Spadina & Dupont Real Estate for Sale

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.

Welcome to Madison Avenue Lofts in Toronto's sought-after Casa Loma neighbourhood! This spacious loft blends modern living with distinctive industrial character, featuring soaring 14-foot ceilings, expansive windows, exposed concrete and unique architectural details.The generous layout offers a primary bedroom with a private 4-piece ensuite and walkout to the balcony, plus a versatile second bedroom/den with closet and direct access to a 2-piece semi-ensuite powder room, which also has a separate hallway entrance.The open-concept living and dining area features beautiful hardwood flooring and flows seamlessly into a modern kitchen with granite countertops, stainless steel appliances and breakfast bar. Step outside to the approximately 75 sq. ft. balcony overlooking the peaceful inner courtyard.Residents enjoy excellent building amenities, including a rooftop terrace with Casa Loma views, BBQs and lounge areas, fitness centre, theatre room, party room and concierge service.Ideally located at the foot of Casa Loma, just minutes from the Annex and Yorkville, George Brown College and the University of Toronto, with shopping, restaurants and transit all nearby. Parking included.

Rarely offered in the heart of the Annex! This charming third-floor 2-bedroom plus den residence offers nearly 1,200 sq. ft. of character-filled living space in an intimate, 8-unit heritage building dating back to circa 1912 and converted to condominiums in 1986. With the warmth and scale of a home and the convenience of downtown condo living, the suite features generous principal rooms, formal living and dining spaces, an abundance of natural light, excellent closet space and a private covered terrace perfect for morning coffee or evening entertaining. Loaded with historic charm and character, plus the added convenience of parking. Ideally tucked away on a quiet, tree-lined street beside Jean Sibelius Square, yet just a short walk to Dupont and Spadina stations, Bloor Street shops and restaurants, U of T, George Brown, Casa Loma, the ROM, cafes, galleries and everything the Annex has to offer. Boutique, beautiful and rarely available - a truly special opportunity in one of Toronto's most beloved neighbourhoods. No dog building unless medical/service reason.

A five-unit Annex Semi Detached property with the kind of envelope and location that is not being built at today's replacement cost. Legal four-plex above grade plus a legal non-conforming lower suite across 5,225+ sq.ft. on Walmer Road, one of the most tenured income streets in central Toronto. In-place rents sit well below current Annex benchmarks. Income reflects long-tenured tenancies rather than today's market. The unit mix is differentiated - not five interchangeable bachelors. Unit 2 on the main floor is a 1,396 sq.ft. parlour-floor residence with a 21-foot living room, fireplace, oversized kitchen, and a 17-foot principal bedroom. Unit 5 on the third floor (1,171 sq.ft.) is configured with two kitchens, two four-piece baths, two primary bedrooms, an office, and a dining room - lives as one generous suite today. Unit 4 (758 sq.ft.) has a four-piece ensuite, walk-in closet, and living space. Unit 3 (710 sq.ft.) is a full one-bedroom with fireplace, kitchen, and dining. Unit 1 in the lower level (1,191 sq.ft., legal non-conforming) reads as a proper apartment: one-bedroom plus 15-foot den, full kitchen, three-piece bath, and private utility room. Three distinct buyer paths converge here. For the investor, five legal income streams on a single folio, a demand floor set by U of T, downtown professionals, and the Dupont / Spadina subway corridor. For the owner-investor - Multiple units are suitable and are amongst the most substantial owner's suites found inside a purpose-built Annex income property; live in it and let the other four units carry the debt while optionality is preserved. For the long-view buyer planning a single-family reversion - 5,225+ sq. ft. of interior envelope is a credible footprint for a top-of-market Annex restoration, and the existing plumbing stacks, kitchens, and floor plates make either path possible without starting from zero. Walking distance to Bloor Street, Casa Loma, the University of Toronto, and the Spadina subway line.

Welcome to ANX by Freed Developments, designed by award winning Teeple Architects, a boutique residence in the heart of Toronto's coveted Annex neighbourhood. Suite 1006 offers approximately 831 sq ft of beautifully considered living space with 2 bedrooms, 2 bathrooms and a thoughtfully designed split bedroom layout. Expansive floor to ceiling windows fill the residence with natural light while framing picturesque views of Casa Loma and the surrounding neighbourhood. The open concept living and dining space is complemented by a sophisticated integrated kitchen with contemporary cabinetry, premium finishes and a clean architectural aesthetic. The primary suite offers a private ensuite, while the generously sized second bedroom provides flexibility for guests or a refined home office. Residents enjoy an impressive collection of amenities including an outdoor infinity pool overlooking the Toronto skyline, fitness facility and concierge service. Internet and smart home technology are conveniently included in the maintenance fees. Steps from exceptional restaurants, cafes, shops, TTC, Yorkville, Casa Loma and the University of Toronto. A sophisticated contemporary residence combining architecture, design and an exceptional location in one of Toronto's most distinguished neighbourhoods.

