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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133 Pears Avenue in Toronto: Annex Condo Townhouse for sale (Toronto C02) : MLS®# C12720314
133 Pears Avenue Toronto M5R 1T3 
$3,988,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12720314
- Bedrooms:
- 3
- Bathrooms:
- 4
Contemporary City Living Awaits At 133 Pears Avenue, Ideally Positioned Between The Charm Of The Annex And The Sophistication Of Yorkville. Tucked Away On A Peaceful Residential Street, This Residence Offers A Serene Escape While Remaining Moments From The Energy Of Downtown. The Largest Of Just Five Boutique Town Residences, It Provides Full Access To The Premium Services And Amenities Of The Connected Luxury Tower Within The Esteemed Pears On The Avenue Enclave. Showcasing A Thoughtfully Curated Interior Aesthetic, The Home Features An Expansive Rooftop Terrace Of Approximately 400 Square Feet, Complete With A Gas Fireplace, Built-In BBQ, And Refined Wood Decking. The Layout Includes Multiple Balconies And Outdoor Access Points, A Versatile Den Easily Converted Into A Third Bedroom, Soaring 10-Foot Ceilings, Generous Storage, Bespoke Cabinetry And Millwork, And Extensive Builder And Designer Enhancements Throughout. The Gourmet Kitchen Is Equipped With High-End Miele Appliances, Ideal For Both Everyday Living And Elevated Entertaining. Additional Highlights Include A Private In-Home Elevator, Heated Flooring, Integrated Smart Home Technology, Spacious Principal Rooms, And A Dedicated Work-From-Home Environment. The Primary Retreat Offers A Spa-Inspired Ensuite, Private Balcony, And A Substantial Walk-In Closet For Added Luxury And Comfort. Two Underground Parking Spaces Are Conveniently Located Just Steps From The Private Entrance, Complemented By 24-Hour Concierge Service. Perfectly Situated Near Ramsden Park, Acclaimed Restaurants, Yorkville's World-Class Shopping, Scenic Walking Routes, And TTC Access, This Exceptional Home Delivers Refined Urban Living At Its Finest. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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706 99 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12721096
706 99 Avenue Road Toronto M5R 2G5
$1,189,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12721096
- Bedrooms:
- 2
- Bathrooms:
- 2
Experience living in Toronto's most coveted neighborhoods, where luxury and convenience converge. This stunning boutique residence offers a rare chance to own a piece of Yorkville's magic, featuring two spacious bedrooms, two spa like bathrooms and open-concept layout that effortlessly blends relaxation and entertainment. Surrounded by world-class dining, luxury shopping, and iconic cultural destinations, this home places you at the center of one of the city's most vibrant and desirable communities. Enjoy the luxury of 10-foot ceilings and unobstructed west-facing views that flood the space with natural light while offering breathtaking sunsets of the Annex skyline in your own private balcony, a perfect setting for quiet mornings or outdoor BBQ, creating a seamless mix of indoor and outdoor living. The species designed for both style and functionality, featuring new hardwood floors, premium stainless-steel appliances, upgraded cabinetry & countertops, and a breakfast bar that's perfect for casual meals or entertaining guests. The master suite is a personal sanctuary, boasting a spacious walk-in closet and 5-piece ensuite bathroom. Beyond your doorstep enjoy access to a state-of-the-art fitness center, a rejuvenating sauna, a beautifully landscaped garden, a stylish party room, and a guest suite for visiting friends and family. More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- JARROD ARMSTRONG
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1008 18 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12721346
1008 18 Yorkville Avenue Toronto M4W 3Y8
$549,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12721346
- Bedrooms:
- 1
- Bathrooms:
- 1
Come and live in the heart of Yorkville in this perfect one bedroom unit. This unit has a great view overlooking the rooftop patio and BBQ area. Tons of natural light all day long from the floor to ceiling windows. Just steps from restaurants,shops,Library,Entertainment, TTC and a lot more. Enjoy 24hr concierge for your security, exercise room for your health, and a party for your friends and family. This unit has a large balcony that runs the width of the entire unit with a sliding walk out door through the Living room. Marble counters, laminate wood floors, Black appliances, 4 piece bathroom, stacked washer/dryer, mirrored backsplash as well as brand new white window treatments. Don't wait to come and see this perfect condo for the urban professional. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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27 Hillsboro Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12722748
