3393+ Detached Houses for Sale in Simcoe Under $5M

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161 Shephard Avenue, Simcoe, ON , MLS #N13629080 , Image - 1

161 Shephard Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13629080

Residential Freehold (Detached)

$999900.0

4 +2 Beds
6 Baths
3000-3500 sq-ft

Rare multi-family gem with over 4,000 sq. ft. of upgraded living space in a family-friendly New Tecumseth neighbourhood! LEGAL BASEMENT Ideal for larg

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74 Telfer Road, Simcoe, ON , MLS #S13629030 , Image - 1

74 Telfer Road Collingwood, Simcoe, ON MLS® S13629030

Residential Freehold (Detached)

$629900.0

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

EXCELLENT LOCATION!! Enjoy your summer outdoor gatherings on this 12 x 14 ft composite deck with LOTS of BUILT-IN storage underneath. Beautifully main

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92 SANDRINGHAM Drive, Simcoe, ON , MLS #S13601698 , Image - 1

92 SANDRINGHAM Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13601698

Residential Freehold (Detached)

$799000.0

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

Step inside 92 Sandringham and fall in love! This beautifully upgraded raised bungalow offers the perfect blend of style, comfort, and versatility, fe

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48 Ridge Avenue, Simcoe, ON , MLS #S13537682 , Image - 1

48 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13537682

Residential Freehold (Detached)

$1065000.0

Price drop by 11.2%

3 Beds
3 Baths
2000-2500 sq-ft

The minute you step inside this , custom built bungalow (2017) you will be impressed by the modern open concept where the living room, dining area an

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3877 Wood Avenue, Simcoe, ON , MLS #S13572242 , Image - 1

3877 Wood Avenue West Shore, Severn, Simcoe, ON MLS® S13572242

Residential Freehold (Detached)

$999980.0

Price drop by 13.0%

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

Solid brick ranch bungalow on the west shore of Lake Couchiching, north of Orillia. With 100 feet on the lake and eastern exposure, enjoy stunning pan

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2 Vanessa Drive, Simcoe, ON , MLS #S13628384 , Image - 1

2 Vanessa Drive Orillia, Simcoe, ON MLS® S13628384

Residential Freehold (Detached)

$1099000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in the heart of Orillia, this spacious legal duplex offers exceptional convenience, wal

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259 Centre Street, Simcoe, ON , MLS #S13618232 , Image - 1

259 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13618232

Residential Freehold (Detached)

$999000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 259 Centre Street, an exceptional executive home built in 2023, offering modern design, premium upgrades, and outstanding flexibility for t

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119 Emily Street, Simcoe, ON , MLS #S13620058 , Image - 1

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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17 White Crescent, Simcoe, ON , MLS #S13607466 , Image - 1

17 White Crescent Holly, Barrie, Simcoe, ON MLS® S13607466

Residential Freehold (Detached)

$934900.0

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

WELCOME TO 17 WHITE CRES! This spacious two-storey brick home offers more than 3000 sq. ft. of total living space! The bright main floor features gene

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8240 93 Highway, Simcoe, ON , MLS #S13507240 , Image - 1

8240 93 Highway Wyebridge, Tiny, Simcoe, ON MLS® S13507240

Residential Freehold (Detached)

$469900.0

Price drop by 6.0%

3 Beds
1 Baths
1100-1500 sq-ft

Are you looking for a home with the potential to build equity? This charming 3-bedroom, 1-bath all-brick home with walk out unfinished basement is the

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1041 Lebanon Drive, Simcoe, ON , MLS #N13628612 , Image - 1

1041 Lebanon Drive Alcona, Innisfil, Simcoe, ON MLS® N13628612

Residential Freehold (Detached)

$899900.0

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

Top 5 Reasons You Will Love This Home: 1) With three spacious bedrooms on the main level and an additional bedroom downstairs, this well-maintained ho

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57 Bernick Drive, Simcoe, ON , MLS #S13543210 , Image - 1

57 Bernick Drive Grove East, Barrie, Simcoe, ON MLS® S13543210

Residential Freehold (Detached)

$560000.0

3 Beds
2 Baths
700-1100 sq-ft

This freehold raised bungalow has been in the same family for 25 years. Backing onto College Heights Park steps to Georgian College, RVH, and an easy

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194 Library Street, Simcoe, ON , MLS #S13624990 , Image - 1

194 Library Street Creemore, Clearview, Simcoe, ON MLS® S13624990

Residential Freehold (Detached)

$735000.0

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

Welcome to the heart of Creemore, one of Ontario's most desirable small towns. Just steps from the acclaimed Michelin-starred restaurant, The Pine, lo

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398 Old Muskoka Road, Simcoe, ON , MLS #S13619696 , Image - 1

398 Old Muskoka Road Orillia, Simcoe, ON MLS® S13619696

Residential Freehold (Detached)

$529900.0

3 Beds
2 Baths
700-1100 sq-ft

Tucked along a quiet, mature stretch of Old Muskoka Rd, this 1968-built sidesplit sits on one of the area's most established, tree-lined streets - the

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37 Foliage Drive, Simcoe, ON , MLS #S13107036 , Image - 1

37 Foliage Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13107036

Residential Freehold (Detached)

$1199000.0

Price drop by 7.7%

3 Beds
3 Baths
1500-2000 sq-ft

This luxury custom home in Woodland Beach is meticulously designed to offer an exceptional living experience, mere steps from the sandy shores of Geor

