261+ Houses for Sale in Orillia Under $5 Million

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165 Cedar Island Road, Simcoe, ON , MLS #S13584890 , Image - 1

165 Cedar Island Road Orillia, Simcoe, ON MLS® S13584890

Residential Freehold (Duplex)

$525000.0

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

Welcome Home To 165 Cedar Island Road, This fantastic legal non conforming duplex offers exceptional flexibility, income potential, and room to grow.

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416 Gill Street, Simcoe, ON , MLS #S13078240 , Image - 1

416 Gill Street Orillia, Simcoe, ON MLS® S13078240

Residential Freehold (Fourplex)

$1199000.0

Price drop by 4.1%

8 Beds
4 Baths
3500-5000 sq-ft

The Perfect Fourplex doesn't come around very often....Until Today!! 416 Gill Street is a purpose built, all brick fourplex with four 2 Bedroom , 1 Ba

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194 Mississaga Street W, Simcoe, ON , MLS #S13620420 , Image - 1

194 Mississaga Street W Orillia, Simcoe, ON MLS® S13620420

Residential Freehold (Detached)

$299900.0

4 Beds
2 Baths
1100-1500 sq-ft

HIGH-VISIBILITY ORILLIA PROPERTY WITH HC2 ZONING, MULTI-USE POTENTIAL & SOLDIERS' MEMORIAL HOSPITAL ACROSS THE STREET! Bring your contractor, pull out

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Lot 1 Monarch Drive, Simcoe, ON , MLS #S12956264 , Image - 1

Lot 1 Monarch Drive Orillia, Simcoe, ON MLS® S12956264

Residential Freehold (Detached)

$906900.0

4 Beds
5 Baths
2000-2500 sq-ft

PRICE REFLECTS HST REBATE **Home will be finished by end of July and photos will be updated, landscaping is also done.** Introducing the Denali Model

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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

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38 North Street W, Simcoe, ON , MLS #S13620062 , Image - 1

38 North Street W Orillia, Simcoe, ON MLS® S13620062

Residential Freehold (Detached)

$569999.0

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

Functional. Inviting. Well-Located. Set in Orillia's North Ward, this all-brick bungalow offers a thoughtful layout and versatile living spaces, ideal

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44 Ruby Crescent, Simcoe, ON , MLS #S13619714 , Image - 1

44 Ruby Crescent Orillia, Simcoe, ON MLS® S13619714

Residential Freehold (Att/Row/Townhouse)

$759999.0

3 Beds
2 Baths
1100-1500 sq-ft

Have you ever imagined yourself living in a gated lakefront community on Lake Simcoe in? If you have then this beautiful private end-unit home is for

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76 McKenzie Street, Simcoe, ON , MLS #S13056760 , Image - 1

76 McKenzie Street Orillia, Simcoe, ON MLS® S13056760

Residential Freehold (Detached)

$469900.0

Price drop by 1.1%

4 Beds
2 Baths
1100-1500 sq-ft

This Charming 1-storey home offers a Wonderful Blend of Character, space, and versatility with over 1,350 square feet of finished living area. A lov

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239 Front Street S, Simcoe, ON , MLS #S13619760 , Image - 1

239 Front Street S Orillia, Simcoe, ON MLS® S13619760

Residential Freehold (Detached)

$399000.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Affordable Turnkey Detached Home In Orillia! This beautifully updated 2 bedroom 1 bathroom home is perfectly suited for first-time buyers, working pro

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386 Peter Street N, Simcoe, ON , MLS #S13616160 , Image - 1

386 Peter Street N Orillia, Simcoe, ON MLS® S13616160

Residential Freehold (Detached)

$849900.0

4 Beds
3 Baths
2000-2500 sq-ft

FULLY RENOVATED BUNGALOW WITH OVER 3,100 SQ FT, DETACHED GARAGE & 64 X 202 FT LOT BACKING ONTO COUCHICHING GOLF & COUNTRY CLUB! This is the fully reno

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434 Highland Avenue, Simcoe, ON , MLS #S13615610 , Image - 1

434 Highland Avenue Orillia, Simcoe, ON MLS® S13615610

Residential Freehold (Detached)

$649900.0

3 Beds
2 Baths
1100-1500 sq-ft

LOCATION, LOCATION. Orillia's desirable North Ward. Set on one of the area's beautiful tree-lined streets, this 4-level backsplit offers the kind of

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580 West Street S, Simcoe, ON , MLS #S13604176 , Image - 1

Unit-74, 580 West Street S Orillia, Simcoe, ON MLS® S13604176

Residential Freehold (MobileTrailer)

$209900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome home! This beautifully renovated 3-bedroom, 1-bath mobile home is move-in ready and packed with charm. Cozy up by the natural gas fireplace in

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54 Fittons Road W, Simcoe, ON , MLS #S13591736 , Image - 1

Unit-306, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13591736

Residential Condo & Other (Condo Apartment)

$319900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to effortless condo living. This well maintained 2 bedroom, 2 bath condo unit in the north ward is move in ready. Whether you're looking to d

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2 Wyn Wood Lane, Simcoe, ON , MLS #S13566380 , Image - 1

2 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13566380

Residential Freehold (Att/Row/Townhouse)

$799900.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 2 Wyn Wood Lane, a rare rooftop terrace townhome steps away from the waterfront. This inviting property offers the perfect blend of comfort

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3151 Monarch Drive, Simcoe, ON , MLS #S13565944 , Image - 1

