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Houses for Sale in Orillia ON Under $1 Million - P2

Showing results 31 - 60 of 222
Last Updated: August 08, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
25 Photos
Last Updated : 2 Days ago
208 Diana Drive, Simcoe, ON , MLS #S13508460 , Image - 1
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208 Diana Drive Orillia, Simcoe, ON MLS® S13508460

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 6.5%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 208 Diana Drive, located in Orillia's highly sought-after Westridge community. This beautifully maintained home has been thoughtfully renov
Open House : Sat Aug 08, 09:00 AM to 11:00 AM
19 Photos
Last Updated : 2 Days ago
16 William Street, Simcoe, ON , MLS #S13588234 , Image - 1

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16 William Street Orillia, Simcoe, ON MLS® S13588234

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
CENTURY CHARM & THOUGHTFUL UPDATES IN A CENTRAL ORILLIA LOCATION! This is the house with the storybook front porch, the greenery-filled backyard with
45 Photos
Last Updated : 2 Days ago
60 MUSEUM Drive, Simcoe, ON , MLS #S13573110 , Image - 1

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Unit-505, 60 MUSEUM Drive Orillia, Simcoe, ON MLS® S13573110

Residential Condo & Other (Condo Townhouse)

$779000.0
  • 2 Beds
  • 3 Baths
  • 1800-1999 sq-ft
Welcome to this immaculate bungaloft end-unit condominium in the sought-after Leacock Village, where comfort, style, and an exceptional location come
34 Photos
Last Updated : 2 Days ago
70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

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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
34 Photos
Last Updated : 3 Days ago
84 Mississaga Street W, Simcoe, ON , MLS #S13571966 , Image - 1

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84 Mississaga Street W Orillia, Simcoe, ON MLS® S13571966

Residential Freehold (Fourplex)

$825000.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Downtown Orillia, Legal Fourplex, has been continually upgraded, offering great income producing potential. Secure an income-focused legal fourplex in
35 Photos
Last Updated : 3 Days ago
4261 Huronia Road, Simcoe, ON , MLS #S13479718 , Image - 1

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4261 Huronia Road Orillia, Simcoe, ON MLS® S13479718

Residential Freehold (Detached)

$659900.0
price drop iconPrice drop by 5.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Spacious Family Home with Excellent Highway Access. Welcome to this spacious and well-maintained family home, ideally located close to major highway a
43 Photos
Last Updated : 3 Days ago
3118 Orion Boulevard, Simcoe, ON , MLS #S13634280 , Image - 1

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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
32 Photos
Last Updated : 3 Days ago
3135 Emperor Drive, Simcoe, ON , MLS #S13639144 , Image - 1

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3135 Emperor Drive Orillia, Simcoe, ON MLS® S13639144

Residential Freehold (Detached)

$739900.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and
44 Photos
Last Updated : 3 Days ago
66 Nottawasaga Street, Simcoe, ON , MLS #S13638498 , Image - 1

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66 Nottawasaga Street Orillia, Simcoe, ON MLS® S13638498

Residential Freehold (Fourplex)

$859900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
7.3% cap. Most fourplexes that come up need something: units to renovate, rents to catch up, or a hydro bill you inherit. This one needs none of it. A
50 Photos
Last Updated : 3 Days ago
8 Sandra Drive, Simcoe, ON , MLS #S13597542 , Image - 1

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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
50 Photos
Last Updated : 3 Days ago
120 Matchedash Street N, Simcoe, ON , MLS #S13620340 , Image - 1

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120 Matchedash Street N Orillia, Simcoe, ON MLS® S13620340

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in Orillia's coveted North Ward, just two blocks from vibrant downtown & two blocks from the sparkling shores of Lake Couchiching, this remark
33 Photos
Last Updated : 3 Days ago
55 Elgin Street, Simcoe, ON , MLS #S13568470 , Image - 1

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55 Elgin Street Orillia, Simcoe, ON MLS® S13568470

Residential Freehold (Detached)

$369900.0
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Would you live here? This 4-bedroom home offers space, flexibility, and value in a growing Orillia neighbourhood just minutes from downtown and beauti
32 Photos
Last Updated : 4 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S13539430 , Image - 1

