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Houses for Sale in Simcoe Under $5 Million - P41

Showing results 1201 - 1230 of 5157
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
41 Photos
Last Updated : 4 Days ago
58 Cedarlane Drive, Simcoe, ON , MLS #S13625044 , Image - 1
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58 Cedarlane Drive Wasaga Beach, Simcoe, ON MLS® S13625044

Residential Freehold (Detached)

$890000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 58 Cedarlane Dr., nestled within the tranquil and highly coveted Allenwood Beach. It is just a short stroll from the pristine shores of Geo
22 Photos
Last Updated : 4 Days ago
11 Woodland Crescent, Simcoe, ON , MLS #S12922472 , Image - 1

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11 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12922472

Residential Freehold (Detached)

$1150000.0
price drop iconPrice drop by 19.0%
  • 3 +3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional, one-of-a-kind home in the highly sought-after community of Simcoe Estates. Situated on a private, mature lot spanning ove
36 Photos
Last Updated : 4 Days ago
24 Wendat Trail E, Simcoe, ON , MLS #S13810574 , Image - 1

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24 Wendat Trail E Midhurst, Springwater, Simcoe, ON MLS® S13810574

Residential Freehold (Detached)

$1350000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this exclusive property located at 24 Wendat Trail, situated in the prestigious neighborhood of Carson Ridge Estates in Springwater, ON. Th
50 Photos
Last Updated : 4 Days ago
66 Royal Beech Drive, Simcoe, ON , MLS #S13641420 , Image - 1

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66 Royal Beech Drive Wasaga Beach, Simcoe, ON MLS® S13641420

Residential Freehold (Detached)

$698000.0
price drop iconPrice drop by 1.7%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
This solid, custom built brick raised bungalow bungalow is designed for those seeking an active lifestyle near the water. This property features updat
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 : 4 Days ago
6 Henderson Street, Simcoe, ON , MLS #N13810526 , Image - 1

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6 Henderson Street Baxter, Essa, Simcoe, ON MLS® N13810526

Residential Freehold (Detached)

$1099990.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Presenting 6 Henderson Street, Essa, an exceptional newly built home nestled in a sought-after community surrounded by picturesque forests and rolling
32 Photos
Last Updated : 4 Days ago
6 Toronto Street, Simcoe, ON , MLS #S13124184 , Image - 1

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Unit-306, 6 Toronto Street City Centre, Barrie, Simcoe, ON MLS® S13124184

Residential Condo & Other (Condo Apartment)

$524999.0
price drop iconPrice drop by 5.4%
  • 1 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 6 Toronto St., Barrie - a rare opportunity to own one of the largest 1-bedroom models in this highly sought-after waterfront condo communit
14 Photos
Last Updated : 4 Days ago
5822 Line 8 N/A N, Simcoe, ON , MLS #S13810474 , Image - 1

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5822 Line 8 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13810474

Residential Freehold (Vacant Land)

$849900.0
Welcome to 5822 Line 8 N, a truly special 92-acre property in sought-after Oro-Medonte. Featuring mature forest, a picturesque spring-fed pond and end
49 Photos
Last Updated : 4 Days ago
65 Ellen Street, Simcoe, ON , MLS #S13800728 , Image - 1

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Unit-1402, 65 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13800728

Residential Condo & Other (Condo Apartment)

$899999.0
  • 2 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Welcome to Suite 1402 at 65 Ellen Street-an extensively renovated condo offering modern finishes, impressive views and an exceptional waterfront lifes
18 Photos
Last Updated : 4 Days ago
171 Codrington Street, Simcoe, ON , MLS #S13755864 , Image - 1

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171 Codrington Street Codrington, Barrie, Simcoe, ON MLS® S13755864

Residential Freehold (Detached)

$549000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
BUNGALOW WITH IN-LAW POTENTIAL IN A DESIRABLE EAST-END LOCATION, WITHIN WALKING DISTANCE OF THE WATERFRONT & SET ON A 50 X 120 FT LOT WITH A DETACHED
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
14 Photos
Last Updated : 4 Days ago
10B Coulter Street, Simcoe, ON , MLS #S13793270 , Image - 1

