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Houses for Sale Under $5 Million in Simcoe ON - P3

Showing results 61 - 90 of 6357

Last Updated: May 14, 2025

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

50 Photos

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

46 Photos

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

50 Photos

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

40 Photos

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

50 Photos

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

11 Photos

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

40 Photos

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

18 Photos

LT23&24 CON 8 N/A, Simcoe, ON , MLS #S12148171 , Image - 1

LT23&24 CON 8 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12148171

Residential Freehold (Vacant Land)

$1,750,000

< 700 sq-ft

260 ACRES OF NATURAL BEAUTY WITH LIMITLESS POSSIBILITIES! Once in a lifetime, you are presented with a rare opportunity to own a remarkable 260-acre p

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

42 Photos

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

23 Photos

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

24 Photos

336 Peek-A-Boo Trail, Simcoe, ON , MLS #S12148131 , Image - 1

336 Peek-A-Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12148131

Residential Freehold (Detached)

$685,000

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

Top 5 Reasons You Will Love This Home: 1) Conveniently located just 1.5-hours from Toronto, presenting the perfect escape for weekend getaways or year

23 Photos

939 Stollar Place, Simcoe, ON , MLS #S12081236 , Image - 1

939 Stollar Place Midland, Simcoe, ON MLS® S12081236

Residential Freehold (Detached)

$869,900

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

Move-in ready in Midland! This modern all brick and stone raised bungalow offers a spacious 2-bedroom, 3-bath home on a generous 1/3 acre property in

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

39 Photos

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