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Houses for Sale in Simcoe Under $5 Million

Showing results 1 - 30 of 2168

Looking for houses under $5m for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $5m, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $5m in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.


Last Updated: December 29, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
16 Photos
Last Updated : 13 Hours ago
331 Broward Way, Simcoe, ON , MLS #N12293338 , Image - 1
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331 Broward Way
Unit-144, 331 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12293338

Residential Condo & Other (Condo Apartment)

$500000.0
price drop iconPrice drop by 4.8%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Look at other condos or look at the lake, boardwalk, island towns, marina, pier, lakeclub, and more. Yes, this condo is in Friday Harbour Resort. A
49 Photos
Last Updated : 15 Hours ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth
13 Photos
Last Updated : 16 Hours ago
827 Essa Road, Simcoe, ON , MLS #S8225540 , Image - 1

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827 Essa Road Holly, Barrie, Simcoe, ON MLS® S8225540

Residential Freehold (Detached)

$1999888.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Prime Land Development Opportunity in a thriving community! Nestled on a vast 75' x 200' lot, this stunning Feng Shui Certified Bungalow offers unmatc
50 Photos
Last Updated : 18 Hours ago
6511 21/22 Nottawasaga Side Road, Simcoe, ON , MLS #S12372918 , Image - 1

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6511 21/22 Nottawasaga Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12372918

Residential Freehold (Detached)

$949800.0
price drop iconPrice drop by 3.1%
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Whether your hobby is gardening, cars or toys, recreation, woodworking etc this property will likely adapt to your needs. Close to Amenities (Main Roa
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
48 Photos
Last Updated : 19 Hours ago
121 Bayshore Drive, Simcoe, ON , MLS #S12432863 , Image - 1

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121 Bayshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12432863

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Have you ever wanted to live in a Lakeside Community on Lake Simcoe with amazing amenities? Then take a look at this meticulously maintained home loca
34 Photos
Last Updated : 1 Day ago
23 Mumberson Street, Simcoe, ON , MLS #N12360665 , Image - 1

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23 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12360665

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Absolute Luxury Living, at 23 Mumberston St! This beautiful 2020 Built home with a expansive corner lot, boasts over 5000 square feet of li
40 Photos
Last Updated : 1 Day ago
32 Grandview Crescent, Simcoe, ON , MLS #N12473964 , Image - 1

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32 Grandview Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12473964

Residential Freehold (Detached)

$1599000.0
  • 4 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
5 Reasons You'll Love 32 Grandview Cres, Bradford.1. Massive Lot & Outdoor Space Situated on over 1 acre, this home features a 3-car garage, a massive
48 Photos
Last Updated : 1 Day ago
36 Shanty Bay Road, Simcoe, ON , MLS #S12591310 , Image - 1

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36 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S12591310

Residential Freehold (Detached)

$1499900.0
  • 4 +0 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Quietly elegant Century Home in the Old East End of Barrie. Centered on a .57 acre lot with a recently built 24X38 shop/garage with a 10ft door to sto
23 Photos
Last Updated : 1 Day ago
197 Church Street, Simcoe, ON , MLS #N12595690 , Image - 1

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197 Church Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12595690

Residential Freehold (Detached)

$1049000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful 3 bedroom plus 1 bedroom apt, all brick bungalow on large 125 x 100 corner-lot (key lot). Potential for 5 town house in process by city. Ren
39 Photos
Last Updated : 1 Day ago
26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
27 Photos
Last Updated : 2 Days ago
230 Robins Point Road, Simcoe, ON , MLS #S12064442 , Image - 1

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230 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12064442

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 13.8%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wow !! This Stunning Waterfront Property On Georgian Bay With Direct Access To Clean Water. Waterfront living on Georgian Bay with this extraordinary
50 Photos
Last Updated : 2 Days ago
65 Redmond Crescent, Simcoe, ON , MLS #S12442920 , Image - 1

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65 Redmond Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S12442920

Residential Freehold (Detached)

$1590000.0
price drop iconPrice drop by 6.5%
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Looking for a dream home? Welcome to the Tribute communities built, 3-year new, luxury detached home with 85+ feet frontage and 164+ feet depth, backi
21 Photos
Last Updated : 2 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
25 Photos
Last Updated : 2 Days ago
5 Beverly Street, Simcoe, ON , MLS #S12330360 , Image - 1

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5 Beverly Street Elmvale, Springwater, Simcoe, ON MLS® S12330360

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 12.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to this bright and stylish raised bungalow in the heart of Elmvale. Perfect for professionals or downsizers, this 2-bedroom, 2-bathroom h
50 Photos
Last Updated : 2 Days ago
84 Culbert Road, Simcoe, ON , MLS #N12508432 , Image - 1

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84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12508432

Residential Freehold (Detached)

$1579000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning newly built corner lot located at 84 Culbert Rd in the heart of the family-oriented and friendly Summerlyn Village community.
50 Photos
Last Updated : 3 Days ago
182 Meadowhawk Trail, Simcoe, ON , MLS #N12441386 , Image - 1

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182 Meadowhawk Trail Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12441386

Residential Freehold (Semi-Detached )

$1058000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
FULLY RENOVATED WITH A NEW 2 BEDROOM FINISHED BASEMENT!!! Large Semi-detached home Full of character and charm! nestled in the heart of the highly sou
36 Photos
Last Updated : 3 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S12370625 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12370625

