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Detached Houses for Sale in Simcoe Under $5M - P14

Showing results 391 - 420 of 609
Last Updated: March 22, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
10 Photos
Last Updated : 33 Days ago
29 Rue Camille Road, Simcoe, ON , MLS #S12462687 , Image - 1
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29 Rue Camille Road Rural Tiny, Tiny, Simcoe, ON MLS® S12462687

Residential Freehold (Detached)

$799000.0
price drop iconPrice drop by 8.1%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This newish home offers 1700+ square feet of finished living space, and is located in Tiny Township's western shoreline area. Just a short stroll to C
31 Photos
Last Updated : 33 Days ago
244 McKenzie Drive, Simcoe, ON , MLS #S12792874 , Image - 1

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244 McKenzie Drive Stayner, Clearview, Simcoe, ON MLS® S12792874

Residential Freehold (Detached)

$744000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
2,200+ SQ FT FAMILY HOME WITH A SEPARATE SIDE BASEMENT ENTRANCE & IN-LAW POTENTIAL INVITING YOU TO CREATE YOUR VISION! If you have ever wished a build
38 Photos
Last Updated : 33 Days ago
45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

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45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
***ALMOST COMPLETE AND READY TO MOVE IN MID-LATE MARCH*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality lo
23 Photos
Last Updated : 33 Days ago
1244 Mary-Lou Street, Simcoe, ON , MLS #N12792534 , Image - 1

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1244 Mary-Lou Street Alcona, Innisfil, Simcoe, ON MLS® N12792534

Residential Freehold (Detached)

$785000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Meticulously maintained and move-in ready, this spacious three bedroom, three bathroom home is ideally suite
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
31 Photos
Last Updated : 33 Days ago
1783 County Road 6 N/A S, Simcoe, ON , MLS #S12725120 , Image - 1

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1783 County Road 6 N/A S Rural Springwater, Springwater, Simcoe, ON MLS® S12725120

Residential Freehold (Detached)

$1199900.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BOLD ARCHITECTURE, LUXURY UPGRADES, A HEATED 3-BAY SHOP, & SEPARATE 200 AMP SERVICE TO BOTH THE HOUSE & THE SHOP ON OVER HALF AN ACRE OF COUNTRY LIVIN
43 Photos
Last Updated : 33 Days ago
156 Bartlett Boulevard, Simcoe, ON , MLS #S12794486 , Image - 1

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156 Bartlett Boulevard Collingwood, Simcoe, ON MLS® S12794486

Residential Freehold (Detached)

$3950000.0
  • 4 +5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to your dream waterfront oasis in Collingwood, Ontario. This stunning home offers the rare luxury of docking your boat right at your property,
9 Photos
Last Updated : 33 Days ago
6 Beaufort Crescent, Simcoe, ON , MLS #S12786498 , Image - 1

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6 Beaufort Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12786498

Residential Freehold (Detached)

$1099000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional soon to be completed luxury bungalow by The Fourth Home Developments Inc., thoughtfully designed with quality craftsmanshi
2 Photos
Last Updated : 33 Days ago
32 Alpine Way, Simcoe, ON , MLS #S12708556 , Image - 1
32 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12708556

Residential Freehold (Detached)

$1495000.0
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Live where others vacation in the heart of beautiful Horseshoe Valley, a four-season destination surrounded by nature, trails & resort amenities. This
43 Photos
Last Updated : 33 Days ago
46 Stocco Circle, Simcoe, ON , MLS #S12792830 , Image - 1

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46 Stocco Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12792830

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Custom Built Brick Bungalow with Unique TWO MIRRORED SEPARATE UNITS ON THE MAIN FLOOR! Each of the Main Floor Unit Offers a Spacious Living Area, Full
45 Photos
Last Updated : 33 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N12792292 , Image - 1

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1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N12792292

Residential Freehold (Detached)

$2299900.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Surrounded by lush greenery and mature trees, this exceptional custom-built residence located in an exclusive enclave feels like a private country ret
34 Photos
Last Updated : 33 Days ago
212 Maplewood Drive, Simcoe, ON , MLS #N12792042 , Image - 1

