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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: August 08, 2026

50 Photos

227 Waverley Road, Toronto, ON , MLS #E13634662 , Image - 1

0.68 km from Main Street and Southwood Drive and Kingston Road

227 Waverley Road The Beaches, Toronto, ON MLS® E13634662

Residential Freehold (Detached)

$1879000.0

4 Beds
3 Baths
1500-2000 sq-ft

Sitting in the heart of the Beach, on a tree-lined low traffic street, this 3 storey detached home offers it all: 4 bedrooms, 3 bathrooms, an open con

Open House : Sat Aug 08, 01:00 PM to 03:00 PM

41 Photos

127 Waverley Road, Toronto, ON , MLS #E13556794 , Image - 1

0.93 km from Main Street and Southwood Drive and Kingston Road

127 Waverley Road The Beaches, Toronto, ON MLS® E13556794

Residential Freehold (Duplex)

$1200000.0

4 Beds
2 Baths
1500-2000 sq-ft

Exceptional opportunity to own a duplex home located in the heart of the Beaches.The main floor suite features high ceilings, crown molding, hardwood

34 Photos

601 Kingston Road, Toronto, ON , MLS #E13649680 , Image - 1

0.07 km from Main Street and Southwood Drive and Kingston Road

Unit-215, 601 Kingston Road The Beaches, Toronto, ON MLS® E13649680

Residential Condo & Other (Condo Apartment)

$449000.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to this bright and modern 1-bedroom condo in the highly sought-after Upper Beaches community, complete with 1 underground parking space and 1

34 Photos

154 Blantyre Avenue, Toronto, ON , MLS #E13649620 , Image - 1

1.38 km from Main Street and Southwood Drive and Kingston Road

154 Blantyre Avenue Birchcliffe-Cliffside, Toronto, ON MLS® E13649620

Residential Freehold (Semi-Detached )

$999000.0

3 Beds
2 Baths
1500-2000 sq-ft

Prime Courcelette School District! This solid brick two-storey, three bedroom family home offers two bathrooms, a finished basement, private parking p

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

31 Photos

286 Main Street, Toronto, ON , MLS #E13649492 , Image - 1

1.0 km from Main Street and Southwood Drive and Kingston Road

Unit-1702, 286 Main Street East End-Danforth, Toronto, ON MLS® E13649492

Residential Condo & Other (Condo Apartment)

$419000.0

1 Beds
1 Baths
500-599 sq-ft

Imagine having your very own view of the most heavenly sunset each and every night! Welcome to 1702-286 Main St. 3 reasons why this unit is special: 1

46 Photos

195 Wheeler Avenue, Toronto, ON , MLS #E13163788 , Image - 1

0.38 km from Main Street and Southwood Drive and Kingston Road

195 Wheeler Avenue The Beaches, Toronto, ON MLS® E13163788

Residential Freehold (Att/Row/Townhouse)

$1099000.0

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

Tucked beneath a canopy of mature trees on one of the Beaches' most coveted streets, 195 Wheeler Ave is a charming semi-detached that perfectly balanc

41 Photos

123 Enderby Road, Toronto, ON , MLS #E13234924 , Image - 1

0.78 km from Main Street and Southwood Drive and Kingston Road

123 Enderby Road East End-Danforth, Toronto, ON MLS® E13234924

Residential Freehold (Att/Row/Townhouse)

$799000.0

Price drop by 15.9%

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

Welcome to this beautifully renovated freehold townhome in the highly sought-after Upper Beaches community. Thoughtfully updated from top to bottom, t

30 Photos

20 Kelvin Avenue, Toronto, ON , MLS #E13420618 , Image - 1

1.13 km from Main Street and Southwood Drive and Kingston Road

20 Kelvin Avenue East End-Danforth, Toronto, ON MLS® E13420618

Residential Freehold (Detached)

$799000.0

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

Fantastic opportunity for first-time buyers, investors, and builders alike! This versatile detached home is currently configured as two self-contained

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

36 Photos

43 Amroth Avenue, Toronto, ON , MLS #E13646358 , Image - 1

1.23 km from Main Street and Southwood Drive and Kingston Road

43 Amroth Avenue East End-Danforth, Toronto, ON MLS® E13646358

Residential Freehold (Semi-Detached )

