Kaija Pitt
Direct: 416-371-9447
Office: 416-960-9995
Sotheby’s Canada
1867 Yonge Street, Suite 100
Toronto ON M4S 1Y5 CA

The Annex

The Annex is one of Toronto’s premier neighbourhoods. Located between Dupont and Bloor Street, west to Bathurst and east to Avenue Road, this heterogeneous community is made up of successful business people, prominent artists and University of Toronto students and faculty. The neighbourhood is full of restaurants, bookstores and independently owned shops.


The Annex is a great neighbourhood for those who appreciate architecture and detail. The residential tree-lined streets are filled with Victorian, Queen Anne, Edwardian and Richardsonian Romanesque homes and mansions, built between 1880 and the early 1900s. Between the 1950s and 1960s, mid-rise and high-rise apartment buildings began popping up to meet the needs of the eclectic community. The exterior facades of the homes are decorated with plum and pink Credit River sandstone, red brick, and terracotta clay tiles. The detail is among the finest – and most varied – in the city, with pyramidal roofs, turrets, grand archways and wooden spindled porches.


The Annex is an exciting and colourful neighbourhood. It has an active nightlife along Bloor Street for those who enjoy a night on the town after a long week. Plenty of green spaces make the Annex feel more residential than commercial, including nearby Christie Pits park which includes soccer, baseball and a weekly outdoor movie night in the summer, and tobogganing and outdoor skating in the winter.

Annex Listings

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  • 2002 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14109316

    2002 8 Cumberland Street Annex Toronto M4W 0B6
    Main Photo: 2002 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14109316
    $879,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14109316
    Bedrooms:
    2
    Bathrooms:
    2
    Luxury Living in the Heart of Yorkville - 8 Cumberland! Experience the pinnacle of urban luxury in this brand-new, never-lived-in corner suite located at the prestigious Yonge & Cumberland. This stunning 2-bedroom, 2-bathroom residence features a functional open-concept layout, floor-to-ceiling windows, and a generous balcony with unobstructed views of the city and Rosedale Valley. Abundant natural light create an elevated living experience. Building amenities include a state-of-the-art fitness centre, party room, outdoor garden, and more. Perfectly situated in Toronto's most sought-after neighbourhood, steps to world-class boutiques, fine dining, and transit, with easy access to the DVP, Gardiner, and Hwy 401. A truly unbeatable opportunity to own a brand-new luxury suite in Yorkville's most prestigious address**this one is not to be missed!* More details
    Listed by DREAM HOME REALTY INC.
  • 1402 1315 Bay Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14109382

    1402 1315 Bay Street Annex Toronto M5R 2C4
    Main Photo: 1402 1315 Bay Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14109382
    $5,899,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14109382
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to 50 Scollard - 2,620 sq ft Three bedroom suite with unobstructed west views of Yorkville. Located at Bay & Scollard, this residence sits in a 41-storey tower of just 127 suites, designed by Pritzker Prize-winning architect Norman Foster, with interiors by acclaimed designer Alessandro Munge. Enjoy 10'2" ceilings, wide-plank hardwood, Dada kitchens with custom cabinetry, quartzite counters & Gaggenau appliances. Floor-to-ceiling glazing frames sweeping skyline views. Amenities include 24hr concierge & valet, porte-cochere, indoor/outdoor pool, fitness centre, yoga studio, sauna, private dining room & wine room. Steps to Holt Renfrew, Four Seasons & Yorkville's top dining. The epitome of luxury living, in the heart of the city. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 35 Dupont Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C14109530

