The Annex
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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1301 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13201510
1301 287 Davenport Road Toronto M5R 1J9 
$10,499,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13201510
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to The Bedford on the quiet side of Yorkville. Designed for those who value ceremony, separation, and presence, this 3,679 sq. ft. two-storey penthouse introduces a rarely offered sense of arrival within a condo residence setting. The primary suite is approached through its own private foyer, with a walk-in closet and a refined ensuite typically reserved for custom homes.The remaining bedrooms are thoughtfully grouped yet discreet, connected by a shared guest lounge or study - buffering space for children, guests, or multigenerational living. Each bedroom includes its own ensuite and walk-in closet. A large laundry room is positioned for convenience without interrupting the flow of the suite.The upper level reveals a dramatic shift in scale: the ceiling opens to the level below, allowing light to travel freely through the home. This floor is devoted to social living, with a study, powder room, and a terrace designed to accommodate an outdoor kitchen, positioned to capture north, west, and south panoramic views. A second terrace on the lower level provides a more sheltered outdoor experience.The Studio Paolo Ferrari kitchen is seamlessly integrated into the upper living environment, with stone slab surfaces, soft-close cabinetry, and a six-piece Miele appliance package. Wide plank flooring and individually controlled HVAC throughout.The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. More detailsListed by SAGE REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13444440
401 321 Davenport Road Toronto M5R 1K5
$8,875,990Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13444440
- Bedrooms:
- 3
- Bathrooms:
- 4
Perched above a quiet, tree-lined street, this exceptional residence at 321 Davenport is ideally located in the heart of TheAnnex, just a short walk to the shops, restaurants, and wellness destinations of Yorkville. Designed with modern elegance and cleanarchitectural lines, this boutique building offers a private and refined lifestyle residence. This spacious 3-bedroom + den, 3.5-bathroom suiteoffers approximately 3,809 sq. ft. of interior living space plus a 262 sq. ft. terrace. Floor-to-ceiling windows showcase beautiful south, east, andwest city views, while the large terrace overlooks the surrounding treetops and the downtown skyline. The suite features 10-foot ceilingsthroughout, a beautifully designed modern kitchen and bathrooms, and premium Miele appliances. The unit also includes one EV parkingspace, one standard parking space, and a private storage room. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
1501 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13081348
1501 206 Bloor Street W Toronto M5S 1T8
$8,495,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13081348
- Bedrooms:
- 3
- Bathrooms:
- 3
Museum House. Rarely available full-floor suite. Direct elevator to 4,276 sf. Soaring 11 ft coffered ceilings crowned with elaborate mouldings and floor-to-ceiling windows create an impressive sense of spaciousness, while the richly detailed living room fireplaces fashion an ambience of warmth and comfort. Superbly precision custom crafted details and impeccable use of the finest materials combine to fashion an unparalleled exclusive resplendent residence. Gallery perfect for showcasing artwork. Large terraces afford extraordinary north & south panoramic skyline vistas. A vibrant location in the heart of The Annex within walking distance to world-class restaurants of Yorkville and Hazelton Lanes, the designer boutiques of Bloor St. W & an amazing array of landmarks including the ROM, Royal Conservatory of Music, University of Toronto's Philosophers Walk, the natural beauty of Queens Park and the historic Ontario Legislative building. See detailed feature sheet attached for additional property information. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13022438
46 Lowther Avenue Toronto M5R 1C6
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13022438
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic facade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
38 Elgin Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13051156
38 Elgin Avenue Toronto M5R 1G6
$6,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13051156
- 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 detailsListed by HOME STANDARDS BRICKSTONE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
406 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13199712
406 287 Davenport Road Toronto M5R 1J9
$6,524,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13199712
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to The Bedford on the quiet side of Yorkville. This 2,890 sq. ft. three-bedroom plus den residence is an exercise in light and proportion, where a wall of south-facing windows captures panoramic views and sunlight throughout the day. A central gallery flows into connected living, dining, and lounge areas, each with a sense of intimacy and purpose. A balcony along the living area invites al fresco dining, while the den sits tucked off the main flow, perfect for work or reading.The primary suite occupies a corner with maximum light and views, complete with a walk-in closet and a Studio Paolo Ferrari ensuite featuring floating vanities, stone slab counters, and integrated storage. Two secondary bedrooms are placed to maximize privacy, each with its own ensuite. An additional walk-in storage space provides organization without interrupting the living flow.The Studio Paolo Ferrari kitchen sits as a subtle focal point, with stone slab counters and backsplash, soft-close cabinetry, and a six-piece Miele appliance package. A dedicated laundry room and individually controlled HVAC complete the residence.The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. More detailsListed by SAGE REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
140 Bedford Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13047138
140 Bedford Road Toronto M5R 2K2 OPEN HOUSE: Jul 04, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, July 4, 2026 2:00PM - 4:00PMOPEN HOUSE: Jul 05, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, July 5, 2026 2:00PM - 4:00PM
