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Houses for Sale in Rural Essa Essa Under $5 Million

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Looking for houses under $5m for sale in Rural Essa, Essa? With Square Yards Canada, discover a vast range of properties within your budget in Rural Essa across Toronto. If you plan to buy houses under $5m in Rural Essa, Essa, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Rural Essa houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: November 12, 2026

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38 Denney Drive, Simcoe, ON , MLS #N14174786 , Image - 1

Unit-HOUSE ONLY, 38 Denney Drive Rural Essa, Essa, Simcoe, ON MLS® N14174786

Residential Freehold (Detached)

$599900.0

2 Beds
2 Baths
1100-1500 sq-ft

Looking for a little more space, privacy and a place with possibilities? Welcome to 38 Denney Drive in Baxter! Set on a beautiful 150' x 165' lot (app

25 Photos

38 Denney Drive, Simcoe, ON , MLS #N14174790 , Image - 1

Unit-BOTH, 38 Denney Drive Rural Essa, Essa, Simcoe, ON MLS® N14174790

Residential Freehold (Detached)

$799900.0

2 Beds
2 Baths
1100-1500 sq-ft

Some properties are about the house. This one is about the lifestyle and possibilities! Welcome to 38 Denney Drive in Baxter, where country living mee

22 Photos

6506 5th Line, Simcoe, ON , MLS #N13830602 , Image - 1

6506 5th Line Rural Essa, Essa, Simcoe, ON MLS® N13830602

Residential Freehold (Detached)

$1000000.0

3 Beds
3 Baths
1100-1500 sq-ft

3.9-ACRE PROPERTY WITH A GENEROUS QUONSET SHOP, A METICULOUSLY MAINTAINED HOME & ROOM FOR YOUR BACKYARD PLANS! Nearly four acres, a hydro-equipped Quo

35 Photos

8785 8th Line, Simcoe, ON , MLS #N14100850 , Image - 1

8785 8th Line Rural Essa, Essa, Simcoe, ON MLS® N14100850

Residential Freehold (Detached)

$950000.0

Price drop by 4.9%

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

Escape the hustle and bustle of city life and discover the perfect blend of peaceful country living, modern comfort, and versatile family living at 87

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

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8555 10th Line, Simcoe, ON , MLS #N13875076 , Image - 1

8555 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13875076

Residential Freehold (Detached)

$999000.0

Price drop by 9.2%

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

Fully Renovated Bungalow On 9.72 Acres, Just Minutes From Barrie! Enjoy peaceful country living with convenient access to the city's shopping, dining

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6905 County Road 21 N/A, Simcoe, ON , MLS #N14032488 , Image - 1

6905 County Road 21 N/A Rural Essa, Essa, Simcoe, ON MLS® N14032488

Residential Freehold (Vacant Land)

$649000.0

STOP SEARCHING FOR YOUR DREAM COUNTRY ESTATE & START ENVISIONING IT ON 25 WOODED ACRES IN ESSA WITH A NEWLY ISSUED NVCA PERMIT! Forget compromising on

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4957 25th Side Road, Simcoe, ON , MLS #N14140694 , Image - 1

4957 25th Side Road Rural Essa, Essa, Simcoe, ON MLS® N14140694

Residential Freehold (Detached)

$750000.0

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

Escape the hustle and bustle and discover the charm of country living at this inviting property in desirable Thornton! Set on an impressive approximat

21 Photos

8464 6th Line, Simcoe, ON , MLS #N13561726 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13561726

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
3500-5000 sq-ft

TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse

25 Photos

8747 10th Line, Simcoe, ON , MLS #N13765282 , Image - 1

8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13765282

Residential Freehold (Detached)

$1999999.0

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

MORE LAND, MORE FREEDOM & MORE WAYS TO MAKE IT YOURS! 83.47 acres less than five minutes from Barrie is an opportunity that does not come along often,

29 Photos

7533 County Road 10 N/A, Simcoe, ON , MLS #N14123982 , Image - 1

7533 County Road 10 N/A Rural Essa, Essa, Simcoe, ON MLS® N14123982

Residential Freehold (Detached)

