Annex Real Estate

Annex Real Estate

Welcome to the Annex, one of Toronto's most vibrant and eclectic neighborhoods! Nestled just north of the bustling downtown core, the Annex is a harmonious blend of historic charm and modern living, making it a sought-after destination for families, young professionals, and students alike.

The Annex is renowned for its stunning Victorian and Edwardian homes, many of which have been lovingly restored, showcasing the architectural beauty of a bygone era. Tree-lined streets invite leisurely strolls, while cozy cafes and boutique shops add to the neighborhood's inviting atmosphere. Whether you're grabbing a coffee at a local café or browsing unique shops, you'll find that the Annex is a community that celebrates creativity and diversity.

For those who appreciate culture, the Annex is home to several prominent institutions, including the University of Toronto, which infuses the area with a youthful energy. The nearby Royal Ontario Museum and the Bata Shoe Museum offer residents and visitors alike a taste of Toronto's rich cultural tapestry.

Families will appreciate the excellent schools and parks that dot the area, providing ample opportunities for outdoor activities. With its proximity to public transit, including the subway, commuting to downtown Toronto or exploring the city has never been easier.

Dining options in the Annex are as diverse as its residents, with an array of restaurants offering everything from international cuisine to cozy diners. The vibrant nightlife, featuring bars, live music venues, and theaters, ensures that there's always something happening in this lively neighborhood.

In the Annex, you're not just finding a home; you're becoming part of a dynamic community that values history, culture, and connection. Come discover what makes the Annex a truly special place to live!

Newest Listings in Annex

123 Birch Avenue, Toronto
$2,995,000
4 Beds ⋅ 4 Baths ⋅ C14121648 MLS
Centre Ice at Yonge & Summerhill! Welcome to 123 Birch Ave, an exceptional detached home in one of Toronto's most coveted family neighbourhoods, in the highly sought-after Cottingham Jr. PS district - ranked the #1 elementary school in Ontario. Beautifully renovated & featured in House & Home magazine, this is that rare Summerhill combination: a sophisticated, move-in-ready family home with a private drive & integrated garage, just steps to everything along Yonge. Offering approx. 2,644 sq ft of total living space, 4 bedrooms & beautifully considered interiors. Soaring 9'4" ceilings on the main floor, w/ hardwood floors & custom detailing set the tone. The fabulous kitchen features a Wolf 6-burner range, Caesarstone counters, marble backsplash, breakfast bar & incredible storage, opening to a generous dining area & expansive living room with custom built-ins. Sliding doors lead to a private deck & enclosed city garden - an incredible extension of the living space for summer dinners & entertaining. Upstairs, the oversized primary retreat overlooks the garden with custom closets & a spa-like ensuite with heated stone floors, soaker tub & glass shower. A fabulous 2nd bedrm/office with cathedral ceiling, skylight, bay window, built-in desk & Murphy bed offers wonderful flexibility, while 2 additional bedrooms & a skylit bath complete the 3rd floor. The finished lower level offers a cozy rec rm w/gas fireplace, custom built-ins, powder rm, laundry & direct access to the garage. New roof 2026; Lennox furnace & A/C 2025.And the location simply doesn't get better! Walk out your door to Summerhill's shops, cafes & restaurants, TTC, parks & Cottingham Jr PS. A beautifully renovated detached home, private drive, integrated garage & one of the very best school districts in Ontario - right in the heart of Summerhill.

123 Birch Avenue, Toronto

113 Dupont Street Unit PH01, Toronto
$2,499,000
3 Beds ⋅ 3 Baths ⋅ C14120540 MLS
Come home to one of the city's most stunning architectural masterpieces. Set within an intimate boutique building of just seven exclusive residences, this design-driven loft offers discretion and privacy just steps from Toronto's most iconic neighbourhoods, including The Annex, Yorkville, and Casa Loma. Positioned on the top floor and defined by dramatic 15-foot ceilings, this showpiece lives more like a private home than a condominium. The extraordinary space is anchored by a sleek gas fireplace and wrapped in floor-to-ceiling windows that flood the interior with natural light. Clean lines, voluminous proportions, and an effortless open-concept layout create an atmosphere that is both refined and inviting.The Schiffini chef's kitchen is contemporary and functional, featuring an oversized island with extensive integrated storage and a full suite of top-of-the-line Miele appliances. Designed for both elevated entertaining and everyday living, it seamlessly anchors the main living area.Two generously sized bedrooms each feature a private ensuite, providing rare symmetry and privacy. The primary suite is a true retreat, complete with a large walk-in closet and a spa-caliber bath featuring a deep soaker tub, steam shower, and floor-to-ceiling tile detailing. A beautifully appointed powder room adds convenience for guests. Outdoor living includes a private balcony plus two Juliet balconies, enhancing the indoor-outdoor flow and reinforcing the loft's airy, architectural presence. Professionally curated throughout, the residence perfectly blends authentic industrial character with elevated modern finishes. Two parking spaces and a large private locker complete this exceptional offering. For those with refined taste seeking a truly unique space to live and entertain, this property is a dream come true.

