Back

Top Areas

Other Areas

Hastings
Middlesex
Peterborough
Northumberland
Kawartha Lakes
Grey County
Muskoka
Brantford
Elgin
Haldimand
Oxford
Frontenac
Essex
Bruce
Norfolk
Lennox & Addin
Parry Sound
Haliburton
Lambton
Perth
Leeds & Grenvi
Huron
Chatham-Kent
Nipissing
Renfrew
Sudbury
Lanark
Timiskaming
Algoma
Cochrane
Manitoulin
Thunder Bay
Prince Edward
Kenora

DataIntelligence

Luxury Homes For Sale in Cookstown, Innisfil ON

Showing results 1 - 30 of 30

With Square Yards Canada, you can find your dream luxury homes for sale in Cookstown. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Cookstown

Featured Projects

Queens Lane

Queen Street West & Mississauga Road, Brampton, ON

Price On Request

Hazelton Highlight

4070 Dixie Road, Mississauga, ON

Price On Request

316 Junction Condos

316 Campbell Avenue, Toronto, ON

$603,990

Station 3 Condos

105 Colborne St E

From $533,900

The RIV Condos

91 River Street

From $500

Artform Condos

86 Dundas Street East, Mississauga, ON

Price On Request

Birchley Park Condos

411 Victoria Park Ave, Scarborough

From $529,900

8188 Yonge Condos

8188 Yonge Street, Vaughan, ON

From $600

Gemini Condos

62 Shepherd Rd

From $750,990

Park Place Condos

Highway 7 West, Vaughan, ON L4K 0G2

From $600,000

Last Updated: April 27, 2024

40 Photos

23 Mumberson St, Simcoe, Ontario , MLS #N8110662 , Image - 1

23 Mumberson St Cookstown, Innisfil, Simcoe, ON MLS® N8110662

Residential (Detached)

$2199000.0

5 Beds
5 Baths
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

40 Photos

22 East John St, Simcoe, Ontario , MLS #N8265942 , Image - 1

22 East John St Cookstown, Innisfil, Simcoe, ON MLS® N8265942

Residential (Detached)

$2199000.0

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

Top 5 Reasons You Will Love This Home: 1) Stunning executive home showcasing high-end finishes throughout 2) Cozy atmosphere provided by an electric f

1 Photos

19 Mumberson St Cookstown, Innisfil, Simcoe, ON MLS® N8104932

Residential (Detached)

$2199000.0

5 Beds
5 Baths
3500-5000 sq-ft

4,949 Square feet (Mpac) executive luxury home with 3 car garage (tandem). One of the biggest lots & homes on the street built by Zancor. Premium larg

Similar Properties near Cookstown

Other Municipalities in Simcoe

Are you looking for the best municipalities in Simcoe to live in? You can trust Square Yards Canada with your real estate requirements. Explore different properties that best fit your budget and preferences amongst several freeholds, commercial property and office spaces for sale in Simcoe most preferred municipalities.

Barrie (1076)
Wasaga Beach (294)
New Tecumseth (221)
Orillia (206)
Tiny (204)

Oro-Medonte (203)
Collingwood (198)
Springwater (187)
Bradford West Gwillimbury (175)
Essa (165)

Ramara (141)
Severn (128)
Midland (112)
Clearview (102)
Tay (94)

Penetanguishene (83)
Adjala-Tosorontio (77)
Christian Island 30 (2)

40 Photos

1482 Tiny Beaches Rd N, Simcoe, Ontario , MLS #S8276498 , Image - 1

1482 Tiny Beaches Rd N Rural Tiny, Tiny, Simcoe, ON MLS® S8276498

Residential (Detached)

$2190000.0

7 Beds
6 Baths
3500-5000 sq-ft

Gorgeous Year-round, Unique House on Georgian Bay Beachfront & Direct Access to the Sandy Ishpiming Beach With Breathtaking Panoramic Water View! Com

6 Photos

185 Dunlop St E, Simcoe, Ontario , MLS #S8275886 , Image - 1

185 Dunlop St E City Centre, Barrie, Simcoe, ON MLS® S8275886

Commercial (Commercial/Retail)

$2650000.0

You could be the proud owner of Barrie's newest waterfront restaurant featuring nearly 4200sqft of interior space +1150sqft of beautiful terrace space

35 Photos

361&365 King St, Simcoe, Ontario , MLS #S8274016 , Image - 1

361&365 King St Midland, Simcoe, ON MLS® S8274016

Commercial (Office)

$3950000.0

An extraordinary chance to own not just one, but two exceptional commercial properties, strategically paired to offer an unmatched business potential.

