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Detached Houses for Sale in Simcoe Under $5M - P16

Showing results 451 - 480 of 3366
Last Updated: September 21, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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32 Photos
Last Updated : 3 Days ago
39 Domar Road, Simcoe, ON , MLS #S13695472 , Image - 1
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39 Domar Road Rural Tiny, Tiny, Simcoe, ON MLS® S13695472

Residential Freehold (Detached)

$548000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Rare Opportunity to Own a Huge 100' x 150' Lot Just Steps from Georgian Bay. Tucked beneath mature trees on a private, generously sized lot, 39 Domar
45 Photos
Last Updated : 3 Days ago
5 Elizabeth Street, Simcoe, ON , MLS #N13745346 , Image - 1

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5 Elizabeth Street Cookstown, Innisfil, Simcoe, ON MLS® N13745346

Residential Freehold (Detached)

$560000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this 3-bedroom, 2-bathroom raised ranch, situated in the historic village of Cookstown! The main floor features an open-concept layout cent
34 Photos
Last Updated : 3 Days ago
15 Sherwood Court, Simcoe, ON , MLS #S13762608 , Image - 1

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15 Sherwood Court Northwest, Barrie, Simcoe, ON MLS® S13762608

Residential Freehold (Detached)

$759900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Step into a home that combines comfort, style & thoughtful updates in a welcoming setting! From the moment you enter, you'll appreciate the care & att
50 Photos
Last Updated : 4 Days ago
390 Arthur Street, Simcoe, ON , MLS #S13546356 , Image - 1

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390 Arthur Street Orillia, Simcoe, ON MLS® S13546356

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 3.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central lo
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
19 Photos
Last Updated : 4 Days ago
2 Brown Wood Drive, Simcoe, ON , MLS #S13797704 , Image - 1

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2 Brown Wood Drive Little Lake, Barrie, Simcoe, ON MLS® S13797704

Residential Freehold (Detached)

$719900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NORTH BARRIE BUNGALOW ON A CORNER LOT WITH OVER 2,100 FINISHED SQ. FT., AN UPDATED KITCHEN, FINISHED LOWER LEVEL & PRIVATE FENCED YARD! The kitchen yo
49 Photos
Last Updated : 4 Days ago
5 Leith Drive, Simcoe, ON , MLS #N13538216 , Image - 1

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5 Leith Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13538216

Residential Freehold (Detached)

$1380000.0
price drop iconPrice drop by 3.2%
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 5 Leith Road, in exceptional Dreamfields Area offering over 3,000 sq. ft. of elegant above-grade living space, complemented by a beautifull
44 Photos
Last Updated : 4 Days ago
1811 Tiny Beaches Road S, Simcoe, ON , MLS #S13797608 , Image - 1

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1811 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13797608

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to your Woodland Beach retreat, just steps from the crystal-clear waters of Georgian Bay. Blending year-round comfort, this renovated bungalow
49 Photos
Last Updated : 4 Days ago
4 Morrison Court, Simcoe, ON , MLS #N13794188 , Image - 1

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4 Morrison Court Rural Essa, Essa, Simcoe, ON MLS® N13794188

Residential Freehold (Detached)

$2098000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Set on a private 1.56-acre lot at the end of a quiet cul-de-sac in Ridge Hill Estates, this executive 2-storey home offers open country views and a ba
50 Photos
Last Updated : 4 Days ago
39 Mckeown Street, Simcoe, ON , MLS #N13682266 , Image - 1

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39 Mckeown Street Thornton, Essa, Simcoe, ON MLS® N13682266

Residential Freehold (Detached)

$1799900.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Rare Opportunity to Own a Luxury Estate on Nearly 1/2 Acre! Experience exceptional quality and sophisticated design in this stunning residence offerin
32 Photos
Last Updated : 4 Days ago
3679 McCarthy Drive, Simcoe, ON , MLS #S13667740 , Image - 1

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3679 McCarthy Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13667740

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 2.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Expansive 33-Acre Private Retreat | A Rare Blend of Tranquility & Convenience. Welcome to your own slice of paradise-an extraordinary 33-acre property
50 Photos
Last Updated : 4 Days ago
3219 Hampshire Mills Line, Simcoe, ON , MLS #S13786308 , Image - 1