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Unit-211, 10B Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13793270

Residential Condo & Other (Condo Apartment)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
BRIGHT 2-BEDROOM GROUND-FLOOR SUITE OFFERING STAIR-FREE ACCESS, A PRIVATE PATIO, & COMFORTABLE, LOW-MAINTENANCE LIVING! This ground-floor condo offers
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
21 Photos
Last Updated : 4 Days ago
91 Coughlin Road, Simcoe, ON , MLS #S13808346 , Image - 1

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Unit-19, 91 Coughlin Road Holly, Barrie, Simcoe, ON MLS® S13808346

Residential Freehold (Att/Row/Townhouse)

$549000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
EXTENSIVELY UPDATED TOWNHOME, NEARLY 1,600 SQ. FT., A WALKOUT & BACKING ONTO A LANDSCAPED COMMON AREA! Nearly 1,600 sq. ft. stretches across three abo
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
28 Photos
Last Updated : 4 Days ago
52 Summerset Drive, Simcoe, ON , MLS #S13786934 , Image - 1

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52 Summerset Drive Ardagh, Barrie, Simcoe, ON MLS® S13786934

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
TURNKEY BEAUTY! Welcome to this beautifully renovated 4-level backsplit with timeless finishes in the highly sought-after Ardagh Bluffs neighbourhood!
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
36 Photos
Last Updated : 4 Days ago
72 Burton Avenue, Simcoe, ON , MLS #S13647676 , Image - 1

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72 Burton Avenue Allandale, Barrie, Simcoe, ON MLS® S13647676

Residential Freehold (Detached)

$899999.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this extraordinary Victorian Heritage home, built in 1898, where timeless character meets exceptional modern living. Winner of the Heritage
12 Photos
Last Updated : 4 Days ago
2232 O'Neill Street, Simcoe, ON , MLS #S13802402 , Image - 1

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2232 O'Neill Street Brechin, Ramara, Simcoe, ON MLS® S13802402

Residential Freehold (Vacant Land)

$425000.0
Premium Fully Serviced Building Lot - 2232 O'Neill Street, Brechin, ON, Rare opportunity in the heart of Brechin! This approximately 71.46 151.63 ft
50 Photos
Last Updated : 4 Days ago
172 Albin Road, Simcoe, ON , MLS #S13805784 , Image - 1

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172 Albin Road Waubaushene, Tay, Simcoe, ON MLS® S13805784

Residential Freehold (Detached)

$779000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Offering incredible space and versatility, the massive detached three-car garage and workshop is complete wi
Open House : Sun Sep 27, 12:00 PM to 01:30 PM
24 Photos
Last Updated : 4 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13752688 , Image - 1

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3118 Emperor Drive Orillia, Simcoe, ON MLS® S13752688

Residential Freehold (Detached)

$774999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l
16 Photos
Last Updated : 4 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13752824 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13752824

Residential Freehold (Detached)

$774999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren
50 Photos
Last Updated : 4 Days ago
35 SIDE LAUNCH Way, Simcoe, ON , MLS #S13809694 , Image - 1

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35 SIDE LAUNCH Way Collingwood, Simcoe, ON MLS® S13809694

Residential Condo & Other (Condo Townhouse)

$999000.0
  • 4 Beds
  • 4 Baths
  • 1800-1999 sq-ft
A refined take on waterfront living in one of Collingwood's most coveted communities. Located at The Shipyards, this beautifully renovated residence o
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
50 Photos
Last Updated : 4 Days ago
37 Falling Brook Drive, Simcoe, ON , MLS #S13773878 , Image - 1

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37 Falling Brook Drive Bayshore, Barrie, Simcoe, ON MLS® S13773878

Residential Freehold (Detached)

$1099900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Quiet court location in one of Barrie's best and most desirable neighbourhoods. This amazing, all-brick, updated/renovated, family home boasts over 4
22 Photos
Last Updated : 4 Days ago
39 Mary St Street, Simcoe, ON , MLS #S13580210 , Image - 1

