Annex Homes with 100+ Approx Age

Welcome to 33 Tranby Avenue - a Walker's Paradise in the heart of the Annex. Steps to Yorkville's shops, restaurants and cafes, U of T, Hospital Row and two subway lines, this transitional residence delivers the highest level of finishings with a warmth that makes it a true home. 3 bedrooms, 4.5 bathrooms designed for the way professionals and families actually live. A complete renovation by GES Contracting with interiors by Wise Nadel - a fully renovated chef's kitchen, spa-inspired bathrooms, and integrated Sonos sound In Built In Speakers throughout. The garden has been reimagined by AHS Landscaping into a private outdoor sanctuary featuring a gourmet outdoor kitchen, alfresco dining area, and firepit lounge for cooler evenings. Professional irrigation and architectural outdoor lighting extend the living space into the trees. Lock-and-leave ease meets entertainer's dream - the rare downtown home delivering walkability, design, and outdoor living in one address. Private viewings by appointment. Great Options for parking, whether its street parking or renting near by underground.

33 Tranby Avenue, Toronto

$1,089,000

3 Beds ⋅ 2 Baths ⋅ C13886790 MLS

Welcome to an exceptional opportunity in one of Toronto's most sought-after areas. This charming row house combines character, thoughtful upgrades, and an unbeatable location-just steps from Bloor Street subway and all the amenities you need. Surrounded by great schools, parks of all sizes and major city attractions. Enjoy impressive Old Toronto curb appeal on a quiet, welcoming street, with a refreshed low-maintenance front yard and updated façade featuring new wood siding. Inside, original character meets modern style, including original wood floors and railings that have been carefully tightened and refreshed, new gauged slate flooring on the main level, and distinctive Z-Brick interior detailing.The upgraded kitchen features higher-end appliances, stylish backsplash, double sink, pot lights, and slate flooring. The dining room offers heated floors with double-door walkout to a private, low-maintenance patio retreat. Upstairs, is a beautifully updated bathroom with heated floors, a striking tin ceiling, and granite vanity top. The primary bedroom on the third floor showcases an exposed beam ceiling, with nice light coming in from the window and skylights. The second floor has a large bedroom at the front and a small bedroom. More outdoor living with your spacious 13' x 8' north-facing balcony-perfect for a small sectional and morning coffee.The dry, professionally dug and trenched basement features drainage improvements and specialized fabric. A nice basement bathroom with large porcelain tile flooring and giant subway tile. Additional updates include storage acleaned air ducts, soundproofing on the East wall, dedicated A/C units for the upper floors, a newer front roof and a convenient mini shed for garbage bins. It was also Energy-Certified by Green Savers. This home offers character, comfort, style and location in one remarkable package. Perfect for a young family, professional couple, investor or even joint ownership, each friend has their own bedroom floor.

84 London Street, Toronto

$2,725,000

5 Beds ⋅ 3 Baths ⋅ C13865362 MLS

Tucked right where Yorkville meets the Annex, this gorgeously renovated Victorian semi is on a quiet, low-traffic street, just a short stroll from all the best of Yorkville. It's got three storeys of that perfect mix of old-house charm and modern-day comfort. You'll notice the soaring ceilings and original details right away, and there's heated flooring throughout the whole lower level and the primary ensuite, so no cold feet in the winter. The kitchen's a real hangout spot, with a gas range and oven, a big centre island, and a wine fridge, and it opens right out onto a landscaped garden terrace with a little fountain. Front and back yards are both nicely landscaped, and there's a gas line already hooked up for the barbecue, so summer entertaining is easy. Upstairs you've got four good-sized bedrooms, a beautiful Victorian-style primary ensuite, and honestly a jaw-dropping third-floor bathroom with a six-piece spa setup, steam shower, and even a Japanese toilet. The wallpaper throughout is imported from Rebel Walls, so it's got that extra designer touch. Walk in the front door and you're greeted by a gorgeous original stained-glass window, and the main floor has a cozy wood-burning fireplace for those nights in. There's also a nice big laundry room on the second floor, which always makes life easier. And the location is unbeatable. You're minutes from Whole Foods, Equinox, the ROM, U of T, and all the shopping and restaurants on Bloor's Mink Mile. Plus you're close to the Financial District, the hospitals, and some of the city's best schools, like Mabin, UCC, The York School, and De La Salle. TTC's just a couple minutes away too.

