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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: November 07, 2026

30 Photos

101 Hammersmith Avenue, Toronto, ON , MLS #E14149488 , Image - 1

0.94 km from Main Street and Southwood Drive and Kingston Road

Unit-211, 101 Hammersmith Avenue The Beaches, Toronto, ON MLS® E14149488

Residential Condo & Other (Condo Apartment)

$825000.0

3 Beds
2 Baths
1000-1199 sq-ft

Raised a storey above the bustle of the street, fourteen townhomes gather around a private central courtyard, offering rare security and privacy. Nest

20 Photos

48 Glen Manor Drive, Toronto, ON , MLS #E14135862 , Image - 1

1.11 km from Main Street and Southwood Drive and Kingston Road

48 Glen Manor Drive The Beaches, Toronto, ON MLS® E14135862

Residential Freehold (Semi-Detached )

$1675000.0

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

**MUST SEE! EXCEPTIONAL INVESTMENT OPPORTUNITY IN TORONTO'S DESIRABLE BEACHES NEIGHBOURHOOD!**An outstanding opportunity to own an immaculately mainta

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

22 Photos

50 Glen Manor Drive, Toronto, ON , MLS #E14135874 , Image - 1

1.1 km from Main Street and Southwood Drive and Kingston Road

50 Glen Manor Drive The Beaches, Toronto, ON MLS® E14135874

Residential Freehold (Semi-Detached )

$1725000.0

6 Beds
4 Baths
2000-2500 sq-ft

RARE INVESTMENT OPPORTUNITY IN TORONTO'S HIGHLY DESIRABLE BEACHES COMMUNITY! MUST BE SEEN! An exceptional opportunity to purchase a meticulously maint

32 Photos

30 Duart Park Road, Toronto, ON , MLS #E13857174 , Image - 1

0.86 km from Main Street and Southwood Drive and Kingston Road

30 Duart Park Road The Beaches, Toronto, ON MLS® E13857174

Residential Freehold (Detached)

$2349000.0

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

There are streets in The Beach you drive through, & streets you hope to live on. Duart Park is one of them. A quiet, tree-lined cul-de-sac beside Glen

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

48 Photos

219 Wheeler Avenue, Toronto, ON , MLS #E14159142 , Image - 1

0.33 km from Main Street and Southwood Drive and Kingston Road

219 Wheeler Avenue The Beaches, Toronto, ON MLS® E14159142

Residential Freehold (Detached)

$2980000.0

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

A rare offering in the Beach, 219 Wheeler Avenue is a new custom residence where timeless architecture meets elevated modern design. Set north of Quee

30 Photos

55 Pine Crescent, Toronto, ON , MLS #E13753312 , Image - 1

0.58 km from Main Street and Southwood Drive and Kingston Road

55 Pine Crescent The Beaches, Toronto, ON MLS® E13753312

Residential Freehold (Detached)

$2499900.0

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

Welcome to a beautifully and tastefully, renovated home on one of the Beach's most coveted streets - the iconic Red Brick Road! Set back on a generous

39 Photos

207 Waverley Road, Toronto, ON , MLS #E14096612 , Image - 1

0.73 km from Main Street and Southwood Drive and Kingston Road

207 Waverley Road The Beaches, Toronto, ON MLS® E14096612

Residential Freehold (Semi-Detached )

$1235000.0

3 Beds
2 Baths
1100-1500 sq-ft

Imagine morning strolls along the boardwalk, the fresh lake breeze, and the charm of beachside living right at your doorstep. Welcome to this delightf

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

15 Photos

736 Kingston Road, Toronto, ON , MLS #E13881350 , Image - 1

0.24 km from Main Street and Southwood Drive and Kingston Road

Unit-3, 736 Kingston Road East End-Danforth, Toronto, ON MLS® E13881350

Residential Condo & Other (Condo Townhouse)

$499000.0

Price drop by 12.3%

2 Beds
2 Baths
900-999 sq-ft

Discover the comfort and convenience of this 2-bedroom condominium townhouse at 736 Kingston Road, offering approximately 902 sq. ft. of living space

