1116+ Houses for Sale in Simcoe Under $500K

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140 Dunlop Street E, Simcoe, ON , MLS #S13722828 , Image - 1

Unit-407, 140 Dunlop Street E Lakeshore, Barrie, Simcoe, ON MLS® S13722828

Residential Condo & Other (Condo Apartment)

$487000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Bayshore Landing in Barrie. Spacious 2-bedroom, 2-bathroom 1,100 Sq Ft Renaissance front suite with panoramic views of Kempenfelt Bay, and

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1207 Tiny Beaches Road S, Simcoe, ON , MLS #S13723980 , Image - 1

1207 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13723980

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming cottage retreat nestled in the heart of Tiny Beaches Road, just a short stroll from the stunning blue waters of Georgian Bay.

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90 Highland Drive, Simcoe, ON , MLS #S13723826 , Image - 1

Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13723826

Residential Condo & Other (Condo Townhouse)

$406000.0

2 Beds
2 Baths
1200-1399 sq-ft

Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential.

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65 Ellen Street, Simcoe, ON , MLS #S13698042 , Image - 1

Unit-709, 65 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13698042

Residential Condo & Other (Condo Apartment)

$329000.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to Marina Bay, where downtown convenience meets Barrie's sought-after waterfront lifestyle! This well-appointed 1-bedroom condo offers a fanta

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3396 Beachview Avenue, Simcoe, ON , MLS #S12596730 , Image - 1

3396 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S12596730

Residential Freehold (Vacant Land)

$205000.0

Vacant building lot in the heart of Cumberland Beach, just minutes from Lake Couchiching. Enjoy easy access to Hwy 11, nearby community parks, and loc

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1047 Mississaga Street W, Simcoe, ON , MLS #S13631396 , Image - 1

Unit-307, 1047 Mississaga Street W Orillia, Simcoe, ON MLS® S13631396

Residential Condo & Other (Condo Apartment)

$329000.0

2 Beds
1 Baths
800-899 sq-ft

Simple Living Starts Here. Whether you're purchasing your first home, downsizing into a more manageable space, or simply looking for a low-maintenance

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2 Paradise Boulevard, Simcoe, ON , MLS #S13722414 , Image - 1

Unit-Unit 10, 2 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13722414

Residential Condo & Other (Condo Townhouse)

$399649.0

2 Beds
2 Baths
1000-1199 sq-ft

Lakeside Living Offering Sandbars & Sunsets. Live Where Everyday Feels Like a Getaway Where the Beauty of Lake Simcoe Becomes Part of Everyday Life. S

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2757 Lone Birch Trail, Simcoe, ON , MLS #S13150628 , Image - 1

2757 Lone Birch Trail Rural Ramara, Ramara, Simcoe, ON MLS® S13150628

Residential Freehold (Other)

$379900.0

< 700 sq-ft

A Rare Opportunity To Own A Unique Property On A Stunning Half Acre (100 ft x220 ft) With An Existing Bunkie On The Lot, Directly Across The Street Fr

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10 Simcoe Road, Simcoe, ON , MLS #S13547460 , Image - 1

10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547460

Residential Freehold (Detached)

$499000.0

Price drop by 5.7%

2 +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

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137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$274900.0

Price drop by 3.5%

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

WOW! Check out this updated price! OPEN HOUSE Saturday, August 29th 1-3pm. Seller is motivated! Seller says, bring any reasonable Offer. Ideal

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8 Kentucky Avenue, Simcoe, ON , MLS #S13152030 , Image - 1

8 Kentucky Avenue Wasaga Beach, Simcoe, ON MLS® S13152030

Residential Freehold (Modular Home)

$480000.0

Price drop by 15.0%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to this well kept bungalow in Park Place. The community has various activities to keep you busy such as cards, swimming, games, plus all sorts

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58 Jonas Street, Simcoe, ON , MLS #N13581902 , Image - 1

58 Jonas Street Angus, Essa, Simcoe, ON MLS® N13581902

Residential Freehold (Vacant Land)

$214900.0

66 X 175 FT RESIDENTIAL BUILDING LOT ON A QUIET, MATURE STREET, MOSTLY CLEARED & READY TO BUILD! Don't miss this prime opportunity to transform your a

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3197 Severn River N/A, Simcoe, ON , MLS #S13709080 , Image - 1

3197 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13709080

Residential Freehold (Vacant Land)

$395000.0

Your opportunity to own a piece of paradise on the Severn River, a part of the beautiful Trent Canal system. This 3.2 acre parcel features 332 feet of

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235 Ferndale Drive S, Simcoe, ON , MLS #S13719504 , Image - 1

Unit-13, 235 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13719504

Residential Condo & Other (Condo Townhouse)

$445000.0

3 Beds
2 Baths
1200-1399 sq-ft

Amazing End-Unit Townhome * Beautifully Maintained 3-Bed, 2-Bath * End-Unit townhome W/ Patio & Grass Back Yard * Newly renovated Kitchen W/ Elegant Q

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365 Robins Point Road, Simcoe, ON , MLS #S13719356 , Image - 1

365 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13719356

Residential Freehold (Detached)

$469900.0

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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47 68th Street, Simcoe, ON , MLS #S13698266 , Image - 1

47 68th Street Wasaga Beach, Simcoe, ON MLS® S13698266

Residential Freehold (Detached)