$1179900.0

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

1.8-ACRE PRIVATE COUNTRY RETREAT WITH PROTECTED FOREST SURROUNDINGS! Trade the noise of the city for the privacy of this spectacular 1.8-acre country

50 Photos

5265 5th Side Road, Simcoe, ON , MLS #N14117096 , Image - 1

5265 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N14117096

Residential Freehold (Detached)

$1249900.0

4 +0 Beds
4 Baths
3500-5000 sq-ft

Welcome to this impressive country property in desirable Rural Essa. Offering a generous 3,875 square feet of living space, this home provides the roo

31 Photos

5716 County Road 56 N/A, Simcoe, ON , MLS #N14116902 , Image - 1

5716 County Road 56 N/A Rural Essa, Essa, Simcoe, ON MLS® N14116902

Residential Freehold (Detached)

$829900.0

3 Beds
2 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Venture into a piece of history with this timeless century home, originally built in 1883, featuring beautif

49 Photos

5409 25th Side Road, Simcoe, ON , MLS #N13753206 , Image - 1

5409 25th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13753206

Residential Freehold (Detached)

$2799000.0

Price drop by 6.7%

4 +1 Beds
6 Baths
3500-5000 sq-ft

Immerse Yourself In Luxury Living With This Impeccably Designed Residence, Featuring Crestron Home Automation For effortless Control. This 5- Bedroom,

42 Photos

5390 Highway 89 N/A, Simcoe, ON , MLS #N14089958 , Image - 1

5390 Highway 89 N/A Rural Essa, Essa, Simcoe, ON MLS® N14089958

Residential Freehold (Detached)

$800000.0

3 Beds
4 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perched at the top of Sharpe's Hill, this detached split-level home captures beautiful sweeping views while

50 Photos

5974 5th Side Road, Simcoe, ON , MLS #N13642396 , Image - 1

5974 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13642396

Residential Freehold (Farm)

$3350000.0

Price drop by 4.3%

7 Beds
3 Baths
3500-5000 sq-ft

Click brochure link for more details. Rare opportunity to acquire 2 separately deeded neighbouring properties containing 3 residences and 7 multi-use

50 Photos

7061 County Road 10 Road, Simcoe, ON , MLS #N14089244 , Image - 1

7061 County Road 10 Road Rural Essa, Essa, Simcoe, ON MLS® N14089244

Residential Freehold (Detached)

$1699000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to this move-in-ready, custom-built home offering over 3,500 sq. ft. of finished living space on 3.88 acres. The basement would make a great i

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8698 6 Line, Simcoe, ON , MLS #N13843630 , Image - 1

8698 6 Line Rural Essa, Essa, Simcoe, ON MLS® N13843630

Residential Freehold (Detached)

$1389000.0

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

Brand New Custom-Built Detached Home With Over 6000SF Offering 4+2 Bedrooms And 7 Bathrooms, Including 3 Bathrooms In The Fully Finished Walkout Basem

49 Photos

7697 County Road 56 N/A, Simcoe, ON , MLS #N13784620 , Image - 1

7697 County Road 56 N/A Rural Essa, Essa, Simcoe, ON MLS® N13784620

Residential Freehold (Detached)

$1050000.0

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

Top 5 Reasons You Will Love This Home: 1) Gorgeous raised bungalow offering 3+1 bedrooms, set on approximately one-acre of picturesque property and pa

29 Photos

40 SHAMROCK Crescent, Simcoe, ON , MLS #N13141010 , Image - 1

40 SHAMROCK Crescent Rural Essa, Essa, Simcoe, ON MLS® N13141010

Residential Freehold (MobileTrailer)

$399900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome home to 40 Shamrock Crescent. With Angus nearby, this 'almost' new, quality constructed modular home offers affordable, low-maintenance living

22 Photos

7912 County Road 56 Road, Simcoe, ON , MLS #N14081374 , Image - 1

7912 County Road 56 Road Rural Essa, Essa, Simcoe, ON MLS® N14081374

Residential Freehold (Detached)

$889000.0

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

Welcome to your dream countryside retreat at 7912 County Road 56 in the serene Township of Essa, Ontario-where peaceful rural living meets effortless

