Annex Homes for Sale

Annex Homes for Sale

Welcome to the Annex, one of Toronto’s most vibrant and eclectic neighborhoods! Nestled just north of downtown, this charming area is renowned for its rich history, diverse culture, and artistic spirit. The Annex is characterized by its stunning Victorian and Edwardian homes, many of which have been lovingly preserved and restored, offering a unique blend of old-world charm and modern convenience.

The streets are lined with lush trees and beautifully manicured gardens, creating a picturesque backdrop for residents and visitors alike. The Annex is not just a feast for the eyes; it is also a hub of activity, with an array of cafes, boutiques, and restaurants that cater to every palate. From cozy coffee shops to upscale dining, there’s something for everyone to enjoy.

For those who appreciate the arts, the neighborhood is home to the renowned Bata Shoe Museum and the historic Royal Ontario Museum, making it a cultural hotspot. The Annex is also conveniently located near public transit, providing easy access to the rest of Toronto’s attractions.

Currently, there are a variety of homes for sale in the Annex, ranging from charming single-family residences to modern condominiums. Whether you’re a first-time buyer or looking to invest in a luxurious property, the Annex offers a unique opportunity to immerse yourself in a vibrant community while enjoying the comforts of home.

Explore the Annex today and discover why it’s one of Toronto’s most sought-after neighborhoods! Your dream home awaits in this captivating area!

Newest Annex Homes for Sale

267 Albany Avenue, Toronto
$1,118,000
4 Beds ⋅ 3 Baths ⋅ C14033736 MLS
An outstanding opportunity in the heart of the Annex! This well-maintained three-storey semi-detached home offers three self-contained residential suites, established rental income and exceptional flexibility in one of Toronto's most sought-after neighbourhoods. An appealing option for investors, end-users seeking income to help offset ownership costs, or those considering a future multi-generational or single-family home. The upper two floors feature a three-bedroom suite ($2,780/month), the main floor a one-bedroom suite ($1,845/month), and the basement a bachelor suite ($938/month). Total current rental income of $5,563/month. All three tenancies are month-to-month. A compelling opportunity to secure a versatile income property in an established, highly walkable downtown neighbourhood, with long-term potential to make it your own. UPGRADES BY SELLER: Significant improvements over the years include basement underpinning and floor lowering, roof replacements, updated 1st floor windows, furnace, and replacement of the main drain from the street. Additional upgrades include a sump pump, backwater valve, and basement flooring (2021), along with a renovated main-floor kitchen and updated appliances throughout the 3 suites. A well-maintained property with substantial investment in key structural and mechanical components.

267 Albany Avenue, Toronto
200 Albany Avenue, Toronto
$1,599,000
4 Beds ⋅ 3 Baths ⋅ C14029132 MLS
Think living in The Annex is out of reach for you? Come check out 200 Albany Avenue! Welcome to this classic redbrick Toronto 2.5-storey home brimming with charm in one of Toronto's most desirable & most connected neighbourhoods - the Annex! Currently set up as two units offering lots of versatility - live in one & rent out the other, or live in the entire home. Step into the proper foyer on the main level & notice right away the wooden character details & crown moldings that make a home like this truly special. Here you'll find the living room, dining room, & updated kitchen, plus a convenient main-floor bathroom, so you can move right in without lifting a finger. On the top two floors you'll find three family-sized bedrooms including a large primary bedroom, and a secluded rooftop deck. There is also a large den/family room that can easily be converted back into a bedroom or used for a sitting room, play room, home office, or whatever your heart desires. You'll also find an enclosed balcony upstairs that can be opened up - what's more Toronto than that? Downstairs is a lovely in-law suite that has been dug down to offer ample ceiling height & a separate entrance, offering flexibility for income or extra space when you need it most. The low-maintenance backyard, complete with grapvevines and native perennials & legal front-pad parking are cherries on top of this fabulous Toronto home. Not that you'll need the car with Dupont Station on TTC subway line 1 & Bathurst Station on subway line 2 just a short walk away. When it's time to leave home, you've got all the best shops, restaurants, & amenities along Bloor St. W. & Dupont St. right at your fingertips. Plus, you're a stone's throw away from so many great parks & Toronto monuments including Casa Loma, Christie Pits, & more - family walks & strolls with your pup will never be the same! Welcome home!

