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Detached Houses for Sale in Simcoe Under $5M - P4

Showing results 91 - 120 of 548
Last Updated: February 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 5 Days ago
250 Kingfisher Avenue, Simcoe, ON , MLS #S12654300 , Image - 1
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250 Kingfisher Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12654300

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 14.1%
  • 700-1100 sq-ft
You've just arrived in Paradise Point! This Seasonal cottage sits on a 60' x 146' lot in the heart of this beloved community. Potential !!! Project to
25 Photos
Last Updated : 5 Days ago
2139 Adjala-Tecumseth Townline, Simcoe, ON , MLS #N12742884 , Image - 1

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2139 Adjala-Tecumseth Townline Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12742884

Residential Freehold (Detached)

$825000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because
20 Photos
Last Updated : 5 Days ago
50 Acorn Crescent, Simcoe, ON , MLS #S12742800 , Image - 1

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50 Acorn Crescent Wasaga Beach, Simcoe, ON MLS® S12742800

Residential Freehold (Detached)

$675000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Spacious family home on a quiet crescent in Silverbirch Estates. This large detached home offers exceptional space, flexibility, and comfort for famil
26 Photos
Last Updated : 5 Days ago
53 Niagara Street, Simcoe, ON , MLS #S12737558 , Image - 1

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53 Niagara Street Collingwood, Simcoe, ON MLS® S12737558

Residential Freehold (Detached)

$2499900.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Fall in love with this spectacular custom-built Vandermeer home just steps from Georgian Bay at Sunset Point, one of the area's most sought-after wate
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
21 Photos
Last Updated : 5 Days ago
2645 ST AMANT Road, Simcoe, ON , MLS #S12638792 , Image - 1

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2645 ST AMANT Road Rural Severn, Severn, Simcoe, ON MLS® S12638792

Residential Freehold (Detached)

$990000.0
  • 3 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Escape to the tranquility of this 3-bedroom home nestled on a sprawling 110-acre property. This is a rare opportunity to own your own piece of paradis
22 Photos
Last Updated : 5 Days ago
62 Calypso Avenue, Simcoe, ON , MLS #S12481433 , Image - 1

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62 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S12481433

Residential Freehold (Detached)

$1159900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Introducing this stunning brand new detached home built by reputable Sundance Homes.The Countryside Model boasting an impressive 3,323 sq ft of luxuri
45 Photos
Last Updated : 6 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)

$2150000.0
  • 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
10 Photos
Last Updated : 6 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)

$849000.0
price drop iconPrice drop by 2.3%
  • 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. Short stroll to Cove Bea
24 Photos
Last Updated : 6 Days ago
83 King Road, Simcoe, ON , MLS #S12741930 , Image - 1

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83 King Road Waubaushene, Tay, Simcoe, ON MLS® S12741930

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) This incredibly versatile, turn-key property offers endless possibilities with a spacious two-storey layout
30 Photos
Last Updated : 6 Days ago
1238 Benson Street, Simcoe, ON , MLS #N12741638 , Image - 1

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1238 Benson Street Alcona, Innisfil, Simcoe, ON MLS® N12741638

Residential Freehold (Detached)

$659900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this wonderful 3 bedroom, 2 bathroom home located in a family-friendly neighbourhood, just a short walk to a local elementary school. This
47 Photos
Last Updated : 6 Days ago
12 Misty Ridge Road, Simcoe, ON , MLS #S12741528 , Image - 1

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12 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S12741528

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nearly 3,000 sq. ft. of thoughtfully designed living space, a rare triple-car garage, and a deep 63' x 160' lot backing onto a tranquil, tree-lined
37 Photos
Last Updated : 6 Days ago
7896 6th Line, Simcoe, ON , MLS #N12741514 , Image - 1

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7896 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12741514

Residential Freehold (Detached)

$1438900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Uniquely Designed Dream Family Home: Luxury Meets Nature. Private estate on quiet dead-end street backing onto forest. This 3500* sqft home sits on 2.
39 Photos
Last Updated : 6 Days ago
98 Shanty Bay Road, Simcoe, ON , MLS #S12741400 , Image - 1

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98 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S12741400

Residential Freehold (Detached)

$1399800.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Tucked away in the prestigious Shanty Bay enclave of downtown Barrie, this exceptional custom-built residence offers a rare blend of luxury, privacy,
32 Photos
Last Updated : 6 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) Zoned Village Commercial, this unique property offers endless flexibility to live comfortably, run a busines
33 Photos
Last Updated : 6 Days ago
3366 Muskoka Street, Simcoe, ON , MLS #S12711682 , Image - 1

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3366 Muskoka Street Washago, Severn, Simcoe, ON MLS® S12711682

Residential Freehold (Detached)

$679000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
What a wonderful place to call home. This beautifully updated 3-bedroom, 3-bathroom residence has been completely transformed from top to bottom. Stri
41 Photos
Last Updated : 6 Days ago
21 wintergreen Lane, Simcoe, ON , MLS #N12442716 , Image - 1

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21 wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12442716

Residential Freehold (Detached)

$1569000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 21 Wintergreen Lane, a beautifully designed 3,850 sq. ft. detached luxury residence nestled in the heart of Colgans prestigious and family-
20 Photos
Last Updated : 6 Days ago
2576 Champlain Road, Simcoe, ON , MLS #S12577892 , Image - 1