    35 Dupont Street Annex Toronto M5R 1V3
    Main Photo: 35 Dupont Street in Toronto: Annex House for sale (Toronto C02)  : MLS®# C14109530
    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14109530
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to 35 Dupont Street! A charming brick residence offering timeless character, inviting living spaces and exceptional urban convenience. An attractive exterior and covered front porch create a warm first impression. Inside, bright and welcoming principal rooms feature large windows, comfortable living and dining areas, and a functional kitchen with ample cabinetry and an eat-in space. Well-presented bedrooms provide flexible space for everyday living, guests or a home office. Additional highlights include a private outdoor terrace, a landscaped backyard, and versatile lower-level space with laundry and bathroom facilities. Thoughtfully presented throughout, this home offers a wonderful combination of character, comfort and indoor-outdoor living. Enjoy a vibrant Toronto location close to neighbourhood amenities, shopping, dining and transit. A fantastic opportunity to make this distinctive city residence your own! More details
    Listed by HOMELIFE LANDMARK REALTY INC.
  • 303 500 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C14105232

    303 500 Dupont Street Annex Toronto M6G 1Y7
    Main Photo: 303 500 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02)  : MLS®# C14105232
    $3,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14105232
    Bedrooms:
    2
    Bathrooms:
    2
    Surrounded by serene views of quiet, tree-lined streets, natural green space and lush parks, you will find Suite 303 at the Oscar Residences. Boasting an expansive and unmatched 754 sq ft south facing terrace and wrap around balcony this fabulous corner unit promises a living experience that effortlessly merges indoor sophistication with outdoor allure. The floor to ceiling windows, functional split layout, 10 ft ceilings, ideal for those yearning for a chic and dynamic lifestyle. The sleek, modern kitchen with high-end integrated appliances flows seamlessly into the open-concept living area, making it perfect for entertaining. Primary Bedroom features a spa-like 4-piece ensuite and large windows that allow ample natural light to flood the space, creating a bright and inviting atmosphere. Units with such layout and breathtaking views are a rare find in this boutique building nestled in one of the city's most sought-after neighbourhoods with 96 Transit Score and 92 Walk Score everything you need for great living, every day, is within reach (shops, restaurants and independent coffee shops). More details
    Listed by PRESTIGIUM REAL ESTATE LTD.
  • 2404 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105286

    2404 8 Cumberland Street Annex Toronto M4W 0B6
    Main Photo: 2404 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14105286
    $599,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105286
    Bedrooms:
    2
    Bathrooms:
    1
    Gorgeous Luxury 588 SQFT One Bedroom plus Den Suite, where Den can be used as 2nd Bedroom or Office with Ensuite Bathroom at Toronto's most sought after location at an address that sits perfectly within the Yorkville community steps from Toronto's exclusive shops and culinary delights. Bright & Spacious open-concept suite with panoramic city views and chef-inspired kitchen perfectly paired with modern cabinetry, quartz countertops, and stainless appliances surrounded by some of the most popular food and entertainment establishments. Floor-to-ceiling windows, 9-ft ceilings, hardwood flooring, plus a versatile den ideal for a home office or guest space. Enjoy a well-managed building with exceptional amenities including a fitness centre, rooftop lounge, party room, outdoor garden and pet spa. Ideally located at Yonge & Cumberland, just steps to Bloor-Yonge Subway Station, Yorkville's renowned shopping, dining and entertainment, with easy access to U of T, hospitals, Toronto Metropolitan (Ryerson) University, the Financial District, DVP and Gardiner Expressway. Experience sophisticated downtown living in one of Toronto's most sought-after neighborhoods. More details
    Listed by WORLD CLASS REALTY POINT
  • 402 74 Spadina Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105444

