3394+ Detached Houses for Sale in Simcoe Under $5M

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8 Midves Court, Simcoe, ON , MLS #S13620036 , Image - 1

8 Midves Court Midhurst, Springwater, Simcoe, ON MLS® S13620036

Residential Freehold (Detached)

$4500000.0

4 +3 Beds
6 Baths
5000 + sq-ft

Experience luxury living in this exceptional estate offering over 10,000 sq. ft. of finished living space, thoughtfully designed for everyday comfort

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137 John Street E, Simcoe, ON , MLS #N13620030 , Image - 1

137 John Street E Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13620030

Residential Freehold (Detached)

$599900.0

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

Great Opportunity to for Investors or first-time buyers with a 1-bedroom in-law suite for extra income, with separate entrance. Recent updates include

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161 Forest Harbour Parkway, Simcoe, ON , MLS #S12905816 , Image - 1

161 Forest Harbour Parkway Rural Tay, Tay, Simcoe, ON MLS® S12905816

Residential Freehold (Detached)

$741000.0

Price drop by 10.2%

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

Welcome to 161 Forest Harbour Parkway, where timeless design meets modern comfort in a home that truly feels like home. Built in 2012 and beautifully

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7599 36/37 Nottawasaga Side Road E, Simcoe, ON , MLS #S13619920 , Image - 1

7599 36/37 Nottawasaga Side Road E Nottawa, Clearview, Simcoe, ON MLS® S13619920

Residential Freehold (Detached)

$1249000.0

3 Beds
2 Baths
2000-2500 sq-ft

The picture perfect farmhouse on the hill with separate studio on almost one acre! Welcome to one of Nottawa's most beloved homes. This 2108 sq ft thr

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1126 Ramara 47 Road, Simcoe, ON , MLS #S13154818 , Image - 1

1126 Ramara 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13154818

Residential Freehold (Detached)

$1100000.0

4 Beds
2 Baths
1500-2000 sq-ft

Experience the luxury of recent upscale renovations completed in 2026 at this exceptional year-round waterfront home. Boasting over 190 feet of direct

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159 Heritage Street, Simcoe, ON , MLS #N13619794 , Image - 1

159 Heritage Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13619794

Residential Freehold (Detached)

$1049800.0

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

Your Search Ends Here! Welcome to this stunning, newer First View Homes detached residence offering approximately 1,900 sq. ft. of thoughtfully design

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2219 County Road 42 N/A, Simcoe, ON , MLS #S13118768 , Image - 1

2219 County Road 42 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13118768

Residential Freehold (Detached)

$1165000.0

4 +1 Beds
3 Baths
2500-3000 sq-ft

This exceptional opportunity for multi-generational living, income potential, and lifestyle all in one. Set on a beautifully sized 1-acre lot, this fu

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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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25 Maidens Crescent, Simcoe, ON , MLS #S13619858 , Image - 1

25 Maidens Crescent Collingwood, Simcoe, ON MLS® S13619858

Residential Freehold (Detached)

$1259000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained and thoughtfully upgraded family home, ideally situated in one of Collingwood's most sought-after neighbourhood

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2151 Fairgrounds Road, Simcoe, ON , MLS #S13619852 , Image - 1

2151 Fairgrounds Road Rural Ramara, Ramara, Simcoe, ON MLS® S13619852

Residential Freehold (Detached)

$799999.0

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

Top 5 Reasons You Will Love This Home: 1) Exceptionally well-maintained raised bungalow set on over an acre of beautifully treed property in the peace

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2 Harry Parker Place, Simcoe, ON , MLS #N13577272 , Image - 1

2 Harry Parker Place Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13577272

Residential Freehold (Detached)

$1829000.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Offering over 4,100 square feet of finished living space, this executive bungalow is thoughtfully designed f

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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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17 Knicely Road, Simcoe, ON , MLS #S13616744 , Image - 1

17 Knicely Road Painswick North, Barrie, Simcoe, ON MLS® S13616744

Residential Freehold (Detached)

$719000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to your next family home in one of Barrie's quiet, family-friendly neighbourhoods! This beautifully maintained two-storey home offers bright,

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11 Castle Drive, Simcoe, ON , MLS #S13617076 , Image - 1

11 Castle Drive Sunnidale, Barrie, Simcoe, ON MLS® S13617076

Residential Freehold (Detached)

$895000.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 11 Castle Drive-a beautifully updated, move-in ready home on a quiet, tree-lined street in one of Barrie's most desirable neighbourhoods. B

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3267 Albany Street, Simcoe, ON , MLS #S13517178 , Image - 1

3267 Albany Street Washago, Severn, Simcoe, ON MLS® S13517178

Residential Freehold (Detached)

$649900.0

Price drop by 3.0%

3 Beds
2 Baths
1100-1500 sq-ft

Your Private Forest Escape Awaits. Tucked away on a quiet dead-end road and surrounded by mature trees, this beautifully updated 3-bedroom, 2 full bat

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2481 Lakeshore Drive, Simcoe, ON , MLS #S13601316 , Image - 1

2481 Lakeshore Drive Brechin, Ramara, Simcoe, ON MLS® S13601316

Residential Freehold (Detached)

$675000.0

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

Welcome home. Why not spend your time watching spectacular sunsets over the water. This waterfront community has it all. Inside, the bright open-conce

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21 Silvercreek Crescent, Simcoe, ON , MLS #S13618764 , Image - 1

21 Silvercreek Crescent Ardagh, Barrie, Simcoe, ON MLS® S13618764

Residential Freehold (Detached)