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Unit-2205, 39 Mary St Street City Centre, Barrie, Simcoe, ON MLS® S13580210

Residential Condo & Other (Condo Apartment)

$594900.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic City & Lake Views From Barrie's Monumental First, Premium
20 Photos
Last Updated : 4 Days ago
39 Mary Street, Simcoe, ON , MLS #S13580220 , Image - 1

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Unit-1911, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13580220

Residential Condo & Other (Condo Apartment)

$691900.0
  • 2 +1 Beds
  • 2 Baths
  • 800-899 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic City & Lake Views From Barrie's Monumental First, Premium
20 Photos
Last Updated : 4 Days ago
39 Mary Street, Simcoe, ON , MLS #S13580240 , Image - 1

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Unit-2602, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13580240

Residential Condo & Other (Condo Apartment)

$816900.0
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic City & Lake Views From Barrie's Monumental First, Premium
23 Photos
Last Updated : 4 Days ago
39 Mary Street, Simcoe, ON , MLS #S13744152 , Image - 1

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Unit-LPH05, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13744152

Residential Condo & Other (Condo Apartment)

$1499900.0
  • 3 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
This Stunning LPH Suite Is Ready! Debut Condos Are Here. *** Maximum HST Rebate Eligible!! *** Experience The Epic Lake, Marina & Beach Views From Bar
50 Photos
Last Updated : 4 Days ago
101 Peel Street, Simcoe, ON , MLS #S13152392 , Image - 1

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101 Peel Street Penetanguishene, Simcoe, ON MLS® S13152392

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 7.5%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 101 Peel Street - an impeccably maintained brick bungalow. Known for its thriving boating and cottage culture, this welcoming waterfront to
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
50 Photos
Last Updated : 4 Days ago
13 Hallen Drive, Simcoe, ON , MLS #S13505886 , Image - 1

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13 Hallen Drive Penetanguishene, Simcoe, ON MLS® S13505886

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome Home! A rare opportunity to own a true slice of paradise in Penetanguishene! Offered by its original owner for the first time in 36 years, thi
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
26 Photos
Last Updated : 4 Days ago
1173 Concession D-E Rd N/A, Simcoe, ON , MLS #S13648464 , Image - 1

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1173 Concession D-E Rd N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13648464

Residential Freehold (Farm)

$1080000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful, Sprawling 91.7 Acres W/Forest, Pasture, & Spring Fed Streams. 2 Storey 3+2Bdrm. Home W/23'5 x 17'10 Garage W/Oversized Door. Main Flr.: Ent
20 Photos
Last Updated : 4 Days ago
39 Mary Street, Simcoe, ON , MLS #S13580256 , Image - 1

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Unit-3001, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13580256

Residential Condo & Other (Condo Apartment)

$554900.0
  • 1 Beds
  • 2 Baths
  • 600-699 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic City & Lake Views From Barrie's Monumental First, Premium
16 Photos
Last Updated : 4 Days ago
39 Mary St Street, Simcoe, ON , MLS #S13580264 , Image - 1

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Unit-3103, 39 Mary St Street City Centre, Barrie, Simcoe, ON MLS® S13580264

Residential Condo & Other (Condo Apartment)

$514900.0
  • 1 Beds
  • 2 Baths
  • 600-699 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic City & Partial Lake Views From Barrie's Monumental First,
36 Photos
Last Updated : 4 Days ago
1 Griffin Gate, Simcoe, ON , MLS #S13738774 , Image - 1

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1 Griffin Gate Innis-Shore, Barrie, Simcoe, ON MLS® S13738774

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this stunning all-brick corner-lot home in the highly sought-after Innis-Shore neighbourhood. Offering over 2,500 sq. ft. of beautifully ma
50 Photos
Last Updated : 4 Days ago
205 Warden Street, Simcoe, ON , MLS #S13810232 , Image - 1

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205 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13810232

Residential Freehold (Detached)

$1198800.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 5-bedroom, 5-bathroom Treasure Hill home in the growing community of Stayner, offering 3,374 sq. ft. of beautifully design
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