Back

Top Areas

Other Areas

Sell Your Home

Shortlisted Properties

New Homes
For Sale
For Rent

Danger! Indicates a dangerous or potentially negative action.

Error

Maximum 4 project can be compared at one go.

House for Sale near O'Connor Drive and Woodbine Avenue, E03

Showing results 1 - 30 of 30

Explore over 30 houses for sale near O'Connor Drive and Woodbine Avenue 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 O'Connor Drive and Woodbine Avenue. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near O'Connor Drive and Woodbine Avenue that are perfect for you.

Last Updated: February 13, 2026

50 Photos

10 Seton Park Road, Toronto, ON , MLS #C12677198 , Image - 1

2.58 km from O'Connor Drive and Woodbine Avenue

10 Seton Park Road Flemingdon Park, Toronto, ON MLS® C12677198

Residential Freehold (Semi-Detached )

$1279000.0

4 Beds
3 Baths
1500-2000 sq-ft

Bright and beautifully laid out 4-bedroom, 3-bath semi in the heart of Flemingdon Park, offering spacious living and a smart, family-friendly floor pl

50 Photos

174 Kenilworth Avenue, Toronto, ON , MLS #E12675158 , Image - 1

3.41 km from O'Connor Drive and Woodbine Avenue

174 Kenilworth Avenue The Beaches, Toronto, ON MLS® E12675158

Residential Freehold (Detached)

$3999999.0

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

34 Photos

24 Harriet Street, Toronto, ON , MLS #E12775082 , Image - 1

3.34 km from O'Connor Drive and Woodbine Avenue

24 Harriet Street South Riverdale, Toronto, ON MLS® E12775082

Residential Freehold (Detached)

$1399000.0

3 Beds
4 Baths
1100-1500 sq-ft

Your Private Leslieville Oasis Starts Here. Tucked away on a quiet, tree-lined street just steps from Queen East, 24 Harriet Street is a one-of-a-kind

Open House : Sat Feb 14, 02:00 PM to 04:00 PM

21 Photos

630 Greenwood Avenue, Toronto, ON , MLS #E12709064 , Image - 1

2.36 km from O'Connor Drive and Woodbine Avenue

Unit-501, 630 Greenwood Avenue Blake-Jones, Toronto, ON MLS® E12709064

Residential Condo & Other (Condo Apartment)

$799900.0

Price drop by 3.0%

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

This isn't your typical condo. It's not just square footage, it's breathing room-real space to live, work, host, and unwind. Perched on the fifth floo

Pre-Construction

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

30 Inn On The Park Drive, Toronto, ON , MLS #C12757138 , Image - 1

3.18 km from O'Connor Drive and Woodbine Avenue

Unit-512, 30 Inn On The Park Drive Banbury-Don Mills, Toronto, ON MLS® C12757138

Residential Condo & Other (Condo Apartment)

$549999.0

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

Welcome to this newly built modern condo apartment with 1-Bedroom + Den Suite by Tridel, Canada's #1 Builder. Den That can be used as a Second Bedroom

40 Photos

192 The Bridle Path, Toronto, ON , MLS #C12627852 , Image - 1

4.59 km from O'Connor Drive and Woodbine Avenue

192 The Bridle Path Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12627852

Residential Freehold (Detached)

$6138000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Elegant and Stately Appointed Classic Residence W/Prestigious Address in the most affluent and glamour The Bridle Path! Close to all luxury amenities

45 Photos

44 Doris Drive, Toronto, ON , MLS #E12601698 , Image - 1

0.85 km from O'Connor Drive and Woodbine Avenue

44 Doris Drive O'Connor-Parkview, Toronto, ON MLS® E12601698

Residential Freehold (Detached)

$2399000.0

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

Nestled in the coveted Parkview Hill community, this 4+2 bedroom executive home is a hidden gem surrounded by lush ravine, offering tranquility and pr

20 Photos

33 Elfreda Boulevard, Toronto, ON , MLS #E12714760 , Image - 1

4.01 km from O'Connor Drive and Woodbine Avenue

33 Elfreda Boulevard Clairlea-Birchmount, Toronto, ON MLS® E12714760

Residential Freehold (Detached)

