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Houses for Sale in Cookstown Innisfil Under $1.5 Million

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Looking for houses under $1.5m 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 $1.5m 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 $1.5m, including freehold properties, condos, and commercial spaces.

Last Updated: September 24, 2026

29 Photos

12 Briarwood Place, Simcoe, ON , MLS #N13533472 , Image - 1

12 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13533472

Residential Freehold (Modular Home)

$389000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart of Cookstown.Just a short walk from the SHops and Restaurants

26 Photos

140 Copeland Crescent, Simcoe, ON , MLS #N13819664 , Image - 1

140 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N13819664

Residential Freehold (Detached)

$999000.0

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

Discover refined bungalow living in this beautifully appointed executive residence, ideally positioned on a premium corner lot in the sought-after Coo

50 Photos

49 Victoria Street E, Simcoe, ON , MLS #N13814612 , Image - 1

49 Victoria Street E Cookstown, Innisfil, Simcoe, ON MLS® N13814612

Residential Freehold (Detached)

$1299999.0

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

Welcome to 49 Victoria Street East in beautiful Cookstown. This fully finished home offers plenty of space for a large or growing family. Step inside

38 Photos

38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$229900.0

Price drop by 11.2%

2 Beds
1 Baths
700-1100 sq-ft

Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit

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

49 Photos

52 Copeland Crescent, Simcoe, ON , MLS #N13810342 , Image - 1

52 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N13810342

Residential Freehold (Detached)

$999000.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome To 52 Copeland Crescent, An Impressive Custom, Northstar Built Home With Over 5500 Sq Ft Of Thoughtfully Designed Living Space! From The Momen

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

49 Photos

20 King Street S, Simcoe, ON , MLS #N13802790 , Image - 1

20 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13802790

Residential Freehold (Detached)

$1399888.0

5 Beds
3 Baths
3000-3500 sq-ft

Welcome To 20 King Street S, Known As The King Victorian. A Rare Opportunity To Own A Beautifully Renovated Century Home Dating Back To1890, Offering

45 Photos

5 Elizabeth Street, Simcoe, ON , MLS #N13745346 , Image - 1

5 Elizabeth Street Cookstown, Innisfil, Simcoe, ON MLS® N13745346

Residential Freehold (Detached)

$560000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this 3-bedroom, 2-bathroom raised ranch, situated in the historic village of Cookstown! The main floor features an open-concept layout cent

7 Photos

12 Victoria Street, Simcoe, ON , MLS #N13776396 , Image - 1

12 Victoria Street Cookstown, Innisfil, Simcoe, ON MLS® N13776396

Residential Freehold (Vacant Land)

$399900.0

Vacant lot in the heart of Cookstown! An exciting opportunity with endless possibilities. Build your own custom home or explore the potential to acqui

45 Photos

11 King Street S, Simcoe, ON , MLS #N13775290 , Image - 1

11 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13775290

Residential Freehold (Detached)

$750000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to Cookstown! Solid, well-maintained bungalow ideally located in the heart of Cookstown with a generous 70.63' x 177.05' lot with a large, ful

50 Photos

13 Kidd's Lane, Simcoe, ON , MLS #N13707420 , Image - 1

13 Kidd's Lane Cookstown, Innisfil, Simcoe, ON MLS® N13707420

Residential Freehold (Detached)

$1089900.0

4 Beds
4 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Turn-key living with extensive upgrades inside and out, offering the perfect opportunity to simply turn the

41 Photos

8 Maple Leaf Terrace, Simcoe, ON , MLS #N13059046 , Image - 1

8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N13059046

Residential Freehold (Detached)

$199900.0

Price drop by 11.2%

3 Beds
1 Baths
700-1100 sq-ft

Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac wit

9 Photos

3717 14th Line, Simcoe, ON , MLS #N13746730 , Image - 1

3717 14th Line Cookstown, Innisfil, Simcoe, ON MLS® N13746730

Residential Freehold (Vacant Land)

$1298500.0

Top 5 Reasons You Will Love This Property: 1) Expansive 26-acre property offering exceptional privacy with convenient access to major commuter routes

45 Photos

17 Church Street, Simcoe, ON , MLS #N13247124 , Image - 1

17 Church Street Cookstown, Innisfil, Simcoe, ON MLS® N13247124

Residential Freehold (Detached)

