The Annex & Yorkville

The Annex and Yorkville together create one of Toronto’s most culturally rich, vibrant, and sought-after urban neighbourhoods. Blending historic charm with worldclass sophistication, this area offers an extraordinary lifestyle that appeals to families, professionals, and city lovers alike. 

The Annex is known for its beautifully preserved Victorian and Edwardian homes, tree-lined streets, and a strong sense of community. It’s a neighbourhood alive with cafés, bookstores, galleries, and boutique shops, all within walking distance to some of Toronto’s finest schools, parks, and cultural institutions. The University of Toronto, ROM, and Philosopher’s Walk add academic and artistic depth to the area. 

Just steps away, Yorkville elevates the neighbourhood experience with unmatched luxury. This iconic district features upscale designer boutiques, renowned restaurants, five-star hotels, and chic cafés that draw visitors from around the world. Bloor Street—the “Mink Mile”—offers flagship luxury brands, high-end shopping, and one of the most prestigious retail experiences in Canada. 

Families and residents enjoy access to nearby green spaces such as Ramsden Park, Village of Yorkville Park, and the serene trails of the U of T campus. Seasonal festivals, art shows, and neighbourhood events further add to the lively, sophisticated atmosphere. 

Together, the Annex and Yorkville deliver an exceptional lifestyle where heritage, culture, luxury, and community meet—creating one of Toronto’s most desirable places to live.

Forgot password Extend Verify Contact
1-12/115
  • 1700 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12779378

    1700 155 Cumberland Street Annex Toronto M5R 1A2
    Main Photo: 1700 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12779378
    $23,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12779378
    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, an approximately 80' x 25' space defined by 11-foot ceilings and a coffered vaulted ceiling finished in Venetian stucco. This room quietly integrates the living area, wet bar, dining space, and media lounge, while maintaining visual and functional continuity with the library, kitchen, and three private bedroom suites. Floor-to-ceiling windows provide uninterrupted 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
    Raquel Feldberg
    Alan Feldberg
    To access this listing,
    please create a free account

  • 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
    $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.
    Raquel Feldberg
    Alan Feldberg
  • Sub PH 02 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12836450

    Sub PH 02 200 Cumberland Street Annex Toronto M5R 0B7
    Main Photo: Sub PH 02 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12836450
    $18,000,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12836450
    Bedrooms:
    3
    Bathrooms:
    4
    Defined by rarity and refinement, this one-of-a-kind Sub-Penthouse at Yorkville Private Estates was conceived at a different scale of ambition-where vision, craftsmanship, and setting align with uncommon clarity. Elevated above the city, sweeping panoramic exposures and forever unobstructed south views over Queen's Park unfold through expansive floor-to-ceiling windows. A distinct shift occurs upon arrival. The pace softens, the city recedes, and light and perspective take precedence. Mornings arrive gently across the skyline, while evenings settle into a cinematic glow of city lights. The residence becomes both a retreat and a vantage point. Every element has been approached with intention, from the fully furnished interiors featuring custom design furniture by Parisian Studio Liaigre to the interior detailing by Powell & Bonnell. Expansive dining and cooking terraces extend the living spaces outward, blurring the boundary between interior and exterior. This is a residence designed not simply for living, but for becoming a place where ambition feels unhurried, ideas have room to evolve, and the everyday is elevated through perspective rather than excess. Privacy and exclusivity are woven seamlessly into the experience, with discreet access and a sense of arrival that feels effortless. Here, the city's most coveted cultural, dining, and retail destinations remain moments away, yet feel entirely removed. It is a residence for those who value the unique and the extraordinary. Parking Spaces D6/D7 is an enclosed garage. D5 is standalone spot. Buyer has the option to purchase up to 2 more additional side by side parking if needed. 2 Storage Rooms Included. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Raquel Feldberg
    Alan Feldberg
  • PH 181 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12457321

