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

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194 Mississaga Street W, Simcoe, ON , MLS #S13620420 , Image - 1

194 Mississaga Street W Orillia, Simcoe, ON MLS® S13620420

Residential Freehold (Detached)

$299900.0

4 Beds
2 Baths
1100-1500 sq-ft

HIGH-VISIBILITY ORILLIA PROPERTY WITH HC2 ZONING, MULTI-USE POTENTIAL & SOLDIERS' MEMORIAL HOSPITAL ACROSS THE STREET! Bring your contractor, pull out

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76 McKenzie Street, Simcoe, ON , MLS #S13056760 , Image - 1

76 McKenzie Street Orillia, Simcoe, ON MLS® S13056760

Residential Freehold (Detached)

$469900.0

Price drop by 1.1%

4 Beds
2 Baths
1100-1500 sq-ft

This Charming 1-storey home offers a Wonderful Blend of Character, space, and versatility with over 1,350 square feet of finished living area. A lov

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972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1

972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$499000.0

Price drop by 3.9%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet

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239 Front Street S, Simcoe, ON , MLS #S13619760 , Image - 1

239 Front Street S Orillia, Simcoe, ON MLS® S13619760

Residential Freehold (Detached)

$399000.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Affordable Turnkey Detached Home In Orillia! This beautifully updated 2 bedroom 1 bathroom home is perfectly suited for first-time buyers, working pro

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32 Tiny Beaches Road N, Simcoe, ON , MLS #S13616866 , Image - 1

32 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13616866

Residential Freehold (Detached)

$490000.0

2 Beds
1 Baths
1100-1500 sq-ft

BANK APPRAISED AT $650,000 (July 2025). OFFERED AT $490,000 FOR IMMEDIATE CLOSING. FULLY FURNISHED INSIDE AND OUT. A rare opportunity less than 400 fe

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8 Conc 5 Road W, Simcoe, ON , MLS #S13615484 , Image - 1

8 Conc 5 Road W Wyevale, Tiny, Simcoe, ON MLS® S13615484

Residential Freehold (Detached)

$419000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome home to 8 Concession Road 5 West, perfectly situated right in the heart of the welcoming community of Wyevale! This 3-bedroom residence offers

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10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S13611936 , Image - 1

10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S13611936

Residential Freehold (Detached)

$499900.0

4 Beds
1 Baths
700-1100 sq-ft

Welcome to the kind of cottage where family traditions begin and are passed down for generations. A place where mornings start with coffee on the deck

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10 Allen Drive N, Simcoe, ON , MLS #S13528674 , Image - 1

10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S13528674

Residential Freehold (Detached)

$389900.0

Price drop by 2.5%

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 10 Allen Drive North, a beautifully updated bungalow in Hometown, one of Wasaga Beach's most desirable 55+ Parkbridge communities. This bri

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327 Tiny Beaches Road N, Simcoe, ON , MLS #S13467164 , Image - 1

327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13467164

Residential Freehold (Detached)

$225000.0

< 700 sq-ft

Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s

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178 Church Street, Simcoe, ON , MLS #S13446382 , Image - 1

178 Church Street Penetanguishene, Simcoe, ON MLS® S13446382

Residential Freehold (Detached)

$499900.0

Price drop by 5.7%

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming and versatile home nestled on a quiet street in Penetanguishene. Offering two bedrooms and a full bathroom on the second leve

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3427 Coronation Avenue, Simcoe, ON , MLS #S13232378 , Image - 1

3427 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13232378

Residential Freehold (Detached)

$345000.0

2 +0 Beds
1 Baths
< 700 sq-ft

What a wonderful opportunity for first time home buyers or investors. This two-bedroom, one-bath bungalow with a large fenced yard is within walking d

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3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067696 , Image - 1

Unit-51, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S13067696

Residential Freehold (Detached)

$219900.0

Price drop by 18.5%

2 Beds
1 Baths
700-1100 sq-ft

Summer Special $95,879 in savings off of Spring pricing of $315,775.Limited time promotion for August. Nestled along the serene shores of Southern Ge

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310 Tiny Beaches Road S, Simcoe, ON , MLS #S12966378 , Image - 1

310 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12966378

Residential Freehold (Detached)

