1093+ Houses for Sale in Simcoe Under $500K

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131 Clapperton Street, Simcoe, ON , MLS #S13592744 , Image - 1

Unit-201, 131 Clapperton Street Wellington, Barrie, Simcoe, ON MLS® S13592744

Residential Condo & Other (Condo Apartment)

$369900.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this spacious 2-bedroom condo offering over 1,000 sq. ft. of comfortable living in a quiet, well-maintained building tucked away in a peace

Open House : Sun Aug 16, 11:00 AM to 01:00 PM

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405 Dominion Avenue, Simcoe, ON , MLS #S13506512 , Image - 1

405 Dominion Avenue Midland, Simcoe, ON MLS® S13506512

Residential Freehold (Detached)

$439900.0

Price drop by 4.3%

4 Beds
2 Baths
1500-2000 sq-ft

Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a

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107 Bond Street, Simcoe, ON , MLS #S13512384 , Image - 1

Unit-208, 107 Bond Street Orillia, Simcoe, ON MLS® S13512384

Residential Condo & Other (Condo Apartment)

$319900.0

2 Beds
1 Baths
700-799 sq-ft

Bright and freshly painted 2-bedroom, 1-bathroom condo in Orillia, located on the second floor.This well-designed unit features a functional layout, h

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4041 Ash Crescent, Simcoe, ON , MLS #S12885576 , Image - 1

4041 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S12885576

Residential Freehold (Modular Home)

$299000.0

Price drop by 16.9%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 4041 Ash Crescent, a well-maintained Titan modular home for sale in Silver Creek Estates, offering affordable, low-maintenance living in a

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103 Madawaska Trail, Simcoe, ON , MLS #S13656554 , Image - 1

103 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13656554

Residential Freehold (Detached)

$125000.0

2 Beds
1 Baths
700-1100 sq-ft

TURN KEY : EVERYTHING INCLUDED:PARK FEES PAID 2026 Welcome to 103 Madawaska Trail. Discover the perfect seasonal retreat in one of Wasaga Beach's most

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360 Blake Street NW, Simcoe, ON , MLS #S13633042 , Image - 1

Unit-24, 360 Blake Street NW Codrington, Barrie, Simcoe, ON MLS® S13633042

Residential Condo & Other (Condo Townhouse)

$499000.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome home! With over 1750 finished square feet this extremely spacious and beautifully maintained, move in ready, end unit townhome is a must see.

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Pt Lt 19 Line 8N N/A, Simcoe, ON , MLS #S13663050 , Image - 1

Pt Lt 19 Line 8N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663050

Residential Freehold (Vacant Land)

$249900.0

Top 5 Reasons You Will Love This Property: 1) Fantastic opportunity to own 2.3 acres in beautiful, Oro-Medonte 2) Build a dream home on a wooded prope

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22 Dawson Drive, Simcoe, ON , MLS #S13133418 , Image - 1

Unit-538, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S13133418

Residential Condo & Other (Condo Townhouse)

$320000.0

Price drop by 4.5%

1 Beds
2 Baths
600-699 sq-ft

Tucked away in a private corner of Cranberry Resort, this bright and inviting bungalow is ready for your personal touch. The open-concept layout seaml

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430 Essa Road, Simcoe, ON , MLS #S13661916 , Image - 1

Unit-211, 430 Essa Road Holly, Barrie, Simcoe, ON MLS® S13661916

Residential Condo & Other (Condo Apartment)

$349999.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to comfortable and convenient condo living in this well-designed 1 bedroom plus den, 1 bathroom suite. The functional layout offers a versatil

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184 Eighth Street, Simcoe, ON , MLS #S13649502 , Image - 1

Unit-203, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13649502

Residential Condo & Other (Condo Apartment)

$330000.0

2 Beds
1 Baths
800-899 sq-ft

Experience the best of four-season living in this bright and spacious 2-bedroom, 1-bathroom condo, ideally located in the heart of Collingwood. Whethe

