3396+ Detached Houses for Sale in Simcoe Under $5M

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17 Cherry Street, Simcoe, ON , MLS #S13513284 , Image - 1

17 Cherry Street Collingwood, Simcoe, ON MLS® S13513284

Residential Freehold (Detached)

$2250000.0

Price drop by 2.2%

3 +2 Beds
4 Baths
1500-2000 sq-ft

Rare opportunity to own a truly one-of-a-kind Georgian Bay waterfront property in Collingwood. Tucked away at the end of a quiet dead-end street, this

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187 Frederick Drive, Simcoe, ON , MLS #S13245420 , Image - 1

187 Frederick Drive Wasaga Beach, Simcoe, ON MLS® S13245420

Residential Freehold (Detached)

$525000.0

Price drop by 4.4%

3 Beds
2 Baths
1100-1500 sq-ft

Oversized lot. Mature trees. Endless possibilities. Situated on an approximately 85' x 220' treed lot, this 3-bedroom bungalow offers a unique opportu

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7 Barnyard Trail, Simcoe, ON , MLS #S13604500 , Image - 1

7 Barnyard Trail Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13604500

Residential Freehold (Detached)

$899999.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to this rare gem in South Barrie! Set on the deepest ravine lot in the community, this premium fully loaded 2476 sq ft home backs onto a seren

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36 CHURCHLAND Drive, Simcoe, ON , MLS #S13531006 , Image - 1

36 CHURCHLAND Drive Holly, Barrie, Simcoe, ON MLS® S13531006

Residential Freehold (Detached)

$634900.0

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

Welcome to 36 Churchland Dr! This charming and versatile 2+1 bedroom bungalow nestled in Barrie's sought-after Holly neighbourhood! Perfectly situated

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166 Ferragine Crescent, Simcoe, ON , MLS #N13440760 , Image - 1

166 Ferragine Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13440760

Residential Freehold (Detached)

$1400000.0

4 Beds
4 Baths
2500-3000 sq-ft

This magnificent 3-year-old residence offers an unparalleled living experience in Bradford's most desirable family-friendly neighbourhood. Perched on

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66 Milby Crescent, Simcoe, ON , MLS #N13538892 , Image - 1

66 Milby Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13538892

Residential Freehold (Detached)

$1119800.0

Price drop by 2.6%

4 +2 Beds
4 Baths
2000-2500 sq-ft

Your Search Ends Here! Welcome to this exceptional detached home where luxury, style, and functionality come together to create the perfect family res

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2832 Clarkesville Street, Simcoe, ON , MLS #N13605688 , Image - 1

2832 Clarkesville Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13605688

Residential Freehold (Detached)

$749900.0

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

Enjoy the best of lakeside living in this well-maintained all-brick raised bungalow, ideally situated on a quiet, low-traffic street in one of Innisfi

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2693 25TH Side Road, Simcoe, ON , MLS #N13605594 , Image - 1

2693 25TH Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13605594

Residential Freehold (Detached)

$579900.0

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

Welcome to this spacious raised bungalow located in a desirable area close to the water for all your boating or fun beach days. This detached home fea

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4 Chantal Street, Simcoe, ON , MLS #S13605570 , Image - 1

4 Chantal Street Painswick South, Barrie, Simcoe, ON MLS® S13605570

Residential Freehold (Detached)

$1099900.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this gorgeous 4-bedroom, 4-bathroom two-storey home offering just under 4,000 sq ft of beautifully finished living space, perfectly situate

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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)

$899900.0

Price drop by 9.5%

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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69 DIANA Drive, Simcoe, ON , MLS #S13040156 , Image - 1

69 DIANA Drive Orillia, Simcoe, ON MLS® S13040156

Residential Freehold (Detached)

$699000.0

Price drop by 6.7%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to a home that effortlessly blends opportunity with everyday comfort. This charming two-storey detached residence is ideally situated moments

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58 Mourning Dove Trail, Simcoe, ON , MLS #S13605542 , Image - 1

58 Mourning Dove Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13605542

Residential Freehold (Detached)

$1149900.0

3 Beds
3 Baths
2000-2500 sq-ft

ELEGANT ONE-LEVEL LIVING IN TINY TOWNSHIP! Welcome to this beautifully appointed custom residence offering the ultimate in single-story comfort and re

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18 Pine Lane, Simcoe, ON , MLS #S13572976 , Image - 1

18 Pine Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13572976

Residential Freehold (Detached)

$1738000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

Fully renovated from kitchen to bathrooms to new mechanicals! Welcome to 18 Pine Lane in Horseshoe Valley, Oro-Medonte-a true character estate home th

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18 Jill's Court, Simcoe, ON , MLS #S13449112 , Image - 1

18 Jill's Court Grove East, Barrie, Simcoe, ON MLS® S13449112

Residential Freehold (Detached)

$799000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Welcome to 18 Jill's Court, this desirable east-end home is situated in a quiet family friendly neighbourhood, close to good schools, amenities, RVH,

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201 Point Street, Simcoe, ON , MLS #S13605390 , Image - 1

201 Point Street Stayner, Clearview, Simcoe, ON MLS® S13605390

Residential Freehold (Detached)

$639500.0

3 Beds
2 Baths
1100-1500 sq-ft

All brick 3 bedroom, 2 bathroom side split with carport, in beautiful family friendly Stayner. Situated on a generous .23 acre in town lot and fully f

