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Houses for Sale in Simcoe Under $5 Million - P2

Showing results 31 - 60 of 5142
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
27 Photos
Last Updated : 12 Hours ago
17 Knicely Road, Simcoe, ON , MLS #S13616744 , Image - 1
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17 Knicely Road Painswick North, Barrie, Simcoe, ON MLS® S13616744

Residential Freehold (Detached)

$719000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your next family home in one of Barrie's quiet, family-friendly neighbourhoods! This beautifully maintained two-storey home offers bright,
29 Photos
Last Updated : 12 Hours ago
48 Wesley Avenue, Simcoe, ON , MLS #S13597418 , Image - 1

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48 Wesley Avenue Wasaga Beach, Simcoe, ON MLS® S13597418

Residential Freehold (Detached)

$695000.0
price drop iconPrice drop by 2.8%
  • 2 +2 Beds
  • 3 Baths
  • 700-1100 sq-ft
Situated in highly desirable area Wasaga Beach on the west side of Wesley Ave which is dead end street, quiet and family friendly!! Beautifully update
46 Photos
Last Updated : 12 Hours ago
118 Berkely Street, Simcoe, ON , MLS #S13042790 , Image - 1

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118 Berkely Street Wasaga Beach, Simcoe, ON MLS® S13042790

Residential Freehold (Detached)

$870000.0
price drop iconPrice drop by 13.0%
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This upgraded bungalow-loft offers a practical layout with well-finished spaces throughout. The main level features a spacious primary bedroom with a
50 Photos
Last Updated : 12 Hours ago
102 CUMMING Drive, Simcoe, ON , MLS #S13663990 , Image - 1

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102 CUMMING Drive Ardagh, Barrie, Simcoe, ON MLS® S13663990

Residential Freehold (Detached)

$1150000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SHOWS LIKE A MODEL! BEAUTIFUL WALK OUT BUNGALOW ON UPSCALE STREET BACKING ONTO EP LAND WITH OVER 2900 SQUARE FEET FINISHED! WALKOUT TO A STUNNING BACK
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
45 Photos
Last Updated : 12 Hours ago
23 Banting Crescent, Simcoe, ON , MLS #N13658280 , Image - 1

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23 Banting Crescent Angus, Essa, Simcoe, ON MLS® N13658280

Residential Freehold (Semi-Detached )

$624900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Meticulously maintained and move-in ready, this bright and spacious semi-detached home with an oversized garage is nestled in a family-friendly neighb
50 Photos
Last Updated : 13 Hours ago
4 SCHOONER Drive, Simcoe, ON , MLS #S13438288 , Image - 1

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4 SCHOONER Drive Wasaga Beach, Simcoe, ON MLS® S13438288

Residential Freehold (Detached)

$997900.0
price drop iconPrice drop by 3.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This immaculate updated all-brick raised bungalow offers 3+1 bedrooms and a stunning walkout to waterfront living on the banks of the Nottawasaga Rive
4 Photos
Last Updated : 13 Hours ago
30 Edgar Avenue, Simcoe, ON , MLS #N13622490 , Image - 1
30 Edgar Avenue Baxter, Essa, Simcoe, ON MLS® N13622490

Residential Freehold (Detached)

$899106.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Enjoy the perfect balance of country-style living and modern convenience, just a short drive to Alliston and Angus, with easy access to outdoor recrea
27 Photos
Last Updated : 13 Hours ago
1228 Peelar Crescent, Simcoe, ON , MLS #N12937888 , Image - 1

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1228 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12937888

Residential Freehold (Att/Row/Townhouse)

$799999.0
price drop iconPrice drop by 9.0%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautiful 3-bedroom home featuring a functional open-concept layout designed for today's lifestyle. The upgraded kitchen showcases qua
46 Photos
Last Updated : 13 Hours ago
376 Wardell Street, Simcoe, ON , MLS #S13664574 , Image - 1

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376 Wardell Street Port McNicoll, Tay, Simcoe, ON MLS® S13664574

Residential Freehold (Detached)

$679900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 376 Wardell Street, a well-appointed raised bungalow situated on an impressive 121' x 124' lot in the heart of Port McNicoll. Built in 2015
21 Photos
Last Updated : 13 Hours ago
678 Trinity Street, Simcoe, ON , MLS #N13590864 , Image - 1

