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House for Sale near Main Street and Southwood Drive and Kingston Road, E02

Showing results 1 - 30 of 30

Explore over 30 houses for sale near Main Street and Southwood Drive and Kingston Road with Square Yards Canada. Our listings include numerous property types, such as freehold homes, condos, and commercial properties. You can filter through listings by price range to find options that match your budget and refine your search based on the number of bedrooms, bathrooms, and surface areas. Choose from properties with specific amenities, ensuring you find affordable and luxury houses for sale near Main Street and Southwood Drive and Kingston Road. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near Main Street and Southwood Drive and Kingston Road that are perfect for you.

Last Updated: March 23, 2026

19 Photos

88 Colgate Avenue, Toronto, ON , MLS #E12912460 , Image - 1

3.94 km from Main Street and Southwood Drive and Kingston Road

Unit-412, 88 Colgate Avenue South Riverdale, Toronto, ON MLS® E12912460

Residential Condo & Other (Condo Apartment)

$485000.0

1 Beds
1 Baths
0-499 sq-ft

This bright and spacious one-bedroom CORNER suite in Leslieville's Showcase Lofts offers a perfect blend of modern design and authentic character. Soa

36 Photos

106 Willow Avenue, Toronto, ON , MLS #E12834846 , Image - 1

1.12 km from Main Street and Southwood Drive and Kingston Road

106 Willow Avenue The Beaches, Toronto, ON MLS® E12834846

Residential Freehold (Detached)

$1149000.0

Price drop by 3.8%

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

Welcome To 106 Willow Ave!! This Stunning 3-Bedroom, 3-Bathroom Detached Home With 3-Car Driveway Parking Sits In The Heart Of The Beaches, Offers A L

5 Photos

30 Baseball Place, Toronto, ON , MLS #E12911670 , Image - 1

4.89 km from Main Street and Southwood Drive and Kingston Road

Unit-721, 30 Baseball Place South Riverdale, Toronto, ON MLS® E12911670

Residential Condo & Other (Condo Apartment)

$499000.0

1 Beds
1 Baths
500-599 sq-ft

Stylish 1-Bedroom Condo with Premium Amenities at Broadview & Queen. This bright and modern 1-bedroom, 1-bathroom condo offers the perfect blend of co

41 Photos

59 Austin Avenue, Toronto, ON , MLS #E12839492 , Image - 1

3.44 km from Main Street and Southwood Drive and Kingston Road

59 Austin Avenue South Riverdale, Toronto, ON MLS® E12839492

Residential Freehold (Detached)

$1688000.0

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

Beautifully renovated detached Victorian triplex on one of Leslieville's most sought-after streets. This exceptional property offers endless possibili

Pre-Construction

1515 Pickering Parkway

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering

From $399,990 - $706,990

Project Info

1 Building
571 Units
Condos

Property Mix

Studio(36)
1 Bed(451)
2 Bed(80)
3 Bed(2)

Developer:Sevoy Developments

34 Photos

47 Preston Street, Toronto, ON , MLS #E12911278 , Image - 1

4.23 km from Main Street and Southwood Drive and Kingston Road

47 Preston Street Birchcliffe-Cliffside, Toronto, ON MLS® E12911278

Residential Freehold (Detached)

$879888.0

3 Beds
2 Baths
1500-2000 sq-ft

***FULLY RENOVATED GEM IN ONE OF TORONTO'S MOST SOUGT-AFTER NEIGHBOURHOODS*** This 3 Bed & 2 Bath detached home has been extensively upgraded througho

36 Photos

152 Santamonica Boulevard, Toronto, ON , MLS #E12862154 , Image - 1

3.88 km from Main Street and Southwood Drive and Kingston Road

152 Santamonica Boulevard Clairlea-Birchmount, Toronto, ON MLS® E12862154

Residential Freehold (Semi-Detached )

$849900.0

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

Steps from transit subway and schools, this spacious, updated 3+2 bed semi-bungalow offers versatile living with a main floor and basement apartment,

31 Photos

47 Lower River Street, Toronto, ON , MLS #C12909368 , Image - 1

5.26 km from Main Street and Southwood Drive and Kingston Road

Unit-526, 47 Lower River Street Moss Park, Toronto, ON MLS® C12909368

Residential Condo & Other (Condo Apartment)

