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Detached Houses for Sale in Simcoe Under $2M - P50

Showing results 1471 - 1500 of 3224
Last Updated: August 05, 2026
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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40 Photos
Last Updated : 16 Days ago
1166 Oriole Crescent, Simcoe, ON , MLS #N13418806 , Image - 1
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1166 Oriole Crescent Alcona, Innisfil, Simcoe, ON MLS® N13418806

Residential Freehold (Detached)

$749990.0
price drop iconPrice drop by 2.5%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Excellent Opportunity to Invest in Innisfil!Beautifully Renovated 3+1 Bedrooms, 4 Bathrooms, Fully Naturally Lit Home in One of Alcona's Most Sought-A
47 Photos
Last Updated : 16 Days ago
20 Roberval Circle, Simcoe, ON , MLS #S13206668 , Image - 1

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20 Roberval Circle Rural Tiny, Tiny, Simcoe, ON MLS® S13206668

Residential Freehold (Detached)

$549900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Discover Unique Coutnac Beach, Located At The Idyllic North Tip Of Beautiful Tiny Township, Where The Wonders Of Georgian Bay Await Your Exploration.
31 Photos
Last Updated : 16 Days ago
20 Marilyn Avenue N, Simcoe, ON , MLS #S13489146 , Image - 1

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20 Marilyn Avenue N Wasaga Beach, Simcoe, ON MLS® S13489146

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 11.1%
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
This cottage has been owned by the same family since 2005 .There are two water and two sewer connections. This cottage sits on a large triangular
47 Photos
Last Updated : 16 Days ago
255 Hanly Street, Simcoe, ON , MLS #S13584838 , Image - 1

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255 Hanly Street Midland, Simcoe, ON MLS® S13584838

Residential Freehold (Detached)

$649900.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood,
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 : 16 Days ago
8936 32nd Side Road, Simcoe, ON , MLS #N13126146 , Image - 1

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8936 32nd Side Road Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N13126146

Residential Freehold (Detached)

$1149000.0
price drop iconPrice drop by 3.8%
  • 7 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled on over 7 acres of rolling forest and open natural landscape in the charming hamlet of Glencairn, this remarkable 2.5-storey century home offe
45 Photos
Last Updated : 16 Days ago
48 Fairway Crescent, Simcoe, ON , MLS #S13248010 , Image - 1

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48 Fairway Crescent Wasaga Beach, Simcoe, ON MLS® S13248010

Residential Freehold (Detached)

$700000.0
price drop iconPrice drop by 3.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 48 Fairway Crescent - a beautifully appointed brick-front bungalow nestled in the prestigious Marlwood Estates Golf Course community in Was
49 Photos
Last Updated : 16 Days ago
9157 30th Side Road, Simcoe, ON , MLS #N13584834 , Image - 1

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9157 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13584834

Residential Freehold (Detached)

$1899900.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
CUSTOM-BUILT BUNGALOW ON NEARLY 19 ACRES WITH OVER 3,300FINISHED SQ FT, A WALK-OUT BASEMENT, & A 30 X 40 DETACHED SHOP! Along paved driveway leads to
49 Photos
Last Updated : 16 Days ago
3724 Glenrest Drive, Simcoe, ON , MLS #S13573286 , Image - 1

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3724 Glenrest Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13573286

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Located just 1.5 hours from the GTA on beautiful Lake Simcoe, this impeccably maintained 3 bedroom, 1 bath, 4 season property is sure to please. Mile
37 Photos
Last Updated : 16 Days ago
7896 6th Line, Simcoe, ON , MLS #N13505938 , Image - 1

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7896 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13505938

Residential Freehold (Detached)

$1433900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Unique and Stylish, Dream Family Home: Luxury Meets Nature. Private estate on quiet cul-de-sac with no through traffic, backing onto forest. This 3500
39 Photos
Last Updated : 16 Days ago
19 Mumberson Street, Simcoe, ON , MLS #N13071972 , Image - 1