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678 Trinity Street Alcona, Innisfil, Simcoe, ON MLS® N13590864

Residential Freehold (Detached)

$879999.0
price drop iconPrice drop by 2.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this charming bungalow nestled on a spacious lot in an unbeatable location! Just a short walk to the beach, this inviting home offers the p
17 Photos
Last Updated : 13 Hours ago
25 Lions Gate Boulevard, Simcoe, ON , MLS #S13664570 , Image - 1

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25 Lions Gate Boulevard Little Lake, Barrie, Simcoe, ON MLS® S13664570

Residential Freehold (Att/Row/Townhouse)

$515900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
954 sq/ft. 2-bedroom townhouse located just off Livingston Street. A good family home or starter home featuring two bedrooms and a 4-piece bathroom on
21 Photos
Last Updated : 13 Hours ago
320 East Street, Simcoe, ON , MLS #S13445490 , Image - 1

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320 East Street Orillia, Simcoe, ON MLS® S13445490

Residential Freehold (Att/Row/Townhouse)

$699000.0
price drop iconPrice drop by 2.2%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome Home to 320 East Street, Orillia! This beautifully appointed end-unit townhouse offers the perfect blend of style, comfort, and convenience. B
14 Photos
Last Updated : 13 Hours ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S13659946 , Image - 1

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Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13659946

Residential Condo & Other (Condo Apartment)

$459999.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B
37 Photos
Last Updated : 13 Hours ago
7 Longman Drive, Simcoe, ON , MLS #S13664508 , Image - 1

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7 Longman Drive Northwest, Barrie, Simcoe, ON MLS® S13664508

Residential Freehold (Detached)

$699900.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to 7 Longman Drive, an exceptional family home with in-law potential in desirable Northwest Barrie. The main floor features a welcoming foyer,
41 Photos
Last Updated : 13 Hours ago
343 Cundles Road W, Simcoe, ON , MLS #S13622790 , Image - 1

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343 Cundles Road W Northwest, Barrie, Simcoe, ON MLS® S13622790

Residential Freehold (Detached)

$814900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this spacious and versatile 6-bedroom, 4-bathroom family home in one of Barrie's most convenient neighbourhoods. Designed with growing and
Open House : Sun Aug 16, 01:00 PM to 03:00 PM
23 Photos
Last Updated : 13 Hours ago
1434 RIVER Road W, Simcoe, ON , MLS #S13496718 , Image - 1

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1434 RIVER Road W Wasaga Beach, Simcoe, ON MLS® S13496718

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 8.3%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience the ultimate in riverfront living with this recently renovated all-brick, 4-bedroom, 3-bath year-round home or cottage, ideally located on
49 Photos
Last Updated : 13 Hours ago
6 Compton Crescent, Simcoe, ON , MLS #N13659788 , Image - 1

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6 Compton Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13659788

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 6 Compton Crescent, a beautifully maintained raised bungalow on a quiet, family-friendly street in one of Bradford's sought-after neighbour
Open House : Sun Aug 16, 01:00 PM to 03:00 PM
30 Photos
Last Updated : 13 Hours ago
6 Bobolink Drive, Simcoe, ON , MLS #S13471498 , Image - 1

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6 Bobolink Drive Wasaga Beach, Simcoe, ON MLS® S13471498

Residential Freehold (Detached)

$649000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
TURNKEY SHOWSTOPPER WITH BUILT-IN INCOME POTENTIAL! Welcome to modern, coastal-style living at 6 Bobolink Drive. Just 6 years young, this sun-drenched
Open House : Sun Aug 16, 11:00 AM to 02:00 PM
27 Photos
Last Updated : 14 Hours ago
73 Trillium Crescent, Simcoe, ON , MLS #S13664396 , Image - 1

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73 Trillium Crescent Allandale Heights, Barrie, Simcoe, ON MLS® S13664396

Residential Freehold (Detached)

$699900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Beautiful brick 3-bedroom detached home in Barrie's desirable Allandale neighbourhood! Features a double-wide interlock driveway with parking for 4 ca
36 Photos
Last Updated : 14 Hours ago
74 Robert Street S, Simcoe, ON , MLS #S13579478 , Image - 1

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74 Robert Street S Wasaga Beach, Simcoe, ON MLS® S13579478

