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Houses for Sale in Simcoe Under $5 Million - P5

Showing results 121 - 150 of 2400
Last Updated: December 07, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 4 Days ago
197 Church Street, Simcoe, ON , MLS #N12595690 , Image - 1
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197 Church Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12595690

Residential Freehold (Detached)

$829888.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful 3 bedroom plus 1 bedroom apt, all brick bungalow on large 125 x 100 corner-lot (key lot). Potential for 5 town house in process by city. Ren
12 Photos
Last Updated : 4 Days ago
3071 Mosley Street, Simcoe, ON , MLS #S12571288 , Image - 1

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3071 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12571288

Residential Freehold (Multiplex)

$1890000.0
  • 21 Beds
  • 12 Baths
  • 5000 + sq-ft
A prime opportunity for investors and developers in the heart of Wasaga Beach. Steps from the shoreline and minutes from the new casino, this 12-unit
38 Photos
Last Updated : 4 Days ago
53 SLALOM Drive, Simcoe, ON , MLS #S12595268 , Image - 1

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53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12595268

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
PRICED TO SELL! Welcome to 53 Slalom Rd in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie
48 Photos
Last Updated : 4 Days ago
10 Culinary Lane, Simcoe, ON , MLS #S12324553 , Image - 1

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10 Culinary Lane
Unit-211, 10 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12324553

Residential Condo & Other (Condo Apartment)

$610000.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Stunning Renovated Corner Unit in Bistro 6 - Culinary-Inspired Condo Living in Barrie! Welcome to this gorgeous, sun-filled corner unit featuring over
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
21 Photos
Last Updated : 4 Days ago
66 Raquel Street, Simcoe, ON , MLS #S12594814 , Image - 1

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66 Raquel Street Painswick South, Barrie, Simcoe, ON MLS® S12594814

Residential Freehold (Detached)

$1199900.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RESORT-STYLE BACKYARD WITH SALTWATER POOL, COVERED HOT TUB & OUTDOOR BAR, 3-CAR HEATED/INSULATED GARAGE, OVER 4,000 SQ FT & MULTI-GENERATIONAL LIVING!
50 Photos
Last Updated : 4 Days ago
24 Diamond Valley Drive, Simcoe, ON , MLS #S12575762 , Image - 1

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24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12575762

Residential Freehold (Detached)

$1450000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to the highly sought out area of the Sugarbush Community in Maplewood Estate. Raised Brick & Stone Bungalow with Full Walkout (Separate Entran
21 Photos
Last Updated : 5 Days ago
143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

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143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1899900.0
price drop iconPrice drop by 5.0%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to
40 Photos
Last Updated : 5 Days ago
226 Napier Street, Simcoe, ON , MLS #S12451854 , Image - 1

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226 Napier Street Codrington, Barrie, Simcoe, ON MLS® S12451854

Residential Freehold (Detached)

$1399999.0
  • 3 +1 Beds
  • 2 Baths
  • < 700 sq-ft
Family Cherished Classic Brick Bungalow On One Of the Largest Lots In Popular East End Barrie! RARE .63 Acre Partial Forested Private Lot, Professiona
32 Photos
Last Updated : 5 Days ago
325 West N Street, Simcoe, ON , MLS #S12388344 , Image - 1

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Unit-15, 325 West N Street Orillia, Simcoe, ON MLS® S12388344

Residential Condo & Other (Condo Townhouse)

$459900.0
  • 3 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This bright and spacious townhome is the perfect opportunity for those seeking comfortable, affordable living without compromise. Offering four bedroo
23 Photos
Last Updated : 5 Days ago
1 GRAY Street, Simcoe, ON , MLS #S12185393 , Image - 1

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1 GRAY Street Coldwater, Severn, Simcoe, ON MLS® S12185393

Residential Freehold (Detached)

$489900.0
price drop iconPrice drop by 6.7%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here's an opportunity to be a part of a friendly yet vibrant community known as the Village of Coldwater. This well maintained 3 bedroom home with att
31 Photos
Last Updated : 5 Days ago
303 Broward Way, Simcoe, ON , MLS #N12593516 , Image - 1

