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Houses for Sale in Essa ON Under $5 Million

Showing results 1 - 30 of 41

Are you looking for houses under $5m for sale in Essa ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Essa. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Essa. Whether you’re looking to buy houses under under $5m in Essa ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Essa houses for sale under under $5m, including freehold homes, condos, and commercial properties.

Last Updated: March 29, 2026

34 Photos

212 Maplewood Drive, Simcoe, ON , MLS #N12922370 , Image - 1

212 Maplewood Drive Angus, Essa, Simcoe, ON MLS® N12922370

Residential Freehold (Detached)

$775000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained family home in the heart of Angus - perfect for first-time buyers, growing families, upsizers, or anyone lookin

38 Photos

7 Stewart Crescent, Simcoe, ON , MLS #N12592504 , Image - 1

7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N12592504

Residential Freehold (Detached)

$1749000.0

Price drop by 7.9%

5 +1 Beds
6 Baths
3500-5000 sq-ft

Extremely Rare Offering Prestigious Thornton Estates. Welcome to this exceptional family estate nestled in the highly sought-after Thornton Estates Co

42 Photos

10 Brolley Crescent, Simcoe, ON , MLS #N12789936 , Image - 1

10 Brolley Crescent Rural Essa, Essa, Simcoe, ON MLS® N12789936

Residential Freehold (Detached)

$1999999.0

Price drop by 4.8%

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

14 Photos

94 King Street, Simcoe, ON , MLS #N12930430 , Image - 1

94 King Street Angus, Essa, Simcoe, ON MLS® N12930430

Residential Freehold (Multiplex)

$1425000.0

11 Beds
6 Baths
5000 + sq-ft

TURN-KEY MULTIPLEX ON A DOUBLE LOT WITH ESTABLISHED TENANTS IN PLACE & CASH FLOW POTENTIAL! Positioned in the heart of Angus within a high-growth area

49 Photos

22 Stewart Crescent, Simcoe, ON , MLS #N12929976 , Image - 1

22 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N12929976

Residential Freehold (Detached)

$1599000.0

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

Nestled in a picturesque country setting, this modern bungalow, main floor offers 2,479 sq ft of exquisite living space on a large lot in a coveted co

50 Photos

6598 County 10 Road, Simcoe, ON , MLS #N12928278 , Image - 1

6598 County 10 Road Rural Essa, Essa, Simcoe, ON MLS® N12928278

Residential Freehold (Detached)

$1999000.0

5 Beds
5 Baths
2500-3000 sq-ft

Exceptional craftsmanship displayed in this true multigenerational estate on 10 acres in Essa, just minutes from Alliston. This full-brick home with M

50 Photos

41 Osborn Street, Simcoe, ON , MLS #N12927674 , Image - 1

41 Osborn Street Angus, Essa, Simcoe, ON MLS® N12927674

Residential Freehold (Detached)

$1299999.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to a truly one-of-a-kind, custom-built home offering the perfect blend of luxury, functionality, and multi-generational living complete with y

40 Photos

4 GOLD PARK Gate, Simcoe, ON , MLS #N12914802 , Image - 1

4 GOLD PARK Gate Angus, Essa, Simcoe, ON MLS® N12914802

Residential Freehold (Detached)

$899900.0

4 Beds
4 Baths
2000-2500 sq-ft

Discover this exceptionally well-maintained, all-brick family home at 4 Gold Park Gate in Angus. Boasting over 2800 sq. ft. of fully finished living s

18 Photos

2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$257900.0

Price drop by 3.7%

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await

38 Photos

8071 4th Line, Simcoe, ON , MLS #N12773364 , Image - 1

8071 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12773364

Residential Freehold (Detached)

$1499900.0

Price drop by 3.2%

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

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

30 Photos

60 Brownley Lane, Simcoe, ON , MLS #N12822908 , Image - 1

60 Brownley Lane Angus, Essa, Simcoe, ON MLS® N12822908

Residential Freehold (Detached)

$879000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 60 Brownley Lane in Angus, a well-maintained home built in 2014, located on a quiet, family-friendly street. From the moment you arrive, th

40 Photos

190 Centre Street, Simcoe, ON , MLS #N12476737 , Image - 1

190 Centre Street Angus, Essa, Simcoe, ON MLS® N12476737

Residential Freehold (Detached)

$890000.0

Price drop by 11.0%

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

This unique family home is set on a rare, expansive in-town Angus property beside the picturesque Nottawasaga River, offering the perfect blend of spa

1 Photos

253 Spencer Avenue Thornton, Essa, Simcoe, ON MLS® N12896676

Residential Freehold (Detached)

$1169000.0

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

Step into a truly exceptional opportunity to own a fully renovated, custom-built home in the highly sought-after community of Thornton. Originally bui

33 Photos

87 Truax Crescent, Simcoe, ON , MLS #N12838478 , Image - 1

87 Truax Crescent Angus, Essa, Simcoe, ON MLS® N12838478

Residential Freehold (Detached)

$959000.0

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

Welcome to 87 Truax in Essa - the perfect place for your family to grow, gather, and create lasting memories. This immaculate 2-storey home offers six