$499990.0

Price drop by 3.8%

2 Beds
1 Baths
700-1100 sq-ft

A Four-Season Retreat Steps to the Sandy Shores of Georgian Bay. This cozy well-maintained home offers the perfect blend of comfort, location, and lif

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449 Irwin Street, Simcoe, ON , MLS #S13588938 , Image - 1

449 Irwin Street Midland, Simcoe, ON MLS® S13588938

Residential Freehold (Detached)

$479900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this well-loved 3-bedroom, 1-bathroom home offering comfort, convenience, and plenty of potential! Featuring a breezeway, which attaches to

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85 Hawthorne Drive, Simcoe, ON , MLS #N13617332 , Image - 1

85 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13617332

Residential Freehold (Detached)

$269000.0

2 Beds
2 Baths
1100-1500 sq-ft

MOTIVATED SELLER! YOUR GOLDEN YEARS START HERE - UPDATED & WELL-MAINTAINED BUNGALOW STEPS FROM DAILY CONVENIENCES! Get ready to fall in love with peac

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1737 St. John's Road, Simcoe, ON , MLS #N13581190 , Image - 1

1737 St. John's Road Alcona, Innisfil, Simcoe, ON MLS® N13581190

Residential Freehold (Detached)

$399000.0

3 Beds
1 Baths
700-1100 sq-ft

Steps to Lake Simcoe build your dream home or renovate the existing Bungalow on a private lot. Overlooks Play park and Baseball Diamond. Live the co

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124 MARY Street, Simcoe, ON , MLS #S13591868 , Image - 1

124 MARY Street Orillia, Simcoe, ON MLS® S13591868

Residential Freehold (Detached)

$449900.0

Price drop by 4.3%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming bungalow, ideally located in an established neighbourhood just minutes from downtown Orillia, parks, shopping, restaurants, s

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4238 Concession 2 Concession, Simcoe, ON , MLS #S13111726 , Image - 1

4238 Concession 2 Concession Rural Clearview, Clearview, Simcoe, ON MLS® S13111726

Residential Freehold (Detached)

$499000.0

Price drop by 16.7%

3 Beds
1 Baths
1100-1500 sq-ft

Rare 80-Acre Retreat in New Lowell - Limitless Potential! Escape the noise and embrace total privacy with this expansive 80-acre property in the heart

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1840 Island Road, Simcoe, ON , MLS #S13141624 , Image - 1

1840 Island Road Rural Severn, Severn, Simcoe, ON MLS® S13141624

Residential Freehold (Detached)

$319999.0

Price drop by 8.6%

1 Beds
1 Baths
700-1100 sq-ft

Nestled on 1.53 private acres in beautiful Severn Township, this charming 1 bedroom, 1 bathroom home is the perfect escape for first-time buyers, inve

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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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712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$448000.0

1 Beds
700-1100 sq-ft

Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,

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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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808 Oxbow Park Drive, Simcoe, ON , MLS #S13612336 , Image - 1

808 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13612336

Residential Freehold (Detached)

$499900.0

2 Beds
1 Baths
700-1100 sq-ft

Discover the potential of this rare waterfront property on approximately 0.6 acres along the scenic Nottawasaga River in Wasaga Beach. Offering a peac

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60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0

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

BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea

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418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0

Price drop by 15.3%

7 +1 Beds
3 Baths
2500-3000 sq-ft

Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.

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354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0

Price drop by 16.7%

5 Beds
2 Baths
1500-2000 sq-ft

Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,

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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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15 Carruthers Street S, Simcoe, ON , MLS #S12934442 , Image - 1

15 Carruthers Street S Wasaga Beach, Simcoe, ON MLS® S12934442

Residential Freehold (Detached)

$269900.0

Price drop by 12.9%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this well-maintained 2-bedroom home located in a sought-after adult lifestyle community for those aged 55 and over. Enjoy a relaxed and so

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246 Weir Street, Simcoe, ON , MLS #S13588512 , Image - 1

246 Weir Street Stayner, Clearview, Simcoe, ON MLS® S13588512

Residential Freehold (Detached)

$469000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming bungalow in the heart of Clearview! Situated on a beautiful lot and just walking distance to downtown, shops, restaurants, an

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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)

$429900.0

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

Detached Houses for Sale in Simcoe Under $500K - P3

Rosehaven Simcoe Woods