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303 Broward Way
Unit-97, 303 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12593516

Residential Condo & Other (Condo Apartment)

$1138000.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Where Sophistication Meets the Waterfront. This exceptional residence captures the essence of refined lake-side living, offering captivating views of
3 Photos
Last Updated : 5 Days ago
976 Green Street, Simcoe, ON , MLS #N12592200 , Image - 1
976 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N12592200

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This absolutely beautiful detached home offers luxury living with no carpet, premium modern finishes, elegant pot lights, and a stylish fireplace. The
34 Photos
Last Updated : 5 Days ago
295 Cundles Road E, Simcoe, ON , MLS #S12593620 , Image - 1

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Unit-404, 295 Cundles Road E Little Lake, Barrie, Simcoe, ON MLS® S12593620

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SPACIOUS 2 BEDROOM + DEN CONDO WITH IMPECCABLY MAINTAINED INTERIOR, SKYLINE VIEWS & A HIGHLY WALKABLE LOCATION! Living here feels like stepping into a
33 Photos
Last Updated : 5 Days ago
42 Bedford Estates Crescent, Simcoe, ON , MLS #S12590450 , Image - 1

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42 Bedford Estates Crescent Bayshore, Barrie, Simcoe, ON MLS® S12590450

Residential Freehold (Detached)

$709990.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This stunning 1823 sq ft detached home, nestled on a quiet, private crescent in the highly sought-after South Barrie community. Boasting bright and ai
48 Photos
Last Updated : 5 Days ago
36 Shanty Bay Road, Simcoe, ON , MLS #S12591310 , Image - 1

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36 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S12591310

Residential Freehold (Detached)

$1499900.0
  • 4 +0 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Quietly elegant Century Home in the Old East End of Barrie. Centered on a .57 acre lot with a recently built 24X38 shop/garage with a 10ft door to sto
50 Photos
Last Updated : 5 Days ago
1535 15/16 Side Road E, Simcoe, ON , MLS #S12377581 , Image - 1

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1535 15/16 Side Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12377581

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 17.2%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your perfect blend of peaceful country charm and commuter-friendly convenience! This spacious 4-bedroom, 1.5-bathroom home is ideally locat
21 Photos
Last Updated : 5 Days ago
249 Harvey Street, Simcoe, ON , MLS #S12580912 , Image - 1

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249 Harvey Street Orillia, Simcoe, ON MLS® S12580912

Residential Freehold (Detached)

$538800.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Step Into A Piece Of Orillia's History, Updated For Modern Living. This Full Brick, Century Home Is Nestled On A Quiet Street, Offering The Perfect Bl
50 Photos
Last Updated : 5 Days ago
794093 County Road 124 N/A, Simcoe, ON , MLS #S12592984 , Image - 1

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794093 County Road 124 N/A Singhampton, Clearview, Simcoe, ON MLS® S12592984

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
In the charming village of Singhampton, 1.5 hrs from TO, 20 mins to Collingwood, & Creemore, is this stately, red brick Century, full of character, ri
50 Photos
Last Updated : 5 Days ago
1424 Klondike Park Road, Simcoe, ON , MLS #S12592328 , Image - 1

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1424 Klondike Park Road Rural Clearview, Clearview, Simcoe, ON MLS® S12592328

Residential Freehold (Detached)

$1050000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
25 acre property and 1300 square foot home! Incredible hobby farm or homestead opportunity. This property offers nearly 25 acres minutes to Stayner an
5 Photos
Last Updated : 5 Days ago
3763 Agnew Road, Simcoe, ON , MLS #S12591876 , Image - 1
3763 Agnew Road Washago, Severn, Simcoe, ON MLS® S12591876

Residential Freehold (Detached)