$899000.0

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

Perfect Detached Home Located On A Quiet Desirable Family Friendly Street With No Sidewalk * Cozy Front Porch For Relaxing And 5 Car Driveway Parking

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178 Rose Street, Simcoe, ON , MLS #S13618618 , Image - 1

178 Rose Street Wellington, Barrie, Simcoe, ON MLS® S13618618

Residential Freehold (Detached)

$680000.0

3 Beds
2 Baths
700-1100 sq-ft

Are you looking for a fully insulated shop with eight chest-height electrical outlets? Whether you're a hobbyist, tradesperson, or simply need additio

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75 Vancouver Street, Simcoe, ON , MLS #S13618350 , Image - 1

75 Vancouver Street Codrington, Barrie, Simcoe, ON MLS® S13618350

Residential Freehold (Detached)

$1298500.0

4 Beds
3 Baths
1100-1500 sq-ft

Welcome to a brand-new custom-built bungalow, thoughtfully positioned in one of Barrie's most coveted East End neighbourhoods. This distinguished four

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56 Sallows Drive, Simcoe, ON , MLS #S13618282 , Image - 1

56 Sallows Drive Rural Tay, Tay, Simcoe, ON MLS® S13618282

Residential Freehold (Detached)

$1200000.0

4 Beds
4 Baths
3000-3500 sq-ft

Where Modern Luxury Meets Georgian Bay A striking blend of contemporary design and refined craftsmanship, this custom-built home showcases a soaring t

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115 Doran Road, Simcoe, ON , MLS #S13618210 , Image - 1

115 Doran Road Midhurst, Springwater, Simcoe, ON MLS® S13618210

Residential Freehold (Detached)

$949900.0

3 Beds
2 Baths
2500-3000 sq-ft

Charming Century Home On A Private 1.28 Acre Estate In Sought-After Midhurst! Full Of Character, Warmth, And Timeless Appeal, Featuring Farmhouse Beam

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60 Willow Landing Road, Simcoe, ON , MLS #S13618066 , Image - 1

60 Willow Landing Road Midhurst, Springwater, Simcoe, ON MLS® S13618066

Residential Freehold (Detached)

$864900.0

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

Midhurst bungalow on a large 117 foot wide lot on a lovely street in a fantastic community near Green Pine Park. Double garage with inside entry to th

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3702 County Road 124 Road, Simcoe, ON , MLS #S13617902 , Image - 1

3702 County Road 124 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13617902

Residential Freehold (Detached)

$779000.0

3 Beds
3 Baths
2500-3000 sq-ft

Country charm, close proximity to a beautiful golf course, and room for the whole family-all just minutes from Collingwood and Blue Mountain. Ideally

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4 Campbell Avenue, Simcoe, ON , MLS #S13617852 , Image - 1

4 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13617852

Residential Freehold (Detached)

$829900.0

3 Beds
3 Baths
1500-2000 sq-ft

Family-friendly. Functional. Well-Maintained. Nestled in an Oro-Medonte neighbourhood just steps from Lake Simcoe, this solid brick bungalow offers co

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11 Catamaran Drive, Simcoe, ON , MLS #S13617656 , Image - 1

11 Catamaran Drive Wasaga Beach, Simcoe, ON MLS® S13617656

Residential Freehold (Detached)

$688999.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to 11 Catamaran Dr., Wasaga Beach. A Home That Checks Every Box - space, style & a backyard you'll love. Why wait for new construction when yo

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3829 Crossland Road, Simcoe, ON , MLS #S13617602 , Image - 1

3829 Crossland Road Rural Springwater, Springwater, Simcoe, ON MLS® S13617602

Residential Freehold (Detached)

$579900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 3829 Crossland Road in Springwater Township, just a 15-minute drive from Elmvale, Minesing, and Anten Mills, and only 30 minutes to Barrie.

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125 Queen Street W, Simcoe, ON , MLS #S13617400 , Image - 1

125 Queen Street W Elmvale, Springwater, Simcoe, ON MLS® S13617400

Residential Freehold (Detached)

$525000.0

3 Beds
1 Baths
700-1100 sq-ft

Sometimes the perfect home is the one that simply makes life easier-and that's exactly what you'll find at 125 Queen St W in Elmvale. Recently renovat

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3403 Bayou Road, Simcoe, ON , MLS #S13617180 , Image - 1

3403 Bayou Road West Shore, Severn, Simcoe, ON MLS® S13617180

Residential Freehold (Detached)

$529000.0

3 Beds
2 Baths
1100-1500 sq-ft

Move right into this beautifully maintained 3-bedroom, 2-bathroom home, offering the perfect combination of comfort, functionality, and location. Situ

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16 Sumac Crescent, Simcoe, ON , MLS #S13617146 , Image - 1

16 Sumac Crescent Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13617146

Residential Freehold (Detached)

$889900.0

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

Welcome to 16 Sumac Crescent, nestled in the highly desirable community of Sugarbush. This beautifully maintained 3-bedroom plus den, 2.5-bath 4 level

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32 Tiny Beaches Road N, Simcoe, ON , MLS #S13616866 , Image - 1

32 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13616866

Residential Freehold (Detached)

$490000.0

2 Beds
1 Baths
1100-1500 sq-ft

BANK APPRAISED AT $650,000 (July 2025). OFFERED AT $490,000 FOR IMMEDIATE CLOSING. FULLY FURNISHED INSIDE AND OUT. A rare opportunity less than 400 fe

Detached Houses for Sale in Simcoe Under $5M - P31

Rosehaven Simcoe Woods