Annex Homes with 51-99 Approx Age

Annex Homes with 51-99 Approx Age

Welcome to the Annex, one of Toronto's most vibrant and culturally rich neighborhoods! Nestled just north of the bustling downtown core, this charming area is renowned for its eclectic mix of historic architecture, lush greenery, and a lively arts scene. The Annex is characterized by its stunning Victorian and Edwardian homes, many of which date back to the late 19th and early 20th centuries, making it a haven for those who appreciate character and history.

With homes that typically range from 51 to 99 years old, you’ll find a delightful variety of architectural styles, from grand mansions to cozy cottages. Each property tells a story, showcasing intricate details like stained glass windows, ornate moldings, and expansive front porches that invite you to sit back and enjoy the neighborhood's charm. The community is tightly knit, with friendly neighbors who take pride in their homes and gardens.

The Annex is not just about beautiful homes; it’s a vibrant hub of activity. The streets are lined with trendy cafes, boutique shops, and art galleries that reflect the area’s creative spirit. Residents enjoy easy access to parks, such as the picturesque Queen's Park, and the convenience of nearby public transit, making it easy to explore all that Toronto has to offer.

Whether you’re an artist, a family, or a young professional, the Annex has something for everyone. Embrace the rich history, diverse culture, and welcoming community that make this neighborhood a truly exceptional place to call home. Come discover the magic of the Annex!

Newest Annex Homes with 51-99 Approx Age

301 Dupont Street, Toronto
$1,299,000
4 Beds ⋅ 4 Baths ⋅ C13950348 MLS
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

301 Dupont Street, Toronto
190 St George Street Unit 501, Toronto
$1,178,800
2 Beds ⋅ 2 Baths ⋅ C13834310 MLS
Annex - Sophisticated living with Yorkville at your door. Welcome to this expansive 2 bedroom, 2 bathroom corner suite offering tranquil vistas, wrap around terrace of approx. 355 s.f. with walk-out from the living room/dining room and primary bedroom. This sought after suite, as mentioned in The National Post as one of the top ten Annex Condominiums offers buyer a spacious open concept living and dining room, Two bedrooms, the primary bedroom has a 3 piece ensuite. This residence offers approximately 1100 s.f. (interior space). The spacious second bedroom is conveniently adjacent to a 4 piece bathroom, the floor to ceiling windows affords the suite with natural light throughout the suite. Exceptional ANNEX Location, steps from the Two Subway lines at the Bloor/St George Subway line. Steps to Yorkville shopping, Entertainment and Dining. Steps to the University of Toronto. Exceptional value in this well managed Boutique Bldg., 190 St George voted as, one of the Top 10 Annex Condominiums by the National Post. Check-out Photography of the suite! **ENSUITE LAUNDRY IS CONNECTABLE WITH BOARD APPROVAL** Note: All Hallways & Corridors being refurbished. Finishes chosen and approved. Designer and Contractor approved by board. See attachement photos. Note: Two sets of photography- one showing the Suite Painted all white. Some photos are virtually staged.

190 St George Street Unit 501, Toronto
27 Boswell Avenue, Toronto
$4,995,000
3 Beds ⋅ 4 Baths ⋅ C13784186 MLS
Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares.

27 Boswell Avenue, Toronto
86 Dupont Street, Toronto
$1,599,000
4 Beds ⋅ 3 Baths ⋅ C13475446 MLS
Perfectly positioned where the Annex, Yorkville and Summerhill meet, 86 Dupont brings three of Toronto's most coveted neighbourhoods to your doorstep. This fully renovated three-storey, 3-bedroom, 3-bathroom home blends timeless character with contemporary comfort in an exceptional central location. A bright, open-concept main floor connects the living, dining and kitchen spaces, creating an inviting backdrop for daily life and effortless entertaining. A gas fireplace anchors the living room, while large windows draw in natural light. The chef-inspired kitchen pairs contemporary finishes with a generous breakfast bar and large wine fridge, making everything from morning coffee to evening gatherings feel easy. Step outside to a lovely private deck and landscaped backyard, ready for summer BBQs, relaxed dinners and time with friends. On the second floor, two spacious bedrooms are complemented by a stylishly updated 3-piece bathroom and a versatile lounge area with room to work, read or unwind. The entire third floor is devoted to a private primary retreat, featuring a luxurious 5-piece ensuite and ample closet space. A finished lower level with its own separate entrance adds a large recreation room, an additional bedroom and a kitchen rough-in, offering flexibility for a nanny suite or potential income opportunity. Explore the boutiques and dining of Yorkville, the character and culture of the Annex, and the neighbourhood favourites of Summerhill. Walk to schools, parks, cafes, restaurants, shops and everyday amenities, with transit close at hand for connections across the city. Enjoy morning coffee at a local cafe, browse neighbourhood boutiques, meet friends for dinner or spend an afternoon exploring local green spaces. From daily errands to weekend outings, this connected setting puts the best of city living within easy reach. With welcoming spaces to gather, quiet corners to unwind and a private outdoor escape, 86 Dupont offers a lovely home in a location to love.

86 Dupont Street, Toronto
1052 Bathurst Street, Toronto
$4,200,000
4 Baths ⋅ C13464044 MLS
Prime Detached 3-Storey Commercial Building in the Heart of The Annex. An exceptional opportunity to own a spacious, fully detached commercial building in one of Toronto's most highly visible and sought-after locations on Bathurst Street. Situated on a premium 25 x 120 ft lot with private parking, this oversized property is vacant and partially tenant occupied allowing you the freedom to set your own market rents or seamlessly relocate your business to this prime address. Inside, the building offers five distinct and self-contained units. The main floor features a bright, open-concept retail space with a walkout to a beautifully maintained rear yard. The upper levels include two generously sized loft-style studios, each with their own sun-drenched private decks. The lower level hosts a legal office or studio space alongside a large, separate room, while a rear garage and workshop add further flexibility for creative or storage use. This property presents the perfect blend of functionality, character, and potential. Whether you're an investor looking for strong income potential, an end user seeking a flagship location, or a REIT expanding into blue-chip real estate, this address checks all the boxes. The location is unmatched just minutes from the downtown core, Casa Loma, University of Toronto, Yorkville, the Royal Ontario Museum, and the luxury retail of Bloor Street West. Its also within easy reach of top private schools and premium healthcare institutions. With an 8-minute walk to Dupont subway station and excellent walk, bike, and transit scores, 1052 Bathurst Street is perfectly positioned in the vibrant, world-renowned Annex community

1052 Bathurst Street, Toronto
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