220+ Houses for Sale in Simcoe Under $500K

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18 Cherrywood Lane, Simcoe, ON , MLS #N13235880 , Image - 1

18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13235880

Residential Freehold (Detached)

$389900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo

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197 Kennedy Avenue, Simcoe, ON , MLS #S13172278 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13172278

Residential Freehold (Vacant Land)

$283000.0

A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real

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1 Paradise Boulevard, Simcoe, ON , MLS #S12957462 , Image - 1

Unit-Unit 14, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12957462

Residential Condo & Other (Condo Townhouse)

$389000.0

Price drop by 16.3%

2 Beds
2 Baths
1000-1199 sq-ft

Don't Miss this Exceptional Waterfront Opportunity on Lake Simcoe. This Beautifully Appointed 2-bedroom, Two-Storey Waterfront Condominium on Paradise

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5 Foyston Gate, Simcoe, ON , MLS #S12733316 , Image - 1

5 Foyston Gate Minesing, Springwater, Simcoe, ON MLS® S12733316

Residential Freehold (Vacant Land)

$499999.0

< 700 sq-ft

Vendor Take-Back (VTB) financing available for qualified purchasers. Welcome to Your Potential Dream Home In One of Springwater's Most Coveted Enclave

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8240 Main Street, Simcoe, ON , MLS #N12965728 , Image - 1

8240 Main Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N12965728

Residential Freehold (Vacant Land)

$449900.0

Construction financing options available to qualified purchasers. Rare opportunity to build your dream home on a beautiful 1.34-acre country property

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14 Dawson Drive, Simcoe, ON , MLS #S13028014 , Image - 1

Unit-415, 14 Dawson Drive Collingwood, Simcoe, ON MLS® S13028014

Residential Condo & Other (Condo Townhouse)

$415000.0

Price drop by 5.7%

2 Beds
2 Baths
900-999 sq-ft

Beautifully updated townhome in a prime Collingwood location, tucked among the trees for added privacy and a true four-season feel. This two-storey ho

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21 Hawthorne Drive, Simcoe, ON , MLS #N13155562 , Image - 1

21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13155562

Residential Freehold (Detached)

$275000.0

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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750 Johnston Park Avenue, Simcoe, ON , MLS #S13155910 , Image - 1

Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13155910

Residential Condo & Other (Condo Apartment)

$489000.0

Price drop by 2.0%

2 Beds
2 Baths
1000-1199 sq-ft

Experience the best of four-season waterfront living at Lighthouse Point Yacht & Tennis Club, one of the area's most sought-after resort-style communi

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21 Laguna Parkway, Simcoe, ON , MLS #S12830846 , Image - 1

Unit-35, 21 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12830846

Residential Condo & Other (Condo Townhouse)

$437000.0

Price drop by 6.0%

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to waterfront living in beautiful Lagoon City! This stunning 3-bedroom, 3-bathroom townhome offers the perfect blend of year-round comfort and

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426 Seventh Avenue, Simcoe, ON , MLS #S12784396 , Image - 1

426 Seventh Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12784396

Residential Freehold (Vacant Land)

$124900.0

< 700 sq-ft

READY TO QUIT THE RAT-RACE? Tay/Port McNicoll may just be the spot you've been looking for. The area offers a relaxed, small-town atmosphere for those

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98 King Street Angus, Essa, Simcoe, ON MLS® N13477384

Residential Freehold (Vacant Land)

$150000.0

< 700 sq-ft

Why fit your life into someone else's floor plan when you can start from scratch? This vacant lot in Angus is a true blank canvas, set in an establish

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43 Ferndale Drive S, Simcoe, ON , MLS #S13434414 , Image - 1

Unit-207, 43 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13434414

Residential Condo & Other (Condo Apartment)

$457000.0

2 Beds
2 Baths
1000-1199 sq-ft

Step into a different kind of condo experience in Barrie's sought-after Manhattan community - where lifestyle, location, and smart upgrades come toget

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25 Balmoral Avenue, Simcoe, ON , MLS #S13475982 , Image - 1

25 Balmoral Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13475982

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Escape to your own slice of paradise with this charming rustic cottage! Perched high and dry overlooking a treed 240-foot deep lot, this property offe

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250 Kingfisher Avenue, Simcoe, ON , MLS #S12654300 , Image - 1

250 Kingfisher Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12654300

Residential Freehold (Detached)

$299900.0

Price drop by 14.1%

700-1100 sq-ft

You've just arrived in Paradise Point! This Seasonal cottage sits on a 60' x 146' lot in the heart of this beloved community. Potential !!! Project to

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1205 Fair Grounds Road, Simcoe, ON , MLS #S13473438 , Image - 1

1205 Fair Grounds Road Rural Ramara, Ramara, Simcoe, ON MLS® S13473438

Residential Freehold (Vacant Land)

$479000.0

< 700 sq-ft

Imagine waking up each morning to the sound of birdsong, sipping your coffee while overlooking a peaceful pond as the sun rises through the trees on t

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3 Brandy Lane Drive, Simcoe, ON , MLS #S13473544 , Image - 1

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13473544

Residential Condo & Other (Condo Apartment)

$469000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to the Collingwood lifestyle in this 4 season turn-key 2-bedroom, 2-bathroom condo located in the highly desirable Wyldewood Trailside Communi

