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.

Houses for Sale in Simcoe Under $5 Million - P38

Showing results 1111 - 1140 of 5142
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
41 Photos
Last Updated : 5 Days ago
972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1
Image With Blur overlay

Like What you see?

972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 3.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet
2 Photos
Last Updated : 5 Days ago
47 Harold Avenue, Simcoe, ON , MLS #S13503656 , Image - 1
47 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13503656

Residential Freehold (Detached)

$723805.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOVE IN READY! Introducing The HUDSON Model, 1,458 Sq. Ft. Of Functional Living Space With 3 Bedrooms, 2 Baths & Main Floor Laundry. Enjoy Quartz Coun
2 Photos
Last Updated : 5 Days ago
45 Harold Avenue, Simcoe, ON , MLS #S13503660 , Image - 1
45 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13503660

Residential Freehold (Detached)

$728230.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOVE IN READY! Introducing The MUSKOKA Model, 1,482 Sq. Ft. Of Functional Living Space With Spacious Open Kitchen, Dining & Living Areas, 3 Bedrooms,
50 Photos
Last Updated : 5 Days ago
1078 Sunnidale Road, Simcoe, ON , MLS #S13474880 , Image - 1

Like What you see?

1078 Sunnidale Road Centre Vespra, Springwater, Simcoe, ON MLS® S13474880

Residential Freehold (Detached)

$1199900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Experience your own private wellness retreat in this extensively upgraded home offering exceptional spa-like amenities, modern finishes, and an unbeat
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
34 Photos
Last Updated : 5 Days ago
2277 Scythes Street, Simcoe, ON , MLS #N13645658 , Image - 1

Like What you see?

2277 Scythes Street Stroud, Innisfil, Simcoe, ON MLS® N13645658

Residential Freehold (Detached)

$789900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained raised bungalow set on an expansive 70 255 ft lot, where privacy, space, and family living seamlessly come tog
41 Photos
Last Updated : 5 Days ago
31 Huron Street, Simcoe, ON , MLS #S13641626 , Image - 1

Like What you see?

Unit-618, 31 Huron Street Collingwood, Simcoe, ON MLS® S13641626

Residential Condo & Other (Condo Apartment)

$1139000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Penthouse 618 at Harbour House, Collingwood's premier waterfront condominium in the heart of downtown. Completed in 2025, this luxury resid
39 Photos
Last Updated : 5 Days ago
7363 Sideroad 33 34 Road, Simcoe, ON , MLS #S13512664 , Image - 1

Like What you see?

7363 Sideroad 33 34 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13512664

Residential Freehold (Detached)

$1300000.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
17.31 Acres with location location location! Have you been dreaming of owning a property with acreage that is close to town? This home is in the soug
50 Photos
Last Updated : 5 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13611864 , Image - 1

Like What you see?

Unit-15, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13611864

Residential Freehold (MobileTrailer)

$349900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled in the quiet adult lifestyle community of Candlelight Village, this well-kept 2-bedroom, 1.5-bath home offers the perfect blend of peaceful co
45 Photos
Last Updated : 5 Days ago
69 Rodney Street, Simcoe, ON , MLS #S13430118 , Image - 1

Like What you see?

69 Rodney Street Codrington, Barrie, Simcoe, ON MLS® S13430118

Residential Freehold (Detached)

$939900.0
price drop iconPrice drop by 14.5%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Huge Pool Size Lot! and Room for the In-Laws Walk to the Lake! Desirable East End Barrie on a huge corner lot with 100' frontage on Rodney and 100' on
50 Photos
Last Updated : 5 Days ago
301 Concession 4 Road E, Simcoe, ON , MLS #S13641492 , Image - 1

Like What you see?

301 Concession 4 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13641492

Residential Freehold (Farm)

$2599900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Expansive 44-acre estate offering immediate positive cash flow through a fully established and thriving dog
30 Photos
Last Updated : 5 Days ago
226 Lillian Crescent, Simcoe, ON , MLS #S13604802 , Image - 1

Like What you see?

