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Houses for Sale in Simcoe Under $5 Million - P34

Showing results 991 - 1020 of 5130
Last Updated: August 12, 2026
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  • Bedrooms(Hi-Lo)
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45 Photos
Last Updated : 4 Days ago
642 Randles Crescent, Simcoe, ON , MLS #S13501296 , Image - 1
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642 Randles Crescent Midland, Simcoe, ON MLS® S13501296

Residential Freehold (Detached)

$584000.0
price drop iconPrice drop by 2.5%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to this beautifully maintained raised bungalow in Midland's desirable east end! Offering 3 spacious bedrooms and 2 bathrooms, this inviti
1 Photos
Last Updated : 4 Days ago
1969 Telford Line, Simcoe, ON
1969 Telford Line Rural Severn, Severn, Simcoe, ON MLS® S13650494

Residential Freehold (Vacant Land)

$850000.0
DISCOVER 105 ACRES OF PEACEFUL COUNTRYSIDE, OFFERING THE PERFECT BALANCE OF OPEN SPACE AND NATURAL BEAUTY. THIS EXPANSIVE PARCEL IS PARTIALLY TREED, P
47 Photos
Last Updated : 4 Days ago
53 Casserley Crescent, Simcoe, ON , MLS #N13524256 , Image - 1

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53 Casserley Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13524256

Residential Freehold (Semi-Detached )

$819000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
One of the largest semi-detached models at appox 1800 in Tottenham , this turnkey 3-Bedroom, 3-Bathroom All-Brick Semi-Detached in Sought-After Totten
28 Photos
Last Updated : 4 Days ago
22 Michael Street, Simcoe, ON , MLS #N13650146 , Image - 1

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22 Michael Street Angus, Essa, Simcoe, ON MLS® N13650146

Residential Freehold (Detached)

$726500.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bright, spacious 3+1 bedroom raised bungalow on quiet, desirable street in Angus. Landscaped front yard offers exceptional curb appeal. Sun-filled ope
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
40 Photos
Last Updated : 4 Days ago
1572 Laughlin Falls Road, Simcoe, ON , MLS #S13620712 , Image - 1

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1572 Laughlin Falls Road Rural Severn, Severn, Simcoe, ON MLS® S13620712

Residential Freehold (Detached)

$1199000.0
price drop iconPrice drop by 4.1%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
POOL! HOT TUB! Experience the perfect blend of modern comfort and country charm in this beautifully maintained 3-bedroom home, nestled on a peaceful 1
46 Photos
Last Updated : 4 Days ago
1220 Birchcliffe Crescent, Simcoe, ON , MLS #S13643574 , Image - 1

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1220 Birchcliffe Crescent Rural Severn, Severn, Simcoe, ON MLS® S13643574

Residential Freehold (Detached)

$1135000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Experience the perfect blend of luxury, privacy, and practicality on this exceptional 3 acre property. The custom-built home showcases premium finishe
27 Photos
Last Updated : 4 Days ago
11 JOHN Street, Simcoe, ON , MLS #S13594674 , Image - 1

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11 JOHN Street Coldwater, Severn, Simcoe, ON MLS® S13594674

Residential Freehold (Detached)

$559000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 11 John Street in the historic Village of Coldwater! This charming family home sits on a large, level lot in a quiet neighbourhood. An 18 X
24 Photos
Last Updated : 4 Days ago
329 James Street E, Simcoe, ON , MLS #S13517662 , Image - 1

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329 James Street E Orillia, Simcoe, ON MLS® S13517662

Residential Freehold (Detached)

$529900.0
price drop iconPrice drop by 7.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
3 Br Brick Bungalow + 2Br off KIT/Living room in lower level,Note lots of parking spaces, and R2 Zoning across for Tudhope Park Large corner lot with
43 Photos
Last Updated : 4 Days ago
405 Champlain Road, Simcoe, ON , MLS #S13646934 , Image - 1

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405 Champlain Road Penetanguishene, Simcoe, ON MLS® S13646934

Residential Freehold (Detached)