    PH 181 Davenport Road Annex Toronto M5R 1J1
    Main Photo: PH 181 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12457321
    $17,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12457321
    Bedrooms:
    4
    Bathrooms:
    8
    The pinnacle of luxury living in a truly unique Penthouse, occupying the entire floor of an intimate boutique condominium building in Yorkville. This spectacular residence boasts fabulous panoramic views in every direction, offering a breathtaking perspective of the city skyline and the lush tree-lined streets below. Floor-to-ceiling windows bathe each room in natural light, with balconies and terraces from every room. Every detail has been meticulously curated and finished to the highest conceivable standard. Two direct elevators open directly into the private marble foyer . Custom millwork, premium heated stone floors with inlays, designer lighting , smart home automation and premium architectural detail, this penthouse showcases uncompromising quality and sophistication. Simply exceptional entertaining spaces with a wonderful grand sized 'great room' , a wine lounge, even a separate gallery area. Ownership includes a separate one bedroom guest/nanny/office suite, accessed through a private elevator. Incredibly generous primary bedroom occupies an entire wing with TWO decadent marble ensuites and TWO fitted dressing rooms, and two more well sized bedrooms with their own ensuites and walk in closets. Plus a private rooftop terrace with outdoor kitchen and entertaining area with a gas fire table and outdoor TV. This is perfect blend of privacy, exclusivity, and convenience, with direct elevator access to the residence, private terraces, and ample space for both grand entertaining and tranquil relaxation. And Yorkville's renowned dining, shopping, and cultural amenities just steps away, this is a rare chance to own a signature home in the city's finest neighbourhood. More details
    Listed by HAZELTON REAL ESTATE INC.
    Raquel Feldberg
    Alan Feldberg
  • 3802 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12966830

    3802 200 Cumberland Street Annex Toronto M5R 0B7
    Main Photo: 3802 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12966830
    $16,999,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12966830
    Bedrooms:
    3
    Bathrooms:
    4
    Signature Residence Above Yorkville. Offered for the First Time.Perched on the 38th floor, Suite 3802 at 200 Cumberland Street offers approximately 4,012 sq. ft. of interior living space in the heart of Yorkville-Toronto's premier luxury neighbourhood known for its designer boutiques, fine dining, and central location.This three-bedroom, four-bathroom residence is designed by Thomas Pearce Interior Design, showcasing curated materials and exceptional craftsmanship throughout. Principal living spaces are anchored by a custom 12-foot fireplace and floor-to-ceiling windows with panoramic city views.The kitchen is appointed with premium appliances and features a custom backsplash by artist Rob Baylor. Interior finishes include Costa marble, bespoke millwork, Murano and Baccarat light fixtures, bronze detailing, and integrated home automation for seamless control.A rare highlight is the enclosed private garage accommodating up to six vehicles with EV capability, along with three storage lockers.Residents enjoy access to 24-hour concierge and valet service, fitness facilities, indoor pool, golf simulator, party room, guest suites, yoga and massage rooms, hair salon, and a rooftop terrace. More details
    Listed by CORCORAN HORIZON REALTY
    Raquel Feldberg
    Alan Feldberg
  • 2503/2504 50 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12663576

    2503/2504 50 Yorkville Avenue Annex Toronto M4W 0A3
    Main Photo: 2503/2504 50 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12663576
    $12,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12663576
    Bedrooms:
    4
    Bathrooms:
    5
    This extraordinary suite at the Four Seasons Private Residences in Yorkville redefines luxury living in the heart of Toronto. This is not just a residence but an elevated lifestyle reserved for a select few. Created by merging two units into a single masterpiece, the suite spans approximately 5000 square feet with soaring 10' ceilings, presenting the scale and poise of a home in the sky. Enter via two private elevators directly into an elegant foyer of epoxied and honed marble, then step into luminous living spaces framed by floor-to-ceiling windows with sweeping south-west-east unobstructed views and two expansive private terraces.The culinary centrepiece is a chef inspired kitchen featuring custom Kobi cabinetry, two waterfall edge Statuario marble islands and fully integrated Subzero and Miele appliances. Rich walnut and Xorel panels, Moncer custom Herringbone Oak Hardwood flooring and a floating fireplace showcase meticulous design throughout. Four generous bedrooms and five bathrooms - including a primary ensuite with heated floors, Vola plumbing fixtures, honed Calacatta Oro epoxy filled mosaic detailing and large walk in closet - offer sanctuary and luxury in equal measure.Comfort and ambiance are seamlessly managed via two hvac units with concealed returns and linear vents. Residents enjoy world class Four Seasons services: 24/7 concierge, full service spa, valet parking, indoor pool, state of the art gym and wellness centre, room service, house keeping and culinary options include Cafe Boulud and D bar lounge, all in a secure refined environment More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Raquel Feldberg
    Alan Feldberg
  • 1201 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12801642

