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Houses for Sale in Oakwood Village Toronto Under $5 Million - P2

Showing results 31 - 59 of 59

Last Updated: November 11, 2026

50 Photos

28 Conway Avenue, Toronto, ON , MLS #C14080820 , Image - 1

28 Conway Avenue Oakwood Village, Toronto, ON MLS® C14080820

Residential Freehold (Detached)

$1399999.0

Price drop by 6.4%

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

This is the one you have been waiting for. A stunning, renovated, detached 3+1 bed charmer just steps from the shops, cafes and restaurants of St. Cla

49 Photos

313 Robina Avenue, Toronto, ON , MLS #C14131430 , Image - 1

313 Robina Avenue Oakwood Village, Toronto, ON MLS® C14131430

Residential Freehold (Detached)

$1999999.0

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

Nestled in the heart of Toronto's highly sought-after neighborhoods, this home is perfectly situated on a charming tree-lined street known for it's fa

30 Photos

442 Northcliffe Boulevard, Toronto, ON , MLS #C14131070 , Image - 1

442 Northcliffe Boulevard Oakwood Village, Toronto, ON MLS® C14131070

Residential Freehold (Detached)

$749900.0

2 Beds
2 Baths
700-1100 sq-ft

Fantastic Opportunity To Own A Detached Home On A Generous 24.75' X 114.5' Lot! Great Space And Plenty Of Potential To Make It Your Own. Features Lega

41 Photos

1867 Dufferin Street, Toronto, ON , MLS #C14103250 , Image - 1

1867 Dufferin Street Oakwood Village, Toronto, ON MLS® C14103250

Residential Freehold (Semi-Detached )

$699000.0

Price drop by 12.5%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 1867 Dufferin St. This 3 bedroom, 2 bathroom semi detached home features a total of 1495 Sqft of usable living space, a spacious open conce

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

17 Photos

840 St Clair Avenue W, Toronto, ON , MLS #C14120462 , Image - 1

Unit-606, 840 St Clair Avenue W Oakwood Village, Toronto, ON MLS® C14120462

Residential Condo & Other (Condo Apartment)

$599000.0

1 Beds
1 Baths
600-699 sq-ft

Boutique Elegance on St. Clair West. Discover a more refined way of condo living at 840 St. Clair Avenue West, where contemporary sophistication meets

50 Photos

229 Winona Drive, Toronto, ON , MLS #C13757114 , Image - 1

229 Winona Drive Oakwood Village, Toronto, ON MLS® C13757114

Residential Freehold (Detached)

$1499000.0

Price drop by 4.5%

6 +1 Beds
3 Baths
2000-2500 sq-ft

Attention Investors and End-Users! A high-potential property has arrived just north of the vibrant crossroads of St. Clair Avenue West and Winona Driv

27 Photos

185 Alberta Avenue, Toronto, ON , MLS #C13759664 , Image - 1

Unit-1105, 185 Alberta Avenue Oakwood Village, Toronto, ON MLS® C13759664

Residential Condo & Other (Condo Apartment)

$2549900.0

3 +1 Beds
4 Baths
2500-2749 sq-ft

An Iconic & Majestic Residence! This 2544 Square Foot, Three-Bedroom + Den Masterpiece In The St. Clair West Village Provides An Unrivaled Living Expe

20 Photos

705 Vaughan Road W, Toronto, ON , MLS #C13878064 , Image - 1

Unit-Triplex, 705 Vaughan Road W Oakwood Village, Toronto, ON MLS® C13878064

Residential Freehold (Triplex)

$799998.0

3 Beds
3 Baths
1100-1500 sq-ft

Priced to sell. Prime Investment & End-User Opportunity at 705 Vaughan Rd! A rare opportunity to own an easily managed semi-detached triplex in the h

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

40 Photos

1603 Eglinton Avenue W, Toronto, ON , MLS #C14099830 , Image - 1

Unit-601, 1603 Eglinton Avenue W Oakwood Village, Toronto, ON MLS® C14099830

Residential Condo & Other (Condo Apartment)

$438800.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to Empire Midtown, a chic 5-year-old condo residence in the vibrant heart of Eglinton Avenue West. This spacious, pristine 609 sq. ft. unit (p

50 Photos

80 Bude Street, Toronto, ON , MLS #C13769576 , Image - 1

80 Bude Street Oakwood Village, Toronto, ON MLS® C13769576

Residential Freehold (Detached)

$2550000.0

Price drop by 1.9%

4 Beds
5 Baths
2000-2500 sq-ft

Exceptional newly custom-built residence showcasing timeless Scandinavian-inspired design, premium craftsmanship, and an unbeatable Midtown location.

