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Detached Houses for Sale in Simcoe Under $5M - P22

Showing results 631 - 660 of 3360
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)
6 Photos
Last Updated : 4 Days ago
5160 County Rd 13 N/A, Simcoe, ON , MLS #N13636242 , Image - 1
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5160 County Rd 13 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13636242

Residential Freehold (Detached)

$280000.0
price drop iconPrice drop by 6.7%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Bring your vision and creativity to this classic 1.5 storey home, full of character and waiting for its next chapter. Offered AS IS, this property pre
17 Photos
Last Updated : 4 Days ago
295 Galloway Boulevard, Simcoe, ON , MLS #S13793622 , Image - 1

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295 Galloway Boulevard Midland, Simcoe, ON MLS® S13793622

Residential Freehold (Detached)

$549999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BRIGHT, UPDATED 3-BEDROOM BACKSPLIT WITH SPACE TO LIVE, RELAX, & ENTERTAIN! Welcome to a beautifully updated Midland home offering a bright, spacious
50 Photos
Last Updated : 4 Days ago
15 Maidens Crescent, Simcoe, ON , MLS #S13793626 , Image - 1

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15 Maidens Crescent Collingwood, Simcoe, ON MLS® S13793626

Residential Freehold (Detached)

$1049000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Aurora Model | Premium Pie-Shaped Lot | Covered Rear Porch | Designer Finishes | Welcome to 15 Maidens Crescent, a beautifully appointed 4-bedroom Aur
7 Photos
Last Updated : 5 Days ago
2293 Hampshire Mills Line, Simcoe, ON , MLS #S13793614 , Image - 1

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2293 Hampshire Mills Line Rural Severn, Severn, Simcoe, ON MLS® S13793614

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
2024-BUILT BUNGALOW ON NEARLY 10 ACRES WITH A POND & NORTH RIVER FRONTAGE! Before the kitchen, before the bedrooms, before the sunroom, there's the vi
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
36 Photos
Last Updated : 5 Days ago
4 Depeuter Crescent, Simcoe, ON , MLS #N13793594 , Image - 1

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4 Depeuter Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13793594

Residential Freehold (Detached)

$980000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Light bright and spacious raised bungalow on a 60ft lot with master bedroom suite on the main level and huge no step shower stall in adjoining bathroo
9 Photos
Last Updated : 5 Days ago
37 Harold Avenue, Simcoe, ON , MLS #S13747262 , Image - 1

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37 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13747262

Residential Freehold (Detached)

$689000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Be in your gorgeous fully upgraded pre-build bungalow in the sought after town of Coldwater this year. The front exterior features stone accent and vi
34 Photos
Last Updated : 5 Days ago
10 Andrea Crescent, Simcoe, ON , MLS #S13787772 , Image - 1

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10 Andrea Crescent Orillia, Simcoe, ON MLS® S13787772

Residential Freehold (Detached)

$649900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 10 Andrea Crescent, a beautifully maintained home that perfectly blends comfort, style, and functionality, all complemented by charming cur
9 Photos
Last Updated : 5 Days ago
114 Brandon Avenue, Simcoe, ON , MLS #S13747226 , Image - 1

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114 Brandon Avenue Coldwater, Severn, Simcoe, ON MLS® S13747226

Residential Freehold (Detached)

$689000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Be in your gorgeous fully upgraded pre-build bungalow in the sought after town of Coldwater this year. The front exterior features stone accent and vi
49 Photos
Last Updated : 5 Days ago
7 Georgias Walk, Simcoe, ON , MLS #S13690406 , Image - 1

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7 Georgias Walk Victoria Harbour, Tay, Simcoe, ON MLS® S13690406

Residential Freehold (Detached)

$675000.0
price drop iconPrice drop by 2.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 7 Georgia's Walk, where comfortable living meets the relaxed pace of Victoria Harbour. This well maintained raised bungalow has a layout th
38 Photos
Last Updated : 5 Days ago
562 Cameron Street, Simcoe, ON , MLS #S13756876 , Image - 1

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562 Cameron Street Collingwood, Simcoe, ON MLS® S13756876

