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5 Bedroom Houses for Sale in Simcoe Under $10M - P6

Showing results 151 - 180 of 190
Last Updated: November 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 45 Days ago
44 Albert Street W, Simcoe, ON , MLS #N13810712 , Image - 1
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44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13810712

Residential Freehold (Detached)

$1399000.0
  • 5 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to **44 Albert Street West**, where timeless design meets modern luxury in one of Alliston's most desirable neighbourhoods. This exceptional c
40 Photos
Last Updated : 45 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
50 Photos
Last Updated : 49 Days ago
3219 Hampshire Mills Line, Simcoe, ON , MLS #S13786308 , Image - 1

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3219 Hampshire Mills Line Rural Severn, Severn, Simcoe, ON MLS® S13786308

Residential Freehold (Detached)

$2600000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Set on 1.4 acres, this exceptional five-bedroom estate offers over 6,400 sq. ft. of finished living space, thoughtfully expanded and renovated with a
48 Photos
Last Updated : 49 Days ago
8352 Main Lisle Street, Simcoe, ON , MLS #N13795436 , Image - 1

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8352 Main Lisle Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13795436

Residential Freehold (Detached)

$999900.0
  • 5 +6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Investor/Extended Family Opportunity on an oversized Lot! Situated on an expansive 82 x 602 ft lot backing onto a serene forest, this private propert
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
30 Photos
Last Updated : 50 Days ago
7701 Doner Drive, Simcoe, ON , MLS #S13792886 , Image - 1

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7701 Doner Drive Washago, Severn, Simcoe, ON MLS® S13792886

Residential Freehold (Detached)

$1349900.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Breathtaking Waterfront Retreat with Stunning Lake Views and Incredible Sunrises. Welcome to this beautifully fully renovated 5-bedroom waterfront hom
17 Photos
Last Updated : 51 Days ago
7369 5th Side Road, Simcoe, ON , MLS #N13467990 , Image - 1

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7369 5th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13467990

Residential Freehold (Rural Residential)

$1997000.0
price drop iconPrice drop by 7.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers a prime location, immediately abutting the border of New Tecumseth, with two road frontages for easy access. The 2610sq.ft. farmh
41 Photos
Last Updated : 51 Days ago
7476 Ash Crescent, Simcoe, ON , MLS #S13718760 , Image - 1

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7476 Ash Crescent Rural Ramara, Ramara, Simcoe, ON MLS® S13718760

Residential Freehold (Detached)

$545000.0
price drop iconPrice drop by 3.5%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Black River waterfront living just minutes from Washago! This 5-bedroom, 2-bathroom home offers a great mix of waterfront living, space and year-roun
46 Photos
Last Updated : 52 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1199900.0
price drop iconPrice drop by 17.2%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
33 Photos
Last Updated : 53 Days ago
679 Simcoe Avenue W, Simcoe, ON , MLS #S13760122 , Image - 1

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679 Simcoe Avenue W Port McNicoll, Tay, Simcoe, ON MLS® S13760122

Residential Freehold (Detached)

$539000.0
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully updated five-bedroom , Two Bathroom, Two Kitchen brick bungalow home in the peaceful community of Port McNicoll, Ontario.
24 Photos
Last Updated : 53 Days ago
2048 Mcneil Street, Simcoe, ON , MLS #N13777618 , Image - 1

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2048 Mcneil Street Alcona, Innisfil, Simcoe, ON MLS® N13777618

Residential Freehold (Detached)

$949000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A Beautiful Home In Innisfil, With Close To 3500 Sq Ft Above Ground Featuring 5 Br's And 4 Wr's. The Loft Has Been Converted To A Beautiful 5th Bedroo
31 Photos
Last Updated : 55 Days ago
77 Laidlaw Street, Simcoe, ON , MLS #S13635664 , Image - 1

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77 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13635664

Residential Freehold (Detached)

$595000.0
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Looking for a year-round home, cottage getaway, or investment opportunity just a short walk to the beach? This well-maintained 5-bedroom, 2-bathroom h
1 Photos
Last Updated : 55 Days ago
3525 Tenth Line, Simcoe, ON
3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13770818

Residential Freehold (Detached)

$3880000.0
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover an exceptional opportunity to acquire up to 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally posit
50 Photos
Last Updated : 56 Days ago
311 Tollendal Mill Road, Simcoe, ON , MLS #S13765708 , Image - 1

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311 Tollendal Mill Road South Shore, Barrie, Simcoe, ON MLS® S13765708

Residential Freehold (Detached)

$1689000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A rare find in the City of Barrie! This private, treed 1.23-acre lot backs onto Lover's Creek in the exclusive lakeside South Shore neighbourhood. Ste
50 Photos
Last Updated : 56 Days ago
1512 Champlain Road, Simcoe, ON , MLS #S13526650 , Image - 1

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1512 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13526650

Residential Freehold (Detached)

$700000.0
price drop iconPrice drop by 6.7%
  • 5 Beds
  • 2 Baths
  • 2500-3000 sq-ft
STEPS FROM WATERFRONT ACCESS TO GEORGIAN BAY! Welcome to this stunning 5-bedroom, 2-bathroom property with breathtaking views of Georgian Bay. Situate
39 Photos
Last Updated : 57 Days ago
19 Mumberson Street, Simcoe, ON , MLS #N13757484 , Image - 1

