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Houses for Sale in Simcoe Under $5 Million - P44

Showing results 1291 - 1320 of 5165
Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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31 Photos
Last Updated : 4 Days ago
207 Springfield Crescent, Simcoe, ON , MLS #S13808846 , Image - 1
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207 Springfield Crescent Stayner, Clearview, Simcoe, ON MLS® S13808846

Residential Freehold (Detached)

$688000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to this inviting Alexandra Model by MacPherson Builders, offering nearly 1,600 square feet of though
41 Photos
Last Updated : 4 Days ago
8 Brandy Lane Drive, Simcoe, ON , MLS #S13717892 , Image - 1

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Unit-303, 8 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13717892

Residential Condo & Other (Condo Apartment)

$519000.0
price drop iconPrice drop by 6.5%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
The perfect Wyldewood modern condo backing onto green space and the Collingwood trail! Live the Collingwood lifestyle or the perfect weekend retreat
42 Photos
Last Updated : 4 Days ago
66 Hutchinson Drive, Simcoe, ON , MLS #N13730504 , Image - 1

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66 Hutchinson Drive Alliston, New Tecumseth, Simcoe, ON MLS® N13730504

Residential Freehold (Detached)

$869900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome Home to 66 Hutchinson Drive, Alliston!! Rarely Does An Opportunity Like This Come Available! Situated In One Of Alliston's Most Desirable & Es
38 Photos
Last Updated : 4 Days ago
169 Mackenzie Street, Simcoe, ON , MLS #N13806592 , Image - 1

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169 Mackenzie Street Alliston, New Tecumseth, Simcoe, ON MLS® N13806592

Residential Freehold (Detached)

$754900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Spacious 3 bedroom family home in a quiet mature neighbourhood. Welcome to 169 Mackenzie Street in the heart of Alliston. Walking distance to parks, s
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
37 Photos
Last Updated : 4 Days ago
8020 Park Lane Crescent, Simcoe, ON , MLS #S13778682 , Image - 1

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8020 Park Lane Crescent Rural Ramara, Ramara, Simcoe, ON MLS® S13778682

Residential Freehold (Detached)

$599900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Love your life in a quiet, vibrant family community surrounded by lakes, rivers and nature, just minutes from the quaint village of Washago. Over hal
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
37 Photos
Last Updated : 4 Days ago
90 Farlain Lake Road W, Simcoe, ON , MLS #S13101868 , Image - 1

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90 Farlain Lake Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13101868

Residential Freehold (Detached)

$599777.0
price drop iconPrice drop by 7.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 90 Farlain Lake Road West in Tiny Township. Check this out - great family or getaway home offering privacy and a peaceful setting with vie
46 Photos
Last Updated : 4 Days ago
107 Rugman Crescent, Simcoe, ON , MLS #S13675576 , Image - 1

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107 Rugman Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13675576

Residential Freehold (Detached)

$1269000.0
price drop iconPrice drop by 2.4%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this meticulously upgraded, 4-year-new home located in the highly sought-after upscale Stone Manor Woods community. Offering 4 spacious bed
20 Photos
Last Updated : 4 Days ago
36 Sanford Street, Simcoe, ON , MLS #S13808718 , Image - 1

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36 Sanford Street Sanford, Barrie, Simcoe, ON MLS® S13808718

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
BARRIE BUNGALOW! Welcome to this charming move-in ready 3-bedroom, 1-bath bungalow in a desirable Barrie neighbourhood. Bright and inviting, this well
44 Photos
Last Updated : 4 Days ago
560 Concession Road 15 N/A W, Simcoe, ON , MLS #S13458098 , Image - 1

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560 Concession Road 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13458098

Residential Freehold (Detached)

$1299000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Enjoy Your Private Resort Style Living! Welcome to 560 Concession Road - Where Beautiful Lifestyle Meets Luxury. Tucked On Private 1 Acre Lot With The
50 Photos
Last Updated : 4 Days ago
995305 Mono Adjala Townline N/A, Simcoe, ON , MLS #N13081156 , Image - 1

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995305 Mono Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13081156

Residential Freehold (Detached)

