Direct: 416-371-9447 |

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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  • 21 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12993832

    21 Lowther Avenue Annex Toronto M5R 1C5
    Main Photo: 21 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12993832

    21 Lowther Avenue Toronto M5R 1C5 Annex

    $5,290,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12993832
    Bedrooms:
    4
    Bathrooms:
    5
    Set on one of Yorkville's most desirable streets. 21 Lowther is a home of rare distinction a modern architectural masterpiece by Charles Bunker, offering over 7000 square feet of refined living space.Designed with emphasis on volume, proportion and light. This residence combines impressive scale with effortless liveability. The main floor loft-inspired layout creates an airy sense of openness, ideal for both grand entertaining and relaxed every day living, Exceptional craftsmanship soaring ceilings, and 2 Rooftops terraces define the homes elevated style. Upstairs generous bedrooms library and family spaces and luxury detailing throughout provide a perfect balance of comfort and sophistication. With its extraordinary design, thoughtful flow and unbeatable Yorkville location, 21 Lowther Ave stands as a truly one-of-a-kind , offering a home that embodies timeless quality and contemporary elegance in equal measure. 4 exceptional levels above grade. Rare walkout, 2346 square foot basement. More details
    Listed by SOUTH HILL REAL ESTATE LIMITED
    LISTING DETAILS
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  • 301 500 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12993694

    301 500 Dupont Street Annex Toronto M6G 0B8
    Main Photo: 301 500 Dupont Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12993694

    301 500 Dupont Street Toronto M6G 0B8 Annex

    $2,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12993694
    Bedrooms:
    1
    Bathrooms:
    1
    Experience Sophisticated Urban Living In This 1-Year New One-Bedroom Suite At Oscar Residences By Lifetime Developments. Located In The Prestigious Annex, This Exceptional Home Features Rare 10-Foot Ceilings And A Bright South Exposure Offering Unobstructed Views Of The Downtown Skyline And CN Tower. The Highly Efficient Layout Is Complemented By Luxury Finishes Including Engineered Hardwood Flooring, Pot Lights, A Gourmet Kitchen With Quartz Countertops, And A Designer Bathroom.Enjoy Unmatched Connectivity With The TTC At Your Doorstep, An 8-Minute Walk To Dupont Subway, And Rapid Access To The Financial District. Steps From Trendy Cafes, Fine Dining, And Groceries, This Prime Location Is Within Walking Distance To George Brown College And Minutes From The University Of Toronto. Residents Benefit From Elite Amenities Including A State-Of-The-Art Fitness Centre, A Party Room With A Chef's Kitchen, A Private Theatre, And A Stunning Rooftop Terrace. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 3405 1 Yorkville Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12993762

    3405 1 Yorkville Avenue Annex Toronto M4W 0B1
    Main Photo: 3405 1 Yorkville Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12993762

    3405 1 Yorkville Avenue Toronto M4W 0B1 Annex

    $4,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12993762
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome To Exclusive, Iconic Address "1 Yorkville" In One Of Toronto's Finest, Most Prestigious Neighbourhoods. Designer Shopping And Fine Dining, Tourist & Star Destinations. Newer Spectacular Building Next To Four Seasons, Library & Park. Rare 3 Split Bedroom Bright North West Corner Unit. Offers Numerous Upgrades For Luxury Lifestyle With World Class Shopping & Dining. Enjoy State-Of-The-Art Amenities: Fitness Gallery Outdoor Pool & Cabanas, Rooftop Lounge Bbq & Theatre. Note: *** Parking is available for an additional $300 per month *** More details
    Listed by IXL AT REAL ESTATE INC.
    LISTING DETAILS

  • 310 500 Dupont Street in Toronto: Annex Condo for lease (Toronto C02) : MLS®# C12988808

    310 500 Dupont Street Annex Toronto M6G 1Y7
    Main Photo: 310 500 Dupont Street in Toronto: Annex Condo for lease (Toronto C02) : MLS®# C12988808

