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Detached Houses for Sale in Simcoe Under $2M - P16

Showing results 451 - 480 of 665
Last Updated: June 21, 2026
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50 Photos
Last Updated : 32 Days ago
19 Plank Road, Simcoe, ON , MLS #N12973242 , Image - 1
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19 Plank Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12973242

Residential Freehold (Detached)

$1549000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Introducing A Stunning, Brand New Country Wide Bungaloft Nestled In The Highly Sought-After Bond Head Community. This Sundrenched Home Showcases A Tho
44 Photos
Last Updated : 33 Days ago
2240 South Orr Lake Road, Simcoe, ON , MLS #S12750724 , Image - 1

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2240 South Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S12750724

Residential Freehold (Detached)

$1525000.0
price drop iconPrice drop by 4.7%
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Experience refined waterfront living at this exceptional retreat on South Orr Lake. Thoughtfully designed to blend elegance, comfort, and natural beau
39 Photos
Last Updated : 33 Days ago
201 Bayfield Avenue, Simcoe, ON , MLS #S13051684 , Image - 1

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201 Bayfield Avenue Midland, Simcoe, ON MLS® S13051684

Residential Freehold (Detached)

$729900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this well-cared-for 3-bedroom, 2-bathroom home in Midland's desirable Sunnyside neighbourhood. Designed with both comfort and entertaining
44 Photos
Last Updated : 34 Days ago
26 Island Trail S, Simcoe, ON , MLS #S13001080 , Image - 1

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26 Island Trail S Rural Ramara, Ramara, Simcoe, ON MLS® S13001080

Residential Freehold (Detached)

$1150000.0
price drop iconPrice drop by 6.1%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Lakeside living at its finest in Lagoon City on Lake Simcoe - where luxury, comfort, and lifestyle come together. Designed for everyday living and exc
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
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Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
39 Photos
Last Updated : 35 Days ago
13 Mabern Street, Simcoe, ON , MLS #S12611512 , Image - 1

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13 Mabern Street Holly, Barrie, Simcoe, ON MLS® S12611512

Residential Freehold (Detached)

$959900.0
price drop iconPrice drop by 3.9%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
MODEL HOME Presents approx 3600 Sqft of living space with an Upgraded Finished Basement by the original builder. The Bright and Airy Open-Concept livi
29 Photos
Last Updated : 35 Days ago
2617 Leonard Street, Simcoe, ON , MLS #N13139136 , Image - 1

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2617 Leonard Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13139136

Residential Freehold (Detached)

$1590000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This lovely lakeside retreat blends timeless charm with relaxed waterfront living, offering stunning water views and direct access to your own hard-pa
42 Photos
Last Updated : 35 Days ago
1200 Mosley Street, Simcoe, ON , MLS #S13024742 , Image - 1

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1200 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13024742

Residential Freehold (Detached)

$589000.0
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Rare Opportunity, Spacious 4 Bedroom With 3 Washroom Detached Home In A Highly Desirable Wasaga Beach Area. Move In Ready. This Meticulously Maintaine
34 Photos
Last Updated : 36 Days ago
26 Paddy Dunn's Circle, Simcoe, ON , MLS #S13136416 , Image - 1

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26 Paddy Dunn's Circle Midhurst, Springwater, Simcoe, ON MLS® S13136416

Residential Freehold (Detached)

$1529000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Custom classic in south Midhurst on a wide 134.5 ft, 0.57 acre private mature treed lot. Muskoka influenced style & street appeal tucked in behind tre
26 Photos
Last Updated : 36 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
27 Photos
Last Updated : 36 Days ago
124 Milby Crescent, Simcoe, ON , MLS #N13014408 , Image - 1

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124 Milby Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13014408

Residential Freehold (Detached)

$1295000.0
price drop iconPrice drop by 4.1%
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 124 Milby Crescent, ideally situated in one of Bradford's most desirable and family-oriented communities. This charming home offers the per
26 Photos
Last Updated : 36 Days ago
5 Culbert Road, Simcoe, ON , MLS #N13029444 , Image - 1

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5 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13029444

Residential Freehold (Detached)

$1249000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
5 Culbert Rd in Bradford is a brand-new, never-lived-in 3-bedroom, 3-bathroom home offering modern elegance and comfort. The main floor boasts approxi
26 Photos
Last Updated : 36 Days ago
2253 Tiny Beaches Road S, Simcoe, ON , MLS #S13134392 , Image - 1

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2253 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13134392

Residential Freehold (Detached)

$1150000.0
  • 6 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Steps to the shores of Georgian Bay. Woodland Beach features soft sand, crystal clear water, and postcard worthy sunsets! This generous lot (129 x 204
50 Photos
Last Updated : 37 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)

$1195000.0
  • 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
44 Photos
Last Updated : 37 Days ago
43 Buchanan Drive, Simcoe, ON , MLS #N12933958 , Image - 1

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43 Buchanan Drive Alliston, New Tecumseth, Simcoe, ON MLS® N12933958

Residential Freehold (Detached)

$789900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious, Detached, and All-Brick! This 3-bed, 3-bath Alliston gem offers 1,670 sq. ft. of quality craftsmanship. Unlike many newer builds, this prope
1 Photos
Last Updated : 37 Days ago
6 Dorothys Drive, Simcoe, ON
6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13128700

Residential Freehold (Detached)

$1689000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Stunning 5-year-old home built on 100 ft. wide lot offers space, modern design and functionality. Perfectly situated just two streets away from Lake S
45 Photos
Last Updated : 37 Days ago
35 Tiny Beaches Road S, Simcoe, ON , MLS #S13044744 , Image - 1