Other Communities in Innisfil

Searching for a community in Simcoe to call it home? You can always rely on Square Yards Canada for your real estate requirements. You can look for property types that suit your budget and other preferences, be it condo townhouses, detached homes or commercial land for sale in Simcoe most desirable community in the Simcoe.

Alcona (163)
Rural Innisfil (163)
Lefroy (34)
Gilford (16)
Stroud (15)

Churchill (6)

33 Photos

6156 4 Line N, Simcoe, Ontario , MLS #S8273166 , Image - 1

6156 4 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S8273166

Residential (Detached)

$2199900.0

6 Beds
6 Baths
3500-5000 sq-ft

BREATHTAKING ESTATE ON NEARLY 48 ACRES COMPLETE WITH IN-LAW POTENTIAL & AN INSULATED & HEATED 3-CAR GARAGE! Nestled on nearly 48 acres of stunning lan

37 Photos

361 King St, Simcoe, Ontario , MLS #S8271428 , Image - 1

361 King St Midland, Simcoe, ON MLS® S8271428

Commercial (Office)

$2999000.0

Welcome to the epitome of downtown sophistication. Nestled in the vibrant heart of Midland, this pristine commercial building offers a fantastic oppor

40 Photos

5657 6th Line, Simcoe, Ontario , MLS #N8269040 , Image - 1

5657 6th Line Tottenham, New Tecumseth, Simcoe, ON MLS® N8269040

Residential (Detached)

$2200000.0

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

Location is fantastic & if you are looking for a workshop (2400 sq ft), along with a lovely home, a pond & on 10 acres of privacy; you have found your

40 Photos

2710 10th Line, Simcoe, Ontario , MLS #N8267938 , Image - 1

2710 10th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8267938

Residential (Detached)

$3988500.0

6 Beds
5 Baths
5000+ sq-ft

Property Types Available in Cookstown

If you are planning to relocate to Simcoe then simply browse and find a wide variety of real estate for sale in the Simcoe, such as condo apartments, condo townhouses, detached houses, semi-detached houses or office space for sale.

Single Family Homes (17)
Detached (15)
Luxury Homes (3)

25 Photos

5287 Highway 11, Simcoe, Ontario , MLS #S8264128 , Image - 1

5287 Highway 11 Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S8264128

Commercial (Industrial)

$3325000.0

Unique opportunity to own 3.46 Acres of prime commercially zoned land, with 375 feet of busy Northbound frontage on Highway 11, just North of Line 14.

40 Photos

46 Waterfront Circ, Simcoe, Ontario , MLS #S8262536 , Image - 1

46 Waterfront Circ Collingwood, Simcoe, ON MLS® S8262536

Condo (Det Condo)

$2487000.0

4 Beds
5 Baths
2750-2999 sq-ft

The Lifestyle You Deserve Awaits You in Collingwood's Blue Shores Community!" Enjoy unobstructed southerly views across Georgian Bay. An open concept

25 Photos

1324 Spyglass Point Rd, Simcoe, Ontario , MLS #S8262736 , Image - 1

1324 Spyglass Point Rd Rural Ramara, Ramara, Simcoe, ON MLS® S8262736

Residential (Detached)

$7250000.0

5 Beds
5 Baths

A Masterpiece On Lake Simcoe, Ontario Canada. Spyglass Point On Lake Simcoe Is A True Architectural Showpiece Of Unprecedented stature. This Majestic

37 Photos

8464 6th Line, Simcoe, Ontario , MLS #N8251500 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N8251500

Residential (Detached)

$2995000.0

4 Beds
3 Baths
3500-5000 sq-ft

SPRAWLING 9.97 ACRE ESTATE WITH A RENOVATED 4544 SQ FT HOME, COMPLETE WITH A MASSIVE BARN AND WORKSHOP! Escape to your private oasis of luxury and rur

Bedroom Types Available in Cookstown

You can find a 1 bed, 2 bedroom condo, 3 bedroom, 4 bedroom townhouse, or 5 bedroom apartment for sale. Square Yards Canada provides multiple housing options with various unit sizes. Whether looking for a residential or commercial property, you will find a wide selection in Simcoe.

