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Detached Houses for Sale in Rural Essa Essa

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Last Updated: September 28, 2026

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

50 Photos

7061 County Road 10 Road, Simcoe, ON , MLS #N13828828 , Image - 1

7061 County Road 10 Road Rural Essa, Essa, Simcoe, ON MLS® N13828828

Residential Freehold (Detached)

$1799000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to a custom-built home that brings comfort, craftsmanship, and country living together on 3.88 beautiful acres. With A2 zoning, you can enjoy

49 Photos

4 Morrison Court, Simcoe, ON , MLS #N13794188 , Image - 1

4 Morrison Court Rural Essa, Essa, Simcoe, ON MLS® N13794188

Residential Freehold (Detached)

$2098000.0

4 Beds
4 Baths
3500-5000 sq-ft

Set on a private 1.56-acre lot at the end of a quiet cul-de-sac in Ridge Hill Estates, this executive 2-storey home offers open country views and a ba

38 Photos

5809 10th Side Road, Simcoe, ON , MLS #N13824866 , Image - 1

5809 10th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13824866

Residential Freehold (Detached)

$900000.0

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

Top 5 Reasons You Will Love This Home: 1) Nestled on a picturesque 3-acre property, this exceptional country home is set well back from the road along

9 Photos

8137 4th Line, Simcoe, ON , MLS #N13760640 , Image - 1

8137 4th Line Rural Essa, Essa, Simcoe, ON MLS® N13760640

Residential Freehold (Detached)

$1199000.0

4 Beds
1 Baths
2500-3000 sq-ft

Angus Countryside | Rural Acreage Retreat | Angus, ON. Over 66 acres of pristine countryside real estate backing directly onto the Nottawasaga River,

36 Photos

6776 County Road 10 N/A, Simcoe, ON , MLS #N13808200 , Image - 1

6776 County Road 10 N/A Rural Essa, Essa, Simcoe, ON MLS® N13808200

Residential Freehold (Detached)

$999000.0

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 an acre lot and modern updates, including a

49 Photos

8871 Mckinnon Road, Simcoe, ON , MLS #N13800920 , Image - 1

8871 Mckinnon Road Rural Essa, Essa, Simcoe, ON MLS® N13800920

Residential Freehold (Detached)

$839500.0

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

Nestled on a large private lot in beautiful rural Essa, just outside the growing community of Angus, this meticulously cared for 3+1 bedroom raised bu

20 Photos

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

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

Residential Freehold (Detached)

$1748900.0

Price drop by 12.6%

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

29 Photos

7533 County Road 10 N/A, Simcoe, ON , MLS #N13798822 , Image - 1

7533 County Road 10 N/A Rural Essa, Essa, Simcoe, ON MLS® N13798822

Residential Freehold (Detached)

$1199000.0

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

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

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

50 Photos

5265 5th Side Road, Simcoe, ON , MLS #N13765140 , Image - 1

5265 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13765140

Residential Freehold (Detached)

$1299900.0

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

42 Photos

6046 3rd Line, Simcoe, ON , MLS #N13753124 , Image - 1

6046 3rd Line Rural Essa, Essa, Simcoe, ON MLS® N13753124

Residential Freehold (Detached)

$864900.0

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

Escape to the country and yet be minutes to Alliston on this .73-acre property!. This charming raised bungalow offers the perfect blend of rural lifes

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,

42 Photos

4790 25th Side Road, Simcoe, ON , MLS #N13734162 , Image - 1

4790 25th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13734162

Residential Freehold (Detached)

$1299000.0

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

Custom-Built Executive Residence Combines Luxury, Privacy And Lifestyle On 3/4 Acre Lot! Framed By Endless Western Views And Unforgettable Sunsets Ove

46 Photos

7831 5th Line, Simcoe, ON , MLS #N13763344 , Image - 1

7831 5th Line Rural Essa, Essa, Simcoe, ON MLS® N13763344

Residential Freehold (Detached)