27 Hillsboro Avenue Toronto M5R 1S6
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12722748
- Bedrooms:
- 6
- Bathrooms:
- 3
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Ave & Dav. Welcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value. The home features a shared (skinny) driveway with parking for two vehicles a true bonus for this location. The upper two units are vacant, freshly updated with new flooring, paint, and modern lighting, and are move-in ready or easily rentable. Each upper level enjoys its own private porch, and both feature wood-burning fireplaces, adding warmth and character that tenants and homeowners love. The upper unit also includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreat. The basement in-law suite is currently rented at $1,650/month. Laundry and utilities are shared, keeping operations straight forward.From a future-planning perspective, the options here are compelling: Keep the current duplex configuration Restore to a stunning single-family home Upgrade or reposition the property to maximize its potential An initial zoning review by Property Pathways indicates potential 6-plex compliance (buyers t confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside. All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture. .Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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505 88 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12715968
505 88 Cumberland Street Toronto M5R 0C8
$739,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12715968
- Bedrooms:
- 1
- Bathrooms:
- 1
An exceptionally renovated residence in the heart of Yorkville, this bespoke suite at Minto Yorkville Park offers a rare blend of design, functionality, and luxury craftsmanship. Every inch has been thoughtfully reimagined with high-end finishes and custom millwork to maximize both beauty and livability.The space features custom-built closets and transformative millwork (2023) that seamlessly convert from office to wardrobe and shoe storage, paired with a premium imported Italian Murphy bed to optimize open living space. Oversized imported porcelain tile flows throughout, including striking 9-foot slab feature walls, accent mirrors, and a marble sconce at the entry. A fully integrated LED lighting plan includes under-cabinet kitchen lighting and illuminated shower features.The custom-designed kitchen is a true statement, featuring leather-wrapped fridge and freezer panels, mirrored and porcelain-wrapped upper cabinetry, brushed gold fixtures, marble accents, under-counter kick drawers, and a Fisher & Paykel dishwasher drawer. The spa-inspired bathroom showcases a custom vanity with a marble sink, an extra-deep medicine cabinet, marble shower inlay, and tinted glass enclosure.Additional highlights include a brilliant smart lighting system with built-in Sonos speakers, a dramatic star ceiling with multi-colour light options, custom plaster ceiling details with two-toned mirrored finishes, remote-controlled blackout blinds, and a custom laundry closet with shelving and LG ventless washer/dryer. Comfort is enhanced with an upgraded digital thermostat from the HVAC manufacturer.Includes a large conveniently located storage locker on the 5th floor, just steps from the unit. This is a truly turnkey, design-forward home for the buyer who appreciates uncompromising quality in one of Toronto's most prestigious neighbourhoods. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- JARROD ARMSTRONG
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209 980 Yonge Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12716466
209 980 Yonge Street Toronto M4W 3V8
$529,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12716466
- Bedrooms:
- 1
- Bathrooms:
- 1
Incredible Opportunity! Over 900 sq/ft of Sunlit Space, Boasting Brand New Engineered Wood Floors! Open Concept Living/Dining Combined with the Kitchen Offers the Perfect Setting for Entertaining! Private Bedroom is Massive and Boasts a Large, Separated "walk in" Closet for Dressing/Sitting. Wall-to-Wall Mirrored Closets. Four Piece Ensuite. Tons of Storage in the Unit Along with a Locker Across the Hall on the Same Floor! Professionally Managed Condo with 24hrConcierge Service and Visitor Parking. Awesome Rooftop Patio for Entertaining on Beautiful Nights as well as a Party Room and Billiards Space! Steps to all the Top Restaurants, Ramsden Park and Rosedale Valley! Lots of Visitor Parking in Back. Rosedale Subway is a Two Minute Walk and Minutes to the Downtown Core! This Space Does Not Disappoint and awaits your special touch! Space is Virtually Staged. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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6209 11 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12716870