$1247500.0
price drop iconPrice drop by 5.8%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Peace, quiet and stunning views is on offer with this 24 acres property. The original farmhouse for the surrounding area of Sheldon well know for the
44 Photos
Last Updated : 4 Days ago
3 Maple Crown Terrace, Simcoe, ON , MLS #S13751522 , Image - 1

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3 Maple Crown Terrace Innis-Shore, Barrie, Simcoe, ON MLS® S13751522

Residential Freehold (Detached)

$739900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3 Maple Crown Terrace! This beautifully maintained 2+1 bedroom raised bungalow delivers the perfect combination of comfort, functionality,
Open House : Sat Sep 26, 11:00 AM to 02:00 PM
40 Photos
Last Updated : 4 Days ago
359 Galloway Boulevard, Simcoe, ON , MLS #S13764804 , Image - 1

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359 Galloway Boulevard Midland, Simcoe, ON MLS® S13764804

Residential Freehold (Detached)

$617300.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 359 Galloway Blvd, a beautifully maintained 3-bedroom, 2-bath bungalow where pride of ownership is evident inside and out. Bright and welco
32 Photos
Last Updated : 4 Days ago
94 Ferguson Drive, Simcoe, ON , MLS #S13722508 , Image - 1

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94 Ferguson Drive Northwest, Barrie, Simcoe, ON MLS® S13722508

Residential Freehold (Detached)

$634900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Come meet this lovingly cared for, fully detached, all-brick two-storey home tucked into a fantastic northwest Barrie location. Minutes from all the s
45 Photos
Last Updated : 4 Days ago
275 Nottawasaga Street, Simcoe, ON , MLS #S13791566 , Image - 1

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275 Nottawasaga Street Orillia, Simcoe, ON MLS® S13791566

Residential Freehold (Detached)

$499900.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome home to this inviting raised bungalow in the heart of Orillia! Offering a wonderful blend of comfort, space, and convenience, this thoughtfull
39 Photos
Last Updated : 4 Days ago
248 Spruce Street, Simcoe, ON , MLS #S13807918 , Image - 1

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248 Spruce Street Stayner, Clearview, Simcoe, ON MLS® S13807918

Residential Freehold (Detached)

$789000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This premium raised bungalow is situated on an oversized 51ft x 244ft lot featuring beautiful perennial gardens, offering stunning views of a serene c
48 Photos
Last Updated : 4 Days ago
16 Old Indian Trail W, Simcoe, ON , MLS #S13808560 , Image - 1

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16 Old Indian Trail W Rural Ramara, Ramara, Simcoe, ON MLS® S13808560

Residential Freehold (Detached)

$824000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Old Indian Trail, Lagoon City Discover an Exceptional Waterfront Lifestyle in this Charming Bungalow, Perfectly Positioned on one of Lagoon City's Mos
50 Photos
Last Updated : 4 Days ago
11 Snowshoe Trail, Simcoe, ON , MLS #S13808550 , Image - 1

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11 Snowshoe Trail Moonstone, Oro-Medonte, Simcoe, ON MLS® S13808550

Residential Freehold (Detached)

$1075000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a spectacular half-acre treed lot, this property offers exceptional privacy and tranquility with towe
40 Photos
Last Updated : 4 Days ago
90 McBride Trail, Simcoe, ON , MLS #S13808510 , Image - 1

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90 McBride Trail Painswick South, Barrie, Simcoe, ON MLS® S13808510

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
FIVE-BEDROOM MASTERPIECE IN SOUTHEAST BARRIE! Two-year-new home where luxury, design and upgrades come together on the most premium lots in the area!
40 Photos
Last Updated : 4 Days ago
229 Blue Dasher Boulevard, Simcoe, ON , MLS #N13787870 , Image - 1

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229 Blue Dasher Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13787870

Residential Freehold (Detached)

$1179000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
SUMMERLYN EXECUTIVE DETACHED GREAT GULF home in premier Bradford community. | This 2,300 sq ft open-concept layout features 4 bedrooms, 3 baths, upgra
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
36 Photos
Last Updated : 4 Days ago
16 Mckenzie Way, Simcoe, ON , MLS #N13745032 , Image - 1

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16 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13745032

Residential Freehold (Detached)

