Annex Homes for Sale

Annex Homes for Sale

Welcome to the Annex, one of Toronto's most vibrant and culturally rich neighborhoods! Nestled just north of the bustling downtown core, the Annex is renowned for its eclectic blend of historic charm and modern amenities. This inviting community is characterized by its beautiful tree-lined streets, stunning Victorian and Edwardian homes, and a diverse array of shops, cafes, and restaurants that cater to every taste.

As you stroll through the Annex, you’ll discover a delightful mix of art galleries, bookstores, and boutique shops, all contributing to the area’s unique character. The neighborhood is also home to a thriving arts scene, with the renowned Bata Shoe Museum and the nearby Royal Ontario Museum just a stone's throw away. For those who appreciate the outdoors, the Annex offers easy access to parks like Christie Pits and the scenic Philosopher's Walk, perfect for leisurely strolls or picnics with friends.

If you’re considering a move to this charming neighborhood, you’ll be pleased to know that there are numerous homes for sale to suit your lifestyle. From beautifully restored heritage homes to contemporary condos, the Annex offers a variety of housing options that cater to families, young professionals, and retirees alike. With its proximity to public transit, top-rated schools, and an array of cultural amenities, living in the Annex means embracing a lifestyle filled with convenience and community.

Come explore the Annex and discover why this neighborhood truly feels like home! Your dream residence awaits amidst the charm and vibrancy of one of Toronto’s most sought-after locales.

Newest Annex Homes for Sale

$1,898,900
4 Beds 3 Baths C13793592 MLS
Welcome to 104 Wells! A beautifully renovated family home in the heart of The Annex. Thoughtfully updated with a modern, elegant design, this spacious home combines comfort and functionality for everyday family living. The impressive kitchen is the heart of the home, featuring premium Miele appliances and a generous centre island, perfect for family meals, homework and entertaining. With four well-appointed bedrooms across the second & third floors, there is plenty of room for everyone. Two bedrooms are on the second floor, with two additional bedrooms on the third, while the conveniently located second-floor laundry makes daily life easy. Smooth ceilings throughout the entire home. The finished basement adds even more flexibility, with an enlarged window bringing in plenty of natural light. Renovated in 2021, it is ideal as a kids' playroom, home office, media space, guest area, or an additional bedroom. One of the highlights of 104 Wells is the very private backyard garden oasis (IT IS SPECTACULAR!). Beautifully landscaped in 2021 & tucked away among mature trees, this lush and peaceful space feels surprisingly secluded for a home in the heart of the city. It is perfect for morning coffee, summer dinners, entertaining friends, or letting the kids enjoy their own outdoor escape. Upstairs, the roof deck offers another fantastic outdoor space surrounded by greenery, an ideal place to relax at the end of a busy day. The home has been thoughtfully maintained & updated, including a new furnace in 2020, heat-pump hot water heater in 2022, & refreshed front porch & stairs in 2025. Located just steps from Summerhill Market, great coffee shops, Bathurst & Dupont Subway Stations, restaurants, shops, boutiques, parks, neighbourhood amenities, with easy access to Yorkville & Bloor St, this is Annex living at its best. Abundant street parking is an added bonus. Modern, comfortable, private, & perfectly located, 104 Wells is a special place to call home. Truly NOT to be missed!

104 Wells Street, Toronto

$4,995,000
3 Beds 4 Baths C13784186 MLS
Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares.

27 Boswell Avenue, Toronto

$2,189,000
5 Beds 5 Baths C13764942 MLS
On an elegant mature tree lined street in the heart of the Annex sits this generously sized updated Edwardian family home. Boasting over 3,000 sq ft above ground there is ample room for a large family or an amazing opportunity for a live-in + remote/work at home scenario or even to possibly create multiple living spaces. The space is here. Big rooms can be re-imagined as work spaces, bedrooms or family rooms. The house is in good shape with updated wiring and mechanics and was previously remodelled and extended out featuring a unique layout with the kitchen on the second floor. There are large decks on each floor offering plenty of sun filled outdoor space. The big lot also features a double car detached garage rare for the neighbourhood. The primary suite on the third floor is a huge bright room with walk-in closets, ensuite and a massive private deck. The location does not get any better on a beautiful block of classic Annex homes with Bloor one block away and Bathurst around the corner. Schools (Palmerston elementary school TDSB district + french immersion, RSGC across the street), parks, shops, cafes, dining, groceries, community centres & public transportation (Bathurst TTC Station) are all close by. This is truly an incredible location in the heart of the city on a remarkably quiet and low traffic street. What makes the Annex truly unique is the convenience of its centrality combined with the tranquil community feel with lush green spaces and grand historic homes. The house features numerous upgrades, preserved original details, many built in storage and shelves and has been well taken care of. A home inspection report is available. A grand opportunity to remodel your forever home.

112 Albany Avenue, Toronto

$3,395,000
3 Beds 4 Baths C13762652 MLS
46 Bernard Ave - your dream home you never thought you could buy! Located where the Annex meets Yorkville, steps to the shops, restaurants & energy of Ave & Dav, sits a Heritage Red-Brick Victorian w/ arched windows, incredible entertaining space & serious style. A true AAA+ location where you walk out your front door & are in the middle of it all without sacrificing the charm, space & privacy of a house. And not just any house! Move-in ready. Beautifully finished. 3 bedrms. 4 bathrms. Parking. A gym. Woodburning F/Place. Did I mention the Curved Windows?! And, if that wasn't enough to swoon over, there is an absolutely magical courtyard garden oasis that feels worlds away from the city all yours to enjoy. Inside, soaring proportions & oversized principal rooms are made for city living on a grand scale - dinner for 16? No problem. Cocktails for 50? Easy. The renovated eat-in kitchen is bright, design savvy & inviting, while the primary suite delivers the full wish list: fireplace, walk-in closet & a gorgeous marble ensuite w/ heated floors. The second bedrm overlooks the backyard w/ a lovely 4 piece, & the 3rd bedrm has multiple use options: Queen Bed for family or guests; office/den; or a fantasy dressing room/custom 'Carrie Bradshaw' closet for the primary! But the real story here is the opportunity: Coveted Red Brick Victorian. Incredible space. Stunning finishes. Outdoor space. Parking. Ample storage space. Move-in ready. And, all the excitement & energy of Yorkville just steps away on one of the most coveted streets in Prime Annex. This is the rare moment when the location you've always wanted, the house you thought was out of reach and an exceptional price all meet at the same address. Come view 46 Bernard before someone else buys your home!

46 Bernard Avenue, Toronto

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