The Annex is a midtown Toronto neighbourhood with a vibrant community feel. The area is close to the University of Toronto and Little Italy, which means there is a lot of energy! The Annex condos are popular with students and creative types who enjoy the variety of local businesses in The Annex. You'll find quirky cafes and casual restaurants, along with art galleries and museums on Bloor Street West. The homes in The Annex are stately older homes with grand Victorian style. There are also Subway Stations close by for convenient trips by TTC. See a film at Hot Docs or explore exhibits at Bata Shoe Museum. Wherever you go in The Annex, you're sure to find something you'll love!!
Welcome to The Annex
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198 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12994988
198 Macpherson Avenue Toronto M5R 1W8 
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12994988
- Bedrooms:
- 4
- Bathrooms:
- 3
A Standout Residence In Coveted Summerhill. Beautifully Updated 4-Bedroom Victorian Home Showcasing Tasteful Contemporary Design & Exceptional Craftsmanship. 3 Levels Of Stylish Family Living & Entertaining. Main Level Presents Expanded Layout & Spacious Principal Rooms W/ Original Crown Moulding & Millwork. Large Windows W/ Custom Drapery Throughout. Living Room W/ New Built-In Cabinets & Stained Glass Window, Combined W/ Dining In Seamless Open Flow. Eat-In Kitchen W/ Premium Appliances, Custom Cabinets, Quartz Countertops, Servery, Breakfast Area, Skylight Ceilings, Full-Wall Windows & Walk-Out To Backyard. Second Floor Features 2 Bedrooms, Modern 4-Piece Bathroom & Primary Suite W/ Floor-to-Ceiling Custom Closets & Sleek New Ensuite W/ Steam Shower. Third Floor Opens To Expansive, Sun-Filled Entertainment Room Or 2nd Primary Suite W/ Stunning Walk-Out Terrace, A/C Unit, Fireplace & Generous Scale For A Sitting Area, Fitness Center, Or Home Office. Basement W/ Laundry & Abundant Storage Space. Highly Sought-After Backyard Retreat W/ Spacious Barbecue-Ready Deck, Unobstructed Sunlight, New Privacy Fencing, Mature Trees, Gardens & Gate To Private Parking. Head-Turning Exterior Charm W/ Victorian-Style Veranda, Elegant Spindlework, Lush Greenery & Tree Cover. Exceptional Location In Torontos Most Desirable Pocket, Steps To Summerhill Village, Yorkville, Premier Restaurants, High-End Shops, TTC Subway & Ramsden Park. Minutes To Branksome Hall, Bishop Strachan, UCC & Top-Rated Public Schools. A Rare Find That Exceeds Expectations. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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708 181 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12995996
708 181 Bedford Road Toronto M5R 0C2
$750,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12995996
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to AYC Condos. Immerse yourself in urban elegance with this sun-filled, two-bedroom, two-bath retreat nestled in Annex. Floor-to-ceiling windows with southern exposure, open-concept living and dining areas, private balcony relaxation. Laminate flooring throughout, upgraded kitchen with clean lines and premium finishes. 24/7 concierge service, a great fitness centre, media and event rooms, a guest suite, and a stunning rooftop terrace complete with lounge and dining space ideal for entertaining. Mere steps from Whole Foods, boutique shopping, charming cafes, and transit options that connect you effortlessly to the city. Parks, cultural hotspots, and the University of Toronto are just minutes away, walk to Subway and public transit perfectly positioning you at convenience. More detailsListed by KW Living Realty- JARROD ARMSTRONG
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522 280 Howland Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12996152
522 280 Howland Avenue Toronto M5R 0C3
$629,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12996152
- Bedrooms:
- 2
- Bathrooms:
- 2
An Amazing Tridel condo in a 5 Star building! This magnificent condo is 1 BR + Den & 2 Full Baths with a Locker! The condo boasts 687 sqf. open concept interior living space, with 10ft ceilings! There is no wasted space! The Primary Bedroom includes a 3 PC Ensuite with a large closet and a floor to ceiling window. The living room boasts a bright & airy setting with a walkout to spacious 39 sq ft balcony. Time to relax and enjoy the rest of your day, go to the roof top, take in the city skyline while swimming in the infinity pool! The amenities in this building are superb - Amenities include: 24 hour concierge, Roof Top Terrace with BBQ's, Roof Top Infinity Pool w/ Loungers, Party Room, Dining Room, Gym, Yoga Room, Guest Suites, Bike Storage. Package Storage System. Keyless Smart Locks With Valet Smart Home Technology. Your internet is included in the maintenance fees. Walking distance to Summerhill Market, Fiesta Farms & Farm Boy. The area boasts Fabulous Coffee Shops & Restaurants. Steps to TTC including Dupont & Bathurst Stations, Casa Loma, George Brown College, U of T & Destination Parks. Walk Score 93, Transit Score 95. Do not miss out on this condo! More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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2407 32 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12996164
