent, Simcoe, ON , MLS #S12069936 , Image - 1

31 Courtney Crescent Orillia, Simcoe, ON MLS® S12069936

Residential Freehold (Detached)

$699,900

4 Beds
3 Baths
1100-1500 sq-ft

ENJOY THE BEST OF BOTH WORLDS - QUIET LOCATION, CLOSE TO EVERYTHING! Tucked away on a peaceful crescent, this delightful 2-storey offers an unbeatable

18 Photos

87 Victoria Street, Simcoe, ON , MLS #40716606 , Image - 1

87 Victoria Street Orillia, Simcoe, ON MLS® 40716606

Residential (Single Family Residence)

$499,900

2 Beds
1 Baths
700 sq-ft

CHARMING, UPDATED, & READY FOR YOU TO MAKE IT HOME! You'll instantly fall in love with this delightful bungalow the moment you step inside! Set on a c

44 Photos

245 Atherley Road, Simcoe, ON , MLS #40691028 , Image - 1

245 Atherley Road Orillia, Simcoe, ON MLS® 40691028

Residential (Single Family Residence)

$599,999

3 Beds
2 Baths
1400 sq-ft

Calling all young professionals and investors. This beautifully renovated 3 bedroom detached home is a move-in ready, turnkey home. Great starter home

18 Photos

87 Victoria Street, Simcoe, ON , MLS #S12080617 , Image - 1

87 Victoria Street Orillia, Simcoe, ON MLS® S12080617

Residential Freehold (Detached)

$499,900

2 Beds
1 Baths
700-1100 sq-ft

CHARMING, UPDATED, & READY FOR YOU TO MAKE IT HOME! You'll instantly fall in love with this delightful bungalow the moment you step inside! Set on a c

41 Photos

92 Lily Drive, Simcoe, ON , MLS #40704576 , Image - 1

92 Lily Drive Orillia, Simcoe, ON MLS® 40704576

Residential (Row/Townhouse)

$766,000

3 Beds
3 Baths
2060 sq-ft

Welcome to 92 Lily Drive in Orillias much sought-after North Lake Village, ideally located close to the scenic Millennium Trail for walking and biking

13 Photos

265 Barrie Road, Simcoe, ON , MLS #S12080176 , Image - 1

265 Barrie Road Orillia, Simcoe, ON MLS® S12080176

Commercial (Investment)

$1,150,000

5 Baths

This charming 5-unit multiplex in the heart of Orillia offers an incredible chance for seasoned investors and newcomers looking to expand their portfo

14 Photos

267 Barrie Road, Simcoe, ON , MLS #S11979213 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S11979213

Residential Freehold (Vacant Land)

$299,000

Price drop by 0.3%

9 Beds
< 700 sq-ft

Vacant Land FOR SALE! Fantastic Opportunity: Build A TRIPLEX On A Huge 1/4 Acre Lot. Great For Multi-Generational Families Or Savvy Investors. The Int

40 Photos

33 Penetang Street, Simcoe, ON , MLS #40698271 , Image - 1

33 Penetang Street Orillia, Simcoe, ON MLS® 40698271

Residential (Single Family Residence)

$649,500

4 Beds
2 Baths
1625 sq-ft

CHARMING CENTURY HOME IN THE HEART OF ORILLIA! Welcome to 33 Penetang Street—a beautifully maintained, 2.5-storey gem nestled in the heart of Orillia.

50 Photos

35 Fittons Road E, Simcoe, ON , MLS #40715258 , Image - 1

35 Fittons Road E Orillia, Simcoe, ON MLS® 40715258

Residential (Single Family Residence)

$697,500

3 Beds
2 Baths
1865 sq-ft

Welcome to this well maintained 3-bedroom, 2-bathroom bungalow located in the sought-after North Ward of Orillia. Situated on an impressive 75 x 200 f

26 Photos

264 Diana Drive, Simcoe, ON , MLS #S12028293 , Image - 1

264 Diana Drive Orillia, Simcoe, ON MLS® S12028293

Residential Freehold (Detached)

$834,900

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 264 Diana Dr! Beautiful Detached Home Located In Orillia. Comes With 4 Bedrooms & 3 Bathrooms. Functional Layout, Eat-In Kitchen With W/O T

39 Photos

40 Museum Drive, Simcoe, ON , MLS #S12079429 , Image - 1

Unit-422, 40 Museum Drive Orillia, Simcoe, ON MLS® S12079429

Residential Condo & Other (Condo Townhouse)

$749,900

2 Beds
3 Baths
1800-1999 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Turn-key and move-in ready with numerous recent updates, including beautiful engineered hardwood floors, a

27 Photos

91 Bond Street, Simcoe, ON , MLS #S12079331 , Image - 1

91 Bond Street Orillia, Simcoe, ON MLS® S12079331

Residential Freehold (Detached)

$639,900

2 +2 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Legal duplex in Orillia offering a bright, spacious 2 bedroom basement apartment boasting a full kitchen, se

Shortlisted Properties

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Rishi Raj Tiwari

Sales Representative / Broker

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