41 Chicora Avenue, Toronto

$6,500,000

4 Beds ⋅ 5 Baths ⋅ C13861584 MLS

A rare, turn-of-the-century Victorian, reimagined for modern luxury in the heart of Annex/Yorkville corridor. Set on one of the area's most coveted streets, this one-of-a-kind detached residence seamless blends timeless old-world charm with elevated contemporary design. Completely rebuilt to the studs with exceptional craftsmanship, this 4+1 bedroom, 5 bathroom home spans over 4,500 sq.ft across three impressive levels. Soaring 10.5 ft ceilings, solid oak and stone floors and curated architectural detailing, create a sense of refined elegance. Gracious principal rooms are designed for both intimate living and sophisticated entertaining, anchored by a stunning marble wood-burning fireplace, one of four fireplaces featured. A custom chef's kitchen serves as the heart of the home, complete with a centre island, Wolf & Subzero appliances, and seamless flow into a formal 10-seat dining room. Just beyond, a private backyard oasis, ideal for hosting or unwinding in style. Natural light pours through expansive windows, enhancing the home's warm, inviting ambiance. The grand staircase leads to the second floor family/media room w/fireplace overlooking the tree-lined street and up to the third level, offering three spacious bedrooms, w/2 full baths. The primary suite is a private retreat, featuring its own fireplace, walk-in closet, secondary laundry & spa-inspired 6 piece ensuite with oversized tub, steam room, and separate shower. Lower level showcases Italian tile, exposed brick, wine room and a generous recreation space with walkout access to a beautifully landscaped backyard complete with in-ground pool & jacuzzi. Set on a 39 x 111 ft lot, the home also offers exceptional curb appeal, heated interlocking drive w/parking for 3 vehicles. Steps to Yorkville's premier shopping and dining, top-tier schools, parks, TTC, and the downtown core, this residence delivers a rare combination of heritage character, modern conformd, and prestigious location - elevated urban living.

140 Bedford Road, Toronto

$2,199,000

8 Beds ⋅ 6 Baths ⋅ C13817514 MLS

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.

85 Walmer Road, Toronto

$5,995,000

5 Beds ⋅ 5 Baths ⋅ C13812422 MLS

A timeless and elegant Victorian home in Yorkville's best address! A special residence that perfectly blends classic charm with modern convenience. Featuring incredible 10 ft ceilings and gorgeous details - eye catching fireplaces, a stunning staircase, and intricate crown molding and wainscotting. Stately principal rooms with a formal living and dining room, and additional space in the family room. Designer kitchen with elegant finishes, custom cabinetry, a large central island, abundant storage, and French doors leading to the garden. The second floor has two primary suites, each with ensuites and extensive closets. The third floor is absolutely special, with a terrace offering views of Yorkville, a family room, another bedroom, and a full bathroom. An exceptional lower level that maximizes space and functionality: high ceilings, full kitchen, recreation room, bedroom, bathroom, and laundry with a separate entrance. With over 4000 sq ft of living space and superior craftsmanship, this premier property is the pinnacle of the Yorkville lifestyle. The backyard is a private sanctuary in the middle of the city that transcends you to your own peaceful paradise with luscious gardens and a hot tub. The location is exceptional; being just a few steps from Yorkville Ave, and around the corner from the extensive line-up of the finest shops and dining, and all possible urban amenities. All in all, a magnificent house in the finest of locations.

