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Houses for Sale in Simcoe Under $5 Million - P17

Showing results 481 - 510 of 5130
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
19 Photos
Last Updated : 2 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S13657872 , Image - 1
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Unit-1203, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13657872

Residential Condo & Other (Condo Apartment)

$428000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Bright & Modern 1-Bedroom with Lake ViewsThis open-concept 1-bedroom unit features modern finishes, brand-new stainless steel appliances, stone counte
34 Photos
Last Updated : 2 Days ago
502 ESSA Road, Simcoe, ON , MLS #S13475260 , Image - 1

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Unit-16, 502 ESSA Road Holly, Barrie, Simcoe, ON MLS® S13475260

Residential Condo & Other (Condo Townhouse)

$489900.0
price drop iconPrice drop by 1.0%
  • 3 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Attention First-Time Buyers, Military Moves & Downsizers - This home can be purchased furnished quick closing possible This One's For You! From the
39 Photos
Last Updated : 2 Days ago
101 Green Briar Road, Simcoe, ON , MLS #N13646602 , Image - 1

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Unit-11, 101 Green Briar Road Alliston, New Tecumseth, Simcoe, ON MLS® N13646602

Residential Condo & Other (Condo Townhouse)

$529000.0
  • 1 +1 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Welcome to Green Briar, one of Alliston's most sought-after adult lifestyle communities, offering a low-maintenance lifestyle surrounded by beautifull
47 Photos
Last Updated : 2 Days ago
1579 Wainman Line, Simcoe, ON , MLS #S12334470 , Image - 1

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1579 Wainman Line Rural Severn, Severn, Simcoe, ON MLS® S12334470

Residential Freehold (Farm)

$1300000.0
price drop iconPrice drop by 23.5%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
$1,300,000 AND SELLERS ARE SERIOUS ABOUT SELLING - BRING YOUR OFFER TO THE TABLE!! When you decide to buy a home sitting on 100 acres of land your not
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
13 Photos
Last Updated : 2 Days ago
13 HENRY Street, Simcoe, ON , MLS #S13657858 , Image - 1

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13 HENRY Street Queen's Park, Barrie, Simcoe, ON MLS® S13657858

Residential Freehold (Triplex)

$625000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Located in downtown Barrie, this LEGAL TRIPLEX offers a strong investment opportunity with immediate income and future growth potential. The property
43 Photos
Last Updated : 2 Days ago
50 Balsam Street, Simcoe, ON , MLS #S13657848 , Image - 1

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50 Balsam Street Rural Tiny, Tiny, Simcoe, ON MLS® S13657848

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Newly updated charming 4-Season Cottage Just Steps to the Beach! Welcome to 50 Balsam Steet, a well-maintained 3-bedroom, 1-bathroom 4-season cottage
42 Photos
Last Updated : 2 Days ago
580 West Street S, Simcoe, ON , MLS #S13604176 , Image - 1

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Unit-74, 580 West Street S Orillia, Simcoe, ON MLS® S13604176

Residential Freehold (MobileTrailer)

$209900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Move-in ready at $209,900- SELLERS ARE OPEN TO ALL REASONABLE OFFERS, SO DON'T BE SHY!! QUICK CLOSING AVAILABLE This beautifully renovated 3-bedroom,
33 Photos
Last Updated : 2 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13657734 , Image - 1

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Unit-418, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13657734

Residential Condo & Other (Condo Apartment)

$417000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
This Newer South District Condo Is A Stylish 1 Bedroom + Den (Potential 2nd Bedroom/Office/Flex Space) Spanning 725 Sq.Ft. Plus Balcony (50 Sq.Ft.). L
35 Photos
Last Updated : 2 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13657722 , Image - 1

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Unit-Unit 4, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13657722

Residential Condo & Other (Condo Townhouse)

$429649.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Harbour Village, Located in the Heart of Ontario's Lake Country in Beautiful Lagoon City on Lake Simcoe. This Updated 2 Bedroom/2 Bathroom
35 Photos
Last Updated : 2 Days ago
14 Innisfil Street, Simcoe, ON , MLS #S13656542 , Image - 1

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14 Innisfil Street City Centre, Barrie, Simcoe, ON MLS® S13656542

Residential Freehold (Semi-Detached )