$1245000.0

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

Prime Danforth Location **** Vintage charm meets contemporary living in this beautifully renovated home. **** Outstanding floorplan, a spacious 2.5 st

36 Photos

213 Oakcrest Avenue, Toronto, ON , MLS #E13636584 , Image - 1

0.88 km from Main Street and Southwood Drive and Kingston Road

213 Oakcrest Avenue East End-Danforth, Toronto, ON MLS® E13636584

Residential Freehold (Semi-Detached )

$899900.0

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

Welcome to this inviting East End home tucked away on a quiet, tree-lined street. Step outside and enjoy the rare convenience of being just a short st

25 Photos

101 Glen Manor Drive, Toronto, ON , MLS #E13644468 , Image - 1

0.95 km from Main Street and Southwood Drive and Kingston Road

Unit-6, 101 Glen Manor Drive The Beaches, Toronto, ON MLS® E13644468

Residential Condo & Other (Condo Townhouse)

$969900.0

3 Beds
2 Baths
1200-1399 sq-ft

Urban Luxury, Rooftop Views & Beach Living! Trade the commute for the boardwalk. Just steps from the lake, this beautifully renovated 2+1 bedroom, thr

35 Photos

1941 Queen Street E, Toronto, ON , MLS #E13643876 , Image - 1

1.15 km from Main Street and Southwood Drive and Kingston Road

Unit-304, 1941 Queen Street E The Beaches, Toronto, ON MLS® E13643876

Residential Condo & Other (Condo Apartment)

$1200000.0

3 Beds
2 Baths
1200-1399 sq-ft

Beautifully renovated two-storey condo in the well recognized Kew Beach Condos, offering the perfect blend of contemporary design and an unbeatable B

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

27 Photos

18 Bellefair Avenue, Toronto, ON , MLS #E13614544 , Image - 1

0.89 km from Main Street and Southwood Drive and Kingston Road

18 Bellefair Avenue The Beaches, Toronto, ON MLS® E13614544

Residential Freehold (Detached)

$1499000.0

3 Beds
3 Baths
1500-2000 sq-ft

Prime Beach location! Just steps to Kew Gardens, Queen St shops, Boardwalk. Detached, 3-bdrms brick home w/ parking! Bright, light filled and spacious

31 Photos

1 Rainsford Road, Toronto, ON , MLS #E13640806 , Image - 1

1.33 km from Main Street and Southwood Drive and Kingston Road

Unit-404, 1 Rainsford Road The Beaches, Toronto, ON MLS® E13640806

Residential Condo & Other (Condo Apartment)

$1479000.0

2 Beds
3 Baths
1400-1599 sq-ft

Luxury Living in The Beach. Welcome to 1 Rainsford, a boutique low-rise condominium crafted for the most discerning buyer. This sophisticated, sun-fil

47 Photos

40 Whistle Post Street, Toronto, ON , MLS #E13638676 , Image - 1

0.88 km from Main Street and Southwood Drive and Kingston Road

40 Whistle Post Street East End-Danforth, Toronto, ON MLS® E13638676

Residential Freehold (Semi-Detached )

$1280000.0

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

Beautifully upgraded 3-storey semi on a large private lot in sought-after Upper Beach Estates! This 2,166 sq. ft. home impresses with 9' ceilings, har

Open House : Sat Aug 08, 01:00 PM to 03:00 PM

48 Photos

2055 Danforth Avenue, Toronto, ON , MLS #E13641658 , Image - 1

1.42 km from Main Street and Southwood Drive and Kingston Road

Unit-414, 2055 Danforth Avenue Woodbine Corridor, Toronto, ON MLS® E13641658

Residential Condo & Other (Condo Apartment)

$839000.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

Welcome to Suite 414 at Carmelina Condos-a beautifully upgraded two-bedroom plus den, two-bathroom corner suite with coveted south and west exposures

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

44 Photos

53F Dentonia Park Avenue, Toronto, ON , MLS #E13592584 , Image - 1

1.48 km from Main Street and Southwood Drive and Kingston Road

53F Dentonia Park Avenue Crescent Town, Toronto, ON MLS® E13592584

Residential Freehold (Detached)

