252+ Detached Houses for Sale in Simcoe Under $500K

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68 Tiny Beaches Road S, Simcoe, ON , MLS #S13745562 , Image - 1

68 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13745562

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

If you are looking for a simple cottage offering a private setting and postcard perfect views then you've just found it. This three bedroom cottage is

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10 Cabin Crescent, Simcoe, ON , MLS #S13744104 , Image - 1

10 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S13744104

Residential Freehold (Detached)

$429000.0

3 Beds
1 Baths
1100-1500 sq-ft

A relaxed Wasaga Beach lifestyle, lake-facing outdoor space and extensive updates come together at 10 Cabin Crescent in the extended seasonal section

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379 Gloucester Street, Simcoe, ON , MLS #S13542010 , Image - 1

379 Gloucester Street Midland, Simcoe, ON MLS® S13542010

Residential Freehold (Detached)

$274777.0

Price drop by 8.3%

2 +0 Beds
1 Baths
1500-2000 sq-ft

Welcome to 379 Gloucester Street in Midland, a fantastic opportunity for first-time buyers, investors, or anyone looking for a rewarding renovation pr

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15 Bow Road, Simcoe, ON , MLS #S13744000 , Image - 1

15 Bow Road Rural Tiny, Tiny, Simcoe, ON MLS® S13744000

Residential Freehold (Detached)

$499000.0

1 Beds
1 Baths
700-1100 sq-ft

NEW PRICE! Waterfront living just became affordable! Rare four-season waterfront opportunity on sought-after Penetang Bay now offered at an incredibl

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922 Elizabeth Avenue, Simcoe, ON , MLS #N13742340 , Image - 1

922 Elizabeth Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13742340

Residential Freehold (Detached)

$450000.0

2 Beds
1 Baths
700-1100 sq-ft

A Must See! Great Starter, Retirement Or Cottage Four Season home Within Commuting Distance To The GTA. Quiet, Dead End street In Great Family Communi

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1558 Champlain Road, Simcoe, ON , MLS #S13557406 , Image - 1

1558 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13557406

Residential Freehold (Detached)

$410000.0

Price drop by 6.8%

3 Beds
1 Baths
700-1100 sq-ft

Looking for a true summer cottage escape? This three bedroom seasonal, full insulated cottage presents a fantastic opportunity to own an affordable re

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1056 Ewart Street, Simcoe, ON , MLS #N13233328 , Image - 1

1056 Ewart Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13233328

Residential Freehold (Detached)

$300000.0

Price drop by 14.3%

2 Beds
1 Baths
< 700 sq-ft

GOLDEN OPPORTUNITY! Charming 2-Bedroom Cottage in the waterfront community of Belle Ewart! Welcome to 1056 Ewart Street, a cozy 2-bedroom cottage nest

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336 Forest Avenue N, Simcoe, ON , MLS #S13742100 , Image - 1

336 Forest Avenue N Orillia, Simcoe, ON MLS® S13742100

Residential Freehold (Detached)

$499000.0

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

Great quiet location close to Lake Couchiching. Large 4 level side split with over 2100 square feet above grade with 3 plus 2 bedrooms. 2 decks of bac

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16 Indiana Avenue, Simcoe, ON , MLS #S13089434 , Image - 1

16 Indiana Avenue Wasaga Beach, Simcoe, ON MLS® S13089434

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to easy, low-maintenance living in this vibrant adult lifestyle community for those aged 55 and over. Residents enjoy an active and social at

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39 Grove Street W, Simcoe, ON , MLS #S13730000 , Image - 1

39 Grove Street W Queen's Park, Barrie, Simcoe, ON MLS® S13730000

Residential Freehold (Detached)

$499900.0

2 +0 Beds
1 Baths
1100-1500 sq-ft

Traditional 1220 sq.ft. century home on a 84' x 140' mature treed lot with great zoning potential for future development in a prime central Barrie loc

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166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$359000.0

Price drop by 28.1%

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

Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just

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85 Maple Avenue, Simcoe, ON , MLS #S13726180 , Image - 1

85 Maple Avenue City Centre, Barrie, Simcoe, ON MLS® S13726180

Residential Freehold (Detached)

$475000.0

Price drop by 99.9%

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

Welcome to an exciting opportunity in the heart of Barrie City Centre! This detached concrete bungalow features 2+1 bedrooms and 2 full bathrooms, off

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13 Hawthorne Drive, Simcoe, ON , MLS #N13414084 , Image - 1

13 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13414084

Residential Freehold (Detached)

$229000.0

Price drop by 4.5%

2 Beds
1 Baths
700-1100 sq-ft

Private, peaceful, and move-in ready, this charming bungalow is tucked away from road traffic in the highly sought-after 50+ community of Sandy Cove A

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8 Kenora Trail, Simcoe, ON , MLS #S13714298 , Image - 1

8 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S13714298

Residential Freehold (Detached)

$199900.0

2 Beds
1 Baths
< 700 sq-ft

This immaculate Northlander Cottager Reflection at 8 Kenora Trail in Wasaga CountryLife Resort offers a beautifully maintained 3-bedroom, 1-bath layou

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3410 Beachview Avenue, Simcoe, ON , MLS #S13730254 , Image - 1

3410 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S13730254

Residential Freehold (Detached)

$299000.0

1 Beds
1 Baths
< 700 sq-ft

3410 Beachview Avenue is a newly renovated property located in the charming cottage community of Cumberland Beach, just steps from the shores of Lake

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794097 124 Grey Road, Simcoe, ON , MLS #S13715586 , Image - 1

