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Houses for Sale in Simcoe Under $5 Million

Showing results 1 - 30 of 1064

Looking for houses under $5m for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $5m, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $5m in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.

Last Updated: June 27, 2026

36 Photos

166 Gardiner Drive, Simcoe, ON , MLS #N12750518 , Image - 1

166 Gardiner Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12750518

Residential Freehold (Detached)

$1098000.0

Price drop by 4.5%

4 Beds
3 Baths
2000-2500 sq-ft

This beautifully upgraded home welcomes you with a double door entry leading into a spacious foyer featuring a large closet and a decorative niche. Th

22 Photos

415 Sea Ray Avenue, Simcoe, ON , MLS #N13497944 , Image - 1

Unit-306, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13497944

Residential Condo & Other (Condo Apartment)

$349990.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to the sought-after High Point building at Friday Harbour Resort! This beautifully designed 1-bedroom, 1-bathroom condo offers 530 sq. ft. of

36 Photos

5803 3rd Line, Simcoe, ON , MLS #N13497608 , Image - 1

5803 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13497608

Residential Freehold (Detached)

$1288800.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

The Perfect 3+1 Bedroom & 3 Bathroom 4-Level Backsplit Home* Beautifully Renovated & Nestled On A Secluded Over 1 Acre Lot* Unparalleled Privacy W/ C

15 Photos

68 Beauremi Road, Simcoe, ON , MLS #S13497970 , Image - 1

68 Beauremi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13497970

Residential Freehold (Vacant Land)

$289000.0

< 700 sq-ft

Available just in time for Summer! Spacious corner lot, spanning 112.50ft by 134.50ft - just a short walk from Cawaja Beach and the quaint General Sto

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

27 Photos

26 Barrington Trail, Simcoe, ON , MLS #S13477876 , Image - 1

26 Barrington Trail Collingwood, Simcoe, ON MLS® S13477876

Residential Freehold (Detached)

$799000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Welcome to this 'Cameron Model' by Eden Oaks, settled in a prime location steps away from Georgian Bay, Suns

40 Photos

38 Lilac Lane, Simcoe, ON , MLS #S13017826 , Image - 1

38 Lilac Lane Midhurst, Springwater, Simcoe, ON MLS® S13017826

Residential Freehold (Detached)

$1799999.0

Price drop by 4.8%

3 +2 Beds
4 Baths
3500-5000 sq-ft

Stately Midhurst home situated on a quiet cul de sac with a huge private backyard, backing onto Willow creek and conservation area. Your dream home is

44 Photos

3407 BAYOU Road, Simcoe, ON , MLS #S13099556 , Image - 1

3407 BAYOU Road West Shore, Severn, Simcoe, ON MLS® S13099556

Residential Freehold (Detached)

$649000.0

3 +0 Beds
2 Baths
2000-2500 sq-ft

Charming 1.5-Storey Home Just Steps from the Water! This delightful 3-bedroom, 2-bathroom home is full of character and perfectly situated just 500 me

45 Photos

9263 91 County Road, Simcoe, ON , MLS #S13497772 , Image - 1

9263 91 County Road Rural Clearview, Clearview, Simcoe, ON MLS® S13497772

Residential Freehold (Detached)

$1825000.0

3 Beds
3 Baths
2500-3000 sq-ft

Sweeping views of Georgian Bay set the stage for this beautifully renovated country retreat. Nestled on a private 4.2-acre estate, this 3-bedroom, 3-b

36 Photos

37 Boyd Crescent, Simcoe, ON , MLS #S13421092 , Image - 1

37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13421092

Residential Freehold (Detached)

$839900.0

2 +1 Beds
2 Baths
1500-2000 sq-ft

Stunning Bungalow in Sought-After Moonstone! Situated on just over an acre this immaculate bungalow features a spectacular glass-encased solarium and

35 Photos

1614 Ridge Road E, Simcoe, ON , MLS #S6142920 , Image - 1

1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142920

Residential Freehold (Multiplex)