3151 Monarch Drive Orillia, Simcoe, ON MLS® S13565944

Residential Freehold (Detached)

$860000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to 3151 Monarch Drive in Orillia, a beautifully maintained 2-storey detached home offering approximately 2700 sq. ft. of spacious and function

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3196 Bass Lake Side Road, Simcoe, ON , MLS #S13503416 , Image - 1

3196 Bass Lake Side Road Orillia, Simcoe, ON MLS® S13503416

Residential Freehold (Detached)

$749000.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained home, perfectly suited for first time buyers, young families, or those looking to downsize without compromising

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3032 Monarch Drive, Simcoe, ON , MLS #S13436954 , Image - 1

3032 Monarch Drive Orillia, Simcoe, ON MLS® S13436954

Residential Freehold (Detached)

$924999.0

Price drop by 0.5%

4 Beds
4 Baths
2500-3000 sq-ft

BONUS: $15,000 CLOSING CREDIT INCLUDED FOR INTEREST RATE RELIEF! Welcome to this premium, 2,890 sq ft executive 4-bedroom, 4-bathroom family home in

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124 MARY Street, Simcoe, ON , MLS #S13591868 , Image - 1

124 MARY Street Orillia, Simcoe, ON MLS® S13591868

Residential Freehold (Detached)

$449900.0

Price drop by 4.3%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming bungalow, ideally located in an established neighbourhood just minutes from downtown Orillia, parks, shopping, restaurants, s

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129 Colborne Street E, Simcoe, ON , MLS #S13159164 , Image - 1

129 Colborne Street E Orillia, Simcoe, ON MLS® S13159164

Residential Freehold (Att/Row/Townhouse)

$789900.0

Price drop by 3.1%

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to the Port of Orillia! Rare opportunity to live at the water's edge of Lake Couchiching in the brand-new community of Orillia Fresh. Stunning

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54 Fittons Road W, Simcoe, ON , MLS #S13615614 , Image - 1

Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13615614

Residential Condo & Other (Condo Apartment)

$299900.0

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 desirable North Ward. Everything you

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58 Atlantis Drive, Simcoe, ON , MLS #S13611344 , Image - 1

58 Atlantis Drive Orillia, Simcoe, ON MLS® S13611344

Residential Freehold (Detached)

$749000.0

3 Beds
3 Baths
2000-2500 sq-ft

Stunning 3-Year-Old 3-Bedroom Detached Home with Double-Car GarageMove right into this beautifully maintained, open-concept home designed for modern l

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174 Barrie Road, Simcoe, ON , MLS #S13099924 , Image - 1

174 Barrie Road Orillia, Simcoe, ON MLS® S13099924

Residential Freehold (Duplex)

$478900.0

Price drop by 7.7%

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

The Price is Right!!! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Dr

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80 Coldwater Road W, Simcoe, ON , MLS #S13551868 , Image - 1

80 Coldwater Road W Orillia, Simcoe, ON MLS® S13551868

Residential Freehold (Detached)

$724900.0

3 Beds
4 Baths
1500-2000 sq-ft

Timeless character and exceptional curb appeal define this stunning Century home ideally located within walking distance to downtown Orillia, the wate

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325 West Street N, Simcoe, ON , MLS #S13453354 , Image - 1

Unit-21, 325 West Street N Orillia, Simcoe, ON MLS® S13453354

Residential Condo & Other (Condo Townhouse)

$395000.0

Price drop by 2.5%

3 +0 Beds
2 Baths
1000-1199 sq-ft

Townhouse located in the North Ward with single car attached garage with large green space and parking. This end unit has been recently renovated wait

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275 Gill Street, Simcoe, ON , MLS #S13613218 , Image - 1

275 Gill Street Orillia, Simcoe, ON MLS® S13613218

Residential Freehold (Duplex)

$699999.0

4 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace

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14 Courtland Street, Simcoe, ON , MLS #S13451982 , Image - 1

14 Courtland Street Orillia, Simcoe, ON MLS® S13451982

Residential Freehold (Detached)

$609900.0

Price drop by 6.2%

3 Beds
2 Baths
700-1100 sq-ft

Beautifully landscaped property ideally located close to beaches, parks, and all amenities. Situated on a generous 200-foot lot, this brick and siding

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25 Simcoe Street, Simcoe, ON , MLS #S13567678 , Image - 1

25 Simcoe Street Orillia, Simcoe, ON MLS® S13567678

Residential Freehold (Detached)

$515000.0

Price drop by 2.8%

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

Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove

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21 Matchedash Street S, Simcoe, ON , MLS #S13611378 , Image - 1

Unit-403L, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S13611378

Residential Condo & Other (Condo Apartment)

$879000.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to the Matchedash Lofts, where urban style meets lakeside living in the heart of downtown Orillia. This rare two-storey condo offers 2 spaciou

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424 Homewood Avenue, Simcoe, ON , MLS #S13610426 , Image - 1

424 Homewood Avenue Orillia, Simcoe, ON MLS® S13610426

Residential Freehold (Detached)

$775000.0

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

Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a doub

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354 Atherley Road, Simcoe, ON , MLS #S13544422 , Image - 1

Unit-605, 354 Atherley Road Orillia, Simcoe, ON MLS® S13544422

Residential Condo & Other (Condo Apartment)

$729000.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

Experience effortless waterfront living in this beautifully positioned 2-bedroom, 2-bathroom suite with direct views of Lake Couchiching. Located on t

Houses for Sale in Orillia ON Under $5 Million - P3