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Houses for Sale in Simcoe Under $5 Million - P2

Showing results 31 - 60 of 885
Last Updated: February 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
15 Photos
Last Updated : 1 Day ago
12 Robin Court, Simcoe, ON , MLS #S12463861 , Image - 1
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12 Robin Court Cundles East, Barrie, Simcoe, ON MLS® S12463861

Residential Freehold (Semi-Detached )

$490000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bright And Spacious Home in Great Location! Property Is Tenanted. Kitchen With Extra Storage, Big Breakfast Area And Walk Out To Backyard. Living/Din
42 Photos
Last Updated : 1 Day ago
50 Breithaupt Crescent, Simcoe, ON , MLS #S12778268 , Image - 1

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50 Breithaupt Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12778268

Residential Freehold (Detached)

$765000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This beautiful, raised bungalow sits on a spacious lot and is filled with thoughtful features, highlighted b
35 Photos
Last Updated : 1 Day ago
207 Cubitt Street, Simcoe, ON , MLS #S12695924 , Image - 1

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207 Cubitt Street Stayner, Clearview, Simcoe, ON MLS® S12695924

Residential Freehold (Detached)

$739900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This stunning one-and-a-half-year-old fully brick home sits on a generous almost 45-foot lot and offers a bright, open-concept layout perfectly suited
Open House : Sat Feb 14, 01:00 PM to 02:30 PM
40 Photos
Last Updated : 1 Day ago
48 Mclean Avenue, Simcoe, ON , MLS #S12778582 , Image - 1

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48 Mclean Avenue Collingwood, Simcoe, ON MLS® S12778582

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning Collingwood residence, a home that perfectly blends style, comfort & convenience. Thoughtfully designed w/ over $100,000 in e
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
30 Photos
Last Updated : 1 Day ago
111 Worsley Street, Simcoe, ON , MLS #S12527636 , Image - 1

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Unit-#503, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S12527636

Residential Condo & Other (Condo Apartment)

$425000.0
price drop iconPrice drop by 2.3%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo living never looked so good! Tucked privately away this unit boasts tons of natural light from almost every angle with an abundance more window
20 Photos
Last Updated : 1 Day ago
22 Dawson Drive, Simcoe, ON , MLS #S12770934 , Image - 1

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Unit-534, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S12770934

Residential Condo & Other (Condo Townhouse)

$375000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to this bright and inviting two-bedroom, two-bathroom townhouse featuring a distinctive reverse floor plan that blends comfort with character.
Open House : Sat Feb 14, 11:00 AM to 12:30 PM
35 Photos
Last Updated : 1 Day ago
81 Pridham Place, Simcoe, ON , MLS #N12778550 , Image - 1

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81 Pridham Place Tottenham, New Tecumseth, Simcoe, ON MLS® N12778550

Residential Freehold (Detached)

$1238888.0
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Exceptional 4-bedroom, 5-bath luxury home with high-end upgrades and an award-winning floor plan. Highlights include a custom gourmet kitchen with pre
34 Photos
Last Updated : 1 Day ago
51 Beck Boulevard, Simcoe, ON , MLS #S12778376 , Image - 1

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51 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S12778376

Residential Freehold (Detached)

$694900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Soak in breathtaking west-facing sunset views over Georgian Bay, offering a stunning natural backdrop and un
43 Photos
Last Updated : 1 Day ago
408 Mariners Way, Simcoe, ON , MLS #S12778310 , Image - 1

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408 Mariners Way Collingwood, Simcoe, ON MLS® S12778310

Residential Condo & Other (Condo Townhouse)

$995000.0
  • 4 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Rarely available and highly sought-after 2-storey end-unit townhome in the waterfront community of Lighthouse Point. Bright and spacious 4-bedroom, 3-
24 Photos
Last Updated : 1 Day ago
11 Pheasant Trail, Simcoe, ON , MLS #S12778286 , Image - 1

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11 Pheasant Trail Ardagh, Barrie, Simcoe, ON MLS® S12778286

Residential Condo & Other (Condo Townhouse)

