The Annex real estate with its prime location attracts everyone from students and academics to families, with good reason. Offering everything you’ll need, from great parks, grocery stores and schools, as well as abundant TTC stations and stops to get you throughout the city. This Annex is sandwiched between Christie Pits and Yorkville, with some of Toronto’s most eclectic neighbourhoods like Kensington Market and Little Italy a short walk away.
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125 Madison Avenue in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C13104542
125 Madison Avenue Toronto M5R 2S3 
$2,499,999 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C13104542
- Major Bus.:
- Apts - 6 To 12 Units
- Total Area:
- 3,530.56 sq. ft.
Madison Mansion Magic! Legal 9-Plex. Sensational Location, Iconic Street. Grossing Approx 150K Annually! Mostly Studio Suites Varying Immensely In Condition, Quality & Size (Most Are In Need Of Updating). Unrivalled Century Architecture. Generous Lot With Expansive Yard. Limited Showing Hours Of Common Areas, 1 Vacant Unit & Exterior. Additional Info Provided By Email Only If Requested. More detailsListed by RE/MAX WEST REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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125 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13104546
125 Madison Avenue Toronto M5R 2S3
$2,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13104546
- Bedrooms:
- 2
- Bathrooms:
- 9
Madison Mansion Magic! Legal 9-Plex. Sensational Location, Iconic Street. Grossing Approx 150K Annually! Mostly Studio Suites Varying Immensely In Condition, Quality & Size (Most Are In Need Of Updating). Unrivalled Century Architecture. Generous Lot With Expansive Yard.. Limited Showing Hours Of Common Areas, 1 Vacant Unit & Exterior. Additional Info Provided By Email Only If Requested. More detailsListed by RE/MAX WEST REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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15 Kendal Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13092948
15 Kendal Avenue Toronto M5R 1L5
$1,179,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13092948
- Bedrooms:
- 3
- Bathrooms:
- 3
**Public Open House Saturday May 9 Only 2-4PM**We Adore Kendal! Located 2 Blocks North Of Bloor Street, And 2 Blocks West Of Spadina Avenue In Prime Annex, This Substantial 3-Storey Edwardian Family Home Built In 1900 Sits On A 23.08 X 128 Foot Lot With A Mutual Drive To A Single-Car Carport + 2-Car Tandem Outdoor Spaces. With 10 Generously Scaled And Proportioned Rooms (Including A 16 X 17 Foot Dining Room!) Spread Over Three Floors, And An Unfinished Basement Accessed By The Side Entrance, This Forever Home Has Been Cherished By The Current Owners For The Past 32 Years. Featuring An Enormous Front Porch And A Series Of Entertainment Spaces On The Main Floor, Two Double-Room Bedrooms With En-Suites On The Second Floor, And A Skylit Family Room, 4-Piece Bath, And A Bedroom + Study With A Third-Floor Walk-Out To A Roof Deck, This Airy Sun-Kissed Blank Canvas Is Ready To Be Tailored To Suit. More detailsListed by BOSLEY REAL ESTATE LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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111 Bedford Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13088772
111 Bedford Road Toronto M5R 2K5
$5,490,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13088772
- 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.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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410 181 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13089294
410 181 Bedford Road Toronto M5R 0C2
$949,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13089294
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this elegantly appointed 2 bedroom + den, 2 bathroom residence ideally positioned where the Annex meets Yorkville. Floor-to-ceiling west-facing windows bathe the interior in natural light and warm sunset views, creating a bright and inviting atmosphere. Tastefully designed w/ a highly sought-after split-bedroom layout, offering a versatile den well suited for a home office or flexible living space. Engineered hardwood flooring T/O. Modern kitchen w/ quartz countertops and additional peninsula adding function for both daily use and entertaining. The bathrooms feature upgraded vanities and primary ensuite upgraded shower floor tiling. Both bedroom closets are fitted with custom built-ins. Well-managed building w/ an impressive array of amenities including a 24-hour concierge, fully equipped fitness centre, party room. residents' lounge, rooftop patio, guest suite, and ample visitor parking. Ideally located just steps to Yorkville's premier shops and dining, TTC, Casa Loma, University of Toronto, the Royal Ontario Museum, and nearby green spaces including Ramsden Park and Roycroft Park. Enjoy seamless access to downtown Toronto. A compelling opportunity to enjoy sophisticated urban living in one of the city's most established and connected neighbourhoods. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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506 170 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13087920
506 170 Avenue Road Toronto M5R 0A4
$968,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13087920