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212 Maplewood Drive Angus, Essa, Simcoe, ON MLS® N12792042

Residential Freehold (Detached)

$777000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your next chapter in Angus. This lovely 2-storey, 3-bedroom, 3-bathroom home offers the perfect blend of comfort, space, and functionality
50 Photos
Last Updated : 34 Days ago
28 Alana Drive, Simcoe, ON , MLS #S12791854 , Image - 1

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28 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12791854

Residential Freehold (Detached)

$2099900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
A private backyard retreat with a heated saltwater pool, multiple seating areas, and mature landscaping - ideal for relaxing, hosting friends, or spen
38 Photos
Last Updated : 34 Days ago
8071 4th Line, Simcoe, ON , MLS #N12773364 , Image - 1

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8071 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12773364

Residential Freehold (Detached)

$1549900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
ESCAPE TO THE COUNTRY - OVERSIZED GARAGE, BACKYARD OASIS AND MULTI FAMILY POTENTIAL ALL IN ONE RURAL RETREAT. Welcome to this inviting 3+1 bedroom ho
50 Photos
Last Updated : 35 Days ago
2199 Dawson Crescent, Simcoe, ON , MLS #N12780466 , Image - 1

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2199 Dawson Crescent Alcona, Innisfil, Simcoe, ON MLS® N12780466

Residential Freehold (Detached)

$1150000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
A home crafted with intention and designed to inspire in the heart of Innisfil. From the moment you arrive, youll feel the difference the attention to
42 Photos
Last Updated : 36 Days ago
10 Brolley Crescent, Simcoe, ON , MLS #N12789936 , Image - 1

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10 Brolley Crescent Rural Essa, Essa, Simcoe, ON MLS® N12789936

Residential Freehold (Detached)

$2099999.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to an extraordinary custom-built bungalow offering nearly 5,000 sq. ft. of impeccably finished living space, set in an exclusive neighborhood
48 Photos
Last Updated : 37 Days ago
213 Richardson Crescent, Simcoe, ON , MLS #N12788424 , Image - 1

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213 Richardson Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12788424

Residential Freehold (Detached)

$1349000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this stunning 4-bedroom detached home featuring 3 bathrooms upstairs, loaded with upgrades and modern finishes! The main floor showcases st
23 Photos
Last Updated : 37 Days ago
122 Trout Lane, Simcoe, ON , MLS #S12681118 , Image - 1

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122 Trout Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12681118

Residential Freehold (Detached)

$899000.0
  • 3 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
RAISED BUNGALOW WITH OVER 3,100 FINISHED SQ FT & A HEATED OVERSIZE 2-CAR GARAGE WITHIN WALKING DISTANCE TO GEORGIAN BAY! A quick walk leads you to Con
27 Photos
Last Updated : 37 Days ago
80 Concession 8 Road E, Simcoe, ON , MLS #S12780642 , Image - 1

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80 Concession 8 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S12780642

Residential Freehold (Detached)

$535000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
HEATED SHOP ON LARGE LOT- This newly updated bungalow that sits on an expansive 350 x 100 ft lot and offers a cozy vibe. The entire home is filled wit
40 Photos
Last Updated : 37 Days ago
48 Mclean Avenue, Simcoe, ON , MLS #S12778582 , Image - 1

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48 Mclean Avenue Collingwood, Simcoe, ON MLS® S12778582

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning Collingwood residence, a home that perfectly blends style, comfort & convenience. Thoughtfully designed w/ over $100,000 in e
50 Photos
Last Updated : 37 Days ago
8717 Beachwood Road, Simcoe, ON , MLS #S12787746 , Image - 1

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8717 Beachwood Road Wasaga Beach, Simcoe, ON MLS® S12787746

Residential Freehold (Detached)

$749000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 8717 Beachwood Road in the heart of Wasaga Beach - a fully renovated, move-in-ready gem that's been completely transformed from the studs u
17 Photos
Last Updated : 37 Days ago
150 Essa Road, Simcoe, ON , MLS #S12609246 , Image - 1