$459900.0
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Spacious 1300 Sq Feet Townhouse With 3 Large Bedrooms, 2.5 Bathrooms + In-Law Suite! Recent Updates include New Laminate Flooring, and Baseboard Trim
48 Photos
Last Updated : 1 Day ago
16 O'neill Circle, Simcoe, ON , MLS #S12778134 , Image - 1

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16 O'neill Circle Phelpston, Springwater, Simcoe, ON MLS® S12778134

Residential Freehold (Detached)

$959900.0
  • 2 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this immaculate 2+3 bedroom Hedbern Homes bungalow nestled in the charming town of Phelpston, just a 15-minute drive from Georgian Mall in
30 Photos
Last Updated : 1 Day ago
31 Hemlock Avenue, Simcoe, ON , MLS #S12777994 , Image - 1

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31 Hemlock Avenue Waubaushene, Tay, Simcoe, ON MLS® S12777994

Residential Freehold (Detached)

$888000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Stunning custom home with views of Georgian Bay at the end of dead-end street on 294-foot-wide lot! This modern cross bohemian home is straight out of
28 Photos
Last Updated : 1 Day ago
635 Bayport Boulevard, Simcoe, ON , MLS #S12777914 , Image - 1

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635 Bayport Boulevard Midland, Simcoe, ON MLS® S12777914

Residential Freehold (Att/Row/Townhouse)

$649000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
New Listing - Welcome Home to 635 Bayport Blvd., Midland Welcome to this beautiful townhouse, Built in 2019, located in the highly sought-after waterf
Open House : Sat Feb 14, 12:00 PM to 02:00 PM
15 Photos
Last Updated : 1 Day ago
553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$367777.0
price drop iconPrice drop by 2.6%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few little cosmetic upgrades, you could transform th
38 Photos
Last Updated : 1 Day ago
20 Prince William Way, Simcoe, ON , MLS #S12770158 , Image - 1

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20 Prince William Way Innis-Shore, Barrie, Simcoe, ON MLS® S12770158

Residential Freehold (Detached)

$1059000.0
  • 2 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This beautifully appointed Grandview executive bungalow offers approximately 3,600 sq ft of finished living space on an oversized pie-shaped lot. A cu
25 Photos
Last Updated : 1 Day ago
16 Smart Court, Simcoe, ON , MLS #S12374729 , Image - 1

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16 Smart Court Collingwood, Simcoe, ON MLS® S12374729

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 10.1%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to a home where every day feels like a getaway. Tucked away on a tranquil, private court with friendly neighbors and mature trees, this expans
49 Photos
Last Updated : 1 Day ago
27 Roy Road, Simcoe, ON , MLS #N12600018 , Image - 1

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27 Roy Road Tottenham, New Tecumseth, Simcoe, ON MLS® N12600018

Residential Freehold (Detached)

$1249900.0
price drop iconPrice drop by 3.9%
  • 4 +1 Beds
  • 6 Baths
  • 2500-3000 sq-ft
This exquisite detached home boasts an impressive 3,000 square feet of living space, featuring four bedrooms and five bathrooms. The property also inc
32 Photos
Last Updated : 1 Day ago
22 Churchlea Mews, Simcoe, ON , MLS #S12777608 , Image - 1

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22 Churchlea Mews Orillia, Simcoe, ON MLS® S12777608

Residential Freehold (Att/Row/Townhouse)

$589000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning Home Built In 2020 Featuring three bedrooms and a bright open floor plan with 9-foot ceilings and laminate flooring . Additional features inc
32 Photos
Last Updated : 1 Day ago
10 Sinclair Crescent, Simcoe, ON , MLS #S12757040 , Image - 1

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10 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S12757040

Residential Freehold (Detached)

$626000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Experience Refined Adult Living At Lakepoint Village. Discover The Perfect Harmony Of Rural Serenity And Urban Convenience In This Premier Adult Lifes
40 Photos
Last Updated : 1 Day ago
694 Broadview Avenue, Simcoe, ON , MLS #S12714326 , Image - 1