$539990.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 14 Innisfil Street, a charming semi-detached home in one of Barrie's most convenient and established neighbourhoods. Offering a fantastic c
45 Photos
Last Updated : 2 Days ago
36 Beverly Street, Simcoe, ON , MLS #S13584004 , Image - 1

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36 Beverly Street Elmvale, Springwater, Simcoe, ON MLS® S13584004

Residential Freehold (Detached)

$835000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 36 Beverly Street, where style, function, and location come together in one exceptional home. From the moment you step inside, you'll appre
23 Photos
Last Updated : 2 Days ago
3644 Shadow Creek Road, Simcoe, ON , MLS #S13657646 , Image - 1

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3644 Shadow Creek Road West Shore, Severn, Simcoe, ON MLS® S13657646

Residential Freehold (Detached)

$823888.0
  • 1 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
105 FT OF WATERFRONT WITH BOAT ACCESS TO LAKE COUCHICHING, AN INGROUND POOL & A FINISHED WALKOUT BASEMENT! This is waterfront living with the summer w
26 Photos
Last Updated : 2 Days ago
32 1st Lane, Simcoe, ON , MLS #S13657638 , Image - 1

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32 1st Lane Wasaga Beach, Simcoe, ON MLS® S13657638

Residential Freehold (Detached)

$949900.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy life close to the beach in this spacious detached home in one of Wasaga Beach's most desirable locations. The main level of this home offers 4 g
37 Photos
Last Updated : 2 Days ago
320 Scott Street, Simcoe, ON , MLS #S13538324 , Image - 1

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320 Scott Street Midland, Simcoe, ON MLS® S13538324

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-kept 3-bedroom, 1-bathroom all-brick backsplit offers a great family-friendly layout in a central Midland location. The main level features
16 Photos
Last Updated : 2 Days ago
20 Regalia Way, Simcoe, ON , MLS #S13636334 , Image - 1

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20 Regalia Way Innis-Shore, Barrie, Simcoe, ON MLS® S13636334

Residential Freehold (Detached)

$499000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to this stunning 4 Bedroom, 3 Washroom home offering over 3,000 sq.ft. of living space on a PREMIUM DEEP LOT of 39.66 x 189.19 ft backing onto
49 Photos
Last Updated : 2 Days ago
1911 Swan Street, Simcoe, ON , MLS #N13620638 , Image - 1

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1911 Swan Street Alcona, Innisfil, Simcoe, ON MLS® N13620638

Residential Freehold (Detached)

$799900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your next chapter at **1911 Swan Street**, a stunning detached residence nestled in the heart of Innisfil's highly sought-after **Alcona**
44 Photos
Last Updated : 2 Days ago
1077 Anna Maria Avenue, Simcoe, ON , MLS #N13619312 , Image - 1

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1077 Anna Maria Avenue Alcona, Innisfil, Simcoe, ON MLS® N13619312

Residential Freehold (Detached)

$775000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome Home To This 4 Bed, 4 Bath Home In The Heart Of Innisfil. Offering The Perfect Blend Of Style, Comfort, And Functionality. Conveniently Locate
50 Photos
Last Updated : 2 Days ago
18 Pine Lane, Simcoe, ON , MLS #S13572976 , Image - 1

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18 Pine Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13572976

Residential Freehold (Detached)

$1688000.0
price drop iconPrice drop by 2.9%
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Fully renovated from kitchen to bathrooms to new mechanicals! Welcome to 18 Pine Lane in Horseshoe Valley, Oro-Medonte-a true character estate home th
15 Photos
Last Updated : 2 Days ago
199 Tupper Street W, Simcoe, ON , MLS #N13438352 , Image - 1

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199 Tupper Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13438352

Residential Freehold (Detached)

$510000.0
price drop iconPrice drop by 8.9%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Endless Potential On A Desirable Location. This Charming Three Bedroom Two Bathroom Home Nestled On A Beautiful Established Street. Set On A Generous
31 Photos
Last Updated : 2 Days ago
15 Jennings Drive, Simcoe, ON , MLS #S13063960 , Image - 1

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15 Jennings Drive Penetanguishene, Simcoe, ON MLS® S13063960

Residential Freehold (Semi-Detached )

