224+ Houses for Sale in Orillia Under $5 Million

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21 Matchedash Street S, Simcoe, ON , MLS #S14132868 , Image - 1

Unit-502, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S14132868

Residential Condo & Other (Condo Apartment)

$649000.0

2 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Perched on the top floor of the desirable Matchedash Lofts, this never-lived-in condo offers a rare opportu

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381 Forest Avenue S, Simcoe, ON , MLS #S14132336 , Image - 1

381 Forest Avenue S Orillia, Simcoe, ON MLS® S14132336

Residential Freehold (Detached)

$369900.0

3 Beds
1 Baths
700-1100 sq-ft

Discover the charm of 381 Forest Avenue South! This welcoming 3-bedroom, 1-bathroom bungalow offers comfortable living in a quiet, established neighbo

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3063 Stone Ridge Boulevard, Simcoe, ON , MLS #S14132038 , Image - 1

3063 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S14132038

Residential Freehold (Detached)

$999000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Custom-built family bungalow offering a bright, open-concept layout with quality finishes throughout, built

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3020 Sierra Drive, Simcoe, ON , MLS #S14131116 , Image - 1

3020 Sierra Drive Orillia, Simcoe, ON MLS® S14131116

Residential Freehold (Detached)

$989000.0

3 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover exceptional quality and craftsmanship in this beautifully designed home, thoughtfully customized wi

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

321 Park Street Orillia, Simcoe, ON MLS® S13631232

Residential Freehold (Detached)

$595000.0

Price drop by 4.8%

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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24 Goldie Drive, Simcoe, ON , MLS #S14093900 , Image - 1

24 Goldie Drive Orillia, Simcoe, ON MLS® S14093900

Residential Freehold (Detached)

$549000.0

2 Beds
2 Baths
700-1100 sq-ft

24 Goldie Dr in Orillia's desirable North Ward offers a great combination of comfort, convenience, and thoughtful updates, all within walking distance

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93 Bond Street, Simcoe, ON , MLS #S14099028 , Image - 1

93 Bond Street Orillia, Simcoe, ON MLS® S14099028

Residential Freehold (Detached)

$379000.0

1 Beds
1 Baths
< 700 sq-ft

CHARMING BUNGALOW WITH BEAUTIFUL FINISHES ON A MASSIVE 239-FT-DEEP LOT WITH A DETACHED OUTBUILDING IN A PRIME ORILLIA LOCATION! The backyard stretches

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11 Churchlea Mews, Simcoe, ON , MLS #S14129834 , Image - 1

11 Churchlea Mews Orillia, Simcoe, ON MLS® S14129834

Residential Freehold (Att/Row/Townhouse)

$637500.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover comfortable, low-maintenance living in this newer three-bedroom townhome, featuring numerous builde

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270 JAMES Street E, Simcoe, ON , MLS #S13492702 , Image - 1

270 JAMES Street E Orillia, Simcoe, ON MLS® S13492702

Residential Freehold (Detached)

$599000.0

Price drop by 13.2%

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

Immaculate 3+1 bedroom detached home on 50'x120' treed lot minutes to Lake Simcoe, Tudhope Park public transport & city centre. Living/dining room wit

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269 Cedarmere Road, Simcoe, ON , MLS #S13147574 , Image - 1

269 Cedarmere Road Orillia, Simcoe, ON MLS® S13147574

Residential Freehold (Detached)

$1259000.0

Price drop by 2.4%

3 +2 Beds
3 Baths
1500-2000 sq-ft

Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offe

Open House : Sat Nov 07, 12:00 PM to 02:00 PM

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407 Bay Street, Simcoe, ON , MLS #S12515842 , Image - 1

407 Bay Street Orillia, Simcoe, ON MLS® S12515842

Residential Freehold (Detached)

$1299000.0

Price drop by 18.3%

3 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-s

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453 Mooney Crescent, Simcoe, ON , MLS #S14104466 , Image - 1

453 Mooney Crescent Orillia, Simcoe, ON MLS® S14104466

Residential Freehold (Detached)

$699999.0

Price drop by 2.1%

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

Tucked away near the end of a quiet dead-end street and just steps from the canal, this bright and welcoming home is located in one of Orillia's most

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5 Argyle Avenue, Simcoe, ON , MLS #S14125192 , Image - 1

5 Argyle Avenue Orillia, Simcoe, ON MLS® S14125192

Residential Freehold (Detached)

$555000.0

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

Recently renovated, well built raised bungalow in the heart of Orillia. Nestled on a quiet street, 5 Argyle Ave offers a large, fenced backyard with m

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3046 Stone Ridge Boulevard, Simcoe, ON , MLS #S14122074 , Image - 1

3046 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S14122074

Residential Freehold (Detached)

$799000.0

3 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained home in Orillia's West Ridge community. This property offers over 2,500 sq. ft. of finished living space, 9-foo

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13 Grace Avenue, Simcoe, ON , MLS #S14124188 , Image - 1

13 Grace Avenue Orillia, Simcoe, ON MLS® S14124188

Residential Freehold (Detached)