200 Albany Avenue, Toronto
33 Tranby Avenue, Toronto
$3,425,000
3 Beds ⋅ 5 Baths ⋅ C14028624 MLS
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
767 Euclid Avenue, Toronto
$2,700,000
5 Beds ⋅ 5 Baths ⋅ C13882836 MLS
Four residences. Endless possibilities. One remarkable piece of Toronto history. Set on coveted Euclid Avenue in the heart of Seaton Village, this detached Victorian fourplex blends timeless character, impressive income potential and rare versatility. Dating back to 1885 and complete with its original slate roof, this building has a story. Each self-contained residence has its own personality and private outdoor space. The expansive two-level main residence offers a gas fireplace, bright kitchen and dining area, a dedicated office with patio walk-out, three bedrooms across both levels and two four-piece baths. The second-floor one-bedroom suite features a bay-windowed bedroom, multiple closets, soaring ceilings, an electric fireplace, a three-piece bath, and a private balcony. Above, a spectacular two-storey suite delivers a gas fireplace, bright living and dining areas, a bonus reading room or office, a five-piece bath, a generous balcony, and a loft-style bedroom overlooking the space. The high-ceilinged bachelor completes the offering with a sunken kitchen and large private sunken patio. Three units feature newer heat pumps. The second and third floors have separate gas and hydro meters plus ensuite laundry; the main and basement share laundry and utilities. The current owner reports near-zero vacancy throughout ownership. Live beautifully while generating income, accommodate extended family or lease all four. Steps to Bloor, cafés, restaurants, independent shops, parks and the subway - 767 Euclid is distinctly Toronto and undeniably special.

767 Euclid Avenue, Toronto
154 Harbord Street, Toronto
$2,550,000
3 Baths ⋅ C13873634 MLS
A rare opportunity to own a distinctive and exceptionally maintained mixed-use property in one of Toronto's most sought-after downtown neighbourhoods. Offering approximately 2,400 sq. ft. of versatile space and an impressive 100 feet of street frontage along Harbord Street, this striking corner property combines exceptional curb appeal, architectural character, and endless possibilities for an owner-user, investor, professional practice, wellness studio, retail concept, or live/work environment.The expansive main floor features soaring ceilings, marble accents, abundant natural light, and a flexible open layout adaptable to a wide range of commercial uses. Upstairs, cathedral ceilings, dramatic French doors with Juliet balconies, and access to a private rooftop terrace with CN Tower views create an inspiring setting for offices, treatment rooms, creative spaces, entertaining, or potential residential use.Thoughtfully improved and meticulously maintained, the building offers two light-filled levels plus a finished basement, with extensive recent upgrades to the electrical, HVAC, plumbing, roofing, and exterior. Additional highlights include heated floors, skylights, built-in cabinetry, three bathrooms with rough-ins for three more, and multiple outdoor spaces, including a beautifully landscaped side garden framed by perennial plantings.Previously home to a high-end restaurant and currently operating as a retail and wellness space, the property offers remarkable adaptability for a variety of future uses. Ideally located in a vibrant, highly desirable neighbourhood with excellent amenities and convenient transit access, this is an exceptional opportunity to acquire a truly unique property and bring your business or investment vision to life.

154 Harbord Street, Toronto
112 Albany Avenue, Toronto
$2,100,000
5 Beds ⋅ 5 Baths ⋅ C13871128 MLS
On an elegant mature tree lined street in the heart of the Annex sits this generously sized updated Edwardian family home. Boasting over 3,000 sq ft above ground there is ample room for a large family or an amazing opportunity for a live-in + remote/work at home scenario or even to possibly create multiple living spaces. The space is here. Big rooms can be re-imagined as work spaces, bedrooms or family rooms. The house is in good shape with updated wiring and mechanics and was previously remodelled and extended out featuring a unique layout with the kitchen on the second floor. There are large decks on each floor offering plenty of sun filled outdoor space. The big lot also features a double car detached garage rare for the neighbourhood. The primary suite on the third floor is a huge bright room with walk-in closets, ensuite and a massive private deck. The location does not get any better on a beautiful block of classic Annex homes with Bloor one block away and Bathurst around the corner. Schools (Palmerston elementary school TDSB district + french immersion, RSGC across the street), parks, shops, cafes, dining, groceries, community centres & public transportation (Bathurst TTC Station) are all close by. This is truly an incredible location in the heart of the city on a remarkably quiet and low traffic street. What makes the Annex truly unique is the convenience of its centrality combined with the tranquil community feel with lush green spaces and grand historic homes. The house features numerous upgrades, preserved original details, many built in storage and shelves and has been well taken care of. A home inspection report is available. A grand opportunity to remodel your forever home.

112 Albany Avenue, Toronto
756 Euclid Avenue, Toronto
$1,599,000
7 Beds ⋅ 3 Baths ⋅ C13869294 MLS
Not looking for someone else's renovation? Good. This substantial detached red-brick Victorian delivers the character, scale and possibilities that are increasingly hard to find in the Annex/Seaton Village. Held by the same family for decades, it offers over 3,400 sq. ft. across three finished levels, currently arranged as two generous apartments, plus a finished basement with separate entrance and shared laundry. Ready for its next chapter? Absolutely. Reimagine the existing layout, explore creating a wonderful multi-generational home, or bring it back to one grand single-family residence. The bones, the space and the Victorian charm are already here - bring your vision. Out back, a two-car garage with laneway access adds another intriguing layer: a laneway-home feasibility report is available to buyers, outlining the potential for an additional residence. A big Victorian house you can transform on a generous lot, in a neighbourhood you'll never want to leave.

