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Houses for Sale in Simcoe Under $5 Million - P38

Showing results 1111 - 1140 of 5157
Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
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  • Square Feet(Hi-Lo)
22 Photos
Last Updated : 4 Days ago
465 William Street, Simcoe, ON , MLS #S13728444 , Image - 1
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465 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13728444

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 3.2%
  • 4 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 465 William Street in Victoria Harbour- a great opportunity for first-time home buyers, investors or those looking to create a space of the
45 Photos
Last Updated : 4 Days ago
317 Broward Way, Simcoe, ON , MLS #N13811884 , Image - 1

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317 Broward Way
Unit-110, 317 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13811884

Residential Condo & Other (Condo Townhouse)

$1599990.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
RARELY OFFERED! EXCLUSIVE MARINA-FACING EXECUTIVE HOME AT FRIDAY HARBOUR! A rare opportunity to own one of Friday Harbour's most coveted waterfront re
16 Photos
Last Updated : 4 Days ago
16 Hills Thistle Drive, Simcoe, ON , MLS #S13496634 , Image - 1

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16 Hills Thistle Drive Wasaga Beach, Simcoe, ON MLS® S13496634

Residential Freehold (Att/Row/Townhouse)

$539990.0
price drop iconPrice drop by 10.0%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This Bright And Spacious Home Offers One Of The Most Practical Layouts In The Area Newly Painted W/ 3 Bedrooms, Inviting Master Bedroom W/ Ensuite & 2
36 Photos
Last Updated : 4 Days ago
1517 Broderick Street, Simcoe, ON , MLS #N13811984 , Image - 1

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1517 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13811984

Residential Freehold (Detached)

$949000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome To Your Dream Home! This 3,648 Sq.ft Stunning House Sits On A Premium Lot Boasting Numerous Upgrades, Enjoy The Upgraded Spaciousness With 10-
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
50 Photos
Last Updated : 4 Days ago
23 ALGONQUIN Trail, Simcoe, ON , MLS #S13795866 , Image - 1

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23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13795866

Residential Freehold (Detached)

$949900.0
  • 5 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this
15 Photos
Last Updated : 4 Days ago
5263 Elliott Side Road, Simcoe, ON , MLS #S13679224 , Image - 1

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Unit-5, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13679224

Residential Freehold (Detached)

$169000.0
price drop iconPrice drop by 11.0%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Fixer-upper opportunity in Tiny Township in the Bramhall Community! This 3-bedroom, 1-bathroom modular home sits on a land leased lot in a private set
19 Photos
Last Updated : 4 Days ago
125 Huronia Road, Simcoe, ON , MLS #S13811938 , Image - 1

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Unit-11, 125 Huronia Road Painswick North, Barrie, Simcoe, ON MLS® S13811938

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
SOUTH BARRIE TOWNHOME WITH A UNIQUE FLOOR PLAN, UPPER LOFT, TWO SEMI-ENSUITE BATHS & A FULLY FENCED BACKYARD! This two-bedroom townhome puts a distinc
47 Photos
Last Updated : 4 Days ago
33 Reilly's Run, Simcoe, ON , MLS #S13214250 , Image - 1

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33 Reilly's Run Snow Valley, Springwater, Simcoe, ON MLS® S13214250

Residential Freehold (Detached)

$1449000.0
price drop iconPrice drop by 3.3%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stunning open-concept bungalow in one of Springwater's most sought-after communities offering the perfect blend of luxury, comfort, privacy, and year-
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
46 Photos
Last Updated : 4 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13684472 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13684472

Residential Freehold (Detached)

$499999.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
43 Photos
Last Updated : 4 Days ago
11 Duquette Court, Simcoe, ON , MLS #S13797504 , Image - 1

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11 Duquette Court Rural Tiny, Tiny, Simcoe, ON MLS® S13797504

Residential Freehold (Detached)

$745000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Discover this meticulously renovated 4-bedroom, 2-bathroom raised bungalow at 11 Duquette Court, Tiny, on a quiet cul-de-sac. The exterior features ne
45 Photos
Last Updated : 4 Days ago
19 Magani Avenue, Simcoe, ON , MLS #N13789280 , Image - 1