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2576 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12577892

Residential Freehold (Detached)

$850000.0
price drop iconPrice drop by 8.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
*** DON'T JUDGE THIS HOUSE BY ITS LOOKS *** 2 Separate lots, 1 House on 1.1 acres * Energy-efficient, custom-built with sustainability and safety in m
47 Photos
Last Updated : 6 Days ago
32 Michaelis Street, Simcoe, ON , MLS #N12740020 , Image - 1

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32 Michaelis Street Alliston, New Tecumseth, Simcoe, ON MLS® N12740020

Residential Freehold (Detached)

$1249999.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 32 Michaelis Street, Alliston, 2,500 sq. ft. home offers 3 level living spaces and is perfectly suited for today's market of multi-generati
45 Photos
Last Updated : 6 Days ago
5 Misty Ridge Road, Simcoe, ON , MLS #S12728430 , Image - 1

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5 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S12728430

Residential Freehold (Detached)

$975000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to one of Baycliffe Communities' most sought-after models, set on a premium walk-out lot backing onto protected parkland and forested trails -
35 Photos
Last Updated : 6 Days ago
54 Hearthstone Drive, Simcoe, ON , MLS #S12538364 , Image - 1

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54 Hearthstone Drive Rural Tay, Tay, Simcoe, ON MLS® S12538364

Residential Freehold (Detached)

$524000.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Recreation and entertainers dream being on the Sturgeon River, offering excellent fishing and easy access to
35 Photos
Last Updated : 6 Days ago
1165 Mitchell Court, Simcoe, ON , MLS #N12739190 , Image - 1

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1165 Mitchell Court Alcona, Innisfil, Simcoe, ON MLS® N12739190

Residential Freehold (Detached)

$1099000.0
  • 2 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This Income Generating Home Has Luxury Self Contained Apartment Generating $2000 Rent Plus Additional Space Room. 3800 Sqft Of Living Space, 1900 Sq.
21 Photos
Last Updated : 6 Days ago
66 Raquel Street, Simcoe, ON , MLS #S12739562 , Image - 1

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66 Raquel Street Painswick South, Barrie, Simcoe, ON MLS® S12739562

Residential Freehold (Detached)

$1149900.0
  • 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!
33 Photos
Last Updated : 6 Days ago
1649 Corsal Court, Simcoe, ON , MLS #N12479129 , Image - 1

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1649 Corsal Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12479129

Residential Freehold (Detached)

$1324900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
ELEGANT FAMILY HOME SHOWCASING A DESIGNER KITCHEN, A SPA-LIKE PRIMARY SUITE, PREMIUM UPGRADES, & OVER 3,400 SQ FT OF STYLE! Discover refined living in
9 Photos
Last Updated : 6 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
41 Photos
Last Updated : 6 Days ago
51 Nottawasaga Drive, Simcoe, ON , MLS #N12671860 , Image - 1

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51 Nottawasaga Drive Angus, Essa, Simcoe, ON MLS® N12671860

Residential Freehold (Detached)

$777000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
SPACIOUS BUNGALOW IN THE HEART OF ANGUS WITH A PRIVATE TREED BACKDROP, BRIGHT OPEN SPACES, & A FAMILY-FRIENDLY LAYOUT DESIGNED FOR COMFORT! Tucked awa
36 Photos
Last Updated : 6 Days ago
7816 6th Line, Simcoe, ON , MLS #N12672012 , Image - 1

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7816 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12672012

Residential Freehold (Detached)

$1299999.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
THE PROPERTY THAT TURNS WHAT IF INTO THIS IS IT! This is the listing that makes every other tab on your browser look boring. Settled on 2 private acre
23 Photos
Last Updated : 6 Days ago
86 Penvill Trail, Simcoe, ON , MLS #S12672736 , Image - 1

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86 Penvill Trail Ardagh, Barrie, Simcoe, ON MLS® S12672736

Residential Freehold (Detached)

$919900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
FAMILY-SIZED HOME WITH A PRIVATE BACKYARD, NO HOMES DIRECTLY BEHIND, & SERIOUS FLEXIBILITY BELOW WITH IN-LAW CAPABILITY! Quiet street, big backyard wi
28 Photos
Last Updated : 6 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S12739156 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S12739156

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f
27 Photos
Last Updated : 7 Days ago
126 Mennill Drive, Simcoe, ON , MLS #S12673854 , Image - 1

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126 Mennill Drive Snow Valley, Springwater, Simcoe, ON MLS® S12673854

Residential Freehold (Detached)

$1549900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
ELEGANTLY CRAFTED EXECUTIVE BUNGALOW ON HALF AN ACRE IN A SOUGHT-AFTER NEIGHBOURHOOD! Designed to impress, this one-of-a-kind custom home delivers ups
27 Photos
Last Updated : 7 Days ago
16 Hewson Street, Simcoe, ON , MLS #S12476219 , Image - 1

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16 Hewson Street Penetanguishene, Simcoe, ON MLS® S12476219

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 16 Hewson Street in Penetanguishene. This stunning 4-bedroom, 3-bathroom home offers over 2,400 square feet of beautifully finished above g
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