$1249900.0
  • 1 +2 Beds
  • 3 Baths
  • 700-1100 sq-ft
Welcome to 405 Champlain and waterfront living on Penetang Bay! Direct shoreline frontage and easterly views. The main level boasts an updated kitchen
34 Photos
Last Updated : 4 Days ago
4 Eplett Street, Simcoe, ON , MLS #S13649226 , Image - 1

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4 Eplett Street Coldwater, Severn, Simcoe, ON MLS® S13649226

Residential Freehold (Detached)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 4 Eplett Street in the charming community of Coldwater (Severn)! Situated right off Highway 400, where the downtown core along Main Street
4 Photos
Last Updated : 4 Days ago
39 Mary Street, Simcoe, ON , MLS #S13103684 , Image - 1
Unit-3205, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13103684

Residential Condo & Other (Condo Apartment)

$1656000.0
  • 3 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Debut Condos Are Here! Experience The Epic Lake Views From Barrie's Monumental First, Premium Condo Development. Centered In Barrie's Coveted Waterfro
1 Photos
Last Updated : 4 Days ago
2872 Sunset Drive, Simcoe, ON
2872 Sunset Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13246410

Residential Freehold (Detached)

$659000.0
price drop iconPrice drop by 2.9%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention all Nature Lovers, Fishermen and Fisherwomen, People that like Privacy! Welcome to 2872 Sunset Drive. This private and peaceful brick bunga
16 Photos
Last Updated : 4 Days ago
39 Mary St Street, Simcoe, ON , MLS #S13580264 , Image - 1

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Unit-3103, 39 Mary St Street City Centre, Barrie, Simcoe, ON MLS® S13580264

Residential Condo & Other (Condo Apartment)

$514900.0
  • 1 Beds
  • 2 Baths
  • 600-699 sq-ft
Debut Condos Are Here! *** HST R E B A T E *** Applies To Debut Condos! Experience The Epic Lake Views From Barrie's Monumental First, Premium Condo D
50 Photos
Last Updated : 4 Days ago
125 Stephens Street, Simcoe, ON , MLS #S13476222 , Image - 1

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125 Stephens Street Collingwood, Simcoe, ON MLS® S13476222

Residential Freehold (Detached)

$2115000.0
  • 3 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
A distinguished offering in one of Collingwood's most sought-after enclaves, this exceptional custom-built residence exemplifies refined living throug
33 Photos
Last Updated : 4 Days ago
2127 Elana Drive, Simcoe, ON , MLS #S13650176 , Image - 1

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2127 Elana Drive Bass Lake, Severn, Simcoe, ON MLS® S13650176

Residential Freehold (Detached)

$1535000.0
  • 3 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Refined Bungalow Living With Thoughtful In-Law Potential & Remarkable Interior Space! Built in 2017 and set on 0.78 landscaped acres, this beautifully
48 Photos
Last Updated : 4 Days ago
29 Foliage Drive, Simcoe, ON , MLS #S13636234 , Image - 1

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29 Foliage Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13636234

Residential Freehold (Detached)

$699900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Be sure to watch the video tour created for this property - it showcases not just the home, but the incredible lifestyle that comes with living steps
30 Photos
Last Updated : 4 Days ago
443 Elizabeth Street, Simcoe, ON , MLS #S13421260 , Image - 1

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443 Elizabeth Street Midland, Simcoe, ON MLS® S13421260

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A UNIQUE, ONE OF A KIND HOME IN MIDLAND WITH ONE OF THE BEST SHOPS IN TOWN. Check out this classic red brick Midland home, which shows evident pride o
13 Photos
Last Updated : 4 Days ago
1854 Side Road 5 Road, Simcoe, ON , MLS #S13614956 , Image - 1

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1854 Side Road 5 Road Brechin, Ramara, Simcoe, ON MLS® S13614956

Residential Freehold (Vacant Land)

$1499000.0
Turnkey Sheep Farm with 98.5 Acres, Ample Water, and Building Permit-Ready for Your Dream Home. Escape to the countryside with this exceptionally func
40 Photos
Last Updated : 4 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)

$669000.0
  • 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
50 Photos
Last Updated : 4 Days ago
154 Park Road, Simcoe, ON , MLS #S13476042 , Image - 1

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154 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13476042

