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

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150 Essa Road, Simcoe, ON , MLS #S6814522 , Image - 1

150 Essa Road Allandale, Barrie, Simcoe, ON MLS® S6814522

Residential Freehold (Detached)

$2999999.0

3 Beds
4 Baths
1500-2000 sq-ft

Development Opportunity for up to 12 story -120 unit residential building or possible commercial building. Prime corner location. Re-zoned urban trans

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3 Best Court, Simcoe, ON , MLS #S12415034 , Image - 1

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S12415034

Residential Freehold (Detached)

$1795000.0

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

Wow! Here is Your Chance to Own and Enjoy A Custom-Built Residence With Walk Out Basement In The Upscale Whispering Creek Community. This Luxurious Bu

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929 Yonge Street, Simcoe, ON , MLS #S12318956 , Image - 1

929 Yonge Street Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12318956

Residential Freehold (Detached)

$1798000.0

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

Opportunity knocks with this 1.14 acre property designated Medium Density under Barrie's official plan. Information to support the use of a Medium Den

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3045 Sandy Acres, Simcoe, ON , MLS #S12302575 , Image - 1

3045 Sandy Acres West Shore, Severn, Simcoe, ON MLS® S12302575

Residential Freehold (Detached)

$1250000.0

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

Elegant Lakeside Living in the Heart of Serenity BayWelcome to a residence where timeless design meets contemporary luxury. This newly constructed fou

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11 warbler Way, Simcoe, ON , MLS #S12301551 , Image - 1

11 warbler Way Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12301551

Residential Freehold (Detached)

$4980000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Custom Built Magnificent Homes On 1.6 Acre With 161 Feet Of Waterfront ON Glorious Lake Simcoe Near Orillia, Approx.8000 sq.ft.living space, 3 garage,

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61 Tracey Lane, Simcoe, ON , MLS #S12276123 , Image - 1

61 Tracey Lane Collingwood, Simcoe, ON MLS® S12276123

Residential Freehold (Detached)

$799900.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to Indigo Estates, Collingwood's new premier community. 61Tracey La , 1978 Sq Ft , 4 Bedrooms and 3 Bathrooms with main floor office.Collingwo

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40 Westminster Circle, Simcoe, ON , MLS #S12263560 , Image - 1

40 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S12263560

Residential Freehold (Detached)

$1080000.0

4 +3 Beds
7 Baths
3000-3500 sq-ft

4-Bed, 4-Bath Home in a Convenient LocationLocated close to schools, shopping, and the GO Station, this well-maintained home offers a practical layout

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11 12th Street N, Simcoe, ON , MLS #S12262202 , Image - 1

11 12th Street N Wasaga Beach, Simcoe, ON MLS® S12262202

Residential Freehold (Detached)

$3688888.0

9 Beds
9 Baths
5000 + sq-ft

Exceptional Investment Opportunity Located In One Of Ontario's Most Popular Vacation Destinations - Wasaga Beach! Beach-Front At Park Area 2. Multi Co

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4787 Byers Lane, Simcoe, ON , MLS #S12260238 , Image - 1

4787 Byers Lane Rural Ramara, Ramara, Simcoe, ON MLS® S12260238

Residential Freehold (Detached)

$599900.0

3 Beds
1 Baths
700-1100 sq-ft

Watch the gorgeous sunset from the deeded waterfront just seconds away across the lane. Large 80 X 191' lot. Ramara 3 br Cottage 1 hr 20 mins from Tor

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509 Nottingham Street, Simcoe, ON , MLS #S12250739 , Image - 1

509 Nottingham Street Port McNicoll, Tay, Simcoe, ON MLS® S12250739

Residential Freehold (Detached)

$549999.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to This Stunning Fully Renovated Residence Nestled in One of the Area's Most Prestigious and Sought-after Communities. This Charming Two-store

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2644 Lakeshore Drive, Simcoe, ON , MLS #S12247591 , Image - 1

2644 Lakeshore Drive Brechin, Ramara, Simcoe, ON MLS® S12247591

Residential Freehold (Detached)

$949900.0

Price drop by 5.0%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this cozy 3-bedroom, 1-bathroom cottage nestled on the shores of highly desirable Lake Simcoe. With beautiful western exposure, you'll enjo

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1981 TINY BEACHES Road S, Simcoe, ON , MLS #S12245692 , Image - 1

1981 TINY BEACHES Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12245692

Residential Freehold (Detached)

$469000.0

Price drop by 2.1%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this meticulously maintained 2-bedroom, 1-bathroom three-season cottage, perfectly tucked away in one of the best pockets of Tiny Beaches.

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2645 ST AMANT Road, Simcoe, ON , MLS #S12244576 , Image - 1

2645 ST AMANT Road Rural Severn, Severn, Simcoe, ON MLS® S12244576

Residential Freehold (Detached)

$990000.0

3 +0 Beds
1 Baths
1100-1500 sq-ft

Escape to the tranquility of this 3-bedroom home nestled on a sprawling 110-acre property. This is a rare opportunity to own your own piece of paradis

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52 Elmbrook Drive, Simcoe, ON , MLS #S12242635 , Image - 1

52 Elmbrook Drive 400 West, Barrie, Simcoe, ON MLS® S12242635

Residential Freehold (Detached)

$834900.0

Price drop by 7.1%

4 Beds
3 Baths
1500-2000 sq-ft

Find yourself in this great two storey home in a terrific family neighbourhood in the newer part of Holly in Barrie's south end. Schools, parks, shopp

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2 Sycamore Circle, Simcoe, ON , MLS #S12242478 , Image - 1

2 Sycamore Circle Phelpston, Springwater, Simcoe, ON MLS® S12242478

Residential Freehold (Detached)

