181+ 5 Bedroom Houses Sale for Simcoe in Under $2M

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46 Park Street, Simcoe, ON , MLS #S13043680 , Image - 1

46 Park Street Queen's Park, Barrie, Simcoe, ON MLS® S13043680

Residential Freehold (Detached)

$689000.0

Price drop by 9.3%

5 Beds
2 Baths
2000-2500 sq-ft

Welcome to this beautifully updated century home in the heart of Barrie, where timeless character meets modern comfort. Perfectly located close to sch

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2236 Pemberton Way, Simcoe, ON , MLS #N13627066 , Image - 1

2236 Pemberton Way Churchill, Innisfil, Simcoe, ON MLS® N13627066

Residential Freehold (Detached)

$1990000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 2236 Pemberton Way, an exceptional 5-bedroom, 4.5-bath luxury residence offering 4,373 sq ft of refined living space on a rare nearly 1-acr

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5 Rowe Street, Simcoe, ON , MLS #N13613478 , Image - 1

5 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13613478

Residential Freehold (Detached)

$1493900.0

5 Beds
6 Baths
3500-5000 sq-ft

Brand New Merlot model by Sundance Homes with full Tarion Warranty. Smooth ceilings, stone countertops and solid surface flooring throughout. Oak stai

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354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0

Price drop by 16.7%

5 Beds
2 Baths
1500-2000 sq-ft

Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,

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4 Emerald Grove, Simcoe, ON , MLS #N13567970 , Image - 1

4 Emerald Grove Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13567970

Residential Freehold (Detached)

$1499000.0

5 Beds
6 Baths
3500-5000 sq-ft

Exceptional Executive Residence Offering Over 4,100 Sq. Ft. Of Finished Living Space On A Rare Premium Lot With Approx. 160 Ft. Of Depth. Designed Wit

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205 Warden Street, Simcoe, ON , MLS #S13582906 , Image - 1

205 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13582906

Residential Freehold (Detached)

$1299900.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this exceptional 5-bedroom, 5-bathroom Treasure Hill home in the growing community of Stayner, offering 3,374 sq. ft. of beautifully design

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3 East Street, Simcoe, ON , MLS #S13586364 , Image - 1

3 East Street Wellington, Barrie, Simcoe, ON MLS® S13586364

Residential Freehold (Triplex)

$1100100.0

5 Beds
3 Baths
1500-2000 sq-ft

Solid brick triplex in a desirable, quiet Barrie neighbourhood, offering an excellent opportunity for investors looking to expand their portfolio and

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2636+ Lakeshore Drive, Simcoe, ON , MLS #S13483328 , Image - 1

2636+ Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13483328

Residential Freehold (Detached)

$1450000.0

5 Beds
1 Baths
700-1100 sq-ft

A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin - offered together as one exceptional water

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9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$734900.0

5 Beds
3 Baths
1500-2000 sq-ft

Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia

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54 Gretzky Avenue, Simcoe, ON , MLS #S13572118 , Image - 1

54 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13572118

Residential Freehold (Detached)

$899000.0

5 Beds
4 Baths
2500-3000 sq-ft

BRAND-NEW HOME WITH NEARLY 2,800 SQ FT, MODERN DESIGN, & ENERGY-EFFICIENT HOUSE! This stunning Detached home offers a RARE 5 Bedroom, 3.5 Bathroom lay

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27 Orchid Crescent, Simcoe, ON , MLS #N13014314 , Image - 1

27 Orchid Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13014314

Residential Freehold (Detached)

$1769999.0

Price drop by 6.8%

5 Beds
6 Baths
5000 + sq-ft

This expansive 5,000+ square foot executive estate in the heart of Tottenham offers a rare blend of grand-scale luxury and small-town charm, situated

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29 Robert Boulevard, Simcoe, ON , MLS #S13446448 , Image - 1

29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® S13446448

Residential Freehold (Detached)

$1419000.0

5 Beds
3 Baths
2000-2500 sq-ft

Nestled in the sought-after village of Hillsdale, this exceptional 1.5+ acre estate, one of the largest in the community offers a rare opportunity to

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6824 10th Line, Simcoe, ON , MLS #N12685204 , Image - 1

6824 10th Line Beeton, New Tecumseth, Simcoe, ON MLS® N12685204

Residential Freehold (Detached)

$1499000.0

Price drop by 3.2%

5 Beds
3 Baths
3000-3500 sq-ft

GREAT INLAW-INCOME POTENTIAL. View this rare and versatile 30-acre (that's 23 Football Fields!) beauty just outside the growing community of Alliston.

