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Detached Houses for Sale in Simcoe Under $5M - P20

Showing results 571 - 600 of 684
Last Updated: May 06, 2026
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  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 50 Days ago
53 Dock Lane, Simcoe, ON , MLS #S12676364 , Image - 1
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Unit-27, 53 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12676364

Residential Freehold (Detached)

$2199900.0
price drop iconPrice drop by 4.3%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to Port McNicoll's best - kept secret, Exclusive community, serene peninsula on Georgian Bay, offering an unparallel waterfront living. This s
32 Photos
Last Updated : 50 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S12891620 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12891620

Residential Freehold (Detached)

$3500000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! A rare modern estate minutes from downtown
40 Photos
Last Updated : 50 Days ago
47 Market Street, Simcoe, ON , MLS #S12886470 , Image - 1

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47 Market Street Collingwood, Simcoe, ON MLS® S12886470

Residential Freehold (Detached)

$850000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This well-maintained two-storey home offers exceptional versatility with C1 zoning, allowing for both residential and commercial uses. Ideally located
18 Photos
Last Updated : 50 Days ago
767 Cedarvale Drive, Simcoe, ON , MLS #N12890686 , Image - 1

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767 Cedarvale Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12890686

Residential Freehold (Detached)

$2399999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Fabulous sun filled layout with a spectacular gourmet kitchen, with Thermador appliances. Family room with 32ft soaring cathedral ceilings. Custom lar
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
32 Photos
Last Updated : 50 Days ago
2531 Concession Road 3 N/A, Simcoe, ON , MLS #N12890628 , Image - 1

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2531 Concession Road 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12890628

Residential Freehold (Detached)

$1283000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful Raised Bungalow On Just Over 10 Acres Of Paradise Offering Tranquility, Rolling Hills & Stunning Views. Open-Concept Living Room & Kitchen W
36 Photos
Last Updated : 51 Days ago
166 Gardiner Drive, Simcoe, ON , MLS #N12750518 , Image - 1

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166 Gardiner Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12750518

Residential Freehold (Detached)

$1098000.0
price drop iconPrice drop by 4.5%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautifully upgraded home welcomes you with a double door entry leading into a spacious foyer featuring a large closet and a decorative niche. Th
39 Photos
Last Updated : 51 Days ago
2199 Richard Street E, Simcoe, ON , MLS #N12888448 , Image - 1

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2199 Richard Street E Alcona, Innisfil, Simcoe, ON MLS® N12888448

Residential Freehold (Detached)

$969000.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Absolutely Stunning! This fully renovated home has been meticulously upgraded with no expense spared, showcasing remarkable attention to detail. Step
2 Photos
Last Updated : 51 Days ago
1485 Tomkins Road, Simcoe, ON , MLS #N12834434 , Image - 1
1485 Tomkins Road Alcona, Innisfil, Simcoe, ON MLS® N12834434

Residential Freehold (Detached)

$929990.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to Alcona Shores! This 2,285 sq ft. never lived in previous Model Home offered directly from the Builder & covered under Tarion Warranty is a
21 Photos
Last Updated : 51 Days ago
66 Raquel Street, Simcoe, ON , MLS #S12887130 , Image - 1

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66 Raquel Street Painswick South, Barrie, Simcoe, ON MLS® S12887130

Residential Freehold (Detached)

$1099900.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RESORT-STYLE BACKYARD WITH SALTWATER POOL, COVERED HOT TUB & OUTDOOR BAR, 3-CAR HEATED/INSULATED GARAGE, OVER 4,000 SQ FT & MULTI-GENERATIONAL LIVING!
32 Photos
Last Updated : 51 Days ago
3679 McCarthy Drive, Simcoe, ON , MLS #S12871892 , Image - 1

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3679 McCarthy Drive Rural Clearview, Clearview, Simcoe, ON MLS® S12871892

Residential Freehold (Detached)

