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Houses for Sale in Simcoe Under $5 Million - P36

Showing results 1051 - 1080 of 2286
Last Updated: December 15, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 83 Days ago
509 Nottingham Street, Simcoe, ON , MLS #S12250739 , Image - 1
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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
19 Photos
Last Updated : 83 Days ago
2644 Lakeshore Drive, Simcoe, ON , MLS #S12247591 , Image - 1

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

Residential Freehold (Detached)

$949900.0
price drop iconPrice 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
21 Photos
Last Updated : 83 Days ago
2645 ST AMANT Road, Simcoe, ON , MLS #S12244576 , Image - 1

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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
11 Photos
Last Updated : 83 Days ago
52 Elmbrook Drive, Simcoe, ON , MLS #S12242635 , Image - 1

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

Residential Freehold (Detached)

$834900.0
price drop iconPrice 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
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
44 Photos
Last Updated : 83 Days ago
2 Sycamore Circle, Simcoe, ON , MLS #S12242478 , Image - 1

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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
50 Photos
Last Updated : 83 Days ago
901 Woodland Drive, Simcoe, ON , MLS #S12237775 , Image - 1

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

Residential Freehold (Detached)

$1100000.0
price drop iconPrice 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
15 Photos
Last Updated : 83 Days ago
9 Bru-Lor Lane, Simcoe, ON , MLS #S12237751 , Image - 1

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9 Bru-Lor Lane Orillia, Simcoe, ON MLS® S12237751

Residential Freehold (Att/Row/Townhouse)

$1075000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Waterfront living in the desirable narrows of Lake Simcoe and Couchiching. Enjoy the luxury of cottage living without maintenance and steps from your
5 Photos
Last Updated : 83 Days ago
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
26 Photos
Last Updated : 83 Days ago
659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

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659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0
price drop iconPrice 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-
29 Photos
Last Updated : 83 Days ago
10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S12208769 , Image - 1

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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
40 Photos
Last Updated : 83 Days ago
1852 River Road W, Simcoe, ON , MLS #S12208761 , Image - 1

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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
50 Photos
Last Updated : 83 Days ago
151 ISABELLA Drive, Simcoe, ON , MLS #S12206959 , Image - 1

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151 ISABELLA Drive Orillia, Simcoe, ON MLS® S12206959

Residential Freehold (Att/Row/Townhouse)

$638000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This is a beautiful 1600+ sq. ft. bungalow-loft located in the desirable Professors Walk area of Orillia. The property has a fantastic floor plan and
2 Photos
Last Updated : 83 Days ago
4517 Penetanguishene Road, Simcoe, ON , MLS #S12205365 , Image - 1
4517 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S12205365

Residential Freehold (Vacant Land)

$2250000.0
6 acres of prime property in Hillsdale on Penetanguishene Rd. Present zoning RU but future possibility for residential or hwy commercial development
4 Photos
Last Updated : 83 Days ago
PART 2 Ron Jones Road, Simcoe, ON , MLS #S12204671 , Image - 1
PART 2 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12204671

Residential Freehold (Vacant Land)

$349900.0
Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre
5 Photos
Last Updated : 83 Days ago
PART 1 Ron Jones Road, Simcoe, ON , MLS #S12204653 , Image - 1
PART 1 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12204653

Residential Freehold (Vacant Land)

$349900.0
Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre
16 Photos
Last Updated : 83 Days ago
150 AMANDA Street, Simcoe, ON , MLS #S12203545 , Image - 1

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150 AMANDA Street Waubaushene, Tay, Simcoe, ON MLS® S12203545

Residential Freehold (Vacant Land)

$184900.0
Build your dream home on this stunning corner lot, situated on a tranquil street in Waubaushene, just a short walk from Georgian Bay and Tay Shore Tra
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201716 , Image - 1

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Unit-Lot 26, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201716

Residential Freehold (Vacant Land)

$549000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201707 , Image - 1

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Unit-Lot 25, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201707

Residential Freehold (Vacant Land)

$575000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive S, Simcoe, ON , MLS #S12201699 , Image - 1

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Unit-Lot 24, 1426 Wilson Drive S Anten Mills, Springwater, Simcoe, ON MLS® S12201699

Residential Freehold (Vacant Land)

$575000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201692 , Image - 1

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Unit-Lot 23, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201692

Residential Freehold (Vacant Land)

$575000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201666 , Image - 1

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Unit-Lot 41, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201666

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201656 , Image - 1

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Unit-Lot 40, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201656

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
18 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201654 , Image - 1

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Unit-Lot 39, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201654

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201651 , Image - 1

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Unit-Lot 38, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201651

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201649 , Image - 1

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Unit-Lot 37, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201649

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201640 , Image - 1

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Unit-Lot 36, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201640

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201637 , Image - 1

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Unit-Lot 35, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201637

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201633 , Image - 1

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Unit-Lot 34, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201633

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201630 , Image - 1

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Unit-Lot 33, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201630

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
19 Photos
Last Updated : 83 Days ago
1426 Wilson Drive, Simcoe, ON , MLS #S12201624 , Image - 1

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Unit-Lot 32, 1426 Wilson Drive Anten Mills, Springwater, Simcoe, ON MLS® S12201624

Residential Freehold (Vacant Land)

$525000.0
Spectacular Estate lots in the heart of Anten Mills! Serviced lots with completed roads ready for building your dream home, Only 10 Minutes North of B
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