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

24 Photos

1941 Queen Street E, Toronto, ON , MLS #E14154422 , Image - 1

1.15 km from Main Street and Southwood Drive and Kingston Road

Unit-305, 1941 Queen Street E The Beaches, Toronto, ON MLS® E14154422

Residential Condo & Other (Condo Apartment)

$899000.0

1 Beds
2 Baths
1000-1199 sq-ft

Looking for a place to call home that just feels right? A space unlike any other you've toured? Welcome to Suite 305 in the Kew Beach Condos - an excl

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

49 Photos

50 Beaufort Road, Toronto, ON , MLS #E14122028 , Image - 1

0.29 km from Main Street and Southwood Drive and Kingston Road

50 Beaufort Road The Beaches, Toronto, ON MLS® E14122028

Residential Freehold (Detached)

$2750000.0

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

Welcome to 50 Beaufort Road, a rare opportunity to own a substantially rebuilt residence on one of the most coveted streets in The Beach. Following an

10 Photos

2396 Gerrard Street E, Toronto, ON , MLS #E14155602 , Image - 1

1.05 km from Main Street and Southwood Drive and Kingston Road

2396 Gerrard Street E East End-Danforth, Toronto, ON MLS® E14155602

Residential Freehold (Semi-Detached )

$970000.0

2 Beds
1 Baths
1100-1500 sq-ft

In-place income. Build six storeys as of right, and build and sell laneway housing. Potential for 26 units in total. Opportunity to purchase together

47 Photos

761 Kingston Road, Toronto, ON , MLS #E14149010 , Image - 1

0.34 km from Main Street and Southwood Drive and Kingston Road

761 Kingston Road The Beaches, Toronto, ON MLS® E14149010

Residential Freehold (Detached)

$1111000.0

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

Welcome to 761 Kingston Road in The Beaches! This is the cottage vibe with city living. This charming 3 plus 1 bed, 2 three-piece bathroom home offers

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

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

1 Photos

7 Milk Bottle Lane, Toronto, ON

0.96 km from Main Street and Southwood Drive and Kingston Road

7 Milk Bottle Lane East End-Danforth, Toronto, ON MLS® E14145156

Residential Freehold (Detached)

$3250000.0

3 Beds
5 Baths
3500-5000 sq-ft

Distinctive Architecture. Remarkable Space. An Unexpected Setting Just Off the Danforth.Tucked away on a quiet lane, 7 Milk Bottle Lane brings togethe

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

43 Photos

14 Lyall Avenue, Toronto, ON , MLS #E13786426 , Image - 1

0.21 km from Main Street and Southwood Drive and Kingston Road

14 Lyall Avenue East End-Danforth, Toronto, ON MLS® E13786426

Residential Freehold (Detached)

$2699900.0

4 Beds
3 Baths
3000-3500 sq-ft

This classic home a masterpiece of light, scale & heritage and is located on one of the most sought after streets in the Beach area. Set on an except

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

45 Photos

97 Oakcrest Avenue, Toronto, ON , MLS #E14128530 , Image - 1

1.0 km from Main Street and Southwood Drive and Kingston Road

97 Oakcrest Avenue East End-Danforth, Toronto, ON MLS® E14128530

Residential Freehold (Semi-Detached )

$1199000.0

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

Amazingly Connected. Surprisingly Quiet. & A Little Piece Of Nature In The City. Welcome To Oakcrest, A Tucked-Away, Tree-Lined Pocket South Of The Da

26 Photos

111 Dixon Avenue, Toronto, ON , MLS #E14106488 , Image - 1

1.19 km from Main Street and Southwood Drive and Kingston Road

111 Dixon Avenue The Beaches, Toronto, ON MLS® E14106488

Residential Freehold (Detached)

$2399000.0

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

There's a reason people fall in love with The Beaches, and a reason they rarely leave. At 111 Dixon Avenue, it's easy to see why. Beautifully renovate

Open House : Sun Nov 08, 03:00 PM to 05:00 PM

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

25 Photos

2398 Gerrard Street E, Toronto, ON , MLS #E14152146 , Image - 1

1.05 km from Main Street and Southwood Drive and Kingston Road

2398 Gerrard Street E East End-Danforth, Toronto, ON MLS® E14152146

Residential Freehold (Semi-Detached )

$830000.0

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

Three self-contained income generating corner lot property. Steps to the corner of Victoria Parkway and Danforth. Main Floor and Upper Unit renovated.

