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

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14 Seneca Crescent, Simcoe, ON , MLS #S12945104 , Image - 1

14 Seneca Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12945104

Residential Freehold (Detached)

$759900.0

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

Welcome to 14 Seneca Crescent a private retreat where nature, comfort, and quality craftsmanship meet. Just moments from the sparkling shores of Georg

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1 Spencer Street, Simcoe, ON , MLS #S12758314 , Image - 1

1 Spencer Street Collingwood, Simcoe, ON MLS® S12758314

Residential Freehold (Detached)

$1199000.0

Price drop by 2.4%

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

Stunning Middleton Model by Devonleigh Homes. Prime Corner Lot with Blue Mountain Views.This exquisite 4-year-old Middleton model by the highly regard

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424 Ramblewood Drive, Simcoe, ON , MLS #S12932338 , Image - 1

424 Ramblewood Drive Wasaga Beach, Simcoe, ON MLS® S12932338

Residential Freehold (Detached)

$849900.0

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

Set on a beautifully mature lot, this property offers a private, fully fenced backyard surrounded by trees, creating the kind of quiet, tucked-away ou

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67 Lake Avenue, Simcoe, ON , MLS #S12943730 , Image - 1

67 Lake Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S12943730

Residential Freehold (Detached)

$589000.0

3 Beds
1 Baths
700-1100 sq-ft

Introducing 67 Lake Avenue, a canal waterfront bungalow property nestled in the sought-after Lagoon City community. This beautifully maintained Vicero

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48 Tiny Beaches Road N, Simcoe, ON , MLS #S12942774 , Image - 1

48 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12942774

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
700-1100 sq-ft

Located just a 3 minute walk to beautiful Balm Beach in Tiny, this small but cozy, 2 bedroom & one bath winterized home or cottage is perfect for a si

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1020 Larter Street, Simcoe, ON , MLS #N12941358 , Image - 1

1020 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12941358

Residential Freehold (Detached)

$1199900.0

4 Beds
4 Baths
3000-3500 sq-ft

*Power of Sale* Stunning, 4 Bedroom, 5 Bathroom home located in one of Innisfil's most desirable neighbourhoods. This spectacular home sits on an over

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48 Tall Pines Drive, Simcoe, ON , MLS #S12941236 , Image - 1

48 Tall Pines Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12941236

Residential Freehold (Detached)

$939900.0

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

This stunning, custom-built raised bungalow boasts 4 spacious bedrooms & 2 bathrooms, offering over 2500 sq ft of thoughtfully designed living space.

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67 Meadowlark Boulevard, Simcoe, ON , MLS #S12938396 , Image - 1

67 Meadowlark Boulevard Wasaga Beach, Simcoe, ON MLS® S12938396

Residential Freehold (Detached)

$749000.0

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

Welcome To This Beautifully Maintained And Move-In Ready Bungalow Offering About 2,550 Square Feet Of Fully Finished Living Space, Thoughtfully Design

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4 Irish Lane, Simcoe, ON , MLS #S12834184 , Image - 1

4 Irish Lane Grove East, Barrie, Simcoe, ON MLS® S12834184

Residential Freehold (Detached)

$749987.0

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

A Must See - This Well-Maintained SOLID BRICK Detached 4 Bedroom Bungalow (2 Upper + 2 Lower) is Conveniently Located in Grove East, Barrie Surrounded

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2391 Rumney Road, Simcoe, ON , MLS #S12833810 , Image - 1

2391 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S12833810

Residential Freehold (Detached)

$824500.0

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

Whether you're dreaming of raising children in the country - watching them chase butterflies and explore nature - or you're a retired couple seeking p

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46 COPPERHILL Heights, Simcoe, ON , MLS #S12939350 , Image - 1

46 COPPERHILL Heights Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12939350

Residential Freehold (Detached)

$899900.0

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

4 bedroom detached with 3 WR .Approx. 2500 sq, above grade living. Main Floor boost 9 Feet ceilings with Family room with fireplace. Beautiful kitchen

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236 Cox Mill Road, Simcoe, ON , MLS #S12938756 , Image - 1

236 Cox Mill Road Painswick North, Barrie, Simcoe, ON MLS® S12938756

Residential Freehold (Detached)

$1749000.0

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

Architectural. Refined. Turn-Key. Exceptional custom-built bungalow (2021) offering over 4,300 sq ft of finished living space, complete with a private

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44 Albert Street W, Simcoe, ON , MLS #N12922090 , Image - 1

44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N12922090

Residential Freehold (Detached)

$1599000.0

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

Welcome to 44 Albert Street West-a refined statement of modern luxury in the heart of Alliston. This exceptional custom two-storey residence offers ov

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1655 Emberton Way, Simcoe, ON , MLS #N12924360 , Image - 1

1655 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N12924360

Residential Freehold (Detached)

$1249000.0

4 +1 Beds
4 Baths
3500-5000 sq-ft

This incredible home sits on a premium ravine lot (fenced) with over 3,500 sqft above grade - and it's only 6 years old. The oversized living and dini

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2038 Snow Valley Road, Simcoe, ON , MLS #S12937592 , Image - 1

2038 Snow Valley Road Snow Valley, Springwater, Simcoe, ON MLS® S12937592

Residential Freehold (Detached)

$1199900.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning 2-storey home, perfectly nestled on a picturesque 0.9-acre lot, surrounded by mature trees that offer both privacy and tranqu