226 Lillian Crescent Sunnidale, Barrie, Simcoe, ON MLS® S13604802

Residential Freehold (Detached)

$639000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This is one of those homes you walk into and immediately feel how exceptionally well cared for it has been. Add in that it is a true bungalow and it i
4 Photos
Last Updated : 5 Days ago
3294 Innisfil Beach Road, Simcoe, ON , MLS #N13480868 , Image - 1
3294 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13480868

Residential Freehold (Vacant Land)

$250000.0
ATTENTION INVESTORS AND BUILDERS! Vacant lot available under Power of Sale. This previously severed lot measures at 63.49 ft frontage by 336.85 and is
39 Photos
Last Updated : 5 Days ago
2865 Concession A Road, Simcoe, ON , MLS #S13640994 , Image - 1

Like What you see?

2865 Concession A Road Rural Ramara, Ramara, Simcoe, ON MLS® S13640994

Residential Freehold (Detached)

$849900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to country living at its finest! Set on a picturesque 1-acre lot with sweeping field views and just steps to Lake Simcoe with direct lake acce
29 Photos
Last Updated : 5 Days ago
91 Kate Aitken Crescent, Simcoe, ON , MLS #N13542856 , Image - 1

Like What you see?

91 Kate Aitken Crescent Beeton, New Tecumseth, Simcoe, ON MLS® N13542856

Residential Freehold (Detached)

$699800.0
price drop iconPrice drop by 4.0%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this move-in-ready 3-bedroom, 2-bathroom bungalow in the family-friendly community of Beeton. This home backs onto beautiful green space wi
32 Photos
Last Updated : 5 Days ago
3870 Darling Island Road, Simcoe, ON , MLS #S13610356 , Image - 1

Like What you see?

3870 Darling Island Road Port Severn, Severn, Simcoe, ON MLS® S13610356

Residential Freehold (Detached)

$1799900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy expansive views of the Trent Severn Waterway and a peaceful, nature-rich environment. The protected we
50 Photos
Last Updated : 5 Days ago
66 Michael Crescent, Simcoe, ON , MLS #S13635736 , Image - 1

Like What you see?

66 Michael Crescent East Bayfield, Barrie, Simcoe, ON MLS® S13635736

Residential Freehold (Att/Row/Townhouse)

$599999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Spacious End-Unit Townhome in Barrie's Desirable Northeast! This well-maintained 3-bedroom home offers a premium location backing onto a school and pa
27 Photos
Last Updated : 5 Days ago
66 Linden Lane, Simcoe, ON , MLS #N13593718 , Image - 1

Like What you see?

66 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13593718

Residential Freehold (Detached)

$229900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Priced to SELL! Fast Closing Available! This upgraded 2-bedroom, 1-bath 'Sandalwood' model in *Sandycove Acres* offers turnkey retirement living with
50 Photos
Last Updated : 5 Days ago
34 MCDERMITT Trail, Simcoe, ON , MLS #S13646546 , Image - 1

Like What you see?

34 MCDERMITT Trail Victoria Harbour, Tay, Simcoe, ON MLS® S13646546

Residential Freehold (Detached)

$729900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 34 McDermitt Trail in Victoria Harbour, a meticulously crafted bungalow by Seeley Homes offering the ultimate blend of comfort, independenc
49 Photos
Last Updated : 5 Days ago
49 Bond Street, Simcoe, ON , MLS #S13646500 , Image - 1

Like What you see?

49 Bond Street Orillia, Simcoe, ON MLS® S13646500

Residential Freehold (Detached)

$625000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well-maintained, updated bungalow in a desirable Orillia neighbourhood! Offering over 1,100 sq. ft. above grade plus a finished lower
44 Photos
Last Updated : 5 Days ago
6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

Like What you see?

6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 5.8%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - al
50 Photos
Last Updated : 5 Days ago
3500 Crescent Harbour Road, Simcoe, ON , MLS #N13239780 , Image - 1

Like What you see?

