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Houses for Sale in Simcoe Under $5 Million - P20

Showing results 571 - 600 of 2274
Last Updated: December 16, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
8 Photos
Last Updated : 29 Days ago
4797 County Road 90 Road, Simcoe, ON , MLS #N12469870 , Image - 1
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4797 County Road 90 Road Rural Essa, Essa, Simcoe, ON MLS® N12469870

Residential Freehold (Vacant Land)

$340000.0
price drop iconPrice drop by 9.3%
  • < 700 sq-ft
Seize this incredible opportunity to build your dream home or investment property on this spacious 3/4 acre lot in the heart of Essa! Perfectly positi
26 Photos
Last Updated : 30 Days ago
5 Culbert Road, Simcoe, ON , MLS #N12299513 , Image - 1

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5 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12299513

Residential Freehold (Detached)

$1350000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
5 Culbert Rd in Bradford is a brand-new, never-lived-in 3-bedroom, 3-bathroom home offering modern elegance and comfort. The main floor boasts approxi
30 Photos
Last Updated : 30 Days ago
6 Bobolink Drive, Simcoe, ON , MLS #S12548382 , Image - 1

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6 Bobolink Drive Wasaga Beach, Simcoe, ON MLS® S12548382

Residential Freehold (Detached)

$699900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Absolutely Stunning 4+1 Bedroom, 4 Bathroom Detached Home with Income Potential! Welcome to this 5-year-new showstopper, meticulously maintained and b
27 Photos
Last Updated : 30 Days ago
2678 25th Side Road, Simcoe, ON , MLS #N12171168 , Image - 1

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2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12171168

Residential Freehold (Detached)

$479999.0
price drop iconPrice drop by 6.8%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe
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 : 31 Days ago
1009 Langford Boulevard, Simcoe, ON , MLS #N12544340 , Image - 1

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1009 Langford Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12544340

Residential Freehold (Detached)

$1588888.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to your luxury retreat in Bradford West Gwillimbury. Nestled on a coveted corner lot in one of Bradford West Gwillimbury's most desirable neig
37 Photos
Last Updated : 31 Days ago
5 Rosanne Circle, Simcoe, ON , MLS #S12546244 , Image - 1

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5 Rosanne Circle Wasaga Beach, Simcoe, ON MLS® S12546244

Residential Freehold (Detached)

$899990.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 5 Rosanne Circle, located in the Rivers Edge development by Zancor Homes. The Talbot floor plan is a bungaloft style with 2,392 sq ft. This
29 Photos
Last Updated : 31 Days ago
75 Campbell Avenue, Simcoe, ON , MLS #S12546208 , Image - 1

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75 Campbell Avenue Allandale, Barrie, Simcoe, ON MLS® S12546208

Residential Freehold (Semi-Detached )

$580000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Great Location On Cul De Sac With Easy Access To Hwy 400 & Barrie Go. Bright And Spacious 3 Br 2 Bath 3 Level Back Split. Main Floor Laundry, Fully Fe
16 Photos
Last Updated : 31 Days ago
3520 Bennett Avenue, Simcoe, ON , MLS #S12546060 , Image - 1

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3520 Bennett Avenue Rural Severn, Severn, Simcoe, ON MLS® S12546060

Residential Freehold (Detached)

$350000.0
  • 1 Baths
  • 700-1100 sq-ft
Small Home & a Beautiful Spot. Possibly this 350k value investment could be turned into 700-800k in a few short months. This property features lots (
40 Photos
Last Updated : 31 Days ago
35 Howard Drive, Simcoe, ON , MLS #S12406274 , Image - 1

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35 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12406274

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 4.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to Harbourwood in Oro-Station! This beautifully renovated 2-storey offers over 3,000 sq. ft. of living space and a sought-after lake lifestyle
29 Photos
Last Updated : 31 Days ago
828 Dominion Avenue, Simcoe, ON , MLS #S12414268 , Image - 1

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828 Dominion Avenue Midland, Simcoe, ON MLS® S12414268

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t
40 Photos
Last Updated : 31 Days ago
1372 Division Road E, Simcoe, ON , MLS #S12517032 , Image - 1

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1372 Division Road E Rural Severn, Severn, Simcoe, ON MLS® S12517032

Residential Freehold (Detached)

