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Houses for Sale in Simcoe Under $5 Million - P40

Showing results 1171 - 1200 of 5157
Last Updated: September 26, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
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34 Photos
Last Updated : 4 Days ago
2 Shipyard Lane, Simcoe, ON , MLS #S13790600 , Image - 1
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2 Shipyard Lane Collingwood, Simcoe, ON MLS® S13790600

Residential Condo & Other (Condo Townhouse)

$1385000.0
  • 4 +2 Beds
  • 4 Baths
  • 2250-2499 sq-ft
SHIPYARDS! Rare Opportunity to enjoy refined WATERFRONT living in one of Collingwood's most sought after communities, ideally located on the sparkling
9 Photos
Last Updated : 4 Days ago
3963 Algonquin Avenue, Simcoe, ON , MLS #N13568116 , Image - 1

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3963 Algonquin Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13568116

Residential Freehold (Vacant Land)

$299000.0
price drop iconPrice drop by 11.8%
Rare Opportunity To Own A Fully Severed Building Lot In The Desirable Big Bay Community! This **50 Ft. X 150 Ft.** Building Lot Is Just Steps To The S
50 Photos
Last Updated : 4 Days ago
42 Bluff Point Road, Simcoe, ON , MLS #S13566942 , Image - 1

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42 Bluff Point Road Rural Tay, Tay, Simcoe, ON MLS® S13566942

Residential Freehold (Detached)

$1700000.0
  • 6 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 42 Bluff Point Rd, a rare opportunity to own a spectacular 4-season Georgian Bay waterfront family compound built in 2012 on a private 1-ac
35 Photos
Last Updated : 4 Days ago
12 NATURES Trail, Simcoe, ON , MLS #S13740628 , Image - 1

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12 NATURES Trail Wasaga Beach, Simcoe, ON MLS® S13740628

Residential Freehold (Detached)

$839800.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This brand new all-brick raised bungalow offers over 3,200 sq ft of finished living space, combining modern design, quality finishes, and a great layo
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
21 Photos
Last Updated : 4 Days ago
740 Broadview Avenue, Simcoe, ON , MLS #S13804092 , Image - 1

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740 Broadview Avenue Orillia, Simcoe, ON MLS® S13804092

Residential Freehold (Duplex)

$1649990.0
  • 3 +3 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Beautifully updated waterfront bungalow with incredible Lake Couchiching views and exceptional space for family, guests and extended living. The main
50 Photos
Last Updated : 4 Days ago
90 Professor Day Drive, Simcoe, ON , MLS #N13810792 , Image - 1

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90 Professor Day Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13810792

Residential Freehold (Detached)

$1249000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 90 Professor Day Dr., an exceptional luxury home in one of Bradford's most sought-after family-friendly communities. Offering approximately
35 Photos
Last Updated : 4 Days ago
36 CHURCHLAND Drive, Simcoe, ON , MLS #S13779568 , Image - 1

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36 CHURCHLAND Drive Holly, Barrie, Simcoe, ON MLS® S13779568

Residential Freehold (Detached)

$599900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 36 Churchland Drive, a charming and versatile 2+1 bedroom bungalow in Barrie's sought-after Holly neighbourhood. Ideally located for famili
Open House : Sun Sep 27, 11:00 AM to 02:00 PM
15 Photos
Last Updated : 4 Days ago
4041 Ash Crescent, Simcoe, ON , MLS #S13783180 , Image - 1

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4041 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S13783180

Residential Freehold (Modular Home)

$249900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome To Easy, Community-Focused Living Just Minutes Outside Orillia! Tucked Within The Highly Desirable Silver Creek Estates Community, This Well-M
46 Photos
Last Updated : 4 Days ago
98 Huron Street, Simcoe, ON , MLS #S13754592 , Image - 1

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98 Huron Street Collingwood, Simcoe, ON MLS® S13754592

Residential Freehold (Detached)

$2449000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
COVETED SUNSET POINT LOCATION!! Welcome to an exceptional custom-built residence where timeless Victorian-inspired elegance meets the beauty of Georgi
39 Photos
Last Updated : 4 Days ago
1914 Kensington Place, Simcoe, ON , MLS #S13745492 , Image - 1

