Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Detached Houses for Sale in Simcoe Under $5M - P4

Showing results 91 - 120 of 714
Last Updated: June 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
27 Photos
Last Updated : 3 Days ago
66 Linden Lane, Simcoe, ON , MLS #N13259408 , Image - 1
Image With Blur overlay

Like What you see?

66 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13259408

Residential Freehold (Detached)

$248000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
**EXCELLENT VALUE!** This upgraded 2-bedroom, 1-bath 'Sandalwood' model in *Sandycove Acres* offers turnkey retirement living with all the comforts yo
19 Photos
Last Updated : 3 Days ago
139 Livingstone Street, Simcoe, ON , MLS #S13425946 , Image - 1

Like What you see?

139 Livingstone Street Sunnidale, Barrie, Simcoe, ON MLS® S13425946

Residential Freehold (Detached)

$849999.0
  • 4 +2 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained 4-bedroom home offering spacious and functional living for the whole family. Featuring a bright and open-concep
40 Photos
Last Updated : 3 Days ago
4372 Train Street, Simcoe, ON , MLS #N13453790 , Image - 1

Like What you see?

4372 Train Street Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13453790

Residential Freehold (Detached)

$1699000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome To The Ultimate Country Dream: An Extraordinary Hobby Farm Nestled On 4.27 Acres Of Pristine, Lush & Timeless Land Offering An Unparalleled Bl
36 Photos
Last Updated : 3 Days ago
26 Regalia Way, Simcoe, ON , MLS #S13458968 , Image - 1

Like What you see?

26 Regalia Way Innis-Shore, Barrie, Simcoe, ON MLS® S13458968

Residential Freehold (Detached)

$999900.0
  • 3 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 26 Regalia Way! Large, detached bungalow designed for those who want to simplify their lifestyle without giving up space, comfort, or priva
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
2 Photos
Last Updated : 3 Days ago
56 Amber Drive, Simcoe, ON , MLS #S13459060 , Image - 1
56 Amber Drive Wasaga Beach, Simcoe, ON MLS® S13459060

Residential Freehold (Detached)

$875000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
NEW HST REBATE PRICING! Welcome to the Redwood Model Elevation A by Baycliffe Communities, offering approximately 2,938 sq. ft. of thoughtfully desig
46 Photos
Last Updated : 3 Days ago
10 Celestine Court, Simcoe, ON , MLS #S13459048 , Image - 1

Like What you see?

10 Celestine Court Rural Tiny, Tiny, Simcoe, ON MLS® S13459048

Residential Freehold (Detached)

$785000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Awesome New renovation 2 storey spacious home. 4 bathrooms, 2 enclosed porches and large doublecar garage with inside entrance. 4 +1 bedrooms, 2 large
50 Photos
Last Updated : 3 Days ago
311 Tollendal Mill Road, Simcoe, ON , MLS #S13458972 , Image - 1

Like What you see?

311 Tollendal Mill Road South Shore, Barrie, Simcoe, ON MLS® S13458972

Residential Freehold (Detached)

$1689000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A rare find within the City of Barrie - private, treed 1.23 acre lot, backing onto Lover's Creek, in the exclusive lakeside South Shore neighbourhood.
50 Photos
Last Updated : 3 Days ago
2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13003894 , Image - 1

Like What you see?

2280 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13003894

Residential Freehold (Detached)

$4190000.0
  • 4 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis
48 Photos
Last Updated : 3 Days ago
56 Georgian Manor Drive, Simcoe, ON , MLS #S13458728 , Image - 1

Like What you see?

56 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13458728

Residential Freehold (Detached)

$660000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 56 Georgian Manor Drive in beautiful Collingwood, an incredible investment opportunity just minutes from Georgian Bay, downtown Collingwood
33 Photos
Last Updated : 3 Days ago
30 BELLEHUMEUR Road, Simcoe, ON , MLS #S13092644 , Image - 1

Like What you see?