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Looking for your forever home or cottage retreat? This waterfront gem is perfectly situated on one of the canals leading directly to Lake Simcoe, offe
50 Photos
Last Updated : 4 Days ago
47 Blair Crescent, Simcoe, ON , MLS #S12649510 , Image - 1

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47 Blair Crescent Grove East, Barrie, Simcoe, ON MLS® S12649510

Residential Freehold (Detached)

$749000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 47 Blair Cres, this beautiful brick, fully finished, two-story home on a premium lot in Barrie's Desirable North East End. Featuring 4 Bdrm
50 Photos
Last Updated : 4 Days ago
44 Rodcliff Road, Simcoe, ON , MLS #N12164390 , Image - 1

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44 Rodcliff Road Tottenham, New Tecumseth, Simcoe, ON MLS® N12164390

Residential Freehold (Detached)

$1489000.0
  • 2 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Beautiful 1.18-acre In Town Property Boasts Sunsets As It Backs Onto The Tottenham Conservation And The Caledon Trail Way Path. This Home Is Nestled A
40 Photos
Last Updated : 5 Days ago
1230 GRANDVIEW LODGE Road, Simcoe, ON , MLS #S12499034 , Image - 1

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Unit-Beach Chalet #3, 1230 GRANDVIEW LODGE Road Rural Severn, Severn, Simcoe, ON MLS® S12499034

Residential Freehold (Att/Row/Townhouse)

$449900.0
price drop iconPrice drop by 5.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOTIVATED SELLER TRY AN OFFER ~ CHRISTMAS SALE~ The beauty of Grandview and the name speak for itself! It's a little piece of paradise in the middle o
35 Photos
Last Updated : 5 Days ago
95 Shepherd Drive, Simcoe, ON , MLS #S12483885 , Image - 1

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95 Shepherd Drive Painswick South, Barrie, Simcoe, ON MLS® S12483885

Residential Freehold (Semi-Detached )

$785000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Selling Semi- Detached Around 2350 Sq Ft Of Total Space, $$$ On Upgrades. IN -LAW SUITE WITH SEPARATE ENTRANCE. 3+1 Bedrooms, 4 Washrooms, 2 Kitc
27 Photos
Last Updated : 5 Days ago
51 Lorne Thomas Place, Simcoe, ON , MLS #N12648614 , Image - 1

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51 Lorne Thomas Place Alliston, New Tecumseth, Simcoe, ON MLS® N12648614

Residential Freehold (Att/Row/Townhouse)

$725000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning Freehold Townhome in the Sought-After Treetops Community, Alliston Welcome to this exquisite 3-bedroom, 3-bathroom townhome, built in 2022, o
28 Photos
Last Updated : 5 Days ago
8570 Hwy 12 N/A, Simcoe, ON , MLS #S12648182 , Image - 1

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8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12648182

Residential Freehold (Detached)

$799900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor
46 Photos
Last Updated : 5 Days ago
4 Trillium Crescent, Simcoe, ON , MLS #S12521140 , Image - 1

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4 Trillium Crescent Allandale Heights, Barrie, Simcoe, ON MLS® S12521140

Residential Freehold (Detached)

$800000.0
price drop iconPrice drop by 6.4%
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
STOP! UNBELIEVABLE MULTI-GENERATIONAL OPPORTUNITY IN ALLANDALE HEIGHTS! This isn't just an all-brick 2-storey home; it is a GENIUS EQUITY PLAY in one
1 Photos
Last Updated : 5 Days ago
2 Dungey Crescent, Simcoe, ON
2 Dungey Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N12247391

Residential Freehold (Detached)

$1170000.0
price drop iconPrice drop by 6.4%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Spectacular 4+1 bedroom, fully finished executive home on a large and tranquil 73 x 180 ft lot. Renovated kitchen with corian countertops, upgraded ba
39 Photos
Last Updated : 5 Days ago
159 Franklin Trail, Simcoe, ON , MLS #S12648388 , Image - 1

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159 Franklin Trail Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12648388

Residential Freehold (Detached)

$1149000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Stunning 4-Year New LEGAL DUPLEX - 3,700+ SqFt of Upgraded Living Space!? SPACIOUS LAYOUT: 6 beds, 5 baths, 10 ft ceilings, hardwood floors, pot light
28 Photos
Last Updated : 5 Days ago
194 Kozlov Street, Simcoe, ON , MLS #S12476152 , Image - 1

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194 Kozlov Street West Bayfield, Barrie, Simcoe, ON MLS® S12476152

Residential Freehold (Detached)

$699900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Great value for this 4+1 Bedroom/4 Bath Home in Family Friendly North West Barrie! Close to all the amenities!.....shopping, restaurants, rec centre,
30 Photos
Last Updated : 5 Days ago
52 Adelaide Street, Simcoe, ON , MLS #S12462287 , Image - 1

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Unit-7, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S12462287

Residential Condo & Other (Condo Townhouse)

$490000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Discover the bright and inviting, move-in ready three-bedroom condo townhome offering a functional layout i
37 Photos
Last Updated : 5 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S12648186 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12648186

Residential Freehold (Detached)

$849000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST
43 Photos
Last Updated : 5 Days ago
8 Robin Court, Simcoe, ON , MLS #S12648192 , Image - 1

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8 Robin Court Rural Tiny, Tiny, Simcoe, ON MLS® S12648192

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 2 Baths
  • < 700 sq-ft
Tucked away on a quiet non-through street in a sought-after Tiny neighbourhood, this charming 3-bedroom, 2-bathroom home sits on a generous 120' x 200
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