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Detached Houses for Sale in Simcoe Under $5M - P36

Showing results 1051 - 1080 of 3393
Last Updated: August 06, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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45 Photos
Last Updated : 9 Days ago
8101 Kings River Road, Simcoe, ON , MLS #S13202896 , Image - 1
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8101 Kings River Road Rural Ramara, Ramara, Simcoe, ON MLS® S13202896

Residential Freehold (Detached)

$749000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Currently licensed and successfully operating as an Airbnb, this turnkey waterfront property is a rare opportunity to own a high-performing short-term
31 Photos
Last Updated : 9 Days ago
1204 Benson Street, Simcoe, ON , MLS #N13613640 , Image - 1

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1204 Benson Street Alcona, Innisfil, Simcoe, ON MLS® N13613640

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained 3+1 bedroom, 3 bathroom detached home offering over 2,100 sq. ft. of finished living space in the heart of Alco
43 Photos
Last Updated : 9 Days ago
121 Hutchinson Drive, Simcoe, ON , MLS #N13579172 , Image - 1

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121 Hutchinson Drive Alliston, New Tecumseth, Simcoe, ON MLS® N13579172

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to the home that truly has it all. Nestled in a highly sought after, family friendly neighbourhood, this beautifully upgraded and well-maintai
40 Photos
Last Updated : 9 Days ago
229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

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229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13101416

Residential Freehold (Detached)

$675000.0
price drop iconPrice drop by 3.6%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Quality brick bungalow in a prime Stayner location. Welcome to 229 Datas Drive East, a solid and well-cared-for home built in 1985 by the respected Wo
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
35 Photos
Last Updated : 9 Days ago
91 Calypso Avenue, Simcoe, ON , MLS #S13613534 , Image - 1

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91 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13613534

Residential Freehold (Detached)

$994602.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to Midhurst Valley by Sundance Homes. Approx 3,150 sf. of living space with 4 Bed and 3.5 Baths. Quick Access to Hwy 400. Sleek Modern Exterio
42 Photos
Last Updated : 9 Days ago
70 Calypso Avenue, Simcoe, ON , MLS #S13613530 , Image - 1

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70 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13613530

Residential Freehold (Detached)

$1043900.0
  • 6 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to Midhurst Valley by Sundance Homes. Approx 4,230 sf. of living space with 4 Bed and 3.5 Baths and finished walk out basement with 2 Bed and
38 Photos
Last Updated : 9 Days ago
52 Calypso Avenue, Simcoe, ON , MLS #S13613526 , Image - 1

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52 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13613526

Residential Freehold (Detached)

$835310.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning 4-bedroom family home in Midhurst Valley by Sundance Homes. The great room seamlessly flows into the bright kitchen equipped
40 Photos
Last Updated : 9 Days ago
36 Sassafras Road, Simcoe, ON , MLS #S13613522 , Image - 1

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36 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13613522

Residential Freehold (Detached)

$1013900.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to this stunning 4-bedroom home in Midhurst Valley by Sundance Homes. Featuring a formal living room, dining room, & a great room with waffle
35 Photos
Last Updated : 9 Days ago
31 Sassafras Road, Simcoe, ON , MLS #S13613520 , Image - 1

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31 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13613520

Residential Freehold (Detached)

$853009.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this stunning 4-bedroom family home in Midhurst Valley by Sundance Homes. Featuring a dining room, and an open-concept great room that flow
35 Photos
Last Updated : 9 Days ago
7 Daffodil Road, Simcoe, ON , MLS #S13613510 , Image - 1

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7 Daffodil Road Midhurst, Springwater, Simcoe, ON MLS® S13613510

Residential Freehold (Detached)

$870708.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to Midhurst Valley by Sundance Homes. 4 Bed w/ 3.5 Baths. Great Family Home in First Phase of Master Planned Community. Quick Access to Hwy 40
45 Photos
Last Updated : 9 Days ago
5 Rowe Street, Simcoe, ON , MLS #N13613478 , Image - 1

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5 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13613478

Residential Freehold (Detached)

$1493900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Brand New Merlot model by Sundance Homes with full Tarion Warranty. Smooth ceilings, stone countertops and solid surface flooring throughout. Oak stai
28 Photos
Last Updated : 9 Days ago
2709 Wainman Line, Simcoe, ON , MLS #S13459786 , Image - 1

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2709 Wainman Line Rural Severn, Severn, Simcoe, ON MLS® S13459786

Residential Freehold (Detached)

$1295000.0
price drop iconPrice drop by 7.2%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Tucked away in 5 Acres of pristine forest, this extraordinary private estate offers a rare opportunity to own a place where peace, nature, and luxury
31 Photos
Last Updated : 9 Days ago
3276 Turnbull Drive, Simcoe, ON , MLS #S13116810 , Image - 1

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3276 Turnbull Drive West Shore, Severn, Simcoe, ON MLS® S13116810

Residential Freehold (Detached)

$949000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Step Into The Life You've Always Dreamed Of. Welcome To This Beautifully Maintained Modern Family Home Where Comfort, Warmth, And Elegance Come Togeth
43 Photos
Last Updated : 9 Days ago
1129 Lindy Lane, Simcoe, ON , MLS #N13612958 , Image - 1

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1129 Lindy Lane Gilford, Innisfil, Simcoe, ON MLS® N13612958

Residential Freehold (Detached)

$639900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to the relaxed lakeside lifestyle you've been dreaming of. Set on a beautifully landscaped 50 x 150 ft lot in the sought-after waterfront comm
40 Photos
Last Updated : 9 Days ago
82 Bishop Drive, Simcoe, ON , MLS #S13126668 , Image - 1

