The Annex

What to know and love about this Toronto neighbourhood

Welcome to The Annex

The Annex is a midtown Toronto neighbourhood with a vibrant community feel. The area is close to the University of Toronto and Little Italy, which means there is a lot of energy! The Annex condos are popular with students and creative types who enjoy the variety of local businesses in The Annex. You'll find quirky cafes and casual restaurants, along with art galleries and museums on Bloor Street West. The homes in The Annex are stately older homes with grand Victorian style. There are also Subway Stations close by for convenient trips by TTC. See a film at Hot Docs or explore exhibits at Bata Shoe Museum. Wherever you go in The Annex, you're sure to find something you'll love!!

You'll Love

Dining and entertainment. No matter what your style The Annex has both restaurants and venues for you. There are both casual and upscale restaurants on Bloor St West, and venues for both classical music and hard rock. There is also an active night life scene in The Annex; at pubs, bars, and unique restaurants along Dupont and Bathurst.

the neighbours

There are both condominiums and single family homes for sale in The Annex. Just over half of the residences in the area are over five storeys, with U of T students and working age residents in Annex condos. There is also a large senior population living in the more expensive homes in the area. 

Local Insight: "My friend and I meet after work at Snakes and Lattes (cafe). We have coffee, or beer, and get really competitive over whatever game we pull of the shelf!" 

what its like to live here

What to Expect: Personality of thriving local businesses. Shop and dine along all the major streets, tour the ROM, and head home for dinner at the pub down the street. Each business is unique and there are restaurants serving a variety of cuisines. Commuters can find many subway stations in the Annex, including St George, Bathurst, and Spadina. If you study or work at U of T or Queens Park, you can walk there from many areas in The Annex!

What NOT to Expect: More affordable homes. Houses for sale in The Annex are larger detached residences, so they tend to be expensive. However, there are condos in The Annex that allow buyers to get into the area for less than the price of Annex houses.

A Day in the Life: Have coffee on your Annex condo with views of charming tree-lined streets on one side and lively Bloor West on the other. Then, pick up a croissant sandwich at a local bistro before walking to the U of T campus. After class, meet your friends at Madison Avenue Pub and toast your passing grade in a historic Annex mansion. In the evening see a lively rock concert at Lee's Palace and dance all night! Walk home through the more laid back streets near your home.

In Summary: The Annex is known for gorgeous homes, artistic destinations, and a local restaurant scene with vibrant personality. 


current listings at The Annex

View all homes for sale below or click here to view more neighbourhoods.

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  • 77 Kendal Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13122776

    77 Kendal Avenue Annex Toronto M5R 1L8
    Main Photo: 77 Kendal Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13122776
    $4,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13122776
    Bedrooms:
    4
    Bathrooms:
    5
    Nestled on one of Toronto's most coveted tree-lined streets, this exceptional contemporary brownstone at 77 Kendal Avenue is a masterfully designed three-storey home where timeless architecture meets refined modern luxury. Showcasing sophisticated interiors by Montana Burnett, this magnificent home offers an open, airy layout enhanced by soaring ceilings, expansive living spaces, and impeccable attention to detail throughout. Designed for both elegant entertaining and comfortable family living, the residence features four generously sized bedrooms and six beautifully appointed bathrooms. Every element has been thoughtfully curated to create a classic yet contemporary aesthetic, blending enduring finishes with a warm and inviting atmosphere. Gorgeous Hardwood, Luxurious millwork wall treatments, Top of the line appliances are just some of finishing touches at this spectacular modern oasis. This remarkable home is just steps to Bloor Street's renowned shops and restaurants, top-rated schools, parks, and convenient transit. A rare opportunity to own a truly distinguished residence in one of Toronto's most sought-after neighbourhoods. More details
    Listed by FOREST HILL REAL ESTATE INC.
    JARROD  ARMSTRONG
  • 33 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13124456

