5165+ Houses for Sale in Simcoe Under $5 Million

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299 Bay Street, Simcoe, ON , MLS #S13715032 , Image - 1

299 Bay Street Orillia, Simcoe, ON MLS® S13715032

Residential Freehold (Detached)

$639000.0

Price drop by 11.9%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 299 Bay Street, ideally situated in one of Orillia's most sought-after areas, directly across from beautiful Lake Couchiching. This charmin

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31 Huron Street, Simcoe, ON , MLS #S13706820 , Image - 1

Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S13706820

Residential Condo & Other (Condo Apartment)

$479000.0

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

Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc

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8801 Beachwood Road N/A, Simcoe, ON , MLS #S13779680 , Image - 1

8801 Beachwood Road N/A Wasaga Beach, Simcoe, ON MLS® S13779680

Residential Freehold (Detached)

$1770000.0

2 Beds
1 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Property: 1) Discover a rare investment and development opportunity in the rapidly growing west end of Wasaga Beach,

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405 Dominion Avenue, Simcoe, ON , MLS #S13802718 , Image - 1

405 Dominion Avenue Midland, Simcoe, ON MLS® S13802718

Residential Freehold (Detached)

$399900.0

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 on the main floor 2 bedroom apartment a

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234 Church Street N, Simcoe, ON , MLS #N13601462 , Image - 1

234 Church Street N Alliston, New Tecumseth, Simcoe, ON MLS® N13601462

Residential Freehold (Detached)

$779999.0

Price drop by 2.5%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to this exceptional, move-in ready bungalow, ideally situated in a quiet, family-friendly neighbourhood in the heart of Alliston. Meticulously

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3192 BASS LAKE Side Road, Simcoe, ON , MLS #S13760816 , Image - 1

3192 BASS LAKE Side Road Orillia, Simcoe, ON MLS® S13760816

Residential Freehold (Detached)

$695000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome home to 3192 Bass Lake Sideroad - This lovingly maintained brick 3 bedroom and 2 bathroom walkout bungalow is ideally situated in the desirabl

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3919 TREELINE Drive, Simcoe, ON , MLS #S13807886 , Image - 1

3919 TREELINE Drive Rural Severn, Severn, Simcoe, ON MLS® S13807886

Residential Freehold (Detached)

$1199990.0

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

For the love of Lake Couchiching and reason you will Love this Home. 1. The Breathtaking Waterfront LifestyleWake up every morning to captivating sunr

Open House : Sat Sep 26, 10:00 AM to 12:00 PM

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334 Parkwood Avenue, Simcoe, ON , MLS #N13728776 , Image - 1

334 Parkwood Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13728776

Residential Freehold (Detached)

$1099900.0

4 +1 Beds
3 Baths
2000-2500 sq-ft

Custom-Built Home Nestled on a Premium Corner Lot with an Impressive 111' of Frontage! Originally built by the builder for their own family, this exce

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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2199 Thomson Crescent, Simcoe, ON , MLS #S13789450 , Image - 1

2199 Thomson Crescent Rural Severn, Severn, Simcoe, ON MLS® S13789450

Residential Freehold (Detached)

$1499999.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to 2199 Thomson Crescent - 117 feet of prime frontage on Lake Couchiching, with commanding waterfront views that set this property apart. Cust

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18 Temagami Trail, Simcoe, ON , MLS #S13808036 , Image - 1

18 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S13808036

Residential Freehold (Detached)

$389000.0

2 Beds
1 Baths
700-1100 sq-ft

MORE BEACH, MORE RECREATION & MORE MEMORIES WAITING TO HAPPEN! Beach access is just a five-minute walk from this beautifully cared-for bungalow at Was

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3609 Riverdale Drive, Simcoe, ON , MLS #S12913396 , Image - 1

3609 Riverdale Drive Rural Severn, Severn, Simcoe, ON MLS® S12913396

Residential Freehold (Detached)

$849900.0

Price drop by 14.5%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to your private riverfront escape on the Green River. 1/3 acre with 65 feet of river frontage, this property offers peace, privacy, and a rare

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4775 Line 11 N/A N, Simcoe, ON , MLS #S13740942 , Image - 1

4775 Line 11 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13740942

Residential Freehold (Detached)

$1149900.0

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

Pride Of Ownership! Newly Constructed In 2020, Justin Sherry design, Custom Built Bungalow With The Finest Craftsmanship & Attention To Detail. Nestle

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4304 Hopkins Bay Road, Simcoe, ON , MLS #S13758364 , Image - 1

4304 Hopkins Bay Road Rural Ramara, Ramara, Simcoe, ON MLS® S13758364

Residential Freehold (Detached)

$599999.0

Price drop by 6.2%

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

Welcome to 4304 Hopkins Bay Road, a charming lakeside retreat offering stunning views of Lake Couchiching and a deeded right-of-way to the community b

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171 Murphy Road, Simcoe, ON , MLS #N13690182 , Image - 1

171 Murphy Road Baxter, Essa, Simcoe, ON MLS® N13690182

Residential Freehold (Detached)

$819000.0

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

Welcome to this beautifully maintained 3+1 bedroom brick bungalow, ideally situated on a large corner lot in the charming village of Baxter. From the

Open House : Sat Oct 10, 11:00 AM to 02:00 PM

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20 Rodcliff Road, Simcoe, ON , MLS #N13800864 , Image - 1

20 Rodcliff Road Tottenham, New Tecumseth, Simcoe, ON MLS® N13800864

Residential Freehold (Detached)

$1115000.0

2 +2 Beds
2 Baths
1500-2000 sq-ft

Set on one of New Tecumseth's most coveted streets, this lovingly maintained and beautifully landscaped property backs onto the Trans Canada Trail and