$428000.0

1 +0 Beds
1 Baths
500-599 sq-ft

Jr. 1 Bedroom + study unit with 9' concrete exposed ceiling, floor to ceiling windows/glass door, engineered hardwood floor, modern designer kitchen f

49 Photos

43 Torrens Avenue, Toronto, ON , MLS #E12737742 , Image - 1

4.59 km from Main Street and Southwood Drive and Kingston Road

43 Torrens Avenue Broadview North, Toronto, ON MLS® E12737742

Residential Freehold (Detached)

$999000.0

Price drop by 26.0%

3 Beds
2 Baths
1100-1500 sq-ft

Exceptional opportunity for all investors including high income property seekers, builders and those after excellent existing cash flow and even high

Pre-Construction

Arbor West

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

25 Photos

30R First Avenue, Toronto, ON , MLS #E12894878 , Image - 1

4.53 km from Main Street and Southwood Drive and Kingston Road

30R First Avenue South Riverdale, Toronto, ON MLS® E12894878

Residential Freehold (Other)

$1099888.0

3 Baths
2500-3000 sq-ft

Rare opportunity to acquire a unique three-unit building in the heart of South Riverdale-one of Toronto's most dynamic and evolving neighbourhoods. Lo

31 Photos

69 Maybourne Avenue, Toronto, ON , MLS #E12894874 , Image - 1

2.8 km from Main Street and Southwood Drive and Kingston Road

69 Maybourne Avenue Clairlea-Birchmount, Toronto, ON MLS® E12894874

Residential Freehold (Detached)

$849900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained, detached character home where comfort, lifestyle and community come together! This charming three-bedroom, two

40 Photos

29 Love Crescent, Toronto, ON , MLS #E12899234 , Image - 1

0.36 km from Main Street and Southwood Drive and Kingston Road

29 Love Crescent East End-Danforth, Toronto, ON MLS® E12899234

Residential Freehold (Semi-Detached )

$1480000.0

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

Welcome to the Upper Beaches-Toronto's Coastal Crown Jewel! This is more than a property; it's a rare treasure in one of the city's most sought-after

27 Photos

96 Highfield Road, Toronto, ON , MLS #E12903422 , Image - 1

2.37 km from Main Street and Southwood Drive and Kingston Road

96 Highfield Road Greenwood-Coxwell, Toronto, ON MLS® E12903422

Residential Freehold (Semi-Detached )

$1390000.0

3 Beds
3 Baths
1500-2000 sq-ft

Nestled on a peaceful, tree-lined street right in the heart of Leslieville, this updated 3-bedroom, 3-bath semi features a smart rear addition that gi

Pre-Construction

Corktown Plaza

Corktown Plaza

221 John Street South, Hamilton

From $329,900

Project Info

2 Buildings
786 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Slate Asset Management

25 Photos

60 Tannery Road, Toronto, ON , MLS #C12815780 , Image - 1

5.4 km from Main Street and Southwood Drive and Kingston Road

Unit-919, 60 Tannery Road Waterfront Communities C8, Toronto, ON MLS® C12815780

Residential Condo & Other (Condo Apartment)

$544900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Welcome to the incredible Canary District! This spacious unit offers an open concept layout with upgraded laminate flooring, loads of natural light, b

13 Photos

37 Secord Avenue, Toronto, ON , MLS #E12902660 , Image - 1

1.59 km from Main Street and Southwood Drive and Kingston Road

37 Secord Avenue Crescent Town, Toronto, ON MLS® E12902660

Residential Freehold (Semi-Detached )

$699999.0

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

Stunning, fully renovated from top to bottom with premium finishes throughout. Ideally located in the vibrant Danforth community, just steps from scho

47 Photos

26 Pape Avenue, Toronto, ON , MLS #E12792702 , Image - 1

3.81 km from Main Street and Southwood Drive and Kingston Road

26 Pape Avenue South Riverdale, Toronto, ON MLS® E12792702

Residential Freehold (Semi-Detached )

$1470000.0

Price drop by 6.3%

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

Looking for a turn-key home in Leslieville? You've found it. Come see this family friendly 3 plus 1 bedroom, 4 bathroom, 2 and a half storey semi-deta

48 Photos

83 Kalmar Avenue, Toronto, ON , MLS #E12856702 , Image - 1

2.78 km from Main Street and Southwood Drive and Kingston Road

83 Kalmar Avenue Birchcliffe-Cliffside, Toronto, ON MLS® E12856702

Residential Freehold (Detached)

