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Houses for Sale in Essa ON Under $5 Million

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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: November 11, 2026

31 Photos

12 Mansonic Way, Simcoe, ON , MLS #N14169878 , Image - 1

12 Mansonic Way Angus, Essa, Simcoe, ON MLS® N14169878

Residential Freehold (Detached)

$699000.0

3 Beds
2 Baths
1100-1500 sq-ft

Upgrade from Townhouse Living-Endless Potential in Angus!Tired of shared walls, tight parking, and tiny backyards? Step up to true space and independe

42 Photos

24 Brentwood Road, Simcoe, ON , MLS #N14169706 , Image - 1

24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N14169706

Residential Freehold (Triplex)

$599000.0

5 Beds
4 Baths
2000-2500 sq-ft

LEGAL TRIPLEX RIGHT IN ANGUS!! Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional vers

29 Photos

20 ADMIRAL Crescent, Simcoe, ON , MLS #N14168710 , Image - 1

20 ADMIRAL Crescent Angus, Essa, Simcoe, ON MLS® N14168710

Residential Freehold (Att/Row/Townhouse)

$568800.0

3 +0 Beds
4 Baths
1100-1500 sq-ft

AN IDEAL STARTER OR FAMILY HOME IN A QUIET, CENTRALLY LOCATED NEIGHBOURHOOD! 4th FULL washroom in basement! Welcome to this charming, well-appointed h

49 Photos

22 Stewart Crescent, Simcoe, ON , MLS #N14159182 , Image - 1

22 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N14159182

Residential Freehold (Detached)

$1589990.0

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

Welcome to 22 Stewart Crescent, a high-end executive brick bungalow on just under half an acre on a quiet crescent, offering nearly 5,000 sq. ft. of f

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

40 Photos

4 Gold Park Gate, Simcoe, ON , MLS #N14160386 , Image - 1

4 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N14160386

Residential Freehold (Detached)

$834900.0

4 Beds
4 Baths
2000-2500 sq-ft

SPACIOUS 4-BEDROOM HOME WITH OVER 3,300 FINISHED SQ. FT., AN UPDATED KITCHEN, FINISHED BASEMENT & A PREMIUM CORNER LOT BORDERING A WOODED RAVINE! At 4

1 Photos

174 Maplewood Drive Angus, Essa, Simcoe, ON MLS® N13669224

Residential Freehold (Link)

$600000.0

Price drop by 6.1%

3 Beds
3 Baths
1500-2000 sq-ft

Two-story link home with 3 bedrooms features laminate flooring throughout the main level & ceramics in the kitchen area. Large home with over 1850sq/f

27 Photos

58 Stevenson Street, Simcoe, ON , MLS #N14160614 , Image - 1

58 Stevenson Street Angus, Essa, Simcoe, ON MLS® N14160614

Residential Freehold (Detached)

$769900.0

4 Beds
3 Baths
2000-2500 sq-ft

BROWNLEY MEADOWS DETACHED | ANGUS, ON. Prime Brownley Meadows 2-storey home in Angus features 4 bedrooms, 3 bathrooms, and an open-concept layout with

16 Photos

24 Lee Avenue, Simcoe, ON , MLS #N14158866 , Image - 1

24 Lee Avenue Angus, Essa, Simcoe, ON MLS® N14158866

Residential Freehold (Detached)

$400000.0

5 Beds
2 Baths
1500-2000 sq-ft

REIMAGINE THE POSSIBILITIES AT THIS 5-BEDROOM BUNGALOW WITH TWO SELF-CONTAINED LIVING AREAS ON AN EXPANSIVE 86 X 174 FT CORNER LOT! Situated in an est

8 Photos

TBD TBD Court, Simcoe, ON , MLS #N14165464 , Image - 1

TBD TBD Court Angus, Essa, Simcoe, ON MLS® N14165464

Residential Freehold (Link)

$780990.0

4 Beds
4 Baths
2000-2500 sq-ft

Lancaster Homes is proud to showcase its new Pine River - Ironwood Collection, featuring fresh Modern Contemporary and Modern Farmhouse exterior desig

26 Photos

76 Edenbridge Drive, Simcoe, ON , MLS #N14123412 , Image - 1

76 Edenbridge Drive Angus, Essa, Simcoe, ON MLS® N14123412

Residential Freehold (Detached)

$699900.0

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

FULLY FINISHED WITH PLENTY OF UPGRADES, OVER 2000 TOTAL FINISHED SQ. FT., 2 CAR GARAGE, AND SPACIOUS LOT! Welcome to 76 Edenbridge Drive, located in a

38 Photos

21 Armeda Clow Crescent, Simcoe, ON , MLS #N13837608 , Image - 1

21 Armeda Clow Crescent Angus, Essa, Simcoe, ON MLS® N13837608

Residential Freehold (Detached)

$799999.0

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

Everything you could need in one home-an incredible location, a beautifully maintained property, and plenty of room for the whole family. This stunnin

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

35 Photos

2 Algonquin Heights Court, Simcoe, ON , MLS #N13839072 , Image - 1

2 Algonquin Heights Court Thornton, Essa, Simcoe, ON MLS® N13839072

Residential Freehold (Detached)

$1050000.0

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

Set on a picturesque 0.736-acre lot in Thornton, this spacious family home offers privacy, scenic views, and room for your family to truly settle in.