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19 Magani Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13789280

Residential Freehold (Detached)

$1155000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully appointed 4+1 bedroom family home, offering an impressive combination of space, comfort, quality finishes and indoor-outdo
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
49 Photos
Last Updated : 4 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S13733332 , Image - 1

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Unit-109, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13733332

Residential Condo & Other (Condo Apartment)

$687000.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Wake up to breathtaking, unobstructed views of Lake Couchiching from the comfort of your own home at the highly sought-after Elgin Bay Club. Perfectly
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
38 Photos
Last Updated : 4 Days ago
441 Barrie Road, Simcoe, ON , MLS #S13710244 , Image - 1

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Unit-16, 441 Barrie Road Orillia, Simcoe, ON MLS® S13710244

Residential Condo & Other (Condo Townhouse)

$359900.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Well cared for and tastefully updated two-storey townhouse situated in the highly desirable Orillia Woodlands Condominium community. This inviting thr
35 Photos
Last Updated : 4 Days ago
225 Sunnybrae Avenue, Simcoe, ON , MLS #N13618172 , Image - 1

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225 Sunnybrae Avenue Stroud, Innisfil, Simcoe, ON MLS® N13618172

Residential Freehold (Detached)

$1599000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Custom-Built Home In One Of Innisfil's Most Sought-After Family Neighbourhoods. This Exceptional, Brand-New Bungalow Offers Refined Modern Living With
49 Photos
Last Updated : 4 Days ago
47 Looker Drive, Simcoe, ON , MLS #S13514610 , Image - 1

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47 Looker Drive Holly, Barrie, Simcoe, ON MLS® S13514610

Residential Freehold (Detached)

$838700.0
price drop iconPrice drop by 3.5%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 47 Looker Drive, Long time owner, 2659 sqft beautifully maintained & upgraded 2-Storey home with Double car garage, unspoiled basement, bea
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
34 Photos
Last Updated : 4 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S13713306 , Image - 1

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Unit-311, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13713306

Residential Condo & Other (Condo Apartment)

$548700.0
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Unit 311 at the prestigious Elgin Bay Club - one of Orillia's most desirable waterfront condominium communities. This spacious and beautifu
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
22 Photos
Last Updated : 4 Days ago
31 Corner Brook Trail, Simcoe, ON , MLS #N13703188 , Image - 1

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31 Corner Brook Trail Rural Innisfil, Innisfil, Simcoe, ON MLS® N13703188

Residential Freehold (Modular Home)

$398700.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Location, Location, Location! Welcome to 31 Corner brook Trail, & Enjoy your peaceful, morning coffee overlooking a mature, treed backyard, overlookin
Open House : Sun Sep 27, 01:30 PM to 02:30 PM
44 Photos
Last Updated : 4 Days ago
5 Pine Point, Simcoe, ON , MLS #S13521792 , Image - 1

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5 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13521792

Residential Freehold (Detached)

$949000.0
  • 1 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a quiet cul-de-sac in the sought-after Cathedral Pines community of Horseshoe Valley, this custom-built chalet-style bungalow is a rare off
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
34 Photos
Last Updated : 4 Days ago
1 Nectarine Court, Simcoe, ON , MLS #N13212032 , Image - 1

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1 Nectarine Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13212032

Residential Freehold (Modular Home)

$358700.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A beautifully updated bungalow-style modular home located in the highly sought-after Sandy Cove Acres adult lifestyle community. This move-in-ready ho
Open House : Sun Sep 27, 12:30 PM to 01:30 PM
30 Photos
Last Updated : 4 Days ago
57 Main Street, Simcoe, ON , MLS #N13246000 , Image - 1

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57 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13246000

Residential Freehold (Detached)

$398700.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
It's all here Folks, The elegant finishes, functional layout & pride of ownership throughout, make this home truly move-in ready. From the moment you
Open House : Sun Sep 27, 11:30 AM to 12:30 PM
24 Photos
Last Updated : 4 Days ago
6 Walnut Court, Simcoe, ON , MLS #N13728592 , Image - 1