Some condos give you a balcony. This one gives you a private outdoor escape, south-facing over the city with an unobstructed view of the CN Tower. Set within Madison Avenue Lofts in Casa Loma, this residence combines distinctive loft character with something increasingly hard to find in Toronto: meaningful outdoor space. Inside, 10-foot ceilings and oversized windows bring in an abundance of natural light, while exposed concrete, ductwork and industrial details give the space its unmistakable loft character. A well-planned layout features a generous kitchen and comfortable living space, opening onto a terrace that feels like a true extension of the home-with room to dine, entertain, garden or simply take in the skyline. Tucked along Macpherson Avenue, a calm residential street that feels removed from the downtown rush, yet keeps some of Toronto's best neighbourhoods within easy reach. Walk to Casa Loma, The Annex, Yorkville, shops, restaurants, parks and the subway. one parking space and locker included. Loft character, natural light, exceptional outdoor space and one of Toronto's most recognizable views-condo living with room to breathe. Thoughtful updates throughout include fresh paint, updated light fixtures and closet built-ins, adding both style and function to the space.

Rarely Offered! Exceptional turnkey opportunity in the heart of Toronto's coveted Annex! Stylish two-storey townhome tucked away in the boutique Lennox Mews community. Existing designer furnishings are available and negotiable, offering a unique opportunity for buyers seeking a move-in-ready home. The bright, open-concept main level features hardwood floors, a cozy gas fireplace, a walk-out to a private balcony, and a well-appointed kitchen with Miele stainless steel appliances and heated marble flooring. Upstairs, the spacious primary bedroom features a Juliet balcony, while the second bedroom offers flexibility for guests, family or a home office. Renovated 4-piece bath and ensuite laundry complete the space. Enjoy underground parking, 1 storage locker and visitor parking within this intimate community. Unbeatable location! Steps to the University of Toronto, St. George Subway Station, ROM, Yorkville, Bloor Street, restaurants, cafés and shops. With easy access to both subway lines and everything downtown Toronto has to offer, this is urban living at its best!

This is one of the few 3-Bedroom Corner Townhomes at the coveted Madison Ave Lofts with 22-ft Ceilings and a serene Terrace Facing the Quiet, Tree-Lined Courtyard. A Private Entrance, steps from your Door, lets you skip the Lobby all together should you wish. This Bold Art deco inspired Loft is designed for Modern Families, Young Professionals, or Downsizers seeking something Beyond the Ordinary. Step inside and prepare to be stopped in your tracks. A striking Living Room with Dramatic Floor-To-Ceiling Windows Floods this Corner residence with Natural Light. Framed by picturesque views of the Tree-lined Courtyard, the Extraordinary Volume and Openness create a Space that's Sophisticated, Dramatic and Memorable. Wide-Plank Hardwood Floors and a Seamless Glass Staircase set a tone that's Cool, Chic, and Elegant - total Tribeca loft energy in Midtown Toronto.The Chef's Kitchen features Nero Marquina Porcelain Countertops, a Stainless Steel Fridge, Panelled Bosch DW, Custom Breakfast Bar, and a W/I Pantry. The Dining Room, with its High Ceilings, features a Bespoke Backlit Bar, perfect for hosting in Style. Retreat to the Primary Bedroom, complete with a Custom Wall-to-Wall Built-In Unit for added Storage, a Spa-Inspired 5-piece Ensuite, a Walk-In Closet - every closet features custom organizers. The Second Bedroom is a flexible space ready to grow with your needs - Home Office Nursery, or Lounge - currently outfitted as a Gym. Steps to Dupont Station and home to arguably the city's best lox & bagels, coffee shops, and boutique shopping. Stroll to the Annex, Yorkville, Casa Loma, Parks and Ravines. Underground pkg, a storage locker and ***unlimited Bell Fibe Internet & Cable TV, Heat, Water*** includedin Monthly Maintenance Fees. Bldg Amenities: friendly Concierge, Visitor's Parking, an idyllic Rooftop Terrace with BBQs, Gym, Steam Sauna, Theatre, and Party Room. Corner Lofts like this don't come around twice. Your Unit 106 awaits.

