Spadina & Dupont Real Estate for Sale

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, cafés, 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.

Breathtaking Sun Filled Penthouse With 10Ft Wall To Wall - Floor To Ceiling Windows. Extensive Use Of Wood, Stone & Corian For The Custom Kitchen, Front Hall Closet, Credenzas & Bathrooms. Dine In An Elegant Gazebo On Your Private 1,123 Sq Ft Wrap-Around Terrace While Enjoying Unobstructed Views Of The City Skyscape To The South & Casa Loma To The West. It's A Landscaped Urban Paradise! Create A Space Both Sophisticated In Appearance & Zen In Feel. The Second Bedroom is a Flexible Space Ready To Grow With Your Needs. Beautiful Rooftop Garden, 24 Hr Concierge, Gym, Sauna, Party/Meeting Room, Bicycle Room & Plenty Of Visitor Parking. This Suite Owns The 2 Best Parking Spots In The Building Situated Directly Beside The Elevator (One Of Which Has An Attached Large Private Locker With No Shared Access). Unlimited Bell Fibe Internet & Cable Included In Maintenance Fees! Steps To Dupont, Stroll To The Annex, Yorkville, Casa Loma, Parks and Ravines.

A rare opportunity to own a piece of old Toronto in the heart of the Annex. Tucked inside a converted historic mansion, this charming 1-bedroom offers the character of a century home with the convenience of condo living. Original wood detailing, trim, windows, a bay window and soaring 9' ceilings give the space a warmth and personality you simply won't find in a typical condo. The southeast exposure fills the home with natural light throughout the day, while the thoughtfully updated kitchen offers ample cabinetry and full-sized appliances. The bedroom features generous windows and a walk-in closet, with ensuite laundry and a coat closet adding everyday practicality. A brand-new HVAC heat pump has also just been installed. Set on one of the Annex's most sought-after streets, you're approximately 500m from St. George Station and within easy walking distance of U of T, the ROM, Yorkville, Bloor Street, Dupont's restaurants and cafes, shops and countless everyday conveniences. Leave the car behind and enjoy one of Toronto's most connected neighbourhoods. A unique home for someone who values character, location and a sense of history over cookie-cutter condo living. A rare find in a truly unbeatable location.

Set on one of the Annex's most prestigious, mature, tree-lined corridors, this home presents a rare and distinguished offering. Surrounded by multi-million-dollar historic estates this grand three-storey residence blends classic architectural with extraordinary future upside for the discerning buyer. Boasting an impressive 3,199 sq ft of above-grade living space on a substantial 32.38 x 128-foot lot, the home commands a striking street presence, further enhanced by the ultimate downtown luxury: a private double driveway and a 1-car garage, offering total parking for 3 vehicles. From the moment you enter, the main floor is designed for both grand-scale entertaining and seamless daily living with rich hardwood floors and brilliant natural light pouring through an abundance of windows. The impressive principal living and dining rooms flow naturally into a raised family room, creating an inviting, open ambiance. At the rear, a generously scaled, renovated kitchen features modern appliances and a walk-out to a newer private deck overlooking the secluded backyard. The second level hosts 3 well-proportioned bedrooms, anchored by a magnificent primary retreat. This expansive suite features an attached flexible bonus room-perfect for a home office, nursery, or a bespoke walk-in dressing room. A secondary bedroom on this level opens directly onto a private sundeck. Offering exceptional versatility, the self-contained third-floor apartment features a complete kitchen, living area, bedroom, 4-piece bathroom, and its own private walk-out to a newer sundeck-ideal for visiting guests, an executive home office, or a private nanny suite. While entirely move-in ready this home also presents a pristine blank canvas. Much like the stunning transformations seen at properties in the area and on the street, this home offers a rare generational opportunity. Move in and enjoy its classic charm immediately, or let your vision take shape to craft your ultimate downtown dream estate.

Your plants want you to book a showing. Your friends will want to stay for dinner. Twelve-foot ceilings, exposed ductwork and a wall of windows make a strong first impression. But it's the morning coffee in your pyjamas, watching the sunrise without another building's living rooms looking back, that might get you attached. The original solarium doors are gone, opening that bright front space to everyday life. There's room to stretch out on the sofa, a place for the dining table and a modern kitchen that keeps whoever's cooking in the conversation. Dinner can run late. The dishes can wait. And your laptop? Leave it in the den. Tucked at the back, approximately 8 by 14 feet, it has room for a proper workspace, creative projects or overnight guests, with separation from where you spend your evening. Nobody's eating beside your inbox. The generous bedroom carries through the high ceilings and airy feel, ready when you're ready to call it a night. Outside, find your usual at Haute Coffee, meet friends at Fat Pasha or Playa Cabana, and pick up groceries on foot. Dupont subway is a short walk away. Come home to a quieter neighbourhood, friendly neighbours and approximately 889 sq. ft. at Madison Avenue Lofts. A gym downstairs, a rooftop terrace upstairs, concierge service and underground visitor parking make staying in and having people over equally appealing. Fibre optic internet, digital cable and a landline are included in the maintenance fees. Fair warning: you might become the friend who always hosts.

