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Detached Houses for Sale in Simcoe Under $2M - P4

Showing results 91 - 120 of 2819
Last Updated: November 04, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 11 Hours ago
35 Hughes Street, Simcoe, ON , MLS #S14143760 , Image - 1
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35 Hughes Street Collingwood, Simcoe, ON MLS® S14143760

Residential Freehold (Detached)

$998000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 35 Hughes St in coveted Pretty River Estates! This stunning bungaloft offers rare privacy, backing directly onto the trail system with prof
Open House : Sun Nov 08, 12:00 PM to 02:00 PM
49 Photos
Last Updated : 11 Hours ago
4542 Concession Road 6 Sunnidale N/A, Simcoe, ON , MLS #S13768824 , Image - 1

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4542 Concession Road 6 Sunnidale N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13768824

Residential Freehold (Detached)

$1195000.0
  • 6 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Discover the space, freedom and flexibility of country living with this expansive home set on nearly 3 acres of peaceful countryside. Thoughtfully exp
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
41 Photos
Last Updated : 11 Hours ago
57 Holt Drive, Simcoe, ON , MLS #N14148368 , Image - 1

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57 Holt Drive Alliston, New Tecumseth, Simcoe, ON MLS® N14148368

Residential Freehold (Detached)

$989900.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Luxury Living Meets Exceptional Entertaining!Beautifully finished from top to bottom, this stunning detached 4-bedroom, 5-bathroom home offers the per
50 Photos
Last Updated : 11 Hours ago
8 Forest Heights Court, Simcoe, ON , MLS #S13874638 , Image - 1

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8 Forest Heights Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13874638

Residential Freehold (Detached)

$1400000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
EXCEPTIONAL LUXURY VALUE | ORO-MEDONTE. This spectacular Executive Residence delivers the perfect combination of Luxury, Space, Privacy, & breathtakin
Open House : Sun Nov 08, 11:30 AM to 01:30 PM
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
50 Photos
Last Updated : 11 Hours ago
112 Birchwood Drive, Simcoe, ON , MLS #S14082260 , Image - 1

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112 Birchwood Drive East Bayfield, Barrie, Simcoe, ON MLS® S14082260

Residential Freehold (Detached)

$929000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxury Home in Barrie-Fully Renovated & Move-In Ready! Welcome to this beautiful 4-bedroom, 4-bathroom Home offering over 3,000 sq. ft. of finished li
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 11 Hours ago
652 Concession 18 W N/A, Simcoe, ON , MLS #S13651152 , Image - 1

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652 Concession 18 W N/A Lafontaine, Tiny, Simcoe, ON MLS® S13651152

Residential Freehold (Detached)

$534900.0
price drop iconPrice drop by 10.8%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
CHARMING, beautiful spacious 2 Kitchen, 2 + 1 bedroom, 2 bathroom, main level laundry, detached 2-Storey home, nestled on a picturesque 2 acre country
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
43 Photos
Last Updated : 11 Hours ago
3 Thoroughbred Drive, Simcoe, ON , MLS #S14095420 , Image - 1

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3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14095420

Residential Freehold (Detached)

$1299000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern country style 1655sf bungalow in prestigious Braestone with walk-out basement, in-law suite, elevator, generator, inground pool and 3 car man c
Open House : Sat Nov 07, 02:00 PM to 04:00 PM
28 Photos
Last Updated : 12 Hours ago
375 Horrell Avenue, Simcoe, ON , MLS #S13674652 , Image - 1

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375 Horrell Avenue Midland, Simcoe, ON MLS® S13674652

Residential Freehold (Detached)

$409777.0
price drop iconPrice drop by 8.9%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 375 Horrell Avenue in Midland, a great opportunity for first-time buyers, investors, or those looking for an affordable home in a convenien
30 Photos
Last Updated : 12 Hours ago
41 Leith Drive, Simcoe, ON , MLS #N13876528 , Image - 1

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41 Leith Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13876528

Residential Freehold (Detached)

$1399000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to the appropriately named Dream fields community of Bradford West Gwillimbury. This impressive, approximately 3,100 sq. ft. residence offers
30 Photos
Last Updated : 12 Hours ago
17 Fairway Court, Simcoe, ON , MLS #S14116238 , Image - 1

