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Houses for Sale in Simcoe Under $5 Million - P50

Showing results 1471 - 1500 of 5166
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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45 Photos
Last Updated : 7 Days ago
49 Silver Glen Boulevard, Simcoe, ON , MLS #S13677708 , Image - 1
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49 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13677708

Residential Condo & Other (Condo Townhouse)

$685000.0
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Welcome to this light filled end unit in Silver Glen a short stroll from rec centre and trails! Offering an open plan living with eat in kitchen featu
8 Photos
Last Updated : 7 Days ago
600 West Street S, Simcoe, ON , MLS #S13561268 , Image - 1

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600 West Street S Orillia, Simcoe, ON MLS® S13561268

Residential Freehold (Detached)

$349000.0
price drop iconPrice drop by 12.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi
39 Photos
Last Updated : 7 Days ago
164 Allegra Drive, Simcoe, ON , MLS #S13755878 , Image - 1

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164 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13755878

Residential Freehold (Att/Row/Townhouse)

$653000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 164 Allegra Drive, located in one of Wasaga Beach's most desirable family-friendly neighborhoods, just minutes from Ontario's largest fresh
31 Photos
Last Updated : 7 Days ago
25 Glendale Avenue, Simcoe, ON , MLS #S13804292 , Image - 1

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25 Glendale Avenue Wasaga Beach, Simcoe, ON MLS® S13804292

Residential Freehold (Detached)

$460000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 25 Glendale Ave., a quiet three-bedroom, one-bathroom bungalow in the town of Wasaga Beach.This well-maintained, move-in-ready home is situ
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
50 Photos
Last Updated : 7 Days ago
1581 Port Stanton Parkway, Simcoe, ON , MLS #S13804268 , Image - 1

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1581 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13804268

Residential Freehold (Detached)

$1195000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Dreaming of a waterfront lake house? How about a charming farmhouse, PLUS a separate 3-season multigenerational/rental unit as well? Step back in time
Open House : Sat Oct 10, 10:00 AM to 12:00 PM
37 Photos
Last Updated : 7 Days ago
57 Surf Drive, Simcoe, ON , MLS #S13804032 , Image - 1

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57 Surf Drive Wasaga Beach, Simcoe, ON MLS® S13804032

Residential Freehold (Att/Row/Townhouse)

$555000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome To This Stylish Townhouse In The Georgian Sands Community * This Well Designed Three-Level Home Offers 3 Bedrooms, 4 Bathrooms, a Main Floor O
45 Photos
Last Updated : 7 Days ago
3430 Concession 3 N/A S, Simcoe, ON , MLS #S13803612 , Image - 1

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3430 Concession 3 N/A S Rural Clearview, Clearview, Simcoe, ON MLS® S13803612

Residential Freehold (Detached)

$1199999.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Your Private Country Paradise Awaits!Experience the perfect blend of comfort, privacy, and natural beauty with this custom-built 3-bedroom, 2-bathroom
36 Photos
Last Updated : 7 Days ago
4202 Canal Road, Simcoe, ON , MLS #S13760136 , Image - 1

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4202 Canal Road Rural Severn, Severn, Simcoe, ON MLS® S13760136

Residential Freehold (Detached)

$639900.0
price drop iconPrice drop by 1.5%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wecome to 4202 Canal Road on the Severn River, part of the Trent Severn Waterway. A perfect blend of Family Home and Waterfront Vacation Destination!
49 Photos
Last Updated : 7 Days ago
33 Ellen Street, Simcoe, ON , MLS #S13804230 , Image - 1

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Unit-602, 33 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S13804230

Residential Condo & Other (Condo Apartment)

$824999.0
  • 2 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Beautiful 2 bedroom plus den, 2 bathroom 1,381 sq ft Bermuda model at the Nautica. Amazing Northeast view of Marina, Kempenfelt Bay and the stunning s
13 Photos
Last Updated : 7 Days ago
63 Wood Crescent, Simcoe, ON , MLS #N13804214 , Image - 1

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63 Wood Crescent Angus, Essa, Simcoe, ON MLS® N13804214

Residential Freehold (Detached)

