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

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3184 Mosley Street, Simcoe, ON , MLS #S13530924 , Image - 1

3184 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13530924

Residential Freehold (Detached)

$499900.0

Price drop by 16.3%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 3184 Mosley Street in beautiful Wasaga Beach! Ideally located on the beach side of Mosley Street, this charming bungalow offers easy access

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2865 Severn River N/A, Simcoe, ON , MLS #S13604700 , Image - 1

2865 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13604700

Residential Freehold (Detached)

$499000.0

6 Beds
3 Baths
1500-2000 sq-ft

SEVERN RIVER - BOAT ACCESS ONLY - If These Walls Could Talk...They would Tell The Story of The Severn River. Approximately Three-Quarters of The Main

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292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0

Price drop by 8.4%

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

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers

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1654 Viking Marina Road, Simcoe, ON , MLS #S13582598 , Image - 1

1654 Viking Marina Road Fesserton, Severn, Simcoe, ON MLS® S13582598

Residential Freehold (Detached)

$435000.0

Price drop by 3.3%

2 Beds
1 Baths
< 700 sq-ft

Welcome to this fully finished 2-bedroom, 1-bathroom home on the shores of beautiful Matchedash Bay. Inside, you'll find a comfortable, inviting home

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19 White Pines Trail, Simcoe, ON , MLS #S13629300 , Image - 1

19 White Pines Trail Wasaga Beach, Simcoe, ON MLS® S13629300

Residential Freehold (Detached)

$164900.0

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLERS HAVE INCLUDED PARK FEES FOR 2026 - Move in and enjoy! Welcome to your perfect seasonal getaway in the highly sought-after Countrylif

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8240 93 Highway, Simcoe, ON , MLS #S13507240 , Image - 1

8240 93 Highway Wyebridge, Tiny, Simcoe, ON MLS® S13507240

Residential Freehold (Detached)

$469900.0

Price drop by 6.0%

3 Beds
1 Baths
1100-1500 sq-ft

Are you looking for a home with the potential to build equity? This charming 3-bedroom, 1-bath all-brick home with walk out unfinished basement is 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)

$399999.0

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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38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$259000.0

2 Beds
1 Baths
700-1100 sq-ft

Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit

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36 Weeping Willow Drive, Simcoe, ON , MLS #N13628098 , Image - 1

36 Weeping Willow Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13628098

Residential Freehold (Detached)

$239500.0

2 Beds
2 Baths
700-1100 sq-ft

Retirement living in Sandycove Acres. Pride of ownership, beautifully maintained with neutral colors this 2 bedroom, 2 bath with extra Shower. Main

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22 Balsam Street, Simcoe, ON , MLS #S13464114 , Image - 1

22 Balsam Street Rural Tiny, Tiny, Simcoe, ON MLS® S13464114

Residential Freehold (Detached)

$499900.0

3 Beds
1 Baths
1100-1500 sq-ft

Discover the perfect harmony of privacy and convenience at 22 Balsam St. This isn't just a home; it's a lifestyle retreat. Positioned with a serene, w

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366 TALBOT Street Port McNicoll, Tay, Simcoe, ON MLS® S13479340

Residential Freehold (Detached)

$139900.0

Price drop by 6.7%

3 Beds
1 Baths
700-1100 sq-ft

366 Talbot St is being offered strictly AS IS, WHERE IS, presenting an opportunity for buyers,renovators, and investors to unlock its potential. Locat

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365 Robins Point Road, Simcoe, ON , MLS #S13626064 , Image - 1

365 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13626064

Residential Freehold (Detached)

$474900.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Property: Unlock the incredible potential of this expansive 146'x170' lot in the heart of Victoria Harbour. This uniq

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14 Wolfe Street, Simcoe, ON , MLS #S13020104 , Image - 1

14 Wolfe Street Penetanguishene, Simcoe, ON MLS® S13020104

Residential Freehold (Detached)

$439900.0

Price drop by 12.0%

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming bungalow in the heart of Penetanguishene! Offering 3 bedrooms and full bath on the main floor, this well-laid-out home is per