2 Bedroom (2)
3 Bedroom (11)
4 Bedroom (4)
5 Bedroom (4)

35 Photos

28 Timber Wolf Tr, Simcoe, Ontario , MLS #S8251468 , Image - 1

28 Timber Wolf Tr Minesing, Springwater, Simcoe, ON MLS® S8251468

Residential (Detached)

$2295000.0

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

Top 5 Reasons You Will Love This Home: 1) Custom home hosting a three-car garage insulated with silent garage door openers, a central vacuum, and a wa

28 Photos

11 Dixon Crt, Simcoe, Ontario , MLS #S8270514 , Image - 1

11 Dixon Crt Innis-Shore, Barrie, Simcoe, ON MLS® S8270514

Residential (Detached)

$2079000.0

3 Beds
3 Baths
3500-5000 sq-ft

Welcome to 11 Dixon court, this marvelous custom built home backing on to a ravine on a lovely cul de sac street. This is the definition of sophistica

36 Photos

625 Aberdeen Blvd, Simcoe, Ontario , MLS #S8248382 , Image - 1

625 Aberdeen Blvd Midland, Simcoe, ON MLS® S8248382

Residential (Detached)

$2599900.0

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

Top 5 Reasons You Will Love This Home: 1) Exquisite waterfront home close to amenities on a 443 ft x 60 ft Lot which includes 280 feet of unique Water

40 Photos

1617 County Rd 42 Rd, Simcoe, Ontario , MLS #S8247308 , Image - 1

1617 County Rd 42 Rd Rural Clearview, Clearview, Simcoe, ON MLS® S8247308

Commercial (Commercial/Retail)

$3950000.0

98 acres with 8000 sf of commercial use that includes a beautiful open store area plus a licensed commercial kitchen & storage at the rear w/ 16' load

Properties By Budget in Cookstown

You can rely on Square Yards Canada to find you the right property. Here you can choose from multiple listings of commercial and freehold houses under CAD 500 thousand to houses under CAD 100 million for sale in Simcoe. Discover the homes that fit your budget by browsing the listings. Also, you can check house price trends in Simcoe.

Under 600 Thousand (6)
Under 700 Thousand (6)
Under 800 Thousand (7)
Under 900 Thousand (7)
Under 1 Million (8)

Under 1.5 Million (15)
Under 2 Million (19)
Under 3 Million (22)
Under 5 Million (22)
Under 10 Million (22)

20 Photos

27-31 Bay St, Simcoe, Ontario , MLS #S8245562 , Image - 1

27-31 Bay St Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S8245562

Residential (Detached)

$4499900.0

3 +0 Beds
4 Baths
2500-3000 sq-ft

WATERFRONT! Welcome to 27 Bay Street and 31 Bay Street being both a waterfront lot with luxury custom residence and the adjacent building lot, also wa

36 Photos

89 Marigold Blvd, Simcoe, Ontario , MLS #N8242710 , Image - 1

89 Marigold Blvd Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N8242710

Residential (Detached)

$2599999.0

5 Beds
5 Baths
5000+ sq-ft

FABULOUS TRIBUTE BUILDER'S 5115 SQFT LUXURY HOUSE ON A PIE LOT BACKING ON TO RAVINE WITH WALK OUT BASEMENT WITH SEPARATE ENTRANCE. NEVER LIVED IN BRAN

40 Photos

4437 5th Sdrd, Simcoe, Ontario , MLS #N8241384 , Image - 1

4437 5th Sdrd Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8241384

Residential (Detached)

$2380000.0

3 +2 Beds
5 Baths

Escape To This Gorgeous 23+ Acre Private Estate With Stunning Views Surrounded By Forest, Pond, Kid Playground, ,Open Fields, Winding Driveway, this e

40 Photos

6280 County Rd 15, Simcoe, Ontario , MLS #N8238266 , Image - 1

6280 County Rd 15 Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N8238266

Residential (Farm)

$2799900.0

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

Nestled amongst the gently rolling countryside, this 98.25 acre farm is a testament to rural charm and agricultural opportunity. Located close to Alli