    33 Tranby Avenue Annex Toronto M5R 1N4
    Main Photo: 33 Tranby Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13124456
    $3,480,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13124456
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to 33 Tranby Avenue - a Walker's Paradise in the heart of the Annex. Steps to Yorkville's shops, restaurants and cafés, U of T, Hospital Row and two subway lines, this transitional residence delivers the highest level of finishings with a warmth that makes it a true home. 3 bedrooms, 4.5 bathrooms designed for the way professionals and families actually live. A complete renovation by GES Contracting with interiors by Wise Nadel - a fully renovated chef's kitchen, spa-inspired bathrooms, and integrated Sonos sound In Built In Speakers throughout. The garden has been reimagined by AHS Landscaping into a private outdoor sanctuary featuring a gourmet outdoor kitchen, alfresco dining area, and firepit lounge for cooler evenings. Professional irrigation and architectural outdoor lighting extend the living space into the trees. Lock-and-leave ease meets entertainer's dream - the rare downtown home delivering walkability, design, and outdoor living in one address. Private viewings by appointment. Great Options for parking, whether its street parking or renting near by underground. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    JARROD  ARMSTRONG
  • 91 Olive Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13114116

    91 Olive Avenue Annex Toronto M6G 1V2
    OPEN HOUSE: May 16, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, May 16, 2026 1:00PM - 3:00PM
    OPEN HOUSE: May 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 17, 2026 2:00PM - 4:00PM
    Main Photo: 91 Olive Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13114116
    $1,299,180
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13114116
    Bedrooms:
    3
    Bathrooms:
    1
    Welcome to one of the most prestigious and desired neighborhoods in the city - The Annex in Toronto. This beautiful semi-detached home offers: Spacious Bedrooms 10-minute walk to Bathurst Subway Station 5-minute walk to Casa Loma Surrounded by parks, boutique shops & high-end restaurants Prime location in a prestigious area Live steps from iconic Casa Loma and enjoy the charm, culture, and convenience that only The Annex can offer. This is more than a home - it's a lifestyle. Perfect for families, professionals, or investors looking to own in one of Toronto's most established and high-demand communities. More details
    Listed by RE/MAX WEST REALTY INC.
    JARROD  ARMSTRONG
  • 1920 155 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13114484

    1920 155 Yorkville Avenue Annex Toronto M5R 0B4
    Main Photo: 1920 155 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13114484
    $499,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13114484
    Bedrooms:
    2
    Bathrooms:
    1
    All Furnished! come with the unit, ready to move in from day one ! This Elegant 1+Den Suite In The Prestigious Bloor-Yorkville Neighbourhood! Perched High Above The City, This Bright And Stylish Residence Offers Breathtaking Unobstructed City Views Through An Oversized Bay Window. Thoughtfully Designed With A Modern Open-Concept Layout, Featuring Sliding Glass Bedroom Partitions, Laminate Flooring Throughout, And A Sleek Designer Kitchen With Quartz Countertops, Built-In Appliances, And Contemporary Finishes.Located At The Iconic 155 Yorkville Ave - Formerly The Four Seasons Hotel And Now One Of Toronto's Most Coveted Boutique Residences - This Suite Blends Luxury, Functionality, And Exceptional Convenience. Enjoy The Added Benefit Of A Same-Floor Locker And A Soft Neutral Interior Palette That Complements The Stunning Urban Skyline.Residents Enjoy Premium Amenities Including 24-Hour Concierge, Stylish Fitness Studio, Resident Lounge, And Secure Parcel Delivery. Airbnb & Short-Term Rental Friendly (With Registration), Offering Rare Flexibility For Investors And End-Users Alike.Unbeatable Location Just Steps To Bay Subway Station, University Of Toronto, Whole Foods, Eataly, STK, The ROM, Bloor Street Luxury Shopping, Fine Dining, And Toronto's Best Entertainment. Exciting Future Value With A New Multi-Level Luxury Retail Destination Coming Soon To The Building Podium. Perfect Opportunity For A Stylish Pied-Ă€-Terre, Investment Property, Or Sophisticated First Home In The Heart Of Yorkville! More details
    Listed by AVION REALTY INC.
    JARROD  ARMSTRONG
  • 1501 188 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13114604

    1501 188 Cumberland Street Annex Toronto M5R 0B6
    Main Photo: 1501 188 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13114604
    $488,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13114604
    Bedrooms:
    1
    Bathrooms:
    1
    Experience luxury living in the heart of Yorkville, featuring expansive floor-to-ceiling windows that fill the space with natural light. The modern open-concept kitchen is equipped with premium built-in Miele appliances and sleek finishes. Enjoy world-class amenities including a fully equipped fitness centre, stunning indoor swimming pool, rooftop garden with BBQ area, and an elegant party room with home theatre. Ideally located steps to the University of Toronto, ROM, Queen's Park, Bloor Street's luxury boutiques, fine dining, Hazleton Lanes, Whole Foods, and TTC subway stations. Whether for personal use, working downtown, or as an investment opportunity, this exceptional residence offers unmatched convenience and lifestyle. More details
    Listed by RE/MAX REALTRON REALTY INC.
    JARROD  ARMSTRONG
  • GPH26 280 Howland Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13114886