2 Photos

195 Scarborough Road, Toronto, ON , MLS #E14150518 , Image - 1

0.94 km from Main Street and Southwood Drive and Kingston Road

195 Scarborough Road The Beaches, Toronto, ON MLS® E14150518

Residential Freehold (Detached)

$1499000.0

4 Beds
2 Baths
1100-1500 sq-ft

Situated south of Kingston Road in the highly sought-after Malvern and Balmy Beach school districts, this is a rare opportunity to own a premium 50-fo

49 Photos

8 Osborne Avenue, Toronto, ON , MLS #E14147424 , Image - 1

0.32 km from Main Street and Southwood Drive and Kingston Road

8 Osborne Avenue The Beaches, Toronto, ON MLS® E14147424

Residential Freehold (Detached)

$1499999.0

5 +2 Beds
4 Baths
2000-2500 sq-ft

EVERYONE WANTS TO GROW UP IN THIS HOUSE. INCLUDING ME!!! A magical three-storey Beach home with unrelenting charm. A little New England meets Prince E

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

47 Photos

330 Main Street, Toronto, ON , MLS #E13828516 , Image - 1

1.2 km from Main Street and Southwood Drive and Kingston Road

330 Main Street East End-Danforth, Toronto, ON MLS® E13828516

Residential Freehold (Detached)

$1199000.0

Price drop by 11.2%

3 Beds
3 Baths
1500-2000 sq-ft

Exceptional Opportunity in a prime Toronto location, just steps to the TTC and close to parks, shopping, restaurants, schools, and everyday amenities.

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

48 Photos

5 Herbert Avenue, Toronto, ON , MLS #E14124014 , Image - 1

1.16 km from Main Street and Southwood Drive and Kingston Road

5 Herbert Avenue The Beaches, Toronto, ON MLS® E14124014

Residential Freehold (Semi-Detached )

$1595000.0

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

The Last Pearl of 2026- A Gem in The Beaches! 5 Mins walk to the Beach and the lake! Beautiful updated semi-detached, 3+1 Bedrooms, 3 bath + 1 powder

39 Photos

8 Trent Avenue, Toronto, ON , MLS #E14145040 , Image - 1

1.06 km from Main Street and Southwood Drive and Kingston Road

Unit-705, 8 Trent Avenue East End-Danforth, Toronto, ON MLS® E14145040

Residential Condo & Other (Condo Apartment)

$499000.0

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

The Best Building in the Main & Danforth Village! Only 8 years old, this beautiful & bright 1 bedroom plus den has a desirable west-facing exposure fo

30 Photos

95 Osborne Avenue, Toronto, ON , MLS #E14142460 , Image - 1

0.58 km from Main Street and Southwood Drive and Kingston Road

95 Osborne Avenue East End-Danforth, Toronto, ON MLS® E14142460

Residential Freehold (Semi-Detached )

$999000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 95 Osborne Avenue, a charming semi-detached home full of warmth and character nestled in a coveted Toronto neighbourhood. This classic all-

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

28 Photos

13 Amroth Avenue, Toronto, ON , MLS #E14105930 , Image - 1

1.17 km from Main Street and Southwood Drive and Kingston Road

13 Amroth Avenue East End-Danforth, Toronto, ON MLS® E14105930

Residential Freehold (Detached)

$1249000.0

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

Welcome to 13 Amroth Ave, a beautifully renovated detached home where thoughtful design, stylish finishes and exceptional indoor-outdoor living come t

