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 - P9

Showing results 241 - 270 of 548
Last Updated: February 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 16 Days ago
452 Hurontario Street, Simcoe, ON , MLS #S12714050 , Image - 1
Image With Blur overlay

Like What you see?

452 Hurontario Street Collingwood, Simcoe, ON MLS® S12714050

Residential Freehold (Detached)

$680000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Ideally located in the heart of downtown Collingwood, this charming bungalow offers 2 bedrooms and 1 bathroom on an exceptionally large town lot. Set
38 Photos
Last Updated : 16 Days ago
7 Higgin Court, Simcoe, ON , MLS #S12714032 , Image - 1

Like What you see?

7 Higgin Court Edgehill Drive, Barrie, Simcoe, ON MLS® S12714032

Residential Freehold (Detached)

$1149000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 7 Higgin Court, a beautifully maintained 3+2 bedroom, 4 bathroom detached home situated on a quiet cul-de-sac in Barrie's highly desirable
39 Photos
Last Updated : 16 Days ago
68 Drury Lane, Simcoe, ON , MLS #S12665704 , Image - 1

Like What you see?

68 Drury Lane Wellington, Barrie, Simcoe, ON MLS® S12665704

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 5.8%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your ideal retreat-a beautifully preserved brick bungalow that exudes classic elegance and thoughtful modern enhancements. Crafted with a d
50 Photos
Last Updated : 16 Days ago
4043 Digby Drive, Simcoe, ON , MLS #S12694956 , Image - 1

Like What you see?

4043 Digby Drive Bass Lake, Severn, Simcoe, ON MLS® S12694956

Residential Freehold (Detached)

$859900.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your own private retreat where country living meets modern convenience. This beautifully maintained two-storey home is an entertainer's dre
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
41 Photos
Last Updated : 16 Days ago
1359 Old Barrie Road E, Simcoe, ON , MLS #S12684820 , Image - 1

Like What you see?

1359 Old Barrie Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12684820

Residential Freehold (Detached)

$2299900.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Highest Quality From Top To Bottom Over 5000SqFt Of Available Living Space, South Western Exposure Backyard. One Of A Kind It Factor Family Home on 37
33 Photos
Last Updated : 16 Days ago
42 Bedford Estates Crescent, Simcoe, ON , MLS #S12590450 , Image - 1

Like What you see?

42 Bedford Estates Crescent Bayshore, Barrie, Simcoe, ON MLS® S12590450

Residential Freehold (Detached)

$690000.0
price drop iconPrice drop by 2.8%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This stunning 1823 sq ft detached home, nestled on a quiet, private crescent in the highly sought-after South Barrie community. Boasting bright and ai
30 Photos
Last Updated : 16 Days ago
60 Brownley Lane, Simcoe, ON , MLS #N12708616 , Image - 1

Like What you see?

60 Brownley Lane Angus, Essa, Simcoe, ON MLS® N12708616

Residential Freehold (Detached)

$889000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 60 Brownley Lane in Angus, a well-maintained home built in 2014, located on a quiet, family-friendly street. From the moment you arrive, th
48 Photos
Last Updated : 16 Days ago
61 Oliver's Mill Road, Simcoe, ON , MLS #S12712486 , Image - 1

Like What you see?

61 Oliver's Mill Road Centre Vespra, Springwater, Simcoe, ON MLS® S12712486

Residential Freehold (Detached)

$1325000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
This impeccably maintained residence in the prestigious Stonemanor Woods community offers an unparalleledliving experience. The Clearwater model, reno
50 Photos
Last Updated : 16 Days ago
78 Season Crescent, Simcoe, ON , MLS #S12712442 , Image - 1

Like What you see?

78 Season Crescent Wasaga Beach, Simcoe, ON MLS® S12712442

Residential Freehold (Detached)

$749990.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BRAND NEW, NEVER BEEN LIVED IN *Sunnidale by RedBerry Homes, one of the newest master planned communities in Wasaga Beach. Conveniently located minute
44 Photos
Last Updated : 16 Days ago
118 Succession Crescent, Simcoe, ON , MLS #S12706354 , Image - 1

Like What you see?

118 Succession Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S12706354

Residential Freehold (Detached)

$1099900.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This beautiful executive home is located in a highly sought-after neighborhood in South Barrie. With 3352 sq.ft. of living space, not including baseme
33 Photos
Last Updated : 16 Days ago
527 Big Bay Point Road, Simcoe, ON , MLS #N12528598 , Image - 1

Like What you see?

527 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12528598

Residential Freehold (Detached)

$1480000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set within Innisfil's prestigious Big Bay Point community-just 90 minutes from Toronto-this nearly ten-acre private retreat offers an extraordinary bl
46 Photos
Last Updated : 16 Days ago
58 White Oaks Road, Simcoe, ON , MLS #S12564712 , Image - 1

Like What you see?

58 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12564712

Residential Freehold (Detached)

$2149000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to a truly one of a kind opportunity to own a prime piece of waterfront real estate nestled along the sandy shores of Kempenfelt Bay. This lar
26 Photos
Last Updated : 16 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S12710632 , Image - 1

Like What you see?

993 Whitney Crescent Midland, Simcoe, ON MLS® S12710632

Residential Freehold (Detached)

$1049900.0
  • 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
50 Photos
Last Updated : 16 Days ago
58 Shepherd Drive, Simcoe, ON , MLS #S12710630 , Image - 1

Like What you see?

58 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12710630

Residential Freehold (Detached)

$1168000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Step into this stunning 2-year-new home featuring a sleek modern elevation and over 3,000 sqft of thoughtfully designed living space. With 5+1 bedroom
50 Photos
Last Updated : 16 Days ago
84 Culbert Road, Simcoe, ON , MLS #N12710462 , Image - 1

Like What you see?