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3219 Hampshire Mills Line Rural Severn, Severn, Simcoe, ON MLS® S13786308

Residential Freehold (Detached)

$2600000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Set on 1.4 acres, this exceptional five-bedroom estate offers over 6,400 sq. ft. of finished living space, thoughtfully expanded and renovated with a
18 Photos
Last Updated : 4 Days ago
6121 Concession B C Road, Simcoe, ON , MLS #S11887032 , Image - 1

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6121 Concession B C Road Rural Ramara, Ramara, Simcoe, ON MLS® S11887032

Residential Freehold (Detached)

$818000.0
price drop iconPrice drop by 17.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
ANOTHER QUALITY KRISTENSEN BUILDERS HOME, 1600 ft. , THREE BEDROOMS, WITH A LARGE 2 CAR ATTACHED GARAGE,[ 22'.5 X 24'8] MAIN FLOOR AND BASEMENT ENTRAN
38 Photos
Last Updated : 4 Days ago
43 Booth Lane, Simcoe, ON , MLS #S13797534 , Image - 1

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43 Booth Lane Painswick South, Barrie, Simcoe, ON MLS® S13797534

Residential Freehold (Detached)

$798000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 43 Booth Lane, a spacious 4-bed family home in Barrie's desirable Painswick South community READY TO MOVE IN! Featuring 9-ft main-floor cei
Open House : Wed Sep 23, 05:00 PM to 07:00 PM
31 Photos
Last Updated : 4 Days ago
7 Tamarack Court, Simcoe, ON , MLS #N13797522 , Image - 1

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7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13797522

Residential Freehold (Detached)

$424900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou
49 Photos
Last Updated : 4 Days ago
35 Sweet Cicely Street, Simcoe, ON , MLS #S13789894 , Image - 1

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35 Sweet Cicely Street Midhurst, Springwater, Simcoe, ON MLS® S13789894

Residential Freehold (Detached)

$1025000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Beautiful 4 Bedroom, 3.5 Bathroom property at Midhurst Valley! At approx 3,300 square feet, this home features hardwood flooring on the main level, pr
50 Photos
Last Updated : 4 Days ago
5859 7th Line, Simcoe, ON , MLS #N13797320 , Image - 1

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5859 7th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13797320

Residential Freehold (Detached)

$1199000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 5859 7th Line in picturesque Beeton!Perched atop a rolling hill on a sprawling 100 x 190 ft country lot, this beautifully updated backsplit
49 Photos
Last Updated : 4 Days ago
70 Back Street, Simcoe, ON , MLS #N13613954 , Image - 1

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70 Back Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13613954

Residential Freehold (Detached)

$1288000.0
price drop iconPrice drop by 7.9%
  • 4 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Great opportunities! Best of the Area!!! Stunning Detached Side Split Home** Well Renovated & Maintained Thru Years** Nested On A Massive Lot With 4 B
30 Photos
Last Updated : 4 Days ago
4 Belair Place, Simcoe, ON , MLS #N13796998 , Image - 1

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4 Belair Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13796998

Residential Condo & Other (Detached Condo)

$620000.0
  • 1 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to the amazing Briar Hill development just minutes from the Nottawassaga Inn and 36 hole golf course, 15 minutes west of Hwy 400 along Hwy 89.
50 Photos
Last Updated : 4 Days ago
6 Georgian Grande Drive, Simcoe, ON , MLS #S13786564 , Image - 1

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6 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13786564

Residential Freehold (Detached)

$2250000.0
  • 4 +1 Beds
  • 6 Baths
  • 2500-3000 sq-ft
OPEN HOUSE Sat Sept 19, 1-3pm. 6 Georgian Grande Drive is truly a one-of-a-kind home in the sought-after Braestone lifestyle community. Renovated with
26 Photos
Last Updated : 4 Days ago
76 Linden Lane, Simcoe, ON , MLS #N13685856 , Image - 1

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76 Linden Lane Alcona, Innisfil, Simcoe, ON MLS® N13685856

