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Orillia Single Family Homes for Sale

Showing results 1 - 30 of 168

Find over 168 Single Family houses for sale in Orillia with Square Yards Canada. As per the current property price trend shows an increase in demand for single family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in single family for sale in Orillia. Get your upscale and luxury single family houses for sale in Orillia

Last Updated: August 12, 2026

12 Photos

43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

Builders, developers and investors, take a closer look at the potential of 43 Fittons Road West in Orillia. The real value here is in the property and

38 Photos

80 Coldwater Road W, Simcoe, ON , MLS #S13667228 , Image - 1

80 Coldwater Road W Orillia, Simcoe, ON MLS® S13667228

Residential Freehold (Detached)

$699000.0

3 Beds
4 Baths
1500-2000 sq-ft

Timeless character, a vibrant downtown lifestyle, and exceptional potential come together in this beautifully maintained Century home. Situated on an

34 Photos

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

40 Photos

379 High Street, Simcoe, ON , MLS #S13665898 , Image - 1

379 High Street Orillia, Simcoe, ON MLS® S13665898

Residential Freehold (Detached)

$550000.0

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

Move-in ready, beautifully updated, and made for summer! This fantastic raised bungalow offers the perfect combination of modern updates, generous liv

35 Photos

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

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

Residential Freehold (Detached)

$499900.0

Price drop by 3.8%

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

Open House : Sat Aug 15, 10:00 AM to 11:30 AM

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 on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage

26 Photos

5 Karen Crescent, Simcoe, ON , MLS #S13656420 , Image - 1

5 Karen Crescent Orillia, Simcoe, ON MLS® S13656420

Residential Freehold (Detached)

$569000.0

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

There's something instantly welcoming about 5 Karen Crescent. Tucked away on a quiet street in a family-friendly Orillia neighbourhood, this charming

Open House : Sun Aug 16, 12:00 PM to 02:00 PM

21 Photos

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

28 Photos

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

381 Sundial Drive Orillia, Simcoe, ON MLS® S13179990

Residential Freehold (Detached)

$619900.0

Price drop by 4.6%

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

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

Open House : Sat Aug 15, 11:00 AM to 01:00 PM

38 Photos

117 Isabella Drive, Simcoe, ON , MLS #S13663374 , Image - 1

117 Isabella Drive Orillia, Simcoe, ON MLS® S13663374

Residential Freehold (Att/Row/Townhouse)

$629900.0

3 Beds
3 Baths
1100-1500 sq-ft

Opportunity knocks-motivated sellers and an incredible turn-key property loaded with pristine upgrades make this a Westridge home you won't want to mi

21 Photos

423 Mary Street, Simcoe, ON , MLS #S13662954 , Image - 1

423 Mary Street Orillia, Simcoe, ON MLS® S13662954

Residential Freehold (Detached)

$565000.0

4 Beds
2 Baths
1100-1500 sq-ft

CORNER LOT SIDESPLIT WITH BIG-TICKET UPDATES, A BACKYARD BUNKIE, FINISHED BASEMENT & OVERSIZED GARAGE! 423 Mary Street starts strong where buyers tend

37 Photos

46 Michelle Drive, Simcoe, ON , MLS #S13662660 , Image - 1

46 Michelle Drive Orillia, Simcoe, ON MLS® S13662660

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

46 Photos

408 Mooney Crescent, Simcoe, ON , MLS #S13620122 , Image - 1

408 Mooney Crescent Orillia, Simcoe, ON MLS® S13620122

Residential Freehold (Detached)

$1050000.0

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

Discover waterfront living in the highly sought-after Couchiching Point community! This spacious 3+1 bedroom bungalow is situated on a generous lot wi

Open House : Sun Aug 16, 01:00 PM to 03:00 PM

41 Photos

137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$285000.0

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

Amazing Price! Seller is motivated! Seller says, bring any reasonable Offer. Ideal as a starter home, bring your ideas and muscle, gain sweat equit

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

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

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

Open House : Sat Aug 15, 10:00 AM to 12:00 PM

34 Photos

100 Laclie Street, Simcoe, ON , MLS #S13530638 , Image - 1

100 Laclie Street Orillia, Simcoe, ON MLS® S13530638

Residential Freehold (Detached)

$599900.0

Price drop by 4.8%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 100 Laclie Street - a charming, immaculately maintained home that's been thoughtfully updated throughout. The standout rear addition opens

33 Photos

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

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

Residential Freehold (Detached)

$619900.0

Price drop by 1.6%

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

50 Photos

3046 Monarch Drive, Simcoe, ON , MLS #S13650796 , Image - 1

3046 Monarch Drive Orillia, Simcoe, ON MLS® S13650796

Residential Freehold (Detached)

$981000.0

4 +3 Beds
5 Baths
2500-3000 sq-ft

Welcome to this exceptional raised bungalow with a unique loft design, offering an impressive blend of luxury, functionality, and versatility. Set on

11 Photos

385 Mary Street, Simcoe, ON , MLS #S13101284 , Image - 1

385 Mary Street Orillia, Simcoe, ON MLS® S13101284

Residential Freehold (Detached)

$425000.0

2 Beds
1 Baths
700-1100 sq-ft

Affordability in Orillia's West Ward. Featuring Two Bedroom Bungalow on a Large Corner Lot with Detached Garage. Featuring Metal Roof, Newer Windows,

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

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

31 Photos

108 Shannon Street, Simcoe, ON , MLS #S13649972 , Image - 1

108 Shannon Street Orillia, Simcoe, ON MLS® S13649972

Residential Freehold (Detached)

$523900.0

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

Welcome to 108 Shannon Street, a well-maintained brick bungalow in Orillia's South Ward, conveniently located near Lake Simcoe and Kitchener Park, wit

4 Photos

79 Frederick Street, Simcoe, ON , MLS #S13655208 , Image - 1

79 Frederick Street Orillia, Simcoe, ON MLS® S13655208

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
1100-1500 sq-ft

ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly

50 Photos

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

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

Residential Freehold (Detached)

$297500.0

Price drop by 20.7%

2 Beds
1 Baths
700-1100 sq-ft

NEW LOW PRICE!! IT'S GOT TO GO. SELLER PURCHASED ! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' l

13 Photos

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

36 Photos

89 Carter Crescent, Simcoe, ON , MLS #S13511748 , Image - 1

89 Carter Crescent Orillia, Simcoe, ON MLS® S13511748

Residential Freehold (Detached)

$769900.0

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

Welcome to 89 Carter Cres - a move-in ready family home in one of the area's most established neighbourhoods. This beautifully maintained 3+1 bedroom

20 Photos

10 Argyle Avenue, Simcoe, ON , MLS #S13446110 , Image - 1

10 Argyle Avenue Orillia, Simcoe, ON MLS® S13446110

Residential Freehold (Detached)

$405000.0

2 +0 Beds
1 Baths
< 700 sq-ft

Charming. Affordable. Full of Potential. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to get into the market in a matu

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