$6,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13047138
- Bedrooms:
- 4
- Bathrooms:
- 5
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. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
Garden Home 1 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13413060
Garden Home 1 10 Prince Arthur Avenue Toronto M5R 1A9
$6,495,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13413060
- Bedrooms:
- 4
- Bathrooms:
- 4
A rare opportunity at 10 Prince Arthur - Garden Home 1. A gracious single level residence in an acclaimed boutique building of just 25 suites, designed by Richard Wengle and built by North Drive. 3 spacious bedrooms, including a sprawling primary suite with oversized walk-in closet and gracious ensuite, together with an extraordinary private landscaped garden that's entirely your own. It's an urban bungalow, with virtually no maintenance - perfect for family living and great entertaining. 11 foot ceilings, a chef's kitchen from Cameo featuring Wolf and Sub-Zero appliances, a gas fireplace, a den / family room, abundant storage and superb finishes throughout. Be first to call this residence "home" and enjoy 24 hour concierge, valet parking, private fitness facility, a resident lounge - all the steps to Yorkville, Bloor Street, U of T, the ROM... located on the quiet side of the Annex on a much-admired street. Move in immediately. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13458602
173-175 Madison Avenue Toronto M5R 2S6
$5,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13458602
- Bedrooms:
- 14
- Bathrooms:
- 15
Rare Investment Opportunity in the Annex - Two semi-detached homes offered together and thoughtfully converted into a substantial 3.5-storey, 7-unit multiplex. The property comprises one spacious 3-bedroom, 3-bathroom suite and six well-appointed 2-bedroom, 2-bathroom suites, each featuring ensuite laundry. Hydro and gas are separately metered, providing operational efficiency and convenience. Featuring tall ceilings and exceptional scale, the combined buildings form one of the largest residential structures in the Annex. Situated at the end of a laneway, the property offers the rare advantage of 7 on-site parking spaces. Stable rental income, presenting an attractive opportunity for investors. Alternatively, its remarkable size and configuration offer future potential for conversion into an extraordinary single-family residence. As a designated heritage property, ownership may be eligible for reduced property taxes and municipal financial assistance programs that support the preservation and maintenance of the building's exterior. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13056756
404 10 Prince Arthur Avenue Toronto M5R 1A9
$5,485,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13056756
- Bedrooms:
- 3
- Bathrooms:
- 3
A sun-filled residence with a privileged south exposure along Prince Arthur, in this newly-completed building by North Drive. A generous floorplan that is perfectly suited for entertaining, anchored by a custom Cameo kitchen with Wolf and Sub-Zero appliances, stone counterspace and great storage, 10 foot ceilings, juliette balconies and a covered terrace complete with gas and water connections. A bright and spacious living room and dining room (which can comfortably seat 12) plus a stylish den which can be separated by glass dividers. The primary suite features its own quiet balcony, a generous walk in closet and an elegant ensuite bathroom with dual vanities, soaker tub and walk-in shower. Full 2nd bedroom with ensuite bath and large closets. 2 secure underground parking spaces equipped with EV charging and a storage locker are included. Enjoy the comfort and convenience of 24-hour concierge, valet parking, private fitness facility and resident lounge with catering kitchen. An exceptional boutique building of just 25 suites along one of the Annex's most admired streets, just steps to Bloor and Yorkville. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
111 Bedford Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13414434
111 Bedford Road Toronto M5R 2K5
$5,380,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13414434
- Bedrooms:
- 5
- Bathrooms:
- 5
Set in the heart of Yorkville/Annex, 111 Bedford Road is a masterfully restored Edwardian residence blending historic grandeur with unparalleled modern luxury and attention to detail. Originally built in 1900 and reimagined through a meticulous, back-to-the-studs renovation completed in 2023, this exceptional home offers over 4,500 sq.ft. of refined living space and a rare attached two car garage. Defined by its timeless architecture, the home showcases classic Edwardian proportions, with 10foot ceilings on the main floor and generous principal rooms. Showcasing the finest craftsmanship, the home impresses with Venetian Plaster walls and ceilings, white oak flooring, bespoke lighting and impressive natural stone used throughout. The custom kitchen by Rosedale Kitchens is a true statement in design and function, featuring a sculptural Calacatta Monet island, integrated Gaggenau and Miele appliances, and functional storage discretely tucked behind custom door panels. From the kitchen you can access a large outdoor deck, that offers the ideal low-maintenance urban back yard, with a large tree canopy and south-facing city views. Upstairs there are four generously sized bedrooms, including a show-stopping primary retreat complete with a private terrace, custom millwork, and a spa-inspired primary ensuite with microcement finishes, a dramatic wet room, and freestanding tub beneath a cathedral ceiling. The lower level offers exceptional versatility with a nanny suite, recreation and fitness spaces, while an oversized attached two-car garage provides rare convenience in this prestigious urban setting. Every detail has been thoughtfully considered, from integrated Sonos audio and smart home systems to advanced security and landscape lighting, creating a residence that is as functional as it is beautiful. A truly rare offering in one of Toronto's most prestigious enclaves, just steps to the city's finest dining, shopping, and cultural institutions. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13125522
27 Boswell Avenue Toronto M5R 1M5
$4,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13125522
- Bedrooms:
- 3
- Bathrooms:
- 4
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. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Data was last updated July 3, 2026 at 12:15 PM (UTC)
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