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 - P2

Showing results 31 - 60 of 855
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
39 Photos
Last Updated : 2 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1
Image With Blur overlay

Like What you see?

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

Residential Freehold (Detached)

$939900.0
  • 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
1 Photos
Last Updated : 2 Days ago
6 Mac Campbell Way, Simcoe, ON
6 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12599314

Residential Freehold (Detached)

$1275000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 6 Mac Campbell Way! This stunning and sophisticated home features 4 bedrooms and 4 bathrooms, along with a family rooms. Basement has a Sep
35 Photos
Last Updated : 2 Days ago
28 Dekker Street, Simcoe, ON , MLS #N12597572 , Image - 1

Like What you see?

28 Dekker Street Everett, Adjala-Tosorontio, Simcoe, ON MLS® N12597572

Residential Freehold (Detached)

$939000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious bungalow living with room for extended family, guests, or live-in support-all in a quiet, convenient location. Offering approx. 3,600 sq. ft.
35 Photos
Last Updated : 2 Days ago
39 Bernick Drive, Simcoe, ON , MLS #S12546978 , Image - 1

Like What you see?

39 Bernick Drive Grove East, Barrie, Simcoe, ON MLS® S12546978

Residential Freehold (Detached)

$688000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Backs onto park! Discover a unique opportunity in North-East Barrie with this 3 + 1 bedroom , 2 bath detached home on Bernick Drive. Carpet-free, well
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
26 Photos
Last Updated : 2 Days ago
648 10th Line, Simcoe, ON , MLS #N12513678 , Image - 1

Like What you see?

648 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12513678

Residential Freehold (Detached)

$729000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Just steps to the sandy shores of Lake Simcoe and Leonard Beach, this beautifully updated home provides a ch
48 Photos
Last Updated : 2 Days ago
238 Robins Point Road, Simcoe, ON , MLS #S12544504 , Image - 1

Like What you see?

238 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12544504

Residential Freehold (Detached)

$1495000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy stunning waterfront living with over 50' of Georgian Bay frontage, offering expansive views and a layo
38 Photos
Last Updated : 2 Days ago
281 Puddicombe Road, Simcoe, ON , MLS #S12320852 , Image - 1

Like What you see?

281 Puddicombe Road Midland, Simcoe, ON MLS® S12320852

Residential Freehold (Detached)

$1699900.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) True gem located on a peninsula of the sheltered lee shore of Midland Bay, enjoying 260-degree of ever-chang
27 Photos
Last Updated : 2 Days ago
17 Nicole Marie Avenue, Simcoe, ON , MLS #S12598928 , Image - 1

Like What you see?

17 Nicole Marie Avenue East Bayfield, Barrie, Simcoe, ON MLS® S12598928

Residential Freehold (Detached)

$735000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Ideally located in a welcoming, family-oriented neighbourhood, this home offers the perfect setting for maki
38 Photos
Last Updated : 2 Days ago
70 Church Street S, Simcoe, ON , MLS #N12366548 , Image - 1

Like What you see?

70 Church Street S Alliston, New Tecumseth, Simcoe, ON MLS® N12366548

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.5%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this stunning, move-in ready detached century home located right in the vibrant heart of Alliston! Double Wide Lot with Potential to Sever!
44 Photos
Last Updated : 2 Days ago
1826 Quantz Crescent, Simcoe, ON , MLS #N12568984 , Image - 1

Like What you see?

1826 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N12568984

Residential Freehold (Detached)

$1899000.0
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Top 5 Reasons You Will Love This Home: 1) Striking custom-built residence set on a sprawling 2.17-acre estate, boasting unmatched curb appeal with mat
40 Photos
Last Updated : 2 Days ago
1962 Elana Drive, Simcoe, ON , MLS #S12569302 , Image - 1

Like What you see?

