224+ Houses for Sale in Orillia Under $5 Million

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30 Pearl Drive, Simcoe, ON , MLS #S14146438 , Image - 1

30 Pearl Drive Orillia, Simcoe, ON MLS® S14146438

Residential Freehold (Detached)

$725000.0

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

Welcome to this beautifully maintained home on Pearl Drive. The spacious, connected living and dining area is filled with natural light from two large

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

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440 Gill Street, Simcoe, ON , MLS #S13845032 , Image - 1

440 Gill Street Orillia, Simcoe, ON MLS® S13845032

Residential Freehold (Detached)

$425000.0

4 Beds
1 Baths
1100-1500 sq-ft

Opportunity awaits. This classic brick 2-storey home is ideal for first time buyers, savvy rental investors or young families looking to move into a

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8 Lavallee Crescent, Simcoe, ON , MLS #S13720482 , Image - 1

8 Lavallee Crescent Orillia, Simcoe, ON MLS® S13720482

Residential Freehold (Detached)

$585000.0

Price drop by 1.7%

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

Beautifully updated 3-bedroom, 2-bathroom bungalow nestled on a quiet, low-traffic crescent, just a short walk from Couchiching Beach Park, historic d

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275 Harvey Street, Simcoe, ON , MLS #S14145494 , Image - 1

275 Harvey Street Orillia, Simcoe, ON MLS® S14145494

Residential Freehold (Detached)

$469900.0

4 Beds
1 Baths
1100-1500 sq-ft

Inviting & Thoughtfully Maintained Detached 2-Storey Family Home Nestled On Large 60 x 165Ft Lot Just Under 0.25 Acres, In Friendly Community Of Orill

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463 Atherley Road, Simcoe, ON , MLS #S12966858 , Image - 1

463 Atherley Road Orillia, Simcoe, ON MLS® S12966858

Residential Freehold (Vacant Land)

$450000.0

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140 Cedar Island Road, Simcoe, ON , MLS #S13713844 , Image - 1

Unit-102, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13713844

Residential Condo & Other (Condo Apartment)

$989000.0

Price drop by 1.1%

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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127 Isabella Drive, Simcoe, ON , MLS #S13839684 , Image - 1

127 Isabella Drive Orillia, Simcoe, ON MLS® S13839684

Residential Freehold (Att/Row/Townhouse)

$615000.0

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

Welcome to the sought-after Westridge community in Orillia. This immaculate Bradley Homes Lightfoot bungalow delivers comfortable single-level living

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

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4090 Wainman Line, Simcoe, ON , MLS #S13706262 , Image - 1

4090 Wainman Line Orillia, Simcoe, ON MLS® S13706262

Residential Freehold (Detached)

$774900.0

Price drop by 8.8%

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

Welcome to this spacious and versatile home featuring a welcoming foyer with a large closet, convenient access to the accessory apartment, and a gener

Open House : Sat Nov 07, 11:00 AM to 12:30 PM

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67 Vanessa Drive, Simcoe, ON , MLS #S13687440 , Image - 1

67 Vanessa Drive Orillia, Simcoe, ON MLS® S13687440

Residential Freehold (Detached)

$649900.0

Price drop by 9.7%

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

Beautifully landscaped ranch bungalow with a walkout basement, offering spacious living areas and quality finishes throughout. A high stone walkway le

Open House : Sun Nov 08, 02:30 PM to 04:00 PM

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

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0

Price drop by 12.3%

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

WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu

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182 Isabella Drive, Simcoe, ON , MLS #S14142106 , Image - 1

182 Isabella Drive Orillia, Simcoe, ON MLS® S14142106

Residential Freehold (Att/Row/Townhouse)

$569900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 182 Isabella Drive, a beautifully maintained brick/stone bungalow townhome nestled in a peaceful and highly desirable Orillia neighbourhood

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24 rose Avenue, Simcoe, ON , MLS #S14086326 , Image - 1

24 rose Avenue Orillia, Simcoe, ON MLS® S14086326

Residential Freehold (Att/Row/Townhouse)

$659000.0

3 Beds
3 Baths
1500-2000 sq-ft

Modern luxury. Light, volume, and a kitchen that actually cooks.This residence is built around height and light: soaring 9-foot ceilings, oversized wi

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

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3183 Orion Boulevard, Simcoe, ON , MLS #S13855950 , Image - 1

3183 Orion Boulevard Orillia, Simcoe, ON MLS® S13855950

Residential Freehold (Detached)

$989900.0

3 Beds
3 Baths
2500-3000 sq-ft

Premier Location, Premium Lot, and Luxury Finishes! Nothing cookie cutter in this brand new home built by Mariposa Homes. With unique architectural d

Open House : Sun Nov 08, 11:00 AM to 01:00 PM

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3195 Orion Boulevard, Simcoe, ON , MLS #S13855942 , Image - 1

3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13855942

Residential Freehold (Detached)

$999900.0

4 Beds
3 Baths
2000-2500 sq-ft

BRAND NEW and READY FOR OCCUPANCY! Premier location in Orillia's sought after Trailside Community close to schools, shopping, and trails. Premium land

Open House : Sun Nov 08, 11:00 AM to 01:00 PM

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3046 Monarch Drive, Simcoe, ON , MLS #S14140308 , Image - 1

3046 Monarch Drive Orillia, Simcoe, ON MLS® S14140308

Residential Freehold (Detached)

