5130+ Houses for Sale in Simcoe Under $5 Million

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6905 County Road 21 N/A, Simcoe, ON , MLS #N13589100 , Image - 1

6905 County Road 21 N/A Rural Essa, Essa, Simcoe, ON MLS® N13589100

Residential Freehold (Vacant Land)

$649000.0

EMBRACE THE TRANQUILLITY OF COUNTRY LIVING WITH THIS EXTRAORDINARY 25-ACRE PROPERTY! Discover the extraordinary potential of this rare 25-acre foreste

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4087 Concession Rd 5 N/A, Simcoe, ON , MLS #N13585600 , Image - 1

4087 Concession Rd 5 N/A Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N13585600

Residential Freehold (Rural Residential)

$1099000.0

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

Nestled on a beautifully landscaped and fully fenced 1.07-acre property, this one-of-a-kind converted schoolhouse offers the perfect blend of characte

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0 Highway 89 N/A, Simcoe, ON , MLS #N13578862 , Image - 1

0 Highway 89 N/A Cookstown, Innisfil, Simcoe, ON MLS® N13578862

Residential Freehold (Vacant Land)

$649999.0

Don't miss this Rare opportunity to own a vacant lot in the charming community of Cookstown! Located on Highway 89, this approximately 0.42-acre parce

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6776 County Road 10 N/A, Simcoe, ON , MLS #N13573070 , Image - 1

6776 County Road 10 N/A Rural Essa, Essa, Simcoe, ON MLS® N13573070

Residential Freehold (Detached)

$1168000.0

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

Welcome Home! This amazing 3 bedroom 3 bath home offers the perfect blend of country living on just under a acre lot and modern updates, upgraded kitc

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11 Laguna Parkway, Simcoe, ON , MLS #S13652156 , Image - 1

Unit-4, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13652156

Residential Condo & Other (Condo Townhouse)

$299900.0

1 Beds
1 Baths
600-699 sq-ft

Lagoon City Waterfront Condo With Private Boat Mooring, Canal Views & Resort-Style Amenities! The canal isn't just the view here; it's part of the add

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3396 Beachview Avenue, Simcoe, ON , MLS #S12596730 , Image - 1

3396 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S12596730

Residential Freehold (Vacant Land)

$205000.0

Vacant building lot in the heart of Cumberland Beach, just minutes from Lake Couchiching. Enjoy easy access to Hwy 11, nearby community parks, and loc

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2988 25th Sideroad N/A, Simcoe, ON , MLS #N13530858 , Image - 1

2988 25th Sideroad N/A Alcona, Innisfil, Simcoe, ON MLS® N13530858

Residential Freehold (Detached)

$839900.0

Price drop by 4.5%

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

A smarter, eco-efficient way to live - just a 10-minute walk from Lake Simcoe! A rare opportunity to own a fully reimagined private oasis, set on a be

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3269 Concession 7 N/A, Simcoe, ON , MLS #N13515198 , Image - 1

3269 Concession 7 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13515198

Residential Freehold (Farm)

$2799000.0

3 Beds
3 Baths
1100-1500 sq-ft

Sprawling and serene 104-acre farm just minutes from Alliston and Tottenham. This well-maintained property features a raised bungalow within-law suite

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4274 Canal Road, Simcoe, ON , MLS #S13423908 , Image - 1

4274 Canal Road Rural Severn, Severn, Simcoe, ON MLS® S13423908

Residential Freehold (Detached)

$340000.0

Price drop by 14.8%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 4274 Canal Road, your waterfront escape on the renowned Trent-Severn Waterway. Situated on a private leased lot with 75 feet of unobstructe

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2863 Concession Rd 3 N/A, Simcoe, ON , MLS #N13493128 , Image - 1

2863 Concession Rd 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13493128

Residential Freehold (Detached)

$1599900.0

4 Beds
3 Baths
2000-2500 sq-ft

This is more than a home-it's a lifestyle retreat where nature, comfort, and adventure come together. Set well back from the road and surrounded by ma

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22 Village Green Lane, Simcoe, ON , MLS #N13624526 , Image - 1

22 Village Green Lane Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13624526

Residential Condo & Other (Condo Townhouse)

$595000.0

3 Beds
3 Baths
1200-1399 sq-ft

Welcome to 22 Village Green Lane, a well-maintained and sun filled 3-bedroom, 3-bathroom condo townhouse nestled in a small, private community. This h

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2831 HWY 89 N/A, Simcoe, ON , MLS #N13490250 , Image - 1

2831 HWY 89 N/A Cookstown, Innisfil, Simcoe, ON MLS® N13490250

Residential Freehold (Detached)

$950000.0

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

Turn-key investment opportunity with immediate rental income! This approx. 2,400 sq. ft. raised bungalow features a separate entrance and fully finish

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9199 Highway 89 N/A, Simcoe, ON , MLS #N13484194 , Image - 1

9199 Highway 89 N/A Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N13484194

Residential Freehold (Detached)

$849000.0

6 +1 Beds
3 Baths
3000-3500 sq-ft

Looking for an excellent location to have a home business or simply enjoy a large family home & also have your parents live with you? The possibilitie

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6 Gander Cove N/A, Simcoe, ON , MLS #N13479862 , Image - 1

6 Gander Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13479862

Residential Freehold (Detached)

$339000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 6 Gander Cove, nestled in the vibrant adult lifestyle community of Sandy Cove Acres in Innisfil! This beautifully maintained bungalow is si

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2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13479332 , Image - 1

2280 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13479332

Residential Freehold (Detached)