Brand New, Never-Lived-In 2-Bedroom, 2-Bathroom Suite at ANX Condos! Ideally located in the heart of The Annex, just steps to U of T, Dupont Subway Station, with Casa Loma, George Brown College, shops, restaurants and everyday conveniences nearby, plus easy access to Yorkville, and downtown Toronto.This bright and spacious 730 sq. ft. unit features an efficient, well-proportioned layout with floor-to-ceiling windows throughout, filling the home with abundant natural light. Enjoy a modern open-concept living/dining area, two well-sized bedrooms, two full bathrooms, including a rare double-sink vanity in the primary ensuite, and a private balcony. ** Photos were taken prior to the installation of blackout blinds. Blackout blinds have been purchased and delivered to the unit and are available for the Buyer to keep if desired. The Buyer needs to install by themselves.**Offer presentation is scheduled for November 19, 2026, at 5:00 PM. Pre-emptive offers are welcome.

Ideally situated at Dupont Street and Spadina Road, in Toronto's desirable Annex neighbourhood, this property offers an exceptional blend of urban convenience and neighbourhood charm. Excellent investment opportunity at Dupont Street featuring three fully renovated self-contained apartments, offering multiple income streams and strong rental potential. All three units underwent extensive renovations in 2020, including updated plumbing and electrical systems. Major mechanical upgrades include a new roof in 2018 and a new furnace and air conditioning system in 2025.The property comprises three spacious units: a 2-bedroom, 1-bathroom basement apartment, a 2bedroom, 1-bathroom main-floor apartment, and an upper-level 3-bedroom, 2-bathroom apartment spanning the second and third floors. All bathrooms are full bathrooms. Each apartment is equipped with four kitchen appliances and its own in-unit laundry for added convenience. A turnkey, income-generating property with three established rental units, significant capital improvements, and convenient in-suite amenities. An excellent opportunity for investor seeking immediate rental income and long-term investment potential. Just steps from Dupont subway station, with easy access to TTC transit, the property is surrounded by local cafés, restaurants, shops, and everyday amenities. Enjoy close proximity to the University of Toronto, Casa Loma, and the vibrant Bloor Street shopping district. With convenient access to downtown Toronto and nearby employment, educational, and cultural destinations, this location is highly attractive to students, professionals, and urban residents alike. An outstanding opportunity for investors seeking a multi-unit property in awell-established and sought-after Toronto neighbourhood. Total Annual Rental Income: $97,080 Over 6,3% Cap Rate

A True Designer's Paradise, This 3+1 Bedroom, 5 Bathroom Restored Victorian Home Is Truly A Sight To Behold! With No Detail Spared, This 3 Storey Home Has Been Extensively Renovated & Features Showpiece Finishes In Every Room. Walk In Your Front Door Off Your Spacious Covered Front Porch To A Gorgeous Foyer Featuring Crown Moulding, Wall Paneling, Classic Checkered Floor Tile & A Deep, Rich Wallpaper That Invites You Into The Space. The Fabulous Design Selections Continue In The Living Room With Bold Colour, Built-In Shelving, Bay Windows Overlooking The Porch & A Nicely Framed Wood Burning Fireplace. The Dining Room Is The Heart Of The Home With A Custom Designed Built-In Banquette & Is Perfectly Situated Below The Backdrop Of The Spectacular Spiral Staircase Which Brings A Plethora Of Depth & Character. In The Kitchen You'll Find No Expense Has Been Spared With Stunning Stone Counters & Backsplash, A Brand New Bertazzoni Range, JennAir Fridge, Freezer & Dishwasher & A Farmhouse Sink With Custom Cabinetry & Hardware To Complement The Space Which Opens To The Beautifully Appointed Family Room Featuring A Handsome Brick Fireplace & Walk-Out To The Professionally Landscaped Backyard. The Beauty Of The Home Continues Upstairs Where You'll Find Three Well-Proportioned Bedrooms, Each Of Which Includes An Ensuite Bathroom Including The Third Floor Primary Bedroom Retreat Featuring Additional Built-Ins, Fabulous Natural Light, A 4 Piece Ensuite Spa-Inspired Bathroom That Includes A Perfectly Cylindrical Shower With Rainhead Shower Head & Bench Seating Plus A Breathtaking Rooftop Deck. Not To Be Forgotten Is The Fully Finished Lower Level With Polished Concrete Floors Which Includes A Spacious Recreation Room, Additional Bedroom/Office Space & A 4 Piece Bathroom. Outside, The Fully Fenced Backyard Offers A True Outdoor Oasis With Lush Gardens & Plenty Of Space For Entertaining Plus Legal 2 Car Front Yard Parking With Freshly Laid Pavers & Landscaping.

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! Upgraded Floors, Newer Carpet in Bedrooms, Recently Painted.

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.

Rarely available two-storey boutique townhome in The Annex's historic Lennox Mews! Offering the privacy and quiet grace of a private home with complete condo convenience, this sun-filled residence is an urban retreat steps from Bloor Street, U of T, and Yorkville. Main Level Highlights: Open-concept living and dining framed by rich hardwood floors and a cozy natural gas fireplace. Seamless walk-out to your private balcony overlooking the serene central courtyard. Separate kitchen upgraded with premium Miele stainless steel appliances and heated marble floors. Convenient ensuite laundry and direct access to storage. Upper Level Sanctuary: Generous primary retreat with a romantic Juliette balcony. Versatile second bedroom with built-in walk-in closet-ideal for a dedicated home office, guest suite, or nursery. Fully updated 4-piece bathroom. Complete Package & Enclave: Includes rare owned underground parking spot and private storage locker. Unbeatable transit connectivity: walk to St. George & Spadina subways, ROM, Hospital Row, and top Annex dining. A low-density luxury alternative to high-rise towers in a premier downtown enclave. Exceptional value and character-book your private tour today!

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 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.