$389000.0

2 Beds
1 Baths
700-1100 sq-ft

TOP 5 REASONS YOU'LL LOVE THIS HOME! 1. INCREDIBLE LOT: Situated on a beautiful, oversized 86 ft x 174 ft lot in Orillia's desirable North Ward, this

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465 Mooney Crescent, Simcoe, ON , MLS #S13464810 , Image - 1

465 Mooney Crescent Orillia, Simcoe, ON MLS® S13464810

Residential Freehold (Detached)

$2490000.0

3 +3 Beds
6 Baths
3500-5000 sq-ft

83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedr

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347 Macisaac Drive, Simcoe, ON , MLS #S14117720 , Image - 1

347 Macisaac Drive Orillia, Simcoe, ON MLS® S14117720

Residential Freehold (Detached)

$975000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 347 MacIsaac Drive, a waterfront sidesplit bungalow on Smiths Bay, Lake Simcoe, offering direct water access, a private dock and beautiful

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42 Dancy Drive, Simcoe, ON , MLS #S14079936 , Image - 1

42 Dancy Drive Orillia, Simcoe, ON MLS® S14079936

Residential Freehold (Detached)

$619900.0

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

Top 5 Reasons You Will Love This Home: 1) Pride of ownership shines throughout this beautifully maintained family home, offering a warm and welcoming

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1095 Mississaga Street W, Simcoe, ON , MLS #S14092926 , Image - 1

Unit-78, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S14092926

Residential Condo & Other (Condo Townhouse)

$379900.0

3 Beds
1 Baths
1000-1199 sq-ft

Welcome to Village Green, a well-established condominium townhome community in Orillia! This recently updated and freshly painted 3-bedroom, 2-bathroo

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1095 Mississaga Street W, Simcoe, ON , MLS #S14092920 , Image - 1

Unit-44, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S14092920

Residential Condo & Other (Condo Townhouse)

$379900.0

3 Beds
1 Baths
1000-1199 sq-ft

Discover comfortable, low-maintenance living in Orillia's established Village Green condominium community! Recently updated and freshly painted, this

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

321 Franklin Street Orillia, Simcoe, ON MLS® S13599742

Residential Freehold (Detached)

$529000.0

Price drop by 1.9%

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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144 Jarvis Street, Simcoe, ON , MLS #S14119954 , Image - 1

144 Jarvis Street Orillia, Simcoe, ON MLS® S14119954

Residential Freehold (Detached)

$549900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 144 Jarvis Street, a truly special piece of Orillia history in the sought-after North Ward, just steps from the main beach waterfront of La

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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

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40 Victoria Crescent, Simcoe, ON , MLS #S14081332 , Image - 1

Unit-24, 40 Victoria Crescent Orillia, Simcoe, ON MLS® S14081332

Residential Condo & Other (Condo Townhouse)

$349500.0

3 Beds
2 Baths
1200-1399 sq-ft

Lakeside living, everyday convenience and exceptional potential! Welcome to 24-40 Victoria Crescent in Orillia, where opportunity awaits just steps fr

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40 Lily Drive, Simcoe, ON , MLS #S13862564 , Image - 1

40 Lily Drive Orillia, Simcoe, ON MLS® S13862564

Residential Freehold (Att/Row/Townhouse)

$575000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 40 Lily Drive, an end-unit bungalow townhome offering easy, no-stairs living in North Lake Village. Situated on a corner lot, this two-bedr

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00110 James Street E, Simcoe, ON , MLS #S14115674 , Image - 1

00110 James Street E Orillia, Simcoe, ON MLS® S14115674

Residential Freehold (Vacant Land)

$179000.0

This vacant residential lot in Orillia's south end is a great opportunity to build your own home. Situated on James Street East in an established nei

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100 Cameron Street, Simcoe, ON , MLS #S14115240 , Image - 1

100 Cameron Street Orillia, Simcoe, ON MLS® S14115240

Residential Freehold (Duplex)

$639000.0

4 Beds
3 Baths
2000-2500 sq-ft

CHARMING WEST WARD DUPLEX WITH INCOME POTENTIAL! Discover an exceptional opportunity to enter the housing market while generating rental income in on

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3151 Monarch Drive, Simcoe, ON , MLS #S14109792 , Image - 1

3151 Monarch Drive Orillia, Simcoe, ON MLS® S14109792

Residential Freehold (Detached)

$799000.0

4 Beds
4 Baths
2500-3000 sq-ft

Bright and beautiful detached home with a double garage is situated on a spacious 50-ft lot and features a welcoming open-concept layout with 4 bedroo

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3019 Monarch Drive, Simcoe, ON , MLS #S14112046 , Image - 1

3019 Monarch Drive Orillia, Simcoe, ON MLS® S14112046

Residential Freehold (Detached)

$1149900.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to 3019 Monarch Dr in Orillia's sought-after West Ridge community! This impressive new build by Mariposa Homes offers over 3,000 sq. ft. of li

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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

Houses for Sale in Orillia ON Under $5 Million - P3