minPriceVal

maxPriceVal

minSize

maxSize

Detached Houses Under $500K for Sale in Simcoe, ON

Showing results 1 - 30 of 123

Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $500K in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $500K in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.

Last Updated: July 14, 2025

10 Photos

1790 St Johns Road, Simcoe, ON , MLS #N12282925 , Image - 1

1790 St Johns Road Alcona, Innisfil, Simcoe, ON MLS® N12282925

Residential Freehold (Detached)

$475000.0

4 Beds
5 Baths
3500-5000 sq-ft

Opportunity Knocks! This Proposed 4,300sqft 2-Storey Detached 3-Car Garage is ideal for Builders, Investors & Individuals looking to build that Dream

27 Photos

115 Sandhill Crane Drive, Simcoe, ON , MLS #S12282827 , Image - 1

115 Sandhill Crane Drive Wasaga Beach, Simcoe, ON MLS® S12282827

Residential Freehold (Detached)

$499000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to Georgian Sands! A very rare model of a detached house in this new subdivision! This spacious home offers 3 bedrooms plus Den, 3 bathrooms,

42 Photos

46 LAKESHORE Road, Simcoe, ON , MLS #S12147632 , Image - 1

46 LAKESHORE Road Midland, Simcoe, ON MLS® S12147632

Residential Freehold (Detached)

$259900.0

Price drop by 7.1%

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

This Waterfront Supreme Cottager Classic Modular Cottage features 2-bedroom, 1-bathroom and is the ideal space to relax and reconnect with nature. The

31 Photos

3306 Knight Avenue, Simcoe, ON , MLS #S12280102 , Image - 1

3306 Knight Avenue West Shore, Severn, Simcoe, ON MLS® S12280102

Residential Freehold (Detached)

$459900.0

1 +1 Beds
1 Baths
< 700 sq-ft

With summer around the corner this raised bungalow is steps away from beautiful Lake Couchiching. This home is ideal for first time buyers, empty nes

29 Photos

95 Fox Street, Simcoe, ON , MLS #S12278627 , Image - 1

95 Fox Street Penetanguishene, Simcoe, ON MLS® S12278627

Residential Freehold (Detached)

$474900.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming 3-bedroom, 2-bathroom family home nestled in the heart of Penetang. Thoughtfully maintained and ready for its next chapter, t

26 Photos

3 Yew Court, Simcoe, ON , MLS #N12136806 , Image - 1

3 Yew Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12136806

Residential Freehold (Detached)

$298000.0

Price drop by 13.6%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Sandycove Acres, an adult Lifestyle Community with 2 heated salt water pools, 3 Rec Halls, walking trail, quite a number of clubs and activ

24 Photos

21 Hawthorne Drive, Simcoe, ON , MLS #N12277398 , Image - 1

21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12277398

Residential Freehold (Detached)

$345999.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Before even stepping inside you'll notice the beautiful new awning windows (2024) and updated vinyl siding (

22 Photos

25 Victory Crescent, Simcoe, ON , MLS #S12141756 , Image - 1

25 Victory Crescent Penetanguishene, Simcoe, ON MLS® S12141756

Residential Freehold (Detached)

$399900.0

Price drop by 15.8%

2 Beds
1 Baths
700-1100 sq-ft

Charming 2-bedroom bungalow offering the ease of one-floor living in a prime Penetanguishene location! Step into a bright, open-concept living space f

14 Photos

487 Nottingham Street, Simcoe, ON , MLS #S12273912 , Image - 1

487 Nottingham Street Port McNicoll, Tay, Simcoe, ON MLS® S12273912

Residential Freehold (Detached)

$499900.0

4 Beds
2 Baths
700-1100 sq-ft

Welcome to 487 Nottingham in beautiful Port McNicoll. This charming 4-bedroom, 2-bathroom family home sits on a spacious oversized lot, perfect for bo

19 Photos

31 Lake Avenue, Simcoe, ON , MLS #S12270833 , Image - 1

31 Lake Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S12270833

Residential Freehold (Detached)

$498000.0

2 Beds
1 Baths
700-1100 sq-ft

Discover the cheapest year-round waterfront cottage in Lagoon City priced like a 1-bedroom condo! Just 90 minutes from the GTA, this fully winterized

