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5 Bedroom Houses for Sale in Simcoe Under $10M - P6

Showing results 151 - 180 of 218
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 35 Days ago
50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S13076862 , Image - 1
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50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13076862

Residential Freehold (Detached)

$1499000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beautifully Updated 5-Bedroom, 3-Bathroom Home Set On A Rarely Offered 20.31-Acre Four-Season Property Overlooking The Wye River As It Winds Peacefull
50 Photos
Last Updated : 36 Days ago
537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

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537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 17.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an
24 Photos
Last Updated : 37 Days ago
6331 26 Highway, Simcoe, ON , MLS #S13676024 , Image - 1

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6331 26 Highway Rural Clearview, Clearview, Simcoe, ON MLS® S13676024

Residential Freehold (Detached)

$799900.0
  • 5 Beds
  • 1 Baths
  • 2000-2500 sq-ft
8.65 Acres With Room To Grow Your Investment! Set across expansive, cleared and level agricultural land along Highway 26, this century property offers
50 Photos
Last Updated : 37 Days ago
995611 Mono-Adjala Townline N/A, Simcoe, ON , MLS #N13675058 , Image - 1

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995611 Mono-Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13675058

Residential Freehold (Detached)

$6999000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Set amid 97+ acres of rolling countryside, forests, ponds and productive farmland, Pond Hill Farm is a rare legacy estate where heritage architecture,
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
49 Photos
Last Updated : 38 Days ago
668 Florence Road, Simcoe, ON , MLS #N13611566 , Image - 1

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668 Florence Road Alcona, Innisfil, Simcoe, ON MLS® N13611566

Residential Freehold (Detached)

$2299000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Why escape to the cottage on weekends when you can live the lifestyle every day? Welcome to this spectacular custom-built luxury home, completed in 20
26 Photos
Last Updated : 38 Days ago
125 Gardiner Drive N, Simcoe, ON , MLS #N13672032 , Image - 1

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125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13672032

Residential Freehold (Detached)

$1385000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 5-bedroom, 2-storey detached home, ideally situated on a premium lot backing directly onto a park. Offering an unbeatable
49 Photos
Last Updated : 39 Days ago
61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

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61 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13652550

Residential Freehold (Detached)

$732500.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 61 Dyer Drive, a beautifully maintained family home offering over 2,500 sq. ft. of finished living space in one of Wasaga Beach's most desi
39 Photos
Last Updated : 40 Days ago
45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

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45 Ivy Lane Orillia, Simcoe, ON MLS® S13595768

Residential Freehold (Detached)

$998000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage
47 Photos
Last Updated : 40 Days ago
7 Wintergreen Lane, Simcoe, ON , MLS #N13612474 , Image - 1

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7 Wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13612474

Residential Freehold (Detached)

$1489900.0
price drop iconPrice drop by 6.9%
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 7 Wintergreen Lane, an extraordinary executive residence in the prestigious Colgan Crossing community, where timeless architecture meets re
37 Photos
Last Updated : 40 Days ago
5 Oakwood Avenue N, Simcoe, ON , MLS #S13627170 , Image - 1

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5 Oakwood Avenue N Rural Tiny, Tiny, Simcoe, ON MLS® S13627170

Residential Freehold (Detached)

$1190000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
EVERY ONCE IN A LIFETIME A HOUSE QUALIFIES YOU AND THERE IS NOTHING YOU CAN DO ABOUT IT! WELL this is the ONE!! It will WOW you as you enter the home.
46 Photos
Last Updated : 40 Days ago
81 Silver Birch Crescent, Simcoe, ON , MLS #S13058134 , Image - 1

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81 Silver Birch Crescent Port McNicoll, Tay, Simcoe, ON MLS® S13058134

Residential Freehold (Detached)

$1799900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Set on approximately 120 feet of protected shoreline along Georgian Bay, this almost 3,000 sq ft raised bungalow (3,900 with garage and massive utilit
24 Photos
Last Updated : 40 Days ago
102 Westminster Circle, Simcoe, ON , MLS #S13662202 , Image - 1

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102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13662202

Residential Freehold (Detached)

$948000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious double garage detached home offering approximately 3,120 sq. ft. of well-designed living space. Featuring 5 generously sized
34 Photos
Last Updated : 40 Days ago
70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

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70 Ivy Lane Orillia, Simcoe, ON MLS® S13641462

Residential Freehold (Detached)

$630000.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from
9 Photos
Last Updated : 40 Days ago
6 Barrow Avenue, Simcoe, ON , MLS #N13645934 , Image - 1

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6 Barrow Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13645934

Residential Freehold (Detached)

$1329990.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Buy Directly from the Builder! Beautiful 3,748 Sq. Ft. Inventory Family Home in Green Valley Estates. Discover exceptional space, style and luxury in
30 Photos
Last Updated : 40 Days ago
26 Cathedral Pines Road, Simcoe, ON , MLS #S13646460 , Image - 1

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26 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13646460

Residential Freehold (Detached)

$1349000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens
15 Photos
Last Updated : 41 Days ago
353 Ontario Street, Simcoe, ON , MLS #S13515424 , Image - 1

