1064+ Houses for Sale in Simcoe Under $5 Million

44 Photos

2240 South Orr Lake Road, Simcoe, ON , MLS #S12750724 , Image - 1

2240 South Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S12750724

Residential Freehold (Detached)

$1525000.0

Price drop by 4.7%

3 Beds
4 Baths
2000-2500 sq-ft

Experience refined waterfront living at this exceptional retreat on South Orr Lake. Thoughtfully designed to blend elegance, comfort, and natural beau

39 Photos

201 Bayfield Avenue, Simcoe, ON , MLS #S13051684 , Image - 1

201 Bayfield Avenue Midland, Simcoe, ON MLS® S13051684

Residential Freehold (Detached)

$729900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this well-cared-for 3-bedroom, 2-bathroom home in Midland's desirable Sunnyside neighbourhood. Designed with both comfort and entertaining

28 Photos

771 Johnston Park Avenue, Simcoe, ON , MLS #S12959434 , Image - 1

771 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12959434

Residential Condo & Other (Condo Townhouse)

$699000.0

Price drop by 2.9%

2 Beds
2 Baths
1000-1199 sq-ft

Highly desirable Aster floor plan located on 2nd floor of a 2 storey building in the popular waterfront community of Lighthouse Point. This spacious 2

44 Photos

26 Island Trail S, Simcoe, ON , MLS #S13001080 , Image - 1

26 Island Trail S Rural Ramara, Ramara, Simcoe, ON MLS® S13001080

Residential Freehold (Detached)

$1150000.0

Price drop by 6.1%

3 Beds
2 Baths
2000-2500 sq-ft

Lakeside living at its finest in Lagoon City on Lake Simcoe - where luxury, comfort, and lifestyle come together. Designed for everyday living and exc

39 Photos

13 Mabern Street, Simcoe, ON , MLS #S12611512 , Image - 1

13 Mabern Street Holly, Barrie, Simcoe, ON MLS® S12611512

Residential Freehold (Detached)

$959900.0

Price drop by 3.9%

4 +1 Beds
4 Baths
2000-2500 sq-ft

MODEL HOME Presents approx 3600 Sqft of living space with an Upgraded Finished Basement by the original builder. The Bright and Airy Open-Concept livi

29 Photos

2617 Leonard Street, Simcoe, ON , MLS #N13139136 , Image - 1

2617 Leonard Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13139136

Residential Freehold (Detached)

$1590000.0

4 Beds
2 Baths
1500-2000 sq-ft

This lovely lakeside retreat blends timeless charm with relaxed waterfront living, offering stunning water views and direct access to your own hard-pa

41 Photos

49 Pumpkin Corner Crescent, Simcoe, ON , MLS #S13137694 , Image - 1

49 Pumpkin Corner Crescent Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13137694

Residential Freehold (Att/Row/Townhouse)

$589000.0

2 Beds
2 Baths
1100-1500 sq-ft

This thoughtfully designed, newer-build 2-bed, 2-bath townhome blends modern comfort with an enviable lifestyle setting. Nestled in a welcoming south-

34 Photos

26 Paddy Dunn's Circle, Simcoe, ON , MLS #S13136416 , Image - 1

26 Paddy Dunn's Circle Midhurst, Springwater, Simcoe, ON MLS® S13136416

Residential Freehold (Detached)

$1529000.0

3 Beds
4 Baths
3000-3500 sq-ft

Custom classic in south Midhurst on a wide 134.5 ft, 0.57 acre private mature treed lot. Muskoka influenced style & street appeal tucked in behind tre

43 Photos

9205 McKinnon Road, Simcoe, ON , MLS #N13136452 , Image - 1

9205 McKinnon Road Angus, Essa, Simcoe, ON MLS® N13136452

Residential Freehold (Farm)

$3999900.0

4 Beds
2 Baths
2000-2500 sq-ft

Welcome To 9205 McKinnon Rd, A Rare 105-Acre Sanctuary In Angus, Clearview Township! Step Into A World Of Natural Beauty And Boundless Opportunity Wit