$3299000.0

Price drop by 1.8%

6 Beds
5 Baths
5000 + sq-ft

Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U

34 Photos

234 Esther Drive, Simcoe, ON , MLS #S13459706 , Image - 1

234 Esther Drive Painswick South, Barrie, Simcoe, ON MLS® S13459706

Residential Freehold (Detached)

$679900.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

This rare ravine 3+1 bedroom home in sought-after Painswick South neighbourhood, presents an amazing opportunity for a family looking for more space a

50 Photos

32 Valleymede Court, Simcoe, ON , MLS #S13410732 , Image - 1

32 Valleymede Court Collingwood, Simcoe, ON MLS® S13410732

Residential Condo & Other (Semi-Detached Condo)

$574800.0

Price drop by 4.2%

4 Beds
3 Baths
1400-1599 sq-ft

Morning Coffee Overlooking the Pond, Swans Included - Cranberry Golf Course Townhouse at a Price That Finally Makes Sense. New price, same incredible

Open House : Sun Jun 28, 12:00 PM to 02:00 PM

24 Photos

84 SHEPHERD Drive, Simcoe, ON , MLS #S13152120 , Image - 1

84 SHEPHERD Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13152120

Residential Freehold (Detached)

$840000.0

Price drop by 2.3%

4 Beds
3 Baths
2000-2500 sq-ft

Photos will be uploaded mid next week. Welcome to 84 Shepherd Drive in sought-after Southeast Barrie! This Property is currently tenanted with a lease

29 Photos

169 Peel Street, Simcoe, ON , MLS #S13137070 , Image - 1

169 Peel Street Collingwood, Simcoe, ON MLS® S13137070

Residential Freehold (Detached)

$609000.0

Price drop by 3.2%

2 +1 Beds
2 Baths
700-1100 sq-ft

NEW PRICE! Exceptional value for a truly move-in-ready bungalow in the heart of Collingwood. This is the one that saves you the time, stress, and cost

34 Photos

66 Albion Lane, Simcoe, ON , MLS #S13232860 , Image - 1

66 Albion Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13232860

Residential Freehold (Detached)

$774900.0

4 +2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 66 Albion Lane, located in the heart of Tiny Township on the shores of Georgian Bay. This beautifully renovated 6-bedroom cottage offers th

30 Photos

32 Stephanie Lane, Simcoe, ON , MLS #S13491878 , Image - 1

32 Stephanie Lane Painswick South, Barrie, Simcoe, ON MLS® S13491878

Residential Freehold (Detached)

$899000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Gorgeous 3-bedroom, 4-bathroom two-storey home offering 3700 sq ft of finished living space on 40x125 ft lot. Perfectly situated in Barrie's highly de

48 Photos

36 Tecumseth Pines Drive, Simcoe, ON , MLS #N13496326 , Image - 1

36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13496326

Residential Freehold (Detached)

$449000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu

21 Photos

52 Adelaide Street, Simcoe, ON , MLS #S13081208 , Image - 1

Unit-32, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13081208

Residential Condo & Other (Condo Townhouse)

$475000.0

Price drop by 3.0%

3 Beds
3 Baths
1200-1399 sq-ft

Welcome to unit 32-52 Adelaide St. If you have been looking for a move-in ready home in one of Barrie's most connected neighborhoods, this is it. Offe

50 Photos

2533 Flos 3 Road W, Simcoe, ON , MLS #S13495512 , Image - 1

2533 Flos 3 Road W Rural Springwater, Springwater, Simcoe, ON MLS® S13495512

Residential Freehold (Detached)

$729999.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Set on a picturesque 1.2-acre lot surrounded by peaceful farmland, this rural property offers the perfect blend of privacy, functionality, and country

40 Photos

2 Rowland Street, Simcoe, ON , MLS #S13485822 , Image - 1

2 Rowland Street Collingwood, Simcoe, ON MLS® S13485822

Residential Freehold (Detached)

$1188800.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to the modern district of the Town of Collingwood famous as a four season tourist destination. Less than 10 km to Blue Mountain Village, 8 km

