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 Ossington Avenue and Dupont Street, W02

Showing results 1 - 30 of 30

Explore over 30 houses for sale near Ossington Avenue and Dupont Street 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 Ossington Avenue and Dupont Street. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near Ossington Avenue and Dupont Street that are perfect for you.

Last Updated: June 28, 2026

18 Photos

37 Gilbert Avenue, Toronto, ON , MLS #W13473286 , Image - 1

2.46 km from Ossington Avenue and Dupont Street

37 Gilbert Avenue Corso Italia-Davenport, Toronto, ON MLS® W13473286

Residential Freehold (Semi-Detached )

$989000.0

Price drop by 4.7%

3 Beds
2 Baths
1100-1500 sq-ft

Thoughtfully renovated to create a sense of calm, comfort, and escape from city life, this boho-inspired mid-century modern home blends style, wellnes

Open House : Sun Jun 28, 01:00 PM to 04:00 PM

16 Photos

59 Shirley Street, Toronto, ON , MLS #C13481558 , Image - 1

2.59 km from Ossington Avenue and Dupont Street

59 Shirley Street Little Portugal, Toronto, ON MLS® C13481558

Residential Freehold (Att/Row/Townhouse)

$999000.0

3 Beds
3 Baths
700-1100 sq-ft

Absolutely Gorgeous Fully, Newly & Wonderfully Renovated 2 Storey townhouse, with practical open concept layout, located In charming little Portugal n

47 Photos

133 Pears Avenue, Toronto, ON , MLS #C13063170 , Image - 1

2.59 km from Ossington Avenue and Dupont Street

133 Pears Avenue Annex, Toronto, ON MLS® C13063170

Residential Condo & Other (Condo Townhouse)

$3890000.0

3 Beds
4 Baths
2750-2999 sq-ft

*A B S O L U T E L Y S T U N N I N G * Contemporary City Living Awaits At 133 Pears Avenue, Ideally Positioned Between The Charm Of The Annex An

1 Photos

0.74 km from Ossington Avenue and Dupont Street

57 Shanly Street Dovercourt-Wallace Emerson-Junction, Toronto, ON MLS® W13240582

Residential Freehold (Duplex)

$1448000.0

5 +1 Beds
3 Baths
1100-1500 sq-ft

The perfect duplex in Dovercourt Village, complete with a basement apartment-offering a total of three self-contained units. This property is full of

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

22 Photos

75 Turntable Crescent, Toronto, ON , MLS #W13440240 , Image - 1

1.67 km from Ossington Avenue and Dupont Street

Unit-124, 75 Turntable Crescent Dovercourt-Wallace Emerson-Junction, Toronto, ON MLS® W13440240

Residential Condo & Other (Condo Townhouse)

$668000.0

3 Beds
2 Baths
1000-1199 sq-ft

Motivated Seller! Bright and spacious corner end-unit condo townhouse located in a heart of Toronto community near Caledonia & Davenport. Functional l

16 Photos

1787 St Clair Avenue W, Toronto, ON , MLS #W13147044 , Image - 1

2.67 km from Ossington Avenue and Dupont Street

Unit-1105, 1787 St Clair Avenue W Weston-Pellam Park, Toronto, ON MLS® W13147044

Residential Condo & Other (Common Element Condo)

$800000.0

Price drop by 12.1%

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

Stylish Corner Residence in the Heart of Downtown | 2+1 Bedrooms | 2 Bathrooms | Parking + 2 LockersExceptional value meets elevated city living in th

46 Photos

230 Robert Street, Toronto, ON , MLS #C12933754 , Image - 1

2.1 km from Ossington Avenue and Dupont Street

230 Robert Street University, Toronto, ON MLS® C12933754

Residential Freehold (Semi-Detached )

$1499900.0

Price drop by 6.3%

4 Beds
3 Baths
1100-1500 sq-ft

Charming Victorian Semi in the Heart of Harbord Village. Nestled in one of Toronto's most sought-after neighbourhoods, this beautifully maintained 2

24 Photos

500 Dupont Street, Toronto, ON , MLS #C12815268 , Image - 1

1.11 km from Ossington Avenue and Dupont Street

Unit-306, 500 Dupont Street Annex, Toronto, ON MLS® C12815268

Residential Condo & Other (Condo Apartment)

$600000.0

Price drop by 13.0%

2 Beds
2 Baths
600-699 sq-ft

Experience elevated boutique living at Oscar Residences. This bright, west-facing split 2-bedroom, 2-bathroom suite showcases a highly desirable open-

