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Annex, Toronto, ON Luxury Homes

Showing results 1 - 30 of 122

With Square Yards Canada, you can find your dream luxury homes for sale in Annex. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Annex

Last Updated: April 07, 2025

48 Photos

10 Webster Avenue, Toronto, ON , MLS #E12061045 , Image - 1

10 Webster Avenue Annex, Toronto, ON MLS® E12061045

Residential Freehold (Semi-Detached )

$4,888,000

3 Beds
3 Baths
2000-2500 sq-ft

Just steps to Yorkville! Modern luxury meets urban convenience in this exquisitely renovated home. Situated on a premium lot shaded by a majestic 250-

36 Photos

144 Barton Avenue, Toronto, ON , MLS #C12043521 , Image - 1

144 Barton Avenue Annex, Toronto, ON MLS® C12043521

Residential Freehold (Detached)

$2,499,999

4 Beds
3 Baths
2000-2500 sq-ft

This jaw-dropping, top-to-bottom renovation in Seaton Village seamlessly combines contemporary design with the home's original character, highlighted

38 Photos

161 Macpherson Avenue, Toronto, ON , MLS #C12050723 , Image - 1

161 Macpherson Avenue Annex, Toronto, ON MLS® C12050723

Residential Freehold (Semi-Detached )

$3,225,000

4 Beds
5 Baths
1500-2000 sq-ft

Nestled in the heart of Summerhill on one of Macpherson Avenue's most coveted blocks, this beautifully renovated four-bedroom, five-bathroom residence

41 Photos

165 Pears Avenue, Toronto, ON , MLS #C12049846 , Image - 1

Unit-TH2, 165 Pears Avenue Annex, Toronto, ON MLS® C12049846

Residential Condo & Other (Condo Townhouse)

$2,380,000

3 Beds
3 Baths
1800-1999 sq-ft

Luxurious Townhouse Living At AYC Condos Where Yorkville Meets The Annex! Experience Upscale Living In This Stunning 3-bedroom, 2,335 Sq. ft.(Indoor L

36 Photos

115 Marlborough Avenue, Toronto, ON , MLS #C12016698 , Image - 1

115 Marlborough Avenue Annex, Toronto, ON MLS® C12016698

Residential Freehold (Semi-Detached )

$2,598,000

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

Welcome to 115 Marlborough Avenue, a beautifully updated century home in the heart of Summerhill. This stunning 3-storey, 2+1 bedroom, 3-bathroom home

40 Photos

18A Hazelton Avenue

Unit-402, 18A Hazelton Avenue Annex, Toronto, ON MLS® C9308140

Residential Condo & Other (Condo Apartment)

$2,895,000

3 +1 Beds
4 Baths
3250-3499 sq-ft

This could be the best value for a full-sized condo home in the heart of Yorkville .A very rare two-story condo, spanning over 3,400 square feet, feat

50 Photos

80 Cumberland Street, Toronto, ON , MLS #C12050886 , Image - 1

Unit-PH1903, 80 Cumberland Street Annex, Toronto, ON MLS® C12050886

Residential Condo & Other (Condo Apartment)

$2,075,000

2 Beds
3 Baths
1400-1599 sq-ft

Perched atop Yorkville, this extraordinary 2-storey penthouse crowns 80 Cumberland, offering an unparalleled luxury experience. Spanning approx. 1,557

36 Photos

74 Macpherson Avenue, Toronto, ON , MLS #C12023296 , Image - 1

74 Macpherson Avenue Annex, Toronto, ON MLS® C12023296

Residential Freehold (Detached)

$3,395,000

3 Beds
4 Baths
1500-2000 sq-ft

Imagine living in a detached red brick home on coveted MacPherson Avenue just steps to Yonge. This 30-year new build features a rare private driveway

42 Photos

40 Elgin Avenue, Toronto, ON , MLS #C12052633 , Image - 1

40 Elgin Avenue Annex, Toronto, ON MLS® C12052633

Residential Freehold (Semi-Detached )

$3,499,000

3 Beds
4 Baths
2500-3000 sq-ft

Welcome to this timeless treasure on one of the Annex's most charming streets. Brimming with architectural character, this home showcases replicas of