42 Photos

180 Atlas Avenue, Toronto, ON , MLS #C13811062 , Image - 1

180 Atlas Avenue Oakwood Village, Toronto, ON MLS® C13811062

Residential Freehold (Detached)

$1149000.0

3 Beds
2 Baths
1100-1500 sq-ft

Attention End Users, Builders & Investors - A Rare 25 x 120 Lot in the Humewood Public School Catchment. For close to six decades, this home has been

31 Photos

497 Northcliffe Boulevard, Toronto, ON , MLS #C14081940 , Image - 1

497 Northcliffe Boulevard Oakwood Village, Toronto, ON MLS® C14081940

Residential Freehold (Detached)

$1299000.0

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

The House That Checks All The Boxes! Three Bedrooms On The Main Floor, A Finished Walk-Out Lower Level With A Separate Side Entrance, And So Many Poss

32 Photos

406 Lauder Avenue, Toronto, ON , MLS #C13872000 , Image - 1

406 Lauder Avenue Oakwood Village, Toronto, ON MLS® C13872000

Residential Freehold (Detached)

$1059000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 406 Lauder Ave! Timeless charm meets everyday comfort in this beautifully maintained detached two-storey home with ***Private driveway*** i

28 Photos

1603 Eglinton Avenue W, Toronto, ON , MLS #C13813106 , Image - 1

Unit-319, 1603 Eglinton Avenue W Oakwood Village, Toronto, ON MLS® C13813106

Residential Condo & Other (Condo Apartment)

$540000.0

Price drop by 3.6%

2 Beds
2 Baths
700-799 sq-ft

Beautiful 2-Bedroom, 2-Washroom with Parking at Empire Midtown Condos! Filled with natural light, this bright unit is ideally situated away from the e

39 Photos

611 Northcliffe Boulevard, Toronto, ON , MLS #C13669036 , Image - 1

611 Northcliffe Boulevard Oakwood Village, Toronto, ON MLS® C13669036

Residential Freehold (Detached)

$1650000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to this beautiful one-of-a-kind custom-built home with over 4200 sq.ft of living space. Incredible attention to detail went into every inch of

8 Photos

348 Glenholme Avenue, Toronto, ON , MLS #C13871516 , Image - 1

348 Glenholme Avenue Oakwood Village, Toronto, ON MLS® C13871516

Residential Freehold (Detached)

$1050000.0

3 Beds
3 Baths
1100-1500 sq-ft

Lovingly maintained by the same family for over 50 years, 348 Glenholme Ave offers a great opportunity to move in and enjoy as-is, renovate over time,

35 Photos

292 Arlington Avenue, Toronto, ON , MLS #C13807998 , Image - 1

292 Arlington Avenue Oakwood Village, Toronto, ON MLS® C13807998

Residential Freehold (Semi-Detached )

$1269000.0

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

Welcome to 292 Arlington Ave, Toronto! This charming fully renovated property is ideally located near multiple top-rated schools, with easy access to

2 Photos

233 Robina Avenue, Toronto, ON , MLS #C13689574 , Image - 1

233 Robina Avenue Oakwood Village, Toronto, ON MLS® C13689574

Residential Freehold (Detached)

$1088000.0

700-1100 sq-ft

**Great Opportunity for Builders, Investors, or First-Time Home Buyers to Create Their Dream Home!** This property offers endless possibilities-renova

32 Photos

303 Oakwood Avenue, Toronto, ON , MLS #C13831764 , Image - 1

303 Oakwood Avenue Oakwood Village, Toronto, ON MLS® C13831764

Residential Freehold (Semi-Detached )

