196+ 5 Bedroom Detached Houses for Sale in Simcoe, ON

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2981 Line 5 Line, Simcoe, ON , MLS #N13050382 , Image - 1

2981 Line 5 Line Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13050382

Residential Freehold (Detached)

$1900000.0

Price drop by 11.5%

5 +2 Beds
5 Baths
3000-3500 sq-ft

A rare opportunity to own a truly exceptional new custom-built home designed with multi-generational living in mind, blending thoughtful design, luxur

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245 Jane Street, Simcoe, ON , MLS #S13532262 , Image - 1

245 Jane Street Stayner, Clearview, Simcoe, ON MLS® S13532262

Residential Freehold (Detached)

$1149000.0

5 Beds
5 Baths
3000-3500 sq-ft

Exceptional legal duplex offering the perfect blend of family living and investment potential. The bright, open-concept main home features 3 spacious

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222 Oak Street, Simcoe, ON , MLS #S13701580 , Image - 1

222 Oak Street Collingwood, Simcoe, ON MLS® S13701580

Residential Freehold (Detached)

$2950000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 222 Oak Street, where timeless elegance meets modern luxury in this custom-built North Oak home. Set on a fenced full town lot in downtown

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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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17 Staglir Drive, Simcoe, ON , MLS #S13700360 , Image - 1

17 Staglir Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13700360

Residential Freehold (Detached)

$1250000.0

5 Beds
3 Baths
3000-3500 sq-ft

Escape The GTA Hustle For Ultimate Luxury Just Moments From The Crystal-Clear Shores Of Georgian Bay. Built In 2025, This Modern Custom Residence Offe

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88 Cook Street, Simcoe, ON , MLS #S13696070 , Image - 1

88 Cook Street Codrington, Barrie, Simcoe, ON MLS® S13696070

Residential Freehold (Detached)

$1250000.0

5 Beds
3 Baths
3000-3500 sq-ft

Unique Custom Sprawling Modern Bungalow with Inground Pool, and triple car garage - ideally located in Barrie's East Ends Exclusive Area of Fine Homes

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122 Thicketwood Avenue, Simcoe, ON , MLS #S13687398 , Image - 1

122 Thicketwood Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13687398

Residential Freehold (Detached)

$919000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to Everwell South Barrie, an exclusive community on the city's southern edge. This luxury 2,943 sq. ft. detached home by Sorbara is move-in re

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86 37th Street N, Simcoe, ON , MLS #S12691270 , Image - 1

86 37th Street N Wasaga Beach, Simcoe, ON MLS® S12691270

Residential Freehold (Detached)

$1349000.0

Price drop by 12.3%

5 Beds
3 Baths
2500-3000 sq-ft

Welcome to 86 37th Street N!. This newly built custom home is a few minutes walk from Wasaga Beach! This meticulously crafted residence offers excepti

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15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

15 Radome Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13687428

Residential Freehold (Detached)

$1995000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where luxury meets nature! Outstanding curb appeal features a covered front

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14 Mac Campbell Way, Simcoe, ON , MLS #N13689566 , Image - 1

14 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13689566

Residential Freehold (Detached)

$1199990.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this newly built, beautifully appointed detached home offering spacious and modern living. Featuring 5 generously sized bedrooms, 4 full wa

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1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$839000.0

Price drop by 1.2%

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi

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3992 Penetanguishene Road, Simcoe, ON , MLS #S13542126 , Image - 1

3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13542126

Residential Freehold (Detached)

$1198000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre

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71 OAK LEA Boulevard, Simcoe, ON , MLS #S13132518 , Image - 1

71 OAK LEA Boulevard Wasaga Beach, Simcoe, ON MLS® S13132518

Residential Freehold (Detached)

$1950000.0

5 +0 Beds
4 Baths
3500-5000 sq-ft

Experience the pinnacle of contemporary design in this newly built riverfront masterpiece boasting 4,000 above-ground square feet in a tranquil Wasaga

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153 Creighton Street S, Simcoe, ON , MLS #S13480050 , Image - 1

153 Creighton Street S Atherley, Ramara, Simcoe, ON MLS® S13480050

Residential Freehold (Detached)

$4899000.0

5 Beds
5 Baths
5000 + sq-ft

Curated with pure intention, exceptionally executed - here's a spectacular opportunity to own one of Lake Simcoe's most admirable waterfront estates!