12 Photos

266 Barnett Avenue, Simcoe, ON , MLS #S12149915 , Image - 1

266 Barnett Avenue Midland, Simcoe, ON MLS® S12149915

Residential Freehold (Detached)

$429000.0

Price drop by 14.0%

2 Beds
1 Baths
700-1100 sq-ft

A 2 Bedroom cutie that needs no work. Hard to find. Just move in. The Lot is pretty as a picture and can accommodate all the toys or there is potentia

1 Photos

333 Ouida Street Waubaushene, Tay, Simcoe, ON MLS® S12130321

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
700-1100 sq-ft

Looking for your next value-add opportunity? This solid bungalow in Waubaushene has good bones and upside. Whether you're a first time buyer, flipper,

13 Photos

135 Jephson Street, Simcoe, ON , MLS #S12182168 , Image - 1

135 Jephson Street Victoria Harbour, Tay, Simcoe, ON MLS® S12182168

Residential Freehold (Detached)

$480000.0

Price drop by 17.2%

4 Beds
2 Baths
2000-2500 sq-ft

Step Back in Time at 135 Jephson Street: A Victoria Harbour Gem Discover a unique piece of Victoria Harbour's rich history with this charming residenc

10 Photos

760 Second Avenue, Simcoe, ON , MLS #S12272452 , Image - 1

760 Second Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12272452

Residential Freehold (Detached)

$249900.0

1 Beds
1 Baths
< 700 sq-ft

Attention investors and renovators! HST included in the purchase price! Just steps from Georgian Bay and scenic trails, this property includes a small

26 Photos

659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0

Price drop by 3.0%

2 Beds
1 Baths
700-1100 sq-ft

This well-maintained 2-bedroom, 1-bath bungalow is move-in ready and perfectly suited for first-time buyers, down-sizers, or anyone looking for a low-

25 Photos

328 Little Avenue, Simcoe, ON , MLS #S12211217 , Image - 1

328 Little Avenue Painswick North, Barrie, Simcoe, ON MLS® S12211217

Residential Freehold (Detached)

$499900.0

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

NEWLY RENOVATED THREE-BEDROOM BUNGALOW WITH ONE KITCHEN AND ONE WASHROOM. PERFECT FOR A SMALL FAMILY. THIS PROPERTY IS ALSO GREAT FOR INVESTORS OR A B

31 Photos

111 Fox Street, Simcoe, ON , MLS #S12175601 , Image - 1

111 Fox Street Penetanguishene, Simcoe, ON MLS® S12175601

Residential Freehold (Detached)

$479900.0

Price drop by 8.6%

3 +0 Beds
1 Baths
1100-1500 sq-ft

Right Price to Sell !!!! Experience the best of both worlds, a countryside feel within town limits, complete with all municipal services on a Generous

18 Photos

304 Old Mosley Street, Simcoe, ON , MLS #S12271506 , Image - 1

304 Old Mosley Street Wasaga Beach, Simcoe, ON MLS® S12271506

Residential Freehold (Detached)

$449900.0

3 Beds
1 Baths
1100-1500 sq-ft

SUN, SAND & ENDLESS POSSIBILITIES AT THIS COZY BUNGALOW JUST STEPS FROM THE BEACH! Imagine starting your day with a barefoot stroll to the sandy shore

36 Photos

231 Oxford Street, Simcoe, ON , MLS #S12270800 , Image - 1

Unit-11, 231 Oxford Street Orillia, Simcoe, ON MLS® S12270800

Residential Condo & Other (Detached Condo)

$499900.0

3 +1 Beds
1 Baths
900-999 sq-ft

Ideal Starter or Retirement Home Just Steps from the Lake! This charming two-bedroom bungalow offers over 1,700 sq. ft. of thoughtfully designed livin

27 Photos

10 Simcoe Road, Simcoe, ON , MLS #S12248763 , Image - 1

10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12248763

Residential Freehold (Detached)

$475000.0

1 +0 Beds
1 Baths
< 700 sq-ft

Nestled on a quiet cul-de-sac in a peaceful waterfront community, this cozy 1-bedroom cottage offers the perfect summer escape. Whether you're looking