$1900000.0

3 Beds
3 Baths
2000-2500 sq-ft

Rarely offered, gorgeous custom bungalow on super exclusive Sycamore Circle. This 2,300+ square foot home sits on a very private, nearly 2 acre lot. T

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901 Woodland Drive, Simcoe, ON , MLS #S12237775 , Image - 1

901 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12237775

Residential Freehold (Detached)

$1100000.0

Price drop by 8.3%

2 Beds
1 Baths
700-1100 sq-ft

Stunning waterfront, air conditioned, home with vaulted ceiling on a spacious lot with breathtaking panoramic views! This beautifully finished proper

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477 ALBERT Street, Simcoe, ON , MLS #S12227183 , Image - 1

477 ALBERT Street Victoria Harbour, Tay, Simcoe, ON MLS® S12227183

Residential Freehold (Detached)

$849777.0

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

Welcome to the perfect family home where comfort, style, and entertainment come together! This beautiful all-brick raised bungalow offers everything y

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169 Second Street, Simcoe, ON , MLS #S12226359 , Image - 1

169 Second Street Collingwood, Simcoe, ON MLS® S12226359

Residential Freehold (Detached)

$1950000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to Charming Collingwood Living. Where Luxury Meets Location! Discover the perfect blend of elegance, comfort, and convenience in this stunning

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659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0

Price drop by 3.0%

2 Beds
1 Baths
700-1100 sq-ft

This well-maintained 2-bedroom, 1-bath bungalow is move-in ready and perfectly suited for first-time buyers, down-sizers, or anyone looking for a low-

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1445 Cedar Point Road, Simcoe, ON , MLS #S12219157 , Image - 1

1445 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S12219157

Residential Freehold (Detached)

$749777.0

3 Beds
3 Baths
1500-2000 sq-ft

Tucked away on a secluded 1.2-acre lot, this one-of-a-kind log home offers the perfect blend of rustic charm and peaceful living. If you're seeking sp

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338 Old Mosley Street, Simcoe, ON , MLS #S12212457 , Image - 1

338 Old Mosley Street Wasaga Beach, Simcoe, ON MLS® S12212457

Residential Freehold (Detached)

$1199888.0

Price drop by 3.1%

6 +0 Beds
4 Baths
2000-2500 sq-ft

The Perfect Investment Opportunity Awaits! Three Fully Renovated 4 Season Cottages On One Lot Just A Quick 1 Minute Walk To The Worlds Longest Freshwa

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10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S12208769 , Image - 1

10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S12208769

Residential Freehold (Detached)

$625000.0

3 Beds
1 Baths
700-1100 sq-ft

This charming family cottage offers the perfect blend of comfort, privacy, and classic cottage living just a 5-minute boat ride from Victoria Harbour

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1852 River Road W, Simcoe, ON , MLS #S12208761 , Image - 1

1852 River Road W Wasaga Beach, Simcoe, ON MLS® S12208761

Residential Freehold (Detached)

$1980000.0

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

Prestigious Riverfront Estate In Wasaga Beach! Large Front Foyer From Covered Porch Opens To A Wow Room With Vaulted Ceilings. Huge Kitchen With Lot O

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69 CITYVIEW Circle, Simcoe, ON , MLS #S12201283 , Image - 1

69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12201283

Residential Freehold (Detached)

$1550000.0

5 +0 Beds
5 Baths
3000-3500 sq-ft

Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,

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12 Schooner Lane, Simcoe, ON , MLS #S12194007 , Image - 1

12 Schooner Lane Rural Tay, Tay, Simcoe, ON MLS® S12194007

Residential Freehold (Detached)

$539000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 12 Schooner Lane, a stunning property in a prime location in Tay! This modern smart home is perfect for those seeking year-round accommodat

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26 Stuart Avenue, Simcoe, ON , MLS #S12177398 , Image - 1

26 Stuart Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S12177398

Residential Freehold (Detached)

$799000.0

4 Beds
3 Baths
2000-2500 sq-ft

A must-see property! Absolutely Stunning Home! This gorgeous 2-storey residence is located in Barrie neighbourhood. Really good location. Just minutes

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26 Shepherd Drive, Simcoe, ON , MLS #S12172187 , Image - 1

26 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12172187

Residential Freehold (Detached)

$1269900.0

4 Beds
4 Baths
2500-3000 sq-ft

Discover refined living in this crafted 4-bedroom, 4.5-bathroom residence built by the **award-winning Great Gulf Homes renowned for quality craftsman

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150 Farlain Lake Road E, Simcoe, ON , MLS #S12167272 , Image - 1

Unit-Cottage, 150 Farlain Lake Road E Rural Tiny, Tiny, Simcoe, ON MLS® S12167272

Residential Freehold (Detached)

$829000.0

Price drop by 16.7%

3 Beds
1 Baths
700-1100 sq-ft

Move right in to this renovated 3 bedroom cottage with the coveted west facing view over the lake. Enjoy the sunny days and the spectacular sunsets fr

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20 Nippissing Ridge Road, Simcoe, ON , MLS #S12142576 , Image - 1

20 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12142576

Residential Freehold (Detached)

$2325000.0

6 Beds
5 Baths
3500-5000 sq-ft

Perched high on a ridge at Cedar Point in the coveted Cedar Ridge community, this home is located just under 2 hours from Toronto. This spectacular re

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9 KENORA Trail, Simcoe, ON , MLS #S12133310 , Image - 1

9 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S12133310

Residential Freehold (Detached)

$175000.0

2 Beds
1 Baths
< 700 sq-ft

Your Perfect Summer Getaway Awaits at Wasaga Countrylife Resort! Summer is just around the corner and now is the time to secure your seasonal cottage

Detached Houses for Sale in Simcoe Under $5M - P25

Rosehaven Simcoe Woods