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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
40 Photos
Last Updated : 4 Days ago
220 Belmoral Drive, Simcoe, ON , MLS #S13570628 , Image - 1

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220 Belmoral Drive Orillia, Simcoe, ON MLS® S13570628

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this 4 Bedroom family home nestled in Orillia's highly sought-after North Ward. Thoughtfully designed with spacious living areas, this home
36 Photos
Last Updated : 4 Days ago
23A George Street, Simcoe, ON , MLS #S13110238 , Image - 1

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23A George Street Orillia, Simcoe, ON MLS® S13110238

Residential Freehold (Detached)

$599900.0
price drop iconPrice 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
38 Photos
Last Updated : 4 Days ago
364 Mary Street, Simcoe, ON , MLS #S13626850 , Image - 1

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364 Mary Street Orillia, Simcoe, ON MLS® S13626850

Residential Freehold (Detached)

$569000.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Some homes tell their story the moment you arrive. Lovingly maintained by the same owner for more than 35 years, this split-entry bungalow sits on a r
13 Photos
Last Updated : 4 Days ago
24 rose Avenue, Simcoe, ON , MLS #S13247782 , Image - 1

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24 rose Avenue Orillia, Simcoe, ON MLS® S13247782

Residential Freehold (Semi-Detached )

$659900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
*** Under Construction, Come pick your own Finishes ***Featuring soaring 9-foot ceilings, oversized windows, and premium wide-plank vinyl flooring thr
Open House : Sat Aug 08, 10:00 AM to 12:00 PM
13 Photos
Last Updated : 4 Days ago
26 rose Avenue, Simcoe, ON , MLS #S13247658 , Image - 1

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26 rose Avenue Orillia, Simcoe, ON MLS® S13247658

Residential Freehold (Semi-Detached )

$659900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
*** Under Construction, Come pick your own Finishes ***Featuring soaring 9-foot ceilings, oversized windows, and premium wide-plank vinyl flooring thr
Open House : Sat Aug 08, 10:00 AM to 12:00 PM
50 Photos
Last Updated : 4 Days ago
12 LANKIN Boulevard, Simcoe, ON , MLS #S13481748 , Image - 1

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Unit-#22, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13481748

Residential Condo & Other (Condo Townhouse)

$408000.0
price drop iconPrice drop by 2.8%
  • 3 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Experience lakeside living in this fully renovated, multi-level condo townhouse just a few hundred yards from Lake Simcoe. Unit 22, 12 Lankin Blvd, si
21 Photos
Last Updated : 5 Days ago
107 Bond Street, Simcoe, ON , MLS #S13215402 , Image - 1

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Unit-202, 107 Bond Street Orillia, Simcoe, ON MLS® S13215402

Residential Condo & Other (Condo Apartment)

$342000.0
price drop iconPrice 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
41 Photos
Last Updated : 5 Days ago
1047 Mississaga Street W, Simcoe, ON , MLS #S13631396 , Image - 1

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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
49 Photos
Last Updated : 5 Days ago
424 JAMIESON Drive, Simcoe, ON , MLS #S13596634 , Image - 1

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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
29 Photos
Last Updated : 5 Days ago
321 Park Street, Simcoe, ON , MLS #S13631232 , Image - 1

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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
23 Photos
Last Updated : 5 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

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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
34 Photos
Last Updated : 5 Days ago
1095 Mississaga Street W, Simcoe, ON , MLS #S13222416 , Image - 1

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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
29 Photos
Last Updated : 5 Days ago
26 South Street S, Simcoe, ON , MLS #S13606072 , Image - 1

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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
31 Photos
Last Updated : 6 Days ago
21 Matchedash Street S, Simcoe, ON , MLS #S13205850 , Image - 1

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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
14 Photos
Last Updated : 6 Days ago
12 Lankin Boulevard, Simcoe, ON , MLS #S13430120 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$399900.0
price drop iconPrice 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
13 Photos
Last Updated : 6 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

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292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0
price drop iconPrice 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
48 Photos
Last Updated : 7 Days ago
119 Emily Street, Simcoe, ON , MLS #S13620058 , Image - 1

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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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