26 Photos

56 68th Street N, Simcoe, ON , MLS #S13136422 , Image - 1

56 68th Street N Wasaga Beach, Simcoe, ON MLS® S13136422

Residential Freehold (Detached)

$579000.0

3 +0 Beds
1 Baths
700-1100 sq-ft

Set on a 40 x 100 ft fully fenced lot, this beautifully renovated 3-bedroom beachside home offers an incredible location and easy lifestyle. Situated

27 Photos

124 Milby Crescent, Simcoe, ON , MLS #N13014408 , Image - 1

124 Milby Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13014408

Residential Freehold (Detached)

$1295000.0

Price drop by 4.1%

4 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to 124 Milby Crescent, ideally situated in one of Bradford's most desirable and family-oriented communities. This charming home offers the per

26 Photos

5 Culbert Road, Simcoe, ON , MLS #N13029444 , Image - 1

5 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13029444

Residential Freehold (Detached)

$1249000.0

3 Beds
3 Baths
2000-2500 sq-ft

5 Culbert Rd in Bradford is a brand-new, never-lived-in 3-bedroom, 3-bathroom home offering modern elegance and comfort. The main floor boasts approxi

26 Photos

2253 Tiny Beaches Road S, Simcoe, ON , MLS #S13134392 , Image - 1

2253 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13134392

Residential Freehold (Detached)

$1150000.0

6 Beds
3 Baths
2500-3000 sq-ft

Steps to the shores of Georgian Bay. Woodland Beach features soft sand, crystal clear water, and postcard worthy sunsets! This generous lot (129 x 204

8 Photos

Lot 10 Spruce Street, Simcoe, ON , MLS #S13132770 , Image - 1

Lot 10 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13132770

Residential Freehold (Vacant Land)

$399900.0

STEPS FROM GEORGIAN BAY IN WOODLAND BEACH WITH 0.86 TREED ACRES READY FOR YOUR CUSTOM HOME PLANS! An incredible opportunity awaits in Tiny's coveted W

8 Photos

3447 McClelland Road, Simcoe, ON , MLS #S13132036 , Image - 1

3447 McClelland Road Rural Severn, Severn, Simcoe, ON MLS® S13132036

Residential Freehold (Vacant Land)

$599900.0

< 700 sq-ft

Rare opportunity to own a waterfront building lot on beautiful Lake Couchiching! This level lot offers stunning water views, spectacular sunrises, and

40 Photos

11 12th Street N, Simcoe, ON , MLS #S12996032 , Image - 1

11 12th Street N Wasaga Beach, Simcoe, ON MLS® S12996032

Residential Freehold (Other)

$2500000.0

Price drop by 9.1%

9 Beds
9 Baths
3500-5000 sq-ft

A rare multi-unit beachfront property on the world's longest freshwater beach - an opportunity of this scale on Georgian Bay simply does not come avai

34 Photos

40 Museum Drive, Simcoe, ON , MLS #S13084564 , Image - 1

Unit-403, 40 Museum Drive Orillia, Simcoe, ON MLS® S13084564

Residential Condo & Other (Condo Townhouse)

$629900.0

Price drop by 3.1%

2 Beds
2 Baths
1600-1799 sq-ft

Nestled in the heart of the scenic Leacock Village Community, this beautifully cared-for 2 bedroom 2 bathroom condo townhome offers a rare combination

46 Photos

201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0

3 Beds
4 Baths
2000-2500 sq-ft

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o

50 Photos

8936 32nd Side Road, Simcoe, ON , MLS #N13126146 , Image - 1

8936 32nd Side Road Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N13126146

Residential Freehold (Detached)

$1195000.0

7 Beds
5 Baths
3500-5000 sq-ft

Nestled on over 7 acres of rolling forest and open natural landscape in the charming hamlet of Glencairn, this remarkable 2.5-storey century home offe

44 Photos

43 Buchanan Drive, Simcoe, ON , MLS #N12933958 , Image - 1

43 Buchanan Drive Alliston, New Tecumseth, Simcoe, ON MLS® N12933958

Residential Freehold (Detached)