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17 Fairway Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14116238

Residential Freehold (Detached)

$1449900.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
An Exceptional Luxury Retreat in Prestigious Horseshoe Highlands where refined elegance meets the beauty of nature! From the moment you step inside, y
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
40 Photos
Last Updated : 12 Hours ago
4530 Granite Ridge Lane, Simcoe, ON , MLS #S13988032 , Image - 1

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4530 Granite Ridge Lane Rural Severn, Severn, Simcoe, ON MLS® S13988032

Residential Freehold (Detached)

$1475000.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
STUNNING YEAR-ROUND WATERFRONT LIVING ON THE SEVEN RIVER! Welcome to 4530 Granite Ridge Lane, Severn, where exceptional waterfront living meets privac
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
49 Photos
Last Updated : 12 Hours ago
174 Stevenson Crescent, Simcoe, ON , MLS #N14024324 , Image - 1

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174 Stevenson Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14024324

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Amazing price for This 5-Year-New, Approx. 2,652 Sq. Ft. (As Per Builder) 4-Bedroom, 4-Bathroom Detached Home with a very desirable open concept layou
25 Photos
Last Updated : 12 Hours ago
30 St James Place, Simcoe, ON , MLS #S13812694 , Image - 1

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30 St James Place Wasaga Beach, Simcoe, ON MLS® S13812694

Residential Freehold (Detached)

$469900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 30 St. James Place, offering a peaceful pond-side setting in Park Place, Wasaga Beach's popular 55+ adult lifestyle community. Enjoy relax
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
41 Photos
Last Updated : 12 Hours ago
58 Maitland Drive, Simcoe, ON , MLS #S14119588 , Image - 1

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58 Maitland Drive Grove East, Barrie, Simcoe, ON MLS® S14119588

Residential Freehold (Detached)

$594900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Amazing opportunity for first-time buyers, investors, commuters, and anyone looking for a little more space in Barrie's desirable North End. This well
Open House : Sun Nov 08, 11:00 AM to 12:30 PM
24 Photos
Last Updated : 12 Hours ago
6331 26 Highway, Simcoe, ON , MLS #S13863872 , Image - 1

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6331 26 Highway Rural Clearview, Clearview, Simcoe, ON MLS® S13863872

Residential Freehold (Detached)

$699900.0
  • 5 Beds
  • 1 Baths
  • 2000-2500 sq-ft
8.65 ACRES WITH ROOM TO GROW YOUR INVESTMENT! Set across expansive, cleared and level agricultural land along Highway 26, this century property offers
39 Photos
Last Updated : 12 Hours ago
1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

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1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 6.3%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw
22 Photos
Last Updated : 12 Hours ago
1459 Forest Street, Simcoe, ON , MLS #N14143528 , Image - 1

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1459 Forest Street Alcona, Innisfil, Simcoe, ON MLS® N14143528

Residential Freehold (Detached)

$828000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated all-brick two-storey home in desirable Alcona, offering a functional layout, finished walkout basement, and a priv
34 Photos
Last Updated : 12 Hours ago
691 Rue Lafontaine Road W, Simcoe, ON , MLS #S14148054 , Image - 1

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691 Rue Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14148054

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover Your Own Private Sanctuary - Where Nature, Serenity & Beach Living Meet. Escape the everyday and embrace a slower, more peaceful way of life
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
40 Photos
Last Updated : 12 Hours ago
9 Patrick Drive, Simcoe, ON , MLS #S14110316 , Image - 1

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9 Patrick Drive Painswick South, Barrie, Simcoe, ON MLS® S14110316

Residential Freehold (Detached)

$748800.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A beautifully maintained, all-brick detached 2-storey home nestled in a highly sought-after Painswick South community of South Barrie. Offering the pe
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 12 Hours ago
25 South Island Trail, Simcoe, ON , MLS #S14118282 , Image - 1

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25 South Island Trail Brechin, Ramara, Simcoe, ON MLS® S14118282

Residential Freehold (Detached)