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7012 County Road 169 N/A, Simcoe, ON , MLS #S13473476 , Image - 1

7012 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13473476

Residential Freehold (Vacant Land)

$275000.0

5-ACRE WATERFRONT RETREAT ALONG THE BLACK RIVER - ENDLESS POTENTIAL AWAITS! Discover the ultimate opportunity to create your dream retreat on this pea

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71 Laguna Parkway, Simcoe, ON , MLS #S13084740 , Image - 1

Unit-18, 71 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13084740

Residential Condo & Other (Condo Townhouse)

$429900.0

3 Beds
2 Baths
1400-1599 sq-ft

Three Bedroom Waterfront End Unit Condominium/Townhouse in the Beautiful Community of Lagoon City with Direct Access to Lake Simcoe and the Trent Seve

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19 Dawson Drive, Simcoe, ON , MLS #S13436576 , Image - 1

Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13436576

Residential Condo & Other (Condo Townhouse)

$259900.0

1 Beds
1 Baths
0-499 sq-ft

Turn-key 1-bed, 1-bath condo in Livingstone Resort (formerly Cranberry), perfect for first-time buyers, retirees, or a four-season getaway. This well-

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2 WHITE PINES Trail, Simcoe, ON , MLS #S12596254 , Image - 1

2 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S12596254

Residential Freehold (Detached)

$124999.0

Price drop by 7.4%

2 Beds
1 Baths
< 700 sq-ft

Enjoy your Seasonal Getaway at Wasaga Countrylife Resort! Now is the time to secure your seasonal cottage retreat! This immaculate 2009 Northlander Co

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77 Stans Circle, Simcoe, ON , MLS #S13463562 , Image - 1

77 Stans Circle Midland, Simcoe, ON MLS® S13463562

Residential Freehold (MobileTrailer)

$119500.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy a large kitchen and living space that seamlessly adjoins to an outdoor deck, perfect for hosting guest

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1879 Lakeshore Drive, Simcoe, ON , MLS #S13058808 , Image - 1

1879 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13058808

Residential Freehold (Vacant Land)

$374900.0

An exceptional opportunity a 100 x 150 ft. building lot just 250 meters from shared residents' access to the pristine shores of Lake Simcoe. Nestled a

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112 Loggers Run, Simcoe, ON , MLS #S13014570 , Image - 1

Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S13014570

Residential Condo & Other (Condo Townhouse)

$399999.0

Price drop by 1.2%

3 +1 Beds
3 Baths
1200-1399 sq-ft

This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T

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121 Mitchells Beach Road, Simcoe, ON , MLS #S13466062 , Image - 1

121 Mitchells Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S13466062

Residential Freehold (Vacant Land)

$188888.0

Top 5 Reasons You Will Love This Property: 1) Discover the perfect canvas in the highly sought-after community of Victoria Harbour, presenting a seren

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5263 Elliott Side Road, Simcoe, ON , MLS #S12874990 , Image - 1

Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12874990

Residential Freehold (Other)

$259900.0

Price drop by 6.2%

2 Beds
1 Baths
700-1100 sq-ft

Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.

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440 Oxbow Crescent, Simcoe, ON , MLS #S12936156 , Image - 1

440 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12936156

Residential Condo & Other (Condo Townhouse)

$469000.0

3 Beds
2 Baths
1200-1399 sq-ft

Discover this bright, spacious 3-bedroom, 2-bath condo, perfectly located at Livingstone Resort (formerly Cranberry). The open-concept main floor feat

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722 Aberdeen Boulevard, Simcoe, ON , MLS #S13460290 , Image - 1

722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13460290

Residential Freehold (Vacant Land)

$274500.0

Top 5 Reasons You Will Love This Property: 1) Stop browsing and start building your custom luxury masterpiece, this prime 60'x131' lot offers an incre

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1 Paradise Boulevard S, Simcoe, ON , MLS #S12983428 , Image - 1

Unit-Unit 27, 1 Paradise Boulevard S Rural Ramara, Ramara, Simcoe, ON MLS® S12983428

Residential Condo & Other (Condo Townhouse)

$459900.0

Price drop by 2.1%

3 Beds
2 Baths
1200-1399 sq-ft

PARADISE BEACH & BOAT RETREAT ~ Fall in LOVE with Summer Living at Harbour Village in Lagoon City. This Modern 3-Bedroom End-Unit Waterfront Condo Off

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299 Cundles Road E, Simcoe, ON , MLS #S12951644 , Image - 1

Unit-102, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S12951644

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 15.8%

3 Beds
2 Baths
1200-1399 sq-ft

This beautiful and well-maintained ground-level condo offers 1,244 square feet of bright, open-concept living. Featuring three spacious bedrooms, this

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249 Harvey Street, Simcoe, ON , MLS #S13460470 , Image - 1

249 Harvey Street Orillia, Simcoe, ON MLS® S13460470

Residential Freehold (Detached)

$499888.0

4 Beds
3 Baths
1500-2000 sq-ft

Step Into A Piece Of Orillia's History, Updated For Modern Living. This Full Brick, Century Home Is Nestled On A Quiet Street, Offering The Perfect Bl

Houses for Sale in Simcoe Under $500K - P2

Rosehaven Simcoe Woods