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Brand new modular bungalow on a land lease adult community in Innisfil. Approximately 1,060 square feet of thoughtfully designed living space featurin
40 Photos
Last Updated : 4 Days ago
281 Springfield Crescent, Simcoe, ON , MLS #S13777116 , Image - 1

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281 Springfield Crescent Stayner, Clearview, Simcoe, ON MLS® S13777116

Residential Freehold (Detached)

$599000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
STUNNING & MOVE-IN READY! Built in 2024, this contemporary 2-storey detached home at 281 Springfield Crescent features a LUXURIOUS black exterior with
36 Photos
Last Updated : 4 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S13797174 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S13797174

Residential Freehold (Detached)

$889000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Imagine waking up to peaceful canal views, enjoying your morning coffee on the deck, and heading out for a spontaneous boat ride with direct access to
50 Photos
Last Updated : 4 Days ago
200 Cumming Drive, Simcoe, ON , MLS #S13708494 , Image - 1

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200 Cumming Drive Ardagh, Barrie, Simcoe, ON MLS® S13708494

Residential Freehold (Detached)

$909000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 200 Cumming Drive, an exceptional 3,000 sq. ft. open-concept bungalow nestled in Barrie's sought-after Ardagh Bluffs neighborhood. Designed
50 Photos
Last Updated : 4 Days ago
256 Manly Street, Simcoe, ON , MLS #S13456666 , Image - 1

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256 Manly Street Midland, Simcoe, ON MLS® S13456666

Residential Freehold (Detached)

$349900.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Century home opportunity in the heart of Midland! This character-filled 3 bedroom home offers a 4-piece bathroom plus an additional 1-piece bath, spac
29 Photos
Last Updated : 4 Days ago
29 Dillon Drive, Simcoe, ON , MLS #S13765068 , Image - 1

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29 Dillon Drive Collingwood, Simcoe, ON MLS® S13765068

Residential Freehold (Detached)

$639000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
The kitchen features a practical island with breakfast bar, while the adjoining dining area provides direct access to the deck and large, private back
27 Photos
Last Updated : 4 Days ago
36 Georgian Meadows Drive, Simcoe, ON , MLS #S13537830 , Image - 1

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36 Georgian Meadows Drive Collingwood, Simcoe, ON MLS® S13537830

Residential Freehold (Detached)

$959900.0
price drop iconPrice drop by 3.0%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A fabulous Executive 4 bedroom home in a wonderful family neighbourhood in Collingwood. The main floor has custom high end Kitchen with quartz counter
50 Photos
Last Updated : 4 Days ago
1660 Moyer Avenue, Simcoe, ON , MLS #N13797150 , Image - 1

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1660 Moyer Avenue Alcona, Innisfil, Simcoe, ON MLS® N13797150

Residential Freehold (Detached)

$869000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to This Stunning Custom-Built home in a Prime Location! Overlooking the golf course and located just minutes from Lake Simcoe, shopping, and h
50 Photos
Last Updated : 4 Days ago
17 White Crescent, Simcoe, ON , MLS #S13732158 , Image - 1

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17 White Crescent Holly, Barrie, Simcoe, ON MLS® S13732158

Residential Freehold (Detached)

$879900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
WELCOME TO 17 WHITE CRES! This spacious two-storey brick home offers more than 3000 sq. ft. of total living space! The bright main floor features gene
41 Photos
Last Updated : 4 Days ago
32 Wessenger Drive, Simcoe, ON , MLS #S13796468 , Image - 1

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32 Wessenger Drive Holly, Barrie, Simcoe, ON MLS® S13796468

Residential Freehold (Detached)

$729900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
32 Wessenger is a true showstopper! With over 2300 square feet of total living space, this beautifully landscaped home offers the perfect blend of sty
23 Photos
Last Updated : 4 Days ago
5 Sandringham Drive, Simcoe, ON , MLS #S13797114 , Image - 1

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5 Sandringham Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13797114

Residential Freehold (Detached)

$900000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
ROOM TO GROW, SPACE TO LIVE WELL & AN INNISHORE ADDRESS TO LOVE! Originally built as the builder's model and meticulously maintained ever since, this
Shortlisted Properties
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