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

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55 Homewood Avenue, Simcoe, ON , MLS #S12579988 , Image - 1

55 Homewood Avenue Wasaga Beach, Simcoe, ON MLS® S12579988

Residential Freehold (Detached)

$948000.0

3 +6 Beds
3 Baths
2000-2500 sq-ft

**POWER OF SALE** Welcome to your dream getaway! This spacious 9-bedroom, 3-bathroom property is perfectly situated just a short walk from the pristin

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4 BUCKINGHAM Boulevard, Simcoe, ON , MLS #S12211234 , Image - 1

4 BUCKINGHAM Boulevard Collingwood, Simcoe, ON MLS® S12211234

Residential Freehold (Detached)

$2999990.0

Price drop by 1.6%

7 Beds
4 Baths
5000 + sq-ft

Experience unparalleled luxury and exceptional investment potential at 4 Buckingham Boulevard, an expansive estate offering over 5,000 sq. ft. of exqu

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215 Dock Road, Simcoe, ON , MLS #S12535710 , Image - 1

215 Dock Road South Shore, Barrie, Simcoe, ON MLS® S12535710

Residential Freehold (Detached)

$2995000.0

Price drop by 3.1%

4 +1 Beds
5 Baths
5000 + sq-ft

Welcome to your dream home, just steps from Kempenfelt Bay! This exceptional 4+1 bedroom detached home is nestled in one of Barrie's most exclusive ar

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726 Pennorth Drive, Simcoe, ON , MLS #S12555996 , Image - 1

726 Pennorth Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12555996

Residential Freehold (Detached)

$1099900.0

5 Beds
3 Baths
2500-3000 sq-ft

Welcome To The Beach Life! This Well Maintained 5-Bedroom, 3-Bathroom, Home Or Cottage Sits Just A Short Walk From The Gorgeous Sand Beach And Crystal

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Lot 95A Reynolds Drive, Simcoe, ON , MLS #S12393577 , Image - 1

Lot 95A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393577

Residential Freehold (Detached)

$539900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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Lot 92A Reynolds Drive, Simcoe, ON , MLS #S12393579 , Image - 1

Lot 92A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393579

Residential Freehold (Detached)

$559900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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Lot 89A Reynolds Drive, Simcoe, ON , MLS #S12393583 , Image - 1

Lot 89A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393583

Residential Freehold (Detached)

$599900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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2 Joanne Crescent N, Simcoe, ON , MLS #S11903020 , Image - 1

2 Joanne Crescent N Wasaga Beach, Simcoe, ON MLS® S11903020

Residential Freehold (Detached)

$799000.0

Price drop by 3.0%

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

* Welcome to this all-brick home on a premium corner lot measuring 47.25 x 97 feet. It's a spacious 4-bedroom 3-bathroom Bright but Cozy home. There a

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56 Birch Trail, Simcoe, ON , MLS #S12566242 , Image - 1

56 Birch Trail Wasaga Beach, Simcoe, ON MLS® S12566242

Residential Freehold (Detached)

$549777.0

1 Beds
2 Baths
< 700 sq-ft

Charming A-Frame Cottage Just a 9-Minute Walk from Allenwood Beach. Nestled at the end of a tranquil cul-de-sac, this delightful A-frame cottage is on

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896 Booth Avenue, Simcoe, ON , MLS #N12553274 , Image - 1

896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N12553274

Residential Freehold (Detached)

$1099000.0

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

Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,

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7177 Beach Drive, Simcoe, ON , MLS #S12071905 , Image - 1

7177 Beach Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12071905

Residential Freehold (Detached)

$614900.0

Price drop by 90.5%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Floral Park, Enjoy lake living without high costs of lakefront. One minute walk to government dock on lake couchiching where you can launch

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2606 Crossland Road, Simcoe, ON , MLS #S12564320 , Image - 1

2606 Crossland Road Rural Springwater, Springwater, Simcoe, ON MLS® S12564320

Residential Freehold (Detached)

$699900.0

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

Come see how you can make this sprawling 1.21-acre property your own. It offers abundant space to fulfill all your outdoor ambitions. Please note: T

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805 Eastdale Drive, Simcoe, ON , MLS #S12564154 , Image - 1

805 Eastdale Drive Wasaga Beach, Simcoe, ON MLS® S12564154

Residential Freehold (Detached)

$1574444.0

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

Enjoy life just steps from the white sandy shores of Allenwood Beach in this beautifully designed custom home, featuring 3,552 sq. ft. of finished liv

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36 Tecumseth Pines Drive, Simcoe, ON , MLS #N12426310 , Image - 1

36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12426310

Residential Freehold (Detached)

$499000.0

Price drop by 1.2%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu

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75 Indian Trail, Simcoe, ON , MLS #S12533084 , Image - 1

75 Indian Trail Collingwood, Simcoe, ON MLS® S12533084

Residential Freehold (Detached)

$2300000.0

6 Beds
4 Baths
3500-5000 sq-ft

This dream waterfront estate home could be yours for the 2025/2026 Ski season. Spanning nearly 5,000 square feet of living space, this six-bedroom hom

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16 Roy Road, Simcoe, ON , MLS #N12464703 , Image - 1

16 Roy Road Tottenham, New Tecumseth, Simcoe, ON MLS® N12464703

Residential Freehold (Detached)