$1045000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Make yourself at home in this beautifully upgraded all-brick and stone residence by Sandiego Homes, offering
20 Photos
Last Updated : 7 Days ago
6 Arbor Road, Simcoe, ON , MLS #S13804202 , Image - 1

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6 Arbor Road Rural Tiny, Tiny, Simcoe, ON MLS® S13804202

Residential Freehold (Detached)

$474900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Beach Days, Bonfires & Four-Season Cottage Living. Just A Short Walk To The Gorgeous Sand Shores & Crystal Clear Water Of Georgian Bay, This Recently
40 Photos
Last Updated : 7 Days ago
92 Johnson Street, Simcoe, ON , MLS #S13804200 , Image - 1

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92 Johnson Street Codrington, Barrie, Simcoe, ON MLS® S13804200

Residential Freehold (Detached)

$700000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 92 Johnson Street, a beautifully updated 2+2 bedroom, 2 full bathroom bungalow situated on a large 60' x 118' lot in Barrie's sought-after
50 Photos
Last Updated : 7 Days ago
105 Bearberry Road, Simcoe, ON , MLS #S13757026 , Image - 1

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105 Bearberry Road Midhurst, Springwater, Simcoe, ON MLS® S13757026

Residential Freehold (Detached)

$819990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 105 Bearberry Road - Refined Luxury in Every Detail Offering 2,728 sq. ft. of beautifully designed living space, this exceptional home show
30 Photos
Last Updated : 7 Days ago
46 Sunset Boulevard, Simcoe, ON , MLS #N13804088 , Image - 1

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46 Sunset Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13804088

Residential Condo & Other (Detached Condo)

$619000.0
  • 1 +2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to 46 Sunset Blvd, a beautifully cared-for home in the sought-after Briar Hill community. Warm, welcoming, and filled with natural light, this
21 Photos
Last Updated : 7 Days ago
101 Riverview Road, Simcoe, ON , MLS #N13804028 , Image - 1

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Unit-32, 101 Riverview Road Alliston, New Tecumseth, Simcoe, ON MLS® N13804028

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to Greenbriar, an established sanctuary, quiet and safe with marvelous neighbours. This lovingly cared for and very affordable townhouse offer
33 Photos
Last Updated : 7 Days ago
59 Forest Hill Drive, Simcoe, ON , MLS #N13719894 , Image - 1

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59 Forest Hill Drive Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13719894

Residential Freehold (Detached)

$798000.0
price drop iconPrice drop by 4.9%
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Spacious 1,600 sq. ft. raised bungalow situated on a private 1.8-acre estate lot in desirable Pine River Estates. Offering 3 generous bedrooms and 2 f
5 Photos
Last Updated : 7 Days ago
159 Sunnidale Road, Simcoe, ON , MLS #S13803926 , Image - 1
159 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13803926

Residential Freehold (Detached)

$649900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to this cozy 1-bedroom, 1-bathroom cottage nestled on an expansive 50ft x 380ft riverfront lot a rare find with room to grow! This charming ho
42 Photos
Last Updated : 7 Days ago
71 John Street E, Simcoe, ON , MLS #N13474990 , Image - 1

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71 John Street E Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13474990

Residential Freehold (Multiplex)

$1424900.0
price drop iconPrice drop by 3.7%
  • 13 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Fully leased six-unit investment property in central Bradford West Gwillimbury, generating in-place NOI of $101,942 (a 7.15% cap rate at list price),
42 Photos
Last Updated : 7 Days ago
8 Morgan Drive, Simcoe, ON , MLS #S13493248 , Image - 1

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8 Morgan Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13493248

Residential Freehold (Detached)

$1699900.0
  • 3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
PRICE IMPROVEMENT - Exceptional Value in Braestone! Welcome to 8 Morgan Drive, a stunning custom-built home in the highly sought-after Braestone commu
34 Photos
Last Updated : 7 Days ago
2 Birchmount Circle, Simcoe, ON , MLS #S13487504 , Image - 1

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2 Birchmount Circle Wasaga Beach, Simcoe, ON MLS® S13487504

Residential Freehold (Detached)

