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Houses for Sale in Simcoe Under $2 Million - P19

Showing results 541 - 570 of 4365
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 3 Days ago
1468 Blackmore Street, Simcoe, ON , MLS #N14154964 , Image - 1
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1468 Blackmore Street Alcona, Innisfil, Simcoe, ON MLS® N14154964

Residential Freehold (Detached)

$795000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
IMMACULATE 2-STOREY HOME IN A HIGHLY DESIRABLE LOCATION! Welcome to This Beautifully Maintained, Move-In-Ready Solid Brick and Stone Home Offering 1,9
48 Photos
Last Updated : 3 Days ago
131 Gateland Drive, Simcoe, ON , MLS #S14121182 , Image - 1

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131 Gateland Drive Painswick South, Barrie, Simcoe, ON MLS® S14121182

Residential Freehold (Att/Row/Townhouse)

$575000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 131 Gateland Drive, a beautifully maintained freehold townhouse located in the highly sought-after Yonge & GO neighbourhood. This move-in-r
37 Photos
Last Updated : 3 Days ago
1007 Mount Stephen Road, Simcoe, ON , MLS #S14156260 , Image - 1

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1007 Mount Stephen Road Rural Severn, Severn, Simcoe, ON MLS® S14156260

Residential Freehold (Vacant Land)

$950000.0
Two exceptional parcels of land await at the quiet end of a township road in Severn, offering a rare blend of privacy, natural beauty, and potential.
9 Photos
Last Updated : 3 Days ago
77 Victoria Street, Simcoe, ON , MLS #S14156018 , Image - 1

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77 Victoria Street Sanford, Barrie, Simcoe, ON MLS® S14156018

Residential Freehold (Triplex)

$998999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Excellent Investment Opportunity in Barrie! Attention Investors! Discover this fantastic income-generating property in a desirable and convenient Barr
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
41 Photos
Last Updated : 3 Days ago
130 Queen Street, Simcoe, ON , MLS #N13882066 , Image - 1

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130 Queen Street Alliston, New Tecumseth, Simcoe, ON MLS® N13882066

Residential Freehold (Detached)

$689000.0
price drop iconPrice drop by 1.4%
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 130 Queen Street, a well-maintained four-level backsplit offering plenty of room to grow, gather and enjoy everyday living in an establishe
41 Photos
Last Updated : 3 Days ago
3421 13 Line, Simcoe, ON , MLS #N14034274 , Image - 1

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3421 13 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N14034274

Residential Freehold (Detached)

$1539000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully renovated 4+1 bedroom, 3.5 bathroom residence, where refined style, thoughtful updates, and exceptional versatility come t
50 Photos
Last Updated : 3 Days ago
239 Oak Street, Simcoe, ON , MLS #S13744228 , Image - 1

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239 Oak Street Stayner, Clearview, Simcoe, ON MLS® S13744228

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Charm, comfort, and convenience come together beautifully in this inviting home located in the heart of the charming community of Stayner. Offering ov
31 Photos
Last Updated : 3 Days ago
13 Sunrise Circle, Simcoe, ON , MLS #N14156240 , Image - 1

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13 Sunrise Circle Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N14156240

Residential Freehold (MobileTrailer)

$335000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Featuring 1,476 square feet of well-planned living space, this inviting bungalow features two generously siz
24 Photos
Last Updated : 3 Days ago
333 Sea Ray Avenue, Simcoe, ON , MLS #N14149004 , Image - 1

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Unit-D315, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N14149004

Residential Condo & Other (Condo Apartment)

$339000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Beautifully Maintained 1+1 Condo With An Oversized Private Terrace At Friday Harbour Resort! Discover the perfect blend of comfort, style, and resort
47 Photos
Last Updated : 3 Days ago
28 Gold Finch Drive, Simcoe, ON , MLS #S14152980 , Image - 1

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28 Gold Finch Drive Wasaga Beach, Simcoe, ON MLS® S14152980

Residential Freehold (Detached)

