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Detached Houses for Sale in Simcoe Under $5M - P5

Showing results 121 - 150 of 2948
Last Updated: November 04, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 13 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 : 13 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 : 13 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 : 13 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
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 : 13 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 : 13 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 : 13 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 : 13 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
35 Photos
Last Updated : 13 Hours ago
83 Bella Vista Trail, Simcoe, ON , MLS #N13575614 , Image - 1

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83 Bella Vista Trail Alliston, New Tecumseth, Simcoe, ON MLS® N13575614

Residential Condo & Other (Detached Condo)

$774000.0
price drop iconPrice drop by 3.1%
  • 2 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Looking for a Briar Hill bungaloft backing onto the ravine - welcome to 83 Bella Vista Trail! This bright, beautiful home has been well taken care of,
Open House : Sun Nov 08, 01:30 PM to 03:30 PM
31 Photos
Last Updated : 13 Hours ago
5 Widgeon Street, Simcoe, ON , MLS #S14101150 , Image - 1

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5 Widgeon Street Painswick South, Barrie, Simcoe, ON MLS® S14101150

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 6.7%
  • 4 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this expansive 2,400-square-foot, two-storey home nestled on a quiet street! The spacious ceramic-tiled entry leads to a bright and invitin
Open House : Sun Nov 08, 10:30 AM to 12:00 PM
48 Photos
Last Updated : 13 Hours ago
2134 Taggart Court, Simcoe, ON , MLS #N14082408 , Image - 1

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2134 Taggart Court Alcona, Innisfil, Simcoe, ON MLS® N14082408

Residential Freehold (Detached)

$730000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this stunning, beautifully decorated home, where timeless neutral elegance meets comfort and functionality. Featuring 4 spacious bedrooms u
Open House : Sat Nov 07, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 13 Hours ago
209 Cliff Road, Simcoe, ON , MLS #S13845748 , Image - 1

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209 Cliff Road South Shore, Barrie, Simcoe, ON MLS® S13845748

Residential Freehold (Detached)

$549000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Bright and spacious family home ideally located within walking distance to Minet's Point and Barrie's scenic Waterfront Heritage Trails. Large windows
Open House : Sat Nov 07, 02:00 PM to 04:00 PM
47 Photos
Last Updated : 13 Hours ago
1046 Hurlwood Lane, Simcoe, ON , MLS #S14128142 , Image - 1

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1046 Hurlwood Lane Rural Severn, Severn, Simcoe, ON MLS® S14128142

Residential Freehold (Detached)

$1549000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This isn't just another house. It's the kind of home you move into and never want to leave. Welcome to 1046 Hurlwood Lane, a truly spectacular home wh
15 Photos
Last Updated : 13 Hours ago
4 Campbell Avenue, Simcoe, ON , MLS #S14147710 , Image - 1

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4 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14147710

Residential Freehold (Detached)

$829900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Family-friendly. Functional. Well-Maintained. Nestled in an Oro-Medonte neighbourhood just steps from Lake Simcoe, this solid brick bungalow offers co
21 Photos
Last Updated : 13 Hours ago
39 Prudhoe Terrace, Simcoe, ON , MLS #S14147432 , Image - 1

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39 Prudhoe Terrace Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14147432

Residential Freehold (Detached)

$835999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautifully maintained, less than 2-year-old detached home located in Barrie's sought-after south-end community. Offering the perfect blend of modern
37 Photos
Last Updated : 14 Hours ago
7412 Rama Road, Simcoe, ON , MLS #S14131762 , Image - 1

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7412 Rama Road Washago, Severn, Simcoe, ON MLS® S14131762

Residential Freehold (Detached)

$949000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
A private country retreat with the space, updates, and outdoor living you've been waiting for. Set on 1.3 acres in Ramara, 7412 Rama Road offers over
24 Photos
Last Updated : 14 Hours ago
49 Michael Street, Simcoe, ON , MLS #N13846136 , Image - 1

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49 Michael Street Angus, Essa, Simcoe, ON MLS® N13846136

Residential Freehold (Detached)

$660000.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Located in an established Angus neighbourhood close to schools, parks, shopping, restaurants and everyday amenities, with Base Borden just minutes awa
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 14 Hours ago
3134 Goldstein Road, Simcoe, ON , MLS #S14147556 , Image - 1

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3134 Goldstein Road West Shore, Severn, Simcoe, ON MLS® S14147556

Residential Freehold (Detached)

$849999.0
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Modern. Refined. Effortless. A striking custom contemporary home offering just under 2,550 sq ft of thoughtfully designed living space with deeded acc
45 Photos
Last Updated : 14 Hours ago
83 Vasey Road, Simcoe, ON , MLS #N13846494 , Image - 1

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83 Vasey Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13846494

