minPriceVal

maxPriceVal

minSize

maxSize

Houses for Sale in Orillia ON Under $5 Million

Showing results 1 - 30 of 262

Are you looking for houses 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: August 06, 2026

22 Photos

541 High Street, Simcoe, ON , MLS #S13583630 , Image - 1

541 High Street Orillia, Simcoe, ON MLS® S13583630

Residential Freehold (Duplex)

$599900.0

3 Beds
2 Baths
1500-2000 sq-ft

Attention investors - this is a must-see opportunity! Beautifully finished legal duplex situated on a wonderful oversized lot in an unbeatable locatio

39 Photos

113 North Street W, Simcoe, ON , MLS #S13597008 , Image - 1

113 North Street W Orillia, Simcoe, ON MLS® S13597008

Residential Freehold (Detached)

$649000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Welcome to this spacious and updated raised brick bungalow located in Orillia's highly sought-after North Ward. Offering 3+1 bedrooms and 2 full bathr

14 Photos

267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$235000.0

Price drop by 1.6%

Vacant Land For Sale! Seller Financing AvailableA great opportunity to build on a large 1/4 acre lot in a convenient Orillia location. This property o

25 Photos

208 Diana Drive, Simcoe, ON , MLS #S13508460 , Image - 1

208 Diana Drive Orillia, Simcoe, ON MLS® S13508460

Residential Freehold (Detached)

$699999.0

Price drop by 6.5%

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to 208 Diana Drive, located in Orillia's highly sought-after Westridge community. This beautifully maintained home has been thoughtfully renov

Open House : Sat Aug 08, 09:00 AM to 11:00 AM

19 Photos

16 William Street, Simcoe, ON , MLS #S13588234 , Image - 1

16 William Street Orillia, Simcoe, ON MLS® S13588234

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

CENTURY CHARM & THOUGHTFUL UPDATES IN A CENTRAL ORILLIA LOCATION! This is the house with the storybook front porch, the greenery-filled backyard with

45 Photos

60 MUSEUM Drive, Simcoe, ON , MLS #S13573110 , Image - 1

Unit-505, 60 MUSEUM Drive Orillia, Simcoe, ON MLS® S13573110

Residential Condo & Other (Condo Townhouse)

$779000.0

2 Beds
3 Baths
1800-1999 sq-ft

Welcome to this immaculate bungaloft end-unit condominium in the sought-after Leacock Village, where comfort, style, and an exceptional location come

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

34 Photos

84 Mississaga Street W, Simcoe, ON , MLS #S13571966 , Image - 1

84 Mississaga Street W Orillia, Simcoe, ON MLS® S13571966

Residential Freehold (Fourplex)

$825000.0

6 Beds
4 Baths
3500-5000 sq-ft

Downtown Orillia, Legal Fourplex, has been continually upgraded, offering great income producing potential. Secure an income-focused legal fourplex in

43 Photos

12 LANKIN Boulevard, Simcoe, ON , MLS #S13459880 , Image - 1

Unit-31, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13459880

Residential Condo & Other (Condo Townhouse)

$418880.0

3 +0 Beds
1 Baths
1200-1399 sq-ft

SOLD CONDITIONAL PENDING DEPOSIT...Discover the perfect blend of comfort, value, and lakeside living in this charming 3-bedroom townhome at the revita

35 Photos

93 Lightfoot Drive, Simcoe, ON , MLS #S13428032 , Image - 1

93 Lightfoot Drive Orillia, Simcoe, ON MLS® S13428032

Residential Condo & Other (Condo Townhouse)

$899900.0

3 Beds
3 Baths
1600-1799 sq-ft

This brand new 3-storey unit is ideally located in Orillia's sought-after Sunshine Harbour Waterfront Community. Situated at 93 Lightfoot Drive, this

35 Photos

4261 Huronia Road, Simcoe, ON , MLS #S13479718 , Image - 1

4261 Huronia Road Orillia, Simcoe, ON MLS® S13479718

Residential Freehold (Detached)

$659900.0

Price drop by 5.7%

3 +2 Beds
2 Baths
1100-1500 sq-ft

Spacious Family Home with Excellent Highway Access. Welcome to this spacious and well-maintained family home, ideally located close to major highway a

43 Photos

3118 Orion Boulevard, Simcoe, ON , MLS #S13634280 , Image - 1

3118 Orion Boulevard Orillia, Simcoe, ON MLS® S13634280

Residential Freehold (Detached)

$859900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained 4-bedroom, 3-bathroom detached home offering over 2,200 sq. ft. of thoughtfully designed living space in the hi

32 Photos

3135 Emperor Drive, Simcoe, ON , MLS #S13639144 , Image - 1

3135 Emperor Drive Orillia, Simcoe, ON MLS® S13639144

Residential Freehold (Detached)

$739900.0

3 +2 Beds
4 Baths
1100-1500 sq-ft

Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and

44 Photos

66 Nottawasaga Street, Simcoe, ON , MLS #S13638498 , Image - 1

66 Nottawasaga Street Orillia, Simcoe, ON MLS® S13638498

Residential Freehold (Fourplex)

$859900.0

4 Beds
4 Baths
1500-2000 sq-ft

7.3% cap. Most fourplexes that come up need something: units to renovate, rents to catch up, or a hydro bill you inherit. This one needs none of it. A

50 Photos

8 Sandra Drive, Simcoe, ON , MLS #S13597542 , Image - 1

8 Sandra Drive Orillia, Simcoe, ON MLS® S13597542

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this warm and inviting 4-level side split, ideally located in a mature, family-friendly neighbourhood close to parks, schools, everyday ame

47 Photos

143 Victoria Crescent, Simcoe, ON , MLS #S13536316 , Image - 1

143 Victoria Crescent Orillia, Simcoe, ON MLS® S13536316

Residential Freehold (Detached)

