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5 Bedroom Houses for Sale in Simcoe Under $1.5M - P2

Showing results 31 - 60 of 143
Last Updated: August 06, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 6 Days ago
384 Keller Drive, Simcoe, ON , MLS #S13552012 , Image - 1
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384 Keller Drive Midland, Simcoe, ON MLS® S13552012

Residential Freehold (Detached)

$769900.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your next family home! This spacious 5+ bedroom, 4-bathroom two-storey residence offers the perfect combination of comfort, functionality,
47 Photos
Last Updated : 6 Days ago
1367 Lawson Street, Simcoe, ON , MLS #N13472422 , Image - 1

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1367 Lawson Street Alcona, Innisfil, Simcoe, ON MLS® N13472422

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to nearly 5,000 sq. ft. of refined, modern living on a premium corner lot in one of Innisfil's most desirable communities. Located just five m
17 Photos
Last Updated : 6 Days ago
2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S13609264 , Image - 1

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2670 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S13609264

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 0.1%
  • 5 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This is 57 Acres of Private Paradise! Enjoy approximately 57 acres of picturesque countryside with a private driveway leading to two homes on the prop
35 Photos
Last Updated : 6 Days ago
3456 Jean Street, Simcoe, ON , MLS #S12938492 , Image - 1

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3456 Jean Street Washago, Severn, Simcoe, ON MLS® S12938492

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 14.4%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Large 2200 SF, Waterfront Home/Cottage with 76 Ft X 207 Ft Lot on the Severn River. Featuring Five Bedrooms, Propane FP, Wood FP, Sunroom, Covered Boa
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
40 Photos
Last Updated : 6 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
37 Photos
Last Updated : 6 Days ago
9 Little Lake Drive, Simcoe, ON , MLS #S13036046 , Image - 1

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9 Little Lake Drive Little Lake, Barrie, Simcoe, ON MLS® S13036046

Residential Freehold (Detached)

$950000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Exceptional opportunity to own a large and highly versatile home offering over 3,000 sq ft of living space plus a partially finished basement, set on
49 Photos
Last Updated : 6 Days ago
15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's
48 Photos
Last Updated : 6 Days ago
245 Jane Street, Simcoe, ON , MLS #S13532262 , Image - 1

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245 Jane Street Stayner, Clearview, Simcoe, ON MLS® S13532262

Residential Freehold (Detached)

$1149000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Exceptional legal duplex offering the perfect blend of family living and investment potential. The bright, open-concept main home features 3 spacious
46 Photos
Last Updated : 6 Days ago
1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

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1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$849000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi
49 Photos
Last Updated : 7 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a
44 Photos
Last Updated : 7 Days ago
104 The Steps Road, Simcoe, ON , MLS #S13584416 , Image - 1

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104 The Steps Road Rural Ramara, Ramara, Simcoe, ON MLS® S13584416

Residential Freehold (Detached)

$1299888.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
YOUR OWN PRIVATE BEACH ON LAKE SIMCOE! Experience waterfront living at its best with this beautifully renovated Lake Simcoe home, complete with your o
39 Photos
Last Updated : 7 Days ago
2 Hook Court, Simcoe, ON , MLS #S13621808 , Image - 1

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2 Hook Court West Bayfield, Barrie, Simcoe, ON MLS® S13621808

Residential Freehold (Detached)

$999999.0
  • 5 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Discover this stunning oversized two-storey detached home with a double-car garage, ideally situated on a quiet court in the highly sought-after North
1 Photos
Last Updated : 7 Days ago
3525 Tenth Line, Simcoe, ON
3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13422752

Residential Freehold (Detached)

Price On Request
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover an exceptional opportunity to acquire 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally positioned
41 Photos
Last Updated : 7 Days ago
2448 Stockdale Road, Simcoe, ON , MLS #S13548570 , Image - 1

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2448 Stockdale Road West Shore, Severn, Simcoe, ON MLS® S13548570

Residential Freehold (Detached)

$1479000.0
price drop iconPrice drop by 1.4%
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 2448 Stockdale Road, Severn Township. Set on 4 acres, this luxurious custom-built home with wrap-around porch showcases exceptional craftsm
39 Photos
Last Updated : 7 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
24 Photos
Last Updated : 7 Days ago
102 Westminster Circle, Simcoe, ON , MLS #S13620256 , Image - 1

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102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13620256

Residential Freehold (Detached)