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

30 Photos

185 Alberta Avenue, Toronto, ON , MLS #C12942858 , Image - 1

1.21 km from Ossington Avenue and Dupont Street

Unit-1210, 185 Alberta Avenue Oakwood Village, Toronto, ON MLS® C12942858

Residential Condo & Other (Condo Apartment)

$599900.0

Price drop by 3.2%

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

Live/work in style in this upgraded west-facing penthouse featuring a functional 1-bedroom + den, 1.5-bath layout with 670 sq. ft. of interior space p

50 Photos

159A Gladstone Avenue, Toronto, ON , MLS #C13421708 , Image - 1

2.52 km from Ossington Avenue and Dupont Street

159A Gladstone Avenue Little Portugal, Toronto, ON MLS® C13421708

Residential Freehold (Semi-Detached )

$1459000.0

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

This Well Maintained And Renovated, Turnkey Home In Coveted Beaconsfield Village Offers Rare Versatility Across Three Fully Self-Contained Units. Whet

1 Photos

2.22 km from Ossington Avenue and Dupont Street

464-468 Winona Drive Oakwood Village, Toronto, ON MLS® C12554262

Residential Freehold (Vacant Land)

$29499000.0

An exceptionally rare opportunity to acquire a premier development site in the heart of Midtown Toronto between Humewood and Cedarvale neighborhoods -

36 Photos

225 Christie Street, Toronto, ON , MLS #C13247236 , Image - 1

0.69 km from Ossington Avenue and Dupont Street

225 Christie Street Annex, Toronto, ON MLS® C13247236

Residential Freehold (Semi-Detached )

$1788000.0

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

Gorgeous Fully Renovated Home in Fantastic Neighbourhood. This Magnificent Home Boasts aMeticulously Finished For Modern Living To Maximize Comfort, E

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

5 Photos

464 Euclid Avenue, Toronto, ON , MLS #C13460440 , Image - 1

1.89 km from Ossington Avenue and Dupont Street

464 Euclid Avenue Palmerston-Little Italy, Toronto, ON MLS® C13460440

Residential Freehold (Semi-Detached )

$1838000.0

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

Prime Palmerston - Little Italy opportunity! Situated on a coveted tree-lined street in one of Toronto's most desirable central neighborhoods, this pr

40 Photos

34 Hickson Street, Toronto, ON , MLS #C13466038 , Image - 1

2.37 km from Ossington Avenue and Dupont Street

34 Hickson Street Little Portugal, Toronto, ON MLS® C13466038

Residential Freehold (Semi-Detached )

$849900.0

4 +2 Beds
3 Baths
1100-1500 sq-ft

This home boasts a fantastic location in the heart of Little Portugal, just steps away from all essential amenities. This wide semi-detached property

33 Photos

499 Palmerston Boulevard, Toronto, ON , MLS #C13434704 , Image - 1

1.56 km from Ossington Avenue and Dupont Street

499 Palmerston Boulevard Palmerston-Little Italy, Toronto, ON MLS® C13434704

Residential Freehold (Semi-Detached )

$2189000.0

5 +1 Beds
5 Baths
2500-3000 sq-ft

Grand Edwardian home on historic Palmerston Boulevard in the south Annex w/rare private drive! Presently 3 Large self-contained suites, all separately

41 Photos

67 Madison Avenue, Toronto, ON , MLS #C13141986 , Image - 1

2.04 km from Ossington Avenue and Dupont Street

67 Madison Avenue Annex, Toronto, ON MLS® C13141986

Residential Freehold (Semi-Detached )

$4195000.0

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

A classic red brick Victorian in a coveted Annex location, this beautifully renovated family home offers the rare combination of timeless character an

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

50 Photos

195 Albany Avenue, Toronto, ON , MLS #C13215044 , Image - 1

1.36 km from Ossington Avenue and Dupont Street

195 Albany Avenue Annex, Toronto, ON MLS® C13215044

Residential Freehold (Semi-Detached )

$2349000.0

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

Prime opportunity to own a beautiful newly renovated semi-detached home on a rare ~173 ft deep pool sized lot in the heart of the Annex, offering a co

33 Photos

79 Pendrith Street, Toronto, ON , MLS #W13419130 , Image - 1

0.62 km from Ossington Avenue and Dupont Street

79 Pendrith Street Dovercourt-Wallace Emerson-Junction, Toronto, ON MLS® W13419130

Residential Freehold (Detached)