13 Photos

5703 10th Side Road, Simcoe, ON , MLS #N12882638 , Image - 1

5703 10th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12882638

Residential Freehold (Vacant Land)

$399900.0

< 700 sq-ft

A rare opportunity to build with a head start. Set on over an acre along 10th Side Road in Essa Township, this property offers the space and privacy o

37 Photos

171 Gold Park Gate, Simcoe, ON , MLS #N12846862 , Image - 1

171 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12846862

Residential Freehold (Detached)

$1100000.0

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

Backing onto beautiful forest and ravine views, this exceptional bungalow offers a rare blend of nature, luxury, space, and versatility-perfect for fa

50 Photos

51 Wood Crescent, Simcoe, ON , MLS #N12881580 , Image - 1

51 Wood Crescent Angus, Essa, Simcoe, ON MLS® N12881580

Residential Freehold (Detached)

$1275000.0

5 Beds
5 Baths
2500-3000 sq-ft

Step inside this stunning Victoria model, a beautiful two-story home with ample high-end upgrades featured throughout. This dream property offers 3,00

3 Photos

57 Wood Crescent, Simcoe, ON , MLS #N12881570 , Image - 1

57 Wood Crescent Angus, Essa, Simcoe, ON MLS® N12881570

Residential Freehold (Detached)

$938000.0

3 Beds
2 Baths
1500-2000 sq-ft

Ideally located in the growing community of Angus, just a short drive to the expanding and developing City of Barrie, welcome home to this stunning, o

1 Photos

6193 30th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12854006

Residential Freehold (Detached)

$795000.0

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

RAISED BUNGALOW WITH IN-LAW POTENTIAL ON A 1.29 ACRE WOODED LOT JUST MINUTES FROM AMENITIES! Quietly tucked at the edge of town on an expansive lot wi

9 Photos

8137 4th Line, Simcoe, ON , MLS #N12598252 , Image - 1

8137 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12598252

Residential Freehold (Detached)

$1600000.0

Price drop by 11.1%

4 Beds
1 Baths
2500-3000 sq-ft

Discover the perfect canvas for your dream home on over 66 acres of exceptional countryside, beautifully backed by the peaceful Nottawasaga River in A

21 Photos

8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

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

32 Photos

55 Elphick Street, Simcoe, ON , MLS #N12779698 , Image - 1

55 Elphick Street Angus, Essa, Simcoe, ON MLS® N12779698

Residential Freehold (Detached)

$874900.0

4 Beds
3 Baths
2500-3000 sq-ft

Gorgeous Detached 4 Large Bedroom, + Second Floor Media/Den Area, No Sidewalk Allows Parking For 6 Cars, Bright Open Concept Includes Formal Dining, G

25 Photos

8747 10th Line, Simcoe, ON , MLS #N12656502 , Image - 1

8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12656502

Residential Freehold (Detached)

$2195000.0

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

OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre

31 Photos

5716 County Road 56 N/A, Simcoe, ON , MLS #N12801014 , Image - 1

5716 County Road 56 N/A Rural Essa, Essa, Simcoe, ON MLS® N12801014

Residential Freehold (Detached)

$925000.0

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

41 Photos

51 Nottawasaga Drive, Simcoe, ON , MLS #N12671860 , Image - 1

51 Nottawasaga Drive Angus, Essa, Simcoe, ON MLS® N12671860

Residential Freehold (Detached)

$767000.0

Price drop by 1.3%

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

SPACIOUS BUNGALOW IN THE HEART OF ANGUS WITH A PRIVATE TREED BACKDROP, BRIGHT OPEN SPACES, & A FAMILY-FRIENDLY LAYOUT DESIGNED FOR COMFORT! Tucked awa

36 Photos

7816 6th Line, Simcoe, ON , MLS #N12672012 , Image - 1

7816 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12672012

Residential Freehold (Detached)

$1299999.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

THE PROPERTY THAT TURNS WHAT IF INTO THIS IS IT! This is the listing that makes every other tab on your browser look boring. Settled on 2 private acre

23 Photos

52 Baycroft Boulevard, Simcoe, ON , MLS #N12767918 , Image - 1

52 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N12767918

Residential Freehold (Detached)

$990000.0

4 Beds
3 Baths
2000-2500 sq-ft

Newly built in 2024, this impressive two-storey home offers approximately 2,599 sq. ft. of above-grade living space, ideally positioned on a ravine lo

1 Photos

7 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N12760280

Residential Freehold (Detached)

$888000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 7 Wakefield Blvd in Angus, a well-maintained, thoughtfully designed detached home that offers comfort, space, and functionality for growing

43 Photos

4806 5th Side Road, Simcoe, ON , MLS #N12736340 , Image - 1

4806 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12736340

Residential Freehold (Detached)

$829000.0

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

Escape to the Country! This beautiful 2-story detached home in the highly sought-after Rural Essa community offers nearly 2,000 sq. ft. of finished li

30 Photos

14 Gold Park Gate, Simcoe, ON , MLS #N12591070 , Image - 1

14 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12591070

Residential Freehold (Detached)

$799888.0

Price drop by 1.2%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 14 Gold Park Gate in the sought after 5th Line subdivision of Angus. Conveniently located, it is only minutes from local amenities and CFB

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