5130+ Houses for Sale in Simcoe Under $5 Million

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44 Clifford Crescent, Simcoe, ON , MLS #N13535614 , Image - 1

44 Clifford Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13535614

Residential Freehold (Att/Row/Townhouse)

$718999.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 44 Clifford Cres, a stunning freehold townhome built by the renowned Brookfield Homes in Tottenham's coveted Willow Glen community. From th

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344 Second Street, Simcoe, ON , MLS #S13135660 , Image - 1

344 Second Street Midland, Simcoe, ON MLS® S13135660

Residential Freehold (Detached)

$649000.0

Price drop by 3.8%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 344 Second Street in the heart of Midland. Where style, comfort, and character come together in this 1548 sq. ft. beautifully finished 3-b

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100 Laclie Street, Simcoe, ON , MLS #S13530638 , Image - 1

100 Laclie Street Orillia, Simcoe, ON MLS® S13530638

Residential Freehold (Detached)

$599900.0

Price drop by 4.8%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 100 Laclie Street - a charming, immaculately maintained home that's been thoughtfully updated throughout. The standout rear addition opens

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383 Peek-A-Boo Trail, Simcoe, ON , MLS #S13584692 , Image - 1

383 Peek-A-Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13584692

Residential Freehold (Detached)

$1499000.0

5 +1 Beds
4 Baths
2000-2500 sq-ft

YOUR OWN PIECE OF GEORGIAN BAY PARADISE WITH A SANDY BEACH, PRIVATE DOCK & SECOND DWELLING OFFERING MULTIGENERATIONAL POTENTIAL! With 83 feet of priva

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244 North Shore Drive, Simcoe, ON , MLS #S13012614 , Image - 1

244 North Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13012614

Residential Freehold (Vacant Land)

$1185000.0

VACANT WATERFRONT LOT AT CEDAR POINT - READY TO BUILD YOUR DREAM HOME! Escape to the shores of Cedar Point and build the legacy property you've always

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229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13101416

Residential Freehold (Detached)

$649000.0

Price drop by 7.3%

5 Beds
2 Baths
1100-1500 sq-ft

Quality brick bungalow in a prime Stayner location. Welcome to 229 Datas Drive East, a solid and well-cared-for home built in 1985 by the respected Wo

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5087 15th Line, Simcoe, ON , MLS #N13497776 , Image - 1

5087 15th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13497776

Residential Freehold (Detached)

$1159000.0

3 Beds
2 Baths
1500-2000 sq-ft

Private. Wooded. Welcoming. Tucked away beneath a canopy of mature trees on 2.2 private acres, this picturesque country property has been lovingly car

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22 Berkshire Avenue, Simcoe, ON , MLS #S13518432 , Image - 1

22 Berkshire Avenue Wasaga Beach, Simcoe, ON MLS® S13518432

Residential Condo & Other (Condo Townhouse)

$559900.0

3 +1 Beds
4 Baths
1800-1999 sq-ft

EASY TO MAINTAIN TOWNHOUSE WITH POND AND GOLF COURSE VIEWS! Welcome to this beautifully maintained 4-bedroom, 4-bathroom home offering approximately 2

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194 Moon Point Drive, Simcoe, ON , MLS #S13657236 , Image - 1

194 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13657236

Residential Freehold (Detached)

$998000.0

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

Welcome to 194 Moon Point Drive in sought-after Oro-Medonte! This quality custom-built brick bungalow offers approximately 1,670 sq. ft. on the main l

Open House : Sat Aug 15, 12:00 PM to 02:00 PM

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31 Brouwer Crescent, Simcoe, ON , MLS #S13610222 , Image - 1

31 Brouwer Crescent Wasaga Beach, Simcoe, ON MLS® S13610222

Residential Freehold (Detached)

$642000.0

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

Cherished by its original owner for decades, this 3-bedroom home tells a story of care, intention, and pride that shows in every detail. This is the k

