Annex Homes for Sale

Annex Homes for Sale

Welcome to the Annex, one of Toronto's most vibrant and eclectic neighborhoods, where historic charm meets modern living. Nestled just north of downtown, the Annex is renowned for its stunning Victorian and Edwardian architecture, tree-lined streets, and a rich cultural tapestry that appeals to a diverse community. With its proximity to the University of Toronto, the area buzzes with youthful energy, making it a hub for students, professionals, and families alike.

The Annex is not just about beautiful homes—it’s a lifestyle. Residents enjoy an array of local amenities, including boutique shops, cozy cafés, and world-class dining options. Explore the bustling Bloor Street, where you’ll find everything from artisanal bakeries to trendy clothing stores. For those who appreciate the arts, the neighborhood boasts several galleries, theaters, and cultural institutions, including the historic Royal Ontario Museum.

For homebuyers, the Annex offers a unique selection of properties. From charming heritage homes with intricate details to contemporary condos boasting modern finishes, there’s something to suit every taste. The real estate market here is dynamic, with homes for sale that reflect the neighborhood's character and appeal. Whether you're seeking a spacious family home or a chic urban apartment, the Annex has it all.

With its unbeatable location, rich history, and vibrant community, the Annex is more than just a neighborhood—it's a place to call home. Discover the charm and excitement of this Toronto gem, and explore the homes for sale that could be your next sanctuary in the city!

Newest Annex Homes for Sale

497 Brunswick Avenue, Toronto
$3,495,000
4 Beds ⋅ 5 Baths ⋅ C14110250 MLS
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.

497 Brunswick Avenue, Toronto
Toronto
$5,950,000
5 Beds ⋅ 4 Baths ⋅ C14109720 MLS
A sophisticated urban lifestyle on one of Yorkville's most desirable streets (between Avenue & Bedford Road), steps to shopping, restaurants, galleries & schools. With its impressive proportions and abundant natural light, this detached 3-storey home presents an opportunity to create a state-of-the-art residence in the heart of the city. Floor-to-ceiling windows, a beautiful staircase and a large third-floor skylight are among the home's distinctive features. The kitchen and breakfast area also enjoy natural light from above, while the adjoining den walks out to a beautiful two-level city garden, creating a private outdoor retreat. The second floor could be transformed into an exceptional primary suite. The lower level features above-grade windows and walk-outs to both the front of the home and the garden. A double built-in garage with direct access to the home completes the offering. A distinctive Yorkville address, ready for its next chapter.

Toronto
783 Euclid Avenue, Toronto
$999,000
5 Beds ⋅ 2 Baths ⋅ C14094268 MLS
Prime Seation Village Location (Bloor/Bathurst) Solid Brick Semi detached 2 1/2 Storey 4 Bedroom + Den large Home & for large family, open concept main floor (hardwood floor), 2nd floor with large balcony, spacious bedrooms, Large backyard, Ideally situated on a Tree-line street, Great opportunity walk to Bathurst Street Subway Station, Bloor Street, Palmerston Avenue Junior PS, Vermont Square Park, Christi Pits Park, Mirvish Village, Shops, Restaurants.

783 Euclid Avenue, Toronto
26 Bishop Street, Toronto
$1,599,000
3 Beds ⋅ 3 Baths ⋅ C14093312 MLS
Welcome to 26 Bishop Street, where sophisticated city living meets the charm and privacy of a beautifully renovated home in the heart of Yorkville Village. Nestled on a character filled, no- through street. Completely transformed with style and attention to detail, this exceptional 3-bedroom, 3-bathroom residence offers a rare opportunity to enjoy true turnkey living in one of Toronto's most coveted neighbourhoods. Step inside to beautifully curated interiors designed for both everyday living and effortless entertaining. Three spacious bedrooms and three beautifully appointed bathrooms provide exceptional versatility, while the private backyard creates your own peaceful escape in the city. Finished with elegant, low-maintenance stonework, it's the perfect setting for summer dinners, morning coffee or cocktails under the stars. Even more coveted in this location, your own private parking! And then there's the lifestyle. Step outside and experience the very best of Yorkville just moments from your door. Stroll to celebrated restaurants, charming cafés, designer boutiques, Whole Foods, Ramsden Park, Bloor Street and the TTC, with some of Toronto's finest shopping, dining and cultural destinations all within easy reach. Stylish, sophisticated and completely move-in ready, 26 Bishop offers something increasingly difficult to find in the city: the warmth and privacy of a home, outdoor space and parking, all wrapped in the unmistakable lifestyle of Yorkville.

26 Bishop Street, Toronto
267 Albany Avenue, Toronto
$1,118,000
4 Beds ⋅ 3 Baths ⋅ C14033736 MLS
Prudent Investment Vehicle, or Live in the Heart of the Annex and Cover your Mortgage Payments. An outstanding opportunity on a friendly Annex street, with Palmerston Elementary, Essex, and Harbord Collegiate catchment. Short walk to UofT and George Brown Campuses. 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. Each unit has its own laundry facilities. 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. 2,441 sqft of living space includes 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 fire pit 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
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
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