Spadina & Dupont Real Estate for Sale

Welcome to the newly completed ANX Condos by Freed Developments, thoughtfully designed by Teeple Architects. This is an exceptionally rare opportunity as this residence is the highest-floor unit of this size and layout in the entire building, offering forever unobstructed south-facing city and CN Tower views overlooking the lush, tree-lined Annex neighbourhood all the way to the lake creating an epic private retreat in the heart of the city.This striking 1 bedroom, 1 bathroom residence offers 554 square feet of beautifully designed interior space, along with a locker and a 44 square foot balcony. Conveniently located directly across from the elevator, offering an almost private, direct-to-suite arrival experience. A sleek Scavolini kitchen featuring Fulgor appliances, a crisp white tiled backsplash, and a blend of white and light oak cabinetry.This beautifully finished spa-inspired washroom features marble tile, a deep soaker tub with shower, sleek chrome fixtures, and a contemporary floating light oak vanity that adds warmth. . This Boutique building is only 85 units across 13 floors. Soon to be completed gym, pool, party room/ dining room.

Experience authentic hard loft living in one of Toronto's most prestigious neighborhoods, Casa Loma. This stunning 795 square foot loft showcases soaring ceilings, expansive windows, and the unmistakable character of true loft architecture, blending industrial charm with modern comfort. The thoughtfully designed layout features a spacious kitchen ideal for cooking and entertaining, complemented by two full bathrooms for added convenience and flexibility. The versatile den offers the perfect space for a home office, guest area, or creative studio. Set in an exclusive and highly sought-after enclave, this residence places you steps from the subway, the Annex, and Yorkville, making downtown access effortless while enjoying the tranquility and elegance of Casa Loma living. Surrounded by historic estates, lush green spaces, and upscale amenities, this is urban living at its finest. Complete with an owned parking space and storage locker, this rare offering delivers both style and practicality in a truly exceptional location. *Buyer and/or buyers agent to verify information presented. *Shipping container in courtyard is there temporarily for elevator works.

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.

Stunning luxury residence on prestigious Admiral Rd in the heart of the Annex/Casa Loma area. Extensively renovated 5 years ago with exceptional attention to detail. Elegant foyer leads to a sophisticated main floor office/library with custom built-ins & fireplace. Expansive 2nd-floor living level featuring designer chef's kitchen, dining area, family room &sitting room with walkout to spectacular approx 500sf rooftop terrace with pergola, gas BBQ hookup & raised planters.3rd floor offers 3 bedrooms incl luxurious master retreat with walk-in closet & spa-inspired ensuite with heated floors, heated towel rack, steam shower, clawfoot tub & double vanity. Underpinned lower level with polished concrete floors, radiant in-floor heating, high ceilings, walkout & additional bedroom/kitchen offers excellent nanny/in-law or bonus living space. Rare fully separate rear ADU approx 1,000 sf with 1 bedroom & currently rented for $2,800/month. Exceptional opportunity in one of Toronto's most coveted neighbourhoods.

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.

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.

An Exquisite Executive Retreat in the Heart of the Annex. Rarely does a home of this calibre come to market in one of Toronto's most coveted neighbourhoods. Offering over 2,800 sq ft of impeccably crafted living space, this stunning executive residence is a masterclass in refined design and thoughtful luxury - where every detail has been considered and no expense spared. Soaring 9-ft ceilings span every level, while radiant heated floors on the main and lower levels set the tone for the warmth and comfort found throughout. The European-inspired kitchen is appointed with top-of-the-line appliances, perfectly suited for the discerning home chef, and a temperature-controlled wine room with rich wood finishes offers a sophisticated retreat for the collector. The crown jewel of this exceptional home is the fully private third-level primary suite - a sanctuary unto itself, complete with a spa-inspired ensuite where a soaker tub frames breathtaking views of the iconic Casa Loma. Wake up to a postcard every morning.Additional highlights include a private backyard oasis, dedicated parking, and a backup natural gas generator for seamless, worry-free living year-round. Step outside and find yourself moments from Spadina Subway Station, with a leisurely 20-minute stroll to the boutiques and restaurants of Yorkville. Culture, convenience, and prestige - all at your doorstep. This is not just a home. It's a lifestyle. Don't miss your opportunity.

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.

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.

Semi-detached freehold on Madison Avenue - a true Annex find. Private drive, built-in garage, ideal for secure bike storage, and a deep treed lot set the stage, while inside you'll find a renovated kitchen, generous principal rooms, and multiple walk-outs to a main-floor deck and a private deck off the primary bedroom. The lower level adds flexible living space with direct backyard access, ideal for guests, teens, or a home office. Move in ready, with room to personalize. Steps to Yorkville, U of T, transit, parks, and the city's top schools. An outstanding opportunity on one of Toronto's most desirable streets.

Suite 1202 offers a rare combination of space and layout in the heart of the Annex, complemented by beautiful south-facing exposure. This three bedroom plus den residence is thoughtfully designed for both comfortable everyday living and larger-scale entertaining. The open concept living and dining areas are filled with natural light and connect seamlessly to two private balconies, creating an easy indoor-outdoor flow. The kitchen is both functional and refined, featuring a large breakfast bar, European cabinetry, and full size built in and integrated appliances. The primary bedroom includes a well appointed ensuite, while the additional bedrooms and den provide flexibility for family, guests, or a home office. A separate laundry room adds convenience, along with the benefit of included parking. Located just steps to Dupont TTC, Farm Boy, Loblaws, LCBO, and the shops and restaurants that define the Annex, this is a well-rounded home in one of Toronto's most established neighbourhoods. A spacious and practical layout paired with strong natural light and outdoor space make this a standout suite. Open house this Saturday, 1pm - 3pm.

Located in the heart of the Annex, this bright two bedroom corner suite offers a functional layout and an unbeatable neighbourhood setting. Positioned on the second floor with a southeast exposure, the space benefits from natural light throughout the day and a comfortable, connected feel to the surrounding streetscape. Just steps to Dupont TTC, Farm Boy, Loblaws, and the LCBO, everything you need is within walking distance. The Annex is known for its tree lined streets, parks, and local shops, making this an ideal home for those who appreciate both convenience and character. Inside, the suite features 9 foot ceilings, floor to ceiling windows, and hardwood flooring throughout. The open concept living and dining area flows into a modern kitchen with quartz countertops, European style cabinetry, and integrated appliances, creating a space that works well for both daily living and hosting. The two bedrooms are well proportioned with good closet space, and the bathroom is finished in a clean, spa inspired design. Residents have access to a rooftop terrace, fitness room, and a well designed lobby.A well laid out suite in one of Toronto's most desirable neighbourhoods. Open house this Saturday, 1pm - 3pm.

Spectacular opportunity in to live in a rare 2019 custom built and spacious semi-detached home on the most sought-after street in the heart of the Annex. Complete with a one bedroom self contained lower level apartment, this home is perfect for buyers who want to supplement the mortgage with rental income, for extended family stays, or for a private home office! This three-storey home greets you with a classic red brick exterior, and reveals a modern and sleek interior, with an impressive west-facing rear window wall that lets in an abundance of light to every level. The main floor offers elegant living and dining spaces as well as an oversized kitchen with abundant breakfast seating and a walk-out to a fully landscaped urban backyard. In the lower level, there is a family room with heated floors, a large family room with spectacular views and a full-height walk out to the back yard as well as self-contained nanny suite with a separate side entrance. The third floor has a spectacular loft, perfect for showcasing artwork, and with an oversized skylight, and large open terrace. Located steps from Yorkville, this home offers the best shops and restaurants the city has to offer right at your doorstep.