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Houses for Sale in Simcoe Under $2 Million - P4

Showing results 91 - 120 of 4365
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 15 Hours ago
18 Lloyd Cook Drive W, Simcoe, ON , MLS #S13672766 , Image - 1
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18 Lloyd Cook Drive W Snow Valley, Springwater, Simcoe, ON MLS® S13672766

Residential Freehold (Detached)

$1499999.0
price drop iconPrice drop by 6.3%
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
QUALITY FUMO BUILT SHOWPIECE WITH WALK OUT BASEMENT IN HIGHLY DESIRABLE SNOW VALLEY BACKING ONTO A RAVINE AND EP LAND! OVER 4400 SQUARE FEET FINISHED
34 Photos
Last Updated : 15 Hours ago
14 Legacy Circle, Simcoe, ON , MLS #S13622850 , Image - 1

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14 Legacy Circle Wasaga Beach, Simcoe, ON MLS® S13622850

Residential Freehold (Detached)

$676097.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this stunning new build offering 1,858 sq. ft. of beautifully designed living space, thoughtfully upgraded from top to bottom and ready for
Open House : Sat Nov 21, 12:00 PM to 05:00 PM
36 Photos
Last Updated : 15 Hours ago
18 Legacy Circle, Simcoe, ON , MLS #S13622858 , Image - 1

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18 Legacy Circle Wasaga Beach, Simcoe, ON MLS® S13622858

Residential Freehold (Detached)

$676097.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional brand-new residence offering 1,858 sq. ft. of thoughtfully crafted living space and modern finishes throughout. Never live
Open House : Sat Nov 21, 12:00 PM to 05:00 PM
30 Photos
Last Updated : 15 Hours ago
24 Goldie Drive, Simcoe, ON , MLS #S14093900 , Image - 1

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24 Goldie Drive Orillia, Simcoe, ON MLS® S14093900

Residential Freehold (Detached)

$549000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
24 Goldie Dr in Orillia's desirable North Ward offers a great combination of comfort, convenience, and thoughtful updates, all within walking distance
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
39 Photos
Last Updated : 15 Hours ago
14 Pineway Court, Simcoe, ON , MLS #S14144128 , Image - 1

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14 Pineway Court New Lowell, Clearview, Simcoe, ON MLS® S14144128

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 0.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Located in the quaint town of New Lowell on a quiet court! This beautiful three-level side split is located on a quiet, family-oriented court and offe
Open House : Sun Nov 15, 12:00 PM to 02:00 PM
50 Photos
Last Updated : 15 Hours ago
420 Ramblewood Drive, Simcoe, ON , MLS #S14163678 , Image - 1

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420 Ramblewood Drive Wasaga Beach, Simcoe, ON MLS® S14163678

Residential Freehold (Detached)

$769900.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained all-brick raised bungalow, offering comfort, style, and incredible potential. With 3 spacious bedrooms and 2 fu
48 Photos
Last Updated : 15 Hours ago
406 Peter Street N, Simcoe, ON , MLS #S13849866 , Image - 1

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406 Peter Street N Orillia, Simcoe, ON MLS® S13849866

Residential Freehold (Detached)

$795000.0
price drop iconPrice drop by 2.9%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
WELCOME TO 406 PETER STREET NORTH - WHERE CLASSIC CHARM MEETS MODERN COMFORT, AND THE BACKYARD JUST KEEPS GOING! Nestled in Orillia's desirable North
45 Photos
Last Updated : 15 Hours ago
2559 Line 6 Line, Simcoe, ON , MLS #N13714138 , Image - 1

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2559 Line 6 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13714138

Residential Freehold (Detached)

$1650000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Nestled on nearly one acre of beautifully maintained, fully fenced land backing directly onto protected conservation-with no neighbours behind-this cu
24 Photos
Last Updated : 15 Hours ago
85 Riverview Road, Simcoe, ON , MLS #N14146880 , Image - 1

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85 Riverview Road Alliston, New Tecumseth, Simcoe, ON MLS® N14146880

Residential Condo & Other (Semi-Detached Condo)

