261+ Houses for Sale in Orillia Under $5 Million

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800 West Ridge Boulevard, Simcoe, ON , MLS #S13478988 , Image - 1

Unit-11, 800 West Ridge Boulevard Orillia, Simcoe, ON MLS® S13478988

Residential Freehold (Att/Row/Townhouse)

$519900.0

3 Beds
3 Baths
1100-1500 sq-ft

WEST RIDGE TOWNHOME WITH WALKABLE AMENITIES, A FENCED BACKYARD, & COMMUNAL POOL ACCESS! Set in Orillia's ever-popular West Ridge neighbourhood, this f

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3019 SIERRA Drive, Simcoe, ON , MLS #S13609018 , Image - 1

3019 SIERRA Drive Orillia, Simcoe, ON MLS® S13609018

Residential Freehold (Detached)

$1250000.0

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

Experience elevated living in this beautifully appointed three-bedroom residence in Orillia, showcasing exceptional craftsmanship, luxurious upgrades,

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82 Fourth Street, Simcoe, ON , MLS #S13609566 , Image - 1

82 Fourth Street Orillia, Simcoe, ON MLS® S13609566

Residential Freehold (Detached)

$699900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 82 Fourth Street, a charming side-split home located in Orillia's highly sought-after North Ward. This beautifully maintained residence off

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608 Moberley Avenue, Simcoe, ON , MLS #S13446696 , Image - 1

608 Moberley Avenue Orillia, Simcoe, ON MLS® S13446696

Residential Freehold (Detached)

$1525000.0

Price drop by 4.4%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to refined waterfront living on the coveted shores of Lake Couchiching. Tucked into one of Orillia's most sought-after neighbourhoods, this fu

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48 Courtland Street, Simcoe, ON , MLS #S13565858 , Image - 1

48 Courtland Street Orillia, Simcoe, ON MLS® S13565858

Residential Freehold (Detached)

$689000.0

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

Imagine spending your summers walking to the beach, launching the boat from a nearby marina, exploring the trails at Mara Provincial Park, or enjoying

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248 James Street E, Simcoe, ON , MLS #S13484324 , Image - 1

248 James Street E Orillia, Simcoe, ON MLS® S13484324

Residential Freehold (Att/Row/Townhouse)

$645000.0

Price drop by 3.0%

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

Welcome to 248e James St E! This home is a beautifully maintained freehold end-unit townhouse in the heart of Orillia's growing east end community. Ju

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59 Lankin Boulevard, Simcoe, ON , MLS #S13555798 , Image - 1

59 Lankin Boulevard Orillia, Simcoe, ON MLS® S13555798

Residential Freehold (Detached)

$899000.0

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

Welcome to 59 Lankin Blvd - an exceptional waterfront property where luxury, comfort, and lifestyle come together. This stunning home has been complet

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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)

$649000.0

Price drop by 5.9%

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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27 BRANDON Crescent, Simcoe, ON , MLS #S13526992 , Image - 1

27 BRANDON Crescent Orillia, Simcoe, ON MLS® S13526992

Residential Freehold (Detached)

$869900.0

Price drop by 2.2%

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

LIVE WHERE YOU PLAY. Beautiful 2-storey family home with a backyard that steals the show! This private outdoor oasis was made for entertaining, featur

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337 Colborne Street W, Simcoe, ON , MLS #S13222012 , Image - 1

337 Colborne Street W Orillia, Simcoe, ON MLS® S13222012

Residential Freehold (Detached)

$395000.0

Price drop by 14.1%

3 Beds
1 Baths
1100-1500 sq-ft

Charming West Ward Opportunity - Perfect for First-Time Buyers or InvestorsWelcome to this well-loved 3-bedroom, 1-storey home located in Orillia's We

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112 Borland Street E, Simcoe, ON , MLS #S13585146 , Image - 1

112 Borland Street E Orillia, Simcoe, ON MLS® S13585146

Residential Freehold (Detached)

$565000.0

Price drop by 1.7%

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

*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable Nort

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140 Cedar Island Road, Simcoe, ON , MLS #S13596096 , Image - 1

Unit-102, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13596096

Residential Condo & Other (Condo Apartment)

$1125000.0

3 Beds
3 Baths
2000-2249 sq-ft

Experience luxury waterfront living at Elgin Bay Club. This exceptional main-floor condo offers panoramic views of beautiful Lake Couchiching and an e

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69 DIANA Drive, Simcoe, ON , MLS #S13040156 , Image - 1

69 DIANA Drive Orillia, Simcoe, ON MLS® S13040156

Residential Freehold (Detached)

$699000.0

Price drop by 6.7%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to a home that effortlessly blends opportunity with everyday comfort. This charming two-storey detached residence is ideally situated moments

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90 Pearl Drive, Simcoe, ON , MLS #S13605318 , Image - 1

90 Pearl Drive Orillia, Simcoe, ON MLS® S13605318

Residential Freehold (Detached)

$609900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to your next chapter-a stylish, sun-filled 2-storey home offering 1,692 sq ft of thoughtfully designed living space with 3 bedrooms and 2.5 ba

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10 Wyn Wood Lane, Simcoe, ON , MLS #S13487568 , Image - 1

10 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13487568

Residential Freehold (Att/Row/Townhouse)

$749999.0

Price drop by 6.3%

3 Beds
3 Baths
2000-2500 sq-ft

10 Wyn Wood Lane - A luxury townhome nestled in an exclusive lakeside community. Steps from the lake, this exceptional residence offers over 2000 sq.f

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60 Museum Drive, Simcoe, ON , MLS #S13601636 , Image - 1