$700000.0
  • 3 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully renovated family home in one of Wasaga Beach's most desirable locations! Offering an impressive six bedrooms and two full
26 Photos
Last Updated : 7 Days ago
3163 County Rd 50 Road, Simcoe, ON , MLS #N13612654 , Image - 1

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3163 County Rd 50 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N13612654

Residential Freehold (Detached)

$1199999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Come & Check Out This Beautifully Upgraded Detached Home Situated On A Stunning 2 Acre Lot. Main Floor Features A Bright & Functional Layout With A Se
46 Photos
Last Updated : 7 Days ago
214 SPRINGFIELD Crescent, Simcoe, ON , MLS #S13701978 , Image - 1

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214 SPRINGFIELD Crescent Stayner, Clearview, Simcoe, ON MLS® S13701978

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained, nearly new home in one of Stayner's most desirable family communities. Situated on a large lot, this lovingly
23 Photos
Last Updated : 7 Days ago
54 Williams Street, Simcoe, ON , MLS #S13803608 , Image - 1

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54 Williams Street Collingwood, Simcoe, ON MLS® S13803608

Residential Freehold (Detached)

$1195000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+
41 Photos
Last Updated : 7 Days ago
93 Blanchard Crescent, Simcoe, ON , MLS #N13803634 , Image - 1

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93 Blanchard Crescent Angus, Essa, Simcoe, ON MLS® N13803634

Residential Freehold (Att/Row/Townhouse)

$649999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 93 Blanchard Crescent, a truly move-in ready and completely renovated home that features the kind of details families are looking for right
36 Photos
Last Updated : 7 Days ago
106 WILLIAM Street, Simcoe, ON , MLS #S12951482 , Image - 1

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106 WILLIAM Street Victoria Harbour, Tay, Simcoe, ON MLS® S12951482

Residential Freehold (Detached)

$469000.0
price drop iconPrice drop by 1.3%
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Fantastic opportunity on this move in ready home that has had many improvements in recent years. Some of the many features are: Open Concept living *
46 Photos
Last Updated : 7 Days ago
4 Moore Avenue, Simcoe, ON , MLS #S13488672 , Image - 1

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4 Moore Avenue Rural Tay, Tay, Simcoe, ON MLS® S13488672

Residential Freehold (Detached)

$775000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Peace and Quiet awaits you at this well cared for home found on quiet dead-end street with few neighbours and steps to waterfront park on Georgian Bay
49 Photos
Last Updated : 7 Days ago
144 Jarvis Street, Simcoe, ON , MLS #S13798166 , Image - 1

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144 Jarvis Street Orillia, Simcoe, ON MLS® S13798166

Residential Freehold (Detached)

$589900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 144 Jarvis Street, a truly special piece of Orillia history in the sought-after North Ward, just steps from the main beach waterfront of La
47 Photos
Last Updated : 7 Days ago
12 Robins Point Road, Simcoe, ON , MLS #S13087020 , Image - 1

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12 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13087020

Residential Freehold (Detached)

$1199900.0
  • 0 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
FANTASTIC WATERFRONT OPPORTUNITY WITH SAND BEACH, SPECTACULAR SUNSET VIEWS, DEEP WATER FOR BOATS, GREAT SWIMMING PLUS SO MUCH MORE. THE HOME HAS 1890F
39 Photos
Last Updated : 7 Days ago
282 Norene Street, Simcoe, ON , MLS #S13556214 , Image - 1

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282 Norene Street Midland, Simcoe, ON MLS® S13556214

Residential Freehold (Duplex)

$599900.0
price drop iconPrice drop by 4.0%
  • 4 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Great value can be found in this well located West End Duplex which is vacant. Perfect opportunity for Investor to set own rents or for a Multi-Genera
50 Photos
Last Updated : 7 Days ago
936 Jordeli Lane, Simcoe, ON , MLS #S13719048 , Image - 1

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936 Jordeli Lane Midland, Simcoe, ON MLS® S13719048

Residential Freehold (Detached)

$799900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this extremely well cared for home located in sought after neighbourhood with seasonal views of Little Lake. This all brick home situated o
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