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150 Essa Road Allandale, Barrie, Simcoe, ON MLS® S12609246

Residential Freehold (Detached)

$2499900.0
price drop iconPrice drop by 7.4%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Development Opportunity for up to 12 story -120 unit residential building or possible commercial building. Prime corner location. Re-zoned urban trans
35 Photos
Last Updated : 37 Days ago
8 Pridham Court, Simcoe, ON , MLS #S12787216 , Image - 1

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8 Pridham Court Wasaga Beach, Simcoe, ON MLS® S12787216

Residential Freehold (Detached)

$835500.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Charming Family Home in a Desirable Estate-Lot Neighbourhood. Welcome to this beautifully maintained 2+2 bedroom, 3-bathroom family home, ideally sit
46 Photos
Last Updated : 37 Days ago
2219 County Rd 42 N/A, Simcoe, ON , MLS #S12786134 , Image - 1

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2219 County Rd 42 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12786134

Residential Freehold (Detached)

$1349500.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this fully renovated and beautifully landscaped home offering panoramic views that expand from Georgian Bay to Snow Valley Ski Resort. Situ
50 Photos
Last Updated : 38 Days ago
3 Keenan Drive, Simcoe, ON , MLS #N12700206 , Image - 1

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3 Keenan Drive Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N12700206

Residential Freehold (Detached)

$1629900.0
price drop iconPrice drop by 4.1%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover the epitome of sophistication and luxury in this executive home located on the most desirable street in the charming hamlet of Loretto. Every
29 Photos
Last Updated : 38 Days ago
15 Lynn Street, Simcoe, ON , MLS #N12645218 , Image - 1

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15 Lynn Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12645218

Residential Freehold (Detached)

$959000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
All Brick Detached Multi-Unit Home In Highly Sought-After Neighbourhood of Bradford. Featuring 4 Bedroom 4 Baths + Walkout Basement Apartment. This Cl
23 Photos
Last Updated : 38 Days ago
52 Baycroft Boulevard, Simcoe, ON , MLS #N12767918 , Image - 1

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52 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N12767918

Residential Freehold (Detached)

$990000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Newly built in 2024, this impressive two-storey home offers approximately 2,599 sq. ft. of above-grade living space, ideally positioned on a ravine lo
16 Photos
Last Updated : 38 Days ago
685 Reid Street, Simcoe, ON , MLS #N12731388 , Image - 1

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685 Reid Street Alcona, Innisfil, Simcoe, ON MLS® N12731388

Residential Freehold (Detached)

$399900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
* Permits are ready to build a second floor and a garage * This beautiful bungalow is located on a peaceful, low-traffic street with the added benefit
4 Photos
Last Updated : 38 Days ago
1 Sturgeon Bay Road, Simcoe, ON , MLS #S12784294 , Image - 1
1 Sturgeon Bay Road Coldwater, Severn, Simcoe, ON MLS® S12784294

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 3500-5000 sq-ft
Welcome to 1 Sturgeon Bay Rd., a rare opportunity to own a remarkable piece of Ontario's history in the heart of Coldwater. Located in the historic vi
42 Photos
Last Updated : 38 Days ago
39 Stoneham Street, Simcoe, ON , MLS #N12783454 , Image - 1

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39 Stoneham Street Alliston, New Tecumseth, Simcoe, ON MLS® N12783454

Residential Freehold (Detached)

$869900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 39 Stoneham St in Alliston - a bright and well-kept bungaloft perfect for first-time buyers, downsizers, or growing families. With over $70
19 Photos
Last Updated : 38 Days ago
416 Mapleton Avenue, Simcoe, ON , MLS #S12783370 , Image - 1

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416 Mapleton Avenue Ardagh, Barrie, Simcoe, ON MLS® S12783370

Residential Freehold (Detached)

$999000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome To Beautiful 2-Storey Home W/ Huge Triple Car Garage In Desirable Family Friendly Neighbourhood. 9' Ceiling, Almost 4000Sqft Of Finished Space
Shortlisted Properties
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