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68 Alana Drive, Simcoe, ON , MLS #S13536438 , Image - 1

68 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S13536438

Residential Freehold (Detached)

$1950000.0

5 +1 Beds
7 Baths
3500-5000 sq-ft

Welcome to this impressive two-storey brick estate, thoughtfully designed for space, flexibility, and everyday practicality. Set on a private 0.859-ac

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228 Centre Street, Simcoe, ON , MLS #S13432986 , Image - 1

228 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13432986

Residential Freehold (Detached)

$795000.0

Price drop by 4.1%

5 Beds
4 Baths
2500-3000 sq-ft

MOTIVATED SELLER - Large 5-bedroom, 4-bathroom home in Stayner offering approximately 4,000 sq ft of finished living space. With multiple living areas

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33 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13471102

Residential Freehold (Detached)

$1259000.0

Price drop by 1.6%

5 Beds
4 Baths
2500-3000 sq-ft

Absolutely Stunning 5 bedroom family home in one of Bradford's most sought after communities approx 2800 Sqft above grade featuring 9 ft Ceilings and

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22 Ludlow Drive E, Simcoe, ON , MLS #S13524710 , Image - 1

22 Ludlow Drive E Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13524710

Residential Freehold (Detached)

$1199900.0

5 Beds
4 Baths
2500-3000 sq-ft

A truly rare opportunity in Barrie's sought-after Mapleview Park community! Welcome to 22 Ludlow Drive, a spectacular 'Corner Elevation A' model situa

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17 Bellflower Crescent, Simcoe, ON , MLS #N13523796 , Image - 1

17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13523796

Residential Freehold (Detached)

$1950000.0

5 Beds
5 Baths
5000 + sq-ft

This luxury detached house sits on a premium **70-foot lot** & features **Triple-car garage*** with **10-car parking**. - 5 bedrooms and 5 bathrooms-

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4 Sandhill Crescent, Simcoe, ON , MLS #N13522468 , Image - 1

4 Sandhill Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13522468

Residential Freehold (Detached)

$1341900.0

5 Beds
5 Baths
3500-5000 sq-ft

!!Welcome to 4 Sandhill Cres- A Stunning Recently-Built Home in the Heart of Nature, Offering the perfect escape from city life. Situated on a premium

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1808 Concession Road 10 Concession, Simcoe, ON , MLS #S13516662 , Image - 1

1808 Concession Road 10 Concession Rural Ramara, Ramara, Simcoe, ON MLS® S13516662

Residential Freehold (Farm)

$1275000.0

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1808 Concession Road 10 a rare opportunity to own nearly 100 acres of highly productive farmland. This 98.6-acre property features prime ag

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61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0

Price drop by 9.6%

5 Beds
3 Baths
2000-2249 sq-ft

Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin

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24 Brentwood Road, Simcoe, ON , MLS #N13482862 , Image - 1

24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N13482862

Residential Freehold (Triplex)

$649000.0

5 Beds
4 Baths
2000-2500 sq-ft

Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features o

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4 Woodview Drive, Simcoe, ON , MLS #S13476610 , Image - 1

4 Woodview Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13476610

Residential Freehold (Detached)

$1995000.0

5 Beds
3 Baths
3000-3500 sq-ft

Welcome to 4 Woodview Drive in the highly sought-after Collingwoodlands community. Extensively renovated between 2023 and 2024 with approximately $400

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11 Caldwell Drive, Simcoe, ON , MLS #S13475136 , Image - 1

11 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13475136

Residential Freehold (Detached)

$1799900.0

5 Beds
5 Baths
2500-3000 sq-ft

Brand new custom-built bungalow with 5,000 Sqft + living space offering elevated luxury, exceptional craftsmanship, and ultimate comfort on a sprawlin

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896 Booth Avenue, Simcoe, ON , MLS #N13463956 , Image - 1

896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N13463956

Residential Freehold (Detached)

$1299000.0

5 +1 Beds
4 Baths
2500-3000 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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47 Walnut Street, Simcoe, ON , MLS #N13240534 , Image - 1

47 Walnut Street Alliston, New Tecumseth, Simcoe, ON MLS® N13240534

Residential Freehold (Detached)

$1450000.0

5 Beds
1 Baths
1100-1500 sq-ft

Exceptional development opportunity in the heart of Alliston! This rare property offers incredible potential for builders, investors, and developers a

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112 Bearberry Road, Simcoe, ON , MLS #S13217744 , Image - 1

112 Bearberry Road Minesing, Springwater, Simcoe, ON MLS® S13217744

Residential Freehold (Detached)

$1059000.0

5 Beds
4 Baths
3000-3500 sq-ft

WELCOME TO 112 BEARBERRY ROAD, Midhurst Valley by Countrywide Homes - an exceptional master planned community in the Township of Springwater, surround

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3021 Sandy Bend, Simcoe, ON , MLS #S13196516 , Image - 1

3021 Sandy Bend Elmvale, Springwater, Simcoe, ON MLS® S13196516

Residential Freehold (Detached)

$1689000.0

5 Beds
3 Baths
3000-3500 sq-ft

Nantucket charm meets Orr Lake living. This is the kind of property buyers wait years for. Set on a beautifully landscaped waterfront lot with 100 fee