261+ Houses for Sale in Orillia Under $5 Million

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142 JULIA Crescent, Simcoe, ON , MLS #S13559848 , Image - 1

142 JULIA Crescent Orillia, Simcoe, ON MLS® S13559848

Residential Freehold (Link)

$619900.0

3 Beds
4 Baths
1100-1500 sq-ft

Welcome to 142 Julia Crescent, located in the highly sought-after West Ridge neighbourhood of Orillia! This beautifully maintained 3-bedroom, 4-bathro

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308 Hilda Street, Simcoe, ON , MLS #S13418298 , Image - 1

308 Hilda Street Orillia, Simcoe, ON MLS® S13418298

Residential Freehold (Semi-Detached )

$399000.0

Price drop by 5.5%

3 Beds
1 Baths
700-1100 sq-ft

Affordable opportunity in Orillia! This 2-storey semi-detached home offers over 1,000 sq ft above grade with 3 bedrooms and 1 full bath, making it a g

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258 Bay Street, Simcoe, ON , MLS #S13511876 , Image - 1

258 Bay Street Orillia, Simcoe, ON MLS® S13511876

Residential Freehold (Detached)

$1499900.0

4 Beds
3 Baths
3000-3500 sq-ft

This premium waterfront property offers an exceptional location just minutes from Orillia's downtown core and Couchiching Beach Park. Situated on a d

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44 Courtney Crescent W, Simcoe, ON , MLS #S13569434 , Image - 1

44 Courtney Crescent W Orillia, Simcoe, ON MLS® S13569434

Residential Freehold (Detached)

$629900.0

3 Beds
2 Baths
700-1100 sq-ft

SPOTLESS RAISED BUNGALOW ON A QUIET DEAD END STREET IN ORILLIA'S WEST WARD. ONE OWNER HOME BUILT BY LOCAL BUILDER JOHN JOHNSON. 3 GENEROUS BEDROOMS ON

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12 Francis Road, Simcoe, ON , MLS #S13549548 , Image - 1

12 Francis Road Orillia, Simcoe, ON MLS® S13549548

Residential Freehold (Detached)

$1079900.0

3 Beds
2 Baths
1100-1500 sq-ft

What makes a property truly rare? A beautifully updated, move-in-ready home on an exceptional mature lot in one of Orillia's most sought-after neighbo

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26 Dalton Crescent N, Simcoe, ON , MLS #S13547764 , Image - 1

26 Dalton Crescent N Orillia, Simcoe, ON MLS® S13547764

Residential Freehold (Detached)

$699999.0

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

Welcome to this spacious family home in Orillia's highly sought-after North Ward, situated on an impressive oversized lot adjacent to a park! Brimming

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12 Lankin Boulevard, Simcoe, ON , MLS #S13231682 , Image - 1

Unit-40, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S13231682

Residential Condo & Other (Condo Townhouse)

$399900.0

Price drop by 4.3%

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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221 Matchedash Street S, Simcoe, ON , MLS #S13560270 , Image - 1

221 Matchedash Street S Orillia, Simcoe, ON MLS® S13560270

Residential Freehold (Vacant Land)

$285000.0

< 700 sq-ft

Attention builders and investors! Partial VTB available for qualified purchaser! Vacant land for sale, corner lot on a quiet street. Building permit i

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600 West Street S, Simcoe, ON , MLS #S13561268 , Image - 1

600 West Street S Orillia, Simcoe, ON MLS® S13561268

Residential Freehold (Detached)

$399000.0

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi

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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

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3123 Stone Ridge Boulevard, Simcoe, ON , MLS #S13170960 , Image - 1

3123 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13170960

Residential Freehold (Detached)

$849900.0

Price drop by 3.4%

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to this stunning 2-storey family home in the highly sought-after Stone Ridge community, offering nearly 3,000 sq ft of beautifully finished li

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320 East Street, Simcoe, ON , MLS #S13445490 , Image - 1

320 East Street Orillia, Simcoe, ON MLS® S13445490

Residential Freehold (Att/Row/Townhouse)

$699000.0

Price drop by 2.2%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome Home to 320 East Street, Orillia! This beautifully appointed end-unit townhouse offers the perfect blend of style, comfort, and convenience. B

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47 Atlantis Drive, Simcoe, ON , MLS #S13558812 , Image - 1

47 Atlantis Drive Orillia, Simcoe, ON MLS® S13558812

Residential Freehold (Detached)

$999900.0

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

Luxury Living, Completely Reimagined.Welcome to **47 Atlantis Drive**, a stunning luxury home in one of Orillia's most desirable family neighbourhoods

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608 BROADVIEW Avenue, Simcoe, ON , MLS #S13520948 , Image - 1

608 BROADVIEW Avenue Orillia, Simcoe, ON MLS® S13520948

Residential Freehold (Detached)

$699900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 608 Broadview Ave - Sitting on a quiet street surrounded by multi- million dollar homes, this unique property highlights the old adage that

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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

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441 Barrie Road, Simcoe, ON , MLS #S13491610 , Image - 1