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53 Therrien Court, Simcoe, ON , MLS #S13801802 , Image - 1

53 Therrien Court Penetanguishene, Simcoe, ON MLS® S13801802

Residential Freehold (Detached)

$624900.0

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

Welcome to 53 Therrien Court, a well maintained raised bungalow offering 3+1 bedrooms, 3 full bathrooms, and 1,831 sq ft of finished living space, wit

Open House : Sat Sep 26, 12:30 PM to 02:00 PM

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2156 Lakeshore Drive, Simcoe, ON , MLS #S13807710 , Image - 1

2156 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13807710

Residential Freehold (Detached)

$1555000.0

3 Beds
1 Baths
700-1100 sq-ft

125Ft Of Beautiful Prime lake frontage with sandy, shallow-entry on the shores of Lake Simcoe, 3 Bedroom Bungalow Offering Awesome Sunsets And Sandbar

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84 Shepherd Drive, Simcoe, ON , MLS #S13757678 , Image - 1

84 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13757678

Residential Freehold (Detached)

$799900.0

Price drop by 3.0%

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 84 Shepherd Drive in sought-after Southeast Barrie! This Property is currently tenanted with a lease till June 30, 2026. In addition, this

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217 Cubitt Street, Simcoe, ON , MLS #S13807662 , Image - 1

217 Cubitt Street Stayner, Clearview, Simcoe, ON MLS® S13807662

Residential Freehold (Detached)

$875000.0

4 Beds
4 Baths
3000-3500 sq-ft

NEVER OCCUPIED. This charming home offers a warm, contemporary living environment designed to cater to modern lifestyles in an large 3214 sq ft footpr

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22 Logan Court, Simcoe, ON , MLS #S13778436 , Image - 1

22 Logan Court Holly, Barrie, Simcoe, ON MLS® S13778436

Residential Freehold (Detached)

$784900.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to 22 Logan Court, an exceptional original-owner home on one of Holly's sought-after streets. Set on a rare lot measuring over 160 feet deep a

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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1228 Peelar Crescent, Simcoe, ON , MLS #N12937888 , Image - 1

1228 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12937888

Residential Freehold (Att/Row/Townhouse)

$774999.0

Price drop by 11.8%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful 3-bedroom home featuring a functional open-concept layout designed for today's lifestyle. The upgraded kitchen showcases qua

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5 Harbour Crescent, Simcoe, ON , MLS #S13726336 , Image - 1

5 Harbour Crescent Wasaga Beach, Simcoe, ON MLS® S13726336

Residential Freehold (Link)

$525000.0

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

What if home felt like a getaway every day? This inviting entry-level home or investment opportunity offers the Wasaga Beach lifestyle from a quiet cr

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14 Hewson Street, Simcoe, ON , MLS #S13218436 , Image - 1

14 Hewson Street Penetanguishene, Simcoe, ON MLS® S13218436

Residential Freehold (Detached)

$724999.0

Price drop by 9.3%

3 Beds
2 Baths
1500-2000 sq-ft

Built in 2021 by Batavia Homes, this premium 1,800 sq ft all-brick bungalow offers sophisticated modern luxury near the shores of Georgian Bay. Locate

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369 Essa Road, Simcoe, ON , MLS #S13758738 , Image - 1

Unit-86, 369 Essa Road Holly, Barrie, Simcoe, ON MLS® S13758738

Residential Freehold (Att/Row/Townhouse)

$539000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautiful two-bedroom, two-bathroom interior FREEHOLD townhome located in Barrie's highly sought-after Holly community, offering the p

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3421 13 Line, Simcoe, ON , MLS #N13742468 , Image - 1

3421 13 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13742468

Residential Freehold (Detached)

$1574000.0

Price drop by 1.6%

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully renovated residence offering refined living and exceptional functionality. Thoughtfully updated throughout, this 4+1 bedro

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486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0

5 Beds
3 Baths
2000-2500 sq-ft

Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F

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66 Maple Street, Simcoe, ON , MLS #S13694308 , Image - 1

66 Maple Street Victoria Harbour, Tay, Simcoe, ON MLS® S13694308

Residential Freehold (Detached)

$548900.0

Price drop by 5.3%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 66 Maple St. This home has everything ... 2 quality garages, 10 car parking in driveway, backs onto forest and park for privacy, beautifull

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300 Essa Road, Simcoe, ON , MLS #S13712276 , Image - 1

Unit-602, 300 Essa Road 400 West, Barrie, Simcoe, ON MLS® S13712276

Residential Condo & Other (Condo Apartment)

$570000.0

Price drop by 2.6%

3 Beds
2 Baths
1200-1399 sq-ft

RARE 3-BEDROOM PENTHOUSE! Spacious, stylish and exceptionally well laid out, this approximately 1,200-1,399 sq. ft. suite offers the space and functio

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6 Brykman Road, Simcoe, ON , MLS #N13733054 , Image - 1

6 Brykman Road Thornton, Essa, Simcoe, ON MLS® N13733054

Residential Freehold (Detached)

$1249000.0

Price drop by 7.4%

4 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 6 Brykman Rd, Thornton! This exceptional 5-bedroom family home offers over 3,300 sq ft of finished living space on a premium 78 x 280 foot

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307 Fourth Street W, Simcoe, ON , MLS #S13772094 , Image - 1

307 Fourth Street W Collingwood, Simcoe, ON MLS® S13772094

Residential Freehold (Detached)

$688000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to a home where character, charm and an exceptional location come together. Situated on a desirable corner lot in a family-friendly Collingwoo

Houses for Sale in Simcoe Under $5 Million - P45

Rosehaven Simcoe Woods