1093+ Houses for Sale in Simcoe Under $500K

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732 Chestnut Street, Simcoe, ON , MLS #N13437434 , Image - 1

732 Chestnut Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13437434

Residential Freehold (Vacant Land)

$225000.0

Incredible opportunity to build your dream home just steps from Lake Simcoe and the beach on this level and spacious 50 x 150 ft prime building lot. N

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20 Regalia Way, Simcoe, ON , MLS #S13636334 , Image - 1

20 Regalia Way Innis-Shore, Barrie, Simcoe, ON MLS® S13636334

Residential Freehold (Detached)

$499000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to this stunning 4 Bedroom, 3 Washroom home offering over 3,000 sq.ft. of living space on a PREMIUM DEEP LOT of 39.66 x 189.19 ft backing onto

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442 Hume Street, Simcoe, ON , MLS #S13654402 , Image - 1

442 Hume Street Collingwood, Simcoe, ON MLS® S13654402

Residential Freehold (Detached)

$485000.0

1 Beds
1 Baths
1100-1500 sq-ft

Welcome to 442 Hume Street in Collingwood, a charming 1-bedroom, 1-bathroom detached home situated on a large in-town lot with plenty of potential. T

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121 Mary Street, Simcoe, ON , MLS #S13479844 , Image - 1

Unit-314, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13479844

Residential Condo & Other (Condo Apartment)

$439000.0

1 +1 Beds
1 Baths
700-799 sq-ft

1 + Den Suite in The Brix condos equipped with its own private EV charging station, premium indoor parking space, and storage locker!. This bright, be

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505 Thomas Street, Simcoe, ON , MLS #S13667210 , Image - 1

505 Thomas Street Stayner, Clearview, Simcoe, ON MLS® S13667210

Residential Condo & Other (Condo Townhouse)

$424900.0

2 Beds
2 Baths
1000-1199 sq-ft

Beautifully maintained open concept 2 bedroom, 2 bathroom condo townhouse bungaloft on a quiet circle, with one car garage & extra visitor parking. Ne

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3 Lavender Hill Road, Simcoe, ON , MLS #S13667048 , Image - 1

3 Lavender Hill Road Rural Clearview, Clearview, Simcoe, ON MLS® S13667048

Residential Freehold (Vacant Land)

$369000.0

A truly unique opportunity in the heart of Dunedin! Set along the banks of Mill Creek, this picturesque property offers over an acre of serene country

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Lot 34 Riga Road, Simcoe, ON , MLS #N13659618 , Image - 1

Lot 34 Riga Road Rural Essa, Essa, Simcoe, ON MLS® N13659618

Residential Freehold (Detached)

$315000.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to Lot 34 Riga Rd, a unique 2-bedroom, 1-bathroom property tucked into a quiet, privately owned community just outside Alliston. Set on a gene

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21 Hawthorne Drive, Simcoe, ON , MLS #N13638464 , Image - 1

21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13638464

Residential Freehold (Detached)

$239999.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) An upgrade packed home that delivers exceptional value at every turn, even before stepping inside you'll not

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Unit-31, 246 Tupper Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12797214

Residential Condo & Other (Condo Townhouse)

$479999.0

Price drop by 11.1%

3 Beds
2 Baths
1000-1199 sq-ft

Well maintained 3 bedroom, 2 bathroom condo townhome in the heart of Alliston. Walking distance to shopping and schools. Spacious primary bedroom with

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14 Magnolia Lane, Simcoe, ON , MLS #S13655614 , Image - 1

14 Magnolia Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13655614

Residential Condo & Other (Condo Townhouse)

$499000.0

Price drop by 13.2%

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to 14 Magnolia Lane, Barrie! This beautiful three-year-old urban townhouse is located in a great neighborhood, close to shopping, restaurants,

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99 King Street, Simcoe, ON , MLS #N13666450 , Image - 1

99 King Street Angus, Essa, Simcoe, ON MLS® N13666450

Residential Freehold (Detached)

$444900.0

2 Beds
1 Baths
700-1100 sq-ft

Affordable Opportunity in Angus! This charming bungalow built in 1895 is a fantastic option for a first-time buyer, handyman, or contractor looking fo

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24 Laguna Parkway, Simcoe, ON , MLS #S13044850 , Image - 1

Unit-15, 24 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13044850

Residential Condo & Other (Condo Townhouse)

$498000.0

Price drop by 4.0%

3 Beds
4 Baths
1800-1999 sq-ft

Welcome to Leeward Lagoon Villas - your waterfront escape. Enjoy the perfect blend of location, privacy, and stunning water views. Location is key! Fr

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706 Frazer Drive, Simcoe, ON , MLS #S13666286 , Image - 1

706 Frazer Drive Midland, Simcoe, ON MLS® S13666286

Residential Freehold (Link)

$429000.0

2 Beds
1 Baths
700-1100 sq-ft

Fully renovated, move-in ready Bungalow in a quiet, family-friendly Midland neighbourhood! Lovingly renovated in 2026, this charming 2-bedroom, 1-bath

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13 Broadway Avenue, Simcoe, ON , MLS #N13639126 , Image - 1

13 Broadway Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13639126

Residential Freehold (MobileTrailer)

$289900.0

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

Welcome to this nicely located North Park home featuring the popular Tara model with convenient ground-level access and a side entrance located close

Open House : Sun Aug 16, 12:00 PM to 01:30 PM

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1 Paradise Boulevard, Simcoe, ON , MLS #S13423072 , Image - 1

