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Houses for Sale in Simcoe Under $5 Million - P26

Showing results 751 - 780 of 975
Last Updated: March 29, 2026
  • New Listings
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  • Price(Hi-Lo)
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25 Photos
Last Updated : 60 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S12735622 , Image - 1
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Unit-605, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12735622

Residential Condo & Other (Condo Apartment)

$419900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Live steps from it all in this sun-filled 1-bedroom + den condo with incredible views of Kempenfelt Bay! Welcome to Bayshore Landing, where the excit
26 Photos
Last Updated : 60 Days ago
8 Summerset Place, Simcoe, ON , MLS #N11945884 , Image - 1

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8 Summerset Place Angus, Essa, Simcoe, ON MLS® N11945884

Residential Freehold (Duplex)

$624900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
2 Unit home (Duplex) on a massive in town property 82.30 ft x 164.99 ft/ 0.31 acres in a very nice Angus neighborhood across from retail. Each unit ha
16 Photos
Last Updated : 60 Days ago
253 Craig Side Road, Simcoe, ON , MLS #S9383449 , Image - 1

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253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S9383449

Residential Freehold (Triplex)

$928900.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers so much, so quit clicking just a moment and see if this opportunity on 2.6 acres only 10 minutes to beautiful Mount St. Louis Moo
38 Photos
Last Updated : 60 Days ago
10 12 Line N, Simcoe, ON , MLS #S12106183 , Image - 1

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10 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12106183

Residential Freehold (Vacant Land)

$1539900.0
  • 5 Beds
  • 2 Baths
  • < 700 sq-ft
93.47 acres of farmland with amazing visual exposure of 1,555 feet right on busy Highway 11 perfectly positioned between Barrie and Orillia making thi
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
19 Photos
Last Updated : 60 Days ago
2384 Champlain Road, Simcoe, ON , MLS #S12734696 , Image - 1

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2384 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12734696

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom-built and bathed in natural light, this welcoming four-season home offers a bright, open-concept desi
45 Photos
Last Updated : 60 Days ago
3 Peel Street, Simcoe, ON , MLS #S12701252 , Image - 1

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3 Peel Street Wellington, Barrie, Simcoe, ON MLS® S12701252

Residential Freehold (Multiplex)

$1099000.0
  • 8 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 3 Peel Street, a unique and versatile property offering strong income potential in a sought-after downtown location. Situated on a spacious
8 Photos
Last Updated : 60 Days ago
60 52nd Street S, Simcoe, ON , MLS #S12731948 , Image - 1

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60 52nd Street S Wasaga Beach, Simcoe, ON MLS® S12731948

Residential Freehold (Detached)

$889000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming Custom Built VanderMeer Bungalow Just Blocks from the Beach! Prime Location with Rental Suite Potential! Welcome to this beautifully finished
36 Photos
Last Updated : 60 Days ago
2 Thoroughbred Drive, Simcoe, ON , MLS #S12734664 , Image - 1

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2 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12734664

Residential Freehold (Detached)

$1449000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 2 Thoroughbred Drive, located in the heart of the highly sought-after Braestone community in Coldwater, where luxury living meets nature, f
48 Photos
Last Updated : 61 Days ago
2300 Lozenby Street, Simcoe, ON , MLS #N12734502 , Image - 1

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2300 Lozenby Street Alcona, Innisfil, Simcoe, ON MLS® N12734502

Residential Freehold (Detached)

$1149000.0
  • 4 +0 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning Over 3000 Sq Ft Corner Unit Home with Over $200K in Upgrades! This Immaculate Property Features An Enclosed Office with Double Privacy Doors,
33 Photos
Last Updated : 61 Days ago
6278 Highway 89 N/A, Simcoe, ON , MLS #N12733250 , Image - 1

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6278 Highway 89 N/A Alliston, New Tecumseth, Simcoe, ON MLS® N12733250

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Rare Multi-Unit Opportunity On An Oversized Premium Lot! Discover Incredible Versatility With This Property Featuring Three Separate Living Units On A
14 Photos
Last Updated : 61 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S12163920 , Image - 1

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Unit-201, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12163920

Residential Condo & Other (Leasehold Condo)

$479900.0
price drop iconPrice drop by 8.6%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This lovely Painswick Suite has 2 bedrooms, 2 baths with a South facing Solarium. It has 2 full bathrooms one with a tub in the ensuite bath and stand
5 Photos
Last Updated : 61 Days ago
7046 Sideroad 30/31 Nottawasaga N/A, Simcoe, ON , MLS #S12475928 , Image - 1
7046 Sideroad 30/31 Nottawasaga N/A Stayner, Clearview, Simcoe, ON MLS® S12475928

Residential Freehold (Vacant Land)

$369900.0
Top 5 Reasons You Will Love This Property: 1) Discover the tranquility of country living on this peaceful 1.6-acre vacant lot, your chance to embrace
40 Photos
Last Updated : 62 Days ago
6643 3rd Line, Simcoe, ON , MLS #N12562584 , Image - 1

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6643 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12562584

Residential Freehold (Detached)

$2999000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
This stunning 6-bedroom, 6-bathroom bungalow on 10 acres just north of King offers luxurious living with the convenience of nearby amenities. The prop
18 Photos
Last Updated : 62 Days ago
159 11 Line N, Simcoe, ON , MLS #S12102994 , Image - 1

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159 11 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12102994

Residential Freehold (Vacant Land)

$729900.0
  • < 700 sq-ft
52.4 acre farmland & horsebarn less than a minute to Hwy 11 in a very desirable area based on its proximity to Orillia & Barrie! This flat parcel is n
31 Photos
Last Updated : 62 Days ago
3 Cypress Point Street, Simcoe, ON , MLS #S12730314 , Image - 1