    GPH26 280 Howland Avenue Annex Toronto M5R 0C3
    Main Photo: GPH26 280 Howland Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13114886
    $1,398,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13114886
    Bedrooms:
    3
    Bathrooms:
    3
    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 concept and functional living at its peak. A split-bedroom layout with each bedroom featuring its own ensuite, this corner suite also includes a powder room, 10-ft ceilings, and wraparound windows with northwest exposure showcasing spectacular sunsets, picturesque treetop scenery, and iconic Casa Loma as a timeless backdrop. A modern chef's kitchen with a large island, integrated Miele appliances, and a gas cooktop round out this exceptional home. Perfect for end users or downsizers looking to join an intimate and established community. Premium amenities include a rooftop infinity pool, a rooftop lounge with BBQs, an indoor entertainment lounge, 24/7 gym, 24/7 concierge, and smart building keyless technology. An exceptional community close to cafes, restaurants, premium grocers, LCBO and more. More details
    Listed by SUTTON GROUP REALTY SYSTEMS INC.
    JARROD  ARMSTRONG
  • TH 101 32 Davenport Road in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C13114944

    TH 101 32 Davenport Road Annex Toronto M5R 1H3
    Main Photo: TH 101 32 Davenport Road in Toronto: Annex Condo Townhouse for sale (Toronto C02)  : MLS®# C13114944
    $1,375,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13114944
    Bedrooms:
    3
    Bathrooms:
    3
    A luxury Yorkville townhome with superb style, space and sophistication. Unique 10' ceilings and oversized windows create sun-filled interiors with exceptional finishes. A stylish kitchen with upgraded Miele appliances, striking gas fireplace and a full 2 bedroom, 3 bathroom plan. The epitome of contemporary living with the conveniences of hotel-like amenities including executive 24-hour concierge, indoor pool, wine cellar, stunning rooftop terrace and top-tier wellness centre / gym. Stroll to Yorkville, Bloor Street, Eataly, Four Seasons, Whole Foods, Hazelton Hotel and the city's finest restaurants - and just seconds to U of T, Rosedale and transit. Top-Tier 24-Hour Concierge Service. *End-Unit* Quick Access To Lobby/Elevators Through Second Entrance. Locker Attached To Parking. More details
    Listed by RIGHT AT HOME REALTY
    JARROD  ARMSTRONG
  • 1700 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13115642

    1700 155 Cumberland Street Annex Toronto M5R 1A2
    Main Photo: 1700 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13115642
    $23,499,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13115642
    Bedrooms:
    4
    Bathrooms:
    4
    An exceptional full-floor residence in the heart of Yorkville, Suite 1700 at 155 Cumberland offers a rare standard of scale, craftsmanship, and sophistication seldom found in Toronto, one that is best understood through personal inspection. Conceived and executed by master artisans, the residence reflects a level of finish and architectural detail typically reserved for the most distinguished global addresses. The home comprises approximately 6,644 square feet of refined interior living space, complemented by 848 square feet of exclusive outdoor terraces. The open and measured layout is designed to accommodate both formal entertaining and discreet daily living, with a natural flow between principal rooms and private areas. At the centre of the residence is the Great Hall, defined by 11-foot ceilings. This room quietly integrates the living area, wet bar, dining space featuring a coffered vaulted ceiling finished in Venetian stucco, and media lounge, while maintaining visual and functional continuity with the library, kitchen, and three private bedroom suites. Floor-to-ceiling windows provide uninterrupted 360 degrees views of the Toronto skyline, offering a horizon-level perspective and consistent natural light throughout the day. A truly world-class opportunity that defines elevated city living on an international scale, suited to those seeking discretion, permanence, and architectural integrity in one of Toronto's most established neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    JARROD  ARMSTRONG
  • 1505 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13118620