$2199000.0
  • 2 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
INDULGE IN LUXURY ON 2.1 ACRES WITH BREATHTAKING VIEWS, SHARED OWNERSHIP OF AN ADDITIONAL 32 ACRES, & A MAN-MADE LAKE!! Enter a realm of unrivalled el
31 Photos
Last Updated : 31 Days ago
1783 County Road 6 N/A S, Simcoe, ON , MLS #S12473749 , Image - 1

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1783 County Road 6 N/A S Rural Springwater, Springwater, Simcoe, ON MLS® S12473749

Residential Freehold (Detached)

$1199900.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BOLD ARCHITECTURE, LUXURY UPGRADES, A HEATED 3-BAY SHOP, & SEPARATE 200 AMP SERVICE TO BOTH THE HOUSE & THE SHOP ON OVER HALF AN ACRE OF COUNTRY LIVIN
25 Photos
Last Updated : 31 Days ago
2139 Adjala-Tecumseth Townline, Simcoe, ON , MLS #N12523784 , Image - 1

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2139 Adjala-Tecumseth Townline Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12523784

Residential Freehold (Detached)

$825000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because
43 Photos
Last Updated : 31 Days ago
408 Mariners Way, Simcoe, ON , MLS #S12453591 , Image - 1

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408 Mariners Way Collingwood, Simcoe, ON MLS® S12453591

Residential Condo & Other (Condo Townhouse)

$1025000.0
  • 4 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Rarely available, highly desired fully furnished 2-STOREY END-UNIT TOWNHOME in coveted Lighthouse Point. Bright 4-bed, 3-bath w/ open-concept main flo
33 Photos
Last Updated : 31 Days ago
1649 Corsal Court, Simcoe, ON , MLS #N12479129 , Image - 1

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1649 Corsal Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12479129

Residential Freehold (Detached)

$1324900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
ELEGANT FAMILY HOME SHOWCASING A DESIGNER KITCHEN, A SPA-LIKE PRIMARY SUITE, PREMIUM UPGRADES, & OVER 3,400 SQ FT OF STYLE! Discover refined living in
36 Photos
Last Updated : 31 Days ago
66 Scarlett Line, Simcoe, ON , MLS #S12469874 , Image - 1

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66 Scarlett Line Hillsdale, Springwater, Simcoe, ON MLS® S12469874

Residential Freehold (Detached)

$749900.0
  • 3 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 66 Scarlet Line in Hillsdale an exquisite home that blends modern comfort with peaceful, small-town living. Offering over 2,000 sq. ft. of
27 Photos
Last Updated : 31 Days ago
1242 Killarney Beach Road, Simcoe, ON , MLS #N12542966 , Image - 1

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1242 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N12542966

Residential Freehold (Detached)

$1499900.0
  • 4 +2 Beds
  • 6 Baths
  • 2500-3000 sq-ft
The Perfect 4+2 Bedroom & 6 Bathroom Brand New Custom Built Bungaloft On A Premium 200Ft Deep Corner Lot With A Legal Walk-Out Basement Apartment Dupl
17 Photos
Last Updated : 31 Days ago
39 Corbett Drive, Simcoe, ON , MLS #S12474676 , Image - 1

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39 Corbett Drive Grove East, Barrie, Simcoe, ON MLS® S12474676

Residential Freehold (Detached)

$605000.0
price drop iconPrice drop by 2.4%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Newly renovated and ready to move in 2 Storey Home in the east end of Barrie, 5 minutes from the nearest highways (400 and HIghway 26). This property
6 Photos
Last Updated : 32 Days ago
30 Birkhall Place, Simcoe, ON , MLS #S12413408 , Image - 1

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30 Birkhall Place Innis-Shore, Barrie, Simcoe, ON MLS® S12413408

Residential Freehold (Detached)

$1324900.0
  • 3 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
GRANDEUR 2-STOREY HOME WITH NEARLY 4,000 SQ FT OF FINISHED SPACE IN A PRIME LOCATION BACKING ONTO EP LAND! Nestled within the heart of the sought-afte
50 Photos
Last Updated : 32 Days ago
95 Spruce Street, Simcoe, ON , MLS #S12358712 , Image - 1

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95 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S12358712

Residential Freehold (Detached)