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3 Cypress Point Street Ardagh, Barrie, Simcoe, ON MLS® S12730314

Residential Freehold (Detached)

$1099000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Looking for a home that offers everyday comfort, timeless style, and income-generating potential? This is the one. Located on a quiet, desirable stree
24 Photos
Last Updated : 62 Days ago
11 Knox Road E, Simcoe, ON , MLS #S12604540 , Image - 1

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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12604540

Residential Freehold (Vacant Land)

$499900.0
price drop iconPrice drop by 9.1%
Nestled at the bow of the Nottawasaga River, this parcel of land is a true gem waiting to be discovered. Offering over 2 acres of landscape, it boasts
47 Photos
Last Updated : 62 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12125265 , Image - 1

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5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12125265

Residential Freehold (Detached)

$4890000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Two custom homes situated on this exceptional 118 acre property that is currently operating as a bison and Texas Longhorn cattle farm, located just mi
34 Photos
Last Updated : 62 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S9231440 , Image - 1

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Unit-507, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S9231440

Residential Condo & Other (Leasehold Condo)

$439900.0
price drop iconPrice drop by 3.3%
  • 1 Beds
  • 2 Baths
  • 900-999 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
50 Photos
Last Updated : 62 Days ago
21 Maryjane Road, Simcoe, ON , MLS #S12729538 , Image - 1

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21 Maryjane Road Wyevale, Tiny, Simcoe, ON MLS® S12729538

Residential Freehold (Detached)

$888800.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) 2,315 finished square feet (1,375 above grade + 940 finished basement) Inviting four bedroom bungalow with a
36 Photos
Last Updated : 65 Days ago
2070 St. Paul Road, Simcoe, ON , MLS #N12725902 , Image - 1

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2070 St. Paul Road Alcona, Innisfil, Simcoe, ON MLS® N12725902

Residential Freehold (Detached)

$825000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to your new home! Situated on a generous 104x 138-148 feet lot, this charming bungalow offers ample space and comfort. Featuring 3 cozy bedroo
35 Photos
Last Updated : 65 Days ago
904 Maplewood Drive, Simcoe, ON , MLS #N12724866 , Image - 1

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904 Maplewood Drive Alcona, Innisfil, Simcoe, ON MLS® N12724866

Residential Freehold (Detached)

$678000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming 3-bedroom, 1-washroom bungalow sits on a 50 160 ft lot and is just steps from the beach. It features an open-concept kitchen and main l
29 Photos
Last Updated : 65 Days ago
46 Erie Street, Simcoe, ON , MLS #S12721690 , Image - 1

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46 Erie Street Collingwood, Simcoe, ON MLS® S12721690

Residential Freehold (Detached)

$639000.0
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 46 Erie Street - a fantastic opportunity on a well-established, family-friendly street. Recent updates include brand-new carpeting and fres
1 Photos
Last Updated : 65 Days ago
206 Foster Drive, Simcoe, ON
206 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12506966

Residential Freehold (Vacant Land)

$2390000.0
price drop iconPrice drop by 20.3%
Presenting 206 Foster Dr in the heart of Barrie! 1.25 acre flat property designated as a Strategic Growth Area in the Town's Official Plan. Great oppo
33 Photos
Last Updated : 65 Days ago
31 Huron Street, Simcoe, ON , MLS #S12723380 , Image - 1

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Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S12723380

Residential Condo & Other (Condo Apartment)

$589900.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Here's your opportunity to own one of the few remaining suites at Harbour House, Collingwood's sought-after
22 Photos
Last Updated : 65 Days ago
31 Huron Street, Simcoe, ON , MLS #S12723370 , Image - 1

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Unit-209, 31 Huron Street Collingwood, Simcoe, ON MLS® S12723370

Residential Condo & Other (Condo Apartment)

$619900.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Don't miss your chance to own one of the final remaining fully furnished suites at Harbour House, Collingwo
23 Photos
Last Updated : 66 Days ago
100 Desroches Trail, Simcoe, ON , MLS #S12719774 , Image - 1

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100 Desroches Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12719774

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully crafted solid brick home just steps from the shores of Georgian Bay, delivering the perfect retr
18 Photos
Last Updated : 67 Days ago
126 Brambel Road, Simcoe, ON , MLS #S12716070 , Image - 1

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126 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12716070

Residential Freehold (Detached)

$1590000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a seren
38 Photos
Last Updated : 67 Days ago
33 Nicort Road, Simcoe, ON , MLS #S12715868 , Image - 1

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33 Nicort Road Wasaga Beach, Simcoe, ON MLS® S12715868

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the highly sought-after Spedody 4-Bedroom Model by Fernbrook & Zancor Homes. Renowned for its thoughtfully enhanced layout, this exceptiona
1 Photos
Last Updated : 67 Days ago
383 Champlain Road, Simcoe, ON
383 Champlain Road Penetanguishene, Simcoe, ON MLS® S12357426

Residential Freehold (Detached)

$1049000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Century Cottage with Endless Potential! Waterfront on Penetang Bay! Bring your vision and make this charming 2-storey century cottage your dream water
2 Photos
Last Updated : 68 Days ago
LOT 24 Con12 Severn Orillia N/A E, Simcoe, ON , MLS #S12138579 , Image - 1
LOT 24 Con12 Severn Orillia N/A E Rural Severn, Severn, Simcoe, ON MLS® S12138579

Residential Freehold (Vacant Land)

$436900.0
  • < 700 sq-ft
Nestled in the Heart of a Serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span
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