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2007 Snow Valley Road, Simcoe, ON , MLS #S13417406 , Image - 1

2007 Snow Valley Road Snow Valley, Springwater, Simcoe, ON MLS® S13417406

Residential Freehold (Detached)

$859000.0

Price drop by 4.4%

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

Welcome to 2007 Snow Valley Road, a charming, fully renovated 3-bedroom bungalow with a finished basement featuring 3 additional bedrooms. Situated on

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2674 Lone Birch Trail, Simcoe, ON , MLS #S13660206 , Image - 1

2674 Lone Birch Trail Brechin, Ramara, Simcoe, ON MLS® S13660206

Residential Freehold (Detached)

$799999.0

3 Beds
1 Baths
700-1100 sq-ft

A rare opportunity to own premium west-facing waterfront on Lake Simcoe, held by the same family for over 75 years. Set on a private point at the end

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12 Robin Court, Simcoe, ON , MLS #S13572254 , Image - 1

12 Robin Court Cundles East, Barrie, Simcoe, ON MLS® S13572254

Residential Freehold (Semi-Detached )

$529000.0

4 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully updated Home in High Demand Area! Bright and Spacious, Functional Layout! Enjoy a large sun-filled breakfast area. Move-I

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123 Fernbrook Drive, Simcoe, ON , MLS #S13591052 , Image - 1

123 Fernbrook Drive Wasaga Beach, Simcoe, ON MLS® S13591052

Residential Freehold (Detached)

$829888.0

Price drop by 3.4%

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

Welcome to your family's next chapter in this spacious, carpet-free home offering 3,864 sq. ft. of comfortable living space across two levels. Nestled

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97 & 99 Huron Street, Simcoe, ON , MLS #S13653944 , Image - 1

97 & 99 Huron Street Collingwood, Simcoe, ON MLS® S13653944

Residential Freehold (Detached)

$1980000.0

4 Beds
3 Baths
2500-3000 sq-ft

Private Beach House on a Double Corner Lot at Sunset Point Beach. This beautifully renovated 4-bedroom, 3-bathroom home is designed for effortless ind

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91 Cayton Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13657634

Residential Freehold (Detached)

$1249000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to the prestigious Green Valley Estates Community in South Bradford! This elegant and meticulously upgraded 4-bedroom home offers the ideal co

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46 Austen Lane, Simcoe, ON , MLS #S13580506 , Image - 1

46 Austen Lane Letitia Heights, Barrie, Simcoe, ON MLS® S13580506

Residential Freehold (Detached)

$529000.0

Price drop by 11.7%

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

Well-maintained backsplit situated on a generous 56' x 110' lot in Barrie's desirable Letitia Heights community. This versatile 4-bedroom, 2-bathroom

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Lot 34 Riga Road, Simcoe, ON , MLS #N13659618 , Image - 1

Lot 34 Riga Road Rural Essa, Essa, Simcoe, ON MLS® N13659618

Residential Freehold (Detached)

$315000.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to Lot 34 Riga Rd, a unique 2-bedroom, 1-bathroom property tucked into a quiet, privately owned community just outside Alliston. Set on a gene

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150 Turnberry Lane, Simcoe, ON , MLS #S13660024 , Image - 1

150 Turnberry Lane Painswick South, Barrie, Simcoe, ON MLS® S13660024

Residential Freehold (Att/Row/Townhouse)

$649888.0

2 Beds
3 Baths
1100-1500 sq-ft

2 year old 1384 sqft Luxury Townhome in the desirable south east end of Barrie available for rent!! Beautifully upgraded throughout, 2 bedroom 2.5 bat

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153 Romanelli Crescent, Simcoe, ON , MLS #N13658530 , Image - 1

153 Romanelli Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13658530

Residential Freehold (Detached)

$1349900.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to 153 Romanelli Crescent, an impressive detached home offering approximately 3,000 sq. ft. of beautifully designed living space with 5 bedroo

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12 Oakmont Avenue, Simcoe, ON , MLS #S13636814 , Image - 1

