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The Annex

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About The Annex

One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.

To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.

The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)

Who Lives Here

For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.

Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.

What's Great About It?

The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.

In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.

When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.

Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.

Schools

When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).

The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.

Homes for sale in The Annex

Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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We have found a total of 172 listings, but only 148 are available for public display. To get instant access to all 172 listings, please .
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  • 38 Elgin Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12278824

    38 Elgin Avenue Annex Toronto M5R 1G6
    Main Photo: 38 Elgin Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12278824

    38 Elgin Avenue Toronto M5R 1G6 Annex

    $7,390,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12278824
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to this truly exceptional, fully renovated residence located in one of Torontos most prestigious neighbourhoods. Just moments from the heart of Yorkville, this home offers the perfect blend of refined design, upscale finishes, and urban convenience.Completely transformed by a professional designer, the interior features a seamless open-concept layout filled with natural light and timeless elegance. The custom kitchen is a true showpiece, featuring high-end appliances, bespoke cabinetry, and a striking marble countertop island perfect for both everyday living and entertaining.Upstairs, youll find spacious bedrooms with custom closets and spa-inspired bathrooms featuring luxurious materials and premium fixtures. The primary suite offers a tranquil escape, complete with a walk-in closet and a beautifully appointed ensuite. Located just steps from Yorkvilles world-class shopping, fine dining, cultural destinations, and transit, this home delivers designer living in one of the citys most desirable locations. Fully Smart Home Control 4 More details
    Listed by HOME STANDARDS BRICKSTONE REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • Garden Home 2 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12243593

    Garden Home 2 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: Garden Home 2 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12243593

    Garden Home 2 10 Prince Arthur Avenue Toronto M5R 1A9 Annex

    $6,950,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12243593
    Bedrooms:
    4
    Bathrooms:
    3
    An exceptional Garden Home now available at 10 Prince Arthur! The style and convenience of an Urban Bungalow - with almost 2,750 square feet of gracious interior space on a single level, surrounded by a private landscaped garden terrace all to yourself! Unequalled space steps to Avenue Road and Bloor in an intimate development of just 25 residences. 11 foot ceilings, expansive kitchen featuring Wolf and Sub-Zero appliances, 2 bedrooms with a den and office... this really feels like home. Developed by North Drive and designed by Richard Wengle with refined interiors from Brian Gluckstein and Michael London and featuring a very limited number of residences in a truly boutique building. Enjoy the comfort and convenience of 24-hour concierge, valet parking, private fitness facility, resident dining lounge with catering kitchen and courtyard sculpture garden designed by Janet Rosenberg. Located in the Annex, just steps from exceptional shopping, Yorkville's world-class dining, U of T, cultural institutions and the tranquil greenery of nearby parks, 10 Prince Arthur presents a rare blend of urban sophistication and neighborhood charm. **EXTRAS** A unique urban home. Wrap around garden with 3 distinct areas and 5 walk-outs from inside. Landscape lighting and irrigation. Includes secure, 2 car underground parking, storage and hst. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 34 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12413517