$874900.0

3 Beds
3 Baths
700-1100 sq-ft

Attention investors, builders and first time home buyers! Opportunity knocks in this sought-after neighbourhood. This solid brick raised bungalow sitt

Pre-Construction

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

15 Photos

71 August Avenue, Toronto, ON , MLS #E12773854 , Image - 1

3.12 km from O'Connor Drive and Woodbine Avenue

71 August Avenue Oakridge, Toronto, ON MLS® E12773854

Residential Freehold (Detached)

$999999.0

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

Prime Oakridge Location! This modern, custom-built gem less than 10 years old blends elegance and contemporary design. Featuring 4 spacious bedrooms a

33 Photos

151 Brentcliffe Road, Toronto, ON , MLS #C12770436 , Image - 1

4.1 km from O'Connor Drive and Woodbine Avenue

151 Brentcliffe Road Leaside, Toronto, ON MLS® C12770436

Residential Freehold (Detached)

$3499000.0

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

Elegant State Of The Art Custom Built Home In Desirable North Leaside, Blending Architectural Detail With Up To The Minute Design Of Today. Large, Hig

40 Photos

462 & 464 Sammon Avenue, Toronto, ON , MLS #E12763528 , Image - 1

1.6 km from O'Connor Drive and Woodbine Avenue

462 & 464 Sammon Avenue Danforth Village-East York, Toronto, ON MLS® E12763528

Residential Freehold (Semi-Detached )

$949000.0

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

Fabulous opportunity to own this superbly maintained 2 unit home in prime East York Location ! Live in the charming main floor one bedroom unit (vaca

39 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12421456 , Image - 1

3.96 km from O'Connor Drive and Woodbine Avenue

Unit-303, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12421456

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

Pre-Construction

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

26 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12421469 , Image - 1

3.96 km from O'Connor Drive and Woodbine Avenue

Unit-403, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12421469

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

27 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12421449 , Image - 1

3.96 km from O'Connor Drive and Woodbine Avenue

Unit-302, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12421449

Residential Condo & Other (Condo Apartment)

$616000.0

1 Beds
1 Baths
700-799 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

24 Photos

45 Connaught Avenue, Toronto, ON , MLS #E12421435 , Image - 1

3.96 km from O'Connor Drive and Woodbine Avenue

Unit-104, 45 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12421435

Residential Condo & Other (Condo Apartment)

$494000.0

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

33 Photos

25 Malcolm Road, Toronto, ON , MLS #C12697488 , Image - 1

3.42 km from O'Connor Drive and Woodbine Avenue

Unit-TH-112, 25 Malcolm Road Leaside, Toronto, ON MLS® C12697488

Residential Condo & Other (Condo Townhouse)

$1099000.0

Price drop by 4.4%

2 Beds
3 Baths
1000-1199 sq-ft

Elevated living at The Upper House in Leaside. This rare two-storey condo townhome offers 1,158 sq ft of refined interior space plus a 98 sq ft privat

Pre-Construction

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

31 Photos

3025 Queen Street E, Toronto, ON , MLS #E12768712 , Image - 1

4.39 km from O'Connor Drive and Woodbine Avenue

3025 Queen Street E Birchcliffe-Cliffside, Toronto, ON MLS® E12768712

Residential Freehold (Multiplex)

$3900000.0

9 +4 Beds
9 Baths
5000 + sq-ft

Own your own castle in the city!!! Rare 7-unit investment property with exceptional character and history, located in the Beaches and overlooking Lake

31 Photos

1414 Bayview Avenue, Toronto, ON , MLS #C12764060 , Image - 1

4.41 km from O'Connor Drive and Woodbine Avenue

Unit-606, 1414 Bayview Avenue Mount Pleasant East, Toronto, ON MLS® C12764060

Residential Condo & Other (Condo Apartment)

$1899000.0

2 +1 Beds
2 Baths
1200-1399 sq-ft

Experience refined urban living in this meticulously designed two-bedroom plus den, two-bathroom suite at 1414 Bayview Avenue. Perched on the sixth fl

36 Photos

1387 Bayview Avenue, Toronto, ON , MLS #C12764882 , Image - 1

4.33 km from O'Connor Drive and Woodbine Avenue

Unit-306, 1387 Bayview Avenue Leaside, Toronto, ON MLS® C12764882

Residential Condo & Other (Other)