84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12710462

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.
40 Photos
Last Updated : 16 Days ago
2705 14th Line, Simcoe, ON , MLS #N12495028 , Image - 1

Like What you see?

2705 14th Line Gilford, Innisfil, Simcoe, ON MLS® N12495028

Residential Freehold (Detached)

$2388888.0
price drop iconPrice drop by 5.8%
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional custom-built estate home, offering luxury country living with outstanding multi-generational potential. Set on a private 3
7 Photos
Last Updated : 17 Days ago
2293 Hampshire Mills Line, Simcoe, ON , MLS #S12634202 , Image - 1

Like What you see?

2293 Hampshire Mills Line Rural Severn, Severn, Simcoe, ON MLS® S12634202

Residential Freehold (Detached)

$919000.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Imagine waking up each morning in a brand-new bungalow, sunlight streaming through the windows, and the gentle sound of the river flowing just steps f
45 Photos
Last Updated : 17 Days ago
7 Byers Street, Simcoe, ON , MLS #S12709644 , Image - 1

Like What you see?

7 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S12709644

Residential Freehold (Detached)

$2099900.0
  • 3 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Client RemarksIf you're looking for the complete package - A stunning custom built home with resort like backyard, situated in a quiet enclave of less
50 Photos
Last Updated : 17 Days ago
44 Rodcliff Road, Simcoe, ON , MLS #N12164390 , Image - 1

Like What you see?

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
31 Photos
Last Updated : 17 Days ago
39 Drury Street, Simcoe, ON , MLS #N12708726 , Image - 1

Like What you see?

39 Drury Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12708726

Residential Freehold (Detached)

$585000.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Beautifully maintained and updated detached home on a quiet street situated on a landscaped corner lot in the heart of Bradford. This charming home fe
21 Photos
Last Updated : 17 Days ago
143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

Like What you see?

143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1879900.0
price drop iconPrice drop by 6.0%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to
40 Photos
Last Updated : 17 Days ago
13 Jardine Crescent, Simcoe, ON , MLS #S12708478 , Image - 1

Like What you see?

13 Jardine Crescent Creemore, Clearview, Simcoe, ON MLS® S12708478

Residential Freehold (Detached)

$699000.0
  • 3 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully kept raised bungalow offering a spacious and family-friendly layout with four bedrooms and a fin
42 Photos
Last Updated : 17 Days ago
11 Lisbon Court, Simcoe, ON , MLS #S12705092 , Image - 1

Like What you see?

11 Lisbon Court Wasaga Beach, Simcoe, ON MLS® S12705092

Residential Freehold (Detached)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautifully renovated three-bedroom bungalow where modern elegance meets coastal charm, sitting on an expansive 75 x 100-foot lot just a short bike ri
39 Photos
Last Updated : 17 Days ago
25 Ayling Reid Court, Simcoe, ON , MLS #S12691604 , Image - 1

Like What you see?

25 Ayling Reid Court Wasaga Beach, Simcoe, ON MLS® S12691604

Residential Freehold (Detached)

$539000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) This tastefully updated one-and-a-half-storey brick home sits on an impressive nearly half-acre lot, offerin
30 Photos
Last Updated : 17 Days ago
1263 Peelar Crescent, Simcoe, ON , MLS #N12707908 , Image - 1

Like What you see?

1263 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12707908

Residential Freehold (Detached)

$929000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Gorgeous Open Concept 4 Bed Room House In Quiet Crescent, High Ceiling,2500 Sqf, Best Layout In Neighborhood, Lots Of Upgrade, Hardwood Floor, Iron Sp
44 Photos
Last Updated : 17 Days ago
41 Treetops Boulevard, Simcoe, ON , MLS #N12655124 , Image - 1

Like What you see?

41 Treetops Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12655124

Residential Freehold (Detached)

$1070000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Across the street from the park this 2410 sq ft ( per MPAC ) spacious 3 + 1 bedroom vs 4 smaller bedrooms, comes with over 600 sq ft of lower level fi
25 Photos
Last Updated : 17 Days ago
3 ROSANNE Circle, Simcoe, ON , MLS #S12704670 , Image - 1

Like What you see?

3 ROSANNE Circle Wasaga Beach, Simcoe, ON MLS® S12704670

Residential Freehold (Detached)

$799990.0
  • 2 +0 Beds
  • 1 Baths
  • 1500-2000 sq-ft
The 'Talbot' floor plan offers 1,568 square feet of open concept living space, 2 spacious bedrooms and 2 full bathrooms. The exterior is of vinyl sidi
35 Photos
Last Updated : 18 Days ago
56 Livia Herman Way N, Simcoe, ON , MLS #S12578232 , Image - 1

Like What you see?

56 Livia Herman Way N East Bayfield, Barrie, Simcoe, ON MLS® S12578232

Residential Freehold (Detached)

$998888.0
price drop iconPrice drop by 9.0%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to your dream home! Nestled in an excellent location, this charming raised bungalow boasts three spacious bedrooms plus a versatile additional
43 Photos
Last Updated : 19 Days ago
11 Duquette Court, Simcoe, ON , MLS #S12705038 , Image - 1

Like What you see?

11 Duquette Court Rural Tiny, Tiny, Simcoe, ON MLS® S12705038

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, located on a quiet cul-de-sac. The exterior exu
27 Photos
Last Updated : 19 Days ago
4033 Boyd Road, Simcoe, ON , MLS #S12676962 , Image - 1

Like What you see?

4033 Boyd Road Rural Severn, Severn, Simcoe, ON MLS® S12676962

Residential Freehold (Detached)

$1090000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This newly built home is awaiting your finishing touches! Enjoy just over 4 acres of privacy, while still being close to other homes, walking distance
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!