    402 74 Spadina Road Annex Toronto M5R 2T5
    Main Photo: 402 74 Spadina Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14105444
    $649,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105444
    Bedrooms:
    1
    Bathrooms:
    1
    Discover an exceptional blend of character, comfort, and urban sophistication in the heart of Toronto's coveted Annex neighborhood. Nestled within a distinctive Art Deco-inspired boutique residence, where opportunities to own are seldom available, this beautifully appointed suite offers approximately 800 sq. ft. of inviting, thoughtfully designed living space. An desirable east-facing exposure fills the interiors with natural light while showcasing unobstructed views of Toronto's iconic downtown skyline. Featuring a generously proportioned bedroom with a big Walk-in closet and a private balcony! The social area has been extended to make this a beautiful and very comfortable 1 bedroom unit (converted from 2 bedrooms to 1 bedroom) the residence has been tastefully updated and designed, elegant engineered hardwood flooring, convenient in-suite laundry, and 2 spacious private balconies. Beyond its charming architecture and intimate setting, this remarkable address places you within walking distance of Spadina and Dupont subway stations, the University of Toronto, George Brown College, and the countless boutiques, cafés, restaurants, and lifestyle amenities that define the vibrant Bloor Street corridor. A rare opportunity to enjoy boutique living in one of Toronto's most established and sought-after neighborhoods. Parking is available for rent within the building at $100 per month. More details
    Listed by BONNATERA REALTY
  • 1902 38 Avenue Road in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C14105500

    1902 38 Avenue Road Annex Toronto M5R 2G2
    Main Photo: 1902 38 Avenue Road in Toronto: Annex Condo Apartment for lease (Toronto C02)  : MLS®# C14105500
    $8,200
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14105500
    Bedrooms:
    2
    Bathrooms:
    2
    The Prince Arthur is an iconic address in the heart of Yorkville, long celebrated as one of Toronto's most prestigious residences. Perched high on the northeast corner of the tower at the exclusive Prince Arthur, Suite 1902 has been owned by only one resident since completion. A private, direct-access elevator opens into a gracious foyer with dual closets and a stylish powder room. From here, the home unfolds into a sprawling great room, a light-filled space with gas fireplace framed in a wall of beautiful built-in cabinetry. Expansive picture windows offer sweeping north and east views over the city. A private balcony is located in this space.The renovated eat-in kitchen features stainless steel appliances, and a breakfast bar overlooking the energy of Yorkville below. Located in a private wing are two east-facing bedrooms, each with its own bath. The primary suite with its Juliette balcony includes a generous-sized walk-in closet and an expansive five-piece bath. Two premium parking spaces and a large locker are included. The Prince Arthur is renowned for its unparalled exclusivity and exceptional services. This distinguished building's timeless architecture, impeccable standards, and unmatched service offers residents the rare combination of refined elegance and warm, personalized attention. The 24-hour concierge and valet service are legendary, and the onsite property management and maintenance teams ensure every detail is cared for attentively. Amenities include a state-of-the-art fitness centre, two elegant party rooms, a theatre, abundant visitor parking, and discreet, attentive service that has made this building a true Yorkville landmark. Neighbourhood amenities include the exclusive shops of "Mink Mile," many restaurants, Whole Foods across the street, the ROM and U of T steps away. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • PH06 500 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105872

    PH06 500 Dupont Street Annex Toronto M6G 0B8
    Main Photo: PH06 500 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14105872
    $752,123
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105872
    Bedrooms:
    3
    Bathrooms:
    2
    Builder's Remaining Inventory! Discover elevated living at Oscar Residences. Penthouse 06 is a rare 2 Bedroom + Den suite featuring soaring 10'6"ceilings, breathtaking city views and an exceptional 301 sq ft private terrace with a gas line for your BBQ, a natural extension of the living and dining area. Inside, contemporary finishes and a practical floorplan create a refined, comfortable living space. The den is ideal for a home office or additional space. One parking space and one locker included. Just steps from Dupont Subway Station, acclaimed restaurants, boutique shopping and the best of the neighbourhood. Residents enjoy a world-class fitness studio with Free motion and iFIT technology, fireplace lounge, kids' playroom, theatre room, party room with chef's kitchen, European-inspired BBQ terrace, pet lounge with dog wash, 24-hour concierge, parcel storage and much more. Arare penthouse opportunity you won't want to miss! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • D 235 Davenport Road in Toronto: Annex House for lease (Toronto C02) : MLS®# C14106148