$1398000.0

4 Beds
4 Baths
1500-2000 sq-ft

**OFFERS ANYTIME** Welcome to The Residences of Dentonia Park! Only 12 years new, this Maple model offers exceptional curb appeal with parking for 3 c

27 Photos

8 Trent Avenue, Toronto, ON , MLS #E13642504 , Image - 1

1.06 km from Main Street and Southwood Drive and Kingston Road

Unit-503, 8 Trent Avenue East End-Danforth, Toronto, ON MLS® E13642504

Residential Condo & Other (Condo Apartment)

$509900.0

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

Wake up to natural light in this modern SW-facing 1 BR + den just S. of the Danforth. Thoughtfully designed for stylish urban living, feat. laminate f

22 Photos

18 Sargent Lane, Toronto, ON , MLS #E13632888 , Image - 1

0.71 km from Main Street and Southwood Drive and Kingston Road

18 Sargent Lane East End-Danforth, Toronto, ON MLS® E13632888

Residential Condo & Other (Condo Townhouse)

$1149000.0

3 +1 Beds
3 Baths
1600-1799 sq-ft

Nestled within a private enclave, 18 Sargent Lane is a beautifully designed three-storey townhome offering nearly 1,800 square feet of finished living

25 Photos

212 Lawlor Avenue, Toronto, ON , MLS #E13641182 , Image - 1

0.96 km from Main Street and Southwood Drive and Kingston Road

212 Lawlor Avenue East End-Danforth, Toronto, ON MLS® E13641182

Residential Freehold (Semi-Detached )

$989000.0

3 Beds
1 Baths
1100-1500 sq-ft

Fantastic Upper Beach 3 bedroom semi on coveted Lawlor Avenue in a great school district, Adam Beck, Glen Ames and Malvern, Neil McNeil and Notre Dame

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

23 Photos

338 Kenilworth Avenue, Toronto, ON , MLS #E13639996 , Image - 1

0.64 km from Main Street and Southwood Drive and Kingston Road

338 Kenilworth Avenue The Beaches, Toronto, ON MLS® E13639996

Residential Freehold (Semi-Detached )

$1099000.0

3 Beds
2 Baths
1100-1500 sq-ft

A must-see wide semi offering the perfect combination of modern convenience and classic Beach charm, complete with front pad parking. The open-concept

15 Photos

365 Beech Avenue, Toronto, ON , MLS #E13639272 , Image - 1

0.62 km from Main Street and Southwood Drive and Kingston Road

Unit-511, 365 Beech Avenue The Beaches, Toronto, ON MLS® E13639272

Residential Condo & Other (Condo Apartment)

$729000.0

1 +1 Beds
1 Baths
800-899 sq-ft

The YMCA building, ( Beech House) An incredibly bright and well laid out 1 Bedroom plus Den, 1Bath suite- Wall to wall windows across the widest lengt

34 Photos

286 Main Street, Toronto, ON , MLS #E13497698 , Image - 1

1.0 km from Main Street and Southwood Drive and Kingston Road

Unit-1005, 286 Main Street East End-Danforth, Toronto, ON MLS® E13497698

Residential Condo & Other (Condo Apartment)

$439000.0

1 Beds
1 Baths
500-599 sq-ft

2 Years New Corner Unit In Boutique Condo with 2 balconies. Upgraded, Comfortable & bright 1 BR/1 bath unit with custom made floor to ceiling window b

48 Photos

37 Gledhill Avenue, Toronto, ON , MLS #E13636222 , Image - 1

1.35 km from Main Street and Southwood Drive and Kingston Road

37 Gledhill Avenue Woodbine-Lumsden, Toronto, ON MLS® E13636222

Residential Freehold (Semi-Detached )

$1150000.0

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

Homes of this caliber are exceptionally rare in Woodbine-Lumsden. Thoughtfully redesigned and impeccably maintained, this stunning 3-bedroom, 4-bathro