$3899999.0

4 +2 Beds
5 Baths
5000 + sq-ft

Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis

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130 Fifth Street, Simcoe, ON , MLS #S13639562 , Image - 1

130 Fifth Street Collingwood, Simcoe, ON MLS® S13639562

Residential Freehold (Detached)

$1180000.0

Price drop by 4.1%

3 Beds
3 Baths
1500-2000 sq-ft

Victoria Annex: History Made Modern Nestled in one of Collingwood's most sought-after neighbourhoods, Victoria Annex is a boutique community of just n

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0 County Road 89 N/A, Simcoe, ON , MLS #N13469210 , Image - 1

0 County Road 89 N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13469210

Residential Freehold (Vacant Land)

$999000.0

Rare Opportunity To Acquire 8 Acre Parcel Of Land. The Site Presents An Excellent Opportunity For Future Development And Great Investment Property. Mi

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2362 Concession Rd 2 N/A, Simcoe, ON , MLS #N13464280 , Image - 1

2362 Concession Rd 2 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13464280

Residential Freehold (Detached)

$3125000.0

2 Beds
1 Baths
700-1100 sq-ft

An exceptional opportunity to own a truly remarkable 100-acre property in the heart of Hockley Valley. Offering approximately 2,000 feet of road front

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125 Sixth Street, Simcoe, ON , MLS #S13639564 , Image - 1

125 Sixth Street Collingwood, Simcoe, ON MLS® S13639564

Residential Freehold (Detached)

$1194000.0

Price drop by 4.0%

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

Victoria Annex: History Made Modern nestled in one of Collingwood's most sought-after neighbourhoods. A rare opportunity in a limited collection of si

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6685 County Rd 21 N/A, Simcoe, ON , MLS #N13462560 , Image - 1

6685 County Rd 21 N/A Rural Essa, Essa, Simcoe, ON MLS® N13462560

Residential Freehold (Vacant Land)

$1286000.0

Build the home of your dreams on a private 87-acre playground. Set amidst the natural beauty of Essa Township, minutes from Baxter, just north of Alli

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3463 Line 12 N/A, Simcoe, ON , MLS #N13457986 , Image - 1

3463 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13457986

Residential Freehold (Detached)

$1795000.0

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

Welcome to your own private country retreat in the heart of rural Bradford! Situated on a beautifully maintained 1-acre parcel, this extensively renov

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6952 Second Line N/A, Simcoe, ON , MLS #N13457798 , Image - 1

6952 Second Line N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13457798

Residential Freehold (Detached)

$4499000.0

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

171-acre country property with main house and newly created 2-storey apartment in the newly restored century barn. Turn-key country property. Bring yo

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1997 15th Sideroad N/A, Simcoe, ON , MLS #N13449630 , Image - 1

1997 15th Sideroad N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13449630

Residential Freehold (Detached)

$1599000.0

3 Beds
3 Baths
1500-2000 sq-ft

Stunning fully renovated 3-bedroom bungalow set on 5 private acres offering an exceptional blend of modern luxury and country living. Chef's kitchen f

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1420 County Road 50 N/A, Simcoe, ON , MLS #N13446850 , Image - 1

1420 County Road 50 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13446850

Residential Freehold (Vacant Land)

$774900.0

A rare opportunity to own approximately 10 acres of scenic countryside in the highly desirable Palgrave area. Ideally situated just minutes north of H

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4535 Sideroad 20 N/A, Simcoe, ON , MLS #N13439936 , Image - 1

4535 Sideroad 20 N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13439936

Residential Freehold (Detached)

$1499999.0

4 Beds
4 Baths
3000-3500 sq-ft

A rare opportunity to complete and customize your dream country estate. Situated on a picturesque 2.28-acre lot, this impressive custom-built residenc

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3740 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13439508 , Image - 1

3740 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13439508

Residential Freehold (Detached)

$929220.0

2 Beds
2 Baths
1100-1500 sq-ft

UBID HOME FOR SALE. HOMEOWNER RELOCATING ($929,220) Discover the Perfect Blend of Rural Serenity & Endless Opportunity! Nestled on a prime lot between

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7 Line N/A, Simcoe, ON , MLS #N13428052 , Image - 1

7 Line N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13428052

Residential Freehold (Vacant Land)

$699000.0

Discover a rare opportunity to own nearly 25 acres of picturesque land offering privacy, tranquility, and endless natural beauty. Surrounded by mature

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17 CRANBERRY Lane, Simcoe, ON , MLS #S13233484 , Image - 1

17 CRANBERRY Lane 400 West, Barrie, Simcoe, ON MLS® S13233484

Residential Freehold (Detached)

$834900.0

Price drop by 2.9%

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

*OVERVIEW* Spacious And Well-Appointed 4+1 Bedroom, 4 Bathroom Home Nestled In A Sought-After Family-Friendly Neighbourhood In Barrie. Thoughtfully De

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2946 Concession Rd 3 N/A, Simcoe, ON , MLS #N13419510 , Image - 1

2946 Concession Rd 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13419510

Residential Freehold (Detached)

$1550000.0

3 Beds
2 Baths
1100-1500 sq-ft

Located in the pristine Hockley Valley, this home offers breathtaking south-facing views, riverfront privacy, and a fully renovated interior, creating

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7758 County Road 13 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13237858

Residential Freehold (Vacant Land)

$1199000.0

Excellent opportunity to acquire 85.61 acres close to Lisle and generate income at the same time! This parcel offers a large steel building 40X80 ft w

Houses for Sale in Simcoe Under $5 Million - P29

Rosehaven Simcoe Woods