2407 32 Davenport Road Toronto M5R 0B5
$1,889,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12996164
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to "The Yorkville" condos, where luxury living meets one of Toronto's most vibrant and sought-after neighbourhoods. Surrounded by world-class dining, upscale shopping, renowned museums, and endless entertainment, this location truly offers the best of city living. This stunning suite features breathtaking panoramic views with 10-foot floor-to-ceiling windows, allowing you to enjoy both sunrise mornings with your coffee and spectacular sunset evenings. The sleek, modern kitchen is designed for both style and function, complete with full-sized appliances, a generous quartz centre island, and a separate dining area-perfect for entertaining. The primary bedroom offers a five-piece ensuite and walk-in closet. A well-appointed second bedroom and an additional three-piece bath provide comfort and convenience for family or guests. The bright, east-facing den is generously sized-ideal as a home office, additional living space, or easily converted into a third bedroom. Residents enjoy access to premium amenities, including a rooftop terrace, party room, fully equipped fitness centre, steam room, plunge pool, wine tasting room, visitor parking, and 24-hour concierge service. This unit also includes two prime side-by-side parking spaces located right by the elevator lobby, along with an extra-high garage entrance that accommodates even the largest SUVs or trucks. With an exceptional walkability score, you're just a short stroll to Yorkville, Summerhill, and the Annex, and only minutes from Yonge & Bloor subway stations, providing seamless access to both Line 1 and Line 2.Impeccably maintained and showing beautifully, this home offers stunning views and true pride of ownership. More detailsListed by FOREST HILL REAL ESTATE INC.- JARROD ARMSTRONG
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A4 142 Pears Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12997922
A4 142 Pears Avenue Toronto M5R 1T2
$1,389,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12997922
- Bedrooms:
- 3
- Bathrooms:
- 2
Step off Pears Avenue and into a beautifully renovated townhouse that feels quietly tucked away from the city- yet just moments from the vibrant pulse of Yorkville. Offering over 1,700sf of sophisticated living space, this rare 3-level residence in the Annex welcomes you with a generous private terrace- an unexpected introduction that feels both open & secluded, perfect for quiet mornings, alfresco dining, & effortless entertaining. Inside, the home unfolds with intention & flow. The main level has been reimagined into a refined open-concept space where natural light pours through floor-to-ceiling windows, drawing your eye to the terrace & blurring the line between indoors & out. The living area feels expansive yet intimate, while the dining space is anchored by custom built-in shelving with integrated lighting. The kitchen is both striking & functional, featuring sleek cabinetry, clean lines, & a waterfall island. A thoughtful architectural detail sets this home apart: the main floor is open to below, allowing natural light to cascade into the lower level & transforming what is often an overlooked space into one of the home's most versatile & inviting areas. A spacious recreation room & flexible area offer potential for a home gym or additional bedroom, complemented by a 3-piece bath, laundry, & ample storage. The primary bedroom is expansive, overlooking the terrace below, with a large walk-in closet & a beautifully panelled feature wall that adds texture & quiet sophistication through classic picture-frame moulding. The 5-piece bathroom offers a spa-like retreat with refined finishes & dual rain shower heads. A bright second bedroom includes custom wall-to-wall closets. Enhancing the living experience, residents enjoy access to a serene outdoor pool, a recently renovated recreation room, separate women's & men's saunas, & an elegant party room. Complete with underground parking & a locker, this is a rare offering in one of Toronto's most coveted neighbourhoods. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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310 500 Dupont Street in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C12989934