3500 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13239780

Residential Freehold (Detached)

$2099000.0
price drop iconPrice drop by 6.7%
  • 6 +3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 3500 Crescent Harbour Road, an extraordinary estate property located just steps from the sparkling shores of Lake Simcoe. Nestled on approx
35 Photos
Last Updated : 5 Days ago
6 Brandy Lane Drive, Simcoe, ON , MLS #S13579566 , Image - 1

Like What you see?

Unit-105, 6 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13579566

Residential Condo & Other (Condo Apartment)

$399000.0
price drop iconPrice drop by 2.7%
  • 1 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to this beautiful main-floor condo offering the perfect blend of comfort, convenience, and the Georgian Bay lifestyle. Backing onto the Georgi
31 Photos
Last Updated : 5 Days ago
68 GRACE Crescent, Simcoe, ON , MLS #S13605212 , Image - 1

Like What you see?

68 GRACE Crescent Painswick South, Barrie, Simcoe, ON MLS® S13605212

Residential Freehold (Detached)

$839000.0
  • 4 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Beautifully Upgraded 4-Bedroom Home On A Premium 49' Lot In Highly Coveted South Barrie! This Bright, Sun-Drenched, West-Facing Home Is Newly Upgraded
49 Photos
Last Updated : 5 Days ago
4 Kiernan Crescent N, Simcoe, ON , MLS #N13645878 , Image - 1

Like What you see?

4 Kiernan Crescent N Alliston, New Tecumseth, Simcoe, ON MLS® N13645878

Residential Freehold (Att/Row/Townhouse)

$749400.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Attention*** First Time Home Buyers And Investors. 2023 Built, finished from top to bottom, this freehold townhome offers the perfect blend of modern
50 Photos
Last Updated : 5 Days ago
1021 Langford Boulevard, Simcoe, ON , MLS #N13618920 , Image - 1

Like What you see?

1021 Langford Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13618920

Residential Freehold (Detached)

$1290000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
*Wow!*Absolutely Stunning Family Home In A Prime Bradford Location Only 5 Years New!*Situated On A Premium Corner Lot With An Impressive 60-Foot Front
22 Photos
Last Updated : 5 Days ago
457 Maple Street, Simcoe, ON , MLS #S13602130 , Image - 1

Like What you see?

457 Maple Street Collingwood, Simcoe, ON MLS® S13602130

Residential Freehold (Detached)

$599000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Cute as a button and full of charm, this tastefully updated home offers the perfect blend of character and modern comfort. Featuring a desirable main-
31 Photos
Last Updated : 5 Days ago
642 Spruce Street, Simcoe, ON , MLS #S13625682 , Image - 1

Like What you see?

642 Spruce Street Collingwood, Simcoe, ON MLS® S13625682

Residential Freehold (Detached)

$619000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
MOVE IN BEFORE SCHOOL STARTS! This stylish bungalow is centrally located close to Collingwood's trail system, schools, local amenities, Georgian Bay a
50 Photos
Last Updated : 5 Days ago
70 North Street W, Simcoe, ON , MLS #S13645738 , Image - 1

Like What you see?

70 North Street W Orillia, Simcoe, ON MLS® S13645738

Residential Freehold (Detached)

$639000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 70 North Street West,-a spacious all-brick bungalow situated on an extra-deep lot in the highly sought-after North Ward. Offering 3 generou
50 Photos
Last Updated : 5 Days ago
1033 Langford Boulevard, Simcoe, ON , MLS #N13118430 , Image - 1

Like What you see?

1033 Langford Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13118430

Residential Freehold (Detached)

$1299900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully maintained 5-bedroom home located in a family-friendly neighbourhood close to schools, parks, transit, shopping, and all e
5 Photos
Last Updated : 5 Days ago
64 Brethet Heights, Simcoe, ON , MLS #N13646266 , Image - 1
64 Brethet Heights Beeton, New Tecumseth, Simcoe, ON MLS® N13646266

Residential Freehold (Att/Row/Townhouse)

$610000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Part Of The Greenridge Community, The Aldergreen Town Home Model (2039 Square Feet)This Executive 3 3-storey town Home Is A Unique Combination Of Mode
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!