40 Photos

12 Tupling Street, Simcoe, ON , MLS #N13053866 , Image - 1

12 Tupling Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13053866

Residential Freehold (Detached)

$1239000.0

4 Beds
4 Baths
2500-3000 sq-ft

Luxury Finishes, This Home Gives You Positive Vibes And Good Feeling. Some homes you tour. This one you feel! The moment you step inside 12 Tupling St

1 Photos

1199 Andrade Lane Alcona, Innisfil, Simcoe, ON MLS® N13228440

Residential Freehold (Detached)

$769900.0

3 Beds
4 Baths
1500-2000 sq-ft

Beautiful 3-bedroom family home located close to schools, amenities, and just minutes from the beach. Features a spacious primary bedroom with a full

14 Photos

94 Turnberry Lane, Simcoe, ON , MLS #S13072450 , Image - 1

94 Turnberry Lane Painswick South, Barrie, Simcoe, ON MLS® S13072450

Residential Freehold (Att/Row/Townhouse)

$699990.0

Price drop by 4.0%

3 Beds
3 Baths
1500-2000 sq-ft

HST REBATE ELIGIBLE. STOP AND LOOK AT THIS ONE-OF-A-KIND OVERSIZED 85' X 111' FULLY FENCED LOT (not a typo!). This Brand New, Traditional 2-Storey Tow

9 Photos

11325 26 Highway, Simcoe, ON , MLS #S13495060 , Image - 1

11325 26 Highway Collingwood, Simcoe, ON MLS® S13495060

Residential Freehold (Vacant Land)

$300000.0

Developers take note. R-3 zoning allows a number of possibilities to build a multi-unit building. Close to skiing, bus route, golf, and hiking trails.

1 Photos

1493 Tomkins Road Alcona, Innisfil, Simcoe, ON MLS® N13478234

Residential Freehold (Detached)

$1084990.0

4 Beds
4 Baths
3000-3500 sq-ft

Buy Direct from the Builder! Premium Corner Lot Home in Alcona Shores A rare opportunity to own an impressive 3,053 sq. ft. home on a premium corner l

33 Photos

40 Ferndale Drive S, Simcoe, ON , MLS #S13229868 , Image - 1

Unit-210, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13229868

Residential Condo & Other (Condo Apartment)

$450000.0

2 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Newly reduced for enhanced value, experience effortless everyday living in this beautifully spacious 1,110

38 Photos

22 Bourgeois Beach Road, Simcoe, ON , MLS #S13067418 , Image - 1

22 Bourgeois Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S13067418

Residential Freehold (Detached)

$879777.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

This one-owner, custom-built design and steps to Georgian Bay and the Trans Canada Trail offer a picturesque setting that's hard to resist. From the e

36 Photos

1449 Champlain Road, Simcoe, ON , MLS #S13494682 , Image - 1

1449 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13494682

Residential Freehold (Detached)

$1170000.0

4 Beds
2 Baths
1100-1500 sq-ft

4-SEASON GEORGIAN BAY LIVING WITH 102 FT OF SANDY SHORELINE, A DETACHED GARAGE, GUEST BUNKIE, & BOAT LAUNCH! Your search for the quintessential Georgi

50 Photos

236 Cox Mill Road, Simcoe, ON , MLS #S13494664 , Image - 1

236 Cox Mill Road Painswick North, Barrie, Simcoe, ON MLS® S13494664

Residential Freehold (Detached)

$1749000.0

3 +2 Beds
5 Baths
2000-2500 sq-ft

Architectural. Refined. Turn-Key. Exceptional custom-built bungalow (2021) offering over 4,300 sq ft of finished living space, complete with a private

24 Photos

49 Riverley Lane E, Simcoe, ON , MLS #N13494120 , Image - 1

Unit-6, 49 Riverley Lane E Alliston, New Tecumseth, Simcoe, ON MLS® N13494120

Residential Condo & Other (Condo Townhouse)

$539000.0

3 Beds
2 Baths
1200-1399 sq-ft

Attention first time buyers -Your opportunity to own a great home and start paying yourself not a landlord - close to Honda Plant, Schools, Parks, Rec

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