310 500 Dupont Street Toronto M6G 1Y7
$499,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12989934
- Bedrooms:
- 2
- Bathrooms:
- 1
Modern, bright, and functional. This 2-year-old boutique condo offers 463 sq. ft. of optimized living space. Key features: Floor-to-ceiling windows, high-tech building filtration, and a separate den perfect for a home office. Located in the Prime Annex, you are minutes from transit and downtown culture. Perfect for first-time buyers or savvy investors looking for a high-demand location. More detailsListed by HOMELIFE LANDMARK REALTY INC.- JARROD ARMSTRONG
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5202 50 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12990274
5202 50 Yorkville Avenue Toronto M4W 1L4
$18,800,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12990274
- Bedrooms:
- 4
- Bathrooms:
- 4
Penthouse Grandeur At The City's Most Iconic Address - Four Seasons Private Residences. Exquisitely Custom Designed And Finished By Its Owner. Spanning Over Half The Building's Floor Plate. 12 Foot High Ceilings. Floor-To-Ceiling Windows Overlooking The Captivating Lake Ontario And CN Tower With Breathtaking South, East And North Views. Two Expansive Private Terraces Perfect For Entertaining And Warm Family Lifestyle. Gourmet Eat-In Kitchen With Large Terrace, Lacanache 87" Gas Range, Custom Brass Hood. Onyx Floors. Granite Countertops. Wine Cellar, 3 Gas Fireplaces With Marble Mantels, Soaring And Domed Ceilings With Custom Plaster Embellishment And Crown Moulding. Custom Wall Panelling Throughout. Fabulous And Full Primary Bedroom Suite With Spa Like Ensuite, Steam And His+Her Closets. Walk-In Wine Room. Two Private Elevators. Extensive List Of Custom Luxe Appointments. In Suite Hotel Dining And Services. Steps To Yorkville, The Residence Shops And City Parks. Truly A Rare Find! **EXTRAS** Lacanache 87" Gas Range W/ D/O, Grill,Griddle & Simmer Plate,Paneled Miele Dw, Miele B/I Coffee Maker,Microwave,2Warming Drawers, B/I Miele Steam & Electrical Oven, 2Paneled Miele F/F Drawers, Double Faber Exhaust, Miele W/D, ELF From Italy More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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18 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12990882
18 Tranby Avenue Toronto M5R 1N5 OPEN HOUSE: Apr 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, April 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Apr 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 19, 2026 2:00PM - 4:00PM
$2,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12990882
- 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- JARROD ARMSTRONG
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508 99 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12991938
508 99 Avenue Road Toronto M5R 2G5
$890,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12991938
- Bedrooms:
- 1
- Bathrooms:
- 1
A beautifully upgraded and thoughtfully redesigned residence in one of Yorkville's most sought after boutique buildings. This refined suite boasts 925 square feet of meticulous and cohesive living space with high quality improvements throughout, including custom California Closets in three storage areas, upgraded lighting with pot lights, crown molding in recessed ceilings, re stained hardwood floors, new hardware, and elevated millwork that adds a timeless and sophisticated feel. The kitchen has been refreshed with upgraded new appliances including a gas stove, refinished cabinetry, improved lighting, and stylish finishes that enhance both function and design. The bedroom features a newly designed built in closet perfect for additional storage. The full bathroom renovation introduces a spa inspired level of quality with high end fixtures, custom storage, elegant materials and marble throughout. This suite includes one parking space and one locker. Situated in the heart of Yorkville, this residence offers unparalleled access to luxury shopping, Michelin rated dining, top fitness studios, the Four Seasons, the ROM, and the city's finest amenities. A rare opportunity to own a move in ready suite in a prestigious building steps from everything Yorkville has to offer. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JARROD ARMSTRONG
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3 12 Macpherson Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12992396
3 12 Macpherson Avenue Toronto M5R 1W8
$3,098,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12992396
- Bedrooms:
- 2
- Bathrooms:
- 3