$774900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to Wasaga Beach's sought-after West End, where small-town beach living meets a community on the rise. With its growing appeal, natural surroun
23 Photos
Last Updated : 3 Days ago
115 Cunningham Drive, Simcoe, ON , MLS #N14028876 , Image - 1

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115 Cunningham Drive Alliston, New Tecumseth, Simcoe, ON MLS® N14028876

Residential Freehold (Detached)

$724900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
LOOKING FOR A TRUE BUNGALOW? YOUR SEARCH MAY END HERE! Welcome to this spacious, inviting, MOVE-IN READY home offering comfort, versatility & room for
25 Photos
Last Updated : 3 Days ago
5827 7th Line, Simcoe, ON , MLS #N13759500 , Image - 1

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5827 7th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13759500

Residential Freehold (Detached)

$1399900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Million-Dollar Views. Over 2 Acres. A Private Country Retreat. Imagine coming home each day to breathtaking views, incredible privacy, and over 2 acre
30 Photos
Last Updated : 3 Days ago
740 Balm Beach Road E, Simcoe, ON , MLS #S13501444 , Image - 1

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740 Balm Beach Road E Midland, Simcoe, ON MLS® S13501444

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This 2,100 square foot all brick bungalow is situated on a 1 acre commercially zoned property along Balm Beach Road East in Midland. An excellent oppo
34 Photos
Last Updated : 3 Days ago
2545 County Rd 50 N/A, Simcoe, ON , MLS #N14156120 , Image - 1

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2545 County Rd 50 N/A Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N14156120

Residential Freehold (Detached)

$795000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover the perfect blend of country charm and commuter convenience with this beautifully updated home, ideally situated on HWY 50 for easy access to
47 Photos
Last Updated : 3 Days ago
7 Stanley Street, Simcoe, ON , MLS #S13722980 , Image - 1

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7 Stanley Street East Bayfield, Barrie, Simcoe, ON MLS® S13722980

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 7 Stanley Street, where thoughtful design, beautiful gardens and a flexible layout come together in a home designed to grow and change with
32 Photos
Last Updated : 3 Days ago
9 George Street, Simcoe, ON , MLS #S13812126 , Image - 1

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9 George Street Coldwater, Severn, Simcoe, ON MLS® S13812126

Residential Freehold (Detached)

$659000.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautiful Coldwater home has been completely renovated with high end finishes and offers the convenience of one floor living! The location offers
50 Photos
Last Updated : 3 Days ago
6 Alyssa Drive, Simcoe, ON , MLS #S13176562 , Image - 1

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6 Alyssa Drive Collingwood, Simcoe, ON MLS® S13176562

Residential Freehold (Detached)

$829000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Fabulous home in the very desirable & much sought after Georgian Meadows. This spacious 3 Bed 4 Bath property is ready to welcome its new owners. Whe
20 Photos
Last Updated : 3 Days ago
1048 Sylvan Glen Drive, Simcoe, ON , MLS #S13573098 , Image - 1

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1048 Sylvan Glen Drive Brechin, Ramara, Simcoe, ON MLS® S13573098

Residential Freehold (Detached)

$675000.0
price drop iconPrice drop by 2.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Visit REALTOR website for additional information. Fabulous four season, 3 bedroom waterfront home on Lake Dalrymple near Brechin ON. Perfect for year
39 Photos
Last Updated : 3 Days ago
1339 Forest Street, Simcoe, ON , MLS #N13875940 , Image - 1

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1339 Forest Street Alcona, Innisfil, Simcoe, ON MLS® N13875940

Residential Freehold (Detached)

$799000.0
  • 2 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Rarely offered raised bungalow with walk-out basement backing onto lush greenspace! This exceptional home offers approximately 3,000+ sq ft of finishe
41 Photos
Last Updated : 3 Days ago
5222 6TH Line N, Simcoe, ON , MLS #S14085038 , Image - 1

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5222 6TH Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14085038

Residential Freehold (Detached)

$1100000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional custom-built Pacific Log Home, crafted by the Ontario Distributor of Pacific Log Homes and nestled on a spectacular privat
38 Photos
Last Updated : 3 Days ago
32 Courtice Crescent, Simcoe, ON , MLS #S13836096 , Image - 1