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19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N13757484

Residential Freehold (Detached)

$1729000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Almost 5,000 square feet luxury home with 3 car garage (tandem). Largest sized BELCROFT model built by Zanier Homes & Feels almost like a brand new ho
50 Photos
Last Updated : 57 Days ago
83 Bearberry Road, Simcoe, ON , MLS #S13756898 , Image - 1

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83 Bearberry Road Midhurst, Springwater, Simcoe, ON MLS® S13756898

Residential Freehold (Detached)

$839990.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this luxurious Countrywide 2,814 sq. ft. five-bedroom home, beautifully upgraded with approximately $150,000 in premium finishes. This exce
20 Photos
Last Updated : 57 Days ago
3929 WOOD Avenue, Simcoe, ON , MLS #S13756520 , Image - 1

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3929 WOOD Avenue West Shore, Severn, Simcoe, ON MLS® S13756520

Residential Freehold (Duplex)

$775000.0
  • 5 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Steps to the lake, this beautiful purpose built duplex has partial ownership of a waterfront park & beach with communal dock access on Lake Couchichin
40 Photos
Last Updated : 60 Days ago
1 Walker Boulevard, Simcoe, ON , MLS #N13602804 , Image - 1

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1 Walker Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13602804

Residential Freehold (Detached)

$899900.0
price drop iconPrice drop by 10.0%
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Beautifully upgraded & immaculately maintained over 3200 Sq Ft Executive Home In the highly Sought-After Alliston Community offers A Perfect Blen
28 Photos
Last Updated : 61 Days ago
76 Wellington Street, Simcoe, ON , MLS #N13746866 , Image - 1

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76 Wellington Street Alliston, New Tecumseth, Simcoe, ON MLS® N13746866

Residential Freehold (Triplex)

$859000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fully renovated legal triplex in the heart of Alliston - a turnkey, separately metered income property built for the hands-off investor. Three self-co
17 Photos
Last Updated : 63 Days ago
199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

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199 Nottawasaga Street Orillia, Simcoe, ON MLS® S13739074

Residential Freehold (Triplex)

$950000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-m
49 Photos
Last Updated : 63 Days ago
19 Centre Street, Simcoe, ON , MLS #S13737850 , Image - 1

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19 Centre Street Allandale, Barrie, Simcoe, ON MLS® S13737850

Residential Freehold (Detached)

$1300000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Exceptional Allandale Investment Opportunity - Multi-Unit Property with Strong Income Potential. Welcome to 19 Centre Street, a unique and versatile i
44 Photos
Last Updated : 64 Days ago
7781 Poplar Side Road, Simcoe, ON , MLS #S13213290 , Image - 1

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7781 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13213290

Residential Freehold (Detached)

$5999999.0
  • 5 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to one of the most spectacular properties you will find located on the Clearview/Collingwood border just 2hrs from Toronto and located minutes
50 Photos
Last Updated : 66 Days ago
30 Magnolia Avenue N, Simcoe, ON , MLS #N13695872 , Image - 1

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30 Magnolia Avenue N Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13695872

Residential Freehold (Detached)

$1899000.0
  • 5 +0 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome to this impressive 5,000+ executive home in the heart of Tottenham, showcasing over $200,000 in upgrades and situated on a prime 73.24 X 179.2
47 Photos
Last Updated : 69 Days ago
6576 Quarry Point Road, Simcoe, ON , MLS #S13663136 , Image - 1

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6576 Quarry Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13663136

Residential Freehold (Detached)

$1780000.0
  • 5 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Turnkey waterfront retreat on beautiful Lake Couchiching! Just 15 minutes from Orillia and minutes to Casino Rama, this exceptional four-season proper
1 Photos
Last Updated : 70 Days ago
22 Olive Crescent, Simcoe, ON
22 Olive Crescent Orillia, Simcoe, ON MLS® S13649236

Residential Freehold (Fourplex)

$1179000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nea
31 Photos
Last Updated : 76 Days ago
17 Staglir Drive, Simcoe, ON , MLS #S13700360 , Image - 1

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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
49 Photos
Last Updated : 79 Days ago
153 Creighton Street S, Simcoe, ON , MLS #S13480050 , Image - 1

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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!
50 Photos
Last Updated : 82 Days ago
537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

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

Residential Freehold (Detached)

$699000.0
price drop iconPrice 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
50 Photos
Last Updated : 86 Days ago
6435 12/13 Stayner Side Road, Simcoe, ON , MLS #S13652574 , Image - 1

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6435 12/13 Stayner Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13652574

Residential Freehold (Detached)

$945000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
AN OPPORTUNITY YOU WON'T WANT TO MISS. Imagine coming home to a spacious Cape Cod-style property where there's room for everyone. Set on an impressive
49 Photos
Last Updated : 90 Days ago
2032 Lakeshore Drive, Simcoe, ON , MLS #S13493972 , Image - 1

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2032 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13493972

Residential Freehold (Detached)

$1498000.0
price drop iconPrice drop by 6.3%
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage
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