$549900.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Mature trees, serene walking trails and a low-maintenance lifestyle await you in this sought after Green Briar community that's built around the Notta
Open House : Tue Nov 10, 10:00 AM to 12:00 PM
49 Photos
Last Updated : 15 Hours ago
75 Edward Street E, Simcoe, ON , MLS #S13795114 , Image - 1

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75 Edward Street E Creemore, Clearview, Simcoe, ON MLS® S13795114

Residential Freehold (Detached)

$809000.0
price drop iconPrice drop by 8.5%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Motivated seller - an excellent opportunity to make your move to Creemore! This beautifully presented bungalow combines thoughtful updates, a versatil
2 Photos
Last Updated : 15 Hours ago
110 Mapleside Drive, Simcoe, ON , MLS #S14164098 , Image - 1
110 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S14164098

Residential Freehold (Detached)

$899990.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully designed Zancor Homes 'Bay' Model in Elevation A (all brick). Offering 2,253 sq. ft. of thoughtfully planned living space
2 Photos
Last Updated : 15 Hours ago
106 Mapleside Drive, Simcoe, ON , MLS #S14164092 , Image - 1
106 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S14164092

Residential Freehold (Detached)

$899990.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully designed Zancor Homes 'Bay' Model in Elevation C. Offering 2,253 sq. ft. of thoughtfully planned living space on a premium
8 Photos
Last Updated : 15 Hours ago
1274 Killarney Beach Road, Simcoe, ON , MLS #N14164090 , Image - 1

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1274 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N14164090

Residential Freehold (Detached)

$399000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
43 Photos
Last Updated : 15 Hours ago
2087 Rumney Road, Simcoe, ON , MLS #S14164054 , Image - 1

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2087 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S14164054

Residential Freehold (Detached)

$1249999.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Tucked away on an extraordinary 50-acre wooded estate, this remarkable property is set well back from the ro
46 Photos
Last Updated : 16 Hours ago
681 Yonge Street, Simcoe, ON , MLS #S14156964 , Image - 1

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Unit-112, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S14156964

Residential Condo & Other (Condo Apartment)

$429988.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Stunning, turn-key 1-bed + den main floor unit #112 at South District Condos! Boasting ~685 sq. ft. of exceptionally designed space with zero wasted s
26 Photos
Last Updated : 16 Hours ago
207 Warnica Road, Simcoe, ON , MLS #S14033126 , Image - 1

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207 Warnica Road Painswick North, Barrie, Simcoe, ON MLS® S14033126

Residential Freehold (Detached)

$629999.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Lovingly maintained bungalow set on an expansive lot in the heart of desirable Painswick, offering a rare op
Open House : Sat Nov 14, 02:30 PM to 04:00 PM
20 Photos
Last Updated : 16 Hours ago
15 Sundragon Trail, Simcoe, ON , MLS #N13780994 , Image - 1

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15 Sundragon Trail Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13780994

Residential Freehold (Detached)

$945000.0
price drop iconPrice drop by 1.0%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 15 Sundragon Trail! This beautifully appointed 4-bedroom, 3-bathroom home offers stylish finishes, spacious living and an exceptional famil
Open House : Sat Nov 14, 11:00 AM to 01:00 PM
30 Photos
Last Updated : 16 Hours ago
1242 River Road, Simcoe, ON , MLS #N14150986 , Image - 1

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1242 River Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N14150986

Residential Freehold (Detached)

$1048000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This stunning, 3-bedroom, modern country home, sits peacefully on a secluded half-acre lot, surrounded by mature trees & serene rural views. Thoughtfu
16 Photos
Last Updated : 16 Hours ago
17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

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Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$325000.0
price drop iconPrice drop by 26.1%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c
31 Photos
Last Updated : 16 Hours ago
1881 Gilford Road, Simcoe, ON , MLS #N14121494 , Image - 1

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1881 Gilford Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N14121494

Residential Freehold (Duplex)

$688000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To 1881 Gilford Road, An Exceptional Opportunity In The Desirable Gilford Community Of Innisfil! Situated On An Impressive 130 Ft. x 130 Ft. L
30 Photos
Last Updated : 16 Hours ago
76 John W Taylor Avenue, Simcoe, ON , MLS #N13861148 , Image - 1

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76 John W Taylor Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13861148