12 Macpherson Ave TH3 | Superb Church Conversion Townhome in Prime Summerhill. Rarely offered, this 2-bed, 2.5-bath townhome in the exclusive Church conversion at 12 Macpherson Avenue is a truly unique offering in one of Toronto's most coveted locations. With over 2,500 sq ft of refined living space, this residence blends quiet luxury with architectural excellence. The main floor features a spacious living/dining area, gas fireplace, and French doors leading to a private terrace ideal for morning coffee or elegant entertaining. A grand staircase leads to the primary and second bedrooms, both generously sized with custom storage and natural light. The third storey welcomes you to a dramatic loft-style upper level with original soaring vaulted ceilings; complemented by a wood burning fireplace set against the sprawling custom library design feature- wonderful to cozy up and read a book. Additional features of his/hers offices - with heated floors & wonderful windows making this a welcoming work-from-home space for two. Direct access to underground garage with two-car parking. Grounds impeccably maintained by Christine's Touch, heated driveway and walkways. Located just steps to Yonge Street, this home is perfectly positioned near Toronto's top restaurants, boutique shops, transit, and private clubs. A rare opportunity to own a piece of architectural history in one of Toronto's most desirable neighbourhoods - this is an address to be proud of. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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1508 40 Scollard Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12988340
1508 40 Scollard Street Toronto M5R 3S1
$685,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12988340
- Bedrooms:
- 1
- Bathrooms:
- 1
Originally designed as a boutique hotel, 40 Scollard is a 15 storey condo situated on a quiet one-way street in iconic Yorkville, and right across from the Four Seasons hotel. Experience luxury and smart living in this spacious one bedroom, fully renovated end-unit suite on the sub-penthouse floor. This suite has a thoughtful open-concept layout: chef's kitchen with modern "Artcraft Kitchens" cabinetry, Miele and Liebherr appliances, Moen Motion Sense kitchen faucet, quartz countertops and backsplash, reverse osmosis water system, and large peninsula with ample storage; custom wine/beverage unit; spa-style bathroom with U by Moen Smart shower system, anti-fog mirrored upper cabinets, energy-saving radiant floor heating system, and towel warmer; custom floor to ceiling shoe closet; large main bedroom with customized built-in closets, and vanity desk with LED motion sensor mirror; custom storage unit and work desk in the main living area; and home theatre system with built-in 85" Samsung 4K TV with surround sound speakers. High quality modern viny1 flooring, quartz countertops, Hafele ambient lighting features, and designer window coverings throughout. This suite also includes an ecobee smart thermostat and Smart Sensors, Google Nest Protect Smoke and CO Alarm, and AcuSteam humidifier unit. More detailsListed by CENTURY 21 NEW CONCEPT- JARROD ARMSTRONG
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1708 181 Bedford Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12982074
1708 181 Bedford Road Toronto M5R 1J8
$799,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12982074
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To AYC Condos, Unit 1708. Immerse Yourself In Urban Elegance With This Sun-Drenched, Two-Bedroom, Two-Bath Retreat Nestled Between The Annex And Yorkville. This Suite Has Over 700 Sq Ft Of Living Space. Floor-To-Ceiling Windows With Southern Exposure Bathe The Open-Concept Living And Dining Areas In Light, While Seamlessly Extending To A Private Balcony Perfect For Morning Coffee Or Evening Relaxation. Hardwood-Style Flooring Flows Throughout, Complementing A Sleek, Upgraded Kitchen With Clean Lines And Premium Finishes.The Luxury Extends Beyond Your Door With 24/7 Concierge Service, A Robust Fitness Centre, Media And Event Rooms, A Guest Suite, And A Stunning Rooftop Terrace Complete With Lounge And Dining Space Ideal For Entertaining Or Unwinding Under The Sky. Situated In A Vibrant Enclave, You're Mere Steps From Whole Foods, Boutique Shopping, Charming Cafes, And Transit Options That Connect You Effortlessly To The City. Parks, Cultural Hotspots, And The University Of Toronto Are Just Moments Away, Perfectly Positioning You At The Nexus Of Energy, Convenience, And Sophistication.This Suite Is Full Of Sunshine, With Over 700 Sq Ft Of Living Space. Conveniently Located To All Amenities In The Heart Of The Annex. Conventional Design Kitchen. Minutes To U Of T, Yorkville Shops, Arts & Fashion, And Steps To St. George And Dupont Subway Stations. More detailsListed by HOMELIFE/FUTURE REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated April 14, 2026 at 07:15 PM (UTC)
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