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

27 Photos

2375 Gerrard Street E, Toronto, ON , MLS #E13814176 , Image - 1

0.94 km from Main Street and Southwood Drive and Kingston Road

2375 Gerrard Street E East End-Danforth, Toronto, ON MLS® E13814176

Residential Freehold (Semi-Detached )

$889000.0

3 Beds
2 Baths
1100-1500 sq-ft

Turnkey 3-Bedroom Semi in Sought-After Upper Beaches! Welcome home to this beautifully updated semi with modern finishes. An inviting enclosed front p

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

30 Photos

8 Trent Avenue, Toronto, ON , MLS #E13790018 , Image - 1

1.06 km from Main Street and Southwood Drive and Kingston Road

Unit-824, 8 Trent Avenue East End-Danforth, Toronto, ON MLS® E13790018

Residential Condo & Other (Condo Apartment)

$565000.0

Price drop by 3.4%

2 Beds
2 Baths
700-799 sq-ft

**Rarely offered corner unit featuring 2 balconies!** Plenty of upgrades throughout** Bright, spacious and filled with an abundance of natural light

34 Photos

23 Norway Avenue, Toronto, ON , MLS #E14096142 , Image - 1

0.98 km from Main Street and Southwood Drive and Kingston Road

23 Norway Avenue The Beaches, Toronto, ON MLS® E14096142

Residential Freehold (Detached)

$1739000.0

3 Beds
2 Baths
1100-1500 sq-ft

Charming Detached Beach Home! This inviting 3-bedroom, 2-bathroom home with 1-car parking blends character, comfort, and lifestyle in the heart of The

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

41 Photos

6 Wheeler Avenue, Toronto, ON , MLS #E14129450 , Image - 1

0.93 km from Main Street and Southwood Drive and Kingston Road

6 Wheeler Avenue The Beaches, Toronto, ON MLS® E14129450

Residential Freehold (Duplex)

$1699000.0

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

Two beautiful homes. One exceptional Beach address! Across from Kew Gardens and just a five minute stroll to the lake, this one-of-a-kind detached dup

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

44 Photos

150 Beech Avenue, Toronto, ON , MLS #E13721038 , Image - 1

0.89 km from Main Street and Southwood Drive and Kingston Road

150 Beech Avenue The Beaches, Toronto, ON MLS® E13721038

Residential Freehold (Semi-Detached )

$895000.0

Price drop by 3.2%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming 3-bedroom semi-detached home, nestled on one of The Beaches' most beloved tree-lined streets and held by the same owner since

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

41 Photos

75 Kenilworth Avenue, Toronto, ON , MLS #E14139008 , Image - 1

1.22 km from Main Street and Southwood Drive and Kingston Road

75 Kenilworth Avenue The Beaches, Toronto, ON MLS® E14139008

Residential Freehold (Detached)

$1599999.0

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

Welcome to 75 Kenilworth Avenue, where modern luxury meets the unmistakable charm of Toronto's Beaches neighbourhood. Nestled on a quiet, tree-lined s

