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Detached Houses for Sale in Simcoe Under $5M - P10

Showing results 271 - 300 of 609
Last Updated: March 22, 2026
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37 Photos
Last Updated : 18 Days ago
1342 Corm Street, Simcoe, ON , MLS #N12845126 , Image - 1
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1342 Corm Street Alcona, Innisfil, Simcoe, ON MLS® N12845126

Residential Freehold (Detached)

$899000.0
  • 4 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Approx. 3700Sqft Of Living Space, w/ An In-Ground Pool w/ A Waterfall ($100K Value), Finished Basement w/ A Separate Entrance Through The Garage. Offi
36 Photos
Last Updated : 18 Days ago
52 Jewel House Lane, Simcoe, ON , MLS #S12844768 , Image - 1

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52 Jewel House Lane Innis-Shore, Barrie, Simcoe, ON MLS® S12844768

Residential Freehold (Detached)

$979900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
IMPECCABLY KEPT ALL-BRICK INNISHORE HOME WITH A 2-CAR GARAGE, FENCED BACKYARD, & NEARLY 2,200 SQ FT! At 52 Jewel House Lane, this well-maintained all-
40 Photos
Last Updated : 18 Days ago
944 Larter Street, Simcoe, ON , MLS #N12834682 , Image - 1

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944 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12834682

Residential Freehold (Detached)

$1225000.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) The updated kitchen is a true showpiece, anchored by a massive centre island with quartz countertops and bre
50 Photos
Last Updated : 18 Days ago
22 EAST JOHN Street, Simcoe, ON , MLS #N12827798 , Image - 1

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22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12827798

Residential Freehold (Detached)

$1999999.0
  • 3 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/lib
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
39 Photos
Last Updated : 18 Days ago
68 Drury Lane, Simcoe, ON , MLS #S12665704 , Image - 1

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68 Drury Lane Wellington, Barrie, Simcoe, ON MLS® S12665704

Residential Freehold (Detached)

$779900.0
price drop iconPrice drop by 8.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your ideal retreat-a beautifully preserved brick bungalow that exudes classic elegance and thoughtful modern enhancements. Crafted with a d
45 Photos
Last Updated : 18 Days ago
95 lakeshore Road E, Simcoe, ON , MLS #S12742000 , Image - 1

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95 lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12742000

Residential Freehold (Detached)

$2095000.0
price drop iconPrice drop by 2.6%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Don't be deceived by this home's modest roadside appearance-behind the front door awaits a private lakeside retreat offering over 2,700 sq. ft. of ren
29 Photos
Last Updated : 18 Days ago
1 Sinclair Crescent, Simcoe, ON , MLS #S12842622 , Image - 1

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1 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S12842622

Residential Freehold (Detached)

$569900.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Motivated Sellers - Priced to Sell! This is a fantastic opportunity to own a beautifully maintained home in Lakepoint Village, an inviting adult lifes
26 Photos
Last Updated : 19 Days ago
19 Cheslock Crescent, Simcoe, ON , MLS #S12655010 , Image - 1

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19 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S12655010

Residential Freehold (Detached)

$1524999.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 19 Cheslock Crescent. This 5 year old bungalow located in the Kayley Estates in the quaint and safe community of Warminster is situated on
40 Photos
Last Updated : 19 Days ago
101 River Road E, Simcoe, ON , MLS #S12797882 , Image - 1

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101 River Road E Wasaga Beach, Simcoe, ON MLS® S12797882

Residential Freehold (Detached)

$559999.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Bungalow on a Prime Property - Just Steps from Wasaga Beach! Welcome to this beautiful & versatile bungalow, perfectly situated just a 5-minu
9 Photos
Last Updated : 19 Days ago
8137 4th Line, Simcoe, ON , MLS #N12598252 , Image - 1

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8137 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12598252

Residential Freehold (Detached)