$425000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to SAHIL (Stay At Home In Leaside). Completed in 1999, this unique boutique building with only 18 units is a Life Lease (also known as a Life

50 Photos

20 Fairview Boulevard, Toronto, ON , MLS #E12677258 , Image - 1

4.08 km from O'Connor Drive and Woodbine Avenue

20 Fairview Boulevard North Riverdale, Toronto, ON MLS® E12677258

Residential Freehold (Detached)

$2939000.0

Price drop by 1.7%

3 +1 Beds
5 Baths
3500-5000 sq-ft

An Exquisite Riverdale Grand Residence as featured on BlogTO. Unparalleled luxury living in a magnificent, nearly 4,000 sq ft home steps from Broadvie

Pre-Construction

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

24 Photos

50 O Neil Road, Toronto, ON , MLS #C12750744 , Image - 1

4.1 km from O'Connor Drive and Woodbine Avenue

Unit-1503, 50 O Neil Road Banbury-Don Mills, Toronto, ON MLS® C12750744

Residential Condo & Other (Condo Apartment)

$479900.0

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

Bright and spacious One Year old Stylish & Ready To Move In 1 bed plus den condo available for Sale in the prestigious neighborhood of Don Mills and S

27 Photos

356 McRae Drive, Toronto, ON , MLS #C12723574 , Image - 1

3.82 km from O'Connor Drive and Woodbine Avenue

Unit-206, 356 McRae Drive Leaside, Toronto, ON MLS® C12723574

Residential Condo & Other (Condo Apartment)

$498800.0

1 Beds
1 Baths
800-899 sq-ft

Marvelous on McRae! * Flexible layout lets you choose where to place your living room and den - want to work by the window with the sun streaming in,

24 Photos

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

3.33 km from O'Connor Drive and Woodbine Avenue

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

now that the METRO LINKS is a GO...time to check this out....Listed for way less than the last sale. Now is the time to BUY IT! Interest rates are h

32 Photos

99 The Donway N/A W, Toronto, ON , MLS #C12752748 , Image - 1

4.36 km from O'Connor Drive and Woodbine Avenue

Unit-105, 99 The Donway N/A W Banbury-Don Mills, Toronto, ON MLS® C12752748

Residential Condo & Other (Condo Apartment)

$499000.0

1 Beds
1 Baths
500-599 sq-ft

Beautiful, bright unit on first floor, extra high ceilings, floor-to-ceiling windows, laminate floors. Good-size 1 bdrm, double mirror closets. Office

Pre-Construction

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

26 Photos

2343 Gerrard Street E, Toronto, ON , MLS #E12757782 , Image - 1

2.67 km from O'Connor Drive and Woodbine Avenue

Unit-Sky, 2343 Gerrard Street E East End-Danforth, Toronto, ON MLS® E12757782

Residential Condo & Other (Condo Apartment)

$829000.0

2 +1 Beds
2 Baths
1400-1599 sq-ft

You won't find anything like this - a FULL floor penthouse residence of over 1,400 square feet with an additional 795 square feet of outdoor space, in

25 Photos

2343 Gerrard Street E, Toronto, ON , MLS #E12757556 , Image - 1

2.67 km from O'Connor Drive and Woodbine Avenue

Unit-Centre, 2343 Gerrard Street E East End-Danforth, Toronto, ON MLS® E12757556

Residential Condo & Other (Condo Apartment)

$769000.0

2 Beds
2 Baths
1000-1199 sq-ft

An astounding residence in a rare boutique building - imagine your very own full-floor home, providing over 1,100 square feet of interior space with T

40 Photos

7 Shady Oaks Crescent, Toronto, ON , MLS #C12688916 , Image - 1

4.58 km from O'Connor Drive and Woodbine Avenue

7 Shady Oaks Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12688916

Residential Freehold (Detached)

$6350000.0

5 +2 Beds
8 Baths
3500-5000 sq-ft

Situated in one of Toronto's most prestigious neighborhoods in the renowned Bridle Path community. This expansive two-story, five-bedroom residence si

