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Detached Houses for Sale in Simcoe Under $5M - P5

Showing results 121 - 150 of 548
Last Updated: February 05, 2026
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  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 7 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
33 Photos
Last Updated : 7 Days ago
99 McIntyre Drive, Simcoe, ON , MLS #S12686304 , Image - 1

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99 McIntyre Drive Ardagh, Barrie, Simcoe, ON MLS® S12686304

Residential Freehold (Detached)

$1100000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
YOUR DREAM HOME JUST HIT THE MARKET AND IT'S EVEN BETTER IN PERSON! Tucked away on a quiet street with no direct neighbours in front or behind, this j
28 Photos
Last Updated : 7 Days ago
2764 Fairgrounds Road, Simcoe, ON , MLS #S12692288 , Image - 1

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2764 Fairgrounds Road Rural Severn, Severn, Simcoe, ON MLS® S12692288

Residential Freehold (Detached)

$1299900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SECLUDED COUNTRY BUNGALOW ON OVER 2 ACRES WITH UPSCALE FINISHES, HOT TUB, 4-CAR GARAGE & MOVE-IN-READY LUXURY! Think of the country home you keep savi
36 Photos
Last Updated : 7 Days ago
7 Highland Drive, Simcoe, ON , MLS #S12738084 , Image - 1

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7 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12738084

Residential Freehold (Detached)

$1598000.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Prestigious. Spacious. Versatile. Nestled in the coveted Horseshoe Valley community, this stunning residence sits on a generously sized, naturally sur
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 : 7 Days ago
36 Meadows Avenue, Simcoe, ON , MLS #S12709006 , Image - 1

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36 Meadows Avenue Rural Tay, Tay, Simcoe, ON MLS® S12709006

Residential Freehold (Detached)

$960000.0
  • 3 Beds
  • 2 Baths
  • 2500-3000 sq-ft
This private retreat will impress you and has to be seen to be appreciated!!! This meticulously renovated/updated home has 2846 sq.ft. of living space
44 Photos
Last Updated : 7 Days ago
68 Inverness Way, Simcoe, ON , MLS #N12705316 , Image - 1

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68 Inverness Way Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12705316

Residential Freehold (Detached)

$1328888.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled In One Of Bradford's Most Prestigious Enclaves, 68 Inverness Way Offers Elegance & Tranquility. Just Shy Of 3,000 Sq Ft, This 7-Year-Old Home
30 Photos
Last Updated : 7 Days ago
12 Mount Crescent, Simcoe, ON , MLS #N12738154 , Image - 1

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12 Mount Crescent Angus, Essa, Simcoe, ON MLS® N12738154

Residential Freehold (Detached)

$1139000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 12 Mount Crescent, where timeless elegance meets modern luxury. Step into refined living in this exceptional 4-bedroom, 3.5-bath residence,
44 Photos
Last Updated : 7 Days ago
290 Inverness Way, Simcoe, ON , MLS #N12737716 , Image - 1

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290 Inverness Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12737716

Residential Freehold (Detached)

$1398000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to your dream home - a stunning, luxury 5-bedroom and 5-bathroom double car Garage detached house, nestled in one of Bradford's most sought-af
43 Photos
Last Updated : 7 Days ago
40 Idlewood Drive, Simcoe, ON , MLS #S12737620 , Image - 1

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40 Idlewood Drive Midhurst, Springwater, Simcoe, ON MLS® S12737620

Residential Freehold (Detached)

$880000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to one of Midhurst's most sought-after streets, where mature, tree-lined roads, a park at the end of the street, and walking and biking trails
38 Photos
Last Updated : 7 Days ago
3316 Line 4 N/A N, Simcoe, ON , MLS #S12697280 , Image - 1

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3316 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12697280

Residential Freehold (Detached)

$1649900.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
2024-BUILT 4,200+ SQ FT CHALET-STYLE RESIDENCE MEETS FOUR-SEASON ADVENTURE IN HORSESHOE VALLEY! Indulge in the artistry of modern design at this custo
24 Photos
Last Updated : 7 Days ago
878 Green Street, Simcoe, ON , MLS #N12710518 , Image - 1

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878 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N12710518

Residential Freehold (Detached)

$869000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
GENEROUSLY SIZED 2-STOREY HOME BUILT IN 2017 WITH ELEVATED FINISHES, FENCED BACKYARD & OPEN LAYOUT! If you have been scrolling past listing after list
29 Photos
Last Updated : 7 Days ago
63 Wismer Avenue, Simcoe, ON , MLS #S12716736 , Image - 1

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63 Wismer Avenue Northwest, Barrie, Simcoe, ON MLS® S12716736

Residential Freehold (Detached)

$932900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MOVE-IN READY 6-BEDROOM BEAUTY WITH 3500+ SQ FT OF LUXURY IN WEST BARRIE! Discover this stunning home set in a peaceful, west Barrie neighbourhood, of
36 Photos
Last Updated : 7 Days ago
52 Jewel House Lane, Simcoe, ON , MLS #S12720260 , Image - 1