79 Hazelton Avenue, Toronto

$2,499,000

4 Beds ⋅ 3 Baths ⋅ C13731184 MLS

A true gem in the heart of Yorkville! Ideally positioned for both residential and commercial use. Currently being used as a single-family home, the main floor living and dining area are open concept with a powder room, galley kitchen and breakfast bar leading to a private back deck and garden. A large and bright full bathroom serves the four bedrooms on the second and third floor. Hardwood and neutral tones throughout provide a clean slate for imagination and creativity. The separate basement can be used as an apartment for additional income or as a space for guests or storage. Literal steps away from luxury retail, dining and hotels, The ROM, Koerner Hall, UofT, N/S/E/W subway connections plus the energy and appeal of one of the city's most coveted neighbourhoods. Zoned for both residential and commercial uses, this perfectly situated blank canvas is your ideal entry point to all that Yorkville has to offer. Check out our virtual tour!

107A Scollard Street, Toronto

$1,599,000

2 Beds ⋅ 2 Baths ⋅ C13719218 MLS

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.

348 Dupont Street, Toronto

$1,599,000

2 Baths ⋅ C13704862 MLS

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.

348 Dupont Street, Toronto

$1

7 Baths ⋅ C13614320 MLS

Colliers Private Capital Investment Group is pleased to present 34 Madison Avenue, an 8,048 SF purpose-built childcare facility situated in The Annex, one of Toronto's most affluent and highly sought-after neighbourhoods. The Property is leased to a well-established Toronto-based childcare operator on a 10-year initial term, providing a secure and growing income stream with minimal landlord responsibilities. The Property benefits from a 98-child licensed capacity and has undergone a comprehensive renovation, including structural improvements, handicapped washrooms, sprinkler installation, new lighting, electrical and HVAC systems, plumbing upgrades, washroom additions, and the conversion of the former parking area into an outdoor play space. Situated on a 6,340 SF lot with 50 feet of frontage along Madison Avenue, the property is steps from Bloor Street West, the University of Toronto, and Spadina subway station. With a strong demand-supply imbalance, significant barriers to new childcare facility development, a defensive income profile and long-term cash flow with annual escalations, 34 Madison Avenue represents a rare opportunity to acquire a stabilized, single-tenant asset with contractual rental growth in a premier downtown location.

34 Madison Avenue, Toronto

$1

7 Baths ⋅ C13614310 MLS

Colliers Private Capital Investment Group is pleased to present 34 Madison Avenue, an 8,048 SF purpose-built childcare facility situated in The Annex, one of Toronto's most affluent and highly sought-after neighbourhoods. The Property is leased to a well-established Toronto-based childcare operator on a 10-year initial term, providing a secure and growing income stream with minimal landlord responsibilities. The Property benefits from a 98-child licensed capacity and has undergone a comprehensive renovation, including structural improvements, handicapped washrooms, sprinkler installation, new lighting, electrical and HVAC systems, plumbing upgrades, washroom additions, and the conversion of the former parking area into an outdoor play space. Situated on a 6,340 SF lot with 50 feet of frontage along Madison Avenue, the property is steps from Bloor Street West, the University of Toronto, and Spadina subway station. With a strong demand-supply imbalance, significant barriers to new childcare facility development, a defensive income profile and long-term cash flow with annual escalations, 34 Madison Avenue represents a rare opportunity to acquire a stabilized, single-tenant asset with contractual rental growth in a premier downtown location.

34 Madison Avenue, Toronto

$1,199,000

3 Beds ⋅ 3 Baths ⋅ C13538050 MLS

Rarely available Prime Seaton Village Semi! This charmingly original family home offers the perfect blend of urban convenience and neighborhood warmth in the heart of The Annex. The property features a 3 fully self-contained suites ideal for rental income or extended-family. Complete with a detached garage and spacious backyard, you are just steps away from the Loblaws, TTC, local shops, parks, and restaurants. All fixtures and chattels are in "as is" condition and property is ready for a full renovation to the buyer's tastes!

636 Clinton Street, Toronto

Annex Homes with 100+ Approx Age

Newest Annex Homes with 100+ Approx Age