6209 11 Yorkville Avenue Toronto M4W 0B7
$1,388,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12716870
- Bedrooms:
- 4
- Bathrooms:
- 2
When Yorkville prestige meets true designer living-Suite 6209 offers nearly 1,000 sqft of refined interior space W/a rare 3+1 bdrm layout &10-ft ceilings, wrapped in floor-to-ceiling glass that elevate every moment. This Sunfilled/Airy unit delivers an unobstructed panoramic sweep across north, south &west exposures-capturing iconic CN Tower, lake, greenery&city skyline views. At the heart of the home is a showpiece chef's kitchen featuring Miele 30" integrated appliances, a dedicated wine cellar, and a dramatic marble waterfall island W/extended dine-in seating for six-perfect for entertaining. Premium stone continues throughout W/marble countertops, range surround& full-height backsplash. The spa-inspired bathrooms are finished to the highest standard W/one-piece marble sinks, heated floors& stone-clad feature walls surrounding a sculptural tub. Double door to the gallery-aliked balcony from living and bedroom- have your fresh breeze with the 300 degree view. Thoughtful upgrades include herringbone flooring throughout, custom Cecconi Simone tinted/illuminated cabinetry& sleek layered lighting W/pot lights & custom closet organizers. A generous primary retreat features a double closet for effortless storage. A statement residence in the heart of Yorkville-luxury, light &views without compromise. Parking included. Residents enjoy an impressive collection of amenities, including a 24-hour concierge, an elegant lobby, visitor parking, an indoor/outdoor infinity pool, a tranquil rooftop Zen garden W/ BBQs,a fully equipped gym W/spas, kid's playrm, an intimate piano lounge, a dramatic party rm& the building's signature Bordeaux lounge, Zen reflection rm, theatre rm,wifi-social lounge &business centre. Perfectly situated across from the Four Seasons Hotel, the address is surrounded by the world's most prestigious brands boutique store &acclaimed Michelin-star restaurants. The ROM, top galleries, TTC subway stations, the University of Toronto all at your door steps. More detailsListed by CENTURY 21 ATRIA REALTY INC.- JARROD ARMSTRONG
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1612 914 Yonge Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12718640
1612 914 Yonge Street Toronto M4W 3C8
$679,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12718640
- Bedrooms:
- 2
- Bathrooms:
- 1
Experience Elevated Urban Living at Suite 1612. Located at the prestigious crossroads of Yorkville, Rosedale, and the Annex, this beautifully updated 1-Bedroom + Den residence offers approximately 800 sq. ft. of open concept, sophisticated interior space. Wall-to-Wall windows frame unobstructed, panoramic views of the lush Rosedale Valley, flooding the home with natural light. The modern kitchen features sleek quartz countertops and a matching backsplash, complemented by seamless engineered hardwood flooring throughout. The versatile den is currently configured as a custom walk-in closet, providing exceptional storage alongside in-suite laundry.Step out onto your 80 sq. ft. private balcony to enjoy quiet mornings overlooking the Rosedale valley. This suite includes rare same-floor locker storage. Situated in a meticulously managed building with low maintenance fees, you are steps away from world-class dining, luxury shopping, and Bloor-Yonge subway access. More detailsListed by KELLER WILLIAMS EMPOWERED REALTY- JARROD ARMSTRONG
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1908 155 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12712622
1908 155 Yorkville Avenue Toronto M5R 1C4
$299,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12712622
- Bathrooms:
- 1
A refined studio residence in the heart of Yorkville, offering an exceptional lifestyle on one of Toronto's most prestigious streets. Located in a luxury, well-managed building with 24-hour concierge, fitness centre, and elegant party room, this is a home that feels elevated from the moment you arrive. Ideal as a downtown pied-Ă -terre, or a high-demand investment opportunity. Previously operated as a successful Airbnb (buyer to verify all current use and regulations). Steps to Bloor Street shopping, fine dining, transit, and cultural landmarks. A rare chance to own in a premier Yorkville building where location, lifestyle, and long-term value align. Offer reviewed Tuesday January 27th at 5pm. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- JARROD ARMSTRONG
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303 155 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12712814
303 155 Yorkville Avenue Toronto M5R 0B4
$2,395,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12712814
- Bedrooms:
- 2
- Bathrooms:
- 3