Welcome To Unit 410 At Madison Avenue Lofts! Bright, Airy And Great Use Of Space. This 2 Bedroom Has 2 Bathrooms, 14ft Ceilings And Hard Loft Elements Throughout. Includes 1 Parking Spot And Newly Installed Owned EV CHARGER. Fibe Internet And TV Package Included In Condo Fees. Indoor And Outdoor Bike Storage. Building Amenities Include: Gym, Party Room, Expansive Rooftop Deck w/ BBQ's, 24 Hour Concierge, Ample Visitor Parking, Meeting Room. Views Of Casa Loma And Courtyard From Balcony. Easy to Show!

Welcome to this beautifully maintained property ideally situated at Davenport & Dupont, in the sought-after Yorkville Annex neighbourhood. Offering 4 spacious offices/rooms and 2 bathrooms, plus a fully finished basement, this fully serviced property is move-in ready for a wide range of business uses. Zoned EL, this rare and coveted designation allows exceptional flexibility for owner-users and investors alike, supporting a wide variety of commercial and institutional applications. Whether you're looking to establish a professional office, a boutique service business, or another EL-permitted use, this property delivers the versatility today's buyers demand. Enjoy a private, walk-out rear-facing balcony - a rare outdoor retreat in this vibrant, walkable pocket of the city. Just steps from the eclectic shops, cafés, and restaurants that make the Annex and Yorkville area so desirable, this location offers unbeatable convenience for staff, clients, and visitors. Adding to the long-term upside, the property sits directly adjacent to the upcoming ANX development - a major project set to bring endless foot traffic and increased visibility to the area for years to come. This is a fantastic opportunity to secure a well-located commercial property in one of the city's most established and continually evolving neighbourhoods.

Rare Investment Opportunity in the Annex - Two semi-detached homes offered together and thoughtfully converted into a substantial 3.5-storey, 7-unit multiplex. The property comprises one spacious 3-bedroom, 3-bathroom suite and six well-appointed 2-bedroom, 2-bathroom suites, each featuring ensuite laundry. Hydro and gas are separately metered, providing operational efficiency and convenience. Featuring tall ceilings and exceptional scale, the combined buildings form one of the largest residential structures in the Annex. Situated at the end of a laneway, the property offers the rare advantage of 7 on-site parking spaces. Stable rental income, presenting an attractive opportunity for investors. Alternatively, its remarkable size and configuration offer future potential for conversion into an extraordinary single-family residence. As a designated heritage property, ownership may be eligible for reduced property taxes and municipal financial assistance programs that support the preservation and maintenance of the building's exterior.

Madison Avenue Lofts, Suite 209 at 380 Macpherson offers a rare, design-forward take on authentic loft living-where scale, texture, and light come together with quiet intention. Soaring 14-foot ceilings and expansive windows define the space, while exposed concrete, steel ductwork, and industrial detailing create a refined architectural backdrop. A custom floor-to-ceiling bookshelf wall-complete with a sliding ladder-anchors the main living area, introducing both function and statement in equal measure. Originally designed as a two-bedroom, the residence has been thoughtfully reimagined into a generous one-bedroom with an expansive open-concept great room. The living and dining areas flow effortlessly, offering flexibility for both everyday living and elevated entertaining. The kitchen is sleek and modern, finished with stainless steel appliances and a breakfast bar that integrates seamlessly into the space. The primary suite is quietly set apart, framed by a full wall of windows and complemented by its own private balcony, ample closet space, and a well-appointed four-piece ensuite. A second full bathroom adds convenience for guests. Two large balconies extend the living experience outdoors, offering multiple moments to step away and take in the surrounding cityscape. Residents enjoy access to a curated collection of amenities, including a rooftop terrace with unobstructed views toward Casa Loma, complete with BBQs and lounge areas designed for long summer evenings. Additional offerings include a fitness centre, theatre room, party spaces, and concierge service. Underground parking and a second-floor locker are included, with bike storage conveniently located on P1. A rare offering in one of Toronto's most distinctive loft conversions-effortless, architectural, and quietly iconic.

125 Madison Avenue presents a rare opportunity to acquire a 9-unit multi-residential property producing $160k in revenue, in one of Toronto's most established and consistently in-demand urban neighbourhoods. Located just steps from the energy of the Annex, Yorkville, and the Bloor Street corridor, the area attracts a strong tenant base driven by nearby transit, universities, restaurants, shopping, and employment hubs. This is the kind of location that continues to perform through changing market conditions - a neighbourhood where rental demand remains strong and long-term appreciation has historically been supported by limited housing supply and ongoing intensification throughout the core. Investors will appreciate both the stability of a well-located multi-unit asset and the future upside potential that comes with owning in a high-demand downtown corridor. With nine self-contained units, 125 Madison Avenue offers an excellent opportunity to generate reliable income today while positioning for future growth in rents and property value over time.