Unit-16, 441 Barrie Road Orillia, Simcoe, ON MLS® S13491610

Residential Condo & Other (Condo Townhouse)

$399000.0

Price drop by 2.2%

3 Beds
2 Baths
1000-1199 sq-ft

Well cared for and tastefully updated two-storey townhouse situated in the highly desirable Orillia Woodlands Condominium community. This inviting thr

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255 DIANA Drive, Simcoe, ON , MLS #S13525902 , Image - 1

255 DIANA Drive Orillia, Simcoe, ON MLS® S13525902

Residential Freehold (Detached)

$769000.0

3 Beds
3 Baths
2000-2500 sq-ft

This is an exquisite open-concept family home nestled in the charming community of Orillia! This impressive residence boasts 2,373 square feet of luxu

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8 GEORGE Street N, Simcoe, ON , MLS #S13552512 , Image - 1

8 GEORGE Street N Orillia, Simcoe, ON MLS® S13552512

Residential Freehold (Detached)

$619900.0

3 Beds
2 Baths
1100-1500 sq-ft

Set on an impressive double-wide lot in a family-friendly neighbourhood, this well-maintained 3-bedroom, 2-bathroom home combines comfortable everyday

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390 Arthur Street, Simcoe, ON , MLS #S13546356 , Image - 1

390 Arthur Street Orillia, Simcoe, ON MLS® S13546356

Residential Freehold (Detached)

$649000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central lo

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Lot 46 Orion Boulevard, Simcoe, ON , MLS #S13545302 , Image - 1

Lot 46 Orion Boulevard Orillia, Simcoe, ON MLS® S13545302

Residential Freehold (Detached)

$769900.0

4 Beds
4 Baths
2000-2500 sq-ft

PRICE REFLECTS HST REBATE. Introducing the Stanley Model (Elevation A) in the highly sought-after West Ridge community on Orion Boulevard. This well-d

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371 Millard Street, Simcoe, ON , MLS #S13545060 , Image - 1

371 Millard Street Orillia, Simcoe, ON MLS® S13545060

Residential Freehold (Att/Row/Townhouse)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome home to a freehold townhouse with no monthly fees - a rare find at this price point. Inside, the layout feels warm, functional, and designed t

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375 Parkhurst Crescent, Simcoe, ON , MLS #S13548614 , Image - 1

375 Parkhurst Crescent Orillia, Simcoe, ON MLS® S13548614

Residential Freehold (Detached)

$564900.0

3 Beds
2 Baths
1100-1500 sq-ft

There is only one North Ward. This 3-bedroom bungalow sits on a quiet 65' X 127' mature lot and is available for immediate possession. Main level has

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46 Michelle Drive, Simcoe, ON , MLS #S13545048 , Image - 1

46 Michelle Drive Orillia, Simcoe, ON MLS® S13545048

Residential Freehold (Att/Row/Townhouse)

$569900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained end-unit townhouse offering over 1,500sq. ft. of finished living space in one of Orillia's most convenient loca

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345 Brewery Lane, Simcoe, ON , MLS #S13229844 , Image - 1

345 Brewery Lane Orillia, Simcoe, ON MLS® S13229844

Residential Freehold (Detached)

$1879000.0

6 Beds
3 Baths
3500-5000 sq-ft

A rare waterfront opportunity on the shores of Lake Couchiching (Trent System), featuring nearly 98 feet of pristine shoreline with a private dock, be

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185 Isabella Drive, Simcoe, ON , MLS #S13443388 , Image - 1

185 Isabella Drive Orillia, Simcoe, ON MLS® S13443388

Residential Freehold (Att/Row/Townhouse)

$698000.0

Price drop by 4.3%

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

Exceptional opportunity in the sought-after West Ridge community! This bright and spacious end-unit townhouse features a legal second dwelling unit wi

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313 John Street, Simcoe, ON , MLS #S13100194 , Image - 1

313 John Street Orillia, Simcoe, ON MLS® S13100194

Residential Freehold (Detached)

$350000.0

Price drop by 12.5%

1 Beds
1 Baths
< 700 sq-ft

Bungalow on large lot in excellent area. 50' feet X 171' feet as per MPAC. Great curb appeal beautiful front and rear decks, shrubs, bushes, flowers a

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72 Dunedin Street, Simcoe, ON , MLS #S13518498 , Image - 1

72 Dunedin Street Orillia, Simcoe, ON MLS® S13518498

Residential Freehold (Duplex)

$439000.0

2 Beds
2 Baths
1100-1500 sq-ft

Well-maintained nonconforming duplex offering two bright, spacious 1-bedroom apartments in good condition. Both units feature some updated windows, li

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10 Andrea Crescent, Simcoe, ON , MLS #S13526206 , Image - 1

10 Andrea Crescent Orillia, Simcoe, ON MLS® S13526206

Residential Freehold (Detached)

$684900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 10 Andrea Crescent, a beautifully maintained home that perfectly blends comfort, style, and functionality, all complemented by charming cur