$1600000.0
price drop iconPrice drop by 11.1%
  • 4 Beds
  • 1 Baths
  • 2500-3000 sq-ft
Discover the perfect canvas for your dream home on over 66 acres of exceptional countryside, beautifully backed by the peaceful Nottawasaga River in A
50 Photos
Last Updated : 19 Days ago
8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

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8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$3299000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C
41 Photos
Last Updated : 19 Days ago
3678 Kimberley Street, Simcoe, ON , MLS #N12840618 , Image - 1

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3678 Kimberley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12840618

Residential Freehold (Detached)

$1199900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
STUNNING 3,700+ SQ FT FAMILY RETREAT STEPS TO LAKE SIMCOE & FRIDAY HARBOUR, SHOWCASING MODERN UPGRADES, SUNLIT OPEN-CONCEPT LIVING, & A RESORT-INSPIRE
38 Photos
Last Updated : 19 Days ago
1407 Flos 8 Road W, Simcoe, ON , MLS #S12838102 , Image - 1

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1407 Flos 8 Road W Rural Springwater, Springwater, Simcoe, ON MLS® S12838102

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to Martingrove! One of springwaters designated Heritage homes. The handcrafted details are stunning, this home will call you... Built in 1906
50 Photos
Last Updated : 19 Days ago
1424 Klondike Park Road, Simcoe, ON , MLS #S12839872 , Image - 1

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1424 Klondike Park Road Rural Clearview, Clearview, Simcoe, ON MLS® S12839872

Residential Freehold (Detached)

$1050000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
25 acre property and 1300 square foot home! Incredible hobby farm or homestead opportunity. This property offers nearly 25 acres minutes to Stayner an
50 Photos
Last Updated : 19 Days ago
58 Shepherd Drive, Simcoe, ON , MLS #S12710630 , Image - 1

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58 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12710630

Residential Freehold (Detached)

$1138000.0
price drop iconPrice drop by 2.6%
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Step into this stunning 2-year-new home featuring a sleek modern elevation and over 3,000 sqft of thoughtfully designed living space. With 5+1 bedroom
28 Photos
Last Updated : 19 Days ago
1152 Peelar Crescent, Simcoe, ON , MLS #N12803206 , Image - 1

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1152 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12803206

Residential Freehold (Detached)

$899900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Don't miss your chance on this impeccably maintained, FULLY FINISHED, MOVE-IN READY & Upgraded 4+1 Bedrooms, 4-Bathrooms Detached Walk-out Basement in
34 Photos
Last Updated : 19 Days ago
2863 Concession Rd 3 N/A, Simcoe, ON , MLS #N12839524 , Image - 1

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2863 Concession Rd 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12839524

Residential Freehold (Detached)

$1949000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This is more than a home-it's a lifestyle retreat where nature, comfort, and adventure come together. Set well back from the road and surrounded by ma
35 Photos
Last Updated : 19 Days ago
17 Jamieson Drive, Simcoe, ON , MLS #N12833690 , Image - 1

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17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12833690

Residential Freehold (Detached)

$775000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Rosemont - where privacy, space, and lifestyle come together beautifully. Nestled on a stunning, private treed and professionally landscape
38 Photos
Last Updated : 19 Days ago
53 SLALOM Drive, Simcoe, ON , MLS #S12839476 , Image - 1

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53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12839476

Residential Freehold (Detached)

$779900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
PRICED TO SELL! Welcome to 53 Slalom Dr in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie
34 Photos
Last Updated : 19 Days ago
10 Joseph Street, Simcoe, ON , MLS #N12839408 , Image - 1

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10 Joseph Street Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N12839408

Residential Freehold (Detached)

$925000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully updated and move-in ready, this charming 3 bedroom home is nestled in the heart of the quaint hamlet of Loretto - offering the perfect ble
49 Photos
Last Updated : 19 Days ago
79 Caroline Street W, Simcoe, ON , MLS #S12837852 , Image - 1

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79 Caroline Street W Creemore, Clearview, Simcoe, ON MLS® S12837852