$1298888.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
EXCEPTIONAL WATERFRONT LIVING! This stunning, beautifully updated 3-bedroom, 3-bathroom home boasts an impressive 123 FT OF SHORELINE with direct boat
Open House : Sun Nov 08, 01:00 PM to 02:30 PM
30 Photos
Last Updated : 12 Hours ago
10 EAST JOHN Street, Simcoe, ON , MLS #N14121878 , Image - 1

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10 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N14121878

Residential Freehold (Detached)

$599900.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 10 East John Street, a charming 2 bedroom, 1 bathroom bungalow nestled on a quiet street in the quaint town of Cookstown. Set on a generous
26 Photos
Last Updated : 12 Hours ago
12 Wakefield Boulevard, Simcoe, ON , MLS #N14142496 , Image - 1

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12 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N14142496

Residential Freehold (Detached)

$868800.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Move-In Ready! The Springbrook Model with 2,415 Sqft. Welcome to this beautifully home featuring 9' ceilings, bright and spacious family room with gl
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
30 Photos
Last Updated : 12 Hours ago
308 Russell Street, Simcoe, ON , MLS #S14094584 , Image - 1

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308 Russell Street Midland, Simcoe, ON MLS® S14094584

Residential Freehold (Detached)

$349900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Bright, custom-designed kitchen thoughtfully crafted for both style and functionality, with an abundance of
46 Photos
Last Updated : 12 Hours ago
5 Bourgeois Beach Road, Simcoe, ON , MLS #S14147920 , Image - 1

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5 Bourgeois Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S14147920

Residential Freehold (Detached)

$584900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 5 Bourgeois Beach Road - where lifestyle, location, and value come together in a way that's becoming harder and harder to find. Opportuniti
Open House : Sun Nov 08, 12:00 PM to 03:00 PM
50 Photos
Last Updated : 12 Hours ago
2232 Lakeshore Drive, Simcoe, ON , MLS #S14147948 , Image - 1

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2232 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S14147948

Residential Freehold (Detached)

$1398000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Enjoy 100 feet of prime lake frontage with sandy, shallow-entry west-facing waterfront on the shores of Lake Simcoe, offering stunning sunsets, mature
35 Photos
Last Updated : 12 Hours ago
2222 Shore Lane, Simcoe, ON , MLS #S14147940 , Image - 1

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2222 Shore Lane Wasaga Beach, Simcoe, ON MLS® S14147940

Residential Freehold (Detached)

$1550000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Experience waterfront living at an exceptional value with this rare Georgian Bay property offering 70 feet of private shoreline, breathtaking views of
50 Photos
Last Updated : 12 Hours ago
439 Birch Street, Simcoe, ON , MLS #S12865818 , Image - 1

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439 Birch Street Collingwood, Simcoe, ON MLS® S12865818

Residential Freehold (Detached)

$1425000.0
price drop iconPrice drop by 4.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Charming Brick Home on Coveted Tree street in Downtown Collingwood! Located on a desirable corner lot, this gem features a rare in-law suite complete
38 Photos
Last Updated : 12 Hours ago
42 Forest Circle, Simcoe, ON , MLS #S14147900 , Image - 1

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42 Forest Circle Lafontaine, Tiny, Simcoe, ON MLS® S14147900

Residential Freehold (Detached)

$859800.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 42 Forest Circle: 3+1 Bedrooms Raised Bungalow Is Just Steps To Georgian Bay in The Heart Of Family Community of Lafontaine Beach; This Sol
50 Photos
Last Updated : 12 Hours ago
295 King Street N, Simcoe, ON , MLS #N13817924 , Image - 1

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295 King Street N Alliston, New Tecumseth, Simcoe, ON MLS® N13817924

Residential Freehold (Detached)

$998888.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
COUNTRY LIVING IN TOWN! Discover this exceptional, fully legal registered duplex set on an incredible 1/3-acre, tree-lined lot offering space, privacy
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
34 Photos
Last Updated : 12 Hours ago
775 Ontario Street, Simcoe, ON , MLS #S14147868 , Image - 1

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775 Ontario Street Midland, Simcoe, ON MLS® S14147868

Residential Freehold (Detached)

$599900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step into the stunning, brand-new kitchen (2026), beautifully illuminated by natural light and showcasing cr
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