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 154 Park Rd, Tiny! Steps to beautiful Woodland Beach, this fully updated 5-bed, 3-bath home blends modern comfort with coastal charm. Brigh
39 Photos
Last Updated : 4 Days ago
1220 Fox Hill Street, Simcoe, ON , MLS #N13650038 , Image - 1

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1220 Fox Hill Street Alcona, Innisfil, Simcoe, ON MLS® N13650038

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A stunning modern home on a ravine lot, perfect for a growing family. Features 9-foot ceilings on the main floor, smooth ceilings throughout, open-con
41 Photos
Last Updated : 4 Days ago
1426 Benson Street, Simcoe, ON , MLS #N13607512 , Image - 1

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1426 Benson Street Alcona, Innisfil, Simcoe, ON MLS® N13607512

Residential Freehold (Detached)

$779000.0
price drop iconPrice drop by 1.3%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 1426 Benson Street in the heart of Alcona-a beautifully maintained, all-brick two-storey home offered for sale by its original owner. Pride
19 Photos
Last Updated : 4 Days ago
105 Columbia Road, Simcoe, ON , MLS #S13649866 , Image - 1

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105 Columbia Road Holly, Barrie, Simcoe, ON MLS® S13649866

Residential Freehold (Detached)

$689900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Stylish Updates, Flexible Living Spaces, & A Neighbourhood You'll Love Coming Home To! Set on a quiet street in Barrie's Holly neighbourhood, this bea
27 Photos
Last Updated : 4 Days ago
706 Chestnut Street, Simcoe, ON , MLS #N13649946 , Image - 1

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706 Chestnut Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13649946

Residential Freehold (Detached)

$389000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 706 Chestnut St in Innisfil - a charming 2-bedroom, 1-bathroom bungalow packed with opportunity and perfectly positioned just a short walk
42 Photos
Last Updated : 4 Days ago
24 Woodland Crescent, Simcoe, ON , MLS #S13649914 , Image - 1

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24 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13649914

Residential Freehold (Detached)

$1275000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Sprawling Bungalow over 5300 sq ft on 1.87 Acres, surrounded by forest and private. This unique home offers the potential for in law suite and/or the
30 Photos
Last Updated : 4 Days ago
379 Champlain Road, Simcoe, ON , MLS #S12883048 , Image - 1

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379 Champlain Road Penetanguishene, Simcoe, ON MLS® S12883048

Residential Freehold (Detached)

$895000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
100 Feet of Spectacular Waterfront - An Exceptional Opportunity to Design and Build Your Dream Home. This is a rare chance to secure 100 feet of sandy
46 Photos
Last Updated : 4 Days ago
34 Merrington Avenue, Simcoe, ON , MLS #S13631698 , Image - 1

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34 Merrington Avenue Warminster, Oro-Medonte, Simcoe, ON MLS® S13631698

Residential Freehold (Detached)

$998000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Some houses you tour and move on. This one you tour and start measuring furniture.34 Merrington Avenue sits on nearly three-quarters of an acre at the
39 Photos
Last Updated : 4 Days ago
2289 Kinnear Side Road, Simcoe, ON , MLS #S13649802 , Image - 1

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2289 Kinnear Side Road Rural Severn, Severn, Simcoe, ON MLS® S13649802

Residential Freehold (Detached)

$1399000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Escape to the tranquility of country living with this charming four bedroom, two bathroom home set on 53 pic
49 Photos
Last Updated : 4 Days ago
25 Lorne Thomas Place, Simcoe, ON , MLS #N13643940 , Image - 1

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25 Lorne Thomas Place Alliston, New Tecumseth, Simcoe, ON MLS® N13643940

Residential Freehold (Detached)

$999999.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this immaculate, built-in-2020 detached home nestled in the highly sought-after Treetops community! Step inside to an impressive main floor
45 Photos
Last Updated : 4 Days ago
2094 Webster Boulevard, Simcoe, ON , MLS #N13649182 , Image - 1

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2094 Webster Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13649182

Residential Freehold (Detached)

$899000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Some homes simply offer more space. This one offers more life. Imagine summer mornings grabbing coffee before heading to Innisfil Beach, afternoons sp
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