1962 Elana Drive Bass Lake, Severn, Simcoe, ON MLS® S12569302

Residential Freehold (Detached)

$1224900.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to this beautifully cared for ranch bungalow, thoughtfully crafted for seamless entertaining and eas
49 Photos
Last Updated : 2 Days ago
183 Cedar Island Road, Simcoe, ON , MLS #S12557800 , Image - 1

Like What you see?

183 Cedar Island Road Orillia, Simcoe, ON MLS® S12557800

Residential Freehold (Detached)

$1798000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover this rare opportunity to own a stunning home on prestigious Cedar Island, right in the heart of Ori
Open House : Sat Dec 06, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 2 Days ago
46 William Avenue, Simcoe, ON , MLS #S12505892 , Image - 1

Like What you see?

46 William Avenue Wasaga Beach, Simcoe, ON MLS® S12505892

Residential Freehold (Detached)

$1399000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to your dream waterfront retreat on the shores of Georgian Bay, where every sunrise and sunset feels like a private show. Built in 2002, this
40 Photos
Last Updated : 2 Days ago
393 Second Street, Simcoe, ON , MLS #S12392067 , Image - 1

Like What you see?

393 Second Street Collingwood, Simcoe, ON MLS® S12392067

Residential Freehold (Detached)

$999000.0
  • 6 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
TRIPLEX~ Great Opportunity for Investors~ ANNUAL RENTAL INCOME~$61 800/ yr, $5150 per month AND Tenants pay all utilities as well as snow removal! Thi
9 Photos
Last Updated : 2 Days ago
8137 4th Line, Simcoe, ON , MLS #N12598252 , Image - 1

Like What you see?

8137 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12598252

Residential Freehold (Detached)

$1800000.0
  • 4 Beds
  • 1 Baths
  • 2500-3000 sq-ft
Discover the perfect canvas for your dream home on over 66 acres of exceptional countryside, beautifully backed by the peaceful Nottawasaga River in A
47 Photos
Last Updated : 2 Days ago
202 Kempenfelt Drive, Simcoe, ON , MLS #S12472105 , Image - 1

Like What you see?

202 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® S12472105

Residential Freehold (Detached)

$2449900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to 202 Kempenfelt Drive, an extraordinary custom-built residence completed in 2020, ideally located
41 Photos
Last Updated : 2 Days ago
3678 Kimberley Street, Simcoe, ON , MLS #N12598000 , Image - 1

Like What you see?

3678 Kimberley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12598000

Residential Freehold (Detached)

$1199900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
STUNNING 3,700+ SQ FT FAMILY RETREAT STEPS TO LAKE SIMCOE & FRIDAY HARBOUR, SHOWCASING MODERN UPGRADES, SUNLIT OPEN-CONCEPT LIVING, & A RESORT-INSPIRE
43 Photos
Last Updated : 2 Days ago
3580 LINDA Street, Simcoe, ON , MLS #N12597820 , Image - 1

Like What you see?

3580 LINDA Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12597820

Residential Freehold (Detached)

$1049900.0
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
A SHORT WALK TO THE WATER. Discover this all brick, 4 bedroom, 3 bathroom, family home with an additional main floor office space, ideally located in
25 Photos
Last Updated : 2 Days ago
89 Berkely Street, Simcoe, ON , MLS #S12504566 , Image - 1

Like What you see?

89 Berkely Street Wasaga Beach, Simcoe, ON MLS® S12504566

Residential Freehold (Detached)

$839900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Incredible chance to be the very first owner of a beautifully crafted new home by Sterling Homes 2) Opulent
39 Photos
Last Updated : 2 Days ago
138 Knox Road E, Simcoe, ON , MLS #S12437128 , Image - 1

Like What you see?

138 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12437128

Residential Freehold (Detached)

$2149000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) A rare 5.6-acre setting surrounded by trees and nature, while being just steps to the Nottawasaga River and
30 Photos
Last Updated : 2 Days ago
6605 Pioneer Village Lane, Simcoe, ON , MLS #S12476086 , Image - 1

Like What you see?