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113 Rugman Crescent, Simcoe, ON , MLS #S12936820 , Image - 1

113 Rugman Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S12936820

Residential Freehold (Detached)

$1275000.0

4 Beds
4 Baths
3500-5000 sq-ft

A HOME WITH ARCHITECTURAL PRESENCE, 3,520 SQ FT ABOVE GRADE, & A TRIPLE-CAR GARAGE! Set in a family-friendly estate neighbourhood surrounded by beauti

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3801 Wood Avenue, Simcoe, ON , MLS #S12936186 , Image - 1

3801 Wood Avenue West Shore, Severn, Simcoe, ON MLS® S12936186

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

Experience the Best of Waterfront Living! Beautifully set along the shores of Lake Couchiching, this 3-bedroom waterfront home offers stunning views a

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8747 10th Line, Simcoe, ON , MLS #N12935984 , Image - 1

8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12935984

Residential Freehold (Detached)

$2195000.0

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

OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre

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992 Green Street, Simcoe, ON , MLS #N12817474 , Image - 1

992 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N12817474

Residential Freehold (Detached)

$888888.0

4 Beds
3 Baths
2000-2500 sq-ft

Step into elegance and comfort with this stunning 4-bedroom detached home, perfectly designed for modern family living. Boasting impressive 9-foot cei

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1063 WOOD Street, Simcoe, ON , MLS #N12931646 , Image - 1

1063 WOOD Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12931646

Residential Freehold (Detached)

$888000.0

3 Beds
3 Baths
1500-2000 sq-ft

Beautifully Updated Lakeside Home w/Separate Entrance & Private Beach Access! Towering 3+1 Bed, 3+1 Bath Home w/Access From 2 Streets, Plus A Detached

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10 Brolley Crescent, Simcoe, ON , MLS #N12789936 , Image - 1

10 Brolley Crescent Rural Essa, Essa, Simcoe, ON MLS® N12789936

Residential Freehold (Detached)

$1999999.0

Price drop by 4.8%

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

Welcome to an extraordinary custom-built bungalow offering nearly 5,000 sq. ft. of impeccably finished living space, set in an exclusive neighborhood

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8570 Hwy 12 N/A, Simcoe, ON , MLS #S12924320 , Image - 1

8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12924320

Residential Freehold (Detached)

$789900.0

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

Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor

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1202 Andrade Lane, Simcoe, ON , MLS #N12931120 , Image - 1

1202 Andrade Lane Alcona, Innisfil, Simcoe, ON MLS® N12931120

Residential Freehold (Detached)

$749800.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this well-maintained 3-bedroom, 3-bathroom detached home located in the desirable Alcona community of Innisfil. The functional two-storey l

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2066 Elana Drive, Simcoe, ON , MLS #S12671826 , Image - 1

2066 Elana Drive Marchmont, Severn, Simcoe, ON MLS® S12671826

Residential Freehold (Detached)

$1750000.0

Price drop by 7.9%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this Spotless 4 Bedroom Raised Bungalow in an Exclusive Family Friendly Neighbourhood just minutes outside of Orillia! Close to all ameniti

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46 Sunset Boulevard, Simcoe, ON , MLS #N12928016 , Image - 1

46 Sunset Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12928016

Residential Condo & Other (Detached Condo)

$715000.0

1 +1 Beds
3 Baths
1200-1399 sq-ft

Is 2026 the time to make the move to an active, adult lifestyle community? Well, stop the car - you may have just found the perfect home! 46 Sunset Bl

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26 Glen Cedar Drive, Simcoe, ON , MLS #S12354911 , Image - 1

26 Glen Cedar Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12354911

Residential Freehold (Detached)

$699900.0

Price drop by 12.5%

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

Welcome to this beautifully updated 4-bedroom, 2-bath home in the sought-after Georgian Highlands community, just steps from the shores of Georgian Ba

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3225 10 Line N, Simcoe, ON , MLS #S12924780 , Image - 1

3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12924780

Residential Freehold (Detached)

$1399000.0

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

Absolute Dream Home! Set On A Private, Park-Like 2-Acre Lot In One Of Oro-Medonte's Most Desirable Locations, This Stunning Custom-Built Home Offers L

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66 Penvill Trail, Simcoe, ON , MLS #S12924954 , Image - 1

66 Penvill Trail Ardagh, Barrie, Simcoe, ON MLS® S12924954

Residential Freehold (Detached)

$910000.0

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

Welcome to this stunning two-storey home offering over 3,500 square feet of living space, perfect for a large or multigenerational family, or for thos

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7118 Yonge Street, Simcoe, ON , MLS #N12808316 , Image - 1

7118 Yonge Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12808316

Residential Freehold (Detached)

$1209000.0

Price drop by 10.4%

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

Windows & Doors (2025), Exterior Paint, Fully Redesigned With Contemporary Finishes And Neutral Tones. Soaring Ceilings On 3.1 Acres Backing Onto Wood

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22 Grace Crescent, Simcoe, ON , MLS #S12922442 , Image - 1

22 Grace Crescent Painswick South, Barrie, Simcoe, ON MLS® S12922442

Residential Freehold (Detached)

$799900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome 22 Grace Crescent in the desirable Painswick South community of Barrie. There is so much to love about this home starting with the location. J

Detached Houses for Sale in Simcoe Under $5M - P18

Rosehaven Simcoe Woods