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Houses for Sale Under $5 Million in Simcoe ON - P4

Showing results 91 - 120 of 6361

Last Updated: May 14, 2025

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21 Mary Jane Road, Simcoe, ON , MLS #40721296 , Image - 1

21 Mary Jane Road Wyevale, Tiny, Simcoe, ON MLS® 40721296

Residential (Single Family Residence)

$1,168,888

4 Beds
2 Baths
2390 sq-ft

Open House : Sat May 17, 11:00 AM to 01:00 PM

30 Photos

1121 Ferrier Avenue, Simcoe, ON , MLS #N12044733 , Image - 1

1121 Ferrier Avenue Lefroy, Innisfil, Simcoe, ON MLS® N12044733

Residential Freehold (Detached)

$820,000

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 1121 Ferrier Avenue in the charming hamlet of Lefroy. This turnkey home is situated on a nearly half-acre lot at the end of a quiet dead-en

38 Photos

1 Westwind Drive, Simcoe, ON , MLS #S12144757 , Image - 1

1 Westwind Drive Collingwood, Simcoe, ON MLS® S12144757

Residential Condo & Other (Condo Townhouse)

$525,000

2 Beds
3 Baths
1000-1199 sq-ft

Bright and spacious end-unit condo in the desirable Briarwood community of Collingwood, backing onto Cranberry Golf Course! This move-in ready 2-bedro

Open House : Sat May 17, 01:00 PM to 03:00 PM

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350 5 Concession W, Simcoe, ON , MLS #S12148303 , Image - 1

350 5 Concession W Rural Tiny, Tiny, Simcoe, ON MLS® S12148303

Residential Freehold (Detached)

$1,299,900

3 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to the beautiful peaceful retreat located in Tiny on 34 of scenic land. Surrounded by mature forest, this charming 5 bedroom, 4 bathroom, rais

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12 Oren Boulevard, Simcoe, ON , MLS #S12148277 , Image - 1

12 Oren Boulevard Sunnidale, Barrie, Simcoe, ON MLS® S12148277

Residential Freehold (Detached)

$869,900

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

Top 5 Reasons You Will Love This Home: 1) Every inch has been thoughtfully and tastefully renovated, with high-end finishes and craftsmanship that mak

14 Photos

2689 Lakeshore Drive, Simcoe, ON , MLS #S12148275 , Image - 1

2689 Lakeshore Drive Brechin, Ramara, Simcoe, ON MLS® S12148275

Residential Freehold (Vacant Land)

$169,649

< 700 sq-ft

Beautiful Building Lot With Awesome Sunset Western Exposure. Build Your Dream Home in this Active Community Near Lagoon City on Lake Simcoe. Property

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20 Compton Crescent, Simcoe, ON , MLS #N12147372 , Image - 1

20 Compton Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12147372

Residential Freehold (Detached)

$1,274,900

3 Beds
2 Baths
1100-1500 sq-ft

Located in a mature, sought-after neighbourhood, this fully upgraded 3-bed, 2-bath bungalow blends luxury, comfort, and style. Enjoy hand-scraped mapl

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385 Gloucester Street, Simcoe, ON , MLS #40728359 , Image - 1

385 Gloucester Street Midland, Simcoe, ON MLS® 40728359

Residential Income (Duplex Up/Down)

$514,900

3 Beds
2 Baths
1408 sq-ft

Turn-key duplex just steps from the water and downtown core with views of Georgian Bay. This lovely income generating home is perfect for first-time b

50 Photos

3931 Menoke Beach Road, Simcoe, ON , MLS #40727589 , Image - 1

3931 Menoke Beach Road Rural Severn, Severn, Simcoe, ON MLS® 40727589

Residential (Single Family Residence)

$1,490,000

3 Beds
3 Baths
3055 sq-ft

WATERFRONT LIVING AT IT’S FINEST WITH THIS IMMACULATE CUSTOM BUILT HOME ON THE WESTERN SHORE OF LAKE COUCHICHING COMPLETE WITH SPECTACULAR SUNRISES AN