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52 Jewel House Lane Innis-Shore, Barrie, Simcoe, ON MLS® S12720260

Residential Freehold (Detached)

$999999.0
  • 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-
31 Photos
Last Updated : 7 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
47 Photos
Last Updated : 7 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S12533430 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12533430

Residential Freehold (Detached)

$1699900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
104 FEET OF IDYLLIC LAKE SIMCOE SHORELINE, WHERE SUNRISE SERENITY MEETS TIMELESS ELEGANCE! Set on a peaceful street in a coveted Oro community, this h
31 Photos
Last Updated : 7 Days ago
244 McKenzie Drive, Simcoe, ON , MLS #S12565792 , Image - 1

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244 McKenzie Drive Stayner, Clearview, Simcoe, ON MLS® S12565792

Residential Freehold (Detached)

$749000.0
  • 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
40 Photos
Last Updated : 7 Days ago
350 5 Concession W, Simcoe, ON , MLS #S12574698 , Image - 1

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350 5 Concession W Rural Tiny, Tiny, Simcoe, ON MLS® S12574698

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
29 Photos
Last Updated : 7 Days ago
2447 Ridge Road W, Simcoe, ON , MLS #S12577786 , Image - 1

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2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12577786

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been wa
21 Photos
Last Updated : 7 Days ago
8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

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8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

Residential Freehold (Detached)

$2500000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse
32 Photos
Last Updated : 7 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S12639170 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12639170

Residential Freehold (Detached)

$3590000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the equally coveted and conveni
24 Photos
Last Updated : 7 Days ago
187 Mill Street, Simcoe, ON , MLS #N12639606 , Image - 1

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187 Mill Street Angus, Essa, Simcoe, ON MLS® N12639606

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
VERSATILE COMMERCIAL OPPORTUNITY WITH HIGH VISIBILITY IN THE HEART OF ANGUS! Position your business for success with this outstanding commercial oppor
29 Photos
Last Updated : 7 Days ago
828 Dominion Avenue, Simcoe, ON , MLS #S12641058 , Image - 1

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828 Dominion Avenue Midland, Simcoe, ON MLS® S12641058

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t
39 Photos
Last Updated : 7 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S12651500 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S12651500

Residential Freehold (Detached)

$1299000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraordinary home, set on a full
32 Photos
Last Updated : 7 Days ago
3870 Darling Island Road, Simcoe, ON , MLS #S12736760 , Image - 1

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3870 Darling Island Road Port Severn, Severn, Simcoe, ON MLS® S12736760

Residential Freehold (Detached)

$1999900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Constructed with state-of-the-art precision engineered steel frame boasting for unmatched durability, superi
25 Photos
Last Updated : 7 Days ago
8747 10th Line, Simcoe, ON , MLS #N12656502 , Image - 1

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8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12656502

Residential Freehold (Detached)

$2195000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre
29 Photos
Last Updated : 7 Days ago
5853 Yonge Street, Simcoe, ON , MLS #N12669136 , Image - 1

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5853 Yonge Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12669136

Residential Freehold (Detached)

$1099000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
EXPERIENCE COUNTRY LIVING WITH BEAUTIFUL MODERN UPDATES ON A PICTURESQUE 1.5-ACRE LOT, FEATURING A DOUBLE CAR HEATED GARAGE, SEPARATE ENTRANCE TO THE
40 Photos
Last Updated : 7 Days ago
11 12th Street N, Simcoe, ON , MLS #S12675290 , Image - 1

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11 12th Street N Wasaga Beach, Simcoe, ON MLS® S12675290

Residential Freehold (Detached)

$3588888.0
  • 9 Beds
  • 9 Baths
  • 5000 + sq-ft
Exceptional Investment Opportunity Located In One Of Ontario's Most Popular Vacation Destinations - Wasaga Beach! Beach-Front At Park Area 2. Multi Co
36 Photos
Last Updated : 7 Days ago
131 Northgate Drive, Simcoe, ON , MLS #N12736582 , Image - 1

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131 Northgate Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12736582

Residential Freehold (Detached)

$1079000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated two-story family home located in a desirable, family-friendly neighbourhood, set on a premium 50-foot frontage rav
50 Photos
Last Updated : 7 Days ago
118 Lorne Thomas Place, Simcoe, ON , MLS #N12657312 , Image - 1

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118 Lorne Thomas Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12657312

Residential Freehold (Detached)

$1160000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 118 Lorne Thomas Place, New Tecumseth. It is a gorgeous detached 3-story house 5 bed, 4 washroom with 2 car garage Brookfield model home av
43 Photos
Last Updated : 7 Days ago
4806 5th Side Road, Simcoe, ON , MLS #N12736340 , Image - 1

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4806 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12736340

Residential Freehold (Detached)

$829000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Escape to the Country! This beautiful 2-story detached home in the highly sought-after Rural Essa community offers nearly 2,000 sq. ft. of finished li
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