$999000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Expansive 33-Acre Private Retreat A Rare Blend of Tranquility and ConvenienceWelcome to your own slice of paradise an extraordinary 33-acre home tucke
49 Photos
Last Updated : 51 Days ago
21 Marta Crescent, Simcoe, ON , MLS #S12886740 , Image - 1

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21 Marta Crescent Ardagh, Barrie, Simcoe, ON MLS® S12886740

Residential Freehold (Detached)

$975000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Charming Family Home with original owners in the Heart of South Barrie. Nestled on an idyllic street in a vibrant, family-friendly South Barrie neighb
42 Photos
Last Updated : 53 Days ago
20 Magnolia Avenue, Simcoe, ON , MLS #N12883318 , Image - 1

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20 Magnolia Avenue Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12883318

Residential Freehold (Detached)

$1550000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Just Built in 2023 now at a steal Price! On a PREMIUM CORNER LOT! Over 4100+ Above Grade Square Feet. 4 Large Bedrooms each with their own spacious wa
18 Photos
Last Updated : 54 Days ago
7682 Oak Point Road, Simcoe, ON , MLS #S12882914 , Image - 1

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7682 Oak Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S12882914

Residential Freehold (Detached)

$439000.0
  • 700-1100 sq-ft
Experience spectacular LAKE COUCHICHING SUNSETS from this picturesque waterfront property on the Trent-Severn Waterway. This property presents a Uniq
37 Photos
Last Updated : 54 Days ago
171 Gold Park Gate, Simcoe, ON , MLS #N12846862 , Image - 1

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171 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12846862

Residential Freehold (Detached)

$1100000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Backing onto beautiful forest and ravine views, this exceptional bungalow offers a rare blend of nature, luxury, space, and versatility-perfect for fa
47 Photos
Last Updated : 54 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S12880808 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12880808

Residential Freehold (Detached)

$1699900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the
32 Photos
Last Updated : 55 Days ago
3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

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3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0
  • 2 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov
50 Photos
Last Updated : 55 Days ago
2230 Spring Street, Simcoe, ON , MLS #N12804174 , Image - 1

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2230 Spring Street Alcona, Innisfil, Simcoe, ON MLS® N12804174

Residential Freehold (Detached)

$3399000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Tucked away at the end of a quiet cul-de-sac just off Innisfil Beach Road, just under 2 Acres, this property offers a rare level of privacy and the pe
46 Photos
Last Updated : 55 Days ago
1 Sundown Road, Simcoe, ON , MLS #S12875728 , Image - 1

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1 Sundown Road Rural Tiny, Tiny, Simcoe, ON MLS® S12875728

Residential Freehold (Detached)

$819000.0
  • 2 +2 Beds
  • 1 Baths
  • < 700 sq-ft
Fully renovated 4-season cottage located in Tiny's sought-after Wahnekewaning Beach area, known for its strong European community and proximity to the
36 Photos
Last Updated : 56 Days ago
12 Schooner Lane, Simcoe, ON , MLS #S12873372 , Image - 1

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12 Schooner Lane Rural Tay, Tay, Simcoe, ON MLS® S12873372

Residential Freehold (Detached)

$499999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 12 Schooner Lane, a stunning property in a prime location in Tay! This modern smart home is perfect for those seeking year-round accommodat
3 Photos
Last Updated : 56 Days ago
66 Owens Road, Simcoe, ON , MLS #N12872596 , Image - 1
66 Owens Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12872596

Residential Freehold (Detached)

$999999.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 66 Owens Rd, a spotless stunning detached two storey 4 bed, 5 washroom home with a brand new 2-bedroom basement apartment with a new separa
5 Photos
Last Updated : 57 Days ago
23 Hills Thistle Drive, Simcoe, ON , MLS #S12670694 , Image - 1
23 Hills Thistle Drive Wasaga Beach, Simcoe, ON MLS® S12670694

Residential Freehold (Detached)