    34 Tranby Avenue Annex Toronto M5R 1N5
    Main Photo: 34 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12413517

    34 Tranby Avenue Toronto M5R 1N5 Annex

    $6,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12413517
    Bedrooms:
    4
    Bathrooms:
    5
    Bespoke luxury awaits in this one of a kind Annex/Yorkville masterpiece! This meticulous, back to the brick, custom renovation/rebuild with impressive 3 storey rear addition has been expertly designed and beautifully finished throughout. Extremely rare fully detached, 3 storey, single family home with private heated driveway & built in garage with interior access. Flawless interior design, with in floor radiant heating on all 4 levels, allows natural light to effortlessly cascade throughout the entire living space. Absolutely stunning custom kitchen anchored by show piece La Cornue gas stove with polished brass hardware exhibits timeless style summoning and expression of truly refined taste. Exquisite custom cabinetry meshes perfectly with quartzite counters, matching quartzite backsplash and panelled built appliances. Entertain your family and friends at the centre island offering seamless views of the entire main floor living space and your private backyard. The 2nd floor primary bedroom suite boasts a luxurious 5pc en suite bathroom offering opulent finishes you have come to expect while visiting your favourite spas. The underpinned lower level offers an in home theatre like entertainment space & even interior access to your private built in garage! Escape to your roof top deck amongst the treetops or relax, unwind and truly decompress in your private backyard oasis. Enjoy unmatched luxury in this Ideal location on Tranby Ave, a mature tree lined street ranked as one of Toronto's best by Christopher Hume offering a serene feel with undeniable character. Ideal location is just a short stroll to the boutique shops and cities best restaurants in Yorkville. Or wander and gaze at Toronto's beautiful historical architecture that you can only find in the Annex! 34 Tranby perfectly combines timeless elegance & unmatched luxury accented with just the right amount of historical charm. But to fully appreciate this special home you have to see it for yourself! More details
    Listed by FREEMAN REAL ESTATE LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12260322

    173-175 Madison Avenue Annex Toronto M5R 1V7
    Main Photo: 173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12260322

    173-175 Madison Avenue Toronto M5R 1V7 Annex

    $6,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12260322
    Bedrooms:
    14
    Bathrooms:
    15
    Unique Offering, Two-semi detached homes offered together for sale, converted into a 3.5 story 7- plex in the Annex. 1- 3 bedroom unit with 3 washrooms, and 6-2 bedroom units with 2 washrooms, all with ensuite laundry. Hyrdo electricity and gas is all separately metered. Tall ceilings. Combined, the two semis make one of the largest built structures in the Annex. The rear of the property is at the end of the laneway and has 7 car parking. Property is fully rented and is being offered for ~4% cap rate. Benefit from stable rental income or convert into a giant single family home. Heritage property status offers the benefit of lower property tax and financial assistance from the city to maintain the exterior of the building. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12241419

    404 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: 404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12241419

    404 10 Prince Arthur Avenue Toronto M5R 1A9 Annex

    $5,590,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12241419
    Bedrooms:
    3
    Bathrooms:
    3
    Now available at 10 Prince Arthur! This brand new 2 bedroom plus family room residence represents one of the final homes at this intimate development of just 25 residences. With occupancy already underway, now is the ideal time to secure this elegant suite providing almost 2,400 square feet of interior space with 10 foot ceilings, an expansive kitchen featuring Wolf and Sub-Zero appliances and a privileged south exposure with views over quiet Prince Arthur Avenue. Developed by North Drive and designed by Richard Wengle with refined interiors from Brian Gluckstein and Michael London and featuring a very limited number of residences in a truly boutique building. Enjoy the comfort and convenience of 24-hour concierge, valet parking, private fitness facility, resident dining lounge with catering kitchen and courtyard sculpture garden designed by Janet Rosenberg. Located in the Annex, just steps from exceptional shopping, Yorkville's world-class dining, U of T, cultural institutions and the tranquil greenery of nearby parks, 10 Prince Arthur presents a rare blend of urban sophistication and neighborhood charm. **EXTRAS** A unique urban home. 2 balconies, one from family room and one from primary bedroom. Includes secure, 2 car underground parking, storage and hst. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 18 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12403548