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

49 Photos

8 McCarthy Crescent, Simcoe, ON , MLS #N13706988 , Image - 1

8 McCarthy Crescent Angus, Essa, Simcoe, ON MLS® N13706988

Residential Freehold (Detached)

$699000.0

Price drop by 5.4%

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

Welcome to 8 McCarthy Crescent! This all-brick raised bungalow on a quiet street in Angus offers the perfect blend of comfort, privacy and versatility

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

22 Photos

157 Greenwood Drive, Simcoe, ON , MLS #N14124262 , Image - 1

157 Greenwood Drive Angus, Essa, Simcoe, ON MLS® N14124262

Residential Freehold (Att/Row/Townhouse)

$578900.0

3 Beds
3 Baths
1100-1500 sq-ft

Charming Townhome in a welcoming neighbourhood perfect for putting down roots. Discover this cozy and well-maintained 3-bedroom, 3-bathroom home, fea

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

21 Photos

4 Greenwood Drive, Simcoe, ON , MLS #N14156588 , Image - 1

4 Greenwood Drive Angus, Essa, Simcoe, ON MLS® N14156588

Residential Freehold (Att/Row/Townhouse)

$699998.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 4 Greenwood Drive, a beautifully upgraded end-unit townhome offering an exceptional blend of style, comfort, and outdoor living in the hear

19 Photos

309 Greenwood Drive, Simcoe, ON , MLS #N14105866 , Image - 1

309 Greenwood Drive Angus, Essa, Simcoe, ON MLS® N14105866

Residential Freehold (Detached)

$779900.0

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

Move-in ready, extensively updated (2024-2026) 4+2 bedroom, 4 bath home in Angus. New maple staircase w/ iron spindles (2026), fully renovated primary

48 Photos

64 Legion Way, Simcoe, ON , MLS #N13855682 , Image - 1

64 Legion Way Angus, Essa, Simcoe, ON MLS® N13855682

Residential Freehold (Link)

$659900.0

3 Beds
3 Baths
1500-2000 sq-ft

First time on the market! This beautifully maintained home, is finished top to bottom and is ready for its next family to move in and enjoy! This home

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

9 Photos

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

35 Photos

7 Mancini Drive, Simcoe, ON , MLS #N14085300 , Image - 1

7 Mancini Drive Angus, Essa, Simcoe, ON MLS® N14085300

Residential Freehold (Detached)

$749900.0

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

Top 5 Reasons You Will Love This Home: 1) Beautifully maintained home nestled in a private neighbourhood, offering a peaceful setting complete with a

38 Photos

88 Parkside Crescent, Simcoe, ON , MLS #N13653186 , Image - 1

88 Parkside Crescent Angus, Essa, Simcoe, ON MLS® N13653186

Residential Freehold (Att/Row/Townhouse)

$575000.0

3 +0 Beds
3 Baths
1100-1500 sq-ft

This move-in ready gem in sought-after Angus checks all the boxes. Offering 3 bedrooms and 2.5 bathrooms, the open-concept main floor is flooded with

35 Photos

19 Wakefield Boulevard, Simcoe, ON , MLS #N13726060 , Image - 1

19 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N13726060

Residential Freehold (Detached)

$915000.0

Price drop by 7.6%

4 Beds
3 Baths
2500-3000 sq-ft

Nestled On A Small Private Enclave, This Fabulous 4 Bedroom Executive Home Is Located In The Community Of Woodland Creeks. 9' Ceilings, Sunken Laundry

47 Photos

40 Centre Street, Simcoe, ON , MLS #N14154310 , Image - 1

40 Centre Street Angus, Essa, Simcoe, ON MLS® N14154310

Residential Freehold (Semi-Detached )

$572777.0

2 Beds
2 Baths
700-1100 sq-ft

Small but mighty, this beautifully updated semi-detached home packs an incredible punch with lovely updated features! The main floor offers a bright,

26 Photos

12 Wakefield Boulevard, Simcoe, ON , MLS #N14142496 , Image - 1

12 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N14142496

Residential Freehold (Detached)

$868800.0

4 Beds
3 Baths
2000-2500 sq-ft

Move-In Ready! The Springbrook Model with 2,415 Sqft. Welcome to this beautifully home featuring 9' ceilings, bright and spacious family room with gl

50 Photos

73 Latimer Avenue, Simcoe, ON , MLS #N13876800 , Image - 1

73 Latimer Avenue Angus, Essa, Simcoe, ON MLS® N13876800

Residential Freehold (Detached)

$850000.0

Price drop by 5.5%

4 +0 Beds
4 Baths
2000-2500 sq-ft

Conveniently located in Angus with access to parks, trails, schools, shopping and the Angus Recreation Centre, 73 Latimer Avenue puts everyday essenti

25 Photos

47 Coulson Avenue, Simcoe, ON , MLS #N14086986 , Image - 1

47 Coulson Avenue Angus, Essa, Simcoe, ON MLS® N14086986

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 47 Coulson Avenue in Angus, a charming 2-bedroom, 1-bathroom home offering comfortable living spaces and plenty of outdoor appeal. Inside,

10 Photos

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

30 Photos

110 Collier Crescent, Simcoe, ON , MLS #N14148608 , Image - 1

110 Collier Crescent Angus, Essa, Simcoe, ON MLS® N14148608

Residential Freehold (Att/Row/Townhouse)

$449000.0

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

SMALL-TOWN CHARM, EVERYDAY CONVENIENCE, & ROOM TO GROW! Enjoy the best of small-community living in this freehold two-storey townhome, ideally located

24 Photos

49 Michael Street, Simcoe, ON , MLS #N13846136 , Image - 1

49 Michael Street Angus, Essa, Simcoe, ON MLS® N13846136

Residential Freehold (Detached)

$660000.0

Price drop by 2.9%

2 Beds
3 Baths
1100-1500 sq-ft

Located in an established Angus neighbourhood close to schools, parks, shopping, restaurants and everyday amenities, with Base Borden just minutes awa

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