Unit-11, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13423072

Residential Condo & Other (Condo Townhouse)

$390000.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this charming 2-bedroom waterfront townhome, ideally situated in one of the most sought-after locations in Lagoon City. Wake up each mornin

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5 Chef Lane, Simcoe, ON , MLS #S13602242 , Image - 1

Unit-114, 5 Chef Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13602242

Residential Condo & Other (Condo Apartment)

$499900.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to this beautifully maintained 1,300 sq. ft. home featuring a spacious ceramic-tiled foyer and an inviting open-concept layout. The stylish ki

Open House : Sun Aug 16, 10:00 AM to 11:30 AM

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5840 Lowanda Lane, Simcoe, ON , MLS #S13662336 , Image - 1

5840 Lowanda Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13662336

Residential Freehold (Detached)

$399900.0

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

Renovators, Contractors, Project Managers & Country Living Enthusiasts - this one is for you! Here's your chance to finish and customize a 1,131 sq. f

Open House : Sat Aug 15, 09:00 AM to 11:00 AM

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5411 Elliott Side Road, Simcoe, ON , MLS #S13611864 , Image - 1

Unit-15, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13611864

Residential Freehold (MobileTrailer)

$349900.0

2 Beds
2 Baths
1100-1500 sq-ft

Nestled in the quiet adult lifestyle community of Candlelight Village, this well-kept 2-bedroom, 1.5-bath home offers the perfect blend of peaceful co

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55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

Unit-139, 55 Trott Boulevard Collingwood, Simcoe, ON MLS® S13665944

Residential Condo & Other (Condo Townhouse)

$495000.0

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after lo

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100 Dean Avenue, Simcoe, ON , MLS #S13665758 , Image - 1

Unit-105, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13665758

Residential Condo & Other (Condo Apartment)

$419900.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to 100 Dean Ave unit 105 comfortable and bright 1 bedroom, 1 bathroom condo. 9' ceilings, large windows, loads of natural light. Walk-out to a

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412 COUCHICHING POINT Road, Simcoe, ON , MLS #S13582694 , Image - 1

412 COUCHICHING POINT Road Orillia, Simcoe, ON MLS® S13582694

Residential Freehold (Detached)

$499900.0

Price drop by 3.8%

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming home in one of Orillia's most established locations, where lifestyle and convenience come together. Just steps from the shore

Open House : Sat Aug 15, 10:00 AM to 11:30 AM

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80 Horseshoe Boulevard, Simcoe, ON , MLS #S13659946 , Image - 1

Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13659946

Residential Condo & Other (Condo Apartment)

$459999.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B

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15 Cherrywood Lane, Simcoe, ON , MLS #N13664274 , Image - 1

15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13664274

Residential Freehold (Detached)

$395000.0

2 Beds
1 Baths
700-1100 sq-ft

Fully Renovated Low-Maintenance Bungalow With A Private Treed Yard & Stylish Interior! Your jaw might hit the floor the second you walk into this far-

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2894 Hogback Road, Simcoe, ON , MLS #S13637074 , Image - 1

Unit-Site# 409, 2894 Hogback Road Rural Clearview, Clearview, Simcoe, ON MLS® S13637074

Residential Freehold (MobileTrailer)

$42900.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to your seasonal retreat on the water. This 2001 Northlander Chalet is permanently situated on a premium, sought-after water-front lot at the

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27 Peel Street, Simcoe, ON , MLS #S13664216 , Image - 1

27 Peel Street Penetanguishene, Simcoe, ON MLS® S13664216

Residential Freehold (Detached)

$449000.0

3 Beds
1 Baths
1100-1500 sq-ft

Renovated Bungalow on an Oversized Lot in Downtown Penetanguishene! Welcome to this beautifully updated 3-bedroom bungalow, ideally located in the hea

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85 Theme Park Drive, Simcoe, ON , MLS #S13599130 , Image - 1

Unit-82, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13599130

Residential Freehold (MobileTrailer)

$133600.0

Price drop by 4.5%

3 Beds
1 Baths
< 700 sq-ft

Located on one of the largest lots in a seasonal Ontario resort community, this fully furnished, turn-key mobile home offers a blend of updated interi

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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

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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8 Claremont Crescent, Simcoe, ON , MLS #S13633578 , Image - 1

8 Claremont Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13633578

Residential Freehold (MobileTrailer)

$269000.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to a country setting in Fergushill Estates. Close to town with many amenities and several Lakes close by. The convenient Front Entrance throug

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28 Flora Court, Simcoe, ON , MLS #N13574338 , Image - 1

28 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13574338

Residential Freehold (Modular Home)

$223000.0

Price drop by 9.7%

2 Beds
1 Baths
700-1100 sq-ft

Beautiful & Easily Accessible Home In Sandycove Acres! Welcome to 28 Flora Court, a well maintained and easily accessible home nestled in the desirabl

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90 Highland Drive, Simcoe, ON , MLS #S12893774 , Image - 1

Unit-2244/45, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12893774

Residential Condo & Other (Condo Townhouse)

$429900.0

2 Beds
2 Baths
1400-1599 sq-ft

Discover this fully furnished turnkey condo w/over 1,400sqft space at Carriage Country Resort, perfectly situated in the picturesque Horseshoe Valley.

Houses for Sale in Simcoe Under $500K - P3

Rosehaven Simcoe Woods