12 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13636814

Residential Freehold (Detached)

$839900.0

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

PRESENTING 12 Oakmont Avenue in the exceptional community of Horseshoe Valley, nestled in Simcoe County's Oro-Medonte - the perfect blend of recreatio

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560 Concession Road 15 N/A W, Simcoe, ON , MLS #S13458098 , Image - 1

560 Concession Road 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13458098

Residential Freehold (Detached)

$1299000.0

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

Beautiful Summer - Looking For Resort Style Living? Welcome to 560 Concession Road - Where Beautiful Lifestyle Meets Luxury. Tucked On Private 1 Acre

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239 Scott Street, Simcoe, ON , MLS #S13566530 , Image - 1

239 Scott Street Midland, Simcoe, ON MLS® S13566530

Residential Freehold (Detached)

$529900.0

Price drop by 3.6%

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

All-brick bungalow in Midland, just minutes from Georgian Bay, with quick access to Hwy 12, greenspace, and trails. This 4-bedroom, 1.5-bath home offe

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2 Alexandra Lane, Simcoe, ON , MLS #S13608282 , Image - 1

2 Alexandra Lane Wasaga Beach, Simcoe, ON MLS® S13608282

Residential Freehold (Detached)

$999999.0

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

Welcome to your Staycation Lifestyle. This property has an Outdoor Living Room. A Detached Luxury All-Season Private Wellness Pavillion with a Hydroth

Open House : Sat Aug 15, 12:00 PM to 03:00 PM

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73 Browning Trail, Simcoe, ON , MLS #S13656580 , Image - 1

73 Browning Trail Letitia Heights, Barrie, Simcoe, ON MLS® S13656580

Residential Freehold (Detached)

$649900.0

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

Welcome To 73 Browning Trail, A Beautifully Maintained Family Home Nestled On A Quiet, Family-Friendly Street Surrounded By Mature Trees, Parks & Exce

Open House : Sat Aug 15, 12:00 PM to 02:00 PM

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14 Magnolia Lane, Simcoe, ON , MLS #S13655614 , Image - 1

14 Magnolia Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13655614

Residential Condo & Other (Condo Townhouse)

$575000.0

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to 14 Magnolia Lane, Barrie! This beautiful three-year-old urban townhouse is located in a great neighborhood, close to shopping, restaurants,

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32 Middleton Drive, Simcoe, ON , MLS #S13659712 , Image - 1

32 Middleton Drive Wasaga Beach, Simcoe, ON MLS® S13659712

Residential Freehold (Detached)

$899999.0

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

Welcome to 32 Middleton Drive, a home in the desirable Villas of Upper Wasaga community. Featuring an open-space raised bungalow model, this dwelling

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6 Misty Ridge Road, Simcoe, ON , MLS #S12790432 , Image - 1

6 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S12790432

Residential Freehold (Detached)

$857900.0

Price drop by 4.7%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome home to 6 Misty Ridge Rd! Experience the perfect blend of modern comfort and beachside living in this 1,961 sq ft, all-brick bungalow. Boastin

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3 Arnold Crescent, Simcoe, ON , MLS #N13659850 , Image - 1

3 Arnold Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13659850

Residential Freehold (Detached)

$929900.0

4 Beds
4 Baths
1500-2000 sq-ft

Welcome to one of the largest lots in Alliston's prestigious Treetops community, showcasing an immaculate 2-storey detached home situated on a premium

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590 Tenth Street, Simcoe, ON , MLS #S13070170 , Image - 1

590 Tenth Street Collingwood, Simcoe, ON MLS® S13070170

Residential Condo & Other (Condo Townhouse)

$350000.0

3 Beds
2 Baths
1000-1199 sq-ft

Townhouse style condo with it's own yard in the heart of Collingwood. An open concept main floor living area awaits with ceramic and laminate flooring

Houses for Sale in Simcoe Under $5 Million - P11

Rosehaven Simcoe Woods