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82 Bishop Drive Ardagh, Barrie, Simcoe, ON MLS® S13126668

Residential Freehold (Detached)

$1039900.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 82 Bishop, this perfectly designed home offers both comfort and convenience with large rooms throughout, this spacious and beautifully loca
21 Photos
Last Updated : 9 Days ago
808 Oxbow Park Drive, Simcoe, ON , MLS #S13612336 , Image - 1

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808 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13612336

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the potential of this rare waterfront property on approximately 0.6 acres along the scenic Nottawasaga River in Wasaga Beach. Offering a peac
40 Photos
Last Updated : 9 Days ago
1940 6 Line N, Simcoe, ON , MLS #S13507106 , Image - 1

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1940 6 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13507106

Residential Freehold (Detached)

$1999900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Lifestyle Meets Luxury! Quality New Custom smart Home With Over 4,100+ Sqft Of Available Living Space. Atop Of 2.5 High And Dry Acres Set Around Pictu
22 Photos
Last Updated : 9 Days ago
253 Dunlop Street E, Simcoe, ON , MLS #S13416004 , Image - 1

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253 Dunlop Street E North Shore, Barrie, Simcoe, ON MLS® S13416004

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 3.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Charming home close to Barrie's beautiful waterfront and all downtown amenities! Great opportunities with the RM2 zoning, potential work from home. 3+
36 Photos
Last Updated : 9 Days ago
3039 Poplar Road, Simcoe, ON , MLS #N13613140 , Image - 1

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3039 Poplar Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13613140

Residential Freehold (Detached)

$574900.0
  • 3 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 3039 Poplar Rd in the desirable town of Innisfil. A fantastic opportunity for first-time home buyers, investors, or anyone looking to add t
38 Photos
Last Updated : 9 Days ago
310 Golf Course Road, Simcoe, ON , MLS #S12965576 , Image - 1

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310 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S12965576

Residential Freehold (Detached)

$739900.0
price drop iconPrice drop by 7.5%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
An inviting foyer welcomes you into this charming split-entry home, leading up to a bright and airy open-concept main floor where the kitchen seamless
50 Photos
Last Updated : 9 Days ago
23 Timcourt Drive, Simcoe, ON , MLS #S13585198 , Image - 1

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23 Timcourt Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13585198

Residential Freehold (Detached)

$1099995.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Imagine starting your morning with a coffee in the sunroom as the sun rises over the lake, spending the afternoon on the water from your private dock,
50 Photos
Last Updated : 9 Days ago
20 Scott Lane, Simcoe, ON , MLS #S13612392 , Image - 1

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20 Scott Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13612392

Residential Freehold (Detached)

$1399900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to one of the most beautiful and desired beaches on Georgian Bay! This charming property has access to a stunning sandy beach with ownership e
28 Photos
Last Updated : 9 Days ago
4051 Glen Cedar Drive, Simcoe, ON , MLS #S13169484 , Image - 1

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4051 Glen Cedar Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13169484

Residential Freehold (Detached)

$960000.0
  • 4 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Experience the charm of waterfront living in this inviting home set along a peaceful canal with direct access to beautiful Lake Simcoe. Offering five
40 Photos
Last Updated : 9 Days ago
14 Chippawa Court, Simcoe, ON , MLS #S13236054 , Image - 1

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14 Chippawa Court North Shore, Barrie, Simcoe, ON MLS® S13236054

Residential Freehold (Detached)

$629900.0
price drop iconPrice drop by 3.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful Detached Raised Bungalow with a Park-Like Backyard and Walkout Basement Apartment on a Massive Lot, Just Steps from Lake Simcoe and the Beac
49 Photos
Last Updated : 9 Days ago
1518 Broderick Street, Simcoe, ON , MLS #N13498256 , Image - 1

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1518 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13498256

Residential Freehold (Detached)

$1349000.0
price drop iconPrice drop by 3.6%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautiful 2023-built home, barely lived in and showing like new. Freshly painted and situated on a premium fenced, pool-sized corner l
Open House : Sun Aug 09, 01:00 PM to 03:00 PM
3 Photos
Last Updated : 9 Days ago
253 Hickling Trail, Simcoe, ON , MLS #S13433222 , Image - 1
253 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S13433222

Residential Freehold (Detached)

$599900.0
  • 4 +0 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Great investment opportunity with this legal rooming house. This spacious 2,200 sq. ft. home features six bedrooms and is currently occupied by five t
20 Photos
Last Updated : 9 Days ago
60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

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60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea
27 Photos
Last Updated : 9 Days ago
14 Courtland Street, Simcoe, ON , MLS #S13451982 , Image - 1

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14 Courtland Street Orillia, Simcoe, ON MLS® S13451982

Residential Freehold (Detached)

$609900.0
price drop iconPrice drop by 6.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped property ideally located close to beaches, parks, and all amenities. Situated on a generous 200-foot lot, this brick and siding
21 Photos
Last Updated : 9 Days ago
86 John Street, Simcoe, ON , MLS #S13513840 , Image - 1

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86 John Street Sanford, Barrie, Simcoe, ON MLS® S13513840

Residential Freehold (Detached)

$519888.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Your Beachside Lifestyle Awaits! Cute as a button and radiating true pride of ownership, this delightful 1,130 sq. ft. home is the turnkey opportunity
50 Photos
Last Updated : 9 Days ago
1338 Killarney Beach Road, Simcoe, ON , MLS #N13146662 , Image - 1

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1338 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N13146662

Residential Freehold (Detached)

$999000.0
price drop iconPrice drop by 16.7%
  • 3 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set on a rare and expansive double lot on Killarney Beach Road, this legal duplex property offers exceptional space, flexibility, and strong income-ge
Shortlisted Properties
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