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 1.3%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 74 Robert Street South! Nestled on a quiet dead-end street just a short walk to the sandy shores of Georgian Bay, this move-in-ready home o
50 Photos
Last Updated : 14 Hours ago
5983 5th Line, Simcoe, ON , MLS #N13664386 , Image - 1

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5983 5th Line Rural Essa, Essa, Simcoe, ON MLS® N13664386

Residential Freehold (Detached)

$1470000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
This cozy, Western Red Cedar, double tongue and groove U-shaped log bungalow is nestled on a 14-acre hardwood treed lot. Set back from the road, it is
50 Photos
Last Updated : 14 Hours ago
71 Hickory Street, Simcoe, ON , MLS #S13664168 , Image - 1

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71 Hickory Street Collingwood, Simcoe, ON MLS® S13664168

Residential Freehold (Detached)

$1299000.0
  • 6 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Some homes simply give you room to live; this one gives you room to grow, gather and make it your own. Tucked into one of Collingwood's established, t
24 Photos
Last Updated : 14 Hours ago
15 Cherrywood Lane, Simcoe, ON , MLS #N13664274 , Image - 1

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15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13664274

Residential Freehold (Detached)

$395000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Fully Renovated Low-Maintenance Bungalow With A Private Treed Yard & Stylish Interior! Your jaw might hit the floor the second you walk into this far-
48 Photos
Last Updated : 14 Hours ago
102 Pine Hill Road, Simcoe, ON , MLS #N13427258 , Image - 1

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102 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13427258

Residential Freehold (Detached)

$2689000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Set Within The Prestigious Shires Estates Community, This Impressive All-Brick Country Residence Is Surrounded By 2.33 Acres Of Scenic Privacy With Ma
12 Photos
Last Updated : 14 Hours ago
2894 Hogback Road, Simcoe, ON , MLS #S13637074 , Image - 1

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Unit-Site# 409, 2894 Hogback Road Rural Clearview, Clearview, Simcoe, ON MLS® S13637074

Residential Freehold (MobileTrailer)

$42900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your seasonal retreat on the water. This 2001 Northlander Chalet is permanently situated on a premium, sought-after water-front lot at the
40 Photos
Last Updated : 14 Hours ago
135 Prince William Way, Simcoe, ON , MLS #S13539370 , Image - 1

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135 Prince William Way Innis-Shore, Barrie, Simcoe, ON MLS® S13539370

Residential Freehold (Detached)

$829900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully maintained 2-storey home offering a spacious and versatile layout, featuring a flexible front ro
21 Photos
Last Updated : 14 Hours ago
5 Allan Court, Simcoe, ON , MLS #S13664286 , Image - 1

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5 Allan Court Elmvale, Springwater, Simcoe, ON MLS® S13664286

Residential Freehold (Detached)

$748800.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
BUNGALOW ON A QUIET CUL-DE-SAC WITH OVER 2,600 FINISHED SQ FT & WALKABLE ELMVALE AMENITIES! This is what the small-town dream looks like when it comes
40 Photos
Last Updated : 14 Hours ago
1A Clarence Avenue, Simcoe, ON , MLS #S13657210 , Image - 1

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1A Clarence Avenue Penetanguishene, Simcoe, ON MLS® S13657210

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this custom-built raised bungalow, finished in 2021 and tucked into a quiet Penetang street. The main level offers a bright, open-concept l
Open House : Sat Aug 15, 09:00 AM to 10:30 AM
33 Photos
Last Updated : 14 Hours ago
442 Hume Street, Simcoe, ON , MLS #S13654402 , Image - 1

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442 Hume Street Collingwood, Simcoe, ON MLS® S13654402

Residential Freehold (Detached)

$485000.0
  • 1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 442 Hume Street in Collingwood, a charming 1-bedroom, 1-bathroom detached home situated on a large in-town lot with plenty of potential. T
31 Photos
Last Updated : 14 Hours ago
334 Parkwood Avenue, Simcoe, ON , MLS #N13663154 , Image - 1

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334 Parkwood Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13663154

Residential Freehold (Detached)

$1199900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Custom-Built Home Nestled on a Premium Corner Lot with an Impressive 111' of Frontage! Originally built by the builder for their own family, this exce
Open House : Sat Aug 15, 12:00 PM to 02:00 PM
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