Suite 303 offers nearly 1,700 sq. ft. of impeccably designed living space, paired with a rare 474 sq. ft. private terrace overlooking Yorkville Avenue - an elevated retreat above one of Toronto's most iconic streets. Nearly 50 feet of floor-to-ceiling glass fills every principal room with natural light and city energy, while thoughtful design preserves a sense of calm, discretion, and escape.The custom Downsview kitchen is as striking as it is functional, featuring Sub-Zero, Wolf, and Miele appliances, dual Sub-Zero refrigerators, and a statement island designed for effortless hosting. A tailored wet bar just off the dining area is perfectly positioned for hosting, unwinding, and everything in between.The living space is expansive yet inviting, anchored by a dramatic fireplace wall and ambient lighting that sets the mood from day to night. Both bedrooms open directly onto the terrace, inviting the outdoors into daily life. With a gas line already in place, the terrace becomes an effortless extension of the living space - perfect for morning espresso or evening dinners under the city lights.The primary suite is a true retreat, complete with a walk-in dressing room and a spa-inspired ensuite. A second bedroom with its own full bath, a discreet powder room, and a proper laundry room with custom storage complete a layout designed for refined, low-maintenance living. Just steps from Yorkville's most celebrated dining, shopping, and cultural destinations, Suite 303 offers a rare combination of craftsmanship, privacy, and exceptional outdoor living - crafted for those who want to be at the centre of it all, without ever sacrificing discretion. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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203 212 St George Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12714732
203 212 St George Street Toronto M5R 2N5
$830,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12714732
- Bedrooms:
- 2
- Bathrooms:
- 2
Spacious 2-bedroom suite in the heart of the Annex, offering over 1100 square feet of bright, open-concept living. Located in a charming 5-storey heritage boutique building, this suite features a south-facing balcony that fills the living, dining, kitchen, and office areas with natural light. The custom kitchen includes ample storage and a generous breakfast bar that comfortably seats six. The primary bedroom offers wall-to-wall closets, a beautiful 4-piece ensuite, and direct access to the 40-foot balcony, which is also accessible from the living room. A second full bathroom with a sleek glass shower enclosure completes the interior. The building includes a rooftop terrace, gym, and sauna. Condo fees are all inclusive, covering electricity, water, heating, cooling, and cable. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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626 Huron Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C12707992
626 Huron Street Toronto M5R 2R9
$2,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12707992
- Bedrooms:
- 5
- Bathrooms:
- 4
Investment opportunity for a luxury multiplex in Toronto's Annex -- Steps from Dupont and Spadina Stations, this well maintained 4-unit property contains renovated units across over 4,000 square feet with clever design, efficient use of space, modern upgrades, and additional income potential ---- Unit 1 spans 3 levels, blending character with modern living. Features include a spacious bedroom with ensuite bath, laundry, office space, and a walkout to a private deck ---- Unit 2 is a bi-level, 2nd-storey layout with modern and practical living, dining, and kitchen walking out to a private deck. Down to the extra large main floor bedroom finds an ensuite bath, laundry, and office nook ---- Unit 3 is a true owner's suite. A top-floor, beautifully designed space with glass rail, custom kitchen cabs, Quarts counters, Miele cooktop + oven, Sub-Zero fridge, skylights, laundry, and a 260 sq ft rooftop deck ---- Unit 4, the lower level 2 bedroom unit with private entry, features a renovated, eat-in kitchen, laundry, patio walk-out, and a bright, additional live + work space with floor-to-ceiling windows that leads upstairs to the primary bedroom ---- A newer detached garage holds two parking spaces, a new Motor-Drive Opener, and raised storage racks for all four units. Laneway potential here and report is available. Systems include roof (2009), Boiler (2011) and three ductless AC/ Heat Pump Units (2019-2021). Three separate hydro meters. Financials available. **EXTRAS** #1- Fridge, Stove, DW, W+D, Blinds, Light Fixtures (ELFs)...#2- Fridge, Stove, DW, W+D, Blinds, ELFs...Unit #3- Fridge, Cooktop, Oven, DW, W+D, Microwave, Blinds, ELFs...Unit #4 Inc; Fridge, Stove, DW, W+D, Blinds, ELFs. 3 Ductless Units. More detailsListed by REALOSOPHY REALTY INC.- JARROD ARMSTRONG
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Data was last updated January 24, 2026 at 06:15 AM (UTC)
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