794097 124 Grey Road Singhampton, Clearview, Simcoe, ON MLS® S13715586

Residential Freehold (Detached)

$499000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this beautifully upgraded home in the heart of Singhampton, where convenience meets four-season outdoor adventure. This 3-bedroom, 2-bathro

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24 Poplar Drive, Simcoe, ON , MLS #S13478192 , Image - 1

24 Poplar Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13478192

Residential Freehold (Detached)

$419900.0

Price drop by 2.3%

3 Beds
1 Baths
700-1100 sq-ft

Discover the timeless charm of Georgian Bay year round cottage living! This classic 3-bedroom cottage offers the perfect family retreat, with deeded a

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3433 Beachview Avenue, Simcoe, ON , MLS #S13660826 , Image - 1

3433 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S13660826

Residential Freehold (Detached)

$455000.0

Price drop by 2.2%

2 Beds
1 Baths
700-1100 sq-ft

Freshly refurbished bungalow perfect for a couple starting out or retiring who are looking for a garage, outdoor space and a cottage-sized, move in co

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465 William Street, Simcoe, ON , MLS #S13728444 , Image - 1

465 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13728444

Residential Freehold (Detached)

$309900.0

4 +0 Beds
1 Baths
1100-1500 sq-ft

Welcome to 465 William Street in Victoria Harbour- a great opportunity for first-time home buyers, investors or those looking to create a space of the

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11401 Highway 12 N/A, Simcoe, ON , MLS #S13562012 , Image - 1

11401 Highway 12 N/A Coldwater, Severn, Simcoe, ON MLS® S13562012

Residential Freehold (Detached)

$380000.0

Price drop by 5.0%

2 Beds
2 Baths
700-1100 sq-ft

Welcome to country living on 1.3 acres! Ideally situated between Orillia and Coldwater, this 2-bedroom, 2-bath home presents an excellent opportunity

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55H Chaucer Crescent, Simcoe, ON , MLS #S13674738 , Image - 1

55H Chaucer Crescent Sunnidale, Barrie, Simcoe, ON MLS® S13674738

Residential Freehold (Detached)

$499999.0

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

This Detached Split-Level Residence Is Perfect For First Time Buyers, Downsizers, Or Savvy Investors. A Functional Multi-Level Layout, Providing The P

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38 Linden Lane, Simcoe, ON , MLS #N13721782 , Image - 1

38 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13721782

Residential Freehold (Detached)

$449900.0

2 Beds
2 Baths
1100-1500 sq-ft

Are you looking to downsize and start living easy and stress-free? This move-in-ready 2-bedroom, 2-bathroom home in Sandy Cove Acres offers comfortabl

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1059 Glen Mhor Crescent, Simcoe, ON , MLS #S13703630 , Image - 1

1059 Glen Mhor Crescent Midland, Simcoe, ON MLS® S13703630

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 1059 Glen Mhor Crescent, a home that offers something buyers are always searching for but rarely find at this price point: space, privacy,

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151 Main Street, Simcoe, ON , MLS #S13719278 , Image - 1

151 Main Street Penetanguishene, Simcoe, ON MLS® S13719278

Residential Freehold (Detached)

$499000.0

3 Beds
2 Baths
1500-2000 sq-ft

HEATED WORKSHOP. POOL. WALK TO EVERYTHING. Here's a combination that's hard to find at this price point! This 3-bedroom, 2-bathroom detached home offe

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4266 Canal Road, Simcoe, ON , MLS #S13700914 , Image - 1

4266 Canal Road Washago, Severn, Simcoe, ON MLS® S13700914

Residential Freehold (Detached)

$245000.0

2 Beds
1 Baths
700-1100 sq-ft

Escape to the water in this charming 2-bedroom, 1-bathroom cottage nestled on lease land in beautiful Washago. Enjoy direct waterfront on the Trent-Se

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1207 Tiny Beaches Road S, Simcoe, ON , MLS #S13723980 , Image - 1

1207 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13723980

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming cottage retreat nestled in the heart of Tiny Beaches Road, just a short stroll from the stunning blue waters of Georgian Bay.

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857 Birchwood Drive, Simcoe, ON , MLS #S13722012 , Image - 1

857 Birchwood Drive Midland, Simcoe, ON MLS® S13722012

Residential Freehold (Detached)

$439900.0

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

SUN-FILLED BUNGALOW LIVING JUST MINUTES FROM MIDLAND'S WATERFRONT! Escape to a peaceful, tree-lined neighbourhood where quiet streets, mature trees, a

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4 Tecumseth Pines Drive, Simcoe, ON , MLS #N13585624 , Image - 1

4 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13585624

Residential Freehold (Detached)

$379000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, one of the GTA's most sought-after land-lease communities, where safety, low-maintenance living, and an active lifestyle c

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14 Butternut Court, Simcoe, ON , MLS #N13470288 , Image - 1

14 Butternut Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13470288

Residential Freehold (Detached)

$398500.0

Price drop by 4.9%

2 Beds
2 Baths
1100-1500 sq-ft

When people consider resizing to the Tecumseth Pines Adult Community, they look at many of the same features, however one that is often given higher c

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5 Tecumseth Pines Drive, Simcoe, ON , MLS #N13635248 , Image - 1

5 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13635248

Residential Freehold (Detached)

$399200.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines - a sought-after active adult landlease community known for its welcoming atmosphere and like-minded residents, where neigh

Detached Houses for Sale in Simcoe Under $500K - P5

Rosehaven Simcoe Woods