50 Photos

19 Whitney Avenue, Toronto, ON , MLS #C12744652 , Image - 1

4.59 km from O'Connor Drive and Woodbine Avenue

19 Whitney Avenue Rosedale-Moore Park, Toronto, ON MLS® C12744652

Residential Freehold (Detached)

$6799000.0

5 +1 Beds
5 Baths
5000 + sq-ft

Incredible Opportunity to Own a Spectacular 5008 sqft 3 Storey Grand Residence on one of the Most Coveted Streets in Prestigious North Rosedale *****

Pre-Construction

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

37 Photos

319 Cosburn Avenue, Toronto, ON , MLS #E12755204 , Image - 1

1.82 km from O'Connor Drive and Woodbine Avenue

319 Cosburn Avenue Danforth Village-East York, Toronto, ON MLS® E12755204

Residential Freehold (Detached)

$975000.0

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

Welcome to 319 Cosburn Ave., A charming 2+1 bedroom bungalow nestled in the heart of Danforth Village East York. This inviting home blends classic cha

21 Photos

18 Connaught Avenue, Toronto, ON , MLS #E12754362 , Image - 1

4.04 km from O'Connor Drive and Woodbine Avenue

18 Connaught Avenue Greenwood-Coxwell, Toronto, ON MLS® E12754362

Residential Freehold (Detached)

$1198000.0

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

Rare Found Fully Renovated Detached Home in Prime Leslieville! This 3+1 Bedroom, 4 Bath 21/2 Storey Has Been Thoughtfully Renovated From Top to Bottom

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

10 Seton Park Road

Flemingdon Park, Toronto, ON

$1279000.0

174 Kenilworth Avenue

The Beaches, Toronto, ON

$3999999.0

24 Harriet Street

South Riverdale, Toronto, ON

$1399000.0

630 Greenwood Avenue

Blake-Jones, Toronto, ON

$799900.0

30 Inn On The Park Drive

Banbury-Don Mills, Toronto, ON

$549999.0

192 The Bridle Path

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$6138000.0

44 Doris Drive

O'Connor-Parkview, Toronto, ON

$2399000.0

33 Elfreda Boulevard

Clairlea-Birchmount, Toronto, ON

$874900.0

71 August Avenue

Oakridge, Toronto, ON

$999999.0

151 Brentcliffe Road

Leaside, Toronto, ON

$3499000.0

462 & 464 Sammon Avenue

Danforth Village-East York, Toronto, ON

$949000.0

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$491000.0

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$488750.0

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$616000.0

45 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$494000.0

25 Malcolm Road

Leaside, Toronto, ON

$1099000.0

3025 Queen Street E

Birchcliffe-Cliffside, Toronto, ON

$3900000.0

1414 Bayview Avenue

Mount Pleasant East, Toronto, ON

$1899000.0

1387 Bayview Avenue

Leaside, Toronto, ON

$425000.0

20 Fairview Boulevard

North Riverdale, Toronto, ON

$2939000.0

50 O Neil Road

Banbury-Don Mills, Toronto, ON

$479900.0

356 McRae Drive

Leaside, Toronto, ON

$498800.0

60 Fairfax Crescent

Clairlea-Birchmount, Toronto, ON

$419000.0

99 The Donway N/A W

Banbury-Don Mills, Toronto, ON

$499000.0

2343 Gerrard Street E

East End-Danforth, Toronto, ON

$829000.0

2343 Gerrard Street E

East End-Danforth, Toronto, ON

$769000.0

7 Shady Oaks Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$6350000.0

19 Whitney Avenue

Rosedale-Moore Park, Toronto, ON

$6799000.0

319 Cosburn Avenue

Danforth Village-East York, Toronto, ON

$975000.0

18 Connaught Avenue

Greenwood-Coxwell, Toronto, ON

$1198000.0

House for Sale near O'Connor Drive and Woodbine Avenue, E03

1515 Pickering Parkway

Arbor West

Corktown Plaza

Lily at Crosstown

The Clove Condos

The Laurels

The Rebecca Condos

Top Communities in Toronto

Property Types Available in Toronto

Bedroom Types Available in Toronto

Properties By Budget in Toronto

Top Neighbourhood in Toronto

Nearby Postal Codes of Toronto