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32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13836096

Residential Freehold (Detached)

$579900.0
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
$579,900 for a single family detached home with garage! 32 Courtice Crescent features 3 bedrooms, 2 bath, large landscaped lot, a main floor featuring
40 Photos
Last Updated : 3 Days ago
71 Lockerbie Crescent, Simcoe, ON , MLS #S14114978 , Image - 1

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71 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S14114978

Residential Freehold (Detached)

$1175000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 71 Lockerbie Crescent, a spacious 3,171 sq. ft. family home offering 4 bedrooms, 2.5 bathrooms and plenty of room to grow in a desirable Co
19 Photos
Last Updated : 4 Days ago
172 Eighth Street, Simcoe, ON , MLS #S12828326 , Image - 1

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Unit-409, 172 Eighth Street Collingwood, Simcoe, ON MLS® S12828326

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 8.1%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Galleries! This bright, spacious and freshly painted fourth floor 2-bedroom, 1-bathroom condo located in a sought after building which
50 Photos
Last Updated : 4 Days ago
17 White Crescent, Simcoe, ON , MLS #S13835120 , Image - 1

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17 White Crescent Holly, Barrie, Simcoe, ON MLS® S13835120

Residential Freehold (Detached)

$824900.0
price drop iconPrice drop by 4.1%
  • 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
34 Photos
Last Updated : 4 Days ago
5591 Upper Big Chute Road, Simcoe, ON , MLS #S14150548 , Image - 1

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5591 Upper Big Chute Road Coldwater, Severn, Simcoe, ON MLS® S14150548

Residential Freehold (Detached)

$599000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
SEVERN RIVER on the Trent-Severn Waterway! Gorgeous DEEP WATER, an Expansive Waterfront Dock and The Charm of a Traditional Family Cottage Nestled amo
41 Photos
Last Updated : 4 Days ago
18 River Run, Simcoe, ON , MLS #S13874132 , Image - 1

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18 River Run Collingwood, Simcoe, ON MLS® S13874132

Residential Freehold (Detached)

$749000.0
price drop iconPrice drop by 4.9%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Move right into this FULLY RENOVATED and PRE-INSPECTED home! Set on a private, pie-shaped lot on a QUIET CUL-DE-SAC, 18 River Run is located NEXT TO
36 Photos
Last Updated : 4 Days ago
5794 Victoria Park Road, Simcoe, ON , MLS #S14150914 , Image - 1

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5794 Victoria Park Road Rama First Nation, Rama First Nation 32, Simcoe, ON MLS® S14150914

Residential Freehold (Detached)

$1249000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautiful 4- Season Waterfront Cottage on lake Couchiching.Turn-key and fully winterized, this stunning open-concept cottage features 4 bedrooms, 2 fu
31 Photos
Last Updated : 4 Days ago
3 Portland Street, Simcoe, ON , MLS #S14155338 , Image - 1

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3 Portland Street Collingwood, Simcoe, ON MLS® S14155338

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Fantastic price in Collingwood's sought after Pretty River Estates! Buyers will not go wrong with this detached bungaloft with a fully self contained
44 Photos
Last Updated : 4 Days ago
764 River Road E, Simcoe, ON , MLS #S13166544 , Image - 1

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Unit-209, 764 River Road E Wasaga Beach, Simcoe, ON MLS® S13166544

Residential Condo & Other (Condo Apartment)

$598000.0
price drop iconPrice drop by 13.2%
  • 2 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Live the ultimate resort lifestyle in this spectacular beachfront condo. Offering breathtaking panoramic views of Georgian Bay, this bright 2 bedroom
47 Photos
Last Updated : 4 Days ago
2225 Tiny Beaches Road S, Simcoe, ON , MLS #S13702330 , Image - 1

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2225 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13702330

Residential Freehold (Detached)

$797000.0
  • 2 +1 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Cherished by its original owners since its custom build, this exceptional home combines quality craftsmanship with refined comfort. Every detail refle
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