33 Photos

110 Walmer Road, Toronto, ON , MLS #C12054177 , Image - 1

110 Walmer Road Annex, Toronto, ON MLS® C12054177

Commercial (Investment)

$2,799,000

***NEW VACANCY UPDATE*** The property now has 3 new vacancies including the full main floor suite. This represents a major change to the cash flow and

13 Photos

66 Avenue Road, Toronto, ON , MLS #C12002469 , Image - 1

Unit-1-6, 66 Avenue Road Annex, Toronto, ON MLS® C12002469

Commercial (Office)

$7,500,000

Once-in-a-lifetime investment opportunity. Prime Yorkville medical offices. Location does not get better than this. On the corner of Lowther/Avenue. S

46 Photos

90 Madison Avenue, Toronto, ON , MLS #C12051367 , Image - 1

90 Madison Avenue Annex, Toronto, ON MLS® C12051367

Residential Freehold (Detached)

$5,859,000

5 +2 Beds
8 Baths

Architectural Masterpiece Of Urban Design On One Of The Most Coveted Streets, In The Heart Of The Annex. Located On A Large 40 x 127 West Facing Lot,

50 Photos

8 Alex Mews, Toronto, ON , MLS #C12024786 , Image - 1

8 Alex Mews Annex, Toronto, ON MLS® C12024786

Residential Freehold (Att/Row/Townhouse)

$2,488,818

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

Location! Newly Updated Contemporary Townhome With 3+1 Bedrooms & 2.5 Baths in Prestigious Rosedale Summerhill Neighbourhood. In A Private, Manicured

40 Photos

200 Cumberland Street, Toronto, ON , MLS #C12038721 , Image - 1

Unit-3802, 200 Cumberland Street Annex, Toronto, ON MLS® C12038721

Residential Condo & Other (Condo Apartment)

$17,800,000

3 Beds
4 Baths
4000-4249 sq-ft

Nestled in the heart of Yorkville, Canada's premier luxury neighbourhood, this extraordinary 4,012 sq. ft. Executive Suite at Yorkville Private Estate

39 Photos

55 Lowther Avenue, Toronto, ON , MLS #C11987049 , Image - 1

55 Lowther Avenue Annex, Toronto, ON MLS® C11987049

Residential Freehold (Semi-Detached )

$3,995,000

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

An address of distinction! On tree-lined Lowther Avenue, there is a small collection of absolutely sensational executive townhomes built to the highes

24 Photos

55 Scollard Street, Toronto, ON , MLS #C12051704 , Image - 1

Unit-606, 55 Scollard Street Annex, Toronto, ON MLS® C12051704

Residential Condo & Other (Condo Apartment)

$2,680,000

2 Beds
2 Baths
1200-1399 sq-ft

Discover opulent living in the high-fashion district of Yorkville with this luxurious apartment unit in the prestigious Four Seasons Private Residence

37 Photos

1 Bedford Road, Toronto, ON , MLS #C12023233 , Image - 1

Unit-2001, 1 Bedford Road Annex, Toronto, ON MLS® C12023233

Residential Condo & Other (Condo Apartment)

$4,350,000

2 +1 Beds
3 Baths
2000-2249 sq-ft

One Bedford, the most sought-after luxury condominium in the vibrant Yorkville/Annex neighborhood, conveniently located just steps from the U of T, th

40 Photos

497 Brunswick Avenue, Toronto, ON , MLS #C12018175 , Image - 1

497 Brunswick Avenue Annex, Toronto, ON MLS® C12018175

Residential Freehold (Semi-Detached )

$3,595,000

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

BACK TO THE BRICKS ON BRUNSWICK! Back to bricks renovation blending elegance, beauty and functionality. Thoughtful, era-specific considerations (denti

24 Photos

282 Dupont Street, Toronto, ON , MLS #C12048061 , Image - 1

282 Dupont Street Annex, Toronto, ON MLS® C12048061

Commercial (Store W Apartment/Office)

$2,350,000

This exceptional mixed-use property boasts a distinctive two-story storefront with a retail unit, a spacious three-bedroom apartment, and a finished b

23 Photos

38 Avenue Road, Toronto, ON , MLS #C12044999 , Image - 1

Unit-111, 38 Avenue Road Annex, Toronto, ON MLS® C12044999

Residential Condo & Other (Condo Apartment)