$299000.0
  • 700-1100 sq-ft
Exceptional 1.58 acre lot just minutes to all amenities offered in Orillia. Marvelous opportunity to build your dream home and save on development cha
50 Photos
Last Updated : 5 Days ago
1311 Snow Valley Road, Simcoe, ON , MLS #S12591784 , Image - 1

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1311 Snow Valley Road Midhurst, Springwater, Simcoe, ON MLS® S12591784

Residential Freehold (Detached)

$1287900.0
  • 6 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
EXECUTIVE MIDHURST ESTATE ON OVER 1 ACRE WITH NEARLY 4,700 FIN SQ FT, INGROUND POOL, DUAL GARAGES & MULTI-GENERATIONAL LIVING POTENTIAL! Some homes ha
22 Photos
Last Updated : 5 Days ago
35 Marta Crescent, Simcoe, ON , MLS #S12591118 , Image - 1

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35 Marta Crescent Ardagh, Barrie, Simcoe, ON MLS® S12591118

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Upscale Ardagh home with high-end finishes, a walkout basement, and rare exposure backing onto EP land. Situated on a quiet, family-oriented street in
20 Photos
Last Updated : 5 Days ago
2576 Champlain Road, Simcoe, ON , MLS #S12577892 , Image - 1

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2576 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12577892

Residential Freehold (Detached)

$925000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
*** DON'T JUDGE THIS HOUSE BY ITS LOOKS *** 2 Separate lots, 1 House on 1.1 acres * Energy-efficient, custom-built with sustainability and safety in m
31 Photos
Last Updated : 5 Days ago
17 Sama Way, Simcoe, ON , MLS #S12526574 , Image - 1

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17 Sama Way Wasaga Beach, Simcoe, ON MLS® S12526574

Residential Freehold (Att/Row/Townhouse)

$519000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
3-Storey Townhouse with Unobstructed Golf Course Views. Welcome to this beautifully designed 3-storey home perfectly positioned to overlook the lush g
28 Photos
Last Updated : 5 Days ago
17 Clydesdale Court, Simcoe, ON , MLS #S12454302 , Image - 1

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17 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12454302

Residential Freehold (Detached)

$1549000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning newly-built four bedroom, four bathroom home set on an expansive 1.028-acre lot in the highly sough
40 Photos
Last Updated : 5 Days ago
4 Meadowlark Way, Simcoe, ON , MLS #S12398226 , Image - 1

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4 Meadowlark Way Rural Clearview, Clearview, Simcoe, ON MLS® S12398226

Residential Freehold (Detached)

$2995000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
This is it! Get settled before ski season. Welcome to 4 Meadowlark Way, a rare offering in one of the area's most exclusive communities of just 44 est
26 Photos
Last Updated : 5 Days ago
547 Line 11 N/A N, Simcoe, ON , MLS #S12370045 , Image - 1

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547 Line 11 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12370045

Residential Freehold (Farm)

$1799000.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Property: 1) Discover the incredible chance to own 188-acres with approximately 100-acres of farmable land 2) The cen
12 Photos
Last Updated : 5 Days ago
12 Morgan Drive, Simcoe, ON , MLS #S12359666 , Image - 1

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12 Morgan Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12359666

Residential Freehold (Detached)

$1598000.0
price drop iconPrice drop by 3.4%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Visit REALTOR website for additional information. Welcome home to Braestone in beautiful Oro-Medonte! Approximately 1.25 hour away from Toronto and cl
38 Photos
Last Updated : 5 Days ago
7 Stewart Crescent, Simcoe, ON , MLS #N12592504 , Image - 1

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7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N12592504

Residential Freehold (Detached)

$1898000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Extremely Rare Offering Prestigious Thornton Estates. Welcome to this exceptional family estate nestled in the highly sought-after Thornton Estates Co
30 Photos
Last Updated : 5 Days ago
14 Gold Park Gate, Simcoe, ON , MLS #N12591070 , Image - 1

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14 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12591070

Residential Freehold (Detached)

$809888.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 14 Gold Park Gate in the sought after 5th Line subdivision of Angus. Conveniently located, it is only minutes from local amenities and CFB
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