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To The Luxurious And Chic Pears On Avenue Condo At Yorkville! Upon Arrival, Be Instantly Inspired By The Art Deco Lobby Featuring A Central Spiral Staircase & Large Format Wall Art. The Relaxing Seating Furniture And Warm And Attentive 24Hr Concierge Will Evoke Feelings Of Being In A Boutique Hotel! Menkes Quality & Modern Design Are Seen Throughout! This Bright Corner Unit Features Wall-To-Wall Floor-To-Ceiling Windows In Every Room, Double Walkout To A 134Sf Balcony, 9Ft Smooth Ceilings, An Expansive Multi-Function Living Area With A View, High-End Miele Integrated Kitchen Appliances And Washer/Dryer Combo, And A Wonderful Split Bedroom Layout For Added Privacy. Convenient Location Within A Few Minutes Walk To Yorkville Shopping District, Rosedale And Bay Subway Stations, U Of T St. George Campus, Supermarkets, Multiple Parks And Green Spaces. Enjoy Resort Style Amenities Including A Warm & Welcoming Lobby, Indoor Pool With Cabanas & Jacuzzi Tub, Fully Equipped Gym, Roof Top Lounge Seating & Bbq Areas, And A Media Screening Room. Don't Miss! More detailsListed by CENTURY 21 ATRIA REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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358 Brunswick Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13082864
358 Brunswick Avenue Toronto M5R 2Y9
$2,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13082864
- Bedrooms:
- 4
- Bathrooms:
- 4
Some houses are renovated. A select few are reimagined. From the street, 358 Brunswick Ave reads as the classic Annex Victorian - red brick, timeless proportions, tree-lined Brunswick Avenue. Step inside, and everything shifts. Bright, contemporary, and architectural; this is a home designed less around trends and more around how people actually want to live. Spanning over 3,000 square feet above grade across three expansive levels, it adapts beautifully to its residents - sophisticated enough for executive entertaining, yet relaxed for everyday family life. The living and dining rooms offer a quieter kind of elegance - open, yet thoughtfully set apart from the kitchen and family room. At the rear, the home opens into a generous kitchen and family space overlooking the west-facing garden, with heated floors and exceptional storage throughout. The second floor feels like a private retreat. The primary suite is beautifully organized, with a walk-in closet, custom built-ins, and its own west-facing deck. Laundry is exactly where it should be - nearby and practical. And then, the great room. Soaring ceilings, architectural beams, integrated storage, and a Murphy bed create a flexible space that easily becomes a media room, library, office, or guest suite. The third floor offers two bedrooms, a bath, and a second west-facing deck - ideal for family, guests, or a bit of separation. Downstairs, a rec room and a beautifully finished self-contained suite with kitchen, bath, laundry, and private entrance offer flexibility for extended family, workspace, or income. Connected when you want it, private when you need it. Two west-facing decks, landscaped outdoor space, heated floors, thoughtful storage, and a location just steps to Bloor Street, cafés, galleries, and the subway. Prime Annex. More detailsListed by BOSLEY REAL ESTATE LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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104 95 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13084074
104 95 Prince Arthur Avenue Toronto M5R 3P6
$859,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13084074
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to The Dunhill Club at 95 Prince Arthur Avenue, where contemporary elegance meets convenience in this beautifully renovated ground-floor suite designed with the utmost thought and detail. Featuring soaring 9-foot smooth ceilings and a rarely available walk-out to your exclusive use gated terrace, this bright and stylish condo blends indoor comfort with outdoor tranquility. Enjoy open-concept living overlooking the sleek, newly designed Aya kitchen with dovetailed drawers and stainless steel appliances in a boutique building known for its charm and impeccable maintenance. The primary bedroom offers lovely proportions, complete with cabinetry and shelving in a sprawling walk-in closet. The beautifully renovated bathroom surrounded by tasteful Carrera marble is classic and inviting. This ground-level suite also offers an en-suite storage room for added convenience. No elevator required here! Steps to Bloor Street's top restaurants, shops, and cultural destinations, and perfectly situated near multiple subway lines, making city access effortless. The Dunhill Club offers exceptional recently renovated amenities, including a stunning rooftop terrace with panoramic views, including a BBQ area and hot tub, an elegant party room, and ample visitor parking. This is a rare opportunity to own a unique ground-level residence in one of Toronto's most desirable and walkable neighbourhoods. A bike score of 100 and a 98 walk score! Experience the perfect blend of sophistication, lifestyle and location in this exclusive offering. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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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.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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2002 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13079970
2002 38 Avenue Road Toronto M5R 2G2
$4,895,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13079970
- Bedrooms:
- 3
- Bathrooms:
- 5