    1201 155 Cumberland Street Annex Toronto M5R 1A2
    Main Photo: 1201 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12801642
    $11,950,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12801642
    Bedrooms:
    3
    Bathrooms:
    4
    An extraordinary residence in the heart of Yorkville, Suite 1201 at 155 Cumberland offers over4,000 sq. ft. of bespoke living space-a rare half floor home that combines architectural pedigree with modern refinement. With only 15 residences in the building, privacy and discretion are absolute, while the address places you steps from Toronto's finest dining, boutiques, and cultural institutions. This 3-bedroom plus family room residence is defined byits scale and proportion. Ceilings soar to almost 12 feet, while floor-to-ceiling windows frame sweeping city and treetop views. The great room spans the south façade, offering a dramatic yet serene setting for both intimate evenings and grand entertaining. A dedicated dining gallery flows seamlessly into the Downsview-designed chef's kitchen, where top-tier appliances, expansive counters, and custom cabinetry create a space equally suited to culinary artistry and casual gatherings. The primary suite is a private sanctuary, with a spa-inspired ensuite featuring a freestanding soaking tub, walk-in shower, radiant heated floors, and generous dressing areas. Two additional bedrooms, each with an ensuite, provide comfort for family or guests, while the family room offers a second living core-ideal for film, reading, or quiet retreat. Every detail, from wide-plank hardwood to polished stone, has been curated for timeless elegance. Outdoors, a private terrace extends the living space, offering a rare vantage point above Yorkville's storied streets. The building itself is an icon of exclusivity, originally conceived as a modernist penthouse in the 1960s and reimagined in 2010 by KingSettCapital and Quadrangle Architects. Residents enjoy 24-hour concierge, secure underground parking, and discreet entry, ensuring a lifestyle of effortless luxury. Suite 1201 is more thana condominium-it is a trophy residence, offering the scale of a private home with the convenience and prestige of Yorkville's most exclusive address. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Raquel Feldberg
    Alan Feldberg
  • 703 118 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12673218

    703 118 Yorkville Avenue Annex Toronto M5R 1C2
    Main Photo: 703 118 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12673218
    $9,900,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12673218
    Bedrooms:
    4
    Bathrooms:
    5
    Luxury living,Exquisite Custom Yorkville Residence At The Most Iconic Boutique Building Known For Privacy & Exclusivity, Prestigious Hazelton Hotel A 5 Star Coveted Private Elevator Access To Over 6,300 Sf. Sun Filled Corner Suite. Featuring Direct Elevator, 6 Terraces, 5 Fp, Soaring Coffered Ceilings W/ Custom Plaster, Gold & Gold-Leaf Embellishments. Italian Marble Heated Floors Throughout. Imported Furniture Style Solid Wood Panelling & Custom Built-Ins By World Renowned Designer-Arch. Unparalleled Features & Finishes. The Sun Filled Space. Breathtaking S/W+N Vistas. Sophisticated & Chic Principal Rms. Chef Inspired Kit. With Top Of The Line Built-In Appliances And Expansive Centre Island. Palatial Office W/ Opulent, Climate-Controlled Wine Cellar. Primary Retreat W/ One Of A Kind His & Her Boudoirs Complete With Walk-In Closets & Luxurious His & Her Ensuites. Central Yorkville Location W/ Best Restaurants, Shops & Amenities At Your Doorstep. **EXTRAS** All existing appliances, All existing draperies More details
    Listed by LUXURY INTERNATIONAL REAL ESTATE INC.
    Raquel Feldberg
    Alan Feldberg
    To access this listing,
    please create a free account