Residential Freehold (Detached)

$1449999.0
price drop iconPrice drop by 9.4%
  • 5 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 2 year old modern luxury residence offering approx. 3,200 sq ft above grade plus 1,400 sq ft of beautifully finished basem
40 Photos
Last Updated : 14 Hours ago
6 Pinehurst Lane, Simcoe, ON , MLS #S13523312 , Image - 1

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6 Pinehurst Lane Anten Mills, Springwater, Simcoe, ON MLS® S13523312

Residential Freehold (Detached)

$2299900.0
price drop iconPrice drop by 13.2%
  • 6 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
A PRIVATE ESTATE. AN EXCEPTIONAL LIFESTYLE. Tucked away on a quiet cul-de-sac in desirable Springwater, just minutes from Barrie, this custom-built re
38 Photos
Last Updated : 14 Hours ago
390 Second Street, Simcoe, ON , MLS #S14097270 , Image - 1

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390 Second Street Collingwood, Simcoe, ON MLS® S14097270

Residential Freehold (Detached)

$825000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 390 Second Street, a thoughtfully renovated 3+1 bedroom, 2-bathroom bungalow with over 2,000 sqft of living space in a walkable Collingwood
Open House : Sat Nov 07, 11:00 AM to 01:00 PM
48 Photos
Last Updated : 14 Hours ago
24 Hopkins Road, Simcoe, ON , MLS #S14094968 , Image - 1

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24 Hopkins Road Grove East, Barrie, Simcoe, ON MLS® S14094968

Residential Freehold (Detached)

$629900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled in a highly sought-after family-friendly east-end neighbourhood, this well-maintained detached home offers the perfect combination of comfort,
47 Photos
Last Updated : 14 Hours ago
230 Kempview Lane, Simcoe, ON , MLS #S13636622 , Image - 1

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230 Kempview Lane South Shore, Barrie, Simcoe, ON MLS® S13636622

Residential Freehold (Detached)

$2499999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome To 230 Kempview Lane - A Stunning Custom-Built Waterfront Estate On The Prestigious Shores Of Kempenfelt Bay In Barrie. Set On A Rare Level Wa
Open House : Sat Nov 07, 12:00 PM to 02:00 PM
11 Photos
Last Updated : 14 Hours ago
68 Victoria Street, Simcoe, ON , MLS #S14120852 , Image - 1

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68 Victoria Street Sanford, Barrie, Simcoe, ON MLS® S14120852

Residential Freehold (Detached)

$589000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Quaint Century home minutes from the bay. This charming 3 bed 1 bath 2 car parking, partially finished basement with a fenced yard home, is waiting fo
44 Photos
Last Updated : 14 Hours ago
43 Alexander Street, Simcoe, ON , MLS #N13690600 , Image - 1

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43 Alexander Street Tottenham, New Tecumseth, Simcoe, ON MLS® N13690600

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 6.8%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover the comfort and convenience of small-town living in this charming all-brick bungalow, nestled on a mature, family-friendly street in the hear
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
4 Photos
Last Updated : 14 Hours ago
341 Hickling Trail, Simcoe, ON , MLS #S14147306 , Image - 1
341 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S14147306

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Under Power of Sale. An opportunity awaits for renovators, contractors, and investors looking to unlock the potential of this property! Offering 1,481
27 Photos
Last Updated : 14 Hours ago
36 Red Oak Drive, Simcoe, ON , MLS #S14122014 , Image - 1

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36 Red Oak Drive Holly, Barrie, Simcoe, ON MLS® S14122014

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step outside to a fully fenced backyard designed for both relaxation and everyday enjoyment, featuring a cha
29 Photos
Last Updated : 14 Hours ago
5 Elvyn Crescent, Simcoe, ON , MLS #S14127590 , Image - 1

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5 Elvyn Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14127590

Residential Freehold (Detached)

$899999.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover this welcoming four bedroom home, nestled within a quiet, established neighbourhood in Oro-Medonte,
Open House : Sun Nov 08, 02:00 PM to 03:30 PM
46 Photos
Last Updated : 14 Hours ago
9087 Webster Road, Simcoe, ON , MLS #N13732640 , Image - 1

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9087 Webster Road Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N13732640

Residential Freehold (Detached)

$999900.0
price drop iconPrice drop by 9.0%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
10 private acres, a heated shop and a property built for enjoying every season. Surrounded by mature trees, this is country living with the space, pri
44 Photos
Last Updated : 14 Hours ago
160 Lafontaine Road W, Simcoe, ON , MLS #S14143510 , Image - 1

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160 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14143510

Residential Freehold (Detached)

$633750.0
  • 6 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover exceptional space, versatility, and income potential with RR 93 zoning this impressive country property set on approximately 2.46 acres in th
Shortlisted Properties
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