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Houses for Sale in Simcoe Under $5 Million - P36

Showing results 1051 - 1080 of 5157
Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
44 Photos
Last Updated : 4 Days ago
60 Barr Street, Simcoe, ON , MLS #S13526122 , Image - 1
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60 Barr Street Collingwood, Simcoe, ON MLS® S13526122

Residential Freehold (Att/Row/Townhouse)

$609000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Situated in the established Creekside community, this 3-bedroom freehold townhome offers a comfortable, well-balanced layout that's easy to live in. T
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
48 Photos
Last Updated : 4 Days ago
671 Simcoe Road, Simcoe, ON , MLS #N13658368 , Image - 1

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671 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13658368

Residential Freehold (Detached)

$789000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Lovingly maintained bungalow with a separate basement entrance, offering exceptional versatility for families or multi-generational living. Ideally lo
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
50 Photos
Last Updated : 4 Days ago
39 Bannerman Drive, Simcoe, ON , MLS #N13813218 , Image - 1

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39 Bannerman Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13813218

Residential Freehold (Detached)

$1199998.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover exceptional versatility at 39 Bannerman Drive, a beautiful 3+1-bedroom bungaloft offering 2,296 sqft. of living space. Stone interlocking ext
29 Photos
Last Updated : 4 Days ago
9 Stephanie Lane, Simcoe, ON , MLS #S13761656 , Image - 1

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9 Stephanie Lane Painswick South, Barrie, Simcoe, ON MLS® S13761656

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
SOUTH BARRIE 4-BEDROOM BUNGALOW WITH OVER 2,400 FINISHED SQ FT & A BACKYARD OASIS READY FOR SUMMER! Meet me around back is something you'll be saying
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
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
20 Photos
Last Updated : 4 Days ago
22 Richler Crescent, Simcoe, ON , MLS #S13672436 , Image - 1

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22 Richler Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13672436

Residential Freehold (Detached)

$700000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
INGROUND POOL, COVERED PATIO, ESTABLISHED GARDENS & AN ALL-BRICK BUNGALOW IN ONE OF BARRIE'S ESTABLISHED NEIGHBOURHOODS! Some homes are designed for l
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
17 Photos
Last Updated : 4 Days ago
30 Golfdale Road, Simcoe, ON , MLS #S13798644 , Image - 1

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30 Golfdale Road Sunnidale, Barrie, Simcoe, ON MLS® S13798644

Residential Freehold (Att/Row/Townhouse)

$399000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
TOWNHOME WITH A FULLY FENCED YARD, ATTACHED GARAGE, GAS FIREPLACE & FINISHED BASEMENT WITH IN-LAW POTENTIAL! If you're buying your first home and want
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
50 Photos
Last Updated : 4 Days ago
2055 Elana Drive, Simcoe, ON , MLS #S13749544 , Image - 1

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2055 Elana Drive Marchmont, Severn, Simcoe, ON MLS® S13749544

Residential Freehold (Detached)

$1599900.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Stunning custom-built raised executive bungalow offering over 4,000 sq. ft. of finished living space, a self-contained in-law suite, inground saltwate
16 Photos
Last Updated : 4 Days ago
6 Toronto Street, Simcoe, ON , MLS #S13690956 , Image - 1

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Unit-901, 6 Toronto Street City Centre, Barrie, Simcoe, ON MLS® S13690956

Residential Condo & Other (Condo Apartment)

$899000.0
  • 2 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Sweeping Kempenfelt Bay Views, Resort-Style Amenities & Lakeside Living From This 2-Bedroom Corner Suite! Offering 1,614 sq ft of beautifully proporti
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
19 Photos
Last Updated : 4 Days ago
2 Brown Wood Drive, Simcoe, ON , MLS #S13797704 , Image - 1

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2 Brown Wood Drive Little Lake, Barrie, Simcoe, ON MLS® S13797704

Residential Freehold (Detached)

$719900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NORTH BARRIE BUNGALOW ON A CORNER LOT WITH OVER 2,100 FINISHED SQ. FT., AN UPDATED KITCHEN, FINISHED LOWER LEVEL & PRIVATE FENCED YARD! The kitchen yo
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
4 Photos
Last Updated : 4 Days ago
24 Glacier Trail, Simcoe, ON , MLS #S13694828 , Image - 1
24 Glacier Trail Rural Tay, Tay, Simcoe, ON MLS® S13694828

