261+ Houses for Sale in Orillia Under $5 Million

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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

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1047 Mississaga Street W, Simcoe, ON , MLS #S13631396 , Image - 1

Unit-307, 1047 Mississaga Street W Orillia, Simcoe, ON MLS® S13631396

Residential Condo & Other (Condo Apartment)

$329000.0

2 Beds
1 Baths
800-899 sq-ft

Simple Living Starts Here. Whether you're purchasing your first home, downsizing into a more manageable space, or simply looking for a low-maintenance

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424 JAMIESON Drive, Simcoe, ON , MLS #S13596634 , Image - 1

424 JAMIESON Drive Orillia, Simcoe, ON MLS® S13596634

Residential Freehold (Detached)

$699000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome home to 424 Jamieson Drive - This immaculate 3 bedroom and 1 1/2 bathroom sidesplit is conveniently located in Orillia's sought after north wa

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321 Park Street, Simcoe, ON , MLS #S13631232 , Image - 1

321 Park Street Orillia, Simcoe, ON MLS® S13631232

Residential Freehold (Detached)

$625000.0

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

Brick bungalow in Orillia's sought-after North Ward - where mature trees, walkable streets, and everyday convenience meet. The fully fenced backyard i

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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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1095 Mississaga Street W, Simcoe, ON , MLS #S13222416 , Image - 1

Unit-121, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S13222416

Residential Condo & Other (Condo Townhouse)

$425000.0

3 Beds
2 Baths
900-999 sq-ft

Welcome to 1095 Mississaga Street W., Unit 121, a bright and well-maintained end-unit townhome offering comfort, convenience, and exceptional value in

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26 South Street S, Simcoe, ON , MLS #S13606072 , Image - 1

26 South Street S Orillia, Simcoe, ON MLS® S13606072

Residential Freehold (Detached)

$460000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 26 South Street, a move-in ready home located in Orillia's desirable North Ward. Situated on an oversized, fenced lot, this property offers

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21 Matchedash Street S, Simcoe, ON , MLS #S13205850 , Image - 1

Unit-204, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S13205850

Residential Condo & Other (Condo Apartment)

$629000.0

1 +1 Beds
2 Baths
1000-1199 sq-ft

Welcome to The Sundeck - a bright, light-filled loft in the heart of downtown Orillia, just steps to Lake Couchiching, the waterfront, and everything

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12 Lankin Boulevard, Simcoe, ON , MLS #S13430120 , Image - 1

Unit-2, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S13430120

Residential Condo & Other (Condo Townhouse)

$399900.0

Price drop by 4.8%

3 Beds
1 Baths
1000-1199 sq-ft

Welcome to Ontario's Sunshine City, where waterfront living, recreation, and convenience come together in one of Central Ontario's most desirable comm

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97 Atlantis Drive, Simcoe, ON , MLS #S13630014 , Image - 1

97 Atlantis Drive Orillia, Simcoe, ON MLS® S13630014

Residential Freehold (Detached)

$749900.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to this charming all-brick bungalow in the highly desirable Westridge neighbourhood, perfectly positioned on a generous 50-foot frontage lot.

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292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0

Price drop by 8.4%

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

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers

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2 Vanessa Drive, Simcoe, ON , MLS #S13628384 , Image - 1

2 Vanessa Drive Orillia, Simcoe, ON MLS® S13628384

Residential Freehold (Detached)

$1099000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in the heart of Orillia, this spacious legal duplex offers exceptional convenience, wal

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119 Emily Street, Simcoe, ON , MLS #S13620058 , Image - 1

119 Emily Street Orillia, Simcoe, ON MLS® S13620058

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully updated home offering over 1,300 sq ft of thoughtfully designed living space, ideally located close to all of Orillia's am

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398 Old Muskoka Road, Simcoe, ON , MLS #S13619696 , Image - 1

398 Old Muskoka Road Orillia, Simcoe, ON MLS® S13619696

Residential Freehold (Detached)

$529900.0

3 Beds
2 Baths
700-1100 sq-ft

Tucked along a quiet, mature stretch of Old Muskoka Rd, this 1968-built sidesplit sits on one of the area's most established, tree-lined streets - the

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153 Matchedash Street N, Simcoe, ON , MLS #S13626142 , Image - 1

153 Matchedash Street N Orillia, Simcoe, ON MLS® S13626142

Residential Freehold (Detached)

$795000.0

4 Beds
3 Baths
2000-2500 sq-ft

Located in one of Orillia's most established neighborhoods in the prestigious area known as the old north ward Orillia. A desirable historic area sou

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115 Bond Street, Simcoe, ON , MLS #S13626036 , Image - 1

Unit-Unit 201, 115 Bond Street Orillia, Simcoe, ON MLS® S13626036

Residential Condo & Other (Condo Apartment)

