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Detached Houses for Sale in Simcoe Under $5M - P9

Showing results 241 - 270 of 3369
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
34 Photos
Last Updated : 2 Days ago
3500 Baldwick Lane, Simcoe, ON , MLS #S13690358 , Image - 1
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3500 Baldwick Lane Rural Springwater, Springwater, Simcoe, ON MLS® S13690358

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to a wonderful family home filled with charm, character and a layout you rarely see anymore! Deceivingly larger than it appears from the outsi
41 Photos
Last Updated : 2 Days ago
1359 Old Barrie Road E, Simcoe, ON , MLS #S13710136 , Image - 1

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1359 Old Barrie Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13710136

Residential Freehold (Detached)

$2099900.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Highest Quality From Top To Bottom Over 5000 SqFt Of Available Living Space, South Western Exposure Backyard For Beautiful Sunsets. One Of A Kind It F
32 Photos
Last Updated : 2 Days ago
63 Masters Drive, Simcoe, ON , MLS #S13218394 , Image - 1

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63 Masters Drive East Bayfield, Barrie, Simcoe, ON MLS® S13218394

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 5.4%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great first-time buyer., retiree and investors home. This move in ready raised bungalow located in Barrie's north end a desirable neighbourhood. Hardw
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
38 Photos
Last Updated : 2 Days ago
631 Lockhart Road, Simcoe, ON , MLS #N13732090 , Image - 1

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631 Lockhart Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13732090

Residential Freehold (Detached)

$844900.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Pride Of Ownership! Well Maintained & Thoughtfully Upgraded Throughout! Cozy Raised Bungalow Nestled On Private 0.57 Acred Lot Surrounded By Mature Tr
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 : 2 Days ago
436 Simcoe Road, Simcoe, ON , MLS #N13722794 , Image - 1

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436 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13722794

Residential Freehold (Detached)

$719900.0
  • 3 Beds
  • 3 Baths
  • 700-1100 sq-ft
Well Maintained 3 Bedroom All Brick Backsplit Nestled On Large 30 x 200Ft Lot In The Heart Of Bradford! Main Level Boasts Functional Layout With Over
28 Photos
Last Updated : 2 Days ago
148 Coldwater Road W, Simcoe, ON , MLS #S13789516 , Image - 1

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148 Coldwater Road W Orillia, Simcoe, ON MLS® S13789516

Residential Freehold (Detached)

$449999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 148 Coldwater Rd W. Excellent location with amenities at your fingertips & Victoria Park down the street. Endless potential awaits in thi
45 Photos
Last Updated : 2 Days ago
1879 Ashwood Avenue, Simcoe, ON , MLS #N13802856 , Image - 1

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1879 Ashwood Avenue Alcona, Innisfil, Simcoe, ON MLS® N13802856

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to your dream home! Nestled on an oversized lot in a desirable Innisfil neighbourhood, steps to elementary and high schools this beautifully u
34 Photos
Last Updated : 2 Days ago
20 MASTERS Drive, Simcoe, ON , MLS #S13187792 , Image - 1

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20 MASTERS Drive East Bayfield, Barrie, Simcoe, ON MLS® S13187792

Residential Freehold (Detached)

$649000.0
price drop iconPrice drop by 7.2%
  • 3 +0 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully Renovated Family Home in Barrie!**This fully renovated, freshly painted 3-bedroom home has been upgraded from top to bottom with modern fi
34 Photos
Last Updated : 2 Days ago
18 Agnes Street, Simcoe, ON , MLS #S13748086 , Image - 1

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18 Agnes Street Wellington, Barrie, Simcoe, ON MLS® S13748086

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautiful brick bungalow in Barrie's Northeast End. This home has character and charm. Recently renovated basement with gas fireplace, seperate side e
47 Photos
Last Updated : 2 Days ago
4775 Line 11 N/A N, Simcoe, ON , MLS #S13740942 , Image - 1

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4775 Line 11 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13740942

Residential Freehold (Detached)

$1149900.0
  • 1 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Pride Of Ownership! Newly Constructed In 2020, Justin Sherry design, Custom Built Bungalow With The Finest Craftsmanship & Attention To Detail. Nestle
21 Photos
Last Updated : 2 Days ago
6 Oren Boulevard, Simcoe, ON , MLS #S13786394 , Image - 1

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6 Oren Boulevard Sunnidale, Barrie, Simcoe, ON MLS® S13786394

Residential Freehold (Detached)

$634900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
OVER 1,900 FINISHED SQ. FT. WITH A DOUBLE GARAGE, MULTIPLE LIVING AREAS, OVERSIZED UPGRADED WINDOWS & A PRIVATE TREED BACKYARD! You walk up to a house
49 Photos
Last Updated : 2 Days ago
20 King Street S, Simcoe, ON , MLS #N13802790 , Image - 1

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20 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13802790

Residential Freehold (Detached)

$1399888.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome To 20 King Street S, Known As The King Victorian. A Rare Opportunity To Own A Beautifully Renovated Century Home Dating Back To1890, Offering
29 Photos
Last Updated : 2 Days ago
3 Lawson Avenue, Simcoe, ON , MLS #S13783890 , Image - 1

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3 Lawson Avenue Orillia, Simcoe, ON MLS® S13783890

Residential Freehold (Detached)

$572900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn the key and move into this clean, beautifully maintained home. This nicely renovated 3-bedroom side split has plenty to offer. The open-concept
33 Photos
Last Updated : 2 Days ago
825 Booth Avenue, Simcoe, ON , MLS #N13802100 , Image - 1

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825 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N13802100

Residential Freehold (Detached)