    310 500 Dupont Street Toronto M6G 1Y7 Annex

    $2,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12988808
    Bedrooms:
    2
    Bathrooms:
    1
    Discover a refined retreat at OSCAR Residences, where boutique mid-rise intimacy meets modern innovation. This bright and functional one-bedroom plus den suite is a masterclass in efficient luxury, boasting fluid interiors and high-end finishes. Beyond the expansive windows, residents enjoy a lifestyle tailored to the modern work-live balance, supported by world-class amenities and a commitment to wellness through state-of-the-art filtration systems. Experience the quiet prestige of the Annex with the vibrancy of downtown Toronto just moments away via subway or streetcar. More details
    Listed by HOMELIFE LANDMARK REALTY INC.
    LISTING DETAILS

  • 8 217 St George Street in Toronto: Annex Condo Townhouse for lease (Toronto C02) : MLS®# C12989484

    8 217 St George Street Annex Toronto M5R 3S7
    Main Photo: 8 217 St George Street in Toronto: Annex Condo Townhouse for lease (Toronto C02) : MLS®# C12989484

    8 217 St George Street Toronto M5R 3S7 Annex

    $2,850
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12989484
    Bedrooms:
    2
    Bathrooms:
    1
    Fully Furnished! for $3,750.00 Shorter than one year is available. Townhouse for Rent in a Prime Location at 217 St George, Toronto. Welcome to your new home in the heart of Toronto! This bright and beautifully furnished townhouse offers the perfect blend of comfort, style, and unbeatable location. Situated just steps from the University of Toronto and the upscale charm of Yorkville, this property is ideal for professionals, academics, or anyone seeking a vibrant urban lifestyle. Property Highlights:2 Bedrooms with a Queen Bed and Double Bed. Fully Furnished with stylish and functional pieces. Modern Kitchen equipped with: Fridge, Stove, Dishwasher Comfortable Living Area Dining Area In-Suite Laundry: Washer & Dryer included Location Perks: Steps to University of Toronto Minutes from Yorkville luxury boutiques, fine dining, and art galleries Close to cultural landmarks like the Royal Ontario Museum, The Royal Conservatory of Music, and The Bata Shoe Museum Excellent transit access and walkability This home is more than just a place to live it's a gateway to one of Toronto's most dynamic and desirable neighborhoods. Whether you're enjoying a quiet evening in or exploring the city's cultural treasures, 217 St George offers the perfect base. More details
    Listed by CRIMSON ROSE REAL ESTATE INC.
    LISTING DETAILS

  • 2307 88 Cumberland Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12989764

    2307 88 Cumberland Street Annex Toronto M5R 0C8
    Main Photo: 2307 88 Cumberland Street in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12989764

    2307 88 Cumberland Street Toronto M5R 0C8 Annex

    $5,950
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12989764
    Bedrooms:
    2
    Bathrooms:
    2
    Experience elevated living in the heart of Yorkville at this stunning, fully furnished 2 bedroom, 2 bathroom residence at Minto Yorkville Park. Thoughtfully curated and professionally designed, this suite showcases thousands of dollars in high end upgrades and finishes, delivering a space that truly feels straight out of a luxury design magazine. From the moment you walk in, you're greeted by a seamless blend of sophistication and comfort, featuring a modern open concept layout, premium furnishings, and impeccable attention to detail throughout.Floor to ceiling windows flood the unit with natural light while offering captivating city views, perfectly complementing the sleek kitchen, elegant living space, and beautifully appointed bedrooms. Both bedrooms are generously sized, with the primary suite offering a private ensuite for added convenience and privacy. Every element has been carefully selected to create a refined, turnkey living experience.Situated in Toronto's most prestigious neighborhood, you're steps to world class dining, luxury boutiques, cafes, transit, and everything Yorkville has to offer. This is a rare opportunity to lease a fully furnished, designer suite in one of the city's most sought after addresses. Ideal for professionals or executives seeking style, convenience, and an unbeatable location. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 310 500 Dupont Street in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C12989934