$1088000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Original Owner! Stanton Model featured 2760 sf Sun filled family home with Grand Foyer 17' High Ceiling, Bright & Spacious In All The Principle Rooms
36 Photos
Last Updated : 4 Days ago
3299 Shoreview Drive, Simcoe, ON , MLS #S13790774 , Image - 1

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3299 Shoreview Drive Rural Severn, Severn, Simcoe, ON MLS® S13790774

Residential Freehold (Detached)

$999999.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Embrace lakeside living in this spacious five bedroom bungalow on the shores of beautiful Lake Couchiching,
16 Photos
Last Updated : 4 Days ago
62 Rue Vanier N/A, Simcoe, ON , MLS #S13533010 , Image - 1

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62 Rue Vanier N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13533010

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 3.0%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Brand-new home with thousands in HST savings already built into the purchase price. Qualified purchasers enjoy the savings today.Experience the best o
45 Photos
Last Updated : 4 Days ago
75 Ambler Bay N/A, Simcoe, ON , MLS #S13808438 , Image - 1

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75 Ambler Bay N/A Georgian Drive, Barrie, Simcoe, ON MLS® S13808438

Residential Freehold (Detached)

$988000.0
  • 4 +4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome To This Gorgeous Detached Home With A Double Car Garage, Showcasing Top-to-bottom Renovation With Smooth Ceilings, Pot Lights, Stylish Fixture
49 Photos
Last Updated : 4 Days ago
1159 Kell Street, Simcoe, ON , MLS #N13807448 , Image - 1

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1159 Kell Street Alcona, Innisfil, Simcoe, ON MLS® N13807448

Residential Freehold (Detached)

$699999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled within the serene surroundings of Innisfil, Ontario, this beautifully appointed three-bedroom residence offers an exceptional blend of contemp
50 Photos
Last Updated : 4 Days ago
33 Churchland Drive, Simcoe, ON , MLS #S13808364 , Image - 1

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33 Churchland Drive Holly, Barrie, Simcoe, ON MLS® S13808364

Residential Freehold (Link)

$659900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this bright and inviting 3-bedroom home, conveniently linked by the garage and offering a spacious, open-concept layout. The welcoming livi
28 Photos
Last Updated : 4 Days ago
41 RUSSELL HILL Drive, Simcoe, ON , MLS #S13619534 , Image - 1

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41 RUSSELL HILL Drive Painswick South, Barrie, Simcoe, ON MLS® S13619534

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 2.9%
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this move-in ready family home on a premium 50-foot lot in Barrie's highly sought-after Painswick South community. Offering over 2,546 sq.
34 Photos
Last Updated : 4 Days ago
97 Laclie Street, Simcoe, ON , MLS #S13761742 , Image - 1

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97 Laclie Street Orillia, Simcoe, ON MLS® S13761742

Residential Freehold (Detached)

$889000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Great Opportunity To Move Into This Immaculate House Located In The Prime Orillia Area.Perfect for families, professionals or investors.Walking Distan
23 Photos
Last Updated : 4 Days ago
218 Fifth Street, Simcoe, ON , MLS #S12876586 , Image - 1

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Unit-1&2, 218 Fifth Street Collingwood, Simcoe, ON MLS® S12876586

Residential Freehold (Duplex)

$950000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Recently Renovated Duplex in central Collingwood, containing 2 rental units. Great Neighbourhood, close to schools, parks, trails, shopping, The Y, li
4 Photos
Last Updated : 4 Days ago
LOT 1 SMITH Road, Simcoe, ON , MLS #N13232614 , Image - 1
LOT 1 SMITH Road Rural Essa, Essa, Simcoe, ON MLS® N13232614

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 8.2%
Huge 106 foot x 436 foot building lot located minutes from Barrie and Angus. Located on a very quiet road with easy access to commuter routes. Stunnin
25 Photos
Last Updated : 4 Days ago
41 Laidlaw Street, Simcoe, ON , MLS #S13808172 , Image - 1

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41 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13808172

Residential Freehold (Detached)

$629000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
TURNKEY WASAGA HOME WITH WALKABLE BEACH ACCESS, A RARE BACKYARD RETREAT WITH NO REAR NEIGHBOURS, & A FLEXIBLE LAYOUT WITH A BONUS MULTI-USE BUNKIE! Tu
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