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.

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  • 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
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    please create a free account

  • 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®# C12707124

    3802 200 Cumberland Street Annex Toronto M5R 0B7
    Main Photo: 3802 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12707124
    $16,999,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12707124
    Bedrooms:
    3
    Bathrooms:
    4
    Nestled in the heart of Yorkville, Canada's premier luxury neighbourhood, this extraordinary 4,012 sq. ft. Executive Suite at Yorkville Private Estates delivers a living experience like no other. Never offered before, this residence showcases the highest level of craftsmanship and materials sourced globally. Every detail has been thoughtfully curated to appeal to the most discerning buyer. Elevated high above, revel in the stunning views of the Toronto skyline, captivating both day and night. For car enthusiasts, the property features a rare, enclosed garage with 6 parking spaces, including one with an EV charger, along with 3 private lockers for additional storage. Highlights include: ***Exquisite Interiors: Custom Cabinetry and Millwork crafted by Mar- Tec Woodworking. ***Bespoke Detailing: Wrapped leather columns, handpicked California hardware by ADH Fine Hardware, and custom-designed cabinetry set this home apart. ***Artisanal Finishes: Custom Murano & Baccarat light fixtures, Costa Marble installations, and 7" custom Sapele wood flooring by Rosewood Flooring elevate every space. ***Masterful Design: Designed by Tomas Pearce, the residence includes a 12-foot custom fireplace by The Fireplace Specialists and an artfully crafted backsplash by world- renowned artist Rob Baylor. ***Five-Star Amenities: Enjoy 24-hour concierge, valet, two gyms, an indoor pool, golf simulator, party room, and an expansive rooftop terrace. This Executive Suite perfectly blends elegance and functionality, delivering the ultimate balance of luxury, privacy, and sophistication in one of Canada's most exclusive neighbourhoods. Yorkville is renowned for its fine dining, high-end shopping, and cosmopolitan allure. This lifestyle offers seamless access to Toronto's vibrant cultural and social scene. A true crown jewel in the sky. 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
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    please create a free account

  • 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
  • 46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12542994

    46 Lowther Avenue Annex Toronto M5R 1C6
    Main Photo: 46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12542994
    $7,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12542994
    Bedrooms:
    6
    Bathrooms:
    6
    Behind the classic façade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    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 MARCH 8th 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
  • Garden Home 1 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12708350

    Garden Home 1 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: Garden Home 1 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12708350
    $6,695,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12708350
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to Garden Home 1 at 10 Prince Arthur. A rare single-level residence in a boutique building of just 25 suites, offering three spacious bedrooms plus a family room, soaring 11-foot ceilings, and a quiet, fully landscaped private garden. Exceptional living spaces both inside and out, a chef's kitchen with Wolf and Sub-Zero appliances, gas fireplace, and an elegant primary suite with walk-in closets and a luxurious ensuite. Two additional ensuite bedrooms (one currently used as an office) each with ensuite and a large family room / den provide excellent flexibility. Designed by Richard Wengle with interiors by Brian Gluckstein and Michael London, this brand new building by celebrated North Drive presents an exceptional opportunity to live in a quiet pocket downtown. Residents enjoy 24-hour concierge, valet parking, private fitness facility, resident dining lounge, and courtyard sculpture garden. Ideally located in the Annex, steps to Avenue Road, Bloor Street, Yorkville, U of T, and nearby parks. Be first to call this unique residence "home". More details
    Listed by RIGHT AT HOME REALTY
    Raquel Feldberg
    Alan Feldberg
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