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232 Shannon Street, Simcoe, ON , MLS #S13511228 , Image - 1

232 Shannon Street Orillia, Simcoe, ON MLS® S13511228

Residential Freehold (Detached)

$472500.0

Price drop by 5.5%

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

Opportunity awaits at 232 Shannon Street in Orillia. This raised bungalow offers a practical layout with 2 bedrooms on the main level, 1 additional be

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397 William Street, Simcoe, ON , MLS #S13062322 , Image - 1

397 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13062322

Residential Freehold (Detached)

$499900.0

Price drop by 5.7%

3 +0 Beds
3 Baths
1500-2000 sq-ft

This is the perfect opportunity to put your personal touches on this classic family home on an impressive sized lot in Victoria Harbour. The main flo

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256 Manly Street, Simcoe, ON , MLS #S13456666 , Image - 1

256 Manly Street Midland, Simcoe, ON MLS® S13456666

Residential Freehold (Detached)

$349900.0

Price drop by 5.4%

3 Beds
2 Baths
1500-2000 sq-ft

Century home opportunity in the heart of Midland! This character-filled 3 bedroom home offers a 4-piece bathroom plus an additional 1-piece bath, spac

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317 Wardell Street, Simcoe, ON , MLS #S13619686 , Image - 1

317 Wardell Street Port McNicoll, Tay, Simcoe, ON MLS® S13619686

Residential Freehold (Detached)

$479900.0

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

This newly renovated move-in ready home is a gem, set on a large lot with a double detached garage that has heat and hydro offering added workshop, ho

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430 Gill Street, Simcoe, ON , MLS #S13620104 , Image - 1

430 Gill Street Orillia, Simcoe, ON MLS® S13620104

Residential Freehold (Detached)

$419900.0

1 Beds
1 Baths
700-1100 sq-ft

Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value

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101 Linden Lane, Simcoe, ON , MLS #N13500744 , Image - 1

101 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13500744

Residential Freehold (Detached)

$239900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to the sought-after Sandy Cove retirement community, an adult lifestyle neighborhood for residents 55+! This charming 2-bedroom, 1-bath Sandal

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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)

$239900.0

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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408 Regent Street, Simcoe, ON , MLS #S13142828 , Image - 1

408 Regent Street Orillia, Simcoe, ON MLS® S13142828

Residential Freehold (Detached)

$475000.0

Price drop by 4.8%

3 Beds
2 Baths
1500-2000 sq-ft

AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached

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243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$325000.0

Price drop by 13.3%

2 Beds
1 Baths
700-1100 sq-ft

Price Just Reduced. Motivated Seller! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' lot. Nestled o

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1435 Fox Road, Simcoe, ON , MLS #S13588732 , Image - 1

1435 Fox Road Rural Severn, Severn, Simcoe, ON MLS® S13588732

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
1100-1500 sq-ft

PRIVATE LANDLEASE BUNGALOW IN SILVERCREEK ESTATES WITH THOUGHTFUL UPDATES, A HEATED DETACHED DOUBLE CAR GARAGE & FINISHED BONUS SPACE! At the end of a

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60 Church Street, Simcoe, ON , MLS #S13571092 , Image - 1

60 Church Street Penetanguishene, Simcoe, ON MLS® S13571092

Residential Freehold (Detached)

$349000.0

2 Beds
2 Baths
1500-2000 sq-ft

Warm, Inviting & Opportunity-Focused. Full of history and potential, this century-old 2-bedroom storey-and-a-half home is ready for someone with crea

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3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13422752

Residential Freehold (Detached)

Price On Request

5 +2 Beds
4 Baths
3000-3500 sq-ft

Discover an exceptional opportunity to acquire 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally positioned

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369 Queen Street, Simcoe, ON , MLS #S13560212 , Image - 1

369 Queen Street Midland, Simcoe, ON MLS® S13560212

Residential Freehold (Detached)

$349900.0

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

This one is personal. This was my grandma's house-the place I grew up visiting for homemade apple pies, her home cooking and more family memories than

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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

Detached Houses for Sale in Simcoe Under $500K - P2

Rosehaven Simcoe Woods