Top Neighbourhood in Simcoe

Rural Essa
Angus
Thornton
Perkinsfield
Rural Tiny

Baxter
Wyevale
Lafontaine
Wyebridge
Beausoleil First Nation

Brechin
Loretto
Lisle
Rural Adjala-Tosorontio
Rural Ramara

Everett
Hockley
Glencairn
Rosemont
Atherley

Colgan
Bradford
Rural Bradford West Gwillimbury
Bond Head
Victoria Harbour

Waubaushene
Port McNicoll
Rural Tay
Waverley
Rural Oro-Medonte

Sugarbush
Shanty Bay
Horseshoe Valley
Hawkestone
Moonstone

Craighurst
Prices Corners
Warminister
Guthrie
Edgar

Port Severn
Rural Severn
Coldwater
Marchmont
Fesserton

Washago
Bass Lake
Rural Innisfil
Alcona
Lefroy

Gilford
Churchill
Stroud
Bayfield
Holly

Georgian Drive
West Bayfield
South Shore
Codrington
Sunnidale

Bayshore
Ardagh
Grove East
Painswick South
Northwest

Edgehill Drive
East Bayfield
400 West
Painswick North
400 East

Allandale Heights
Innis-Shore
Cundles East
400 North
Letitia Heights

North Shore
Allandale
Rural Barrie Southeast
Queen's Park
Little Lake

Rural Barrie Southwest
Sanford
Allandale Centre
Sandy Hollow
Rural Clearview

New Lowell
Stayner
Creemore
Phelpston
Elmvale

Rural Springwater
Midhurst
Minesing
Centre Vespra
Snow Valley

Anten Mills
Hillsdale
Nottawa
Alliston
Beeton

Tottenham
Rural New Tecumseth
Colwell
Ardtrea
Batteaux

Singhampton
Brentwood
Alliance
Devil's Glen
Rama First Nation

West Shore
Lakeshore
Wellington

34 Photos

153 Pine Hill Rd, Simcoe, Ontario , MLS #N8232082 , Image - 1

153 Pine Hill Rd Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N8232082

Residential (Detached)

$2750000.0

5 Beds
4 Baths
3500-5000 sq-ft

Shires Estates Home On A Stunning 151 Ft Wide Lot approx. 1 Acre land In A Private Enclave. With +4088 above ground Sq Ft Of Living Space plus unfini

10 Photos

303 Devald Rd E, Simcoe, Ontario , MLS #N8231472 , Image - 1

303 Devald Rd E Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8231472

Commercial (Farm)

$2298000.0

An exceptional opportunity presents itself in the renowned Holland Marsh with a remarkable 21.63 Acre Parcel. The land boasts enriched soil & direct r

21 Photos

8923 30th Sdrd, Simcoe, Ontario , MLS #N8230924 , Image - 1

8923 30th Sdrd Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N8230924

Residential (Detached)

$2995000.0

3 Beds
2 Baths

This 94.56-acre farm features a raised bungalow built in 2021, offering 3 bedrooms and 2 bathrooms. Situated atop a hill, the home boasts panoramic 36

38 Photos

4313 Sideroad 20, Simcoe, Ontario , MLS #N8230460 , Image - 1

4313 Sideroad 20 Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8230460

Residential (Detached)

$2100000.0

3 Beds
3 Baths

Welcome to your dream retreat! Nestled on approximately 7 acres of lush greenery and beautiful landscaping, this custom-built home is an entertainer's

10 Photos

80 High St, Simcoe, Ontario , MLS #S8229988 , Image - 1

80 High St Collingwood, Simcoe, ON MLS® S8229988

Commercial (Industrial)

$4900000.0

Kells Service Centre Inc. has been run as a family business since 1977. This 13582 sq ft building was constructed in 1988 on 1.4 acres with 6 bays plu

40 Photos

3224 7 Line N, Simcoe, Ontario , MLS #S8225026 , Image - 1

3224 7 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S8225026

Residential (Detached)

$2600000.0

3 +1 Beds
4 Baths

Calling All Large Families, Hobby Farm Enthusiasts and Small Business Owners. This idyllic property located in Horseshoe Valley, Oro-Medonte is close

40 Photos

110 Tiny Beaches Rd N, Simcoe, Ontario , MLS #S8221904 , Image - 1

110 Tiny Beaches Rd N Rural Tiny, Tiny, Simcoe, ON MLS® S8221904

Residential (Detached)

$3999000.0

3 +2 Beds
5 Baths

Immaculate beachfront home / 4-season cottage offers over 4,300SqFt of living space in a private setting. Whether you're looking to relax on your priv

40 Photos

1749 Champlain Rd, Simcoe, Ontario , MLS #S8221514 , Image - 1

1749 Champlain Rd Rural Tiny, Tiny, Simcoe, ON MLS® S8221514

Residential (Detached)

$2499000.0

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

Nestled along the serene shores of Georgian Bay, this exquisite waterfront oasis invites you to savour the quintessence of beachfront living. Behold b

Property for Sale in Cookstown Overview

Related to your search

Houses for Sale in Top Areas

Top Municipalities in Simcoe

Other Communities in Innisfil

Property Types Available in Cookstown

Bedroom Types Available in Cookstown

Properties By Budget in Cookstown

Top Neighbourhood in Simcoe

Tell us a Little about yourself!