$1895000.0

Price drop by 5.2%

4 Beds
4 Baths
2000-2500 sq-ft

Set on one of the most coveted streets just steps from Christie Pits and Bloor, this rare three-storey detached residence offers a refined blend of de

40 Photos

114 Rosemount Avenue, Toronto, ON , MLS #W13141474 , Image - 1

1.2 km from Ossington Avenue and Dupont Street

114 Rosemount Avenue Corso Italia-Davenport, Toronto, ON MLS® W13141474

Residential Freehold (Detached)

$1999900.0

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

Welcome to your own private retreat in prestigious Regal Heights, in the heart of Corso Italia. Set on one of the largest lots in the neighbourhood an

24 Photos

1410 Dupont Street, Toronto, ON , MLS #W13458188 , Image - 1

1.53 km from Ossington Avenue and Dupont Street

Unit-328, 1410 Dupont Street Dovercourt-Wallace Emerson-Junction, Toronto, ON MLS® W13458188

Residential Condo & Other (Condo Apartment)

$440000.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to this one-of-a-kind corner 1-bedroom, 1-bathroom condo at Fuse Condos, featuring soaring ceilings (11 ft in the living room) and a quiet, pr

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

28 Photos

1155 Davenport Road, Toronto, ON , MLS #C13455918 , Image - 1

0.54 km from Ossington Avenue and Dupont Street

1155 Davenport Road Wychwood, Toronto, ON MLS® C13455918

Residential Freehold (Store W Apartment/Office)

$999900.0

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

Excellent Location for Income Property!! Located in the popular Wychwood neighbourhood, situated amongst trendy hip restaurant/bar & pizzeria. This pr

40 Photos

240 Heath Street W, Toronto, ON , MLS #C13130632 , Image - 1

2.24 km from Ossington Avenue and Dupont Street

Unit-1002, 240 Heath Street W Forest Hill South, Toronto, ON MLS® C13130632

Residential Condo & Other (Condo Apartment)

$2279900.0

2 Beds
2 Baths
1800-1999 sq-ft

***Remarkable Fully Renovated To An Exceptional Standard Unit In One Of The City's Most Exclusive Boutique Building In Forest Hill*This Versatile Plan

33 Photos

500 Dupont Street, Toronto, ON , MLS #C12893210 , Image - 1

1.11 km from Ossington Avenue and Dupont Street

Unit-301, 500 Dupont Street Annex, Toronto, ON MLS® C12893210

Residential Condo & Other (Condo Apartment)

$435000.0

Price drop by 2.2%

1 Beds
1 Baths
0-499 sq-ft

Experience Sophisticated Urban Living In This 1-Year New One-Bedroom Suite At Oscar Residences By Lifetime Developments. Located In The Prestigious An

50 Photos

134 Millicent Street, Toronto, ON , MLS #W13420348 , Image - 1

1.24 km from Ossington Avenue and Dupont Street

134 Millicent Street Dovercourt-Wallace Emerson-Junction, Toronto, ON MLS® W13420348

Residential Freehold (Detached)

$2500000.0

6 +2 Beds
8 Baths
< 700 sq-ft

**Rare Opportunity To Own Two Detached Homes/ Multi-generational Home For The Price Of One** This Is Your Chance To Own Two Single Detached Homes On A

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

13 Photos

285 Robina Avenue, Toronto, ON , MLS #C12973858 , Image - 1

2.28 km from Ossington Avenue and Dupont Street

285 Robina Avenue Oakwood Village, Toronto, ON MLS® C12973858

Residential Freehold (Semi-Detached )

$699000.0

2 Beds
2 Baths
700-1100 sq-ft

Don't miss this rare opportunity to own a stylish 2-bedroom bungalow on a quiet, desirable street in one of the city's most sought-after neighbourhood

50 Photos

216 Oakwood Avenue, Toronto, ON , MLS #C13223378 , Image - 1

1.5 km from Ossington Avenue and Dupont Street

216 Oakwood Avenue Oakwood Village, Toronto, ON MLS® C13223378

Residential Freehold (Semi-Detached )

$1299000.0

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

This Recently Renovated Property Is a Great Addition to Any Investment Portfolio. Nestled with in St. Clair West, Oakwood Village and Humewood, You Fi

15 Photos

161 Sellers Avenue, Toronto, ON , MLS #W13430080 , Image - 1

2.22 km from Ossington Avenue and Dupont Street

161 Sellers Avenue Caledonia-Fairbank, Toronto, ON MLS® W13430080

Residential Freehold (Semi-Detached )