$479900.0
price drop iconPrice drop by 5.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Lovely 3 bedroom, 1 bathroom semi detached home (only attached by the oversized garage) and sitting on a fully fenced large yard, backing onto the qui
12 Photos
Last Updated : 2 Days ago
167 Edgehill Drive, Simcoe, ON , MLS #S13641080 , Image - 1

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Unit-E9, 167 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13641080

Residential Condo & Other (Condo Apartment)

$329900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
TOP FLOOR 2 BEDROOM CONDO WITH A FUNCTIONAL LAYOUT, PRIVATE BALCONY, PARKING, & QUICK ACCESS TO EVERYTHING! Maybe you're just starting out, maybe you'
45 Photos
Last Updated : 2 Days ago
56 Jewel House Lane, Simcoe, ON , MLS #S13639830 , Image - 1

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56 Jewel House Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13639830

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
THE INNISHORE ADDRESS BUYERS WATCH FOR, THE SQUARE FOOTAGE EVERYONE HOPES FOR & THE BELOW-GRADE POTENTIAL THAT LETS THE HOME GROW WITH YOU! 2,900 sq f
37 Photos
Last Updated : 2 Days ago
300 Cundles Road W, Simcoe, ON , MLS #S13561154 , Image - 1

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300 Cundles Road W Northwest, Barrie, Simcoe, ON MLS® S13561154

Residential Freehold (Detached)

$769999.0
price drop iconPrice drop by 3.8%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Legal Secondary Suite! Situated in one of the area's most sought-after neighbourhoods, this solid brick bungalow offers a rare combination of quality
34 Photos
Last Updated : 2 Days ago
11 Kensington Trail, Simcoe, ON , MLS #S13657476 , Image - 1

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11 Kensington Trail Innis-Shore, Barrie, Simcoe, ON MLS® S13657476

Residential Freehold (Detached)

$839900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to the highly desirable Innis-Shore community in Barrie! Situated on a premium corner lot, this meticulously maintained, sun-drenched home off
44 Photos
Last Updated : 2 Days ago
18 Bushey Avenue, Simcoe, ON , MLS #N13657424 , Image - 1

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18 Bushey Avenue Angus, Essa, Simcoe, ON MLS® N13657424

Residential Freehold (Detached)

$787900.0
  • 6 Beds
  • 3 Baths
  • 2500-3000 sq-ft
This masterfully renovated residence is the crown jewel of Angus, offering an unparalleled living experience you simply cannot replicate anywhere else
13 Photos
Last Updated : 2 Days ago
176 Thrushwood Drive, Simcoe, ON , MLS #S13640432 , Image - 1

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176 Thrushwood Drive 400 West, Barrie, Simcoe, ON MLS® S13640432

Residential Freehold (Att/Row/Townhouse)

$569900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Three-bedroom, 2.5-bathroom home in a well-established neighbourhood with a functional layout and upside for end users or investors. Main level offers
39 Photos
Last Updated : 2 Days ago
113 North Street W, Simcoe, ON , MLS #S13597008 , Image - 1

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113 North Street W Orillia, Simcoe, ON MLS® S13597008

Residential Freehold (Detached)

$649000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this spacious and updated raised brick bungalow located in Orillia's highly sought-after North Ward. Offering 3+1 bedrooms and 2 full bathr
34 Photos
Last Updated : 2 Days ago
15 Flora Drive, Simcoe, ON , MLS #N13614374 , Image - 1

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15 Flora Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13614374

Residential Freehold (Modular Home)

$278500.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 15 Flora Drive, located in the highly sought-after adult lifestyle community of Sandycove Acres. This impeccably maintained and completely
50 Photos
Last Updated : 2 Days ago
4254 Forest Wood Drive, Simcoe, ON , MLS #S13657382 , Image - 1

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4254 Forest Wood Drive Rural Severn, Severn, Simcoe, ON MLS® S13657382

Residential Freehold (Detached)

$999000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to the highly coveted neighbourhood of Forest Wood Drive! Situated on a quiet dead-end road just steps to Orillia, this gorgeous and meticulou
50 Photos
Last Updated : 2 Days ago
92 Mary Street, Simcoe, ON , MLS #S13222482 , Image - 1

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92 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13222482

Residential Freehold (Detached)

$899927.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Can We Just Talk About Curb Appeal? A Newly Paved Driveway Definitely Makes A Difference! Welcome To 92 Mary Street, Your Peaceful Escape In The Heart
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