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2134 Tiny Beaches Road S, Simcoe, ON , MLS #S13552004 , Image - 1

2134 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13552004

Residential Freehold (Detached)

$1199000.0

Price drop by 7.7%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 2134 Tiny Beaches Road South, a cherished Woodland Beach property held by the same family since 1944. Built around 1950 and updated over th

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44 Prince William Way, Simcoe, ON , MLS #S13206720 , Image - 1

44 Prince William Way Innis-Shore, Barrie, Simcoe, ON MLS® S13206720

Residential Freehold (Detached)

$859000.0

4 Beds
3 Baths
2500-3000 sq-ft

44 Prince William Way is waiting for you to call Home or Invest in Rental Opportunity! This Spacious 2700+ sqft. 4 Bedroom home is located in the Soug

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47 Chamberlain Crescent, Simcoe, ON , MLS #S13490132 , Image - 1

47 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S13490132

Residential Freehold (Detached)

$859900.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained bungalow in Collingwood's highly sought-after Creekside community. Situated on a generous pie-shaped lot in a q

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30 Allegra Drive, Simcoe, ON , MLS #S13605326 , Image - 1

30 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13605326

Residential Freehold (Detached)

$824900.0

2 Beds
3 Baths
1500-2000 sq-ft

Welcome to 30 Allegra Drive, a beautifully maintained home in the sought-after Trillium Forest community of Wasaga Beach. Built in 2015 and offering a

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470 st vincent Street, Simcoe, ON , MLS #S13579100 , Image - 1

470 st vincent Street Cundles East, Barrie, Simcoe, ON MLS® S13579100

Residential Freehold (Detached)

$629900.0

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

Welcome to this solid two-storey all-brick home set on a generous 62-foot frontage lot with a large backyard perfect for relaxing and entertaining. Th

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90 Pearl Drive, Simcoe, ON , MLS #S13605318 , Image - 1

90 Pearl Drive Orillia, Simcoe, ON MLS® S13605318

Residential Freehold (Detached)

$609900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to your next chapter-a stylish, sun-filled 2-storey home offering 1,692 sq ft of thoughtfully designed living space with 3 bedrooms and 2.5 ba

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29 Jamieson Drive, Simcoe, ON , MLS #N13582574 , Image - 1

29 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N13582574

Residential Freehold (Detached)

$889714.0

3 Beds
1 Baths
1500-2000 sq-ft

Welcome to 29 Jamieson Drive, a beautifully maintained home nestled in the picturesque Village of Rosemont. Set on an impressive 163.99' x 93.28' matu

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20 Leeward Circle, Simcoe, ON , MLS #S12773104 , Image - 1

20 Leeward Circle Wasaga Beach, Simcoe, ON MLS® S12773104

Residential Freehold (Detached)

$849900.0

Price drop by 2.3%

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to Bluewater on the Bay. This beautiful 3 bedroom, 3 bath bungaloft is situated in this superb development which is just off Beachwood Rd. and

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7831 5th Line, Simcoe, ON , MLS #N13605296 , Image - 1

7831 5th Line Rural Essa, Essa, Simcoe, ON MLS® N13605296

Residential Freehold (Detached)

$1450000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 7831 5th Line, Essa: a private country retreat where winding drives, towering trees and more than five acres create a setting that feels wo

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836 Victoria Street Midland, Simcoe, ON MLS® S13605072

Residential Freehold (Detached)

$629000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Set onone of the community's most desirable streets, thi

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50 Turtle Path N/A, Simcoe, ON , MLS #S13232012 , Image - 1

50 Turtle Path N/A Brechin, Ramara, Simcoe, ON MLS® S13232012

Residential Freehold (Detached)

$899888.0

Price drop by 5.2%

3 Beds
2 Baths
1500-2000 sq-ft

Experience Unmatched Luxury and Serenity in the Heart of Lagoon City .Welcome to your dream waterfront retreat ideally nestled on the picturesque east

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16 Mckenzie Way, Simcoe, ON , MLS #N13206568 , Image - 1

16 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13206568

Residential Freehold (Detached)

$1130000.0

4 Beds
4 Baths
2500-3000 sq-ft

Come & Fall In Love With This Stunning - Exquisite Family Home, Grand Foyer 17' High Ceiling Open To Above, Lot of Sunlight!! Bright & Spacious In Al

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2610 Leonard Street, Simcoe, ON , MLS #N13600222 , Image - 1

2610 Leonard Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13600222

Residential Freehold (Detached)

$998000.0

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

Beautifully renovated raised bungalow located on one of Innisfil's most desirable streets, just a short walk to the beach and backing onto a ravine wi

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108 Nottingham Road, Simcoe, ON , MLS #S13600904 , Image - 1

108 Nottingham Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13600904

Residential Freehold (Detached)

$1060000.0

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

Rare & Exceptional Investment & Residential Opportunity! Welcome to this stunning brand-newdetached home, perfectly positioned facing the beautiful MV

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73 GRAIHAWK Drive, Simcoe, ON , MLS #S13605056 , Image - 1

73 GRAIHAWK Drive Ardagh, Barrie, Simcoe, ON MLS® S13605056

Residential Freehold (Detached)

$989000.0

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

Welcome to this well-maintained detached home located in the desirable Ardagh Bluffs community in South Barrie. Situated on a premium lot with no side

Detached Houses for Sale in Simcoe Under $5M - P42

Rosehaven Simcoe Woods