756 Euclid Avenue, Toronto
128 Wells Street, Toronto
$1,999,999
4 Beds ⋅ 4 Baths ⋅ C13866852 MLS
Architect-Designed Annex Renovation Showcasing Bright, Modern Interiors with High Ceilings Throughout and an Abundance of Natural Light. Spanning Over 2,700 Sq Ft Across Three Well-Designed Levels, This Home Features a Versatile Finished Loft Easily Convertible to a Fourth Bedroom or Office, Plus a Fully Finished Basement with Walkout and In-Law Suite. Thoughtfully Updated with Contemporary Finishes and Four Luxurious Bathrooms. Open-Concept Living and Dining Flow into a Designer Kitchen with Walkout to a Large Deck and Private Garden-Perfect for Entertaining. The Primary Suite Offers a True Retreat with a Spa-Inspired Ensuite and Walk-In Closet. Stunning Third-Floor Loft with Bath and Rooftop Walkout.Located just steps from Summerhill Market, great coffee shops, Bathurst & Dupont Subway Stations, restaurants, boutiques, parks, and everyday neighbourhood amenities. Enjoy easy access to Yorkville and Bloor Street. This is Annex living at its best-modern, comfortable, private, and perfectly located. Abundant street parking is an added bonus.

128 Wells Street, Toronto
24 Bishop Street, Toronto
$2,485,000
3 Beds ⋅ 3 Baths ⋅ C13865686 MLS
A rare detached gem in the heart of Yorkville, nestled on a quiet Cul de Sac, this home boasts a distinguished façade and sundrenched interiors.This fully renovated executive home blends timeless elegance with modern comfort, offering exceptional presence and an abundance of natural light. Framed by three walls of windows, the main level is flooded with natural sunlight, highlighting the rich character of original wood floors, period custom trim, Victorian millwork, beadboard, and thoughtfully preserved vintage touches that beautifully unite heritage charm with modern refinement. Designed for sophisticated living and effortless entertaining, the open-concept principal rooms offer seamless flow between living, dining, and gathering spaces. The chef-inspired kitchen features a generous centre island and too is sundrenched with a rear wall of windows and deliberately selected Southern exposure window that welcomes the sun in all day. The kitchen is designed for both everyday living and hosting, and features consistent main flooring, generous cupboard space and seamless sightlines to the beautifully landscaped back patio and garden. A walkout enhances the indoor-outdoor flow, making entertaining effortless. Upstairs, two generously sized bedrooms each enjoy the privacy of their own full bathrooms, including a spacious primary suite with a dedicated ensuite. The Primary retreat was also designed with a large dressing area complete with skylight and ample clothes storage. The lower level expands the living space with a large open-concept recreation room, a full bathroom, and a separate walkout entrance with direct access to the front of the home-offering excellent potential for a private rental suite or guest quarters. Outside, the maintenance-free backyard is a true retreat, showcasing lush seasonal blooms and providing the perfect setting for summer entertaining. A wonderful condo alternative and rare opportunity to own a detached home in this prestigious enclave.

24 Bishop Street, Toronto
41 Chicora Avenue, 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
123 Birch Avenue, Toronto
$3,179,000
4 Beds ⋅ 4 Baths ⋅ C13864826 MLS
Centre Ice at Yonge & Summerhill! Welcome to 123 Birch Ave, an exceptional detached home in one of Toronto's most coveted family neighbourhoods, in the highly sought-after Cottingham Jr. PS district - ranked the #1 elementary school in Ontario. Beautifully renovated & featured in House & Home magazine, this is that rare Summerhill combination: a sophisticated, move-in-ready family home with a private drive & integrated garage, just steps to everything along Yonge. Offering approx. 2,644 sq ft of total living space, 4 bedrooms & beautifully considered interiors. Soaring 9'4" ceilings on the main floor, w/ hardwood floors & custom detailing set the tone. The fabulous kitchen features a Wolf 6-burner range, Caesarstone counters, marble backsplash, breakfast bar & incredible storage, opening to a generous dining area & expansive living room with custom built-ins. Sliding doors lead to a private deck & enclosed city garden - an incredible extension of the living space for summer dinners & entertaining. Upstairs, the oversized primary retreat overlooks the garden with custom closets & a spa-like ensuite with heated stone floors, soaker tub & glass shower. A fabulous 2nd bedrm/office with cathedral ceiling, skylight, bay window, built-in desk & Murphy bed offers wonderful flexibility, while 2 additional bedrooms & a skylit bath complete the 3rd floor. The finished lower level offers a cozy rec rm w/gas fireplace, custom built-ins, powder rm, laundry & direct access to the garage. New roof 2026; Lennox furnace & A/C 2025.And the location simply doesn't get better! Walk out your door to Summerhill's shops, cafés & restaurants, TTC, parks & Cottingham Jr PS. A beautifully renovated detached home, private drive, integrated garage & one of the very best school districts in Ontario - right in the heart of Summerhill.

123 Birch Avenue, Toronto
140 Bedford Road, 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
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