  • 401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12970470

    401 321 Davenport Road Annex Toronto M5R 1K5
    Main Photo: 401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12970470
    $8,875,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12970470
    Bedrooms:
    3
    Bathrooms:
    4
    Perched above a quiet, tree-lined street, this exceptional residence at 321 Davenport is ideally located in the heart of The Annex, just a short walk to the shops, restaurants, and wellness destinations of Yorkville. Designed with modern elegance and clean architectural lines, this boutique building offers a private and refined lifestyle residence. This spacious 3-bedroom + den, 3.5-bathroom suite offers approximately 3,809 sq. ft. of interior living space plus a 262 sq. ft. terrace. Floor-to-ceiling windows showcase beautiful south, east, and west city views, while the large terrace overlooks the surrounding treetops and the downtown skyline. The suite features 10-foot ceilings throughout, a beautifully designed modern kitchen and bathrooms, and premium Miele appliances. The unit also includes one EV parking space, one standard parking space, and a private storage room. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Raquel Feldberg
    Alan Feldberg
  • 51 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12380445

    51 Hazelton Avenue Annex Toronto M5R 2E3
    Main Photo: 51 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12380445
    $8,580,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12380445
    Bedrooms:
    4
    Bathrooms:
    5
    A Much Admired Victorian Landmark On Hazelton Ave. This Sophisticated House W/Spacious Magical Garden And Large Terrace W/Exceptional City View Located Just Steps Away From Luxury Brand Stores, Galleries And Restaurants In Yorkville. High End Finishes And Remarkable Attention To Detail In Its Interior. Detached Garage For Two Cars. More details
    Listed by RIGHT AT HOME REALTY
    Raquel Feldberg
    Alan Feldberg
  • 3 85 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12654118

    3 85 Bedford Road Annex Toronto M5R 2K3
    Main Photo: 3 85 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12654118
    $6,980,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12654118
    Bedrooms:
    3
    Bathrooms:
    3
    A rare fusion of Edwardian heritage and contemporary design by Taylor Hannah Architects, this 2,700 sq. ft. residence at 85 Bedford Road offers house-like scale with condominium ease. Private elevator access opens directly from the underground garage into your own vestibule -no lobby, no corridor delivering unmatched privacy and security. Inside, 10-foot ceilings, radiant heated floors, and a full-span steel frame create expansive, column-free living. The great room flows seamlessly into a dining gallery and chefs kitchen, designed for both intimate evenings and grand entertaining. A dedicated media room provides a second living core, while three full-scale bedrooms offer flexibility for family, guests, or office use. The primary suite is a true retreat, with spa-inspired ensuite and generous proportions that rival a free standing home. A sculptural metal stair and custom chandelier by THA and Zack Ridgely anchor the historic shell, marrying heritage with artistry. Above, a 480 sq. ft. private rooftop terrace rises above the Annex rooflines, with heated exterior floors extending the season for dining and entertaining. The underground garage - exceptionally rare in Yorkville and the Annex - accommodates 2-3 cars per unit, each with EV charging and water. From your stall, the elevator opens directly into your suite. A full-time property manager, regular maintenance, and daily cleaning of common areas ensure effortless living. Originally an Edwardian Mansion tied to the University of Toronto the structure was rebuilt from triple brick with a full steel frame, lowered four feet to achieve ceiling height and garage access. The result is a boutique residence of only three homes, positioned between two of Yorkville's most prestigious streets. Walkable yet private, historic yet modern, this is a rare opportunity to own a piece of Toronto's architectural legacy reimagined for today. PUBLIC OPEN HOUSE SUNDAY APRIL 12TH 2-4 pm More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Raquel Feldberg
    Alan Feldberg
  • 53 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12383770

    53 Hazelton Avenue Annex Toronto M5R 2E3
    Main Photo: 53 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12383770
    $6,780,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12383770
    Bedrooms:
    3
    Bathrooms:
    4
    A Beautifully Renovated Home Located On Iconic Hazelton Ave In Yorkville. Just Steps Away From Designer Shops, Fine Entertainment, World Class Restaurants, Art Galleries, Groceries, Ttc. Rare Detached Garage, Stone Floor And Built-In Fireplace In The Backyard. Master With W/O Large Balcony W/Stunning Views. More details
    Listed by RIGHT AT HOME REALTY
    Raquel Feldberg
    Alan Feldberg
1-12/115
Data was last updated April 19, 2026 at 04:15 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.