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

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1061 2nd Line, Simcoe, ON , MLS #N13682278 , Image - 1

1061 2nd Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13682278

Residential Freehold (Detached)

$499000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming detached cottage-style bungalow offering comfortable, easy-maintenance living in a desirable lakeside community. This 2 bedro

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904 Maplewood Drive N, Simcoe, ON , MLS #N13784990 , Image - 1

904 Maplewood Drive N Alcona, Innisfil, Simcoe, ON MLS® N13784990

Residential Freehold (Detached)

$449000.0

3 Beds
1 Baths
700-1100 sq-ft

An Exceptional Opportunity Near The Lake! Welcome To 904 Maplewood Drive, A Charming Three-Bedroom Detached Bungalow Situated On An Impressive 50 X 16

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28 Harriet Street, Simcoe, ON , MLS #S13576262 , Image - 1

28 Harriet Street Penetanguishene, Simcoe, ON MLS® S13576262

Residential Freehold (Detached)

$349900.0

Price drop by 12.5%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming 3-bedroom bungalow nestled on a generous 49' x 165' lot in the heart of Penetanguishene. This home is an excellent opportunit

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397 William Street, Simcoe, ON , MLS #S13683720 , Image - 1

397 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13683720

Residential Freehold (Detached)

$479000.0

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

Do you have a large family? This classic family home on an impressive sized lot in Victoria Harbour could easily be a 5 bedroom home making it ideal

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9 Ridge Avenue, Simcoe, ON , MLS #S13528118 , Image - 1

9 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13528118

Residential Freehold (Detached)

$365649.0

Price drop by 8.5%

2 Beds
1 Baths
700-1100 sq-ft

Charming & Cozy Two Bedroom Home or Recreational Retreat Just Steps to Sandy Beach on Lake Simcoe Offering Great Boating and Fishing. This Affordable

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87 Bond Street, Simcoe, ON , MLS #S13672502 , Image - 1

87 Bond Street Orillia, Simcoe, ON MLS® S13672502

Residential Freehold (Detached)

$499000.0

Price drop by 3.9%

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

Investors, contractors, handyman and families this property offers plenty of potential on a large lot 60' x 239'. House is a 1 1/2 storey approx 1442

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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)

$449000.0

Price drop by 10.2%

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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1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$427000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw

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79 Albert Street N, Simcoe, ON , MLS #S13781822 , Image - 1

79 Albert Street N Orillia, Simcoe, ON MLS® S13781822

Residential Freehold (Detached)

$499000.0

3 Beds
2 Baths
1100-1500 sq-ft

Beautifully renovated (2026), 3 bedroom, 2 bathroom home ready to move in. Large principle rooms, bright and airy eat-in renovated kitchen with separa

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331 Linwood Avenue, Simcoe, ON , MLS #S13780420 , Image - 1

331 Linwood Avenue Orillia, Simcoe, ON MLS® S13780420

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood in Orillia! Featuring neutral décor throughout, t

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57 Main Street, Simcoe, ON , MLS #N13246000 , Image - 1

57 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13246000

Residential Freehold (Detached)

$398700.0

2 Beds
1 Baths
700-1100 sq-ft

It's all here Folks, The elegant finishes, functional layout & pride of ownership throughout, make this home truly move-in ready. From the moment you

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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)

$399999.0

Price drop by 11.1%

2 Beds
1 Baths
< 700 sq-ft

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

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32 Lorne Avenue, Simcoe, ON , MLS #S13544582 , Image - 1

32 Lorne Avenue Collingwood, Simcoe, ON MLS® S13544582

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Rare opportunity to secure an oversized approximately 66'x132' lot in the heart of Collingwood, where you ca

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337 Colborne Street W, Simcoe, ON , MLS #S13773488 , Image - 1

337 Colborne Street W Orillia, Simcoe, ON MLS® S13773488

Residential Freehold (Detached)

$369500.0

3 Beds
1 Baths
1100-1500 sq-ft

Charming West Ward Opportunity - Perfect for First-Time Buyers or Investors Welcome to this well-loved 3-bedroom, 1-storey home located in Orillia's W

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154 ROBERT Street W, Simcoe, ON , MLS #S13732552 , Image - 1

154 ROBERT Street W Penetanguishene, Simcoe, ON MLS® S13732552

Residential Freehold (Detached)

$449900.0

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

Welcome to this value packed home with many features not found in this price range. This well cared for home is located within walking distance to man

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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)

$430000.0

Price drop by 17.1%

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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6583 Pioneer Village Line, Simcoe, ON , MLS #S13066072 , Image - 1

6583 Pioneer Village Line Rural Ramara, Ramara, Simcoe, ON MLS® S13066072

Residential Freehold (Detached)