    310 500 Dupont Street Annex Toronto M6G 1Y7
    Main Photo: 310 500 Dupont Street in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C12989934

    310 500 Dupont Street Toronto M6G 1Y7 Annex

    $499,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12989934
    Bedrooms:
    2
    Bathrooms:
    1
    Modern, bright, and functional. This 2-year-old boutique condo offers 463 sq. ft. of optimized living space. Key features: Floor-to-ceiling windows, high-tech building filtration, and a separate den perfect for a home office. Located in the Prime Annex, you are minutes from transit and downtown culture. Perfect for first-time buyers or savvy investors looking for a high-demand location. More details
    Listed by HOMELIFE LANDMARK REALTY INC.
    LISTING DETAILS

  • 1105 11 Yorkville Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12990086

    1105 11 Yorkville Avenue Annex Toronto M4W 1L2
    Main Photo: 1105 11 Yorkville Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12990086

    1105 11 Yorkville Avenue Toronto M4W 1L2 Annex

    $3,900
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12990086
    Bedrooms:
    2
    Bathrooms:
    1
    FURNISHED FOR LEASE. Luxury, Furnished 2 Bedrooms, 2 En-suite washrooms Condo apartment in prime downtown Yorkville Ave., short walking distance to Yonge and Bloor subway line, University of Toronto, Luxury shopping and restaurants, and all Other amenities. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    LISTING DETAILS

  • 5202 50 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12990274

    5202 50 Yorkville Avenue Annex Toronto M4W 1L4
    Main Photo: 5202 50 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12990274

    5202 50 Yorkville Avenue Toronto M4W 1L4 Annex

    $18,800,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12990274
    Bedrooms:
    4
    Bathrooms:
    4
    Penthouse Grandeur At The City's Most Iconic Address - Four Seasons Private Residences. Exquisitely Custom Designed And Finished By Its Owner. Spanning Over Half The Building's Floor Plate. 12 Foot High Ceilings. Floor-To-Ceiling Windows Overlooking The Captivating Lake Ontario And CN Tower With Breathtaking South, East And North Views. Two Expansive Private Terraces Perfect For Entertaining And Warm Family Lifestyle. Gourmet Eat-In Kitchen With Large Terrace, Lacanache 87" Gas Range, Custom Brass Hood. Onyx Floors. Granite Countertops. Wine Cellar, 3 Gas Fireplaces With Marble Mantels, Soaring And Domed Ceilings With Custom Plaster Embellishment And Crown Moulding. Custom Wall Panelling Throughout. Fabulous And Full Primary Bedroom Suite With Spa Like Ensuite, Steam And His+Her Closets. Walk-In Wine Room. Two Private Elevators. Extensive List Of Custom Luxe Appointments. In Suite Hotel Dining And Services. Steps To Yorkville, The Residence Shops And City Parks. Truly A Rare Find! **EXTRAS** Lacanache 87" Gas Range W/ D/O, Grill,Griddle & Simmer Plate,Paneled Miele Dw, Miele B/I Coffee Maker,Microwave,2Warming Drawers, B/I Miele Steam & Electrical Oven, 2Paneled Miele F/F Drawers, Double Faber Exhaust, Miele W/D, ELF From Italy More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS

  • Lower Level 114 Cumberland Street in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12990408

    Lower Level 114 Cumberland Street Annex Toronto M5R 1A6
    Main Photo: Lower Level 114 Cumberland Street in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12990408