    D 235 Davenport Road Annex Toronto M5R 1J8
    Main Photo: D 235 Davenport Road in Toronto: Annex House for lease (Toronto C02)  : MLS®# C14106148
    $2,650
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C14106148
    Bedrooms:
    1
    Bathrooms:
    1
    Beautiful modern apartment in the heart of Ave & Dav neighbourhood. Steps to Yorkville, shops,restaurants, grocery stores, TTC etc. Large open concept layout (approx. 800+ sq.ft.) with stainless steel appliances. Lots of closet space and natural light. Walk-up from the street (3rd fl.). Great boutique living! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 390 Bloor Street W in Toronto: Annex Commercial for lease (Toronto C02) : MLS®# C14106394

    390 Bloor Street W Annex Toronto M5S 1X4
    Main Photo: 390 Bloor Street W in Toronto: Annex Commercial for lease (Toronto C02)  : MLS®# C14106394
    $10,000 /Net Lease
    Commercial
    Status:
    For Lease
    MLS® Num:
    C14106394
    Total Area:
    2,000 sq. ft.
    Prime commercial retail space on Bloor St. W, previously operated as a spa, offering excellent street visibility and year-round foot traffic from the nearby university. Located in one of Toronto's most desirable neighbourhoods, surrounded by thriving new and established retail tenants, this space features a clean, flexible layout ideal for beauty, wellness, professional services, or retail uses. Large front windows provide strong natural light and high-impact signage exposure, with convenient access to transit, parking, and surrounding amenities. A standout opportunity to establish your business in a high-demand, well-travelled Bloor West corridor. More details
    Listed by ROYAL LEPAGE REAL ESTATE ASSOCIATES
  • 809 1 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14106710

    809 1 Yorkville Avenue Annex Toronto M4W 0B1
    Main Photo: 809 1 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C14106710
    $1,649,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14106710
    Bedrooms:
    3
    Bathrooms:
    2
    Live at Toronto's most prestigious address! Welcome to the ultra-luxurious Residences of Number One Yorkville, masterfully crafted by Plazacorp. This absolutely stunning & refined executive suite boasts an expansive 1,200 sq ft interior paired with a large private balcony. Cleverly upgraded well above builder standard, the highly functional layout functions perfectly as a 2-bedroom plus den or a full 3-bedroom residence. Revel in elegant plank wood floors, smooth ceilings, and a gorgeous Italian-inspired kitchen outfitted with premium, integrated Wolf appliances. Rare custom laundry room with utility sink. World-class resort amenities: outdoor pool, luxury spa, cross-fit gym, & rooftop cinema. Steps to fine dining, transit, & high-end retail. A true A+ showpiece! More details
    Listed by ROYAL LEPAGE TERREQUITY SW REALTY
  • 903 322 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C14107770

    903 322 Dupont Street Annex Toronto M5R 0E3
    Main Photo: 903 322 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02)  : MLS®# C14107770
    $5,500
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14107770
    Bedrooms:
    3
    Bathrooms:
    3
    **Brand-New Luxury 3-Bedroom, 3-Bathroom Suite at ANX Condos by Freed in the Annex**1,220 Square Feet as per Builder's Plan**South-Facing Suite with Unobstructed CN Tower and Toronto Skyline Views from All 3 Bedrooms and Living Room**Bright and Spacious Layout with Floor-to-Ceiling Windows and 9-Ft. Ceilings**Modern Finishes Throughout with Quartz Countertops and Ensuite Laundry**Window Coverings to be Installed**1 Owned Parking Space - Level B, Spot #20**1 Owned Locker - Level A, Unit #9**Excellent Building Amenities Including 24-Hour Concierge, Fitness Centre, Rooftop Terrace, Outdoor Pool and One-Valet Smart Building Technology**Steps to Dupont Subway Station, Farm Boy, Loblaws, Shoppers Drug Mart, Restaurants, Cafes and Parks**Close to Yorkville, Casa Loma, University of Toronto and Downtown Toronto**Don't Miss This Opportunity to Live in the Highly Sought-After Annex Neighbourhood** More details
    Listed by CENTURY 21 SKYLARK REAL ESTATE LTD.
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Data was last updated October 23, 2026 at 03:15 AM (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.