$879000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 825 Booth Avenue in Innisfil, a lovingly cared for 4-bedroom, 4-bathroom home offering tons of space for comfortable family living. The mai
15 Photos
Last Updated : 2 Days ago
199 Tupper Street W, Simcoe, ON , MLS #N13438352 , Image - 1

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199 Tupper Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13438352

Residential Freehold (Detached)

$510000.0
price drop iconPrice drop by 8.9%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Endless Potential On A Desirable Location. This Charming Three Bedroom Two Bathroom Home Nestled On A Beautiful Established Street. Set On A Generous
49 Photos
Last Updated : 2 Days ago
10 Purt Court, Simcoe, ON , MLS #S13764038 , Image - 1

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10 Purt Court Bayshore, Barrie, Simcoe, ON MLS® S13764038

Residential Freehold (Detached)

$965000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Some homes simply feel right the moment you arrive - 10 Purt Court is one of them. Set at the end of a quiet cul-de-sac and backing onto a peaceful ra
43 Photos
Last Updated : 2 Days ago
630 4 Concession Road W, Simcoe, ON , MLS #S13802746 , Image - 1

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630 4 Concession Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13802746

Residential Freehold (Detached)

$499777.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Welcome to 630 Concession Road 4 West in Tiny Township, a great opportunity to enjoy country living on a generous 130' x 175' lot while remaining just
50 Photos
Last Updated : 2 Days ago
2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13479332 , Image - 1

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2280 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13479332

Residential Freehold (Detached)

$3899999.0
  • 4 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis
20 Photos
Last Updated : 2 Days ago
405 Dominion Avenue, Simcoe, ON , MLS #S13802718 , Image - 1

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405 Dominion Avenue Midland, Simcoe, ON MLS® S13802718

Residential Freehold (Detached)

$399900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a
50 Photos
Last Updated : 2 Days ago
106 Mabern Street, Simcoe, ON , MLS #S13719950 , Image - 1

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106 Mabern Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13719950

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 3.4%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Family Friendly Bear Creek living, South Barrie style, over fifteen hundred square feet that makes you smile. Open-concept living with hardwood floors
26 Photos
Last Updated : 2 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S13802666 , Image - 1

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993 Whitney Crescent Midland, Simcoe, ON MLS® S13802666

Residential Freehold (Detached)

$939900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n
39 Photos
Last Updated : 2 Days ago
2593 Lawrence Avenue, Simcoe, ON , MLS #N13714510 , Image - 1

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2593 Lawrence Avenue Stroud, Innisfil, Simcoe, ON MLS® N13714510

Residential Freehold (Detached)

$797900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
GREAT FAMILY HOME IN STROUD - 1750 sq ft, 3+1 Bedroom, 2.5 Bath Raised Bungalow With Family Room Added Above The Garage. Beautiful 0.41 Acre Lot, Tree
50 Photos
Last Updated : 2 Days ago
352 Miller Park Avenue, Simcoe, ON , MLS #N13802468 , Image - 1

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352 Miller Park Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13802468

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 352 Miller Park Ave, a charming two-storey home filled with natural light and thoughtful features throughout. Offering a comfortable blend
48 Photos
Last Updated : 2 Days ago
68 Trott Boulevard, Simcoe, ON , MLS #S13802606 , Image - 1

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68 Trott Boulevard Collingwood, Simcoe, ON MLS® S13802606

Residential Freehold (Detached)

$849000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Offering over 2,600 square feet of finished living space, this beautifully designed home unfolds across mult
49 Photos
Last Updated : 2 Days ago
2197 Tiny Beaches Road S, Simcoe, ON , MLS #S13707828 , Image - 1

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2197 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13707828

Residential Freehold (Detached)

$628800.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Multi-Family Property Just Steps from Georgian Bay | Prime Woodland Beach Location. Welcome to this exceptional multi-family property, ideally located
10 Photos
Last Updated : 2 Days ago
3 Abby Drive, Simcoe, ON , MLS #S13802476 , Image - 1

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3 Abby Drive Wasaga Beach, Simcoe, ON MLS® S13802476

Residential Freehold (Detached)

$980000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 3 Abby Drive, a stunning detached home backing directly onto the lush greens of a golf course in prime Wasaga Beach! Wake up to tranquil go
50 Photos
Last Updated : 2 Days ago
1573 County 6 Road S, Simcoe, ON , MLS #S13484288 , Image - 1

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1573 County 6 Road S Rural Springwater, Springwater, Simcoe, ON MLS® S13484288

Residential Freehold (Detached)

$1299999.0
price drop iconPrice drop by 10.3%
  • 4 +1 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Welcome to 1573 County Road 6 South, a beautifully maintained country property situated on over an acre of beautifully landscaped grounds just minutes
36 Photos
Last Updated : 2 Days ago
65 Burbank Circle, Simcoe, ON , MLS #N13778458 , Image - 1

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65 Burbank Circle Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13778458

Residential Freehold (Detached)

$949900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Don't miss out on this amazing all-brick raised bungalow offering the perfect blend of comfortable family living & incredible outdoor entertaining! Si
46 Photos
Last Updated : 2 Days ago
1293 Ramara Road 47 Road, Simcoe, ON , MLS #S13632756 , Image - 1

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1293 Ramara Road 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13632756

Residential Freehold (Detached)

$619000.0
price drop iconPrice drop by 4.6%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Dreaming of the ultimate waterfront lifestyle? Welcome to this stunning Raised Bungalow in Ramara where Lake Simcoe serves as your daily backdrop! Dir
50 Photos
Last Updated : 2 Days ago
32 Valleycrest Drive, Simcoe, ON , MLS #S13765630 , Image - 1

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32 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13765630

Residential Freehold (Detached)

$938000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 32 Valleycrest Drive in Horseshoe Valley, a custom-built walkout bungalow nestled in the heart of the sought-after Highlands neighbourhood.
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