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132 Park Road, Simcoe, ON , MLS #S13662464 , Image - 1

132 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13662464

Residential Freehold (Detached)

$499900.0

2 Beds
2 Baths
1100-1500 sq-ft

Perfectly positioned between the sandy shores of Allenwood Beach in Tiny Township and Woodland Beach in Wasaga Beach, this charming chalet offers an e

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PTS1,2,3,4,5,6&751R35480 Rue Karola N/A, Simcoe, ON , MLS #S13645922 , Image - 1

PTS1,2,3,4,5,6&751R35480 Rue Karola N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13645922

Residential Freehold (Vacant Land)

$345900.0

Discover the perfect setting for your future home or cottage on this picturesque 2.21-acre lot in beautiful Tiny Township. Tucked away at the end of a

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PT 7 ON PL 51R32735 Rue Karola N/A, Simcoe, ON , MLS #S13644478 , Image - 1

PT 7 ON PL 51R32735 Rue Karola N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13644478

Residential Freehold (Vacant Land)

$345900.0

Build your dream home or weekend retreat on this beautiful 2.55-acre parcel in the heart of Tiny Township. Nestled on a quiet road, this peaceful prop

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

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$285000.0

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

Amazing Price! Seller is motivated! Seller says, bring any reasonable Offer. Ideal as a starter home, bring your ideas and muscle, gain sweat equit

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119 D'Ambrosio Drive, Simcoe, ON , MLS #S13589418 , Image - 1

Unit-50, 119 D'Ambrosio Drive Painswick South, Barrie, Simcoe, ON MLS® S13589418

Residential Condo & Other (Condo Apartment)

$389900.0

2 Beds
1 Baths
1000-1199 sq-ft

This 2 bedroom main-floor condo townhome offers a rare combination of single-level accessibility, exceptional storage, and seamless indoor-outdoor liv

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3 Awenda Avenue, Simcoe, ON , MLS #S13662184 , Image - 1

3 Awenda Avenue Wasaga Beach, Simcoe, ON MLS® S13662184

Residential Freehold (Detached)

$393000.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Experience resort-style living in the secure, gated community of CountryLife Resort, where every day feels l

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23 Dawson Drive, Simcoe, ON , MLS #S13661838 , Image - 1

Unit-93, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13661838

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
2 Baths
600-699 sq-ft

Pride of ownership can be seen in this 2 bedroom/2 bathroom condo at Cranberry/Living Stone. Open concept unit features newer flooring and a large so

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3433 Beachview Avenue, Simcoe, ON , MLS #S13660826 , Image - 1

3433 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S13660826

Residential Freehold (Detached)

$465000.0

2 Beds
1 Baths
700-1100 sq-ft

Freshly refurbished bungalow perfect for a couple starting out or retiring who are looking for a garage, outdoor space and a cottage-sized, move in co

Open House : Sun Aug 16, 11:00 AM to 01:00 PM

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500 Mapleview Drive W, Simcoe, ON , MLS #S13661708 , Image - 1

Unit-305, 500 Mapleview Drive W Holly, Barrie, Simcoe, ON MLS® S13661708

Residential Condo & Other (Condo Apartment)

$359900.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to The Canterbury located in Barrie South! This well-maintained top-floor condo offers 2 bedrooms, 2 bathrooms, and a functional open-concept

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318 Percy Street, Simcoe, ON , MLS #S13511932 , Image - 1

318 Percy Street Waubaushene, Tay, Simcoe, ON MLS® S13511932

Residential Freehold (Detached)

$474900.0

3 Beds
2 Baths
1100-1500 sq-ft

AFFORDABLE HOME ON A 100 x 150 FT LOT OFFERING NATURAL PRIVACY, A LARGE FENCED YARD, & QUICK ACCESS TO THE GEORGIAN BAY SHORELINE! Tucked along a quie

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49 Riverley Lane E, Simcoe, ON , MLS #N13494120 , Image - 1