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

101 Hammersmith Avenue, Toronto, ON , MLS #E14149488 , Image - 1

101 Hammersmith Avenue

The Beaches, Toronto, ON

$825000.0

48 Glen Manor Drive, Toronto, ON , MLS #E14135862 , Image - 1

48 Glen Manor Drive

The Beaches, Toronto, ON

$1675000.0

50 Glen Manor Drive, Toronto, ON , MLS #E14135874 , Image - 1

50 Glen Manor Drive

The Beaches, Toronto, ON

$1725000.0

30 Duart Park Road, Toronto, ON , MLS #E13857174 , Image - 1

30 Duart Park Road

The Beaches, Toronto, ON

$2349000.0

219 Wheeler Avenue, Toronto, ON , MLS #E14159142 , Image - 1

219 Wheeler Avenue

The Beaches, Toronto, ON

$2980000.0

55 Pine Crescent, Toronto, ON , MLS #E13753312 , Image - 1

55 Pine Crescent

The Beaches, Toronto, ON

$2499900.0

207 Waverley Road, Toronto, ON , MLS #E14096612 , Image - 1

207 Waverley Road

The Beaches, Toronto, ON

$1235000.0

736 Kingston Road, Toronto, ON , MLS #E13881350 , Image - 1

736 Kingston Road

East End-Danforth, Toronto, ON

$499000.0

1941 Queen Street E, Toronto, ON , MLS #E14154422 , Image - 1

1941 Queen Street E

The Beaches, Toronto, ON

$899000.0

50 Beaufort Road, Toronto, ON , MLS #E14122028 , Image - 1

50 Beaufort Road

The Beaches, Toronto, ON

$2750000.0

2396 Gerrard Street E, Toronto, ON , MLS #E14155602 , Image - 1

2396 Gerrard Street E

East End-Danforth, Toronto, ON

$970000.0

761 Kingston Road, Toronto, ON , MLS #E14149010 , Image - 1

761 Kingston Road

The Beaches, Toronto, ON

$1111000.0

7 Milk Bottle Lane, Toronto, ON , MLS #E14145156 , Image - 1

7 Milk Bottle Lane

East End-Danforth, Toronto, ON

$3250000.0

14 Lyall Avenue, Toronto, ON , MLS #E13786426 , Image - 1

14 Lyall Avenue

East End-Danforth, Toronto, ON

$2699900.0

97 Oakcrest Avenue, Toronto, ON , MLS #E14128530 , Image - 1

97 Oakcrest Avenue

East End-Danforth, Toronto, ON

$1199000.0

111 Dixon Avenue, Toronto, ON , MLS #E14106488 , Image - 1

111 Dixon Avenue

The Beaches, Toronto, ON

$2399000.0

2398 Gerrard Street E, Toronto, ON , MLS #E14152146 , Image - 1

2398 Gerrard Street E

East End-Danforth, Toronto, ON

$830000.0

195 Scarborough Road, Toronto, ON , MLS #E14150518 , Image - 1

195 Scarborough Road

The Beaches, Toronto, ON

$1499000.0

8 Osborne Avenue, Toronto, ON , MLS #E14147424 , Image - 1

8 Osborne Avenue

The Beaches, Toronto, ON

$1499999.0

330 Main Street, Toronto, ON , MLS #E13828516 , Image - 1

330 Main Street

East End-Danforth, Toronto, ON

$1199000.0

5 Herbert Avenue, Toronto, ON , MLS #E14124014 , Image - 1

5 Herbert Avenue

The Beaches, Toronto, ON

$1595000.0

8 Trent Avenue, Toronto, ON , MLS #E14145040 , Image - 1

8 Trent Avenue

East End-Danforth, Toronto, ON

$499000.0

95 Osborne Avenue, Toronto, ON , MLS #E14142460 , Image - 1

95 Osborne Avenue

East End-Danforth, Toronto, ON

$999000.0

13 Amroth Avenue, Toronto, ON , MLS #E14105930 , Image - 1

13 Amroth Avenue

East End-Danforth, Toronto, ON

$1249000.0

2375 Gerrard Street E, Toronto, ON , MLS #E13814176 , Image - 1

2375 Gerrard Street E

East End-Danforth, Toronto, ON

$889000.0

8 Trent Avenue, Toronto, ON , MLS #E13790018 , Image - 1

8 Trent Avenue

East End-Danforth, Toronto, ON

$565000.0

23 Norway Avenue, Toronto, ON , MLS #E14096142 , Image - 1

23 Norway Avenue

The Beaches, Toronto, ON

$1739000.0

6 Wheeler Avenue, Toronto, ON , MLS #E14129450 , Image - 1

6 Wheeler Avenue

The Beaches, Toronto, ON

$1699000.0

150 Beech Avenue, Toronto, ON , MLS #E13721038 , Image - 1

150 Beech Avenue

The Beaches, Toronto, ON

$895000.0

75 Kenilworth Avenue, Toronto, ON , MLS #E14139008 , Image - 1

75 Kenilworth Avenue

The Beaches, Toronto, ON

$1599999.0

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