$1699000.0

4 +1 Beds
6 Baths
2500-3000 sq-ft

Magazine Worthy Custom Built Home For You And Your Family! This Contemporary Style Home Boasts 2860 Sqft Of Luxury Living Plus Finished Walk Up Baseme

Pre-Construction

Lily at Crosstown

Lily at Crosstown

844 Don Mills Road, North York, Toronto

From $573,990 - $1,358,990

Project Info

2 Buildings
220 Units
Condos

Property Mix

Studio(2)
1 Bed(95)
2 Bed(79)
3 Bed(44)

Developer:Aspen Ridge Homes

50 Photos

174 Kenilworth Avenue, Toronto, ON , MLS #E12895136 , Image - 1

0.91 km from Main Street and Southwood Drive and Kingston Road

174 Kenilworth Avenue The Beaches, Toronto, ON MLS® E12895136

Residential Freehold (Detached)

$3750000.0

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

The Beach's Most Breathtaking New Build! Crafted By A Meticulous Builder That Approaches Each Project With An Obsessive Eye For Detail And An Unwaveri

44 Photos

386 Kennedy Road, Toronto, ON , MLS #E12845112 , Image - 1

4.89 km from Main Street and Southwood Drive and Kingston Road

386 Kennedy Road Clairlea-Birchmount, Toronto, ON MLS® E12845112

Residential Freehold (Detached)

$1499999.0

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

A distinctive European-inspired home combining elegance, functionality, versatility, abundant natural light and attention to detail. This exceptional

6 Photos

224 Aylesworth Avenue, Toronto, ON , MLS #E12839138 , Image - 1

4.01 km from Main Street and Southwood Drive and Kingston Road

224 Aylesworth Avenue Birchcliffe-Cliffside, Toronto, ON MLS® E12839138

Residential Freehold (Detached)

$849999.0

3 +1 Beds
3 Baths
700-1100 sq-ft

Welcome to 224 Aylesworth Ave, Toronto - a tastefully and completely renovated home finished from top to bottom with quality craftsmanship and modern

1 Photos

5 Shady Golfway, Toronto, ON

4.88 km from Main Street and Southwood Drive and Kingston Road

5 Shady Golfway

Unit-205, 5 Shady Golfway Flemingdon Park, Toronto, ON MLS® C12802746

Residential Condo & Other (Condo Apartment)

$439000.0

Price drop by 2.2%

2 +1 Beds
1 Baths
900-999 sq-ft

Beautiful 2 bedroom + Den in Prime Location. Priced to Sell. This fully renovated home offers modern updates throughout and is move-in ready. The spac

Pre-Construction

The Clove Condos

The Clove Condos

2 East Mall Cres, Toronto

From $440,990

Project Info

1 Building
606 Units
Condos

Property Mix

Studio(32)
1 Bed(379)
2 Bed(127)
3 Bed(68)

Developer:Mattamy Homes, QuadReal Property Group

18 Photos

10 Edgecliff Golfway, Toronto, ON , MLS #C12793680 , Image - 1

5.04 km from Main Street and Southwood Drive and Kingston Road

Unit-504, 10 Edgecliff Golfway Flemingdon Park, Toronto, ON MLS® C12793680

Residential Condo & Other (Condo Apartment)

$545000.0

Price drop by 2.7%

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to this spacious 3 bedroom, 2 bathroom condo - a fantastic opportunity in a well-established North York community. This bright and freshly pai

32 Photos

1720 Eglinton Avenue E, Toronto, ON , MLS #C12853752 , Image - 1

5.35 km from Main Street and Southwood Drive and Kingston Road

Unit-108, 1720 Eglinton Avenue E Victoria Village, Toronto, ON MLS® C12853752

Residential Condo & Other (Condo Apartment)

$568800.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome To This Stunning Two-Bedroom, Two-Bathroom Loft-Style Suite That Seamlessly Blends Style, Comfort, And Everyday Convenience. Offering Over 1,1

40 Photos

2151 Danforth Avenue, Toronto, ON , MLS #E12485430 , Image - 1

1.3 km from Main Street and Southwood Drive and Kingston Road

2151 Danforth Avenue East End-Danforth, Toronto, ON MLS® E12485430

Residential Freehold (Multiplex)

$4998000.0

9 Beds
9 Baths
5000 + sq-ft

Tremendous Long term Investment Strategy In vibrant Danforth and Woodbine Area. 10 Premium Residential Rental units with 1 commercial Tenant. No expen