40 Photos

6 BROOKWOOD Drive, Simcoe, ON , MLS #S12147460 , Image - 1

6 BROOKWOOD Drive 400 West, Barrie, Simcoe, ON MLS® S12147460

Residential Freehold (Detached)

$924,900

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

This meticulously maintained 2-storey family home offers over 2,600 sq. ft. of finished living space in one of South Barrie's most desirable neighbour

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3413 Flat Rapids Lane, Simcoe, ON , MLS #40720806 , Image - 1

3413 Flat Rapids Lane Rural Severn, Severn, Simcoe, ON MLS® 40720806

Residential (Single Family Residence)

$1,800,000

4 Beds
3 Baths
2511 sq-ft

Breathtaking Severn River Views - Private 4-Season Waterfront Retreat. Enjoy stunning, year-round views of the Severn River from this private 4-season

Open House : Sat May 17, 01:00 PM to 04:00 PM

29 Photos

172 John W Taylor Avenue, Simcoe, ON , MLS #N12147135 , Image - 1

172 John W Taylor Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N12147135

Residential Freehold (Detached)

$799,900

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Stunning bungaloft-style home showcasing a beautifully designed layout with soaring vaulted ceilings, gleami

32 Photos

11 Kodiak Terrace, Simcoe, ON , MLS #S12129663 , Image - 1

11 Kodiak Terrace Holly, Barrie, Simcoe, ON MLS® S12129663

Residential Freehold (Att/Row/Townhouse)

$639,900

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to This Stunning Freehold Townhome in One of Barrie's Most Desirable Communities! This beautifully maintained 6 Year Old home is truly move-in

30 Photos

90 Highland Drive, Simcoe, ON , MLS #S12148227 , Image - 1

Unit-2111/2110, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148227

Residential Condo & Other (Condo Townhouse)

$599,999

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

Escape to this beautifully renovated (2023) forest townhouse, just 15 minutes north of Barrie, offering year-round enjoyment in a serene, nature-fille

40 Photos

311 Tollendal Mill Road, Simcoe, ON , MLS #S11978029 , Image - 1

311 Tollendal Mill Road South Shore, Barrie, Simcoe, ON MLS® S11978029

Residential Freehold (Detached)

$1,850,000

Price drop by 5.1%

5 Beds
3 Baths
3000-3500 sq-ft

Nestled on a private, treed 1.23 acre lot, backing onto Lover's Creek, in the exclusive lakeside neighbourhood of South Shore, you will find this rare

21 Photos

113 Douglas Street, Simcoe, ON , MLS #S12086007 , Image - 1

113 Douglas Street Orillia, Simcoe, ON MLS® S12086007

Residential Freehold (Detached)

$490,000

5 Beds
2 Baths
1100-1500 sq-ft

This Legal Duplex offers a budget-friendly entry into the real estate market. You have the flexibility to occupy one unit while renting out the other

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163 Eighth Street, Simcoe, ON , MLS #S12147976 , Image - 1

163 Eighth Street Midland, Simcoe, ON MLS® S12147976

Residential Freehold (Detached)

$574,777

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your first step into homeownership! This cute and cozy 3-bedroom home in Midland's desirable West End is full of charm and everyday comfort

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1424 Klondike Park Road, Simcoe, ON , MLS #S12148192 , Image - 1

1424 Klondike Park Road Rural Clearview, Clearview, Simcoe, ON MLS® S12148192

Residential Freehold (Detached)

$1,248,900

2 Beds
1 Baths
1500-2000 sq-ft

25 acre property and 1500 square foot home! Incredible hobby farm or homestead opportunity. This property offers nearly 25 acres minutes to Stayner an

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1120 North Shore Drive, Simcoe, ON , MLS #N12145087 , Image - 1

1120 North Shore Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12145087

Residential Freehold (Vacant Land)

$399,000

< 700 sq-ft

Prime Investment Opportunity. Situated in a tranquil, prestigious enclave, this exceptional premium lot embodies refined luxury, directly backing onto

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1012 Ferrier Avenue W, Simcoe, ON , MLS #N12147676 , Image - 1