$789900.0

3 Beds
3 Baths
1500-2000 sq-ft

Spacious, Detached, and All-Brick! This 3-bed, 3-bath Alliston gem offers 1,670 sq. ft. of quality craftsmanship. Unlike many newer builds, this prope

1 Photos

6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13128700

Residential Freehold (Detached)

$1689000.0

4 Beds
6 Baths
3500-5000 sq-ft

Stunning 5-year-old home built on 100 ft. wide lot offers space, modern design and functionality. Perfectly situated just two streets away from Lake S

45 Photos

35 Tiny Beaches Road S, Simcoe, ON , MLS #S13044744 , Image - 1

35 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13044744

Residential Freehold (Detached)

$849900.0

2 +2 Beds
1 Baths
< 700 sq-ft

This unique 4-season property encompasses multiple structures & is situated across from the sandy beaches of Georgian Bay. Just a 4-minute walk to the

17 Photos

150 Essa Road, Simcoe, ON , MLS #S12609246 , Image - 1

150 Essa Road Allandale, Barrie, Simcoe, ON MLS® S12609246

Residential Freehold (Detached)

$2295000.0

Price drop by 15.0%

3 Beds
4 Baths
1500-2000 sq-ft

Development Opportunity for up to 12 story -120 unit residential building or possible commercial building. Prime corner location. Re-zoned urban trans

50 Photos

41 Osborn Street, Simcoe, ON , MLS #N13007738 , Image - 1

41 Osborn Street Angus, Essa, Simcoe, ON MLS® N13007738

Residential Freehold (Detached)

$1299999.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to a truly one-of-a-kind, custom-built home offering the perfect blend of luxury, functionality, and multi-generational living complete with y

10 Photos

6649 County Road 27 Road, Simcoe, ON , MLS #N13126164 , Image - 1

6649 County Road 27 Road Thornton, Essa, Simcoe, ON MLS® N13126164

Residential Freehold (Detached)

$1750000.0

4 Beds
3 Baths
2000-2500 sq-ft

Located within the Settlement Boundary of Thornton, this 3.8 acre property offers the potential for development, with access possible via the neighbou

26 Photos

2082 Centre Avenue, Simcoe, ON , MLS #S13045146 , Image - 1

2082 Centre Avenue Ardtrea, Severn, Simcoe, ON MLS® S13045146

Residential Freehold (Duplex)

$699900.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

This well-built 2022 duplex offers an outstanding opportunity for investors, multi-generational families, or homeowners looking to live in one unit wh

14 Photos

8 Jonathan Court, Simcoe, ON , MLS #S13124070 , Image - 1

8 Jonathan Court Stayner, Clearview, Simcoe, ON MLS® S13124070

Residential Freehold (Vacant Land)

$299000.0

Rare Opportunity to Secure a Prime Building Lot on a Quiet, Exclusive Court! Don't miss out on this incredible chance to invest in a future dream home

50 Photos

84 Culbert Road, Simcoe, ON , MLS #N12983316 , Image - 1

84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12983316

Residential Freehold (Detached)

$1579000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to this stunning newly built corner-lot home at 84 Culbert Rd, located in the heart of the family-oriented and friendly Summerlyn Village comm

40 Photos

1852 River Road W, Simcoe, ON , MLS #S13123856 , Image - 1

1852 River Road W Wasaga Beach, Simcoe, ON MLS® S13123856

Residential Freehold (Detached)

$1980000.0

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

Prestigious Riverfront Estate In Wasaga Beach! Large Front Foyer From Covered Porch Opens To A Wow Room With Vaulted Ceilings. Huge Kitchen With Lot O

43 Photos

15 Pinecone Avenue, Simcoe, ON , MLS #S13123782 , Image - 1

15 Pinecone Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13123782

Residential Freehold (Detached)

$949900.0

3 Beds
2 Baths
1500-2000 sq-ft

Furniture Included! Welcome to Pinecone Ave, a quiet picturesque street in Tiny- where refined living meets the relaxed pace of life by Georgian Bay.

Houses for Sale in Simcoe Under $5 Million - P25

Rosehaven Simcoe Woods