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35 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13044744

Residential Freehold (Detached)

$849900.0
  • 2 +2 Beds
  • 1 Baths
  • < 700 sq-ft
This unique 4-season property encompasses multiple structures & is situated across from the sandy beaches of Georgian Bay. Just a 4-minute walk to the
50 Photos
Last Updated : 38 Days ago
41 Osborn Street, Simcoe, ON , MLS #N13007738 , Image - 1

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41 Osborn Street Angus, Essa, Simcoe, ON MLS® N13007738

Residential Freehold (Detached)

$1299999.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to a truly one-of-a-kind, custom-built home offering the perfect blend of luxury, functionality, and multi-generational living complete with y
10 Photos
Last Updated : 38 Days ago
6649 County Road 27 Road, Simcoe, ON , MLS #N13126164 , Image - 1

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6649 County Road 27 Road Thornton, Essa, Simcoe, ON MLS® N13126164

Residential Freehold (Detached)

$1750000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Located within the Settlement Boundary of Thornton, this 3.8 acre property offers the potential for development, with access possible via the neighbou
50 Photos
Last Updated : 38 Days ago
84 Culbert Road, Simcoe, ON , MLS #N12983316 , Image - 1

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84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12983316

Residential Freehold (Detached)

$1579000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning newly built corner-lot home at 84 Culbert Rd, located in the heart of the family-oriented and friendly Summerlyn Village comm
40 Photos
Last Updated : 38 Days ago
1852 River Road W, Simcoe, ON , MLS #S13123856 , Image - 1

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1852 River Road W Wasaga Beach, Simcoe, ON MLS® S13123856

Residential Freehold (Detached)

$1980000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Prestigious Riverfront Estate In Wasaga Beach! Large Front Foyer From Covered Porch Opens To A Wow Room With Vaulted Ceilings. Huge Kitchen With Lot O
43 Photos
Last Updated : 38 Days ago
15 Pinecone Avenue, Simcoe, ON , MLS #S13123782 , Image - 1

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15 Pinecone Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13123782

Residential Freehold (Detached)

$949900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Furniture Included! Welcome to Pinecone Ave, a quiet picturesque street in Tiny- where refined living meets the relaxed pace of life by Georgian Bay.
38 Photos
Last Updated : 38 Days ago
763 9th Line S, Simcoe, ON , MLS #S13117120 , Image - 1

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763 9th Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13117120

Residential Freehold (Detached)

$1398880.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Experience the perfect blend of luxury, privacy, and nature in this stunning fully renovated bungaloft set on over 1 acre of picturesque land. Surroun
34 Photos
Last Updated : 38 Days ago
23 Mumberson Street, Simcoe, ON , MLS #N12660122 , Image - 1

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23 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12660122

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Absolute Luxury Living, at 23 Mumberston St! This beautiful 2020 Built home with a expansive corner lot, boasts over 5000 square feet of li
39 Photos
Last Updated : 38 Days ago
991 Shore Lane, Simcoe, ON , MLS #S13122360 , Image - 1

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991 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13122360

Residential Freehold (Detached)

$879900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Tucked within an enclave of prestigious waterfront homes, this beautifully updated property offers over2,100 sq ft of living space with soaring vaulte
17 Photos
Last Updated : 38 Days ago
3213 Quiet Waters Lane, Simcoe, ON , MLS #S13091786 , Image - 1

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3213 Quiet Waters Lane Waubaushene, Tay, Simcoe, ON MLS® S13091786

Residential Freehold (Detached)

$1298000.0
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Impressive waterfront home! Welcome home to the grand 3213 Quiet Waters Lane in stunning Waubashene. Nestled on the shores of Matchedash Bay with acce
40 Photos
Last Updated : 38 Days ago
9 Purple Hill Lane, Simcoe, ON , MLS #S12943104 , Image - 1

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9 Purple Hill Lane Rural Clearview, Clearview, Simcoe, ON MLS® S12943104

Residential Freehold (Detached)

$1799000.0
price drop iconPrice drop by 5.3%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to Purple Hill Lane, an exceptional country estate where timeless Victorian elegance meets refined modern living. Set on 1.47 acres of pristin
17 Photos
Last Updated : 38 Days ago
17 Sophie Lane S, Simcoe, ON , MLS #S13111850 , Image - 1

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17 Sophie Lane S Atherley, Ramara, Simcoe, ON MLS® S13111850

Residential Freehold (Detached)

$579000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To Lake Point Village! A Vibrant Community With Many Activities Such As Game Nights, Book Clubs, Sewing Groups, Dance Parties, & More! Nestled
39 Photos
Last Updated : 39 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S13120274 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13120274

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
40 Photos
Last Updated : 39 Days ago
24 Wilcox Road, Simcoe, ON , MLS #S13117814 , Image - 1

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24 Wilcox Road Rural Tay, Tay, Simcoe, ON MLS® S13117814

Residential Freehold (Detached)

$999900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Waterfront Living on Georgian Bay! Welcome to 24 Wilcox Rd, a charming year-round retreat nestled on the shores of beautiful Georgian Bay in Waubaushe
24 Photos
Last Updated : 39 Days ago
15 Cherrywood Lane, Simcoe, ON , MLS #N13116388 , Image - 1

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15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13116388

Residential Freehold (Detached)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
FULLY RENOVATED LOW-MAINTENANCE BUNGALOW WITH A PRIVATE TREED YARD & STYLISH INTERIOR! Your jaw might hit the floor the second you walk into this far-
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