1012 Ferrier Avenue W Lefroy, Innisfil, Simcoe, ON MLS® N12147676

Residential Freehold (Detached)

$1,499,000

4 Beds
4 Baths
3500-5000 sq-ft

A Short Walk to the Water.. . Discover this Home in a sought after Family Friendly community of Lefroy. Steps to water access and Belle Are Beach. Sit

26 Photos

2 Heritage Road, Simcoe, ON , MLS #N12148174 , Image - 1

2 Heritage Road Cookstown, Innisfil, Simcoe, ON MLS® N12148174

Residential Freehold (Detached)

$1,100,000

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy the quiet, friendly vibe of this welcoming community, where local pubs, great restaurants, and be love

21 Photos

69 McConkey Place, Simcoe, ON , MLS #S12087927 , Image - 1

69 McConkey Place Allandale Heights, Barrie, Simcoe, ON MLS® S12087927

Residential Freehold (Detached)

$729,000

Price drop by 2.0%

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

Nestled on an elevated lot in a peaceful cul-de-sac, this beautifully maintained 3-bedroom Raised Bungalow offers the perfect blend of comfort, space,

Open House : Sat May 17, 12:00 PM to 02:00 PM

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3160 Emperor Drive, Simcoe, ON , MLS #40728156 , Image - 1

3160 Emperor Drive Orillia, Simcoe, ON MLS® 40728156

Residential (Single Family Residence)

$815,000

4 Beds
3 Baths
1795 sq-ft

*OVERVIEW* Spacious raised bungalow in Orillia’s sought-after West Ridge. 3+1 bedrooms, 2.5 baths, with second kitchen and separate entrance offering

46 Photos

165 MARSELLUS Drive, Simcoe, ON , MLS #S12147774 , Image - 1

165 MARSELLUS Drive 400 East, Barrie, Simcoe, ON MLS® S12147774

Residential Freehold (Detached)

$829,000

4 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to 165 Marsellus Drive in the heart of Barries family-friendly Holly neighbourhoodwhere lifestyle meets location! This beautifully maintained

31 Photos

70 Victoria Street E, Simcoe, ON , MLS #N12019048 , Image - 1

70 Victoria Street E Alliston, New Tecumseth, Simcoe, ON MLS® N12019048

Commercial (Investment)

$4,349,999

Price drop by 5.4%

70 Victoria St East Located in the Heart of Alliston is a Prime Mixed-Use Building that is Highly Sought-After due to its Premium Visibility & Foot Tr

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1939 Tiny Beaches Road S, Simcoe, ON , MLS #S12148124 , Image - 1

1939 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12148124

Residential Freehold (Detached)

$499,000

2 Beds
1 Baths
< 700 sq-ft

FRESHLY UPDATED, FULL OF CHARM & WALKING DISTANCE TO GEORGIAN BAY! Spend your summers at the beach and your mornings sipping coffee with a view of Geo

40 Photos

3 Best Court, Simcoe, ON , MLS #S12147621 , Image - 1

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S12147621

Residential Freehold (Detached)

$1,885,000

3 +1 Beds
3 Baths
2500-3000 sq-ft

Wow! Here is Your Chance to Own and Enjoy A Custom-Built Residence With Walk Out Basement In The Upscale Whispering Creek Community. This Luxurious Bu

12 Photos

6651 Third Line, Simcoe, ON , MLS #N8350072 , Image - 1

6651 Third Line Rural Essa, Essa, Simcoe, ON MLS® N8350072

Residential Freehold (Vacant Land)

$699,900

Price drop by 17.6%

< 700 sq-ft

Amazing picturesque views on this 41.99 acre property. Situated on a dead end road, this forested private area offers a unique opportunity. Private wi

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38 Willow Drive, Simcoe, ON , MLS #S12148097 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12148097

Residential Freehold (Detached)

$2,999,999

5 Beds
3 Baths
2000-2500 sq-ft

Welcome to 38 Willow Dr. Magnificent waterfront 5-bedroom custom-built home backing onto beautiful Georgian Bay. Boasting large panoramic windows & wa