Unit-518, 60 Museum Drive Orillia, Simcoe, ON MLS® S13601636

Residential Condo & Other (Condo Townhouse)

$699000.0

2 Beds
3 Baths
2000-2249 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Located in the sought-after adult lifestyle community of Leacock Village, this charming two bedroom, three

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

407 Bay Street Orillia, Simcoe, ON MLS® S12515842

Residential Freehold (Detached)

$1380000.0

Price drop by 13.2%

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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89 Lightfoot Drive, Simcoe, ON , MLS #S13210916 , Image - 1

89 Lightfoot Drive Orillia, Simcoe, ON MLS® S13210916

Residential Condo & Other (Condo Townhouse)

$1199900.0

3 Beds
4 Baths
1800-1999 sq-ft

Welcome to this stunning 3-storey end-unit townhome in the highly sought-after Sunshine Harbour community! Offering unobstructed views of Lake Couchic

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571 High Street, Simcoe, ON , MLS #S13568890 , Image - 1

571 High Street Orillia, Simcoe, ON MLS® S13568890

Residential Freehold (Triplex)

$750000.0

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

Welcome to 571 High Street. This turn-Key Triplex is Ideal for Multi-Generational Living or Smart Investors. Located in the heart of Orillia, just a s

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55 Laurentian Lane, Simcoe, ON , MLS #S13601612 , Image - 1

55 Laurentian Lane Orillia, Simcoe, ON MLS® S13601612

Residential Freehold (Detached)

$725000.0

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

Low traffic area, original owners, established residential neighborhood. Steel roof, entirely fenced (6' height wood) rear yard, S.G.D. from dining ar

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492 Laclie Street, Simcoe, ON , MLS #S13600902 , Image - 1

Unit-14, 492 Laclie Street Orillia, Simcoe, ON MLS® S13600902

Residential Condo & Other (Condo Townhouse)

$374900.0

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to 492 Laclie Street, Unit 14. Ideally located just minutes from downtown and Highway 11, this home offers the perfect balance of convenience

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93 North Street W, Simcoe, ON , MLS #S13599272 , Image - 1

93 North Street W Orillia, Simcoe, ON MLS® S13599272

Residential Freehold (Detached)

$599000.0

3 Beds
2 Baths
700-1100 sq-ft

Opportunity meets versatility in Orillia's highly sought-after North Ward. This legal duplex presents an exceptional investment opportunity while offe

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412 COUCHICHING POINT Road, Simcoe, ON , MLS #S13582694 , Image - 1

412 COUCHICHING POINT Road Orillia, Simcoe, ON MLS® S13582694

Residential Freehold (Detached)

$519900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming home in one of Orillia's most established locations, where lifestyle and convenience come together. Just steps from the shore

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381 Sundial Drive, Simcoe, ON , MLS #S13179990 , Image - 1

381 Sundial Drive Orillia, Simcoe, ON MLS® S13179990

Residential Freehold (Detached)

$624900.0

Price drop by 3.8%

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

Visit REALTOR website for additional information.Welcome to a home where family memories are waiting to be made. Enjoy a fullly fenced backyard for c

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139 Borland Street E, Simcoe, ON , MLS #S13471808 , Image - 1

139 Borland Street E Orillia, Simcoe, ON MLS® S13471808

Residential Freehold (Detached)

$549900.0

3 Beds
1 Baths
1100-1500 sq-ft

North Ward Charm with Inground Pool & Covered Verandah! Welcome to this well-maintained 1 storey home nestled in Orillia's sought-after North Ward, j

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441 Barrie Road, Simcoe, ON , MLS #S13509204 , Image - 1

Unit-35, 441 Barrie Road Orillia, Simcoe, ON MLS® S13509204

Residential Condo & Other (Condo Townhouse)

$399900.0

3 Beds
2 Baths
1000-1199 sq-ft

Affordable Homeownership in Orillia's Woodlands Community! This neat & tidy 3 Bedroom townhouse offers an excellent opportunity for first-time buyers,

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127 Isabella Drive, Simcoe, ON , MLS #S13059924 , Image - 1

127 Isabella Drive Orillia, Simcoe, ON MLS® S13059924

Residential Freehold (Att/Row/Townhouse)

$634900.0

Price drop by 1.6%

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

Welcome to Westridge community. This beautiful maintained bungalow with basement finished a Total square footage of 1675 sqft has 2 + 1 bedrooms. Gr

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15 Watson Court, Simcoe, ON , MLS #S13169936 , Image - 1

15 Watson Court Orillia, Simcoe, ON MLS® S13169936

Residential Freehold (Detached)

$749900.0

4 Beds
2 Baths
1100-1500 sq-ft

Attention! One of the largest properties in all of sought-after Rynard Estates,15 Watson Court, is now available! This cul-de-sac raised bungalow is a

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9 Westmount Drive S, Simcoe, ON , MLS #S13438926 , Image - 1

Unit-Unit 302, 9 Westmount Drive S Orillia, Simcoe, ON MLS® S13438926

Residential Condo & Other (Condo Apartment)

$529900.0

Price drop by 3.3%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Westmount Condos in Orillia! Opportunities to own in this highly sought-after complex are rare. Tucked away from the street, this beautiful

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1382 Wilson Point Road, Simcoe, ON , MLS #S12970742 , Image - 1

1382 Wilson Point Road Orillia, Simcoe, ON MLS® S12970742

Residential Freehold (Vacant Land)

$289000.0

Price drop by 3.3%

Private vacant parcel located 400 m from Lake Couchiching, with just over 2 acres and nearly 500 ft of road frontage. A rare opportunity to build a cu

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