6605 Pioneer Village Lane Rural Ramara, Ramara, Simcoe, ON MLS® S12476086

Residential Freehold (Detached)

$529000.0
price drop iconPrice drop by 7.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Absolutely stunning all year round and private 80-foot riverfront cottage on the beautiful Head River, offering the perfect blend of relaxation and ad
30 Photos
Last Updated : 2 Days ago
10 Morgan Court, Simcoe, ON , MLS #S12394439 , Image - 1

Like What you see?

10 Morgan Court Penetanguishene, Simcoe, ON MLS® S12394439

Residential Freehold (Detached)

$949000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Positioned in a peaceful setting with seasonal views of the Outer Harbour, this property delivers deeded acc
27 Photos
Last Updated : 2 Days ago
72 Jane Crescent, Simcoe, ON , MLS #S12597522 , Image - 1

Like What you see?

72 Jane Crescent Allandale Heights, Barrie, Simcoe, ON MLS® S12597522

Residential Freehold (Detached)

$689900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this 4-bed, 2-bath, 1,790 sqft, side-split home with an in-ground pool, located in the highly sought-after Allandale Heights neighborhood.
36 Photos
Last Updated : 2 Days ago
7 Bailey Crescent, Simcoe, ON , MLS #S12562450 , Image - 1

Like What you see?

7 Bailey Crescent Wyevale, Tiny, Simcoe, ON MLS® S12562450

Residential Freehold (Detached)

$1189900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step into this move-in-ready 3,040 above grade square foot home showcasing a new board and batten exterior w
31 Photos
Last Updated : 2 Days ago
6 Meadowbrook Boulevard, Simcoe, ON , MLS #S12542258 , Image - 1

Like What you see?

6 Meadowbrook Boulevard Rural Tiny, Tiny, Simcoe, ON MLS® S12542258

Residential Freehold (Detached)

$1089900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the sought-after Copeland Creek Estates, this exceptional property sits on 1.5-acres surrounded b
24 Photos
Last Updated : 2 Days ago
83 King Road, Simcoe, ON , MLS #S12572592 , Image - 1

Like What you see?

83 King Road Waubaushene, Tay, Simcoe, ON MLS® S12572592

Residential Freehold (Detached)

$824900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) This incredibly versatile turn-key property offers endless possibilities with a spacious two-storey layout p
50 Photos
Last Updated : 2 Days ago
9 Pennsylvania Avenue, Simcoe, ON , MLS #S12240745 , Image - 1

Like What you see?

9 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12240745

Residential Freehold (Detached)

$504900.0
price drop iconPrice drop by 8.2%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 9 Pennsylvania Ave. Located in Park Place, a gated 55+ Land Lease Community, with lots to offer, including a rec plex, indoor pool, games r
29 Photos
Last Updated : 2 Days ago
63 Bailey Crescent, Simcoe, ON , MLS #S12441814 , Image - 1

Like What you see?

63 Bailey Crescent Wyevale, Tiny, Simcoe, ON MLS® S12441814

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 1.2%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This Charming and beautifully maintained family-friendly layout, with 3 bedrooms and a full bathroom on the main level, plus additional bedroom and 4-
50 Photos
Last Updated : 2 Days ago
57 Glenhuron Drive, Simcoe, ON , MLS #S12597102 , Image - 1

Like What you see?

57 Glenhuron Drive Midhurst, Springwater, Simcoe, ON MLS® S12597102

Residential Freehold (Detached)

$4195000.0
  • 4 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
Brand new, jaw dropping custom estate located just steps to Barrie in ultra desirable Midhurst. No expense spared with over 10,000 square feet of fini
42 Photos
Last Updated : 2 Days ago
71 Forest Hill Drive, Simcoe, ON , MLS #N12374549 , Image - 1

Like What you see?

71 Forest Hill Drive Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12374549

Residential Freehold (Detached)

$1270000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Storybook Retreat in Pine River Estates. Tucked away on a picturesque 2.32-acre private lot, this gorgeous log home is the perfect blend of rustic cha
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!