30 BELLEHUMEUR Road Rural Tiny, Tiny, Simcoe, ON MLS® S13092644

Residential Freehold (Detached)

$789000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Great Location , Brand new 2 year bungalow located into one of Tiny Townships most welcoming communities, where Georgian Bays clear waters and scenic
39 Photos
Last Updated : 3 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

Like What you see?

1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
14 Photos
Last Updated : 3 Days ago
21 Silver Trail, Simcoe, ON , MLS #S13175036 , Image - 1

Like What you see?

21 Silver Trail Ardagh, Barrie, Simcoe, ON MLS® S13175036

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 15.5%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Your Dream Bungalow in the Prestigious Ardagh Bluffs Just a Short Drive to the Beach! This Beautifully Maintained Home is Nestled on a Mani
24 Photos
Last Updated : 3 Days ago
82 Helena Street, Simcoe, ON , MLS #S13457500 , Image - 1

Like What you see?

82 Helena Street Wasaga Beach, Simcoe, ON MLS® S13457500

Residential Freehold (Detached)

$589900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
BIG-TICKET UPDATES, IN-LAW POTENTIAL & A BACKYARD YOU DIDN'T SEE COMING! In Wasaga Beach, buyers expect to be close to the water, but they do not expe
14 Photos
Last Updated : 3 Days ago
147 Murphy Road, Simcoe, ON , MLS #N13222390 , Image - 1

Like What you see?

147 Murphy Road Baxter, Essa, Simcoe, ON MLS® N13222390

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 4 Baths
  • 700-1100 sq-ft
Rare Multi-Generational Living Opportunity Featuring Two Separate Dwellings On A Private 10-Acre Property, Including A Heated 3-Car Shop With A Stunni
32 Photos
Last Updated : 3 Days ago
48 Crimson Ridge Road, Simcoe, ON , MLS #S13457732 , Image - 1

Like What you see?

48 Crimson Ridge Road Bayshore, Barrie, Simcoe, ON MLS® S13457732

Residential Freehold (Detached)

$1089900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 48 Crimson Ridge Road, an exceptional opportunity to own a stunning executive home in one of Barrie's most prestigious and sought-after nei
11 Photos
Last Updated : 3 Days ago
2121 Klondike Park Road, Simcoe, ON , MLS #S12985816 , Image - 1

Like What you see?

2121 Klondike Park Road Wasaga Beach, Simcoe, ON MLS® S12985816

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 5.5%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bring your vision to life on this 1-acre property with workshop potential in Wasaga Beach.Located on Klondike Park Road in the growing community of Wa
25 Photos
Last Updated : 3 Days ago
122 Scarlet Way, Simcoe, ON , MLS #N13457618 , Image - 1

Like What you see?

122 Scarlet Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13457618

Residential Freehold (Detached)

$1168000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional opportunity in highly sought-after Summerlyn Village! Built by premium builder Great Gulf in 2021 & extensively upgraded in 2022, this stu
32 Photos
Last Updated : 3 Days ago
3679 McCarthy Drive, Simcoe, ON , MLS #S13111718 , Image - 1

Like What you see?

3679 McCarthy Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13111718

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 4.0%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Expansive 33-Acre Private Retreat A Rare Blend of Tranquility and ConvenienceWelcome to your own slice of paradise an extraordinary 33-acre home tucke
33 Photos
Last Updated : 3 Days ago
115 Mitchell's Beach Road, Simcoe, ON , MLS #S13438816 , Image - 1

Like What you see?

115 Mitchell's Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S13438816

Residential Freehold (Detached)

$898500.0
  • 2 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This beautifully maintained all-brick raised bungalow is perfectly positioned in one of Victoria Harbour's most desirable recreational communities-ste
24 Photos
Last Updated : 3 Days ago
187 Mill Street, Simcoe, ON , MLS #N13457070 , Image - 1

Like What you see?

