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Detached Houses for Sale in Simcoe Under $5M - P49

Showing results 1441 - 1470 of 2948
Last Updated: November 04, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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43 Photos
Last Updated : 16 Days ago
13 Lindsay Court, Simcoe, ON , MLS #S13871018 , Image - 1
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13 Lindsay Court Cundles East, Barrie, Simcoe, ON MLS® S13871018

Residential Freehold (Detached)

$689900.0
  • 3 Beds
  • 3 Baths
  • 700-1100 sq-ft
Welcome to this beautifully updated single-family home offering a fantastic combination of space, versatility and income potential-an excellent opport
34 Photos
Last Updated : 16 Days ago
34 Bear Creek Drive, Simcoe, ON , MLS #S14032746 , Image - 1

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34 Bear Creek Drive Holly, Barrie, Simcoe, ON MLS® S14032746

Residential Freehold (Detached)

$929000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Completely Renovated , 3,500+ Sq. Ft. ,Premium Family Location. Welcome to 34 Bear Creek Drive - A stunning, completely renovated home offering over 3
26 Photos
Last Updated : 16 Days ago
207 Warnica Road, Simcoe, ON , MLS #S14033126 , Image - 1

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207 Warnica Road Painswick North, Barrie, Simcoe, ON MLS® S14033126

Residential Freehold (Detached)

$629999.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Lovingly maintained bungalow set on an expansive lot in the heart of desirable Painswick, offering a rare op
28 Photos
Last Updated : 16 Days ago
11 Frances Street N, Simcoe, ON , MLS #S14082638 , Image - 1

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11 Frances Street N Queen's Park, Barrie, Simcoe, ON MLS® S14082638

Residential Freehold (Detached)

$824500.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
OLD-WORLD CHARM, MODERN UPDATES & A DETACHED OUTBUILDING OFFERING IN-LAW CAPABILITY! A century of history comes with some unexpected extras at this ch
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
2262 Webb Street, Simcoe, ON , MLS #N13781336 , Image - 1

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2262 Webb Street Stroud, Innisfil, Simcoe, ON MLS® N13781336

Residential Freehold (Detached)

$949900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
An exceptional family home awaits at 2262 Webb Street. Located in the family friendly Stroud community, this home sits on a huge lot, backing onto a p
50 Photos
Last Updated : 16 Days ago
8128 Main Street, Simcoe, ON , MLS #N13753802 , Image - 1

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8128 Main Street Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13753802

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nostalgia with modern touches welcomes you to this century home. A fully fenced yard on a 53 ft x 167 ft property invites you outside to find your zen
50 Photos
Last Updated : 16 Days ago
11 Charlotte Court, Simcoe, ON , MLS #S13805372 , Image - 1

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11 Charlotte Court Letitia Heights, Barrie, Simcoe, ON MLS® S13805372

Residential Freehold (Detached)

$648000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautifully Maintained Raised Bungalow on Premium Lot in Quiet Cul-de-Sac! Welcome to this well-kept 3+2 bedroom raised bungalow, ideally situated on
21 Photos
Last Updated : 16 Days ago
18 Rue Vanier Road, Simcoe, ON , MLS #S13822060 , Image - 1

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18 Rue Vanier Road Lafontaine, Tiny, Simcoe, ON MLS® S13822060

Residential Freehold (Detached)

$668800.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
THE GEORGIAN BAY LIFESTYLE: Beach days. Forest trails. Bonfire nights. The best of country living in beautiful Tiny Township. Walk to Georgian Bay to
22 Photos
Last Updated : 16 Days ago
19 Bridle Road, Simcoe, ON , MLS #S14087856 , Image - 1

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19 Bridle Road Penetanguishene, Simcoe, ON MLS® S14087856

Residential Freehold (Detached)

$559900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this versatile raised bungalow in Penetanguishene, offering an excellent opportunity for homeowners, investors or those seeking multi-gener
50 Photos
Last Updated : 16 Days ago
83 OLD MOSLEY Street, Simcoe, ON , MLS #S13838270 , Image - 1