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

37 Photos

82 Woodbine Avenue, Toronto, ON , MLS #E13555580 , Image - 1

1.47 km from Main Street and Southwood Drive and Kingston Road

82 Woodbine Avenue The Beaches, Toronto, ON MLS® E13555580

Residential Freehold (Att/Row/Townhouse)

$1679000.0

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

Amazing opportunity just steps from the beach! This is your chance to own one of the Beaches most desirable and rarely offered Painted Ladies, where t

8 Photos

47 Dentonia Park Avenue, Toronto, ON , MLS #E13633824 , Image - 1

1.43 km from Main Street and Southwood Drive and Kingston Road

47 Dentonia Park Avenue Crescent Town, Toronto, ON MLS® E13633824

Residential Freehold (Att/Row/Townhouse)

$579000.0

2 Beds
2 Baths
700-1100 sq-ft

Cozy 2 Bedroom Semi Detached Home On A Quiet Child Friendly Street In East York. Less Than A 10 Minute Walk To Subway. Close To Parks & TTC. This Cute

12 Photos

630 Kingston Road, Toronto, ON , MLS #E13593792 , Image - 1

0.09 km from Main Street and Southwood Drive and Kingston Road

Unit-201, 630 Kingston Road The Beaches, Toronto, ON MLS® E13593792

Residential Condo & Other (Condo Apartment)

$1000000.0

2 Beds
2 Baths
1000-1199 sq-ft

Wake up to incredible ravine views in well-managed mid-rise. Just over 1,000 square feet total, this suite has been meticulously maintained and upgrad

48 Photos

219 Wheeler Avenue, Toronto, ON , MLS #E13431540 , Image - 1

0.33 km from Main Street and Southwood Drive and Kingston Road

219 Wheeler Avenue The Beaches, Toronto, ON MLS® E13431540

Residential Freehold (Detached)

$3388000.0

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

**Open House Sunday, August 9th, 2 pm- 4 pm ** A rare offering in the Beach, 219 Wheeler Avenue is a new custom residence where timeless architecture

Open House : Sun Aug 09, 01:00 PM to 03:00 PM

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

47 Photos

256 Blantyre Avenue, Toronto, ON , MLS #E13597794 , Image - 1

1.34 km from Main Street and Southwood Drive and Kingston Road

256 Blantyre Avenue Birchcliffe-Cliffside, Toronto, ON MLS® E13597794

Residential Freehold (Semi-Detached )

$889990.0

Price drop by 4.3%

2 Beds
2 Baths
< 700 sq-ft

Welcome to this beautifully maintained family bungalow in the heart of the highly sought-after Blantyre community! Ideally located just steps from Bla

43 Photos

192 Wineva Avenue, Toronto, ON , MLS #E13632268 , Image - 1

0.7 km from Main Street and Southwood Drive and Kingston Road

192 Wineva Avenue The Beaches, Toronto, ON MLS® E13632268

Residential Freehold (Detached)

$1499999.0

3 Beds
2 Baths
1100-1500 sq-ft

Winning on Wineva starts with finding a home that checks every box and where the very best of Beach living begins right at your front door. This beaut