39 Photos

11 Talsi Road, Simcoe, ON , MLS #N12097394 , Image - 1

11 Talsi Road Rural Essa, Essa, Simcoe, ON MLS® N12097394

Residential Freehold (Detached)

$292000.0

Price drop by 7.3%

3 Beds
1 Baths
700-1100 sq-ft

Attention outdoors men and women! This riverfront, fully furnished 3-bedroom, 1-bathroom, 3 Viceroy Cedar Cottage offers the perfect private retreat,

21 Photos

236 Front Street S, Simcoe, ON , MLS #S12193616 , Image - 1

236 Front Street S Orillia, Simcoe, ON MLS® S12193616

Residential Freehold (Detached)

$365000.0

Price drop by 8.5%

3 Beds
1 Baths
1100-1500 sq-ft

Affordable 3-bedroom home with Spacious rooms. Eat in kitchen with access to back deck from laundry room located right off the kitchen. Covered front

22 Photos

1997 ST. PAUL Road, Simcoe, ON , MLS #N12228134 , Image - 1

1997 ST. PAUL Road Alcona, Innisfil, Simcoe, ON MLS® N12228134

Residential Freehold (Detached)

$498888.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to your future home! Handy men special Fixer-Upper, 3 bdr. bungalow on 75 x 215 ft Lot, save on your building permit on new home. This bungalo

50 Photos

48 Madawaska Trail, Simcoe, ON , MLS #S12106775 , Image - 1

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12106775

Residential Freehold (Detached)

$475000.0

Price drop by 4.0%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. Were located in

25 Photos

97 Pennsylvania Avenue, Simcoe, ON , MLS #S12210872 , Image - 1

97 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12210872

Residential Freehold (Detached)

$449900.0

Price drop by 9.8%

2 Beds
2 Baths
1100-1500 sq-ft

Well cared for cozy carefree living in this one level bungalow with oversized, dry-walled & insulated attached garage with inside entry to main level

14 Photos

55 Fifth Street, Simcoe, ON , MLS #S12235701 , Image - 1

55 Fifth Street Midland, Simcoe, ON MLS® S12235701

Residential Freehold (Detached)

$459900.0

4 Beds
1 Baths
1100-1500 sq-ft

Step into homeownership with this charming 4-bedroom detached home, nestled on a deep 50x200 ft lot right in the heart of Midland. If you're looking f

37 Photos

23 Maria Street, Simcoe, ON , MLS #S12042245 , Image - 1

23 Maria Street Penetanguishene, Simcoe, ON MLS® S12042245

Residential Freehold (Detached)

$499777.0

3 Beds
1 Baths
1100-1500 sq-ft

Affordable Home in a Great Location! Calling all first-time home buyers and investors! This charming 3-bedroom home is a fantastic opportunity to get

27 Photos

2678 25th Side Road, Simcoe, ON , MLS #N12171168 , Image - 1

2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12171168

Residential Freehold (Detached)

$499999.0

Price drop by 2.9%

1 Beds
1 Baths
700-1100 sq-ft

A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe

45 Photos

26 Cabin Crescent, Simcoe, ON , MLS #S12250556 , Image - 1

26 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S12250556

Residential Freehold (Detached)

$399000.0

2 Beds
1 Baths
700-1100 sq-ft

Discover the perfect blend of tranquillity and resort-style living at this lovely waterfront cabin in the heart of Wasaga Country Life Resort. Ideal f

19 Photos

223 Lindsay Street, Simcoe, ON , MLS #S12262788 , Image - 1

223 Lindsay Street Midland, Simcoe, ON MLS® S12262788

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
700-1100 sq-ft

Full of character and modern upgrades, this 1890s home sits on a quiet street surrounded by great neighbours. Featuring 2 bedrooms, an oversized kitch

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Detached Houses Under $500K for Sale in Simcoe, ON

Municipalities in Simcoe

Top Communities in Simcoe

Property Types Available in Simcoe

Bedroom Types Available in Simcoe

Properties By Budget in Simcoe

Top Neighbourhood in Simcoe