$399500.0

3 Beds
1 Baths
700-1100 sq-ft

Perfect reno opportunity for a team of trades or couple. Great bones ..some roof repair needed. All furniture will stay except bedding and person

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44 Sanford Street, Simcoe, ON , MLS #S13578096 , Image - 1

44 Sanford Street Sanford, Barrie, Simcoe, ON MLS® S13578096

Residential Freehold (Detached)

$496900.0

Price drop by 2.5%

3 Beds
2 Baths
700-1100 sq-ft

Perfectly situated just steps from the beach and shops in the heart of Barrie, this property sits on a spacious lot approximately 66 x 165 ft. The pro

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320 Scott Street, Simcoe, ON , MLS #S13772898 , Image - 1

320 Scott Street Midland, Simcoe, ON MLS® S13772898

Residential Freehold (Detached)

$495000.0

3 Beds
1 Baths
700-1100 sq-ft

This well-kept 3-bedroom, 1-bathroom all-brick backsplit offers a great family-friendly layout in a central Midland location. The main level features

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26 Dundee Drive, Simcoe, ON , MLS #S13561972 , Image - 1

26 Dundee Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13561972

Residential Freehold (Detached)

$395000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this solid all-brick raised bungalow with attached garage, ideally located in a highly sought-after neighbourhood just a short walk to the

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134 Sunnidale Road, Simcoe, ON , MLS #S13773138 , Image - 1

134 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13773138

Residential Freehold (Detached)

$399900.0

1 Beds
1 Baths
700-1100 sq-ft

Charming Cottage-Style Getaway with Development Potential! This delightful cottage-style retreat is ideally located within walking distance to the sou

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345 East Street, Simcoe, ON , MLS #S13696788 , Image - 1

345 East Street Orillia, Simcoe, ON MLS® S13696788

Residential Freehold (Detached)

$424000.0

Price drop by 3.4%

2 Beds
1 Baths
700-1100 sq-ft

A detached home in an established Orillia neighbourhood, offered under $450,000. A rare entry point into the market at this price, with room to add yo

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66 Linden Lane, Simcoe, ON , MLS #N13772084 , Image - 1

66 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13772084

Residential Freehold (Detached)

$218888.0

2 Beds
1 Baths
700-1100 sq-ft

Priced to SELL! Fast Closing Available! This upgraded 2-bedroom, 1-bath 'Sandalwood' model in *Sandycove Acres* offers turnkey retirement living with

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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)

$457900.0

Price drop by 4.6%

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

This newly renovated move-in ready home is a gem and ready to make it your own. Set on a large lot with a double detached garage that has heat and hy

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680 Ontario Street, Simcoe, ON , MLS #S13602160 , Image - 1

680 Ontario Street Midland, Simcoe, ON MLS® S13602160

Residential Freehold (Detached)

$465000.0

Price drop by 2.1%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to the heart of Midland! Situated on an impressive lot 104 ft x 50 ft (double lot frontage), this beautifully updated home offers exceptional

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8 Shaw Street, Simcoe, ON , MLS #S13523534 , Image - 1

8 Shaw Street Wasaga Beach, Simcoe, ON MLS® S13523534

Residential Freehold (Detached)

$209900.0

Price drop by 12.2%

2 Beds
1 Baths
700-1100 sq-ft

8 Shaw Street offers an exceptional opportunity for an easy, affordable, active retirement within the vibrant 55+, Hometown Park, land lease community

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11 Hawthorne Drive, Simcoe, ON , MLS #N13681476 , Image - 1

11 Hawthorne Drive Alcona, Innisfil, Simcoe, ON MLS® N13681476

Residential Freehold (Detached)

$219000.0

Price drop by 2.7%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Sandycove Acres, a sought-after Parkbridge adult lifestyle land lease community!This well-maintained 2bedroom, 1-bath bungalow offers comfo

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515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0

2 Beds
1 Baths
700-1100 sq-ft

Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde

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198 Limestone Road, Simcoe, ON , MLS #S13765156 , Image - 1

198 Limestone Road Rural Tay, Tay, Simcoe, ON MLS® S13765156

Residential Freehold (Detached)

$425000.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to this inviting home in Tay Township, ideally located close to Patterson Park, Paradise Point Marina and the Trans Canada Trail. The main lev

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328 Lafontaine Road W, Simcoe, ON , MLS #S13695640 , Image - 1

328 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S13695640

Residential Freehold (Detached)

$345000.0

Price drop by 8.0%

3 Beds
2 Baths
1500-2000 sq-ft

Step back in time with this historic log home, believed to be one of Lafontaine's original homes dating to the mid-1800's. Set on a generous 80ft x 20

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

Rosehaven Simcoe Woods