Residential Freehold (Detached)

$1250000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 562 Cameron Street. Set on an extraordinary half-acre lot in central Collingwood, this 1890 stone house is rich in charm, character, and ti
42 Photos
Last Updated : 5 Days ago
29 Williams Street, Simcoe, ON , MLS #S13782628 , Image - 1

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29 Williams Street Collingwood, Simcoe, ON MLS® S13782628

Residential Freehold (Detached)

$1125000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Bright & Beautiful Bungaloft tucked into one of Collingwood's most peaceful and picturesque neighbourhoods, offers a rare opportunity: 2849sq ft of fi
40 Photos
Last Updated : 5 Days ago
3914 Rosemary Lane, Simcoe, ON , MLS #N13771850 , Image - 1

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3914 Rosemary Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13771850

Residential Freehold (Detached)

$1089000.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to countryside living, reimagined. This beautifully transformed Innisfil bungalow has been completely renovated with nothing but the best mate
40 Photos
Last Updated : 5 Days ago
16 Atlantic Avenue, Simcoe, ON , MLS #S13650058 , Image - 1

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16 Atlantic Avenue Wasaga Beach, Simcoe, ON MLS® S13650058

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Pristine bungalow with pond views, located on a quiet cul-de-sac location in Park Place. This well laid out home features two bedrooms and two bathroo
38 Photos
Last Updated : 5 Days ago
243 Ferragine Crescent, Simcoe, ON , MLS #N13732232 , Image - 1

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243 Ferragine Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13732232

Residential Freehold (Detached)

$1169999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Your Dream Home Is Finally Within Reach - Beautifully appointed & thoughtfully upgraded, this exceptional 4-bedroom family home offers a blend of refi
33 Photos
Last Updated : 5 Days ago
647 Manly Street, Simcoe, ON , MLS #S13767682 , Image - 1

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647 Manly Street Midland, Simcoe, ON MLS® S13767682

Residential Freehold (Detached)

$589000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Timeless Charm & Modern Comfort in the Heart of Midland Welcome to this warm and inviting 3-bedroom back-split in the heart of Midland, offering appro
50 Photos
Last Updated : 5 Days ago
1521 Broderick Street, Simcoe, ON , MLS #N13072670 , Image - 1

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1521 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13072670

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 25.1%
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Experience luxury and privacy in Innisfil's 2,904 sq. ft. Fernbrook built Bungalow with loft. Welcome to Belle Aire Shore's Delta model elevation C f
37 Photos
Last Updated : 5 Days ago
76 Shalom Way, Simcoe, ON , MLS #S13783190 , Image - 1

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76 Shalom Way Painswick South, Barrie, Simcoe, ON MLS® S13783190

Residential Freehold (Detached)

$799900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautiful Bungalow Located In The Desirable Country Club Estates Neighbourhood Offering Over 2,750 Sq/Ft Of Finished Living Space. The Show Piece Of T
48 Photos
Last Updated : 5 Days ago
262 Trillium Place, Simcoe, ON , MLS #N13520652 , Image - 1

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262 Trillium Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13520652

Residential Freehold (Detached)

$4699900.0
  • 6 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 262 Trillium Place on Kempenfelt Bay, a rare year-round waterfront cottage set on a deep 1.41 acre lot with about 125 feet of private shore
50 Photos
Last Updated : 5 Days ago
24 Fernanne Drive, Simcoe, ON , MLS #S13774112 , Image - 1

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24 Fernanne Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13774112

Residential Freehold (Detached)

$679000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tucked away on a quiet cul-de-sac just minutes walk to renowned Cawaja Beach, this 3-bedroom, 2-bathroom home offers everything you need to enjoy the
46 Photos
Last Updated : 5 Days ago
3449 Upper Big Chute Road, Simcoe, ON , MLS #S13773744 , Image - 1

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3449 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13773744

Residential Freehold (Detached)