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming Bungalow Nestled in the sought-after Midland Bay Woods neighborhood, this solid 3-bedroom, 2-bathroom home offers the ideal blend of tranquil
25 Photos
Last Updated : 4 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13811700 , Image - 1

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Unit-304, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13811700

Residential Condo & Other (Condo Apartment)

$338000.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Bayshore Beauty On Barrie's Ever Improving Waterfront With Walking Path To Three Kempenfelt Bay Beaches, Greenspace & Parks, Maclaren Art Centre, Your
24 Photos
Last Updated : 4 Days ago
990 MacLean Street, Simcoe, ON , MLS #N13492894 , Image - 1

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990 MacLean Street Alcona, Innisfil, Simcoe, ON MLS® N13492894

Residential Freehold (Detached)

$799000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
THE RENOVATIONS ARE DONE. THE HOT TUB IS WAITING. THE KEYS ARE NEXT! Framed by mature maples on a corner lot across from a school and Anna Maria Park,
26 Photos
Last Updated : 4 Days ago
207 Warnica Road, Simcoe, ON , MLS #S13798766 , Image - 1

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207 Warnica Road Painswick North, Barrie, Simcoe, ON MLS® S13798766

Residential Freehold (Detached)

$639999.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Lovingly maintained bungalow set on an expansive lot in the heart of desirable Painswick, offering a rare op
Open House : Sat Sep 26, 12:30 PM to 02:00 PM
22 Photos
Last Updated : 4 Days ago
12906 County Rd 16 Road, Simcoe, ON , MLS #S13777692 , Image - 1

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12906 County Rd 16 Road Fesserton, Severn, Simcoe, ON MLS® S13777692

Residential Freehold (Detached)

$619900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention commuters and families!!! Welcome to this beautifully renovated two-storey home offering 3 bedrooms and 2 bathrooms, including two bedrooms
19 Photos
Last Updated : 4 Days ago
34 Alaskan Heights, Simcoe, ON , MLS #S13597470 , Image - 1

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34 Alaskan Heights Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13597470

Residential Freehold (Detached)

$644900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Popular Bear Creek neighborhood, modern build in a sought out locale. With over 2000 sq ft of open living space, 3 bedrooms and 2.5 baths makes this h
14 Photos
Last Updated : 4 Days ago
224 Church Street, Simcoe, ON , MLS #S13813000 , Image - 1

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224 Church Street Penetanguishene, Simcoe, ON MLS® S13813000

Residential Freehold (Vacant Land)

$349900.0
Tucked away on a quiet street in the charming town of Penetanguishene, this just-under-two-acre parcel offers the perfect setting to bring your dream
46 Photos
Last Updated : 4 Days ago
9 Westmount Drive S, Simcoe, ON , MLS #S13438926 , Image - 1

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Unit-Unit 302, 9 Westmount Drive S Orillia, Simcoe, ON MLS® S13438926

Residential Condo & Other (Condo Apartment)

$529900.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Westmount Condos in Orillia! Opportunities to own in this highly sought-after complex are rare. Tucked away from the street, this beautiful
13 Photos
Last Updated : 4 Days ago
LT 50 Cedar Grove Drive, Simcoe, ON , MLS #S13703882 , Image - 1

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LT 50 Cedar Grove Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13703882

Residential Freehold (Vacant Land)

$199000.0
price drop iconPrice drop by 11.5%
Embrace the tranquility of Tiny Township with this exceptional 80 by 150-foot vacant lot. Nestled in a highly desirable and quiet pocket, this propert
31 Photos
Last Updated : 4 Days ago
1077 CORRIE Street, Simcoe, ON , MLS #N13812884 , Image - 1

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1077 CORRIE Street Alcona, Innisfil, Simcoe, ON MLS® N13812884

Residential Freehold (Detached)

$999000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
**PREMIUM LOT. ** EXTENSIVELY RENOVATED. NO REAR NEIGHBOURS!** Exceptional 2-storey brick home offering over 3,000 sq. ft. of finished living space on
Open House : Sun Sep 27, 11:00 AM to 02:00 PM
25 Photos
Last Updated : 4 Days ago
30 St James Place, Simcoe, ON , MLS #S13812694 , Image - 1

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30 St James Place Wasaga Beach, Simcoe, ON MLS® S13812694

Residential Freehold (Detached)