$999000.0
  • 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
32 Photos
Last Updated : 7 Days ago
1144 Wickham Road, Simcoe, ON , MLS #N13508276 , Image - 1

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1144 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13508276

Residential Freehold (Detached)

$1079000.0
price drop iconPrice drop by 1.8%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Light bright and spacious this rare 5 bedroom model in Fernbrook Homes Bell Aire Shores community is well worth viewing. 3600 sq ft of living area mea
50 Photos
Last Updated : 7 Days ago
4298 Plum Point Road W, Simcoe, ON , MLS #S13562824 , Image - 1

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4298 Plum Point Road W Rural Ramara, Ramara, Simcoe, ON MLS® S13562824

Residential Freehold (Detached)

$1298000.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
WELCOME TO YOUR PRIVATE LAKE SIMCOE RETREAT! Set on approx.100 feet of beautifully rebuilt granite-boulder shoreline, this extensively renovated water
20 Photos
Last Updated : 7 Days ago
86 37th Street N, Simcoe, ON , MLS #S12691270 , Image - 1

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86 37th Street N Wasaga Beach, Simcoe, ON MLS® S12691270

Residential Freehold (Detached)

$1449000.0
price drop iconPrice drop by 5.8%
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 86 37th Street N! Eligible for the HST New Home Rebate. This newly built custom home is a few minutes walk from Wasaga Beach! This meticulo
49 Photos
Last Updated : 9 Days ago
469 Parkview Court, Simcoe, ON , MLS #S13613058 , Image - 1

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469 Parkview Court Midland, Simcoe, ON MLS® S13613058

Residential Freehold (Detached)

$1195000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to the highly sought-after Midland Point community, where Georgian Bay is just steps from your backyard. This beautifully updated 5-bedroom, 2
40 Photos
Last Updated : 9 Days ago
229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

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229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13101416

Residential Freehold (Detached)

$675000.0
price drop iconPrice drop by 3.6%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Quality brick bungalow in a prime Stayner location. Welcome to 229 Datas Drive East, a solid and well-cared-for home built in 1985 by the respected Wo
45 Photos
Last Updated : 9 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 : 9 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 : 10 Days ago
108 Rugman Crescent, Simcoe, ON , MLS #S13609814 , Image - 1

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108 Rugman Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13609814

Residential Freehold (Detached)

$1475000.0
  • 5 +2 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Luxury, space, and versatility come together in this exceptional Stonemanor Woods residence. Offering over 5,400 sq. ft. of beautifully finished livin
40 Photos
Last Updated : 10 Days ago
26 Hearn Street, Simcoe, ON , MLS #N13526630 , Image - 1

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26 Hearn Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13526630

Residential Freehold (Detached)

$1451998.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
The Ridgeland model by Sundance Homes-the only one of its kind-sits at the Highest Point of the Community with Golf Course Views and NO home in Front.
20 Photos
Last Updated : 13 Days ago
1454 Tomkins Road, Simcoe, ON , MLS #N13603610 , Image - 1

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1454 Tomkins Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13603610

Residential Freehold (Detached)

$1177000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Built by the award-winning Bayview Wellington Homes, a trusted builder with over 40 years of experience, this exceptional, fully detached all-brick ho
50 Photos
Last Updated : 13 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
40 Photos
Last Updated : 13 Days ago
1 Walker Boulevard, Simcoe, ON , MLS #N13602804 , Image - 1

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1 Walker Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13602804

Residential Freehold (Detached)

$999900.0
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Beautifully upgraded & immaculately maintained over 3200 Sq Ft Executive Home In the highly Sought-After Alliston Community offers A Perfect Blen
50 Photos
Last Updated : 13 Days ago
32 Bridlewood Crescent, Simcoe, ON , MLS #S13508386 , Image - 1

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32 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13508386

Residential Freehold (Detached)

$889900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Located in the sought-after Sunward Estates community and just two doors from a scenic walking trail leading to Allenwood Beach (approx. 12-minute wal
48 Photos
Last Updated : 13 Days ago
76 CALYPSO Avenue, Simcoe, ON , MLS #S13492752 , Image - 1

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76 CALYPSO Avenue Midhurst, Springwater, Simcoe, ON MLS® S13492752

Residential Freehold (Detached)

$1030000.0
price drop iconPrice drop by 3.3%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To 76 Calypso Ave In Sought-After Midhurst! This Exceptional 5 Bedrooms, 4 Bathroom Detached 2-Storey Home Sits On A Premium Ravine Lot And Of
Shortlisted Properties
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