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19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N13071972

Residential Freehold (Detached)

$1829000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Almost 5,000 square feet luxury home with 3 car garage (tandem). Largest sized BELCROFT model built by Zanier Homes & Feels almost like a brand new h
41 Photos
Last Updated : 16 Days ago
383 Peek-A-Boo Trail, Simcoe, ON , MLS #S13584692 , Image - 1

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383 Peek-A-Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13584692

Residential Freehold (Detached)

$1499000.0
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
YOUR OWN PIECE OF GEORGIAN BAY PARADISE WITH A SANDY BEACH, PRIVATE DOCK & SECOND DWELLING OFFERING MULTIGENERATIONAL POTENTIAL! With 83 feet of priva
46 Photos
Last Updated : 16 Days ago
142 Gold Park Gate, Simcoe, ON , MLS #N13584708 , Image - 1

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142 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N13584708

Residential Freehold (Detached)

$849900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 142 Gold Park Gate, nestled in the highly sought-after 5th Line subdivision in Angus. Perfectly situated for commuters and families alike,
36 Photos
Last Updated : 16 Days ago
3714 Lakepoint Drive, Simcoe, ON , MLS #S13155276 , Image - 1

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3714 Lakepoint Drive West Shore, Severn, Simcoe, ON MLS® S13155276

Residential Freehold (Detached)

$1248000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A rare opportunity to own a designer-finished lakeside home with income potential just a minute from the lake. Set on a premium corner lot in a peacef
45 Photos
Last Updated : 16 Days ago
2636+ Lakeshore Drive, Simcoe, ON , MLS #S13483328 , Image - 1

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2636+ Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13483328

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin - offered together as one exceptional water
25 Photos
Last Updated : 16 Days ago
33 17th Street N, Simcoe, ON , MLS #S13245616 , Image - 1

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33 17th Street N Wasaga Beach, Simcoe, ON MLS® S13245616

Residential Freehold (Detached)

$629900.0
price drop iconPrice drop by 3.1%
  • 2 +1 Beds
  • 2 Baths
  • < 700 sq-ft
Escape to the heart of nature with this rustic gem, located just a stone's throw away from Georgian Bay. The home is fully insulated, keeping you warm
25 Photos
Last Updated : 16 Days ago
48 Lake Avenue, Simcoe, ON , MLS #S13447864 , Image - 1

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48 Lake Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13447864

Residential Freehold (Detached)

$1295000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome To This Beautiful Lakefront Cottage In Lagoon City, Offering Private, Direct Access To Lake Simcoe With A Coveted Western Exposure And Breatht
48 Photos
Last Updated : 16 Days ago
31 Natures Trail, Simcoe, ON , MLS #S13213506 , Image - 1

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31 Natures Trail Wasaga Beach, Simcoe, ON MLS® S13213506

Residential Freehold (Detached)

$1089900.0
price drop iconPrice drop by 2.3%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover elevated living in this one-of-a-kind all-brick raised bungalow with an in-law suite, ideally situated on a quiet cul-de-sac in a sought-afte
38 Photos
Last Updated : 16 Days ago
37 Marilyn Avenue N, Simcoe, ON , MLS #S13205904 , Image - 1

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37 Marilyn Avenue N Wasaga Beach, Simcoe, ON MLS® S13205904

Residential Freehold (Detached)

$949900.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Beautifully maintained 3+1 bedroom raised bungalow with a LEGAL 1-BEDROOM APARTMENT and rental income potential of approximately $20,000 annually. Ide
50 Photos
Last Updated : 16 Days ago
45 ALBERT Street N, Simcoe, ON , MLS #S13551244 , Image - 1

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45 ALBERT Street N Orillia, Simcoe, ON MLS® S13551244

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Great Price Adjustment! Tour this property before its gone! WOW! That's the first impression you'll have when you step inside this beautifully main
29 Photos
Last Updated : 16 Days ago
22 Peregrine Road, Simcoe, ON , MLS #S13584338 , Image - 1