    18 Lowther Avenue Annex Toronto M5R 1C6
    Main Photo: 18 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12403548

    18 Lowther Avenue Toronto M5R 1C6 Annex

    $5,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12403548
    Bedrooms:
    4
    Bathrooms:
    4
    Situated on one of the city's most coveted streets, 18 Lowther Avenue blends modern living with timeless elegance. This three bedroom home features an open-concept main floor with over 3,200 sq. feet (above-grade) of light-filled living space throughout. The main floor boasts a large living room with soaring 10 ft ceilings and a spectacular solarium-style window opening up to the private garden patio, perfect for outdoor entertaining. The nice sized dining space flows into a gourmet chef's kitchen with a large island, top-of-the-line appliances, and a beautiful bay window overlooking the streetscape. Ascend the stairs to the second floor, where you will find a generously sized family room that could easily serve as a fourth bedroom. Walk down the hall to the large primary with a five-piece ensuite, lots of closet space, and big windows drawing in a ton of natural light. The third floor has a large bedroom with a walk-in closet, a washroom, a cozy den/office, and a third-floor terrace with north-facing views. The lower level features a third bedroom, washroom, laundry room, and large crawl space perfect for storing seasonal things. Walk out to a private garden oasis and enjoy the convenience of a rare double garage. Just steps from the University of Toronto, the Royal Ontario Museum, and upscale shops and restaurants in Yorkville. Close to some of the city's best schools, galleries, and green spaces. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 403 10 Prince Arthur Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12417299

    403 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: 403 10 Prince Arthur Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12417299

    403 10 Prince Arthur Avenue Toronto M5R 1A9 Annex

    $5,490,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12417299
    Bedrooms:
    3
    Bathrooms:
    2
    Discover urban sophistication at its finest in this stunning two-bedroom, two-bathroom condo within an exclusive boutique building of just 25 residences. This brand-new home offers an impressive 2,400 square feet of interior living space with soaring 10-foot ceilings that create an airy, open atmosphere throughout. The heart of this residence features an expansive gourmet kitchen equipped with premium Wolf and Sub-Zero appliances, perfect for culinary enthusiasts and entertaining alike. Step out onto either of two private balconies one accessible from the family room and another from the primary bedroom to enjoy your morning coffee or evening relaxation. Located in the coveted Annex neighborhood, you'll be mere steps from Whole Foods Market for convenient grocery shopping and the St George transit station for seamless city connectivity. The area boasts proximity to the University of Toronto, world-class Yorkville dining establishments, and cultural attractions that define Toronto's sophisticated urban lifestyle. Building amenities elevate daily living with 24-hour concierge service, valet parking, a private fitness facility, and an elegant resident dining lounge complete with catering kitchen. Your purchase includes secure underground parking for two vehicles plus additional storage space.The tranquil greenery of nearby parks, including Frank Stollery Parkette, provides a peaceful escape from city energy while maintaining easy access to exceptional shopping and dining.Quality construction meets thoughtful design in this rare opportunity to own a piece of Toronto's most desirable neighborhood, where urban convenience harmoniously blends with residential charm. More details
    Listed by PROPERTY.CA INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 40 Bernard Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12435486

    40 Bernard Avenue Annex Toronto M5R 1R2
    Main Photo: 40 Bernard Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12435486

    40 Bernard Avenue Toronto M5R 1R2 Annex

    $4,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12435486
    Bedrooms:
    5
    Bathrooms:
    5
    40 Bernard, with its recently completed and back to the bricks restoration/renovation, is one of the most beautiful homes in the East Annex. This historic Victorian is located on the best block of Bernard; just steps to Yorkville and Bloor Street shops and transit. Boasting 3685 square feet with tall ceilings throughout, this house is wonderfully spacious and airy. It retains its charm blended seamlessly with contemporary style in an artfully designed package. The main floor is open concept with a living room, dining room, and chef's kitchen with professional appliances, dining banquette, custom rift oak and white cabinetry, gorgeous fluted oak on the oversized island and coffee pantry and ribbed glass lit china cabinet. The leathered quartzite counter and backsplash is unique, durable and a natural piece of art. The kitchen is bathed in light with a lovely bank of side windows and an oversized sliding door leading to the private garden. The stunning primary retreat features a generous sized walk-in closet, elegant wainscotting and Juliet balcony. The ensuite washroom is encased in gorgeous tile with custom walnut vanity, matte resin freestanding tub and separate water closet. The third floor has been expanded to create two generous bedrooms and three piece washroom. The dug out lower level with 8' ceilings maintains the graciousness of the rest of the home with custom built ins, recreation room, bedroom, laundry and three piece washroom. A deep and private garden with deck and patio are enjoyed off the main floor. The library walks out to a balcony with lovely views over Bernard Avenue, and the third floor sundeck is secluded in the trees. High quality materials have been incorporated throughout with new mechanical systems. This home truly offers it all! More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 1202 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12387811