24 Photos

60 Fairfax Crescent, Toronto, ON , MLS #E12589646 , Image - 1

4.35 km from Main Street and Southwood Drive and Kingston Road

Unit-326, 60 Fairfax Crescent Clairlea-Birchmount, Toronto, ON MLS® E12589646

Residential Condo & Other (Condo Apartment)

$419000.0

Price drop by 4.6%

1 Beds
1 Baths
500-599 sq-ft

METRO LINKS is running...TTC station steps away..time to check this out....Listed for way less than the last sale. Now is the time to BUY IT! Intere

Pre-Construction

The Laurels

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

6 Photos

11 Quarry Court, Toronto, ON , MLS #E12482442 , Image - 1

2.55 km from Main Street and Southwood Drive and Kingston Road

11 Quarry Court Greenwood-Coxwell, Toronto, ON MLS® E12482442

Residential Freehold (Semi-Detached )

$929900.0

4 Beds
3 Baths
1100-1500 sq-ft

Private Family Friendly Neighbourhood In Community Formerly Known As Old Riverdale. Open Concept Ground Floor That Walks Out To Back Deck, Skylight, R

43 Photos

143 Parkmount Road, Toronto, ON , MLS #E12889704 , Image - 1

2.19 km from Main Street and Southwood Drive and Kingston Road

143 Parkmount Road Greenwood-Coxwell, Toronto, ON MLS® E12889704

Residential Freehold (Detached)

$1575000.0

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

This rare detached home in Monarch Park blends modern, design-forward living with real-life versatility-perfect for young buyers who want a home that

44 Photos

84B Tisdale Avenue, Toronto, ON , MLS #C12887544 , Image - 1

4.99 km from Main Street and Southwood Drive and Kingston Road

84B Tisdale Avenue Victoria Village, Toronto, ON MLS® C12887544

Residential Freehold (Att/Row/Townhouse)

$895000.0

5 Beds
4 Baths
1500-2000 sq-ft

With over 1,500 square feet of thoughtfully designed living space, this spacious end-unit townhome offers the feel of a semi-detached home. Featuring

26 Photos

32 Trolley Crescent, Toronto, ON , MLS #C12886644 , Image - 1

5.23 km from Main Street and Southwood Drive and Kingston Road

Unit-423, 32 Trolley Crescent Moss Park, Toronto, ON MLS® C12886644

Residential Condo & Other (Condo Apartment)

$419000.0

1 Beds
1 Baths
500-599 sq-ft

Client RemarksWelcome to your next downtown Toronto loft! This rare east facing unit offers soaring 9-foot exposed concrete ceilings, floor to ceiling

Pre-Construction

The Rebecca Condos

The Rebecca Condos

71 Rebecca Street, Hamilton

From $528,990 - $709,990

Project Info

1 Building
477 Units
Condos

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes, Melrose Investments

26 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12882358 , Image - 1

2.5 km from Main Street and Southwood Drive and Kingston Road

Unit-403, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12882358

Residential Condo & Other (Condo Apartment)

$488750.0

1 Beds
1 Baths
500-599 sq-ft

Location, Quality and Value - Welcome to Connaught45! The spaciousness of this unit and functionality of its layout is unlike anything you've seen in

39 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12882356 , Image - 1

2.5 km from Main Street and Southwood Drive and Kingston Road

Unit-303, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12882356

Residential Condo & Other (Condo Apartment)

$491000.0

1 Beds
1 Baths
500-599 sq-ft

Location, Quality and Value - Welcome to Connaught45! The spaciousness of this unit and functionality of its layout is unlike anything you've seen in