$918000.0

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

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61 Front Street S Orillia, Simcoe, ON MLS® S12921296

Residential Freehold (Vacant Land)

$129000.0

Price drop by 63.1%

Welcome to 61 Front Street in the heart of Orillia-where charm, convenience, and opportunity come together. Ideally located just steps from the vibran

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54 Fittons Road W, Simcoe, ON , MLS #S13780956 , Image - 1

Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13780956

Residential Condo & Other (Condo Apartment)

$279000.0

2 Beds
2 Baths
1000-1199 sq-ft

This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's popular North Ward. Everything you n

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67 Fittons Road E, Simcoe, ON , MLS #S14131128 , Image - 1

Unit-28, 67 Fittons Road E Orillia, Simcoe, ON MLS® S14131128

Residential Condo & Other (Condo Townhouse)

$329900.0

4 Beds
2 Baths
1000-1199 sq-ft

Welcome to Fittons Mews in Orillia's desirable North Ward! This four-bedroom, two-bathroom townhome offers low-maintenance living with room to grow an

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82 Fourth Street, Simcoe, ON , MLS #S14031416 , Image - 1

82 Fourth Street Orillia, Simcoe, ON MLS® S14031416

Residential Freehold (Detached)

$649900.0

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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15 Watson Court, Simcoe, ON , MLS #S14110208 , Image - 1

15 Watson Court Orillia, Simcoe, ON MLS® S14110208

Residential Freehold (Detached)

$699900.0

4 Beds
2 Baths
1100-1500 sq-ft

BANKS ARE PREDICTING HOUSE PRICES TO GO UP IN 2027. BUY NOW BEFORE THAT HAPPENS! 15 watson Court is an all Brick Family Home on a Quiet Cul-de-Sac! Si

Open House : Sun Nov 08, 12:00 PM to 02:00 PM

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104 WOODSIDE Drive, Simcoe, ON , MLS #S13795118 , Image - 1

104 WOODSIDE Drive Orillia, Simcoe, ON MLS® S13795118

Residential Freehold (Detached)

$679900.0

Price drop by 2.9%

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

LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless/Move In ready/Freshly painted main & second floo

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67 Fittons Road E, Simcoe, ON , MLS #S14094144 , Image - 1

Unit-6, 67 Fittons Road E Orillia, Simcoe, ON MLS® S14094144

Residential Condo & Other (Condo Townhouse)

$375000.0

Price drop by 3.8%

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to Fittons Mews! This North Ward townhome offers an open-concept kitchen, living and dining area with a walkout to a private patio. The main l

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279 Nottawasaga Street, Simcoe, ON , MLS #S14119014 , Image - 1

279 Nottawasaga Street Orillia, Simcoe, ON MLS® S14119014

Residential Freehold (Detached)

$495000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 279 Nottawasaga Street in Orillia! This charming bungalow sits on an impressive 49 x 171 ft lot and features a detached garage, offering pl

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677 Broadview Avenue, Simcoe, ON , MLS #S14104318 , Image - 1

677 Broadview Avenue Orillia, Simcoe, ON MLS® S14104318

Residential Freehold (Detached)

$1199900.0

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

**LIVE WHERE YOU PLAY!** Welcome to waterfront living on the beautiful Dougall Canal, offering 82 feet of deep-water frontage with direct access to La

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

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29 TECUMSETH Street, Simcoe, ON , MLS #S14118302 , Image - 1

29 TECUMSETH Street Orillia, Simcoe, ON MLS® S14118302

Residential Freehold (Detached)

$789000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

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129 Colborne Street E, Simcoe, ON , MLS #S13736878 , Image - 1

129 Colborne Street E Orillia, Simcoe, ON MLS® S13736878

Residential Freehold (Att/Row/Townhouse)

$689900.0

Price drop by 8.0%

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to waterfront living at Orillia Fresh! This rare north/east-facing END UNIT combines Lake Couchiching views from both the front & side with so

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57 Wyn Wood Lane, Simcoe, ON , MLS #S13673224 , Image - 1

57 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13673224

Residential Freehold (Att/Row/Townhouse)

$569990.0

2 Beds
3 Baths
1100-1500 sq-ft

NEW CONSTRUCTION! HST REBATE IN EFFECT! FULL TARION NEW HOME WARRANTY! Welcome To 57 Wyn Wood In The Thriving Orillia Fresh Towns Community! Be The Fi

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580 West Street S, Simcoe, ON , MLS #S13814274 , Image - 1

Unit-33, 580 West Street S Orillia, Simcoe, ON MLS® S13814274

Residential Freehold (MobileTrailer)

$199900.0

Price drop by 4.8%

3 Beds
1 Baths
1100-1500 sq-ft

Renovated three-bedroom in Lakeside Estates with the big-ticket items already handled. A high-efficiency gas furnace and central air system were both

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406 Peter Street N, Simcoe, ON , MLS #S13849866 , Image - 1

406 Peter Street N Orillia, Simcoe, ON MLS® S13849866

Residential Freehold (Detached)

$795000.0

Price drop by 2.9%

3 Beds
2 Baths
2000-2500 sq-ft

WELCOME TO 406 PETER STREET NORTH - WHERE CLASSIC CHARM MEETS MODERN COMFORT, AND THE BACKYARD JUST KEEPS GOING! Nestled in Orillia's desirable North

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246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0

5 Beds
2 Baths
2000-2500 sq-ft

VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th

Houses for Sale in Orillia ON Under $5 Million - P2