$469900.0
  • 1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 30 St. James Place, offering a peaceful pond-side setting in Park Place, Wasaga Beach's popular 55+ adult lifestyle community. Enjoy relax
31 Photos
Last Updated : 4 Days ago
202 Collings Avenue, Simcoe, ON , MLS #N13779616 , Image - 1

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202 Collings Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13779616

Residential Freehold (Semi-Detached )

$624999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 202 Collings Avenue - An Excellent Opportunity For First-Time Buyers, Investors Or Anyone Looking To Get Into The Bradford Market! Ideally
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
49 Photos
Last Updated : 4 Days ago
5 Park Lane, Simcoe, ON , MLS #S13803404 , Image - 1

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5 Park Lane Brechin, Ramara, Simcoe, ON MLS® S13803404

Residential Freehold (Detached)

$1599900.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This is Lake Life at its finest! Welcome to Pretty on Park Lane, a stunning waterfront bungalow nestled on a level lot with easy, effortless access in
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
15 Photos
Last Updated : 4 Days ago
68 Beauremi Road, Simcoe, ON , MLS #S13649124 , Image - 1

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68 Beauremi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13649124

Residential Freehold (Vacant Land)

$269900.0
  • < 700 sq-ft
Build your ideal home on this spacious, corner lot spanning 112.50ft by 134.50ft-just a short walk from Cawaja Beach and the General Store. Bypassing
23 Photos
Last Updated : 4 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S13811306 , Image - 1

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63 Ferris Lane
Unit-A3, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S13811306

Residential Condo & Other (Condo Townhouse)

$392000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this well-maintained 3-bedroom townhouse, ideally positioned in a quieter area of the condominium, away from highway noise. The functional
43 Photos
Last Updated : 4 Days ago
71 OAK LEA Boulevard, Simcoe, ON , MLS #S13132518 , Image - 1

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71 OAK LEA Boulevard Wasaga Beach, Simcoe, ON MLS® S13132518

Residential Freehold (Detached)

$1950000.0
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Experience the pinnacle of contemporary design in this newly built riverfront masterpiece boasting 4,000 above-ground square feet in a tranquil Wasaga
47 Photos
Last Updated : 4 Days ago
1992 Marchmont Road, Simcoe, ON , MLS #S13783758 , Image - 1

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1992 Marchmont Road Marchmont, Severn, Simcoe, ON MLS® S13783758

Residential Freehold (Detached)

$1299000.0
  • 3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to 1992 Marchmont Road! Located in a highly desirable community, this beautiful 3-bedroom, 5-bathroom home, offers space, character, and vers
22 Photos
Last Updated : 4 Days ago
3816 30th Side Road, Simcoe, ON , MLS #N13763160 , Image - 1

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3816 30th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13763160

Residential Freehold (Detached)

$589000.0
price drop iconPrice drop by 1.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MUST BE SOLD Bright, open-concept bungalow just steps from Lake Simcoe and within walking distance of Friday Harbour. Enjoy a swim at the end of the r
25 Photos
Last Updated : 4 Days ago
32 Strath Crescent, Simcoe, ON , MLS #S13774328 , Image - 1

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32 Strath Crescent Elmvale, Springwater, Simcoe, ON MLS® S13774328

Residential Freehold (Att/Row/Townhouse)

$565478.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Elmvale Village Townhomes, a Perfect Blend of Comfort, Style and Convenience! This Beautifully Designed End Unit Townhome Offers Spacious O
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
25 Photos
Last Updated : 4 Days ago
22 Strath Crescent, Simcoe, ON , MLS #S13774318 , Image - 1

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22 Strath Crescent Elmvale, Springwater, Simcoe, ON MLS® S13774318

Residential Freehold (Att/Row/Townhouse)

$574328.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Elmvale Village Townhomes, a Perfect Blend of Comfort, Style and Convenience! This Beautifully Designed End Unit Townhome Offers Spacious O
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
25 Photos
Last Updated : 4 Days ago
20 Strath Crescent, Simcoe, ON , MLS #S13768388 , Image - 1

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20 Strath Crescent Elmvale, Springwater, Simcoe, ON MLS® S13768388

Residential Freehold (Att/Row/Townhouse)

$605301.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Elmvale Village Townhomes, a Perfect Blend of Comfort, Style and Convenience! This Beautifully Designed End Unit Townhome Offers Spacious O
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
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