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Houses for Sale in Cookstown Innisfil Under $5 Million

Showing results 1 - 16 of 16

Looking for houses under $5m for sale in Cookstown, Innisfil? With Square Yards Canada, discover a vast range of properties within your budget in Cookstown across Toronto. If you plan to buy houses under $5m in Cookstown, Innisfil, 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 Cookstown houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: December 05, 2025

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3 John Drive, Simcoe, ON , MLS #N12600938 , Image - 1

3 John Drive Cookstown, Innisfil, Simcoe, ON MLS® N12600938

Residential Freehold (Detached)

$649000.0

2 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Fantastic opportunity for investors or multi-generational families, offering both a detached century home an

1 Photos

39 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12549294

Residential Freehold (Modular Home)

$325000.0

2 Beds
1 Baths
700-1100 sq-ft

Bright, full of natural light, comfortable, 2 Bed, 1 Bath home, Renovated for years of worry-free ownership. Modular home located in Royal Oak Estates

26 Photos

15 Ravenscraig Place, Simcoe, ON , MLS #N12313943 , Image - 1

15 Ravenscraig Place Cookstown, Innisfil, Simcoe, ON MLS® N12313943

Residential Freehold (Att/Row/Townhouse)

$789000.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 15 Ravenscraig Place, a gorgeous, brand-new end-unit townhome nestled in the heart of Cookstown, offering the perfect blend of style, comfo

40 Photos

64 Royal Oak Drive, Simcoe, ON , MLS #N12494824 , Image - 1

64 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12494824

Residential Freehold (MobileTrailer)

$339900.0

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

Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Allisto

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

39 Photos

19 Mumberson Street, Simcoe, ON , MLS #N12129106 , Image - 1

19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12129106

Residential Freehold (Detached)

$1999900.0

5 Beds
5 Baths
3500-5000 sq-ft

Newer luxury home with 3 car garage (tandem). Massive 4,949 square feet (Mpac) . Largest sized BELCROFT model built by Zanier Homes & Feels almost li

50 Photos

22 EAST JOHN Street, Simcoe, ON , MLS #N12454213 , Image - 1

22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12454213

Residential Freehold (Detached)

$2149000.0

3 +2 Beds
5 Baths
3000-3500 sq-ft

BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/lib

34 Photos

23 Mumberson Street, Simcoe, ON , MLS #N12360665 , Image - 1

23 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12360665

Residential Freehold (Detached)

$1899000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to Absolute Luxury Living, at 23 Mumberston St! This beautiful 2020 Built home with a expansive corner lot, boasts over 5000 square feet of li

50 Photos

75 Copeland Crescent, Simcoe, ON , MLS #N12412227 , Image - 1

75 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N12412227

Residential Freehold (Detached)

$1349000.0

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

Luxurious 4+1 Bedrooms, 4.5 Baths & W/Finished Basement Detached House In The Quaint Village Of Cookstown, Mins To 400. Hardwood Flooring T-Out, Separ

6 Photos

17 Ravenscraig Place, Simcoe, ON , MLS #N8443102 , Image - 1

17 Ravenscraig Place Cookstown, Innisfil, Simcoe, ON MLS® N8443102

Residential Freehold (Att/Row/Townhouse)

$799900.0

Price drop by 4.8%

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 17 Ravenscraig Place, one of only 11 towns in this brand new quaint vacant land condominium community in Cookstown! This 3 bedroom, 3 bath

11 Photos

49 ROYAL OAK Drive, Simcoe, ON , MLS #N12135527 , Image - 1

49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12135527

Residential Freehold (Modular Home)

$275000.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Totally renovated bright 2 bedroom modular home with 2 picture windows, generous dining/living room, skylight, gas fireplace, 962 sf, private 2 car dr

33 Photos

1, 3, 5 Church Street, Simcoe, ON , MLS #N12084695 , Image - 1

1, 3, 5 Church Street Cookstown, Innisfil, Simcoe, ON MLS® N12084695

Residential Freehold (Store W Apartment/Office)

$2200000.0

6 Beds
5 Baths
5000 + sq-ft

Tremendous Investment Opportunity in the heart of Cookstown w/ 2 Buildings, a parking lot, 5 Apartments, a commercial space and a Restaurant! Located

28 Photos

16 Ravenscraig Place, Simcoe, ON , MLS #N12050042 , Image - 1

16 Ravenscraig Place Cookstown, Innisfil, Simcoe, ON MLS® N12050042

Residential Condo & Other (Detached Condo)

$999999.0

Price drop by 11.5%

4 Beds
3 Baths
1800-1999 sq-ft

Welcome to 16 Ravenscraig Place, discover modern living in the growing Village of Cookstown, dubbed the 'Coziest Corner in Innisfil'. This stunning b

43 Photos

18 Heritage Road, Simcoe, ON , MLS #40749816 , Image - 1

18 Heritage Road Cookstown, Innisfil, Simcoe, ON MLS® 40749816

Residential (Single Family Residence)

$1000000

3 Beds
3 Baths
1560 sq-ft

Welcome to 18 Heritage Road, a timeless gem located in the heart of the charming and historic village of Cookstown. This classic 3-bedroom, 3-bathroom

32 Photos

25 Copeland Crescent, Simcoe, ON , MLS #40751802 , Image - 1

25 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® 40751802

Residential (Single Family Residence)

$1274000

3 Beds
5 Baths
3520 sq-ft

IMMACULATE HOME WITH OVER 3,500 SQ FT OF EXCEPTIONAL LIVING SPACE ON A PREMIUM PIE-SHAPED LOT IN A QUIET NEIGHBOURHOOD! Discover this gorgeous, beauti

41 Photos

2 George Street, Simcoe, ON , MLS #40737788 , Image - 1

2 George Street Cookstown, Innisfil, Simcoe, ON MLS® 40737788

Residential (Single Family Residence)

$699900

2 Beds
2 Baths
1285 sq-ft

Charming Gem in the Heart of Cookstown! Welcome to 2 George Street, a beautiful 2-bedroom, 1.5-bath home nestled in the desirable and historic village

50 Photos

2 Copeland Crescent, Simcoe, ON , MLS #40734255 , Image - 1

2 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® 40734255

Residential (Single Family Residence)

$1545000

6 Beds
5 Baths
4233 sq-ft

Stunning Renovated Home in Cookstown, ideal for multigenerational living! - Beautiful corner-lot home filled with natural light. and exceptional curb

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