$644900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Gorgeous Detached Home In Wasaga Beach On A Premium Lot! Built By Elm Development! Situated In The Heart Of Georgian Sand Wasaga Beach! Spacious 4 Bed
28 Photos
Last Updated : 57 Days ago
16 Ravenscraig Place, Simcoe, ON , MLS #N12050042 , Image - 1

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16 Ravenscraig Place Cookstown, Innisfil, Simcoe, ON MLS® N12050042

Residential Condo & Other (Detached Condo)

$869900.0
price drop iconPrice drop by 23.0%
  • 4 Beds
  • 3 Baths
  • 1800-1999 sq-ft
Welcome to 16 Ravenscraig Place, discover modern living in the growing Village of Cookstown, dubbed the 'Coziest Corner in Innisfil'. This stunning b
33 Photos
Last Updated : 58 Days ago
31 Reynolds Drive, Simcoe, ON , MLS #S12863188 , Image - 1

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31 Reynolds Drive Atherley, Ramara, Simcoe, ON MLS® S12863188

Residential Freehold (Detached)

$607000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover this beautifully maintained 2-bedroom, 2-bathroom raised bungalow, ideally situated on a premium landscaped corner lot in the sought-after co
44 Photos
Last Updated : 58 Days ago
2035 Craig Road, Simcoe, ON , MLS #N12861866 , Image - 1

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2035 Craig Road Alcona, Innisfil, Simcoe, ON MLS® N12861866

Residential Freehold (Detached)

$899000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Beautifully updated home sitting on a stunning 75 x 202 treed lot, backing onto peaceful greenspace in a sought-after Alcona neighbourhood. A standout
40 Photos
Last Updated : 58 Days ago
143 Fourth Street W, Simcoe, ON , MLS #S12861304 , Image - 1

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143 Fourth Street W Collingwood, Simcoe, ON MLS® S12861304

Residential Freehold (Detached)

$849000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Downtown Collingwood Century Home Full of Charm! Welcome to this beautiful red brick century home set on a coveted tree-lined street around the corner
50 Photos
Last Updated : 60 Days ago
215 Dock Road, Simcoe, ON , MLS #S12857956 , Image - 1

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215 Dock Road South Shore, Barrie, Simcoe, ON MLS® S12857956

Residential Freehold (Detached)

$2995000.0
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome to your dream home, just steps from Kempenfelt Bay! This exceptional 4+1 bedroom detached home is nestled in one of Barrie's most exclusive ar
50 Photos
Last Updated : 60 Days ago
82 Stanley Street, Simcoe, ON , MLS #S12856220 , Image - 1

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82 Stanley Street Collingwood, Simcoe, ON MLS® S12856220

Residential Freehold (Detached)

$1425000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Located in the south end of Collingwood this highly sought-after neighbourhood boasts an enclave of custom-built homes where pride of ownership is evi
50 Photos
Last Updated : 60 Days ago
113 Minnetonka Road, Simcoe, ON , MLS #N12857748 , Image - 1

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113 Minnetonka Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12857748

Residential Freehold (Detached)

$2495000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
MOVE IN TOMORROW FULLY FURNISHED! Beautiful Waterfront Property in Big Bay Point! Over 1/2 acre with unobstructed views of Lake Simcoe from almost eve
50 Photos
Last Updated : 61 Days ago
26 Pearl Street, Simcoe, ON , MLS #S12851576 , Image - 1

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26 Pearl Street Wasaga Beach, Simcoe, ON MLS® S12851576

Residential Freehold (Detached)

$999888.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This like-new home features a functional four-bedroom layout where every bedroom has direct bathroom access. The main floor offers an open-concept des
50 Photos
Last Updated : 61 Days ago
155 Glenlake Boulevard, Simcoe, ON , MLS #S12854192 , Image - 1

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155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12854192

Residential Freehold (Detached)

$1999000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.
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