$324900.0
price drop iconPrice drop by 1.2%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 3449 Upper Big Chute Rd! Here is your opportunity to own a piece of the country and create a home that's truly your own. Set on 2.25 acres
43 Photos
Last Updated : 5 Days ago
76 Gray Avenue, Simcoe, ON , MLS #N13792546 , Image - 1

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76 Gray Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13792546

Residential Freehold (Detached)

$689900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Meticulously Maintained! 1,404 Sqft Home Offering Easy & Affordable Living. Convenient Main Level Includes Laundry & Garage Access. Eat-In Kitchen W/N
41 Photos
Last Updated : 5 Days ago
794116 Grey Rd 124 Road, Simcoe, ON , MLS #X13709256 , Image - 1

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794116 Grey Rd 124 Road Singhampton, Clearview, Simcoe, ON MLS® X13709256

Residential Freehold (Detached)

$574900.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated two-storey home featuring 3 bedrooms and 2 bathrooms located in the charming village of Singhampton. The primary h
26 Photos
Last Updated : 5 Days ago
1908 10th Line, Simcoe, ON , MLS #N13635068 , Image - 1

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1908 10th Line Stroud, Innisfil, Simcoe, ON MLS® N13635068

Residential Freehold (Detached)

$1100000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 1908 10th Line, a beautifully renovated home that perfectly combines modern style, comfort, and functionality. Situated on a generous 100.0
50 Photos
Last Updated : 5 Days ago
1749 Gratrix Road, Simcoe, ON , MLS #S13793006 , Image - 1

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1749 Gratrix Road Rural Tay, Tay, Simcoe, ON MLS® S13793006

Residential Freehold (Detached)

$835000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
You're going to love living in the country in this 4 bedroom raised bungalow on about 3.4 acres of land, with a huge 2 car detached garage as well as
37 Photos
Last Updated : 5 Days ago
82 Huronwoods Drive, Simcoe, ON , MLS #S13792988 , Image - 1

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82 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13792988

Residential Freehold (Detached)

$774900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
A Private 1-Acre Sanctuary in the Heart of Sugarbush - Escape to your own private woodland paradise. Set far back from the road on a spectacular 1-acr
50 Photos
Last Updated : 5 Days ago
2055 Elana Drive, Simcoe, ON , MLS #S13749544 , Image - 1

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2055 Elana Drive Marchmont, Severn, Simcoe, ON MLS® S13749544

Residential Freehold (Detached)

$1599900.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Stunning custom-built raised executive bungalow offering over 4,000 sq. ft. of finished living space, a self-contained in-law suite, inground saltwate
47 Photos
Last Updated : 5 Days ago
7 Stanley Street, Simcoe, ON , MLS #S13722980 , Image - 1

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7 Stanley Street East Bayfield, Barrie, Simcoe, ON MLS® S13722980

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 7 Stanley Street, where thoughtful design, beautiful gardens and a flexible layout come together in a home designed to grow and change with
20 Photos
Last Updated : 5 Days ago
28 Brookfield Crescent, Simcoe, ON , MLS #S13751580 , Image - 1

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28 Brookfield Crescent Bayshore, Barrie, Simcoe, ON MLS® S13751580

Residential Freehold (Detached)

$799000.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Family-sized kitchen with separate eating area - Offers plenty of space for meal preparation and family dining, with direct access to a large 12' x 18
47 Photos
Last Updated : 5 Days ago
149 Little Avenue, Simcoe, ON , MLS #S13787150 , Image - 1

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149 Little Avenue Allandale Heights, Barrie, Simcoe, ON MLS® S13787150

Residential Freehold (Detached)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wonderful opportunity to own a home in the high demand neighbourhood of Allandale Heights. This move in ready home is superb for a growing family, fir
48 Photos
Last Updated : 5 Days ago
20 Pineview Trail, Simcoe, ON , MLS #N13742280 , Image - 1

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20 Pineview Trail Colwell, Essa, Simcoe, ON MLS® N13742280

Residential Freehold (Detached)

$1167000.0
price drop iconPrice drop by 6.6%
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to Bear Creek Estates! This gorgeous Victorian-style home sits on a sprawling 1.59-acre lot, offering a classic wraparound porch and over 3,83
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