$499000.0

1 Beds
1 Baths
700-1100 sq-ft

Bright, airy and surrounded by nature, this beautifully updated home sits on a private, treed lot just steps from the beach-perfect for morning walks,

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22 Balsam Street, Simcoe, ON , MLS #S13715652 , Image - 1

22 Balsam Street Rural Tiny, Tiny, Simcoe, ON MLS® S13715652

Residential Freehold (Detached)

$466000.0

3 Beds
1 Baths
700-1100 sq-ft

Tucked away on a quiet street steps from Georgian Bay, 22 Balsam Street is a rare gem for cottage seekers, first-time buyers or retirees seeking acces

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5496 Fairvalley Road, Ramara Road, Simcoe, ON , MLS #S13069512 , Image - 1

5496 Fairvalley Road, Ramara Road Rural Ramara, Ramara, Simcoe, ON MLS® S13069512

Residential Freehold (Vacant Land)

$190000.0

Price drop by 3.6%

Build your dream in the heart of Ramara with this desirable level building lot located at 5496 Fairvalley Rd. Offering a mostly flat and usable parcel

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75 Ellen Street, Simcoe, ON , MLS #S13717052 , Image - 1

Unit-1111, 75 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13717052

Residential Condo & Other (Condo Apartment)

$388811.0

2 Beds
2 Baths
1000-1199 sq-ft

Lakefront Living & Investment Opportunity! Attention Investors & Lifestyle Buyers! Welcome To One Of Barrie's Most Desirable Waterfront Locations! Enj

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15 Chippewa Trail, Simcoe, ON , MLS #S13690216 , Image - 1

Unit-WCL-CT015, 15 Chippewa Trail Wasaga Beach, Simcoe, ON MLS® S13690216

Residential Freehold (MobileTrailer)

$179000.0

2 Beds
2 Baths
700-1100 sq-ft

Beautiful, well-maintained cottage located at 15 Chippewa Trail in Wasaga CountryLife Resort. This comfortable and inviting modular home is perfect fo

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7 Line N/A, Simcoe, ON , MLS #N13428052 , Image - 1

7 Line N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13428052

Residential Freehold (Vacant Land)

$399000.0

Price drop by 42.9%

Discover a rare opportunity to own nearly 25 acres of picturesque land offering privacy, tranquility, and endless natural beauty. Surrounded by mature

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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)

$149900.0

Price drop by 9.1%

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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111 Worsley Street, Simcoe, ON , MLS #S13712928 , Image - 1

Unit-PH7, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S13712928

Residential Condo & Other (Condo Apartment)

$419900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Stunning penthouse suite featuring a modern kitchen with quartz countertops, tall cabinetry, open-concept l

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10C Coulter Street, Simcoe, ON , MLS #S13609178 , Image - 1

Unit-324, 10C Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13609178

Residential Condo & Other (Condo Apartment)

$384989.0

Price drop by 3.7%

2 Beds
1 Baths
800-899 sq-ft

Discover easy, low-maintenance living in this bright and beautifully updated 2-bedroom,1-bathroom condo, perfectly situated in one of Barrie's most de

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7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

Unit-#308, 7 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13706662

Residential Condo & Other (Condo Apartment)

$499900.0

2 Beds
2 Baths
900-999 sq-ft

Experience the Georgian Bay lifestyle in the sought-after waterfront community of Wyldewood Cove. This bright 3rd-floor corner condo offers approximat

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817 Eighth Avenue, Simcoe, ON , MLS #S13717290 , Image - 1

817 Eighth Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13717290

Residential Freehold (Semi-Detached )

$369000.0

2 Beds
1 Baths
700-1100 sq-ft

AFFORDABLE, MOVE-IN READY HOME IN A FAMILY-FRIENDLY COMMUNITY! Welcome to 817 Eighth Street in Port McNicoll, offering an excellent opportunity for fi

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4118 Ash Crescent, Simcoe, ON , MLS #S13717002 , Image - 1

4118 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S13717002

Residential Freehold (MobileTrailer)

$309000.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set within the quiet and established Silver Creek Estates community in Severn Township, this welcoming home

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126 Bell Farm Road, Simcoe, ON , MLS #S13716784 , Image - 1

Unit-B05, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S13716784

Residential Condo & Other (Condo Apartment)

$349500.0

3 Beds
2 Baths
1000-1199 sq-ft

SPACIOUS 3 BEDROOM, 2 BATH CONDO IN BARRIE Welcome to a bright and spacious 3 bedroom, 2 bathroom condo in Barrie conveniently located close to all a

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21 Vics Road, Simcoe, ON , MLS #S13551836 , Image - 1

21 Vics Road Midland, Simcoe, ON MLS® S13551836

Residential Freehold (MobileTrailer)

$229900.0

Price drop by 8.0%

3 Beds
1 Baths
700-1100 sq-ft

Looking for an affordable starter home or the perfect place to retire? Welcome to 21 Vic's Road! This 3-bedroom, 1-bathroom home is nestled on a rare,

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40 Horseshoe Boulevard, Simcoe, ON , MLS #S13621532 , Image - 1

Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13621532

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 4.8%

2 Beds
2 Baths
600-699 sq-ft

Welcome to your Four Seasons Get-Away in Fabulous Horseshoe Valley! Live and Play here all year or simply use this as your Vacation Destination! Th

Houses for Sale in Simcoe Under $500K - P21

Rosehaven Simcoe Woods