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Detached Houses for Sale in Simcoe Under $5M - P19

Showing results 541 - 570 of 684
Last Updated: May 06, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
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39 Photos
Last Updated : 42 Days ago
58 Methodist Island, Simcoe, ON , MLS #S12910002 , Image - 1
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58 Methodist Island Port McNicoll, Tay, Simcoe, ON MLS® S12910002

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A Lake Joseph inspired, finished property on the big waters of Georgian Bay. Enjoy the best boating, fishing, swimming and exploring the 30,000 island
1 Photos
Last Updated : 42 Days ago
1493 Tomkins Road, Simcoe, ON
1493 Tomkins Road Alcona, Innisfil, Simcoe, ON MLS® N12834448

Residential Freehold (Detached)

$1119990.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Beautiful Corner Lot Home in Alcona Shores, Innisfil * Under Construction * Welcome to this stunning 3,053 sq. ft. family home situated on a premium c
23 Photos
Last Updated : 42 Days ago
1601 Penetanguishene Road, Simcoe, ON , MLS #S12886742 , Image - 1

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1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12886742

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
HALF-ACRE COUNTRY LIVING WITH A POOL, HOT TUB, BUNKIE, WORKSHOP, & COZY INTERIOR! Life feels bigger, brighter, and a whole lot more fun on this half-a
40 Photos
Last Updated : 43 Days ago
6824 10th Line, Simcoe, ON , MLS #N12685204 , Image - 1

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6824 10th Line Beeton, New Tecumseth, Simcoe, ON MLS® N12685204

Residential Freehold (Detached)

$1499000.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
GREAT INLAW-INCOME POTENTIAL. View this rare and versatile 30-acre beauty just outside the growing community of Alliston. Imaging walking through your
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
38 Photos
Last Updated : 43 Days ago
9 Apple Valley Lane, Simcoe, ON , MLS #N12911324 , Image - 1

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9 Apple Valley Lane Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12911324

Residential Freehold (Detached)

$1399990.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 9 Apple Valley Lane - an extraordinary custom-built estate nestled on 2.83 acres of pristine landscape in one of the area's most prestigiou
25 Photos
Last Updated : 43 Days ago
258 Patterson Boulevard, Simcoe, ON , MLS #S12915336 , Image - 1

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258 Patterson Boulevard Port McNicoll, Tay, Simcoe, ON MLS® S12915336

Residential Freehold (Detached)

$999900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning waterfront retreat on Georgian Bay, offering a turn-key, fully furnished home or cottage, perfect f
50 Photos
Last Updated : 43 Days ago
23 Timcourt Drive, Simcoe, ON , MLS #S12661182 , Image - 1

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23 Timcourt Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12661182

Residential Freehold (Detached)

$1299900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Escape the city and embrace lakeside living! Located 15 minutes from Penetanguishene and under 2 hours from the GTA, this exceptional four-season lake
43 Photos
Last Updated : 43 Days ago
943 Barry Avenue, Simcoe, ON , MLS #N12810254 , Image - 1

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943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12810254

Residential Freehold (Detached)

$1798000.0
price drop iconPrice drop by 1.5%
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Stunning fully renovated private waterfront home on deep property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv
40 Photos
Last Updated : 43 Days ago
4 GOLD PARK Gate, Simcoe, ON , MLS #N12914802 , Image - 1

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4 GOLD PARK Gate Angus, Essa, Simcoe, ON MLS® N12914802

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover this exceptionally well-maintained, all-brick family home at 4 Gold Park Gate in Angus. Boasting over 2800 sq. ft. of fully finished living s
46 Photos
Last Updated : 43 Days ago
10 Celestine Court, Simcoe, ON , MLS #S12831912 , Image - 1

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10 Celestine Court Rural Tiny, Tiny, Simcoe, ON MLS® S12831912

Residential Freehold (Detached)

$820000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Awesome New renovation 2 storey spacious home, 4 bathrooms, 2 enclosed porches and large double car garage with inside entrance. 5 bedrooms, 2 large u
43 Photos
Last Updated : 43 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
38 Photos
Last Updated : 44 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)

$1499900.0
price drop iconPrice drop by 3.2%
  • 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
31 Photos
Last Updated : 44 Days ago
395 Eastdale Drive, Simcoe, ON , MLS #S12910050 , Image - 1

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395 Eastdale Drive Wasaga Beach, Simcoe, ON MLS® S12910050

Residential Freehold (Detached)

$1750000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Impressive waterfront living on the shores of Georgian Bay with a westerly view to the water! This newer custom-built home exudes outstanding craftsma
50 Photos
Last Updated : 44 Days ago
1361 Blackmore Street, Simcoe, ON , MLS #N12909912 , Image - 1

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1361 Blackmore Street Alcona, Innisfil, Simcoe, ON MLS® N12909912

Residential Freehold (Detached)

$1350000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully renovated home tucked away on a quiet private street in a sought-after Innisfil neighbourhood, backing onto peaceful green
30 Photos
Last Updated : 44 Days ago
8882 Highway 89 N/A, Simcoe, ON , MLS #N12858680 , Image - 1

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8882 Highway 89 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12858680

Residential Freehold (Detached)