Residential Freehold (Detached)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Excellent Value! Welcome to 76 John W. Taylor. A fantastic opportunity to own a Bungaloft in Alliston, backing onto the farmers field. One of Alliston
50 Photos
Last Updated : 16 Hours ago
122 Conservation Way, Simcoe, ON , MLS #S14131916 , Image - 1

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122 Conservation Way Collingwood, Simcoe, ON MLS® S14131916

Residential Condo & Other (Condo Townhouse)

$859900.0
  • 3 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Welcome to Silver Glen Preserve. A vibrant, friendly community perfectly situated in the heart of Collingwood's renowned four-season playground. Enjoy
Open House : Sun Nov 15, 01:00 PM to 03:00 PM
20 Photos
Last Updated : 16 Hours ago
100 Dean Avenue, Simcoe, ON , MLS #S14163928 , Image - 1

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Unit-410, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S14163928

Residential Condo & Other (Condo Apartment)

$479999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
TRADE WEEKEND CHORES FOR TOP-FLOOR SUNSETS AT THIS THOUGHTFULLY UPDATED SOUTH BARRIE CONDO! Freshly painted, beautifully maintained, and perched on th
49 Photos
Last Updated : 16 Hours ago
125 Coldwater Road, Simcoe, ON , MLS #S13690644 , Image - 1

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125 Coldwater Road Orillia, Simcoe, ON MLS® S13690644

Residential Freehold (Detached)

$759000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons to Fall in Love With This Orillia Century Home 1. Fully Renovated and Move-In Ready. Get the personality and charm of a century home wit
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
38 Photos
Last Updated : 16 Hours ago
129 Colborne Street E, Simcoe, ON , MLS #S13736878 , Image - 1

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129 Colborne Street E Orillia, Simcoe, ON MLS® S13736878

Residential Freehold (Att/Row/Townhouse)

$689900.0
price drop iconPrice drop by 8.0%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to waterfront living at Orillia Fresh! This rare north/east-facing END UNIT combines Lake Couchiching views from both the front & side with so
22 Photos
Last Updated : 16 Hours ago
261 Rose Street, Simcoe, ON , MLS #S13792144 , Image - 1

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Unit-21, 261 Rose Street Wellington, Barrie, Simcoe, ON MLS® S13792144

Residential Condo & Other (Condo Townhouse)

$379000.0
price drop iconPrice drop by 24.0%
  • 4 +1 Beds
  • 2 Baths
  • 1400-1599 sq-ft
All the heavy lifting done to make this a money printing rental property or can be a low effort conversion to a family home. Minutes to hwy 400, walk
28 Photos
Last Updated : 16 Hours ago
54 Maple Street, Simcoe, ON , MLS #S14163142 , Image - 1

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54 Maple Street Victoria Harbour, Tay, Simcoe, ON MLS® S14163142

Residential Freehold (Detached)

$1195000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover exceptional craftsmanship and timeless elegance in this stunning custom-built home, completed in 20
Open House : Sat Nov 14, 11:00 AM to 01:00 PM
34 Photos
Last Updated : 16 Hours ago
40 Museum Drive, Simcoe, ON , MLS #S14162748 , Image - 1

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Unit-403, 40 Museum Drive Orillia, Simcoe, ON MLS® S14162748

Residential Condo & Other (Condo Townhouse)

$589900.0
  • 2 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Nestled in the heart of the scenic Leacock Village Community, this beautifully cared-for 2 bedroom 2 bathroom condo townhome offers a rare combination
46 Photos
Last Updated : 16 Hours ago
24 Ramblings Way, Simcoe, ON , MLS #S14163856 , Image - 1

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24 Ramblings Way
Unit-802, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S14163856

Residential Condo & Other (Condo Apartment)

$519000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Spectacular sweeping view of Georgian Bay and the Blue Mountain Ski Hill! Enjoy the four season views from all rooms from this 8th floor, 2 bed 2 bath
39 Photos
Last Updated : 16 Hours ago
17 Drake Drive, Simcoe, ON , MLS #S14156904 , Image - 1

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17 Drake Drive Painswick South, Barrie, Simcoe, ON MLS® S14156904

Residential Freehold (Detached)

$719000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Bright, welcoming main level showcasing hardwood floors and natural light that flows through the spacious li
Open House : Sat Nov 14, 12:00 PM to 01:30 PM
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