$325000.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this Well-Maintained Condominium Complex offering comfort, convenience, and easy living. This spacious Two-Bedroom Corner Unit features a d

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759 Broadview Avenue, Simcoe, ON , MLS #S12844718 , Image - 1

759 Broadview Avenue Orillia, Simcoe, ON MLS® S12844718

Residential Freehold (Detached)

$2549000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most

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232 Shannon Street, Simcoe, ON , MLS #S13511228 , Image - 1

232 Shannon Street Orillia, Simcoe, ON MLS® S13511228

Residential Freehold (Detached)

$472500.0

Price drop by 5.5%

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

Opportunity awaits at 232 Shannon Street in Orillia. This raised bungalow offers a practical layout with 2 bedrooms on the main level, 1 additional be

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230 Shannon Street, Simcoe, ON , MLS #S13625126 , Image - 1

230 Shannon Street Orillia, Simcoe, ON MLS® S13625126

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming 3-level backsplit nestled in a family-friendly neighbourhood, ideally located close to schools, parks, shopping, and everyday

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430 Gill Street, Simcoe, ON , MLS #S13620104 , Image - 1

430 Gill Street Orillia, Simcoe, ON MLS® S13620104

Residential Freehold (Detached)

$419900.0

1 Beds
1 Baths
700-1100 sq-ft

Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value

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321 Franklin Street, Simcoe, ON , MLS #S13599742 , Image - 1

321 Franklin Street Orillia, Simcoe, ON MLS® S13599742

Residential Freehold (Detached)

$539000.0

3 Beds
2 Baths
1100-1500 sq-ft

This beautifully maintained bungalow is nestled on a picturesque, family-friendly street in one of Orillia's most desirable neighbourhoods. Offering 3

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408 Regent Street, Simcoe, ON , MLS #S13142828 , Image - 1

408 Regent Street Orillia, Simcoe, ON MLS® S13142828

Residential Freehold (Detached)

$475000.0

Price drop by 4.8%

3 Beds
2 Baths
1500-2000 sq-ft

AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached

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25 Atlantis Drive, Simcoe, ON , MLS #S13623488 , Image - 1

25 Atlantis Drive Orillia, Simcoe, ON MLS® S13623488

Residential Freehold (Detached)

$849900.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 25 Atlantis Drive, a beautifully maintained home built in 2020, nestled in Orillia's highly sought-after West Ridge community. Set in one o

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90 Orchard Point, Simcoe, ON , MLS #S13623946 , Image - 1

Unit-311, 90 Orchard Point Orillia, Simcoe, ON MLS® S13623946

Residential Condo & Other (Condo Apartment)

$699000.0

1 +1 Beds
2 Baths
1000-1199 sq-ft

Experience the best of lakeside living in this beautifully appointed 1-bedroom plus den, 2-bathroom condo offering breathtaking, unobstructed views of

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243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$325000.0

Price drop by 13.3%

2 Beds
1 Baths
700-1100 sq-ft

Price Just Reduced. Motivated Seller! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' lot. Nestled o

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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

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39 Orma Drive, Simcoe, ON , MLS #S13619188 , Image - 1

39 Orma Drive Orillia, Simcoe, ON MLS® S13619188

Residential Freehold (Detached)

$639900.0

3 Beds
2 Baths
1100-1500 sq-ft

Every home is like a book, filled with stories of family, character and adventure. At 39 Orma Drive, you can feel the chapters that have already been

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232 Mary Street, Simcoe, ON , MLS #S13525368 , Image - 1

232 Mary Street Orillia, Simcoe, ON MLS® S13525368

Residential Freehold (Duplex)

$499900.0

Price drop by 5.5%

4 Beds
2 Baths
1500-2000 sq-ft

ATTENTION INVESTORS & SAVVY HOMEOWNERS-REGISTERED DUPLEX WITH IMMEDIATE CASH FLOW POTENTIAL. Spacious 2-bedroom upper unit plus a separate 1-bedroom l

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105 Matchedash Street S, Simcoe, ON , MLS #S13620072 , Image - 1

105 Matchedash Street S Orillia, Simcoe, ON MLS® S13620072

Residential Freehold (Vacant Land)

$349000.0

5000 + sq-ft

Top 5 Reasons You Will Love This Property: 1) Situated on a 65'x105' corner lot at Matchedash Street South and Western Avenue, this property offers ou

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3086 Emperor Drive, Simcoe, ON , MLS #S13008040 , Image - 1

3086 Emperor Drive Orillia, Simcoe, ON MLS® S13008040

Residential Freehold (Detached)

$759000.0

Price drop by 6.9%

4 Beds
3 Baths
2000-2500 sq-ft

*PRICE REDUCTION OF $50,000!* Step into this beautiful detached 2-storey home located in the heart of Orillia's highly sought-after West Ridge communi

Houses for Sale in Orillia ON Under $5 Million - P2