Step into this exceptional corner residence at The Prince Arthur, a rare offering in the heart of Yorkville featuring three bedrooms and five bathrooms. With its southeast exposure, the suite is filled with natural light throughout the day. An inviting foyer with marble floors and classic wainscoting creates a refined first impression, opening into expansive living and dining areas that balance sophisticated entertaining with everyday comfort. A covered private balcony flows seamlessly from the living room. The custom designed kitchen is both stylish and functional, showcasing premium appliances, marble countertops, and a breakfast bar that overlooks a bright breakfast area lined with extensive cabinetry. Tucked just off the kitchen, a discreet hallway leads to a powder room and a laundry room equipped with full-sized machines. The primary suite, entered through double doors, offers a serene retreat with unobstructed views of the iconic CN Tower, along with beautifully crafted his and hers walk-in closets and two luxurious spa-like ensuites. The second bedroom includes a built-in wall unit, a charming south facing Juliette balcony, and its own ensuite. The third bedroom/family room, features custom built-ins, hardwood flooring, and an ensuite, offering flexibility for a variety of needs. Residents benefit from living in a meticulously maintained building known for its discreet, five-star concierge service and an array of hotel inspired amenities, including a fitness centre with sauna, a theatre room, library, two elegant party rooms, and even a car wash. Steps to Yorkville designer shops and fine dining, as well as, close proximity to Bloor St and renowned cultural destinations such as the Royal Ontario Museum, the Royal Conservatory of Music, the University of Toronto, and Queen's Park. More detailsListed by FOREST HILL REAL ESTATE INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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94 Walmer Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13077980
94 Walmer Road Toronto M5R 2X7
$5,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13077980
- Bedrooms:
- 6
- Bathrooms:
- 6
Embedded in prime Annex/Yorkville, this spectacular 5 + 1 br family showpiece has been comprehensively reimagined through a substantial Ray Murakami 3-sty add'n delivering both status & substance. Spanning over 6,100 sq ft on a wide lot, this century home reveals a masterful interplay of volume & light, with soaring clgs, 6 fp (5 gas) and wood & stone flrs, blending architectural sophistication & a cohesive contemporary esthetic elevating every room. At its heart, a stunning open-concept fam rm & dream chef's kit create an extraordinary 39' by 25' focal point. Seamlessly anchored by its fp (1 of 2 visible from the kit) an expansive island, & framed by a glass wall, 5 fully retractable panels, the whole area leads to oversize private stone terracing deck, complete with an outdoor kit & low maintenance gdn oasis for a fabulous integrated in & out entertaining. With a fabulous foyer opening to the spacious living & dining rooms, this is a home designed equally for grand entertaining & intimate family living. The upper levels continue to impress. A serene, king-sized primary suite offers treetop gdn views, through expansive wall-to-wall glazing, complemented by a generous sitting room/desk area with a raised fp, a spa-inspired ensuite & dressing rm. The 2nd flr also features a full size laundry room & an additional ensuite bdrm - currently used as a home ofc. Above, a full 3rd flr mirrors the 2nd in size with 3 further bdrms, each with impressive scale, light & ceiling heights & 2 add'l baths centred around a thoughtfully designed multi-desk work & study hub - ideal for families & guests. The lower level offers exceptional versatility, with a media/rec rm, 6th bdrm, wine cellar, prep kit or juice bar, & a fully equipped fitness area - creating a comprehensive lifestyle environment within the home itself. Three car parking is secure, off-street, in the detached garage with lift or the stone pad in front. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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18 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13079518
18 Tranby Avenue Toronto M5R 1N5
$2,459,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13079518
- Bedrooms:
- 4
- Bathrooms:
- 3
Perfectly positioned on a quiet, tree-lined street in the heart of the Annex - just steps to Yorkville - this exceptional fully detached 4-bed, 3-bath home blends timeless charm with light-filled, inviting living spaces. The open-concept main floor is designed for both everyday comfort and elegant entertaining, anchored by an expansive living and dining area. The extended living room showcases soaring ceilings, graceful archways, and a front wall of surround windows and skylights that flood the home with natural light. The spacious dining area easily accommodates large gatherings and opens via French doors to a beautiful backyard - once featured in Toronto Life. The thoughtfully updated kitchen offers classic shaker cabinetry, a soft marble backsplash, premium stainless-steel appliances, and a sleek prep counter for effortless cleanup. A secondary bar sink and abundant cabinetry add functionality, while a wide bump-out window frames serene views of the backyard. Upstairs, the second level offers 3 versatile rooms and a stylish main bath which serves as an ensuite to the main. A stunning library/family room features custom built-ins, triple closets, and a bay window with integrated storage. Additional rooms provide flexibility for bedrooms, office space, or a nursery, each with hardwood floors, large windows, and custom storage. The chic bathroom includes a jacuzzi soaker tub, designer tile, and marble vanity. The third floor forms a private gabled retreat with 2 additional rooms currently configured as a bedroom and dressing room with 4 pc ensuite bath. Outside, the fully fenced backyard is a private urban oasis with a shaded pergola filled with summer Hydrangeas and a patio - perfect for summer entertaining. Located within the coveted Jesse Ketchum school district and moments to Yorkville shopping, the ROM, Manulife Centre, Eataly, Bloor Street, and subway access, this rare Annex offering delivers sophisticated city living with the tranquility of a secluded street. More detailsListed by ROYAL LEPAGE/J & D DIVISION- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
Data was last updated May 8, 2026 at 04:15 PM (UTC)
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