Residential Freehold (Detached)

$1250000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A must-see to truly appreciate the space this home offers! This warm and welcoming home in Creemore provides far more room and flexibility than first
50 Photos
Last Updated : 19 Days ago
23 Crown Court, Simcoe, ON , MLS #S12595686 , Image - 1

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23 Crown Court Rural Tiny, Tiny, Simcoe, ON MLS® S12595686

Residential Freehold (Detached)

$949000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to The Tiny Beaches: Your dream four season escape on the shores of Georgian Bay. This one of a kind custom built White Pine Log Home ble
40 Photos
Last Updated : 19 Days ago
203 Roy Drive, Simcoe, ON , MLS #S12835368 , Image - 1

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203 Roy Drive Stayner, Clearview, Simcoe, ON MLS® S12835368

Residential Freehold (Detached)

$878888.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 203 Roy Drive, nestled in the picturesque Town of Stayner. This newly constructed The Glen layout by Zancor Homes is situated on a serene c
43 Photos
Last Updated : 19 Days ago
10 INVERMARA Court, Simcoe, ON , MLS #S12838068 , Image - 1

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Unit-28, 10 INVERMARA Court Orillia, Simcoe, ON MLS® S12838068

Residential Freehold (Detached)

$899000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Nestled within an exclusive gated community on the shores of Lake Simcoe in the heart of Orillia, this beautifully updated executive home offers more
12 Photos
Last Updated : 19 Days ago
4 Woodside Court, Simcoe, ON , MLS #S12481334 , Image - 1

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4 Woodside Court Wasaga Beach, Simcoe, ON MLS® S12481334

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 9.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this custom-built 5 bedroom, 2 bath home nestled on a quiet cul-de-sac, offering both privacy and charm with fantastic curb appeal. Featuri
30 Photos
Last Updated : 20 Days ago
4 Irish Lane, Simcoe, ON , MLS #S12834184 , Image - 1

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4 Irish Lane Grove East, Barrie, Simcoe, ON MLS® S12834184

Residential Freehold (Detached)

$749987.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A Must See - This Well-Maintained SOLID BRICK Detached 4 Bedroom Bungalow (2 Upper + 2 Lower) is Conveniently Located in Grove East, Barrie Surrounded
35 Photos
Last Updated : 20 Days ago
1369 Ryerson Boulevard, Simcoe, ON , MLS #S12836140 , Image - 1

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1369 Ryerson Boulevard Rural Severn, Severn, Simcoe, ON MLS® S12836140

Residential Freehold (Detached)

$1249000.0
  • 4 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to tranquility surrounded by trees and nature. This newly renovated/un-lived in (upper) country home sits on 10 acres of land with plenty of l
46 Photos
Last Updated : 20 Days ago
2263 25th Side Road, Simcoe, ON , MLS #N12797060 , Image - 1

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2263 25th Side Road Alcona, Innisfil, Simcoe, ON MLS® N12797060

Residential Freehold (Detached)

$729900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set in a family-friendly neighbourhood in the heart of Alcona, offering laid-back living just steps to the b
37 Photos
Last Updated : 20 Days ago
11 Saint Avenue, Simcoe, ON , MLS #N12723354 , Image - 1

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11 Saint Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12723354

Residential Freehold (Detached)

$1388000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
***Exquisite Bradford Home with Resort-Style Backyard and Legal Finished Basement (ADU)*** This stunning home is a true gem situated on a premium 49.2
50 Photos
Last Updated : 20 Days ago
854 Sixth Street, Simcoe, ON , MLS #S12835492 , Image - 1

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854 Sixth Street Rural Clearview, Clearview, Simcoe, ON MLS® S12835492

Residential Freehold (Detached)

$2549900.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Nestled on 19 breathtaking acres just minutes from the vibrant heart of Collingwood and the world-classBlue Mountain ski hills, this exceptional 5-bed
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