39 Photos

5144 25th Side Road, Simcoe, ON , MLS #N13599904 , Image - 1

5144 25th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13599904

Residential Freehold (Detached)

$795000.0

Price drop by 3.0%

3 Beds
3 Baths
1100-1500 sq-ft

Your private acre awaits - minutes from town, worlds away from the noise. Escape to peaceful country living just minutes from Barrie and Angus. This b

30 Photos

7874 10th Line, Simcoe, ON , MLS #N13492744 , Image - 1

7874 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13492744

Residential Freehold (Farm)

$3699000.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Premium 106- Acre Country Estate & Farm Just West of Barrie. The Perfect blend of Modern Luxury, Fertile Land , and Investment Potential. Escape to th

16 Photos

4976 25th Sideroad N/A, Simcoe, ON , MLS #N13843628 , Image - 1

Unit-27, 4976 25th Sideroad N/A Rural Essa, Essa, Simcoe, ON MLS® N13843628

Residential Freehold (Modular Home)

$299999.0

2 Beds
1 Baths
700-1100 sq-ft

A peaceful place to call home surrounded by nature & just minutes from Barrie. Tucked away in the quiet & welcoming community of Hoe Doe Valley this c

20 Photos

26 Birchwood Lane, Simcoe, ON , MLS #N13717762 , Image - 1

26 Birchwood Lane Rural Essa, Essa, Simcoe, ON MLS® N13717762

Residential Freehold (Detached)

$1688888.0

Price drop by 15.6%

5 Beds
6 Baths
3500-5000 sq-ft

Luxury Estate Living on a Premium 2.02-Acre Lot! This spectacular never-lived in detached home offers 5,000+sq.ft of luxurious living space, a 3-car

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6536 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13628256

Residential Freehold (Rural Residential)

$799900.0

4 Beds
2 Baths
2500-3000 sq-ft

5-Acre Private Sanctuary: The Ultimate Blank Canvas Opportunity LAND VALUE ONLY | A Renovator's Dream or Custom Build Site Rarely do you find 5.1 spra

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LOT 1 SMITH Road, Simcoe, ON , MLS #N13232614 , Image - 1

LOT 1 SMITH Road Rural Essa, Essa, Simcoe, ON MLS® N13232614

Residential Freehold (Vacant Land)

$449000.0

Price drop by 8.2%

Huge 106 foot x 436 foot building lot located minutes from Barrie and Angus. Located on a very quiet road with easy access to commuter routes. Stunnin

44 Photos

8562/8587 6th Line, Simcoe, ON , MLS #N13529158 , Image - 1

8562/8587 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13529158

Residential Freehold (Farm)

$2900000.0

4 Beds
2 Baths
1500-2000 sq-ft

Discover an exceptional opportunity to own 99 acres of prime agricultural land in the heart of Essa Township, offered as two separately deeded parcels

42 Photos

10 Brolley Crescent, Simcoe, ON , MLS #N13667506 , Image - 1

10 Brolley Crescent Rural Essa, Essa, Simcoe, ON MLS® N13667506

Residential Freehold (Detached)

$1894000.0

Price drop by 5.3%

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

Welcome to an extraordinary custom-built bungalow offering nearly 5,000 sq. ft. of impeccably finished living space, set in an exclusive neighborhood

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8413 10th Line, Simcoe, ON , MLS #N13736764 , Image - 1

8413 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13736764

Residential Freehold (Vacant Land)

$599900.0

Opportunity Knocks 2.9 Acre Property Minutes To Barrie. This Property Has A 30'X40' Steel Clad Shop With Electricity 13' Door That Is 25 Yrs Old. Also

4 Photos

8926 Mckinnon Road, Simcoe, ON , MLS #N13486348 , Image - 1

8926 Mckinnon Road Rural Essa, Essa, Simcoe, ON MLS® N13486348

Residential Freehold (Detached)

$1119999.0

4 Beds
2 Baths
1100-1500 sq-ft

Once-in-a-generation opportunity on 24 acres in fast-growing Angus. A solid 4-bedroom detached home anchors the property today, while approximately 10

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