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 - P27

Showing results 781 - 810 of 1064
Last Updated: June 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 48 Days ago
19 Mulock Drive, Simcoe, ON , MLS #N13108812 , Image - 1
Image With Blur overlay

Like What you see?

19 Mulock Drive Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13108812

Residential Freehold (Detached)

$1695000.0
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Move-In Ready! This beautifully updated log home sits on a quiet street in the sought-after community of Bond Head, blending rustic charm with modern
40 Photos
Last Updated : 49 Days ago
3225 10 Line N, Simcoe, ON , MLS #S12924780 , Image - 1

Like What you see?

3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12924780

Residential Freehold (Detached)

$1349000.0
price drop iconPrice drop by 3.6%
  • 3 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolute Dream Home! Set On A Private, Park-Like 2-Acre Lot In One Of Oro-Medonte's Most Desirable Locations, This Stunning Custom-Built Home Offers L
1 Photos
Last Updated : 49 Days ago
7 Wakefield Boulevard, Simcoe, ON
7 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N13023186

Residential Freehold (Detached)

$799999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To 7 Wakefield Blvd In Angus, A Well-Maintained, Thoughtfully Designed Detached Home That Offers Comfort, Space, And Functionality For Growing
11 Photos
Last Updated : 49 Days ago
LT 19 BUCHANAN Street, Simcoe, ON , MLS #N13107606 , Image - 1

Like What you see?

LT 19 BUCHANAN Street Alcona, Innisfil, Simcoe, ON MLS® N13107606

Residential Freehold (Vacant Land)

$189000.0
  • < 700 sq-ft
Located in a desirable, family-friendly neighbourhood, Lot 19 offers an excellent location just steps from the beaches of Lake Simcoe at 9th Line. The
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
11 Photos
Last Updated : 49 Days ago
LT 20 BUCHANAN Street, Simcoe, ON , MLS #N13107604 , Image - 1

Like What you see?

LT 20 BUCHANAN Street Alcona, Innisfil, Simcoe, ON MLS® N13107604

Residential Freehold (Vacant Land)

$189000.0
  • < 700 sq-ft
Located in a desirable, family-friendly neighbourhood, Lot 19 offers an excellent location just steps from the beaches of Lake Simcoe at 9th Line. The
30 Photos
Last Updated : 49 Days ago
30 Aikens Crescent, Simcoe, ON , MLS #S12877532 , Image - 1

Like What you see?

30 Aikens Crescent Holly, Barrie, Simcoe, ON MLS® S12877532

Residential Freehold (Link)

$725000.0
price drop iconPrice drop by 2.0%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully maintained 3-bedroom detached home (linked only at the foundation) located on a quiet family-friendly street in a fantastic Barrie neighbo
40 Photos
Last Updated : 50 Days ago
3 Best Court, Simcoe, ON , MLS #S13076818 , Image - 1

Like What you see?

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S13076818

Residential Freehold (Detached)

$1699000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the very best of country living, just minutes from Barrie! Here's your chance to own this gorgeous custom-built home in the upscale Whisper
22 Photos
Last Updated : 50 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13104040 , Image - 1

Like What you see?

Unit-4, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13104040

Residential Condo & Other (Condo Townhouse)

$299900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
LOW-MAINTENANCE LAGOON CITY LIVING WITH WATERFRONT VIEWS, BEACH ACCESS & A SHARED POOL! Life in Lagoon City feels more like a lakeside resort than con
12 Photos
Last Updated : 50 Days ago
305 Ouida Street, Simcoe, ON , MLS #S13092040 , Image - 1

Like What you see?

305 Ouida Street Waubaushene, Tay, Simcoe, ON MLS® S13092040

Residential Freehold (Vacant Land)

$175000.0
Top 5 Reasons You Will Love This Property: 1) Terrific levelled and deep building lot located in-town 2) Added benefit of the larger lot to add a pool
47 Photos
Last Updated : 50 Days ago
22 LAURIER Boulevard, Simcoe, ON , MLS #S12981498 , Image - 1

Like What you see?