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1914 Kensington Place Bass Lake, Severn, Simcoe, ON MLS® S13745492

Residential Freehold (Detached)

$999999.0
  • 3 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Imagine summers by the pool, evenings around the firepit, hot tub and friends gathered at the tiki bar...all without leaving home. That's life at 1914
43 Photos
Last Updated : 4 Days ago
7 WESLEY Street, Simcoe, ON , MLS #S13779764 , Image - 1

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7 WESLEY Street Sunnidale, Barrie, Simcoe, ON MLS® S13779764

Residential Freehold (Detached)

$774900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully renovated home in Barrie's highly sought-after Sunnidale neighbourhood, where modern style meets exceptional comfort and f
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
9 Photos
Last Updated : 4 Days ago
7 Reinbird Street W, Simcoe, ON , MLS #S13810904 , Image - 1

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7 Reinbird Street W Coldwater, Severn, Simcoe, ON MLS® S13810904

Residential Freehold (Vacant Land)

$159000.0
Top 5 Reasons You Will Love This Property: 1) Take advantage of a brand-new road along with connections to natural gas, municipal water, and sewer, pr
1 Photos
Last Updated : 4 Days ago
3139 Orion Boulevard, Simcoe, ON
3139 Orion Boulevard Orillia, Simcoe, ON MLS® S13771404

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Take advantage of NEW HST REBATES with revised pricing! The appeal of Orillia living truly comes to life in communities like Westridge Trailside. Set
11 Photos
Last Updated : 4 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13701426 , Image - 1

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Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13701426

Residential Condo & Other (Condo Apartment)

$430000.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Whether you're searching for a place to call home or a smart addition to your investment portfolio, this versatile property offers exceptional flexibi
32 Photos
Last Updated : 4 Days ago
8 Shaw Street, Simcoe, ON , MLS #S13523534 , Image - 1

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8 Shaw Street Wasaga Beach, Simcoe, ON MLS® S13523534

Residential Freehold (Detached)

$209900.0
price drop iconPrice drop by 12.2%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
8 Shaw Street offers an exceptional opportunity for an easy, affordable, active retirement within the vibrant 55+, Hometown Park, land lease community
31 Photos
Last Updated : 4 Days ago
2 Lynn Street, Simcoe, ON , MLS #S13547196 , Image - 1

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2 Lynn Street Perkinsfield, Tiny, Simcoe, ON MLS® S13547196

Residential Freehold (Detached)

$574900.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 2 Lynn Street, a significant value-add opportunity in the Perkinsfield area of Tiny. This solid bungalow is perfectly positioned for practi
50 Photos
Last Updated : 4 Days ago
88 Church Street, Simcoe, ON , MLS #S13810790 , Image - 1

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88 Church Street Penetanguishene, Simcoe, ON MLS® S13810790

Residential Freehold (Detached)

$799900.0
  • 3 +3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional Multi-Unit Opportunity in the Heart of Penetanguishene! This all-brick bungalow offers unparalleled versatility and incredible curb appeal
34 Photos
Last Updated : 4 Days ago
615 Bay Street, Simcoe, ON , MLS #S13810826 , Image - 1

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615 Bay Street Midland, Simcoe, ON MLS® S13810826

Residential Freehold (Detached)

$594900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Calling GTA Buyers and Buyers looking for move-in ready convience!! Here's your opportunity to escape the GTA Without Sacrificing Convenience! Imagine
47 Photos
Last Updated : 4 Days ago
5188 Highway 26 Highway W, Simcoe, ON , MLS #S13810824 , Image - 1

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5188 Highway 26 Highway W Rural Clearview, Clearview, Simcoe, ON MLS® S13810824

Residential Freehold (Detached)

$2899888.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Rare Opportunity! RENOVATED 4 + 2 BEDROOMS 3 BATHROOMS ON Nearly 85 Acres of Versatile Rural Land Zoned RURAL Just Minutes from Wasaga Beach & Barri
42 Photos
Last Updated : 4 Days ago
92 Wildwood Trail, Simcoe, ON , MLS #S13587898 , Image - 1