$580000.0

Price drop by 10.8%

3 Beds
1 Baths
1100-1500 sq-ft

Looking for a classic small town vibe? Cookstown is the place for you! Step back in time with this character-filled century home nestled in the quaint

30 Photos

3B George Street, Simcoe, ON , MLS #N13654776 , Image - 1

3B George Street Cookstown, Innisfil, Simcoe, ON MLS® N13654776

Residential Freehold (Detached)

$1149000.0

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

Welcome home to 3 B George Street just five years new,(built 2021); are you looking for a multi-generational home where either your parents or adult c

29 Photos

18 Briarwood Place, Simcoe, ON , MLS #N13532598 , Image - 1

18 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13532598

Residential Freehold (MobileTrailer)

$399000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants,

11 Photos

49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12695994

Residential Freehold (Modular Home)

$275000.0

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

Totally renovated, bright 2 bedroom modular home in move-in condition. 2 picture windows, generous living/dining space, wood-burning fireplace, skylig

33 Photos

14 Briarwood Place, Simcoe, ON , MLS #N13532804 , Image - 1

14 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13532804

Residential Freehold (MobileTrailer)

$399000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants,

34 Photos

16 Briarwood Place, Simcoe, ON , MLS #N13533156 , Image - 1

16 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13533156

Residential Freehold (MobileTrailer)

$409000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the SHops and Restaurants,

3 Photos

20 Queen Street, Simcoe, ON , MLS #N13682422 , Image - 1

20 Queen Street Cookstown, Innisfil, Simcoe, ON MLS® N13682422

Residential Freehold (Detached)

$1100000.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this iconic building on Queen Street in the heart of Cookstown! A rare investment and development opportunity located just minutes from Hig

44 Photos

6 Flay Court, Simcoe, ON , MLS #N13578602 , Image - 1

6 Flay Court Cookstown, Innisfil, Simcoe, ON MLS® N13578602

Residential Freehold (Detached)

$1300000.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to this beautifully appointed executive residence offering approximately 3,729 sq. ft. of finished living space, ideally situated on a quiet c

7 Photos

0 Highway 89 N/A, Simcoe, ON , MLS #N13578862 , Image - 1

0 Highway 89 N/A Cookstown, Innisfil, Simcoe, ON MLS® N13578862

Residential Freehold (Vacant Land)

$649999.0

Don't miss this Rare opportunity to own a vacant lot in the charming community of Cookstown! Located on Highway 89, this approximately 0.42-acre parce

42 Photos

2831 HWY 89 N/A, Simcoe, ON , MLS #N13490250 , Image - 1

2831 HWY 89 N/A Cookstown, Innisfil, Simcoe, ON MLS® N13490250

Residential Freehold (Detached)

$950000.0

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

Turn-key investment opportunity with immediate rental income! This approx. 2,400 sq. ft. raised bungalow features a separate entrance and fully finish

28 Photos

5 East John Street N, Simcoe, ON , MLS #N13541016 , Image - 1

5 East John Street N Cookstown, Innisfil, Simcoe, ON MLS® N13541016

Residential Freehold (Detached)

$799900.0

3 Beds
2 Baths
1500-2000 sq-ft

One-of-a-Kind Beauty in a Prime LocationIdeally situated just minutes from Hwy 400, this exceptional home offers convenient access to schools, a libra

12 Photos

17 Ravenscraig Place, Simcoe, ON , MLS #N13426100 , Image - 1

17 Ravenscraig Place Cookstown, Innisfil, Simcoe, ON MLS® N13426100

Residential Freehold (Att/Row/Townhouse)

$649900.0

3 Beds
3 Baths
1100-1500 sq-ft

**Direct purchase from the Builder** The New home HST rebate already applied and reflected on the List Price (Net of HST), provided Purchaser meets th

50 Photos

58 Copeland Crescent, Simcoe, ON , MLS #N12654414 , Image - 1

58 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N12654414

Residential Freehold (Detached)

$1499999.0

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

Absolutely Stunning From Top To Bottom, your search ends here! Welcome to this 4+1 bedroom and 5 Washroom, double car garage, beauty located within Co

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