22 LAURIER Boulevard Rural Tiny, Tiny, Simcoe, ON MLS® S12981498

Residential Freehold (Detached)

$619999.0
price drop iconPrice drop by 3.1%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Move in right away and start enjoying the lifestyle you've been waiting for! Immediate occupancy is available with this charming turnkey raised bungal
31 Photos
Last Updated : 50 Days ago
493 Oxbow Crescent, Simcoe, ON , MLS #S13101298 , Image - 1

Like What you see?

493 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13101298

Residential Condo & Other (Condo Townhouse)

$595000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This beautifully updated home offers three spacious bedrooms and two modernized bathrooms, thoughtfully designed for comfort and style. The main floor
39 Photos
Last Updated : 50 Days ago
2 Wild Ginger Lane, Simcoe, ON , MLS #S13040966 , Image - 1

Like What you see?

2 Wild Ginger Lane Midhurst, Springwater, Simcoe, ON MLS® S13040966

Residential Freehold (Detached)

$994990.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 2 Wild Ginger Lane - Where Modern Elegance Meets Luxury Living. Situated on a premium corner lot, this stunning 2,953 sq. ft. residence sho
22 Photos
Last Updated : 50 Days ago
62 Calypso Avenue, Simcoe, ON , MLS #S13101132 , Image - 1

Like What you see?

62 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13101132

Residential Freehold (Detached)

$1159900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Introducing this stunning brand new detached home built by reputable Sundance Homes. The Countryside Model boasting an impressive 3,323 sq ft of luxur
34 Photos
Last Updated : 51 Days ago
137 Queen Street, Simcoe, ON , MLS #N13100398 , Image - 1

Like What you see?

137 Queen Street Alliston, New Tecumseth, Simcoe, ON MLS® N13100398

Residential Freehold (Detached)

$825000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 137 Queen Street, a bright and beautifully maintained 3 + 1-bedroom, 2-washroom backsplit in the heart of Alliston. This inviting home feat
7 Photos
Last Updated : 51 Days ago
61 Fairlane Avenue, Simcoe, ON , MLS #S13100122 , Image - 1

Like What you see?

61 Fairlane Avenue Painswick South, Barrie, Simcoe, ON MLS® S13100122

Residential Freehold (Att/Row/Townhouse)

$599000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Investment Opportunity Meets Modern Living! This beautifully maintained 3-bedroom freehold townhome in the sought-after Yonge & GO Towns is perfect fo
15 Photos
Last Updated : 51 Days ago
16 SUNWARD Drive, Simcoe, ON , MLS #S13099366 , Image - 1

Like What you see?

16 SUNWARD Drive Wasaga Beach, Simcoe, ON MLS® S13099366

Residential Freehold (Vacant Land)

$599000.0
Perfect Building lot for TWO homes. This rare opportunity doesn't come by often where you find a lot that has access to 2 thru roads. Measuring 100 x
50 Photos
Last Updated : 51 Days ago
22 Cranberry Surf N/A, Simcoe, ON , MLS #S12919112 , Image - 1

Like What you see?

22 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S12919112

Residential Condo & Other (Condo Townhouse)

$549900.0
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
With views of Georgian Bay, a neighborhood saltwater pool, and direct access to nature, 22 Cranberry Surf offers the perfect blend of modern comfort a
50 Photos
Last Updated : 51 Days ago
1936 PENINSULA POINT Road, Simcoe, ON , MLS #S13083038 , Image - 1

Like What you see?

1936 PENINSULA POINT Road Rural Severn, Severn, Simcoe, ON MLS® S13083038

Residential Freehold (Detached)

$1088000.0
  • 4 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautiful detached home set on approximately 1.42 acres of peaceful green space. With 4+3 bedrooms and separate in-law units featuring
50 Photos
Last Updated : 51 Days ago
10 SUNSET Court, Simcoe, ON , MLS #S13066992 , Image - 1

Like What you see?

10 SUNSET Court Wasaga Beach, Simcoe, ON MLS® S13066992

Residential Freehold (Detached)

$999999.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Premium Riverfront Location! Features Unique all Brick 1564 sq.ft. Octagon home on a private and picturesque Riverfront lot in Wasaga Beach. Enormous
50 Photos
Last Updated : 51 Days ago
2199 Dawson Crescent, Simcoe, ON , MLS #N13095128 , Image - 1

Like What you see?