Open House : Sat Aug 08, 01:00 PM to 03:00 PM

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

227 Waverley Road, Toronto, ON , MLS #E13634662 , Image - 1

227 Waverley Road

The Beaches, Toronto, ON

$1879000.0

127 Waverley Road, Toronto, ON , MLS #E13556794 , Image - 1

127 Waverley Road

The Beaches, Toronto, ON

$1200000.0

601 Kingston Road, Toronto, ON , MLS #E13649680 , Image - 1

601 Kingston Road

The Beaches, Toronto, ON

$449000.0

154 Blantyre Avenue, Toronto, ON , MLS #E13649620 , Image - 1

154 Blantyre Avenue

Birchcliffe-Cliffside, Toronto, ON

$999000.0

286 Main Street, Toronto, ON , MLS #E13649492 , Image - 1

286 Main Street

East End-Danforth, Toronto, ON

$419000.0

195 Wheeler Avenue, Toronto, ON , MLS #E13163788 , Image - 1

195 Wheeler Avenue

The Beaches, Toronto, ON

$1099000.0

123 Enderby Road, Toronto, ON , MLS #E13234924 , Image - 1

123 Enderby Road

East End-Danforth, Toronto, ON

$799000.0

20 Kelvin Avenue, Toronto, ON , MLS #E13420618 , Image - 1

20 Kelvin Avenue

East End-Danforth, Toronto, ON

$799000.0

43 Amroth Avenue, Toronto, ON , MLS #E13646358 , Image - 1

43 Amroth Avenue

East End-Danforth, Toronto, ON

$1245000.0

213 Oakcrest Avenue, Toronto, ON , MLS #E13636584 , Image - 1

213 Oakcrest Avenue

East End-Danforth, Toronto, ON

$899900.0

101 Glen Manor Drive, Toronto, ON , MLS #E13644468 , Image - 1

101 Glen Manor Drive

The Beaches, Toronto, ON

$969900.0

1941 Queen Street E, Toronto, ON , MLS #E13643876 , Image - 1

1941 Queen Street E

The Beaches, Toronto, ON

$1200000.0

18 Bellefair Avenue, Toronto, ON , MLS #E13614544 , Image - 1

18 Bellefair Avenue

The Beaches, Toronto, ON

$1499000.0

1 Rainsford Road, Toronto, ON , MLS #E13640806 , Image - 1

1 Rainsford Road

The Beaches, Toronto, ON

$1479000.0

40 Whistle Post Street, Toronto, ON , MLS #E13638676 , Image - 1

40 Whistle Post Street

East End-Danforth, Toronto, ON

$1280000.0

2055 Danforth Avenue, Toronto, ON , MLS #E13641658 , Image - 1

2055 Danforth Avenue

Woodbine Corridor, Toronto, ON

$839000.0

53F Dentonia Park Avenue, Toronto, ON , MLS #E13592584 , Image - 1

53F Dentonia Park Avenue

Crescent Town, Toronto, ON

$1398000.0

8 Trent Avenue, Toronto, ON , MLS #E13642504 , Image - 1

8 Trent Avenue

East End-Danforth, Toronto, ON

$509900.0

18 Sargent Lane, Toronto, ON , MLS #E13632888 , Image - 1

18 Sargent Lane

East End-Danforth, Toronto, ON

$1149000.0

212 Lawlor Avenue, Toronto, ON , MLS #E13641182 , Image - 1

212 Lawlor Avenue

East End-Danforth, Toronto, ON

$989000.0

338 Kenilworth Avenue, Toronto, ON , MLS #E13639996 , Image - 1

338 Kenilworth Avenue

The Beaches, Toronto, ON

$1099000.0

365 Beech Avenue, Toronto, ON , MLS #E13639272 , Image - 1

365 Beech Avenue

The Beaches, Toronto, ON

$729000.0

286 Main Street, Toronto, ON , MLS #E13497698 , Image - 1

286 Main Street

East End-Danforth, Toronto, ON

$439000.0

37 Gledhill Avenue, Toronto, ON , MLS #E13636222 , Image - 1

37 Gledhill Avenue

Woodbine-Lumsden, Toronto, ON

$1150000.0

82 Woodbine Avenue, Toronto, ON , MLS #E13555580 , Image - 1

82 Woodbine Avenue

The Beaches, Toronto, ON

$1679000.0

47 Dentonia Park Avenue, Toronto, ON , MLS #E13633824 , Image - 1

47 Dentonia Park Avenue

Crescent Town, Toronto, ON

$579000.0

630 Kingston Road, Toronto, ON , MLS #E13593792 , Image - 1

630 Kingston Road

The Beaches, Toronto, ON

$1000000.0

219 Wheeler Avenue, Toronto, ON , MLS #E13431540 , Image - 1

219 Wheeler Avenue

The Beaches, Toronto, ON

$3388000.0

256 Blantyre Avenue, Toronto, ON , MLS #E13597794 , Image - 1

256 Blantyre Avenue

Birchcliffe-Cliffside, Toronto, ON

$889990.0

192 Wineva Avenue, Toronto, ON , MLS #E13632268 , Image - 1

192 Wineva Avenue

The Beaches, Toronto, ON

$1499999.0

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