113 Dupont Street Unit PH01, Toronto

11 Yorkville Avenue Unit 1709, Toronto
$692,888
1 Beds ⋅ 1 Baths ⋅ C14118996 MLS
Experience elevated urban living at the prestigious 11YV in the heart of Yorkville, where sophisticated design meets Toronto's most coveted lifestyle. Perched on the 17th floor, this exquisite 1 bedroom, 1 bathroom residence features soaring 9-foot ceilings, designer selected engineered wood flooring, large windows, and convenient in-suite laundry. The impeccably appointed kitchen showcases premium Miele appliances, a built-in wall oven, electric cooktop, integrated dishwasher and microwave, alongside a stunning Cecconi Simone designed island with an integrated dining table and built-in wine fridge. The bathroom continues the luxurious aesthetic with a custom floating vanity also designed by Cecconi Simone featuring an integrated stone sink, a deep soaker tub, glass partition, and both hand shower and rainfall showerhead. Indulge in an extraordinary collection of amenities, including an indoor/outdoor infinity pool, fitness centre, yoga studio, steam room, sauna, piano lounge, theatre, games room, business centre, kids room, lux lounge, social lounge, dining lounge, tranquil Zen garden, BBQ area, outdoor terrace, underground visitors parking, and the future home of Sweat and Tonic boutique fitness and wellness facilities planned for later this year. Beyond your front door, immerse yourself in the best of Yorkville, from world class dining and chic patios to designer boutiques along the iconic Mink Mile, charming European style pedestrian streets, five-star hotels, art galleries, and stylish cafés. With the Bloor-Yonge and Bay subway stations just a short walk away, the entire city is at your fingertips. Whether you're seeking an elegant urban residence, a sophisticated pied-à-terre, or a coveted address for enjoying Toronto's vibrant film festivals and celebrity scene, this exceptional Yorkville opportunity delivers luxury, convenience, and an opulent lifestyle in one remarkable address.

11 Yorkville Avenue Unit 1709, Toronto

295 Davenport Road Unit 201, Toronto
$1,699,999
3 Beds ⋅ 2 Baths ⋅ C14118402 MLS ⋅ Creed Building Lofts BLDG.
Discover sophisticated urban living at the distinguished CREED BUILDING. This exceptional custom designed, 1,857 sq. ft. two-level condo/loft residence, offers 2+1 bedrooms, 2 bathrooms and a rare blend of expansive interiors, coffered 10' ceilings, refined finishes and fixtures plus extraordinary outdoor living space. The corner unit's south-facing exposure, abundantly fills the generous living spaces with natural light, while two fireplaces create warmth and an amazing ambiance and atmosphere. White oak hardwood flooring, elegant marble tile and exquisite quartzite countertops reflect a commitment to quality and timeless design. The chef-inspired open-concept kitchen features premium KitchenAid and Miele appliances, seamlessly connecting cooking, dining, and entertaining. The elevated dining area's Juliet balcony and skylights compliment the extraordinary exterior living space - a spectacular 440 sq. ft. private south-facing terrace that elevates the experience with a fully equipped outdoor kitchen, complemented by captivating city skyline views and spectacular sunsets. Whether hosting elegant gatherings or enjoying a quiet evening above the city, this remarkable outdoor retreat extends the home's living space in style. The thoughtfully designed two-level layout offers exceptional versatility, privacy and a sense of separation rarely found in condominium living. Imagine a 550+ sq. ft. Primary Bedroom with walk-in closet, electric blinds, wood burning fireplace and a spa-inspired 5pc Ensuite. The "creme de la creme" at 295 Davenport is the ideal offering for established professionals or discerning down-sizers who appreciates upscale design, generous proportions and an elevated urban lifestyle. This turn key unit includes two private underground heated parking spaces with two storage lockers. Experience a distinctive blend of loft-inspired character, contemporary comfort and sophisticated city living in a coveted downtown Toronto setting - steps to Yorkville.

