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Houses for Sale in Simcoe Under $5 Million - P2

Showing results 31 - 60 of 2211
Last Updated: December 22, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
11 Photos
Last Updated : 3 Days ago
LT 4 Glenn Howard Court, Simcoe, ON , MLS #S12331289 , Image - 1
Image With Blur overlay

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LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S12331289

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit
1 Photos
Last Updated : 3 Days ago
Lot 35 Rue Eric N/A, Simcoe, ON
Lot 35 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450065

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your dream home, or take advantage of an excellent opportunity for a builder to develop multiple l
5 Photos
Last Updated : 3 Days ago
67 Wozniak Road, Simcoe, ON , MLS #S12533804 , Image - 1
67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S12533804

Residential Freehold (Vacant Land)

$99000.0
  • < 700 sq-ft
OPPORTUNITY KNOCKS! 50 X 149 FT CLEARED VACANT LOT STEPS FROM GEORGIAN BAY! Discover the perfect canvas for your dream home on this spacious parcel of
1 Photos
Last Updated : 3 Days ago
Lot 34 Rue Eric N/A, Simcoe, ON
Lot 34 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450016

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Design your ideal home or take advantage of a prime opportunity for builders with multiple lots ready fo
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
27 Photos
Last Updated : 3 Days ago
61 McIsaac Drive, Simcoe, ON , MLS #S12464841 , Image - 1

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61 McIsaac Drive Minesing, Springwater, Simcoe, ON MLS® S12464841

Residential Freehold (Detached)

$889900.0
price drop iconPrice drop by 2.2%
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Beautifully designed 2,594 sq. ft. home featuring 5 spacious bedrooms and the convenience of second-floor laundry. From the moment you step inside, yo
31 Photos
Last Updated : 3 Days ago
31 Wood Crescent, Simcoe, ON , MLS #N12541282 , Image - 1

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31 Wood Crescent Angus, Essa, Simcoe, ON MLS® N12541282

Residential Freehold (Detached)

$829000.0
price drop iconPrice drop by 1.3%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stunning family home situated on a premium-sized corner lot in Angus. This beautifully upgraded property offers an open-concept living space filled wi
44 Photos
Last Updated : 3 Days ago
230 Kozlov Street, Simcoe, ON , MLS #S12554512 , Image - 1

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230 Kozlov Street West Bayfield, Barrie, Simcoe, ON MLS® S12554512

Residential Freehold (Detached)

$615000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the beautiful and sought-after North End Barrie neighbourhood, this home offers unmatched conveni
27 Photos
Last Updated : 3 Days ago
344 First Street, Simcoe, ON , MLS #S12642798 , Image - 1

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344 First Street Midland, Simcoe, ON MLS® S12642798

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This updated century home offers timeless charm and exceptional flexibility, set within DC-F2 zoning that supports a variety of uses. Ideal for a grow
39 Photos
Last Updated : 3 Days ago
1856 Innisbrook Street, Simcoe, ON , MLS #N12582844 , Image - 1

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1856 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12582844

Residential Freehold (Detached)

$1499800.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Situated In The Exclusive Innisbrook Estate Community And Less Than 5 Minutes From Hwy 400 , This Beautifully Updated Bungalow Offers Over 3,500 Sqft.
28 Photos
Last Updated : 3 Days ago
120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

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Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c
40 Photos
Last Updated : 3 Days ago
4 Linden Lane, Simcoe, ON , MLS #N12642520 , Image - 1

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4 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12642520

Residential Freehold (Detached)

$329900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome Home! This Beautiful Monaco Style One Level Land Lease Home in the Adult Lifestyle Community of Sandy Cove Acres is Almost 1400 sq ft and is B
50 Photos
Last Updated : 3 Days ago
2605 County 42 Road, Simcoe, ON , MLS #S12175381 , Image - 1

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2605 County 42 Road Rural Clearview, Clearview, Simcoe, ON MLS® S12175381

Residential Freehold (Detached)

$1199000.0
price drop iconPrice drop by 4.1%
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
This renovated brick farmhouse is great for a family home, offering 4 bedrooms and 2 full bathrooms. Beautiful, picturesque views from every angle. Ha
34 Photos
Last Updated : 3 Days ago
381 Olive Street, Simcoe, ON , MLS #S12558602 , Image - 1

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381 Olive Street Midland, Simcoe, ON MLS® S12558602

Residential Freehold (Detached)

$599900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 381 Olive Street in Midland - a unique opportunity zoned Industrial on nearly half an acre, offering exceptional versatility for home, hobb
20 Photos
Last Updated : 3 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)

$900000.0
price drop iconPrice drop by 2.7%
  • 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
24 Photos
Last Updated : 3 Days ago
19 Finlay Mill Road, Simcoe, ON , MLS #S12247654 , Image - 1

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19 Finlay Mill Road Midhurst, Springwater, Simcoe, ON MLS® S12247654

Residential Freehold (Detached)

$698800.0
price drop iconPrice drop by 12.6%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Midhurst bungalow on large private lot, approximately 85ft x 200ft, trees at the back. House is a 4 bedroom, 2 bath home with a finished basement tha
45 Photos
Last Updated : 4 Days ago
59 Kingsridge Road, Simcoe, ON , MLS #S12641460 , Image - 1