    1202 206 Bloor Street W Annex Toronto M5S 1T8
    Main Photo: 1202 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12387811

    1202 206 Bloor Street W Toronto M5S 1T8 Annex

    $4,995,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12387811
    Bedrooms:
    3
    Bathrooms:
    3
    Sophisticated Luxury in the Heart of Yorkville. Welcome to Museum House, an iconic 19-storey landmark residence in the heart of Bloor-Yorkville, offering boutique luxury living at its finest. This breathtaking 3-bedroom, 3-bathroom suite spans over 2,500 square feet of elegantly appointed space, with direct elevator access opening into your private residence. Enjoy uninterrupted southern CN Tower city views, each room framed by floor-to-ceiling windows that flood the home with natural light. The expansive open-concept living and dining areas are perfect for entertaining, while the custom kitchen boasts a large island, premium appliances, integrated wine refrigeration, and a sunlit breakfast area. The primary suite is a true retreat, featuring a spa-inspired ensuite and a spacious walk-in closet. The versatile third bedroom easily transforms into a refined home office. With soaring ceilings, impeccable finishes, and an unmatched location steps from Yorkville's finest restaurants, designer boutiques, art galleries, and cultural institutions - this is urban luxury redefined. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 41 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12280447

    41 Boswell Avenue Annex Toronto M5R 1M5
    Main Photo: 41 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12280447

    41 Boswell Avenue Toronto M5R 1M5 Annex

    $4,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12280447
    Bedrooms:
    4
    Bathrooms:
    5
    Beautifully crafted 3+1 bedroom detached home located in the heart of Yorkville. This stunning property features a quartzite kitchen, a lower-level gym with full-height ceilings, and premium finishes throughout. The interior design blends white oak, quartzite, marble, and brass accents, all meticulously curated during a complete renovation. Tucked away on a quiet cul-de-sac, this home offers a perfect alternative to condo living, combining luxury, style, and comfort. Heated driveway and pathways add both practicality and charm to this remarkable residence. A true Yorkville masterpiece, it delivers a refined yet functional living space that defines modern sophistication. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 37 Madison Avenue in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12254763

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12254763

    37 Madison Avenue Toronto M5R 2S2 Annex

    $4,988,888 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C12254763
    Total Area:
    7,262 sq. ft.
    Offered at $4,988,888, 37 Madison Avenue is a rare opportunity to own a landmark building in the heart of Toronto's prestigious Annex/Yorkville corridor. Designed by Edward James Lennox, architect of Casa Loma and Old City Hall, this three-storey, approx. 6,000 sq. ft. property blends Gothic, Queen Anne, and Edwardian influences with exceptional presence. Currently configured as elegant office space with 12 executive offices, 4 bathrooms, and 8 rear parking spaces, the building offers outstanding flexibility for a head office, wellness clinic, gallery, boutique hotel, or studio. A striking façade, historic character, and prime location just steps from Bloor Street, two subway lines, U of T, and Yorkville make this a truly unique commercial offering. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12259630

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12259630

    37 Madison Avenue Toronto M5R 2S2 Annex

    $4,988,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12259630
    Bedrooms:
    1
    Bathrooms:
    4
    Step into history at 37 Madison Avenue, an architectural masterpiece by Edward James Lennox, famed for landmarks like Casa Loma and Old City Hall. Completed in 1891, this rare heritage home blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences with striking presence and timeless elegance. Located between Yorkville and the Annex, the home features a distinctive façade, soaring ceilings, original woodwork, and expansive windows throughout approx. 6,000 sq. ft. of living space. A unique opportunity to restore or reimagine a landmark residence in one of Toronto's most coveted neighbourhoods. Enjoy unmatched access to world-class dining, boutique shopping, cultural institutions, top schools, and two subway lines, all just steps from your front door More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes
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Data was last updated October 7, 2025 at 06:15 AM (UTC)
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