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5 Bedroom Houses for Sale in Simcoe Under $1.5M - P5

Showing results 121 - 150 of 151
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
15 Photos
Last Updated : 40 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
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
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
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
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 : 58 Days ago
4 Emerald Grove, Simcoe, ON , MLS #N13567970 , Image - 1

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4 Emerald Grove Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13567970

Residential Freehold (Detached)

$1499000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Exceptional Executive Residence Offering Over 4,100 Sq. Ft. Of Finished Living Space On A Rare Premium Lot With Approx. 160 Ft. Of Depth. Designed Wit
50 Photos
Last Updated : 61 Days ago
205 Warden Street, Simcoe, ON , MLS #S13582906 , Image - 1

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205 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13582906

Residential Freehold (Detached)

$1299900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 5-bedroom, 5-bathroom Treasure Hill home in the growing community of Stayner, offering 3,374 sq. ft. of beautifully design
29 Photos
Last Updated : 62 Days ago
3 East Street, Simcoe, ON , MLS #S13586364 , Image - 1

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3 East Street Wellington, Barrie, Simcoe, ON MLS® S13586364

Residential Freehold (Triplex)

$1100100.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Solid brick triplex in a desirable, quiet Barrie neighbourhood, offering an excellent opportunity for investors looking to expand their portfolio and
45 Photos
Last Updated : 62 Days ago
2636+ Lakeshore Drive, Simcoe, ON , MLS #S13483328 , Image - 1

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2636+ Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13483328

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin - offered together as one exceptional water
43 Photos
Last Updated : 62 Days ago
9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

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9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$734900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia
45 Photos
Last Updated : 66 Days ago
54 Gretzky Avenue, Simcoe, ON , MLS #S13572118 , Image - 1

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54 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13572118

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
BRAND-NEW HOME WITH NEARLY 2,800 SQ FT, MODERN DESIGN, & ENERGY-EFFICIENT HOUSE! This stunning Detached home offers a RARE 5 Bedroom, 3.5 Bathroom lay
50 Photos
Last Updated : 69 Days ago
29 Robert Boulevard, Simcoe, ON , MLS #S13446448 , Image - 1

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29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® S13446448

Residential Freehold (Detached)

$1419000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the sought-after village of Hillsdale, this exceptional 1.5+ acre estate, one of the largest in the community offers a rare opportunity to
40 Photos
Last Updated : 73 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 (that's 23 Football Fields!) beauty just outside the growing community of Alliston.
48 Photos
Last Updated : 75 Days ago
228 Centre Street, Simcoe, ON , MLS #S13432986 , Image - 1

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228 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13432986

Residential Freehold (Detached)

$795000.0
price drop iconPrice drop by 4.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MOTIVATED SELLER - Large 5-bedroom, 4-bathroom home in Stayner offering approximately 4,000 sq ft of finished living space. With multiple living areas
1 Photos
Last Updated : 76 Days ago
33 Mckenzie Way, Simcoe, ON
33 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13471102

Residential Freehold (Detached)

$1259000.0
price drop iconPrice drop by 1.6%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolutely Stunning 5 bedroom family home in one of Bradford's most sought after communities approx 2800 Sqft above grade featuring 9 ft Ceilings and
40 Photos
Last Updated : 77 Days ago
22 Ludlow Drive E, Simcoe, ON , MLS #S13524710 , Image - 1

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22 Ludlow Drive E Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13524710

Residential Freehold (Detached)

$1199900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A truly rare opportunity in Barrie's sought-after Mapleview Park community! Welcome to 22 Ludlow Drive, a spectacular 'Corner Elevation A' model situa
50 Photos
Last Updated : 78 Days ago
4 Sandhill Crescent, Simcoe, ON , MLS #N13522468 , Image - 1

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4 Sandhill Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13522468

Residential Freehold (Detached)

$1341900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
!!Welcome to 4 Sandhill Cres- A Stunning Recently-Built Home in the Heart of Nature, Offering the perfect escape from city life. Situated on a premium
35 Photos
Last Updated : 80 Days ago
1808 Concession Road 10 Concession, Simcoe, ON , MLS #S13516662 , Image - 1

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1808 Concession Road 10 Concession Rural Ramara, Ramara, Simcoe, ON MLS® S13516662

Residential Freehold (Farm)

$1275000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1808 Concession Road 10 a rare opportunity to own nearly 100 acres of highly productive farmland. This 98.6-acre property features prime ag
49 Photos
Last Updated : 80 Days ago
61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

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61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin
42 Photos
Last Updated : 83 Days ago
24 Brentwood Road, Simcoe, ON , MLS #N13482862 , Image - 1

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24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N13482862

Residential Freehold (Triplex)

$649000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features o
42 Photos
Last Updated : 94 Days ago
896 Booth Avenue, Simcoe, ON , MLS #N13463956 , Image - 1

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896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N13463956

Residential Freehold (Detached)

$1299000.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,
14 Photos
Last Updated : 106 Days ago
47 Walnut Street, Simcoe, ON , MLS #N13240534 , Image - 1

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47 Walnut Street Alliston, New Tecumseth, Simcoe, ON MLS® N13240534

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Exceptional development opportunity in the heart of Alliston! This rare property offers incredible potential for builders, investors, and developers a
36 Photos
Last Updated : 113 Days ago
112 Bearberry Road, Simcoe, ON , MLS #S13217744 , Image - 1

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112 Bearberry Road Minesing, Springwater, Simcoe, ON MLS® S13217744

Residential Freehold (Detached)

$1059000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
WELCOME TO 112 BEARBERRY ROAD, Midhurst Valley by Countrywide Homes - an exceptional master planned community in the Township of Springwater, surround
50 Photos
Last Updated : 144 Days ago
77 Polish Avenue, Simcoe, ON , MLS #S13056342 , Image - 1

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77 Polish Avenue Penetanguishene, Simcoe, ON MLS® S13056342

Residential Freehold (Detached)

$999999.0
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to a thoughtfully designed bright custom home in a quiet, family-friendly neighbourhood just steps from Georgian Bay. Offering over 3,200 sq
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