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6 Walnut Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13728592

Residential Freehold (Modular Home)

$298700.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 6 Walnut Court, nestled in the desirable North Park area of Sandycove Acres! This inviting 2-bedroom, 2-bathroom bungalow offers comfortabl
Open House : Sun Sep 27, 10:30 AM to 11:30 AM
31 Photos
Last Updated : 4 Days ago
121 Mary Street, Simcoe, ON , MLS #S13048022 , Image - 1

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Unit-210, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13048022

Residential Condo & Other (Condo Apartment)

$489900.0
price drop iconPrice drop by 18.3%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this newer built, well maintained condo building in the quaint town of Creemore! This second floor 2 Bed/2 Bath unit includes an open conce
49 Photos
Last Updated : 4 Days ago
165 Sproule Drive, Simcoe, ON , MLS #S13444958 , Image - 1

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165 Sproule Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13444958

Residential Freehold (Detached)

$779900.0
price drop iconPrice drop by 7.2%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this spacious home in a sought after neighbourhood in Barrie! The grand foyer leads you into this home that has room for all your growing n
44 Photos
Last Updated : 4 Days ago
1979 Victoria Street, Simcoe, ON , MLS #N13779956 , Image - 1

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1979 Victoria Street Stroud, Innisfil, Simcoe, ON MLS® N13779956

Residential Freehold (Detached)

$849000.0
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Meticulously rebuilt and thoughtfully reimagined over the past five years by a conscientious builder for their own home, this extraordinary property i
39 Photos
Last Updated : 4 Days ago
11 Jones Street, Simcoe, ON , MLS #N13727246 , Image - 1

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11 Jones Street Alliston, New Tecumseth, Simcoe, ON MLS® N13727246

Residential Freehold (Detached)

$999999.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully maintained detached family home, perfectly situated on a premium lot in one of Alliston's most desirable, family-friendly
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
30 Photos
Last Updated : 4 Days ago
17 Balantrae Drive, Simcoe, ON , MLS #S13802620 , Image - 1

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17 Balantrae Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13802620

Residential Freehold (MobileTrailer)

$249900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
EASY LIVING IN THIS LANDLEASE BUNGALOW IN FERGUSHILL ESTATES FEATURING TWO BEDROOMS, A BEAUTIFULLY UPGRADED BATHROOM, A SHED & ROOM TO ENJOY THE OUTDO
24 Photos
Last Updated : 4 Days ago
44 Knicely Road, Simcoe, ON , MLS #S13804136 , Image - 1

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44 Knicely Road Painswick North, Barrie, Simcoe, ON MLS® S13804136

Residential Freehold (Detached)

$679900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
A BACKYARD ESCAPE THAT MAKES EVERY DAY FEEL LIKE A GETAWAY! Your house just became the default summer hangout, where the backyard bar is open, the poo
23 Photos
Last Updated : 4 Days ago
13 Tona Trail, Simcoe, ON , MLS #S13811562 , Image - 1

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13 Tona Trail Wasaga Beach, Simcoe, ON MLS® S13811562

Residential Freehold (Detached)

$710000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Great location on a quiet side street at the west end of Wasaga Beach, backing onto the Carly Patterson Trail. Enjoy the convenience of being close to
50 Photos
Last Updated : 4 Days ago
3904 Concession 12 Sunnidale Side Road, Simcoe, ON , MLS #S13481018 , Image - 1

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3904 Concession 12 Sunnidale Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13481018

Residential Freehold (Detached)

$1250000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to your private country retreat on 3.9 acres, ideally located across from the Simcoe County Forest. Offering over 3,000 sq. ft. of finished li
19 Photos
Last Updated : 4 Days ago
41 Trefoil Drive, Simcoe, ON , MLS #N13760430 , Image - 1

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41 Trefoil Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13760430

Residential Freehold (Modular Home)

$359900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to your next chapter in Sandy cove Acres, where the big jobs are behind you and the lifestyle is ready to enjoy. This Royal Home model was com
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