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83 OLD MOSLEY Street Wasaga Beach, Simcoe, ON MLS® S13838270

Residential Freehold (Detached)

$1199000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
75 FEET OF PRIME RIVERFRONT AND STEPS TO THE BEACH. Waterfront retreat that offers year round living on the prime boating part of the Nottawasaga Rive
34 Photos
Last Updated : 16 Days ago
1221 10th Line, Simcoe, ON , MLS #N14094034 , Image - 1

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1221 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N14094034

Residential Freehold (Detached)

$850000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional 58'x29' heated workshop offering outstanding versatility for contractors, hobbyists, car enthusi
31 Photos
Last Updated : 16 Days ago
12 Parisian Crescent, Simcoe, ON , MLS #S14027454 , Image - 1

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12 Parisian Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S14027454

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Backyard Dreams Become Reality In This Beautifully Updated South Barrie Home, Showcasing One Of The Most Impressive Outdoor Living Spaces You'll Find.
39 Photos
Last Updated : 16 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S13801394 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S13801394

Residential Freehold (Detached)

$799000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
QUICK CLOSING AVAILABLE! LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraord
20 Photos
Last Updated : 16 Days ago
6 Rosemarie Drive, Simcoe, ON , MLS #S14090756 , Image - 1

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6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14090756

Residential Freehold (Detached)

$769900.0
  • 3 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
QUICK CLOSING AVAILABLE! THE UPDATES ARE DONE, THE DECK IS CALLING & THE REC ROOM HAS SPACE FOR EVERYONE! Set on a generous 97 x 135 ft lot in a quiet
26 Photos
Last Updated : 16 Days ago
12 Grasett Crescent, Simcoe, ON , MLS #S14093070 , Image - 1

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12 Grasett Crescent West Bayfield, Barrie, Simcoe, ON MLS® S14093070

Residential Freehold (Detached)

$629900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome To This Beautifully Renovated 2 Storey Home, Tucked Away In A Family Friendly Neighbourhood & Thoughtfully Updated Throughout. Warm, Inviting
35 Photos
Last Updated : 16 Days ago
575 Oleary Lane, Simcoe, ON , MLS #S13477578 , Image - 1

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575 Oleary Lane Victoria Harbour, Tay, Simcoe, ON MLS® S13477578

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 8.6%
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this custom-designed home offering stunning year-round views of Hogg Bay. Soaring vaulted ceilings and an open-concept layout create a brig
2 Photos
Last Updated : 16 Days ago
39 Savarin Street, Simcoe, ON , MLS #S13813784 , Image - 1
39 Savarin Street Wasaga Beach, Simcoe, ON MLS® S13813784

Residential Freehold (Detached)

$350000.0
  • < 700 sq-ft
LAND VALUE ONLY - BUILD YOUR DREAM HOME! Rare opportunity in an established Wasaga Beachneighbourhood. Situated on a generous 50 ft x 117 ft lot surro
26 Photos
Last Updated : 16 Days ago
7 Huron Street, Simcoe, ON , MLS #S14093758 , Image - 1

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7 Huron Street North Shore, Barrie, Simcoe, ON MLS® S14093758

Residential Freehold (Detached)

$698000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Exceptional opportunity to own this spacious, well-maintained 3-bedroom detached bungalow in a highly sought-after, family-friendly neighborhood! Enjo
39 Photos
Last Updated : 16 Days ago
17 Bridle Path, Simcoe, ON , MLS #S14093684 , Image - 1

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17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093684

Residential Freehold (Detached)

$1199500.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Fall in love with the timeless charm of this stunning home in prestigious Horseshoe Valley Highlands, featur
46 Photos
Last Updated : 16 Days ago
16 Chestnut Lane, Simcoe, ON , MLS #S14093622 , Image - 1

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16 Chestnut Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093622

Residential Freehold (Detached)