187 Mill Street Angus, Essa, Simcoe, ON MLS® N13457070

Residential Freehold (Detached)

$789900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
HIGH-TRAFFIC LOCATION WITH C2 ZONING, A DETACHED WORKSHOP/GARAGE, & A 1.5-STOREY HOME! Build your business, grow your vision, and secure a property th
39 Photos
Last Updated : 3 Days ago
1 PIERCE Court, Simcoe, ON , MLS #S13428306 , Image - 1

Like What you see?

1 PIERCE Court Midhurst, Springwater, Simcoe, ON MLS® S13428306

Residential Freehold (Detached)

$2650000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Every once in a while, a property comes along that completely resets your expectations. Not because it sits on a breathtaking 4.33-acre estate lot. No
18 Photos
Last Updated : 3 Days ago
47 Moon Point Drive, Simcoe, ON , MLS #S13238880 , Image - 1

Like What you see?

47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13238880

Residential Freehold (Detached)

$829000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering 100 Feet Of Pristine Frontage With Crystal-Clear Water, Natural Rocky Sh
30 Photos
Last Updated : 3 Days ago
37 Nicholson Drive, Simcoe, ON , MLS #S13456902 , Image - 1

Like What you see?

37 Nicholson Drive Ardagh, Barrie, Simcoe, ON MLS® S13456902

Residential Freehold (Detached)

$674888.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great Income potential with this charming Brick Bungalow with Walk-Out In-Law Suite in the Heart of Ardagh Bluffs! Welcome to this spacious and sun-dr
43 Photos
Last Updated : 3 Days ago
59 Withall Grove, Simcoe, ON , MLS #S13111752 , Image - 1

Like What you see?

59 Withall Grove Wyevale, Tiny, Simcoe, ON MLS® S13111752

Residential Freehold (Detached)

$785000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
WOW over 2200 sq ft on the main floor and the basement is finished as well. This home is so spacious you will have more than enough room for your enti
40 Photos
Last Updated : 3 Days ago
12 Tupling Street, Simcoe, ON , MLS #N13053866 , Image - 1

Like What you see?

12 Tupling Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13053866

Residential Freehold (Detached)

$1239000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Very Clean Home With Good Energy & Positive Vibes. Some homes you tour. This one you feel! The moment you step inside 12 Tupling Street, something set
26 Photos
Last Updated : 3 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S13456526 , Image - 1

Like What you see?

993 Whitney Crescent Midland, Simcoe, ON MLS® S13456526

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n
7 Photos
Last Updated : 3 Days ago
7 Whipps Court, Simcoe, ON , MLS #S13437166 , Image - 1

Like What you see?

7 Whipps Court Collingwood, Simcoe, ON MLS® S13437166

Residential Freehold (Detached)

$684900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to an opportunity to enjoy everything that makes Collingwood one of Ontario's most desirable four-season communities. With trails, Georgian Ba
34 Photos
Last Updated : 3 Days ago
112 Lakeshore Road W, Simcoe, ON , MLS #S13438640 , Image - 1

Like What you see?

112 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13438640

Residential Freehold (Detached)

$1599900.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Set on over an acre just steps from Lake Simcoe, 112 Lakeshore Road West gives you room to live, work, and host on your own terms. Behind 150 feet of
40 Photos
Last Updated : 3 Days ago
82 Melinda Crescent, Simcoe, ON , MLS #S13047510 , Image - 1

Like What you see?

82 Melinda Crescent Allandale, Barrie, Simcoe, ON MLS® S13047510

Residential Freehold (Detached)

$549000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
We've priced this beauty to move, and with immediate possession available, you could be unpacking by next week. First home?Stop renting and start own
43 Photos
Last Updated : 3 Days ago
3155 Monarch Drive, Simcoe, ON , MLS #S13158328 , Image - 1

Like What you see?

3155 Monarch Drive Orillia, Simcoe, ON MLS® S13158328

Residential Freehold (Detached)

$859888.0
  • 3 +3 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Stunning bungalow in sought-after West Ridge community of Orillia, offering around 3500 sq ft living space. Built in 2021, this bright modern spacious
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!