$1399000.0

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

45 Photos

8231 56 County Road, Simcoe, ON , MLS #N13640964 , Image - 1

8231 56 County Road Rural Essa, Essa, Simcoe, ON MLS® N13640964

Residential Freehold (Detached)

$1299900.0

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

8231 County Road 56 is a dream home on a dream property! Incredible family home on picturesque lot in Utopia. Enjoy over 10 acres with fabulous views,

50 Photos

5983 5th Line, Simcoe, ON , MLS #N13664386 , Image - 1

5983 5th Line Rural Essa, Essa, Simcoe, ON MLS® N13664386

Residential Freehold (Detached)

$1399000.0

Price drop by 4.8%

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

This cozy, Western Red Cedar, double tongue and groove U-shaped log bungalow is nestled on a 14-acre hardwood treed lot. Set back from the road, it is

49 Photos

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

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

Residential Freehold (Detached)

$2999888.0

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 #N13728614 , Image - 1

5390 Highway 89 N/A Rural Essa, Essa, Simcoe, ON MLS® N13728614

Residential Freehold (Detached)

$850000.0

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

15 Photos

4927 25th Side Road, Simcoe, ON , MLS #N13732992 , Image - 1

4927 25th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13732992

Residential Freehold (Detached)

$925000.0

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

Opportunity awaits! Situated on 2.3 acres this fully finished 5 bedroom bungalow features almost 3000 sq ft of finished living space, open concept w

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

18 Photos

5471 8th Line, Simcoe, ON , MLS #N13647434 , Image - 1

5471 8th Line Rural Essa, Essa, Simcoe, ON MLS® N13647434

Residential Freehold (Detached)

$845000.0

Price drop by 3.9%

3 Beds
2 Baths
1100-1500 sq-ft

Country Living close to dining, schools and shopping amenities in Alliston, & Cookstown with great access to Highway 400 and Hwy 27. 3 bedroom 4 level

38 Photos

8071 4th Line, Simcoe, ON , MLS #N13147052 , Image - 1

8071 4th Line Rural Essa, Essa, Simcoe, ON MLS® N13147052

Residential Freehold (Detached)

$1399990.0

Price drop by 3.4%

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

ESCAPE TO THE COUNTRY - BACKYARD OASIS, OVERSIZED GARAGE AND MULTI FAMILY POTENTIAL ALL IN ONE RURAL RETREAT. Welcome to this inviting 3+1 bedroom h

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

40 Photos

14 Pioneer Ridge Court, Simcoe, ON , MLS #N13660484 , Image - 1

14 Pioneer Ridge Court Rural Essa, Essa, Simcoe, ON MLS® N13660484

Residential Freehold (Detached)

$1499999.0

Price drop by 6.3%

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

Nestled at the end of a cul-de-sac, this executive bungalow ranch sprawls over 5.4 acres of lush land, offering serene privacy amongst a country setti

31 Photos

5716 County Road 56 N/A, Simcoe, ON , MLS #N13606146 , Image - 1

5716 County Road 56 N/A Rural Essa, Essa, Simcoe, ON MLS® N13606146

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

50 Photos

6805 8th Line, Simcoe, ON , MLS #N13420416 , Image - 1

6805 8th Line Rural Essa, Essa, Simcoe, ON MLS® N13420416

Residential Freehold (Detached)

$1899999.0

Price drop by 15.6%

3 +0 Beds
5 Baths
3000-3500 sq-ft

WOW! CUSTOM BUILT SHOWPIECE WITHAPPROX 6160 SQUARE FEET FINISHED ON 19 ACRES! THIS THOUGHTFULLY DESIGNED HOME IS GENUINELY SPECIAL. FORTIFIED WITH FO

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

8 Photos

5446 10th Line, Simcoe, ON , MLS #N13559292 , Image - 1

5446 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13559292

Residential Freehold (Detached)

$1799900.0

4 Beds
3 Baths
2500-3000 sq-ft

Experience the perfect blend of luxury, craftsmanship, and country living with this executive 4 bedroom 3 bathroom triple car garage custom bungalow s

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