2199 Dawson Crescent Alcona, Innisfil, Simcoe, ON MLS® N13095128

Residential Freehold (Detached)

$1097000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
A home crafted with intention and designed to inspire in the heart of Innisfil. From the moment you arrive, youll feel the difference the attention to
50 Photos
Last Updated : 51 Days ago
160 Miller Park Avenue, Simcoe, ON , MLS #N13094850 , Image - 1

Like What you see?

160 Miller Park Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13094850

Residential Freehold (Detached)

$1088000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Positioned in an excellent family-friendly location, this spacious 4+1 bedroom, 2-storey home sits on a generous 54.33 x 134.5 ft lot and offers the s
31 Photos
Last Updated : 51 Days ago
303 Broward Way, Simcoe, ON , MLS #N13094784 , Image - 1

Like What you see?

303 Broward Way
Unit-97, 303 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13094784

Residential Condo & Other (Condo Apartment)

$1039000.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Newly repositioned and offering exceptional value, this waterfront residence showcases standout views of the Marina, Centre Pier, and the sparkling wa
28 Photos
Last Updated : 51 Days ago
1152 Peelar Crescent, Simcoe, ON , MLS #N13094680 , Image - 1

Like What you see?

1152 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N13094680

Residential Freehold (Detached)

$864990.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Don't miss your chance on this impeccably maintained, FULLY FINISHED, MOVE-IN READY & Upgraded 4+1 Bedrooms, 4-Bathrooms Detached Walk-out Basement in
32 Photos
Last Updated : 52 Days ago
233 Innisfil Street, Simcoe, ON , MLS #S13088460 , Image - 1

Like What you see?

Unit-4, 233 Innisfil Street Allandale Centre, Barrie, Simcoe, ON MLS® S13088460

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 3 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
***Meticulously Maintained*** ***Fully Updated*** ***End Unit*** is move-in-ready. The bright and spacious 3 Bedroom condo townhouse offers over 140
7 Photos
Last Updated : 52 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

Like What you see?

607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$199000.0
price drop iconPrice drop by 33.4%
  • < 700 sq-ft
Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl
32 Photos
Last Updated : 52 Days ago
5227 3rd Line, Simcoe, ON , MLS #N12969082 , Image - 1

Like What you see?

5227 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12969082

Residential Freehold (Detached)

$1599900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
RARE FIND: 10 ACRES + WORKSHOP POTENTIAL! Renovated 3+1 bedroom bungalow with a 20x40 Quonset-ideal for contractors, hobbyists, or anyone needing spac
9 Photos
Last Updated : 52 Days ago
PL 20 Concession 18 N/A W, Simcoe, ON , MLS #S13063306 , Image - 1

Like What you see?

PL 20 Concession 18 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13063306

Residential Freehold (Vacant Land)

$529000.0
  • < 700 sq-ft
Discover the perfect blend of natural beauty and privacy with this exceptional 26 plus acre parcel located near Lafontaine and Thunder Beach in the To
49 Photos
Last Updated : 52 Days ago
9 Mayapple Street, Simcoe, ON , MLS #N13092404 , Image - 1

Like What you see?

9 Mayapple Street Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13092404

Residential Freehold (Att/Row/Townhouse)

$829900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To 9 Mayapple St In The Charming Village Of Colgan, Freehold Brand New Never Lived In Home Offering A Great Layout With Functional Design & Mo
34 Photos
Last Updated : 52 Days ago
60 SUNNIDALE RIVER Road, Simcoe, ON , MLS #S13091348 , Image - 1

Like What you see?

60 SUNNIDALE RIVER Road Wasaga Beach, Simcoe, ON MLS® S13091348

Residential Freehold (Detached)

$500000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled on a quiet, well-treed street and only a short distance to the sandy shores of Beach Area 5, dining and shopping in the growing community of
7 Photos
Last Updated : 52 Days ago
3282 OGDENS BEACH Road, Simcoe, ON , MLS #S13067678 , Image - 1

Like What you see?

Unit-64, 3282 OGDENS BEACH Road Rural Tay, Tay, Simcoe, ON MLS® S13067678

Residential Freehold (Detached)

$189900.0
  • 2 Beds
  • 2 Baths
  • < 700 sq-ft
Spring special. This brand-new 2-bedroom, 1-bathroom Cognashene Cottage offers 540 sq ft of modern, turnkey living on a stunning waterfront lot overlo
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!