$1125000.0
  • 2 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
EXCLUSIVE COURT LOCATION | EXECUTIVE BUNGALOW | HORSESHOE VALLEY | Experience refined single-level living in one of Horseshoe Valley's most coveted lo
36 Photos
Last Updated : 16 Days ago
94 Laidlaw Drive, Simcoe, ON , MLS #S14093564 , Image - 1

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94 Laidlaw Drive West Bayfield, Barrie, Simcoe, ON MLS® S14093564

Residential Freehold (Detached)

$625000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome home!This 3-bedroom, 2.5-bath home in the West Bayfield neighbourhood of Northwest Barrie is ideal for first-time buyers and downsizers alike.
32 Photos
Last Updated : 16 Days ago
63 Masters Drive, Simcoe, ON , MLS #S13855054 , Image - 1

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63 Masters Drive East Bayfield, Barrie, Simcoe, ON MLS® S13855054

Residential Freehold (Detached)

$669000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great first-time buyer., retiree and investors home. This move in ready raised bungalow located in Barrie's north end a desirable neighbourhood. Hardw
45 Photos
Last Updated : 16 Days ago
27 Campbell Avenue, Simcoe, ON , MLS #S13851904 , Image - 1

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27 Campbell Avenue Allandale, Barrie, Simcoe, ON MLS® S13851904

Residential Freehold (Detached)

$449999.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 27 Campbell Ave in the heart of Barrie. A rare opportunity for investors or ambitious homeowners ready to bring their vision to life. This
47 Photos
Last Updated : 16 Days ago
213 Mary Street, Simcoe, ON , MLS #S14085782 , Image - 1

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213 Mary Street Creemore, Clearview, Simcoe, ON MLS® S14085782

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to easy, low-maintenance, one-floor living in the heart of Creemore. Built in 2020, this immaculate brick bungalow offers approx. 1,578 sq ft
38 Photos
Last Updated : 16 Days ago
32 Sandhill Crane Drive, Simcoe, ON , MLS #S13876282 , Image - 1

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32 Sandhill Crane Drive Wasaga Beach, Simcoe, ON MLS® S13876282

Residential Freehold (Detached)

$649900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully upgraded 1,600+ SF home on a premium lot, offering privacy and picturesque views. The open-concept main floor features a c
47 Photos
Last Updated : 16 Days ago
222 Oak Street, Simcoe, ON , MLS #S13701580 , Image - 1

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222 Oak Street Collingwood, Simcoe, ON MLS® S13701580

Residential Freehold (Detached)

$2950000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 222 Oak Street, where timeless elegance meets modern luxury in this custom-built North Oak home. Set on a fenced full town lot in downtown
37 Photos
Last Updated : 16 Days ago
218 Blue Dasher Boulevard, Simcoe, ON , MLS #N13865472 , Image - 1

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218 Blue Dasher Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13865472

Residential Freehold (Detached)

$1329000.0
price drop iconPrice drop by 7.0%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 218 Blue Dasher Blvd, a beautifully upgraded 4-bedroom home situated on a desirable corner lot with an impressive, spacious yard. Thoughtfu
15 Photos
Last Updated : 16 Days ago
486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

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486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F
29 Photos
Last Updated : 16 Days ago
5 East Gate, Simcoe, ON , MLS #S14015136 , Image - 1

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5 East Gate Grove East, Barrie, Simcoe, ON MLS® S14015136

Residential Freehold (Detached)

$579777.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Detached bungalow on a mature, private lot for the price of a townhome! This well-maintained, sun-filled home in a highly convenient locale features i
45 Photos
Last Updated : 16 Days ago
1969 North Orr Lake Road, Simcoe, ON , MLS #S13541082 , Image - 1

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1969 North Orr Lake Road Elmvale, Springwater, Simcoe, ON MLS® S13541082

Residential Freehold (Detached)

$1000000.0
price drop iconPrice drop by 16.0%
  • 3 +1 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Discover this exceptional waterfront retreat with clear shoreline offering year-round enjoyment on an impressive 565' deep x 61' frontage lot. Full of
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