Unit-6, 49 Riverley Lane E Alliston, New Tecumseth, Simcoe, ON MLS® N13494120

Residential Condo & Other (Condo Townhouse)

$484900.0

Price drop by 10.0%

3 Beds
2 Baths
1200-1399 sq-ft

A hidden gem with a view you wouldn't expect to find in a condo townhome... tucked away at the end of a family-friendly cul-de-sac with peaceful pond

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8 Lakeshore Road, Simcoe, ON , MLS #S13103884 , Image - 1

8 Lakeshore Road Midland, Simcoe, ON MLS® S13103884

Residential Freehold (MobileTrailer)

$199900.0

Price drop by 20.0%

1 Beds
1 Baths
< 700 sq-ft

Enjoy easy, affordable waterfront living on beautiful Little Lake in Midland. Set on a spacious double lot in Smith's Camp, this mobile home offers a

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281 Elizabeth Street, Simcoe, ON , MLS #S13661090 , Image - 1

281 Elizabeth Street Midland, Simcoe, ON MLS® S13661090

Residential Freehold (Detached)

$479777.0

2 Beds
2 Baths
700-1100 sq-ft

Beautifully renovated and move-in ready, this charming 2-bedroom home is a wonderful opportunity in a desirable Midland neighbourhood. Thoughtfully up

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275 Huron Street, Simcoe, ON , MLS #S12832718 , Image - 1

Unit-1, 275 Huron Street Stayner, Clearview, Simcoe, ON MLS® S12832718

Residential Freehold (Att/Row/Townhouse)

$495000.0

Price drop by 14.5%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Unit #1 at Huron Meadows, a well-maintained and welcoming adult life lease community offering 58 units. This spacious 2-bedroom, 2-bathroom

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267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$234000.0

Price drop by 2.0%

Vacant Land For Sale! Seller Financing AvailableA great opportunity to build on a large 1/4 acre lot in a convenient Orillia location. This property o

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39 Mary Street, Simcoe, ON , MLS #S13660636 , Image - 1

Unit-1706, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13660636

Residential Condo & Other (Condo Apartment)

$425000.0

1 +1 Beds
1 Baths
0-499 sq-ft

Welcome to Unit 1706 at Debut Waterfront Residences, Barrie's iconic new waterfront address. Perched on the 17th floor, this bright 1 bedroom plus den

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55 47th Street N, Simcoe, ON , MLS #S13645588 , Image - 1

55 47th Street N Wasaga Beach, Simcoe, ON MLS® S13645588

Residential Freehold (Detached)

$449000.0

3 Beds
1 Baths
700-1100 sq-ft

Discover the perfect blend of comfort, convenience, and four-season recreation in this charming 3-bedroom, 1-bathroom ranch bungalow, ideally situated

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590 Tenth Street, Simcoe, ON , MLS #S13070170 , Image - 1

590 Tenth Street Collingwood, Simcoe, ON MLS® S13070170

Residential Condo & Other (Condo Townhouse)

$350000.0

3 Beds
2 Baths
1000-1199 sq-ft

Townhouse style condo with it's own yard in the heart of Collingwood. An open concept main floor living area awaits with ceramic and laminate flooring

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486 Laclie Street, Simcoe, ON , MLS #S13450842 , Image - 1

Unit-Unit 111, 486 Laclie Street Orillia, Simcoe, ON MLS® S13450842

Residential Condo & Other (Condo Apartment)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Maple Arbour Condominiums, one of Orillia's most sought-after communities. This bright and spacious ground-floor unit offers convenient, lo

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20 Cameron Drive, Simcoe, ON , MLS #S13659590 , Image - 1

20 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659590

Residential Freehold (Modular Home)

$469900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 20 Cameron Drive, offering carefree living in Big Cedar Estates, a resident-owned community located just 10 minutes from Orillia with front

Houses for Sale in Simcoe Under $500K - P4

Rosehaven Simcoe Woods