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9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$499900.0

5 Beds
2 Baths
700-1100 sq-ft

Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

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50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S13076862 , Image - 1

50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13076862

Residential Freehold (Detached)

$1499000.0

5 Beds
3 Baths
3500-5000 sq-ft

Beautifully Updated 5-Bedroom, 3-Bathroom Home Set On A Rarely Offered 20.31-Acre Four-Season Property Overlooking The Wye River As It Winds Peacefull

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537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0

Price drop by 17.7%

5 Beds
2 Baths
1500-2000 sq-ft

UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an

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6331 26 Highway, Simcoe, ON , MLS #S13676024 , Image - 1

6331 26 Highway Rural Clearview, Clearview, Simcoe, ON MLS® S13676024

Residential Freehold (Detached)

$799900.0

5 Beds
1 Baths
2000-2500 sq-ft

8.65 Acres With Room To Grow Your Investment! Set across expansive, cleared and level agricultural land along Highway 26, this century property offers

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995611 Mono-Adjala Townline N/A, Simcoe, ON , MLS #N13675058 , Image - 1

995611 Mono-Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13675058

Residential Freehold (Detached)

$6999000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Set amid 97+ acres of rolling countryside, forests, ponds and productive farmland, Pond Hill Farm is a rare legacy estate where heritage architecture,

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668 Florence Road, Simcoe, ON , MLS #N13611566 , Image - 1

668 Florence Road Alcona, Innisfil, Simcoe, ON MLS® N13611566

Residential Freehold (Detached)

$2299000.0

5 Beds
5 Baths
3500-5000 sq-ft

Why escape to the cottage on weekends when you can live the lifestyle every day? Welcome to this spectacular custom-built luxury home, completed in 20

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125 Gardiner Drive N, Simcoe, ON , MLS #N13672032 , Image - 1

125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13672032

Residential Freehold (Detached)

$1385000.0

5 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to this exceptional 5-bedroom, 2-storey detached home, ideally situated on a premium lot backing directly onto a park. Offering an unbeatable

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61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

61 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13652550

Residential Freehold (Detached)

$732500.0

5 Beds
2 Baths
1100-1500 sq-ft

Welcome to 61 Dyer Drive, a beautifully maintained family home offering over 2,500 sq. ft. of finished living space in one of Wasaga Beach's most desi

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45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

45 Ivy Lane Orillia, Simcoe, ON MLS® S13595768

Residential Freehold (Detached)

$998000.0

5 Beds
5 Baths
1500-2000 sq-ft

233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage

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7 Wintergreen Lane, Simcoe, ON , MLS #N13612474 , Image - 1

7 Wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13612474

Residential Freehold (Detached)

$1489900.0

Price drop by 6.9%

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 7 Wintergreen Lane, an extraordinary executive residence in the prestigious Colgan Crossing community, where timeless architecture meets re

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5 Oakwood Avenue N, Simcoe, ON , MLS #S13627170 , Image - 1

5 Oakwood Avenue N Rural Tiny, Tiny, Simcoe, ON MLS® S13627170

Residential Freehold (Detached)

$1190000.0

5 Beds
5 Baths
1500-2000 sq-ft

EVERY ONCE IN A LIFETIME A HOUSE QUALIFIES YOU AND THERE IS NOTHING YOU CAN DO ABOUT IT! WELL this is the ONE!! It will WOW you as you enter the home.

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81 Silver Birch Crescent, Simcoe, ON , MLS #S13058134 , Image - 1

81 Silver Birch Crescent Port McNicoll, Tay, Simcoe, ON MLS® S13058134

Residential Freehold (Detached)

$1799900.0

5 Beds
4 Baths
2500-3000 sq-ft

Set on approximately 120 feet of protected shoreline along Georgian Bay, this almost 3,000 sq ft raised bungalow (3,900 with garage and massive utilit

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102 Westminster Circle, Simcoe, ON , MLS #S13662202 , Image - 1

102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13662202

Residential Freehold (Detached)

$948000.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this spacious double garage detached home offering approximately 3,120 sq. ft. of well-designed living space. Featuring 5 generously sized

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70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

70 Ivy Lane Orillia, Simcoe, ON MLS® S13641462

Residential Freehold (Detached)

$630000.0

5 Beds
1 Baths
1100-1500 sq-ft

Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from