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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46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12542994
46 Lowther Avenue Toronto M5R 1C6 
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12542994
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic façade 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®# C12533730
38 Elgin Avenue Toronto M5R 1G6
$7,189,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12533730
- 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
-
3 85 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12654118
3 85 Bedford Road Toronto M5R 2K3
$6,980,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12654118
- Bedrooms:
- 3
- Bathrooms:
- 3
A rare fusion of Edwardian heritage and contemporary design by Taylor Hannah Architects, this 2,700 sq. ft. residence at 85 Bedford Road offers house-like scale with condominium ease. Private elevator access opens directly from the underground garage into your own vestibule -no lobby, no corridor delivering unmatched privacy and security. Inside, 10-foot ceilings, radiant heated floors, and a full-span steel frame create expansive, column-free living. The great room flows seamlessly into a dining gallery and chefs kitchen, designed for both intimate evenings and grand entertaining. A dedicated media room provides a second living core, while three full-scale bedrooms offer flexibility for family, guests, or office use. The primary suite is a true retreat, with spa-inspired ensuite and generous proportions that rival a free standing home. A sculptural metal stair and custom chandelier by THA and Zack Ridgely anchor the historic shell, marrying heritage with artistry. Above, a 480 sq. ft. private rooftop terrace rises above the Annex rooflines, with heated exterior floors extending the season for dining and entertaining. The underground garage - exceptionally rare in Yorkville and the Annex - accommodates 2-3 cars per unit, each with EV charging and water. From your stall, the elevator opens directly into your suite. A full-time property manager, regular maintenance, and daily cleaning of common areas ensure effortless living. Originally an Edwardian Mansion tied to the University of Toronto the structure was rebuilt from triple brick with a full steel frame, lowered four feet to achieve ceiling height and garage access. The result is a boutique residence of only three homes, positioned between two of Yorkville's most prestigious streets. Walkable yet private, historic yet modern, this is a rare opportunity to own a piece of Toronto's architectural legacy reimagined for today. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- 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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34 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12555462
34 Tranby Avenue Toronto M5R 1N5
$5,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12555462
- 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 detailsListed by FREEMAN 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
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302 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12612620
302 10 Prince Arthur Avenue Toronto M5R 1A9
$5,595,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12612620
- Bedrooms:
- 3
- Bathrooms:
- 3
A stylish corner suite at the newly completed 10 Prince Arthur. This brand-new residence offers an ideal split two-bedroom plan with separate den, 2.5 baths, and an exceptional west-facing private terrace of more than 550 square feet - perfect for everyday use and terrific outdoor entertaining. The suite features 10-foot ceilings, an expansive Cameo kitchen with Wolf and Sub-Zero appliances, and a bright exposure that delivers exceptional natural light. Developed by North Drive and designed by Richard Wengle, with interiors by Brian Gluckstein and Michael London, the building includes a limited number of residences and full services: 24-hour concierge, valet parking, a private fitness facility, resident lounge with catering kitchen, and a courtyard sculpture garden by Janet Rosenberg. Perfectly located in the Annex, steps to shopping, Yorkville dining, the University of Toronto, cultural venues and nearby parks. EXTRAS A unique urban home. Two-car underground parking, storage, and HST included. 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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403 10 Prince Arthur Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12417299
403 10 Prince Arthur Avenue Toronto M5R 1A9
$5,490,000Residential 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 detailsListed by PROPERTY.CA INC.- 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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40 Bernard Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12435486
40 Bernard Avenue Toronto M5R 1R2
$4,998,000Residential 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 detailsListed by ROYAL LEPAGE/J & D DIVISION- 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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700 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12500568
700 38 Avenue Road Toronto M5R 2G2
$4,980,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12500568
- Bedrooms:
- 3
- Bathrooms:
- 4
Privacy, luxury, location and space (approx. 3115 sq ft). Bring your vision to this beautiful condo nestled between Yorkville and The Annex. Join the residents of the The Prince Arthur in the south tower suite facing south, west and north. There are 3 bedrooms, 4 washrooms, a separate library, 2 balconies, 3 parking spaces, 2 lockers and visitor parking. Generous ensuite laundry area with laundry sink. Floor plans available. The circular drive entrance through the arches off of Avenue Road north of Bloor brings you to a private area where you experience discretion in a secure environment. The attentive Concierge and valets are experienced professionals providing valet parking, delivering packages to your suite and anticipating your needs. Wonderful amenities include the Annex and Yorkville Lounges, Fitness and Rejuvenation Center with sauna, theatre, library and car wash. Live in the innovative and cultural heart of Toronto. More detailsListed by SUTTON GROUP OLD MILL REALTY INC.- 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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135 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12447205
135 Madison Avenue Toronto M5R 2S3
$3,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12447205
- Bedrooms:
- 6
- Bathrooms:
- 5
This grand dame home sits on the iconic Madison Avenue in the prime Annex. Circa 1905, 135 Madison Avenue is just under 4,000 square feet above grade and filled with original character including 4 fireplaces, original trim, wainscotting, crown moulding, and stained glass windows. The well proportioned house features 9.5' ceilings on the main floor, a large formal living room, dining room, an oversized kitchen with a butlers pantry, and a beautiful main floor family room that leads out to the lush garden. On the second floor you will find a generous primary bedroom with a sitting area, fireplace and a three piece ensuite. There are an additional 2 large bedrooms on the second floor as well as 2 full washrooms, a dedicated laundry room, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a large living room, kitchen, two additional bedrooms and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate entrance. This home has been used as single family for many years but has potential for many layouts and possibilities including converting the property back into multiple units. Two car private drive parking and garden suite potential. The Annex speaks for its self with easy TTC, fabulous shops, restaurants, parks and schools. Floor plans attached to listing. More detailsListed by BOSLEY 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
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72 Walmer Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C12406129
72 Walmer Road Toronto M5R 2X7
$3,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12406129
- Bedrooms:
- 6
- Bathrooms:
- 7
Annex Grand and Stately Residence. An Impressive Investment Opportunity In The Heart Of The Annex! Fully Detached With 5 Parking Spots And 5 Lockers. This Exceptional 6 Unit Property Has Been Beautifully Maintained, And Upgraded. Close Proximity To Subway, Schools, University, Restaurants And Parks. A Prime Turnkey Annex Investment. More detailsListed by FOREST HILL REAL ESTATE INC.- 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
-
497 Brunswick Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12421386
497 Brunswick Avenue Toronto M5R 2Z6
$3,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12421386
- Bedrooms:
- 4
- Bathrooms:
- 5
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. 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
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302 238 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12567036
302 238 Davenport Road Toronto M5R 1J6
$3,380,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12567036
- Bedrooms:
- 2
- Bathrooms:
- 2
There is nothing like it, absolute perfection in every detail. Situated in the boutique building with only 7 units and Powell & Bonnell influence, this 100% executive condo residence is one of the best-kept secrets in prestigious Yorkville. Boasting high-end features and finishes, such as a jewel to live in this 2,238 SqFt. fabulous loft apartment across two levels, providing ample light, space, and exceptional flow for your art display in this breathtaking design. The unit is incredibly quiet, and the private open terrace invites you to enjoy a tranquil read or an evening BBQ with wine in hand. It's truly magazine quality awaiting your personality to shine. Don't miss the opportunity to make this property your new home. Come see why this luxurious masterpiece is a must-see property that you will fall in love with. More detailsListed by HC REALTY GROUP INC.- 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 January 7, 2026 at 07:15 PM (UTC)
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