$1699999.0

3 Beds
3 Baths
2000-2500 sq-ft

Exceptional Lakefront Living on Lake Simcoe. Rarely offered, this stunning waterfront split-level bungalow presents 70+ feet of prime shoreline on Lak

50 Photos

120 Matchedash Street N, Simcoe, ON , MLS #S13620340 , Image - 1

120 Matchedash Street N Orillia, Simcoe, ON MLS® S13620340

Residential Freehold (Detached)

$799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Nestled in Orillia's coveted North Ward, just two blocks from vibrant downtown & two blocks from the sparkling shores of Lake Couchiching, this remark

33 Photos

55 Elgin Street, Simcoe, ON , MLS #S13568470 , Image - 1

55 Elgin Street Orillia, Simcoe, ON MLS® S13568470

Residential Freehold (Detached)

$369900.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Would you live here? This 4-bedroom home offers space, flexibility, and value in a growing Orillia neighbourhood just minutes from downtown and beauti

32 Photos

2974 Monarch Drive, Simcoe, ON , MLS #S13539430 , Image - 1

2974 Monarch Drive Orillia, Simcoe, ON MLS® S13539430

Residential Freehold (Detached)

$826900.0

4 Beds
3 Baths
2000-2500 sq-ft

*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many

40 Photos

220 Belmoral Drive, Simcoe, ON , MLS #S13570628 , Image - 1

220 Belmoral Drive Orillia, Simcoe, ON MLS® S13570628

Residential Freehold (Detached)

$749900.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to this 4 Bedroom family home nestled in Orillia's highly sought-after North Ward. Thoughtfully designed with spacious living areas, this home

36 Photos

23A George Street, Simcoe, ON , MLS #S13110238 , Image - 1

23A George Street Orillia, Simcoe, ON MLS® S13110238

Residential Freehold (Detached)

$599900.0

Price drop by 7.7%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this well kept brick bungalow located in a family-friendly neighbourhood close to schools, parks, and everyday amenities. With no rear neig

38 Photos

364 Mary Street, Simcoe, ON , MLS #S13626850 , Image - 1

364 Mary Street Orillia, Simcoe, ON MLS® S13626850

Residential Freehold (Detached)

$569000.0

2 +1 Beds
1 Baths
700-1100 sq-ft

Some homes tell their story the moment you arrive. Lovingly maintained by the same owner for more than 35 years, this split-entry bungalow sits on a r

18 Photos

6 Cindy Lee Crescent, Simcoe, ON , MLS #S13571480 , Image - 1

6 Cindy Lee Crescent Orillia, Simcoe, ON MLS® S13571480

Residential Freehold (Detached)

$559900.0

2 +1 Beds
2 Baths
700-1100 sq-ft

FAMILY-FRIENDLY BUNGALOW WITH THOUGHTFUL UPDATES, A FINISHED BASEMENT & A PRIMARY BEDROOM WALKOUT! Every great family home has a story waiting to unfo

13 Photos

24 rose Avenue, Simcoe, ON , MLS #S13247782 , Image - 1

24 rose Avenue Orillia, Simcoe, ON MLS® S13247782

Residential Freehold (Semi-Detached )

$659900.0

3 Beds
3 Baths
1500-2000 sq-ft

*** Under Construction, Come pick your own Finishes ***Featuring soaring 9-foot ceilings, oversized windows, and premium wide-plank vinyl flooring thr

Open House : Sat Aug 08, 10:00 AM to 12:00 PM

13 Photos

26 rose Avenue, Simcoe, ON , MLS #S13247658 , Image - 1

26 rose Avenue Orillia, Simcoe, ON MLS® S13247658

Residential Freehold (Semi-Detached )

$659900.0

3 Beds
3 Baths
1500-2000 sq-ft

*** Under Construction, Come pick your own Finishes ***Featuring soaring 9-foot ceilings, oversized windows, and premium wide-plank vinyl flooring thr

Open House : Sat Aug 08, 10:00 AM to 12:00 PM

50 Photos

12 LANKIN Boulevard, Simcoe, ON , MLS #S13481748 , Image - 1

Unit-#22, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13481748

Residential Condo & Other (Condo Townhouse)

$408000.0

Price drop by 2.8%

3 +0 Beds
1 Baths
1200-1399 sq-ft

Experience lakeside living in this fully renovated, multi-level condo townhouse just a few hundred yards from Lake Simcoe. Unit 22, 12 Lankin Blvd, si

50 Photos

28 Maple Drive, Simcoe, ON , MLS #S13582762 , Image - 1

28 Maple Drive Orillia, Simcoe, ON MLS® S13582762

Residential Freehold (Detached)

$3999900.0

4 Beds
6 Baths
3500-5000 sq-ft

Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of

36 Photos

29 KORLEA Crescent, Simcoe, ON , MLS #S13501662 , Image - 1

29 KORLEA Crescent Orillia, Simcoe, ON MLS® S13501662

Residential Freehold (Detached)

$575000.0

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

Welcome to 29 Korlea Crescent. A raised bungalow offering space, versatility, and plenty of opportunity. With 3 bedrooms on the main level and 2 addit

21 Photos

107 Bond Street, Simcoe, ON , MLS #S13215402 , Image - 1

Unit-202, 107 Bond Street Orillia, Simcoe, ON MLS® S13215402

Residential Condo & Other (Condo Apartment)

$342000.0

Price drop by 2.0%

2 Beds
1 Baths
900-999 sq-ft

Welcome to this bright and beautifully updated 2-bedroom, 1-bath end-unit condo that truly feels like home. With its open-concept layout, natural ligh

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! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage and boathouse a

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.