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353 Ontario Street Collingwood, Simcoe, ON MLS® S13515424

Residential Freehold (Triplex)

$800000.0
price drop iconPrice drop by 5.9%
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Positive cash flowing tri-plex walking distance to downtown Collingwood and Hospital. All tenants in good standing. Tenants pay own hydro ( separate m
50 Photos
Last Updated : 41 Days ago
6435 12/13 Stayner Side Road, Simcoe, ON , MLS #S13652574 , Image - 1

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6435 12/13 Stayner Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13652574

Residential Freehold (Detached)

$945000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
AN OPPORTUNITY YOU WON'T WANT TO MISS. Imagine coming home to a spacious Cape Cod-style property where there's room for everyone. Set on an impressive
25 Photos
Last Updated : 43 Days ago
61 Mac Campbell Way, Simcoe, ON , MLS #N13056946 , Image - 1

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61 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13056946

Residential Freehold (Detached)

$1250000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 61 Mac Campbell Way, a newly built (2023) two-storey detached home offering over 3,000 sq. ft. of beautifully designed living space. Featur
49 Photos
Last Updated : 45 Days ago
35 Glenridge Road, Simcoe, ON , MLS #S13640946 , Image - 1

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35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S13640946

Residential Freehold (Detached)

$850000.0
  • 5 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($850,000) Welcome To 35 Glenridge Rd Where Comfort, Connection, And Everyday Living Come Naturally. Lovingly
49 Photos
Last Updated : 45 Days ago
2032 Lakeshore Drive, Simcoe, ON , MLS #S13493972 , Image - 1

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2032 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13493972

Residential Freehold (Detached)

$1498000.0
price drop iconPrice drop by 6.3%
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage
45 Photos
Last Updated : 46 Days ago
303 Sunnybrae Avenue, Simcoe, ON , MLS #N13571016 , Image - 1

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303 Sunnybrae Avenue Stroud, Innisfil, Simcoe, ON MLS® N13571016

Residential Freehold (Detached)

$1799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 303 Sunnybrae Avenue, A Truly One-Of-A-Kind Custom Home In Prestigious Innisfil Estates. Set On A Private Half-Acre Lot With No Neighbours
34 Photos
Last Updated : 47 Days ago
210 Owen Street, Simcoe, ON , MLS #S13458386 , Image - 1

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Unit-#1, #2, #3, 210 Owen Street Wellington, Barrie, Simcoe, ON MLS® S13458386

Residential Freehold (Multiplex)

$914000.0
price drop iconPrice drop by 2.7%
  • 5 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
INVESTORS! Three fully self-contained renovated rental units - each well-appointed with large kitchen, 4-piece bath and in unit laundry. Looking for
23 Photos
Last Updated : 49 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac
50 Photos
Last Updated : 50 Days ago
23 Trail Boulevard, Simcoe, ON , MLS #S13629746 , Image - 1

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23 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13629746

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to True Luxury in Stonemanor WoodsPrepare to be impressed by this spectacular Perfect South Ravin lot with 5+1 bed and 6 bath. Quality built b
21 Photos
Last Updated : 50 Days ago
46 Park Street, Simcoe, ON , MLS #S13043680 , Image - 1

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46 Park Street Queen's Park, Barrie, Simcoe, ON MLS® S13043680

Residential Freehold (Detached)

$689000.0
price drop iconPrice drop by 9.3%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully updated century home in the heart of Barrie, where timeless character meets modern comfort. Perfectly located close to sch
50 Photos
Last Updated : 51 Days ago
960 Lawson Road, Simcoe, ON , MLS #S13628036 , Image - 1

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960 Lawson Road Rural Tiny, Tiny, Simcoe, ON MLS® S13628036

Residential Freehold (Rural Residential)

$3890000.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
THE LAWSON ESTATE. An exceptional opportunity to secure 86.99 acres in one of Southern Georgian Bay's most desirable four-season destinations, just ov
50 Photos
Last Updated : 51 Days ago
2236 Pemberton Way, Simcoe, ON , MLS #N13627066 , Image - 1

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2236 Pemberton Way Churchill, Innisfil, Simcoe, ON MLS® N13627066

Residential Freehold (Detached)

$1990000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 2236 Pemberton Way, an exceptional 5-bedroom, 4.5-bath luxury residence offering 4,373 sq ft of refined living space on a rare nearly 1-acr
45 Photos
Last Updated : 54 Days ago
5 Rowe Street, Simcoe, ON , MLS #N13613478 , Image - 1

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5 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13613478

Residential Freehold (Detached)

$1493900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Brand New Merlot model by Sundance Homes with full Tarion Warranty. Smooth ceilings, stone countertops and solid surface flooring throughout. Oak stai
9 Photos
Last Updated : 54 Days ago
354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

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354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,
50 Photos
Last Updated : 55 Days ago
12 Walker Road, Simcoe, ON , MLS #S13609324 , Image - 1

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12 Walker Road Rural Tiny, Tiny, Simcoe, ON MLS® S13609324

Residential Freehold (Detached)

$2695500.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to an extraordinary custom-built waterfront residence on the shores of Georgian Bay, where exceptional craftsmanship, timeless design, and the
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