    1505 8 Cumberland Street Annex Toronto M4W 0B6
    Main Photo: 1505 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13118620
    $669,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13118620
    Bedrooms:
    2
    Bathrooms:
    1
    Discover elevated city luxury living at 8 Cumberland by Great Gulf. Perfectly positioned in the heart of Yorkville's prestigious enclave. This high-end 1 Bedroom + Den residence boasts a bright and spacious open-concept layout with south exposure, offering panoramic city views. The chef-inspired kitchen features modern cabinetry, quartz countertops, and stainless steel appliances, perfect for culinary enthusiasts. Enjoy the convenience of being steps away from Toronto's exclusive shops, world-class restaurants, and culinary delights. With easy access to major highways including the Don Valley Parkway, Gardiner Expressway, University of Toronto is just minutes away, making it an ideal location for students and professional's. Enjoy exceptional building amenities including a state-of-the-art fitness centre, party/lounge space, outdoor terrace, and more. Experience refined urban living in one of Toronto's most sought-after neighbourhoods! More details
    Listed by CENTURY 21 KING`S QUAY REAL ESTATE INC.
    JARROD  ARMSTRONG
  • 1202 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13110076

    1202 206 Bloor Street W Annex Toronto M5S 1T8
    Main Photo: 1202 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13110076
    $4,499,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13110076
    Bedrooms:
    3
    Bathrooms:
    3
    Sophisticated Luxury in the Heart of Yorkville. Welcome to Museum House, an iconic 19-storey landmark residence in the heart of Bloor-Yorkville, offering boutique luxury living at its finest. This breathtaking 3-bedroom, 3-bathroom suite spans over 2,500 square feet of elegantly appointed space, with direct elevator access opening into your private residence. Enjoy uninterrupted southern CN Tower city views, each room framed by floor-to-ceiling windows that flood the home with natural light. The expansive open-concept living and dining areas are perfect for entertaining, while the custom kitchen boasts a large island, premium appliances, integrated wine refrigeration, and a sunlit breakfast area. The primary suite is a true retreat, featuring a spa-inspired ensuite and a spacious walk-in closet. The versatile third bedroom easily transforms into a refined home office. With soaring ceilings, impeccable finishes, and an unmatched location steps from Yorkville's finest restaurants, designer boutiques, art galleries, and cultural institutions - this is urban luxury redefined. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    JARROD  ARMSTRONG
  • 1802 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13110540

    1802 38 Avenue Road Annex Toronto M5R 2G2
    Main Photo: 1802 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13110540
    $2,598,888
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13110540
    Bedrooms:
    2
    Bathrooms:
    2
    With one of the most desirable layouts and breathtaking views in the building, this beautifully renovated residence at 38 Avenue Road offers an exceptional Yorkville lifestyle. This sun-filled corner suite features two balconies that capture refreshing summer breezes and spectacular city vistas. Inside, enjoy a designer kitchen appointed with premium Miele appliances, gleaming hardwood floors, and spa-inspired bathrooms designed for total relaxation. The expansive primary retreat features a custom walk-in closet and luxurious proportions rarely found in condo living. Complete with two-car parking and access to outstanding amenities, 38 Avenue Road welcomes you with one of the most dramatic and elegant entrances in Yorkville. More details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    JARROD  ARMSTRONG
  • 103 95 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13112604

    103 95 Prince Arthur Avenue Annex Toronto M5R 3P6
    Main Photo: 103 95 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C13112604
    $1,079,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13112604
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to The Dunhill Club at 95 Prince Arthur Avenue - a boutique, highly sought-after residence in the heart of the Annex. This exceptional two-bedroom plus solarium suite offers over 1,100 sq. ft. of refined living space, thoughtfully designed for both comfort and functionality. Soaring 9-foot ceilings enhance the sense of openness, while the spacious layout provides distinct living and dining areas ideal for everyday living and entertaining. One of the home's most rare and desirable features is the expansive walkout terrace - a true extension of the living space - overlooking a serene courtyard and lush greenery. This private outdoor retreat is seldom offered and perfect for relaxing or hosting. The well-appointed interior includes two full bathrooms, generously sized bedrooms, and a versatile solarium that can serve as a home office, reading nook, or additional lounge space. This unit is accompanied by not 1, but 2 underground parking spots and a very large storage unit! Residents of The Dunhill Club enjoy premium amenities including 24-hour concierge service, a rooftop deck with panoramic city views, jacuzzi, visitor parking, and a meeting room - all within a quiet, well-managed building. Ideally located just steps from Yorkville, the University of Toronto, transit, dining, and cultural destinations, this is a rare opportunity to own a spacious, well-designed suite with exceptional outdoor space in one of Toronto's most prestigious neighbourhoods. More details
    Listed by PMT REALTY INC.
    JARROD  ARMSTRONG
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Data was last updated May 13, 2026 at 06:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.