295 Davenport Road Unit 201, Toronto

133 Pears Avenue, Toronto
$3,598,000
3 Beds ⋅ 4 Baths ⋅ C14118066 MLS ⋅ Pears On The Avenue BLDG.
Tucked away on a private street between the charm of the Annex and the sophistication of Yorkville, 133 Pears Avenue offers the space and privacy of a house with the ease of condominium living. Beautifully appointed interiors designed by Gluckstein Design. A generous foyer with custom built-in closets sets an elegant tone, leading to a main floor designed for effortless entertaining. 10 foot ceilings & oak flooring frame the open concept living and dining areas, while a custom kitchen features a centre island and built in Miele appliances. A private elevator connects all four interior levels. The second floor is designed as home office leading to the primary retreat featuring a custom walk-in closet and a six piece ensuite with heated floors. A generous seating area complements the inviting primary bedroom, where a romantic gas fireplace creates a peaceful place to unwind, plus an intimate private balcony evoking the charm of a classic New York City townhouse. The third floor features an additional bedroom with a 4 piece and its own balcony. The large open family room has a bar area with a wine refrigerator, or could be configured into another bedroom with a 3 piece bathroom. Stairs lead to the sun filled rooftop terrace, where a gas firetable, barbecue and wood decking create the setting for outdoor dining and entertaining. The terrace is also plumbed for a future hot tub. The lower level includes a laundry room, and plenty of storage, with direct garage access to two conveniently located parking spaces ( with EV charger) . Full access to the amenities of 170 Avenue Road : 24-hour concierge service, indoor pool with whirlpool and private cabanas, gym, yoga room, party room with wet bar, media room, landscaped terrace and guest suite.

133 Pears Avenue, Toronto

55 Prince Arthur Avenue Unit 903, Toronto
$4,175,000
3 Beds ⋅ 4 Baths ⋅ C14116710 MLS
Extraordinary in scale! Exceptional in style! Unparalleled in opportunity! Here is a truly remarkable residence that redefines luxury living. Spanning 4,735', this sensational, penthouse-style double-suite is a rare find in one of Toronto's most desirable neighbourhoods. Impeccably renovated with stylish, tasteful finishes & an unwavering attention to detail, it offers the proportions of a much larger detached home, with all the ease & convenience of a single level floor plan. From the elegant 27' foyer to the spectacular, generously proportioned living spaces, the sense of arrival is immediate. Soaring ceilings & floor-to-clg, wall-to-wall windows flood the residence with natural light, while expansive, big-sky vistas stretch over the treetops of the low-rise, heritage-protected Yorkville/Annex neighbourhood. With splendid oversized rooms, where both the grand foyer & gallery hall lead to the 25' living room & the 21' family room, to the great walls for art, abundant stg & magnificent views, this is designed for inspired living & effortless entertaining. Thoughtfully reimagined to maximize comfort, design & flow, the original 3-ens-bdrm layout has been transformed to create a new, expanded, 20' open-concept kit overlooking the open bar & bkfst area while the former 3rd bdrm (with the plumbing removed by the previous owner) has been converted into a formal 21' DR. The fabulous 500 sf primary BR, with fp, features an adjoining 21' dressing room with centre console, wicc & spa bath & is situated next to the den/study (BR 3), while remaining well separated from the 2nd ens BR (or 2nd primary BR) for extra privacy. A spacious laundry & sink adds everyday practicality. Wrapping around one side & two corners, this captivating residence features 2 south balc's with bird's-eye views across the U of T playing fields to TO's dramatic skyline & the iconic CN Tower. 2 lockers & 2 priv pkg, with EV charging, complete the offering.

55 Prince Arthur Avenue Unit 903, Toronto

107 Macpherson Avenue, Toronto
$3,150,000
5 Beds ⋅ 4 Baths ⋅ C14116674 MLS
A Summerhill Gem | Space, Style & Sunlight Set on a coveted street in prime Summerhill, this beautifully updated, wide semi-detached home offers an exceptional blend of timeless character, modern design and effortless living. With four bedrooms, three bathrooms, a main-floor powder room and parking for two cars, this move-in-ready home delivers the space and flexibility to suit every stage of life. The open-concept main floor features engineered hardwood floors, a rare wood-burning fireplace and a modern kitchen framed by a dramatic floor-to-ceiling bay window. At the rear, a sun-filled, south-facing sunroom with skylights and wall-to-wall glass creates an inviting space to relax. Sliding doors open onto a private deck and garden complete with a storage shed. The second floor offers three well-proportioned bedrooms and a four-piece family bathroom. The south-facing bedroom features built-in shelving and a closet, while the second bedroom offers a window and double closet. The third bedroom, currently configured as a work-from-home office, is distinguished by its charming bay window, decorative fireplace and closet. Ascend to your own private primary retreat, where abundant natural light pours through multiple skylights. An oversized walk-in closet and luxurious six-piece, spa-inspired ensuite create a peaceful escape from the everyday. The lower level adds exceptional versatility, featuring a media room, laundry room and an additional bedroom with its own three-piece ensuite bathroom, ideal for guests, extended family or a private workspace. With its thoughtful updates, inviting outdoor space and coveted Summerhill address, don't miss this opportunity to enjoy stylish, low-maintenance living in one of Toronto's most desirable neighbourhoods, close to the shops, cafés, restaurants, transit and everyday amenities that make Summerhill so special.

107 Macpherson Avenue, Toronto

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