$1849000.0
  • 4 +4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beautiful and spacious ranch Bungalow on a 3.22 Acre Land. Discover the perfect blend of luxury living. This Bungalow features 9 Ft ceilings on both t
38 Photos
Last Updated : 44 Days ago
400 Dayfoot Street, Simcoe, ON , MLS #N12908638 , Image - 1

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400 Dayfoot Street Beeton, New Tecumseth, Simcoe, ON MLS® N12908638

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
With over 1,500 sq. ft. on the main level, this 4-bedroom bungalow offers far more space than meets the eye! Thoughtfully designed with both comfort a
21 Photos
Last Updated : 46 Days ago
143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

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143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1779900.0
price drop iconPrice drop by 11.0%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to
13 Photos
Last Updated : 48 Days ago
26 Stuart Avenue, Simcoe, ON , MLS #S12177398 , Image - 1

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26 Stuart Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S12177398

Residential Freehold (Detached)

$858800.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A must-see property! Absolutely Stunning Home! This gorgeous 2-storey residence is located in Barrie neighbourhood. Really good location. Just minutes
50 Photos
Last Updated : 48 Days ago
755 Happy Vale Drive, Simcoe, ON , MLS #N12855294 , Image - 1

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755 Happy Vale Drive Alcona, Innisfil, Simcoe, ON MLS® N12855294

Residential Freehold (Detached)

$825000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This beautiful 5-bedroom, 2-bathroom residence offers the ideal blend of comfort, flexibility, and lifestyle. This is an opportunity to own a spacious
13 Photos
Last Updated : 48 Days ago
158 Desroches Trail, Simcoe, ON , MLS #S12901076 , Image - 1

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158 Desroches Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12901076

Residential Freehold (Detached)

$789500.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this bright and beautifully maintained 4-bedroom, 2-bath home, where space, light, and lifestyle come together seamlessly. The open-concept
40 Photos
Last Updated : 48 Days ago
190 MELISSA Lane, Simcoe, ON , MLS #S12899946 , Image - 1

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190 MELISSA Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12899946

Residential Freehold (Detached)

$3280000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 190 Melissa Lane, a charming custom built French Inspired waterfront retreat nestled in the prestigious community of Cedar Ridge, Tiny, Ont
36 Photos
Last Updated : 48 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S12838006 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12838006

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Imagine waking up to peaceful canal views, morning coffee on the deck, and spontaneous boat rides with direct access to Lake Simcoe. This is more than
40 Photos
Last Updated : 49 Days ago
350 5 Concession W, Simcoe, ON , MLS #S12834412 , Image - 1

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350 5 Concession W Rural Tiny, Tiny, Simcoe, ON MLS® S12834412

Residential Freehold (Detached)

$1199900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
34-ACRE COUNTRY RETREAT WITH AN INGROUND POOL, IN-LAW POTENTIAL & LIMITLESS POSSIBILITIES! Set on an incredible 34-acre property surrounded by towerin
49 Photos
Last Updated : 49 Days ago
105 Duckworth Street, Simcoe, ON , MLS #S12629236 , Image - 1

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105 Duckworth Street Codrington, Barrie, Simcoe, ON MLS® S12629236

Residential Freehold (Detached)

$1499777.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully updated 2-storey home on a rare half-acre lot in Barrie's sought-after Codrington community. Offering nearly 3,000 sq. ft.
50 Photos
Last Updated : 49 Days ago
50 Windermere Circle, Simcoe, ON , MLS #S12610082 , Image - 1

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50 Windermere Circle Rural Tay, Tay, Simcoe, ON MLS® S12610082

Residential Freehold (Detached)

$1599777.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Live in luxury. Welcome to Windermere Estates - Executive-style custom-built home, nestled in the highly sought subdivision. Designed with both functi
39 Photos
Last Updated : 49 Days ago
925 Dominion Avenue, Simcoe, ON , MLS #S12530096 , Image - 1

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925 Dominion Avenue Midland, Simcoe, ON MLS® S12530096

Residential Freehold (Detached)

$749777.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to the perfect family home, where space, style, and comfort come together! Located in Midlands sought-after west end, this beautifully maintai
31 Photos
Last Updated : 49 Days ago
39 Drury Street, Simcoe, ON , MLS #N12886834 , Image - 1

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39 Drury Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12886834

Residential Freehold (Detached)

$545000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Beautifully maintained and updated detached home on a quiet street situated on a landscaped corner lot in the heart of Bradford. This charming home fe
48 Photos
Last Updated : 50 Days ago
1386 Gilford Road, Simcoe, ON , MLS #N12840700 , Image - 1

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1386 Gilford Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12840700

Residential Freehold (Detached)

$979000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Turnkey Family Home Nestled On Huge 117 x 162Ft Lot In Quiet & Growing Gilford! Fully Renovated From Top To Bottom In 2023 With No Details Spared! Ope
34 Photos
Last Updated : 50 Days ago
276 Springfield Crescent, Simcoe, ON , MLS #S12893002 , Image - 1

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276 Springfield Crescent Stayner, Clearview, Simcoe, ON MLS® S12893002

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a Move-In Ready Family Home in Stayner, Ontario? Brand-new all-brick home in a family-friendly neighbourhood in the heart of Stayner, clos
41 Photos
Last Updated : 50 Days ago
21 Wintergreen Lane, Simcoe, ON , MLS #N12848076 , Image - 1

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21 Wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12848076

Residential Freehold (Detached)

$1488888.0
  • 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-
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