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92 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13587898

Residential Freehold (Detached)

$1199900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CUSTOM GREGOR HOME ON AN EXCEPTIONAL 70 X 181 FT LOT IN ARDAGH BLUFFS! Tucked among mature trees and executive homes, this beautifully maintained 3,40
Open House : Sun Sep 27, 01:00 PM to 02:30 PM
50 Photos
Last Updated : 4 Days ago
20 Sundial Court, Simcoe, ON , MLS #S13521818 , Image - 1

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20 Sundial Court Collingwood, Simcoe, ON MLS® S13521818

Residential Condo & Other (Condo Townhouse)

$799000.0
  • 3 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to this exceptional 3-bedroom, 3-bathroom condo town house offering over 2,500 square feet of thoughtfully designed living space. The beautifu
46 Photos
Last Updated : 4 Days ago
1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

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

Residential Freehold (Detached)

$834800.0
price drop iconPrice drop by 1.7%
  • 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
43 Photos
Last Updated : 4 Days ago
140 Southwinds Crescent, Simcoe, ON , MLS #S13798318 , Image - 1

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140 Southwinds Crescent Midland, Simcoe, ON MLS® S13798318

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Don't miss out on this 3-bedroom, 1.5 bath, well-maintained end unit with thoughtful upgrades, practical features and fully fenced landscaped yard ! M
32 Photos
Last Updated : 4 Days ago
39 Domar Road, Simcoe, ON , MLS #S13810732 , Image - 1

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39 Domar Road Rural Tiny, Tiny, Simcoe, ON MLS® S13810732

Residential Freehold (Detached)

$495000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Rare Opportunity to Own a Huge 100' x 150' Lot Just Steps from Georgian Bay. Tucked beneath mature trees on a private, generously sized lot, 39 Domar
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
40 Photos
Last Updated : 4 Days ago
15 Wagner Crescent, Simcoe, ON , MLS #N13810738 , Image - 1

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15 Wagner Crescent Angus, Essa, Simcoe, ON MLS® N13810738

Residential Freehold (Detached)

$836900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
THE MISSING LINK TO YOUR HOME SEARCH WITH 2,300+ SQ FT ABOVE GRADE, 4 UPPER-LEVEL BEDROOMS & ROOM TO GROW! With over 2,300 square feet above grade and
33 Photos
Last Updated : 4 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
28 Photos
Last Updated : 4 Days ago
40 Marcus Street, Simcoe, ON , MLS #S13699666 , Image - 1

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40 Marcus Street Allandale, Barrie, Simcoe, ON MLS® S13699666

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 5.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
## 40 Marcus Street, Barrie - $579,900**A DETACHED HOME. A HUGE LOT. AND A TON OF POTENTIAL.**Why settle for a townhouse when you can own a detached h
26 Photos
Last Updated : 4 Days ago
51 Harold Avenue, Simcoe, ON , MLS #S13810674 , Image - 1

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51 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13810674

Residential Freehold (Detached)

$725000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This one feels like the beginning of your next chapter. Built just one year ago, this home blends modern style with the relaxed pace of life that make
45 Photos
Last Updated : 4 Days ago
105 DECAROLIS Crescent, Simcoe, ON , MLS #N13759486 , Image - 1

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105 DECAROLIS Crescent Angus, Essa, Simcoe, ON MLS® N13759486

Residential Freehold (Detached)

$989000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
105 Decarolis Crescent | Modern 4-Bedroom Luxury Residence | Angus, ON. High-end interior finishes feature an expansive eat-in kitchen with quartz cou
3 Photos
Last Updated : 4 Days ago
952 Ferrier Avenue, Simcoe, ON , MLS #N13810626 , Image - 1
952 Ferrier Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13810626

Residential Freehold (Vacant Land)

$419999.0
Open and Cleared Lot!! Developers, Builders and Investors. Here is your chance of owning an oversized lot that may be severed into two lots Subject to
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