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

88 Colgate Avenue, Toronto, ON , MLS #E12912460 , Image - 1

88 Colgate Avenue

South Riverdale, Toronto, ON

$485000.0

106 Willow Avenue, Toronto, ON , MLS #E12834846 , Image - 1

106 Willow Avenue

The Beaches, Toronto, ON

$1149000.0

30 Baseball Place, Toronto, ON , MLS #E12911670 , Image - 1

30 Baseball Place

South Riverdale, Toronto, ON

$499000.0

59 Austin Avenue, Toronto, ON , MLS #E12839492 , Image - 1

59 Austin Avenue

South Riverdale, Toronto, ON

$1688000.0

47 Preston Street, Toronto, ON , MLS #E12911278 , Image - 1

47 Preston Street

Birchcliffe-Cliffside, Toronto, ON

$879888.0

152 Santamonica Boulevard, Toronto, ON , MLS #E12862154 , Image - 1

152 Santamonica Boulevard

Clairlea-Birchmount, Toronto, ON

$849900.0

47 Lower River Street, Toronto, ON , MLS #C12909368 , Image - 1

47 Lower River Street

Moss Park, Toronto, ON

$428000.0

43 Torrens Avenue, Toronto, ON , MLS #E12737742 , Image - 1

43 Torrens Avenue

Broadview North, Toronto, ON

$999000.0

30R First Avenue, Toronto, ON , MLS #E12894878 , Image - 1

30R First Avenue

South Riverdale, Toronto, ON

$1099888.0

69 Maybourne Avenue, Toronto, ON , MLS #E12894874 , Image - 1

69 Maybourne Avenue

Clairlea-Birchmount, Toronto, ON

$849900.0

29 Love Crescent, Toronto, ON , MLS #E12899234 , Image - 1

29 Love Crescent

East End-Danforth, Toronto, ON

$1480000.0

96 Highfield Road, Toronto, ON , MLS #E12903422 , Image - 1

96 Highfield Road

Greenwood-Coxwell, Toronto, ON

$1390000.0

60 Tannery Road, Toronto, ON , MLS #C12815780 , Image - 1

60 Tannery Road

Waterfront Communities C8, Toronto, ON

$544900.0

37 Secord Avenue, Toronto, ON , MLS #E12902660 , Image - 1

37 Secord Avenue

Crescent Town, Toronto, ON

$699999.0

26 Pape Avenue, Toronto, ON , MLS #E12792702 , Image - 1

26 Pape Avenue

South Riverdale, Toronto, ON

$1470000.0

83 Kalmar Avenue, Toronto, ON , MLS #E12856702 , Image - 1

83 Kalmar Avenue

Birchcliffe-Cliffside, Toronto, ON

$1699000.0

174 Kenilworth Avenue, Toronto, ON , MLS #E12895136 , Image - 1

174 Kenilworth Avenue

The Beaches, Toronto, ON

$3750000.0

386 Kennedy Road, Toronto, ON , MLS #E12845112 , Image - 1

386 Kennedy Road

Clairlea-Birchmount, Toronto, ON

$1499999.0

224 Aylesworth Avenue, Toronto, ON , MLS #E12839138 , Image - 1

224 Aylesworth Avenue

Birchcliffe-Cliffside, Toronto, ON

$849999.0

5 Shady Golfway, Toronto, ON , MLS #C12802746 , Image - 1

5 Shady Golfway

Flemingdon Park, Toronto, ON

$439000.0

10 Edgecliff Golfway, Toronto, ON , MLS #C12793680 , Image - 1

10 Edgecliff Golfway

Flemingdon Park, Toronto, ON

$545000.0

1720 Eglinton Avenue E, Toronto, ON , MLS #C12853752 , Image - 1

1720 Eglinton Avenue E

Victoria Village, Toronto, ON

$568800.0

2151 Danforth Avenue, Toronto, ON , MLS #E12485430 , Image - 1

2151 Danforth Avenue

East End-Danforth, Toronto, ON

$4998000.0

60 Fairfax Crescent, Toronto, ON , MLS #E12589646 , Image - 1

60 Fairfax Crescent

Clairlea-Birchmount, Toronto, ON

$419000.0

11 Quarry Court, Toronto, ON , MLS #E12482442 , Image - 1

11 Quarry Court

Greenwood-Coxwell, Toronto, ON

$929900.0

143 Parkmount Road, Toronto, ON , MLS #E12889704 , Image - 1

143 Parkmount Road

Greenwood-Coxwell, Toronto, ON

$1575000.0

84B Tisdale Avenue, Toronto, ON , MLS #C12887544 , Image - 1

84B Tisdale Avenue

Victoria Village, Toronto, ON

$895000.0

32 Trolley Crescent, Toronto, ON , MLS #C12886644 , Image - 1

32 Trolley Crescent

Moss Park, Toronto, ON

$419000.0

45 Connaught Avenue, Toronto, ON , MLS #E12882358 , Image - 1

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$488750.0

45 Connaught Avenue, Toronto, ON , MLS #E12882356 , Image - 1

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$491000.0

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