    Lower Level 114 Cumberland Street Toronto M5R 1A6 Annex

    $1 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C12990408
    Major Bus.:
    Other
    Total Area:
    1,165 sq. ft.
    Retirement Sale of Business - Rare Yorkville hospitality business in one of Toronto's most sought after areas. Currently operating as "Indulge Cafe and Bar" in a premium, high-traffic destination directly across from the Yorkville park. Key features include: L.L.B.O. Liquor License (40 patrons total), DINE Permits, Central Signage Visibility, and Outdoor Patio Space w/ Heaters. Fully operational cafe and bar opportunity for turn-key takeover or rebranding into a new concept, including all chattels and equipment. Recommended concepts include current use, pastries, brunch, cocktail bar, lounge, light food, etc. More details
    Listed by CITY COMMERCIAL REALTY GROUP LTD.
    LISTING DETAILS

  • 18 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12990882

    18 Tranby Avenue Annex Toronto M5R 1N5
    Main Photo: 18 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12990882

    18 Tranby Avenue Toronto M5R 1N5 Annex

    $2,549,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12990882
    Bedrooms:
    4
    Bathrooms:
    3
    Perfectly positioned on a quiet, tree-lined street in the heart of the Annex - just steps to Yorkville - this exceptional fully detached 4-bed, 3-bath home blends timeless charm with light-filled, inviting living spaces. The open-concept main floor is designed for both everyday comfort and elegant entertaining, anchored by an expansive living and dining area. The extended living room showcases soaring ceilings, graceful archways, and a front wall of surround windows and skylights that flood the home with natural light. The spacious dining area easily accommodates large gatherings and opens via French doors to a beautiful backyard - once featured in Toronto Life. The thoughtfully updated kitchen offers classic shaker cabinetry, a soft marble backsplash, premium stainless-steel appliances, and a sleek prep counter for effortless cleanup. A secondary bar sink and abundant cabinetry add functionality, while a wide bump-out window frames serene views of the backyard. Upstairs, the second level offers 3 versatile rooms and a stylish main bath which serves as an ensuite to the main. A stunning library/family room features custom built-ins, triple closets, and a bay window with integrated storage. Additional rooms provide flexibility for bedrooms, office space, or a nursery, each with hardwood floors, large windows, and custom storage. The chic bathroom includes a jacuzzi soaker tub, designer tile, and marble vanity. The third floor forms a private gabled retreat with 2 additional rooms currently configured as a bedroom and dressing room with 4 pc ensuite bath. Outside, the fully fenced backyard is a private urban oasis with a shaded pergola filled with summer Hydrangeas and a patio - perfect for summer entertaining. Located within the coveted Jesse Ketchum school district and moments to Yorkville shopping, the ROM, Manulife Centre, Eataly, Bloor Street, and subway access, this rare Annex offering delivers sophisticated city living with the tranquility of a secluded street. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    LISTING DETAILS

  • Lower 233 Albany Avenue in Toronto: Annex House for lease (Toronto C02) : MLS®# C12991246

    Lower 233 Albany Avenue Annex Toronto M5R 3C7
    Main Photo: Lower 233 Albany Avenue in Toronto: Annex House for lease (Toronto C02) : MLS®# C12991246

    Lower 233 Albany Avenue Toronto M5R 3C7 Annex

    $1,999
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12991246
    Bedrooms:
    1
    Bathrooms:
    1
    Newly Built, Bright, Spacious Lower Apartment with 8-Ft Ceilings and Large Above Grade Windows.Radiant In-Floor Heating Throughout With Own Thermostat. Eat-In Kitchen, New Stainless Steel Appliances (Including Dishwasher & Stackable Washer/Dryer). Luxurious 4Pc Bath With RainShower. 8 Min Walk To Dupont Subway & 9 Min Walk To Bathurst Subway. Sorry No Pets or Smoking Due To Allergies. Nestled On Coveted, Family-Friendly, Tree Lined Street. Walk To Everything: Shops, Eateries, Cafes, TTC, UofT, Schools, Bike Lanes, Grocers, Parks, Playgrounds, Arena/Rinks and Swimming Pools. Utilities Included Except Hydro(approx $50-75 per Month). More details
    Listed by SUTTON GROUP-ASSOCIATES REALTY INC.
    LISTING DETAILS
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Data was last updated April 14, 2026 at 01:15 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.
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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.