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59 Kingsridge Road Bayshore, Barrie, Simcoe, ON MLS® S12641460

Residential Freehold (Detached)

$935000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This beautifully maintained all-brick family home boasts over 4200 sq ft of finished living space in one of Barrie's most sought-after neighborhoods.
11 Photos
Last Updated : 4 Days ago
3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

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3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (Vacant Land)

$3500000.0
Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes
5 Photos
Last Updated : 4 Days ago
23 Hills Thistle Drive, Simcoe, ON , MLS #S12344893 , Image - 1
23 Hills Thistle Drive Wasaga Beach, Simcoe, ON MLS® S12344893

Residential Freehold (Detached)

$645000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Gorgeous Detached Home In Wasaga Beach On A Premium Lot! Built By Elm Development! Situated In The Heart Of Georgian Sand Wasaga Beach! Spacious 4 Bed
24 Photos
Last Updated : 4 Days ago
86 Sixth Street, Simcoe, ON , MLS #S12638064 , Image - 1

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86 Sixth Street Midland, Simcoe, ON MLS® S12638064

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
CHARACTER-FILLED HOME WITH GEORGIAN BAY VIEWS, A 200 FT DEEP LOT, & READY TO BECOME YOUR PINTEREST DREAM HOME! Start your day on the enclosed front po
42 Photos
Last Updated : 4 Days ago
423 Mariners Way, Simcoe, ON , MLS #S12409482 , Image - 1

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423 Mariners Way Collingwood, Simcoe, ON MLS® S12409482

Residential Condo & Other (Condo Townhouse)

$899000.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lighthouse Point! Discover this rarely available 3-bedroom Garden Home, ideally located near the clubhouse in one of the most sought-after
29 Photos
Last Updated : 4 Days ago
828 Dominion Avenue, Simcoe, ON , MLS #S12641058 , Image - 1

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828 Dominion Avenue Midland, Simcoe, ON MLS® S12641058

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t
21 Photos
Last Updated : 4 Days ago
8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

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8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

Residential Freehold (Detached)

$2500000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse
50 Photos
Last Updated : 4 Days ago
182 Meadowhawk Trail, Simcoe, ON , MLS #N12441386 , Image - 1

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182 Meadowhawk Trail Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12441386

Residential Freehold (Semi-Detached )

$1058000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
FULLY RENOVATED WITH A NEW 2 BEDROOM FINISHED BASEMENT!!! Large Semi-detached home Full of character and charm! nestled in the heart of the highly sou
50 Photos
Last Updated : 4 Days ago
118 Highland Drive, Simcoe, ON , MLS #S12508372 , Image - 1

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118 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12508372

Residential Freehold (Detached)

$1150000.0
  • 2 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 118 Highland Drive, Oro-Medonte. Discover the charm and craftsmanship of this stunning log home in the heart of Horseshoe Valley. Featured
27 Photos
Last Updated : 4 Days ago
24 Parr Boulevard, Simcoe, ON , MLS #S12629482 , Image - 1

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24 Parr Boulevard Rural Springwater, Springwater, Simcoe, ON MLS® S12629482

Residential Freehold (Detached)

$999950.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a sprawling property, this home delivers space, privacy, and tranquility, creating a setting where fa
34 Photos
Last Updated : 4 Days ago
54 Koda Street, Simcoe, ON , MLS #S12427107 , Image - 1

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Unit-410, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12427107

Residential Condo & Other (Condo Apartment)

$565000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Step inside this beautifully updated condo and be welcomed by stylish open-concept living, where gleaming h
44 Photos
Last Updated : 4 Days ago
41 Treetops Boulevard, Simcoe, ON , MLS #N12417984 , Image - 1

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41 Treetops Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12417984

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 6.9%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Across the street from the park this 2410 sq ft ( per MPAC ) spacious 3 + 1 bedroom vs 4 smaller bedroom optional floorplan comes with over 600 sq ft
33 Photos
Last Updated : 4 Days ago
40 Ferndale Drive S, Simcoe, ON , MLS #S12569118 , Image - 1

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Unit-210, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12569118

Residential Condo & Other (Condo Apartment)

$524900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Experience effortless everyday living in this beautifully spacious 1,110 square foot condo, featuring two g
37 Photos
Last Updated : 4 Days ago
54 Landolfi Way, Simcoe, ON , MLS #N12640536 , Image - 1

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54 Landolfi Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12640536

Residential Freehold (Att/Row/Townhouse)

$828000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Fabulous 3-bedroom, 3-bath modern freehold townhome, just 4 years new, featuring the sought-after Osler A model by Cachet Homes. Offering approximatel
50 Photos
Last Updated : 4 Days ago
104 Knox Road E, Simcoe, ON , MLS #S12640498 , Image - 1

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104 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12640498

Residential Freehold (Detached)

$920000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy a generous 50'x230' lot with over 50' of waterfront, spacious backyard areas perfect for entertaining,
Shortlisted Properties
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