$929900.0

3 Beds
2 Baths
1100-1500 sq-ft

Charming & Updated Semi in the Heart of Caledonia-Fairbank. Step into this updated 3-bedroom semi-detached home nestled in one of Toronto's most vibra

46 Photos

434 Westmount Avenue, Toronto, ON , MLS #C13123178 , Image - 1

2.29 km from Ossington Avenue and Dupont Street

434 Westmount Avenue Oakwood Village, Toronto, ON MLS® C13123178

Residential Freehold (Detached)

$1370000.0

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

Welcome To This Stunning 3-Bedroom, 3-Bathroom Detached Home Offering A Warm And Inviting Ambiance, This Home Is Nestled In One Of Torontos Most Desir

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

32 Photos

280 Howland Avenue, Toronto, ON , MLS #C13114886 , Image - 1

1.41 km from Ossington Avenue and Dupont Street

Unit-GPH26, 280 Howland Avenue Annex, Toronto, ON MLS® C13114886

Residential Condo & Other (Condo Apartment)

$1398000.0

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

Welcome to Grand Penthouse 26 at Bianca Condos. This stunning, unique 1,195 sq ft corner suite features 2 bedrooms + den with 3 bathrooms: open concep

18 Photos

284 Bloor Street W, Toronto, ON , MLS #C13142030 , Image - 1

2.27 km from Ossington Avenue and Dupont Street

Unit-308, 284 Bloor Street W Annex, Toronto, ON MLS® C13142030

Residential Condo & Other (Condo Apartment)

$688000.0

Price drop by 1.7%

2 Beds
1 Baths
700-799 sq-ft

Location! Location! Location! Highly sought after Corner South facing Unit in luxurious boutique building! Conveniently located in heart of Downtown T

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

37 Gilbert Avenue

Corso Italia-Davenport, Toronto, ON

$989000.0

59 Shirley Street

Little Portugal, Toronto, ON

$999000.0

133 Pears Avenue

Annex, Toronto, ON

$3890000.0

57 Shanly Street

Dovercourt-Wallace Emerson-Junction, Toronto, ON

$1448000.0

75 Turntable Crescent

Dovercourt-Wallace Emerson-Junction, Toronto, ON

$668000.0

1787 St Clair Avenue W

Weston-Pellam Park, Toronto, ON

$800000.0

230 Robert Street

University, Toronto, ON

$1499900.0

500 Dupont Street

Annex, Toronto, ON

$600000.0

185 Alberta Avenue

Oakwood Village, Toronto, ON

$599900.0

159A Gladstone Avenue

Little Portugal, Toronto, ON

$1459000.0

464-468 Winona Drive

Oakwood Village, Toronto, ON

$29499000.0

225 Christie Street

Annex, Toronto, ON

$1788000.0

464 Euclid Avenue

Palmerston-Little Italy, Toronto, ON

$1838000.0

34 Hickson Street

Little Portugal, Toronto, ON

$849900.0

499 Palmerston Boulevard

Palmerston-Little Italy, Toronto, ON

$2189000.0

67 Madison Avenue

Annex, Toronto, ON

$4195000.0

195 Albany Avenue

Annex, Toronto, ON

$2349000.0

79 Pendrith Street

Dovercourt-Wallace Emerson-Junction, Toronto, ON

$1895000.0

114 Rosemount Avenue

Corso Italia-Davenport, Toronto, ON

$1999900.0

1410 Dupont Street

Dovercourt-Wallace Emerson-Junction, Toronto, ON

$440000.0

1155 Davenport Road

Wychwood, Toronto, ON

$999900.0

240 Heath Street W

Forest Hill South, Toronto, ON

$2279900.0

500 Dupont Street

Annex, Toronto, ON

$435000.0

134 Millicent Street

Dovercourt-Wallace Emerson-Junction, Toronto, ON

$2500000.0

285 Robina Avenue

Oakwood Village, Toronto, ON

$699000.0

216 Oakwood Avenue

Oakwood Village, Toronto, ON

$1299000.0

161 Sellers Avenue

Caledonia-Fairbank, Toronto, ON

$929900.0

434 Westmount Avenue

Oakwood Village, Toronto, ON

$1370000.0

280 Howland Avenue

Annex, Toronto, ON

$1398000.0

284 Bloor Street W

Annex, Toronto, ON

$688000.0

House for Sale near Ossington Avenue and Dupont Street, W02

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