$1568000.0

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

Step into a masterpiece where luxury meets tranquility in Tottenham's most coveted enclave! This extraordinary home, the largest builder model, rests

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28 Nicholson Crescent, Simcoe, ON , MLS #S12562304 , Image - 1

28 Nicholson Crescent Snow Valley, Springwater, Simcoe, ON MLS® S12562304

Residential Freehold (Detached)

$1145000.0

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

Discover the charm of Snow Valley with this stunning all-brick bungalow, where nature, comfort, and style come together. Offering over 3,000 sq. ft of

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169 Rosanne Circle, Simcoe, ON , MLS #S12546248 , Image - 1

169 Rosanne Circle Wasaga Beach, Simcoe, ON MLS® S12546248

Residential Freehold (Detached)

$999990.0

4 Beds
5 Baths
3000-3500 sq-ft

Beautiful new build by Zancor Homes. Step inside the Cobourg floor plan with 3,127 sq ft. This well thought-out layout has 4 bedrooms and 4.5 bathroom

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37 Loon Avenue, Simcoe, ON , MLS #S12544678 , Image - 1

37 Loon Avenue Painswick South, Barrie, Simcoe, ON MLS® S12544678

Residential Freehold (Detached)

$699900.0

4 Beds
3 Baths
1500-2000 sq-ft

Multi-Family, Flip, or Investment Opportunity in Central Barrie - Sellers Willing to Rent Back! Located minutes from Hwy 400, major shopping, schools,

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4 Woodside Court, Simcoe, ON , MLS #S12481334 , Image - 1

4 Woodside Court Wasaga Beach, Simcoe, ON MLS® S12481334

Residential Freehold (Detached)

$699900.0

Price drop by 2.8%

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

Welcome to this custom-built 5 bedroom, 2 bath home nestled on a quiet cul-de-sac, offering both privacy and charm with fantastic curb appeal. Featuri

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56 Georgian Manor Drive, Simcoe, ON , MLS #S12430539 , Image - 1

56 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S12430539

Residential Freehold (Detached)

$749000.0

Price drop by 9.2%

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 56 Georgian Manor Drive in beautiful Collingwood an incredible investment opportunity just minutes from Georgian Bay, downtown Collingwood

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376 Brewery Lane, Simcoe, ON , MLS #S12432210 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S12432210

Residential Freehold (Detached)

$4799000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o

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2371 Lakeshore Road E, Simcoe, ON , MLS #S12527924 , Image - 1

2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12527924

Residential Freehold (Detached)

$1925000.0

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

Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those wh

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201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0

3 Beds
4 Baths
2000-2500 sq-ft

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o

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42 Lighthouse Crescent, Simcoe, ON , MLS #S12557062 , Image - 1

42 Lighthouse Crescent Victoria Harbour, Tay, Simcoe, ON MLS® S12557062

Residential Freehold (Detached)

$1080000.0

4 Beds
2 Baths
1500-2000 sq-ft

Top 6 Reasons You Will Love This Home. 1) Location-Location-Location. Beautiful Waterfront Home In Victoria Harbour on Georgian Bay 2) Fully Renovated

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209 Barrie Street, Simcoe, ON , MLS #N12542736 , Image - 1

209 Barrie Street Thornton, Essa, Simcoe, ON MLS® N12542736

Residential Freehold (Detached)

$699999.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 209 Barrie St, a truly remarkable property in the heart of Thornton! Situated on an expansive 114' x 294' lot, offering over 3/4 of an acre

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2082 Lea Road, Simcoe, ON , MLS #N12553568 , Image - 1

2082 Lea Road Alcona, Innisfil, Simcoe, ON MLS® N12553568

Residential Freehold (Detached)

$899900.0

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

21000 Sqft Lot With Mixed Use Zoning. Second Access From Innisfil Beach Rd. Minutes To Beaches, Amenities, And Lake Simcoe. Enjoy Your Large Private B

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17 Sun Valley Avenue, Simcoe, ON , MLS #S12553494 , Image - 1

17 Sun Valley Avenue Wasaga Beach, Simcoe, ON MLS® S12553494

Residential Freehold (Detached)

$799990.0

2 Beds
2 Baths
1500-2000 sq-ft

Bungalow Living! Newly built Talbot floor plan with 1,568 sq ft by Zancor Homes. This 2 bedroom and 2 bathroom floor plan has everything you need. As

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7 60th Street S, Simcoe, ON , MLS #S12461340 , Image - 1

7 60th Street S Wasaga Beach, Simcoe, ON MLS® S12461340

Residential Freehold (Detached)

$399999.0

Price drop by 8.5%

1 Beds
1 Baths
700-1100 sq-ft

Nestled in the heart of Wasaga Beach, this property offers a unique opportunity to own a pieceof this vibrant community. This detached single-family h

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51 Sparrow Way, Simcoe, ON , MLS #N12408667 , Image - 1

51 Sparrow Way Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12408667

Residential Freehold (Detached)

$1349000.0

4 Beds
4 Baths
2500-3000 sq-ft

Be the proud first residents of this stunning new build on a premium 50ft lot, seamlessly blending luxury and tranquility. Nestled against open space

Detached Houses for Sale in Simcoe Under $5M - P16

Rosehaven Simcoe Woods