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11401 Highway 12 N/A, Simcoe, ON , MLS #S13562012 , Image - 1

11401 Highway 12 N/A Coldwater, Severn, Simcoe, ON MLS® S13562012

Residential Freehold (Detached)

$399999.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to country living on 1.3 acres! Ideally situated between Orillia and Coldwater, this 2-bedroom, 2-bath home presents an excellent opportunity

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1125 Woodland Drive, Simcoe, ON , MLS #S13628534 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628534

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your own private waterfront paradise, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting f

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22 Berkely Street, Simcoe, ON , MLS #S13628510 , Image - 1

22 Berkely Street Wasaga Beach, Simcoe, ON MLS® S13628510

Residential Freehold (Detached)

$678000.0

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

Welcome to this Beautiful 1.5 Yrs Old Custom Raised Bungalow in Wasaga Beach! The Home Features a Separate/Side Entrance to Basement Which Provides Gr

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2014 Innisbrook Street, Simcoe, ON , MLS #N13628432 , Image - 1

2014 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13628432

Residential Freehold (Detached)

$2600000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Welcome To 2014 Innisbrook! This Luxurious Custom Built 2 Storey Home Provides You The Lifestyle Many Can Just Dream Of. Over 7250 Sq Ft Living Space,

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60 River Avenue Crescent, Simcoe, ON , MLS #S13628334 , Image - 1

60 River Avenue Crescent Wasaga Beach, Simcoe, ON MLS® S13628334

Residential Freehold (Detached)

$2299999.0

6 +1 Beds
5 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Exceptional riverfront property featuring four self-contained units, ideally located just minutes from the m

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15 Caldwell Drive, Simcoe, ON , MLS #S13412322 , Image - 1

15 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13412322

Residential Freehold (Detached)

$1599999.0

Price drop by 13.5%

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

REDUCED FOR QUICK SALE! STUNNING 4 BEDROOM & 4 BATH WALKOUT BUNGALOW WITH GREAT FEATURES ON A 1.36 ACRE PRIVATE LOT! 100 PERCENT RUG FREE & HANDICAP

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183 Lakeshore Road W, Simcoe, ON , MLS #S13628308 , Image - 1

183 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628308

Residential Freehold (Detached)

$2850000.0

4 Beds
7 Baths
3500-5000 sq-ft

Welcome to this exceptional luxury waterfront estate on Lake Simcoe, offering over 97 feet of private shoreline in sought-after Oro-Medonte. Ideally l

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3 Prince William Way, Simcoe, ON , MLS #S13628300 , Image - 1

3 Prince William Way Innis-Shore, Barrie, Simcoe, ON MLS® S13628300

Residential Freehold (Detached)

$999999.0

4 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Impressive former model home showcasing soaring 20' ceilings in the family room, an elegant open staircase,

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5385 8 Line N, Simcoe, ON , MLS #S13628286 , Image - 1

5385 8 Line N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13628286

Residential Freehold (Detached)

$3399000.0

5 +2 Beds
6 Baths
5000 + sq-ft

FAMILY COMPOUND | Built in 2022, this expansive 9,000 sqft estate on 100 acres is ideal for multi-generational living, family compound use, or rental

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227 Superior Street, Simcoe, ON , MLS #S13628210 , Image - 1

227 Superior Street Stayner, Clearview, Simcoe, ON MLS® S13628210

Residential Freehold (Detached)

$649000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 227 Superior Street, where peaceful living meets the convenience of being close to everything Staayner has to offe. Situated on a private

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1864 Shore Lane, Simcoe, ON , MLS #S13627442 , Image - 1

1864 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13627442

Residential Freehold (Detached)

$1349900.0

3 Beds
1 Baths
< 700 sq-ft

Some stretches of shoreline in Wasaga are simply in a league of their own, and this is one of them. Tucked along what many locals will tell you is the

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11 Thackeray Crescent, Simcoe, ON , MLS #S13628176 , Image - 1

11 Thackeray Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13628176

Residential Freehold (Detached)

$1128000.0

3 +3 Beds
6 Baths
3500-5000 sq-ft

Original owner, 2-Storey detached home, with a walkout basement, featuring 6 bedrooms, 6 bathrooms with 4 en-suites. Two custom built w/lower step's h

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3409 Concession 7 Road, Simcoe, ON , MLS #N13099264 , Image - 1

3409 Concession 7 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13099264

Residential Freehold (Detached)

$1900000.0

Price drop by 13.6%

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

Imagine Your Very Own 106 Acre Compound In The Heart Of Loretto (Adjala), Located On One Of The Most Prestigious Roads & With A Custom Built Bungalow

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38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$259000.0

2 Beds
1 Baths
700-1100 sq-ft

Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit

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30 Edgar Avenue, Simcoe, ON , MLS #N13622490 , Image - 1

30 Edgar Avenue Baxter, Essa, Simcoe, ON MLS® N13622490

Residential Freehold (Detached)

$899106.0

4 Beds
4 Baths
2500-3000 sq-ft

Enjoy the perfect balance of country-style living and modern convenience, just a short drive to Alliston and Angus, with easy access to outdoor recrea

Detached Houses for Sale in Simcoe Under $5M - P22

Rosehaven Simcoe Woods