$3500000.0
  • 2 +4 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Introducing this luxurious, resort-like smart technology home or cottage near the pristine shores of Georgian Bay. Spanning over 2800 sq. ft. on the m
4 Photos
Last Updated : 32 Days ago
3365 Armand Avenue, Simcoe, ON , MLS #S12544768 , Image - 1
3365 Armand Avenue Washago, Severn, Simcoe, ON MLS® S12544768

Residential Freehold (Vacant Land)

$299900.0
  • < 700 sq-ft
GREAT LARGE RESIDENTIAL BUILDING LOT JUST STEPS TO PUBLIC BEACH AND CLOSE TO GOLF AND SCHOOLS. THIS 60X220 LOT HAS WATER, SEWER, HEAT AND HYDRO TO THE
25 Photos
Last Updated : 32 Days ago
8747 10th Line, Simcoe, ON , MLS #N12438171 , Image - 1

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8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12438171

Residential Freehold (Detached)

$2295000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre
48 Photos
Last Updated : 32 Days ago
90 Orchard Point Road, Simcoe, ON , MLS #S12544310 , Image - 1

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Unit-LS04, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S12544310

Residential Condo & Other (Condo Apartment)

$989900.0
  • 1 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to effortless waterfront living at its finest. This beautifully designed 1,262 sq. ft. condo is perfectly positioned at The Narrows in Orillia
50 Photos
Last Updated : 32 Days ago
205 Hoyt Avenue, Simcoe, ON , MLS #S12544136 , Image - 1

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205 Hoyt Avenue Victoria Harbour, Tay, Simcoe, ON MLS® S12544136

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover the ultimate blend of rustic charm and modern luxury at 205 Hoyt Avenue. This beautifully renovated, solid 4-bedroom, 2-bathroom detached hom
44 Photos
Last Updated : 32 Days ago
2035 Craig Road, Simcoe, ON , MLS #N12543630 , Image - 1

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2035 Craig Road Alcona, Innisfil, Simcoe, ON MLS® N12543630

Residential Freehold (Detached)

$1100000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This beautifully updated home sits on a stunning 75 x 202 treed lot, backing onto peaceful greenspace in a sought-after Alcona neighbourhood. A stando
50 Photos
Last Updated : 32 Days ago
854 Sixth Street, Simcoe, ON , MLS #S12542318 , Image - 1

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854 Sixth Street Rural Clearview, Clearview, Simcoe, ON MLS® S12542318

Residential Freehold (Detached)

$2699000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
* Ask about potential severance of 2 Acre parcel* Nestled on 19 breathtaking acres just minutes from the vibrant heart of Collingwood and the world-cl
32 Photos
Last Updated : 32 Days ago
12 Mitchell Avenue, Simcoe, ON , MLS #S12399530 , Image - 1

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12 Mitchell Avenue Collingwood, Simcoe, ON MLS® S12399530

Residential Freehold (Detached)

$819000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This modern yet cozy open-concept home of over 1,300 sq ft has everything you need! An open foyer lets light in on both levels and a grey-stained oak
42 Photos
Last Updated : 32 Days ago
4252 Burnside Line, Simcoe, ON , MLS #S12389202 , Image - 1

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4252 Burnside Line Rural Severn, Severn, Simcoe, ON MLS® S12389202

Residential Freehold (Detached)

$1695000.0
  • 3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 4252 Burnside Line Gated custom-built bungalow on 1.92 acres backing onto Hawk Ridge Golf Course. 4500 sf with radiant in-floor heating, in
43 Photos
Last Updated : 33 Days ago
40 Idlewood Drive, Simcoe, ON , MLS #S12541066 , Image - 1

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40 Idlewood Drive Midhurst, Springwater, Simcoe, ON MLS® S12541066

Residential Freehold (Detached)

$910000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
If you've been waiting for an opportunity in Midhurst, consider this your cue. This solid and spacious raised bungalow is now one of the best-value h
40 Photos
Last Updated : 33 Days ago
13 Masters . Lane, Simcoe, ON , MLS #S12347680 , Image - 1

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13 Masters . Lane Wasaga Beach, Simcoe, ON MLS® S12347680

Residential Freehold (Detached)

$769000.0
price drop iconPrice drop by 3.8%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
13 Masters Lane Nestled in one of Wasaga Beach's most sought-after golf course communities. This spacious home blends lifestyle, location, and opport
Shortlisted Properties
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