$1069000.0

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

Semi-Detached In One Of Toronto's Great Neighbourhoods, Fronting across from park Park. Clear View. Bus At Front Steps, 3 Spacious Units, With A Great

33 Photos

494 Oakwood Avenue W, Toronto, ON , MLS #C13827912 , Image - 1

494 Oakwood Avenue W Oakwood Village, Toronto, ON MLS® C13827912

Residential Freehold (Detached)

$999000.0

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

A detached home with a double garage and more than 60 years of family history, 494 Oakwood Avenue is ready for its next chapter. Well maintained by th

11 Photos

2099 Dufferin Street, Toronto, ON , MLS #C13818980 , Image - 1

2099 Dufferin Street Oakwood Village, Toronto, ON MLS® C13818980

Residential Freehold (Detached)

$1499000.0

3 +2 Beds
3 Baths
< 700 sq-ft

Welcome to this brand-new, beautifully built detached home offering an exceptional combination of space, modern finishes, and convenience. Featuring 5

5 Photos

2 Mulberry Crescent, Toronto, ON , MLS #C13807856 , Image - 1

2 Mulberry Crescent Oakwood Village, Toronto, ON MLS® C13807856

Residential Freehold (Detached)

$749000.0

2 Beds
2 Baths
700-1100 sq-ft

Attention builders, renovators & end users - a rare opportunity to secure a premium lot on oneof Oakwood Village's most coveted streets! Tucked away o

20 Photos

1603 Eglinton Avenue W, Toronto, ON , MLS #C13757646 , Image - 1

Unit-507, 1603 Eglinton Avenue W Oakwood Village, Toronto, ON MLS® C13757646

Residential Condo & Other (Condo Apartment)

$580000.0

2 Beds
2 Baths
700-799 sq-ft

Sophisticated 2-Bedroom, 2-Bathroom , 1 parking, 1 locker Suite at Empire Midtown! This stunning west-facing unit features $$$$ in premium builder upg

3 Photos

748 Vaughan Road, Toronto, ON , MLS #C13070134 , Image - 1

748 Vaughan Road Oakwood Village, Toronto, ON MLS® C13070134

Residential Freehold (Detached)

$1250000.0

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

Strategic opportunity in Oakwood Village near Dufferin & Eglinton. 748 Vaughan Rd is a well-maintained 2+1 bedroom bungalow with 2 bathrooms, a separa

14 Photos

1767 Dufferin Street, Toronto, ON , MLS #C13762034 , Image - 1

1767 Dufferin Street Oakwood Village, Toronto, ON MLS® C13762034

Residential Freehold (Semi-Detached )

$869000.0

5 +2 Beds
4 Baths
1500-2000 sq-ft

An exceptional investment opportunity in the heart of Oakwood Village just north of St. Clair Avenue.. This large three-unit semi-detached duplex offe

45 Photos

207 Robina Avenue, Toronto, ON , MLS #C13715466 , Image - 1

207 Robina Avenue Oakwood Village, Toronto, ON MLS® C13715466

Residential Freehold (Detached)

$2199000.0

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

Welcome to 207 Robina Ave - an architectural masterpiece offering 3,227 sq. ft. of luxury interior living space crafted with unmatched attention to de

46 Photos

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

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

32 Photos

541 Vaughan Road, Toronto, ON , MLS #C13214806 , Image - 1

541 Vaughan Road Oakwood Village, Toronto, ON MLS® C13214806

Residential Freehold (Detached)

$849000.0

Price drop by 2.3%

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

Why settle for one income stream when this home may offer more? This detached bungalow in Oakwood Village comes with a DUPLEX description per MPAC (re

35 Photos

840 St Clair Avenue W, Toronto, ON , MLS #C13619960 , Image - 1

Unit-612, 840 St Clair Avenue W Oakwood Village, Toronto, ON MLS® C13619960

Residential Condo & Other (Condo Apartment)

$628999.0

2 Beds
2 Baths
600-699 sq-ft

Welcome to 840 St Clair West! Nestled in one of Toronto's most vibrant neighbourhoods, you'll be surrounded by popular restaurants, cafés, pubs and lo

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