$3,995,000

2 +1 Beds
3 Baths
2000-2249 sq-ft

Luxury and style await at The Prince Arthur, one of Toronto's most exclusive addresses. Newly renovated with no stone left unturned, this spectacular

1 Photos

33 Madison Avenue Annex, Toronto, ON MLS® C12047144

Commercial (Office)

$2,495,000

Located in the heart of Torontos iconic neighborhood, The Annex.This well-maintained commercial property, 33 Madison Avenue presents a unique opportun

31 Photos

98 Belmont Street, Toronto, ON , MLS #C12043249 , Image - 1

98 Belmont Street Annex, Toronto, ON MLS® C12043249

Residential Freehold (Att/Row/Townhouse)

$2,985,000

4 Beds
3 Baths
2500-3000 sq-ft

41 Photos

34 Tranby Avenue, Toronto, ON , MLS #C12042873 , Image - 1

34 Tranby Avenue Annex, Toronto, ON MLS® C12042873

Residential Freehold (Detached)

$6,879,000

4 Beds
5 Baths

Bespoke luxury awaits in this one of a kind Annex/Yorkville masterpiece! This meticulous, back to the brick, custom renovation/rebuild with impressive

11 Photos

1 Bedford Road, Toronto, ON , MLS #C12041642 , Image - 1

Unit-3003, 1 Bedford Road Annex, Toronto, ON MLS® C12041642

Residential Condo & Other (Condo Apartment)

$3,499,990

2 Beds
2 Baths
1600-1799 sq-ft

Rarely offered unit in one of the most exclusive residences in Toronto. This bright and spacious corner unit sits on a high floor with North West view

32 Photos

128 Hazelton Avenue, Toronto, ON , MLS #C12040120 , Image - 1

Unit-602, 128 Hazelton Avenue Annex, Toronto, ON MLS® C12040120

Residential Condo & Other (Condo Apartment)

$6,599,000

3 +1 Beds
4 Baths
2750-2999 sq-ft

Experience luxury living in this stunning, elegantly customized home located in the most prestigious residences on Hazelton Avenue of Yorkville. With

23 Photos

1 Bedford Road, Toronto, ON , MLS #C12040059 , Image - 1

Unit-811, 1 Bedford Road Annex, Toronto, ON MLS® C12040059

Residential Condo & Other (Condo Apartment)

$2,789,000

2 Beds
3 Baths
1800-1999 sq-ft

To see it, is to love it. If you are searching for a home that feels like a house but has all the advantages of a safe and carefree lifestyle, then th

40 Photos

55 Prince Arthur Avenue

Unit-57, 55 Prince Arthur Avenue Annex, Toronto, ON MLS® C12017754

Residential Condo & Other (Condo Apartment)

$3,750,000

3 Beds
3 Baths
2750-2999 sq-ft

Welcome to this stunning, renovated 2-storey New York-style townhouse, located at the prestigious 55 Prince Arthur. Offering 2,950 square feet of soph

35 Photos

122 Walmer Road, Toronto, ON , MLS #C12012199 , Image - 1

122 Walmer Road Annex, Toronto, ON MLS® C12012199

Residential Freehold (Semi-Detached )

$3,800,000

Price drop by 3.8%

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

Welcome to this amazing 3 storey family home in the heart of the Annex. This house has been professionally redesigned and renovated from top to botto

40 Photos

25 Hillsboro Avenue, Toronto, ON , MLS #C12022703 , Image - 1

25 Hillsboro Avenue Annex, Toronto, ON MLS® C12022703

Residential Freehold (Detached)

$2,290,000

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

Nestled across from Ramsden Park and a short stroll to Rosedale subway, this spacious, detached, and beautifully renovated home offers three unique su

40 Photos

33 Webster Avenue, Toronto, ON , MLS #C11979009 , Image - 1

33 Webster Avenue Annex, Toronto, ON MLS® C11979009

Residential Freehold (Att/Row/Townhouse)

$4,185,000

Price drop by 2.2%

3 +1 Beds
5 Baths

Welcome to 33 Webster Avenue, an elegant maintenance-free townhome, recently transformed. Located on a quiet, tree-lined street in the heart of Yorkvi

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