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22 Peregrine Road Little Lake, Barrie, Simcoe, ON MLS® S13584338

Residential Freehold (Detached)

$629900.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Attention FIRST TIME BUYERS! In Barrie's north end this maintained 3+2 bedroom raised bungalow is freshly painted on main floor located in a quiet, fa
50 Photos
Last Updated : 16 Days ago
800 Mount St. Louis Road W, Simcoe, ON , MLS #S13584382 , Image - 1

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800 Mount St. Louis Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13584382

Residential Freehold (Detached)

$1149900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled on nearly 4-acres of complete privacy surrounded by mature trees and picturesque views, delivering t
44 Photos
Last Updated : 16 Days ago
6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

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6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1648000.0
price drop iconPrice drop by 2.9%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - al
31 Photos
Last Updated : 16 Days ago
1125 Shore Acres Drive, Simcoe, ON , MLS #N13444490 , Image - 1

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1125 Shore Acres Drive Gilford, Innisfil, Simcoe, ON MLS® N13444490

Residential Freehold (Detached)

$649000.0
price drop iconPrice drop by 8.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Location-Location! Welcome to the prestigious waterfront community of Gilford, where this exceptional property offers the perfect blend of comfort, li
49 Photos
Last Updated : 16 Days ago
81 Trail Boulevard, Simcoe, ON , MLS #S13583746 , Image - 1

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81 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13583746

Residential Freehold (Detached)

$1489000.0
  • 5 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Nestled in the coveted Stonemanor Woods community in Springwater, this stunning Tribute Home (Sullivan model) offers nearly 5,000 sq. ft. of thoughtfu
24 Photos
Last Updated : 16 Days ago
90 Sproule Drive, Simcoe, ON , MLS #S13584398 , Image - 1

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90 Sproule Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13584398

Residential Freehold (Detached)

$749900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this stunning fully renovated all-brick bungalow, where modern design meets exceptional functionality. Featuring 5 bedrooms, 3 bathrooms, a
34 Photos
Last Updated : 16 Days ago
100 Laclie Street, Simcoe, ON , MLS #S13530638 , Image - 1

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100 Laclie Street Orillia, Simcoe, ON MLS® S13530638

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 100 Laclie Street - a charming, immaculately maintained home that's been thoughtfully updated throughout. The standout rear addition opens
26 Photos
Last Updated : 16 Days ago
56 68th Street N, Simcoe, ON , MLS #S13136422 , Image - 1

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56 68th Street N Wasaga Beach, Simcoe, ON MLS® S13136422

Residential Freehold (Detached)

$579000.0
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Set on a 40 x 100 ft fully fenced lot, this beautifully renovated 3-bedroom beachside home offers an incredible location and easy lifestyle. Situated
36 Photos
Last Updated : 16 Days ago
5092 Boyne Street, Simcoe, ON , MLS #N13085916 , Image - 1

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5092 Boyne Street Alliston, New Tecumseth, Simcoe, ON MLS® N13085916

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Family Home with In-Law Suite in a Lovely Neighborhood. Welcome to your dream home! This beautiful property boasts a spacious layout featuring 4 bedro
31 Photos
Last Updated : 16 Days ago
39 MCCAGUE Street, Simcoe, ON , MLS #S13584214 , Image - 1

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39 MCCAGUE Street Wasaga Beach, Simcoe, ON MLS® S13584214

Residential Freehold (Detached)

$729999.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rare opportunity to own on the highly desirable north side of Mosely Street, where Georgian Bay views, stunning sunsets, and a walkable waterfront lif
48 Photos
Last Updated : 16 Days ago
100 ALLEGRA Drive, Simcoe, ON , MLS #S13201768 , Image - 1

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100 ALLEGRA Drive Wasaga Beach, Simcoe, ON MLS® S13201768

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 8.0%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Pride of ownership shines throughout this beautifully landscaped all-brick raised bungalow with double attached garage, ideally situated in a quiet we
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