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694 Broadview Avenue Orillia, Simcoe, ON MLS® S12714326

Residential Freehold (Detached)

$1999900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basm
50 Photos
Last Updated : 2 Days ago
11 Park Trail, Simcoe, ON , MLS #S12732922 , Image - 1

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11 Park Trail Midhurst, Springwater, Simcoe, ON MLS® S12732922

Residential Freehold (Detached)

$2399800.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Discover timeless elegance in this stunning English Tudor estate, perched on a private 2.2 acre lot in prestigious Midhurst. Thoughtfully positioned a
29 Photos
Last Updated : 2 Days ago
2968 Monarch Drive, Simcoe, ON , MLS #S12732820 , Image - 1

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2968 Monarch Drive Orillia, Simcoe, ON MLS® S12732820

Residential Freehold (Detached)

$879900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This is the move people are making when they want more space and less chaos. This brand-new bungalow by the award-winning Dreamland Homes, is tucked i
39 Photos
Last Updated : 2 Days ago
159 Franklin Trail, Simcoe, ON , MLS #S12648388 , Image - 1

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159 Franklin Trail Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12648388

Residential Freehold (Detached)

$1149000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Stunning 4-Year New LEGAL DUPLEX - 3,700+ SqFt of Upgraded Living Space!? SPACIOUS LAYOUT: 6 beds, 5 baths, 10 ft ceilings, hardwood floors, pot light
42 Photos
Last Updated : 2 Days ago
152 Greer Street, Simcoe, ON , MLS #S12579692 , Image - 1

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152 Greer Street Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12579692

Residential Freehold (Att/Row/Townhouse)

$785999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning 1-year-old, 1985 sq ft townhouse at 152 GREER ST, featuring over $66,000 in premium builder upgrades and 9 ft ceilings on the main floor. The
36 Photos
Last Updated : 2 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S12370625 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12370625

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Looking for your forever home or cottage retreat? This waterfront gem is perfectly situated on one of the canals leading directly to Lake Simcoe, offe
36 Photos
Last Updated : 2 Days ago
24 Laguna Parkway, Simcoe, ON , MLS #S12698710 , Image - 1

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Unit-15, 24 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12698710

Residential Condo & Other (Condo Townhouse)

$559000.0
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Welcome to Leeward Lagoon Villas - your waterfront escape. Enjoy the perfect blend of location, privacy, and stunning water views. Location is key! Fr
14 Photos
Last Updated : 2 Days ago
267 Barrie Road, Simcoe, ON , MLS #S12766256 , Image - 1

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267 Barrie Road Orillia, Simcoe, ON MLS® S12766256

Residential Freehold (Vacant Land)

$260000.0
  • 9 Beds
  • < 700 sq-ft
Vacant Land FOR SALE! **SELLER FINANCING AVAILABLE** An exceptional development opportunity on a huge 1/4 acre lot offering the ability to Build A TRI
50 Photos
Last Updated : 2 Days ago
148 MARSELLUS Drive, Simcoe, ON , MLS #S12754908 , Image - 1

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148 MARSELLUS Drive Holly, Barrie, Simcoe, ON MLS® S12754908

Residential Freehold (Detached)

$789900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Designed with a fully self-contained in-law suite, this raised bungalow is set on a premium lot in Barrie's highly desirable Holly community, offering
Open House : Sat Feb 14, 01:30 PM to 03:00 PM
40 Photos
Last Updated : 2 Days ago
301 Sea Ray Avenue, Simcoe, ON , MLS #N12776464 , Image - 1

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Unit-C305, 301 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12776464

Residential Condo & Other (Condo Apartment)

$460000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
RESORT LIVING AT FRIDAY HARBOUR FAMILY-FRIENDLY & INVESTOR-SAVVY! Welcome to 301 Sea Ray Ave, where convenience meets ease in the heart of Friday Harb
5 Photos
Last Updated : 2 Days ago
PART 1 Ron Jones Road, Simcoe, ON , MLS #S12776204 , Image - 1
PART 1 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12776204

Residential Freehold (Vacant Land)

$349900.0
Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre
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