Ossington & College Real Estate for Sale

Live out loud! 418 Ossington. Nearly 2,000 square feet above grade across three storeys of late 1800s Victorian character, completely reimagined for people who love the best of downtown living (hello 9 Michelin restos under a 7-minute walk).The main level hits differently. Ten foot ceilings, original plaster medallions, rich Brazilian hardwood, and a foyer built for a proper arrival - yours and everyone you're about to invite over. The living and dining rooms are impressively large and cohesive, anchored by the original exposed staircase and banister winding upward through the middle of it all. At the back a chef's kitchen with stone counters, commercial Viking appliances, open burners and a 1300 degree salamander - weeknight dinners don't need to be boring and you know it. A hotel style powder room behind the oversized wooden door rounds out the main level nicely. Upstairs: two principal sized bedrooms each with serious closet space and their own tree lined terraces. One has radiant heaters - you're not going to stop enjoying the outdoors just because it got cold. The bathroom between them was likely a third bedroom in a previous life: custom drop in tub, rain shower, double vanity, space for a water closet. It's a lot. You're welcome. Third floor: seven skylights, bedroom, office, SKY. Then the rooftop - outdoor bar with working sink and an outdoor rain shower because who needs a cottage commute when this is waiting at home. The lower level is upgraded mechanicals, a pantry, and a valuable storage area that will have every smaller home dweller rethinking their life choices - plus a blank canvas for whatever comes next. The backyard is surprisingly large, lush and PRIVATE. Built in speakers, cedar decking, 3 pane front windows, exceptional HVAC. The full package. 418 Ossington. Come get it. Neighbours willing to rent parking space :)

Welcome To 543 Crawford St, A Rare Detached Brick Home In The Heart Of Little Italy. Spacious 4+1 Bedrooms, Even Showcases A Charming CN Tower View. Functional Layout And Multiple Entrances Offering Endless Possibilities. Enjoy A Bright Main Floor with 9 Ft Ceilings, Walkout To A Private Backyard And Rare 2-Car Garage. Lower Level Features Separate Front & Rear Entrances. Perfect For Income Potential. Located On One Of The Most Sought-After Streets, Just Steps To College St, Restaurants, Shops, Parks & TTC. This Is A Fantastic Opportunity To Own A True Family Home In One Of Torontos Most Vibrant And Desirable Neighbourhoods.

Welcome to 395 Shaw Street-a grand three-storey Victorian offering the scale, character and flexibility to become an exceptional single-family home in one of Toronto's most dynamic neighbourhoods. Soaring ceilings, oversized windows, exposed brick and beautifully preserved period details create warmth and presence throughout, while updated services, modern kitchens and renovated bathrooms make the home comfortable for today.Reimagine the generous layout for one household, with multiple living spaces, spacious bedrooms and room to gather, work, entertain and retreat. The entire home can be reclaimed for your family, or a separate lower-level suite could be maintained for added flexibility. With fantastic ceiling height, the lower level feels like genuine living space rather than a typical basement. The existing configuration also works well for extended family or multigenerational living without making the home feel divided.Outside, the backyard offers valuable open space in the city-a blank canvas for a garden, play area or private urban retreat. A welcoming covered front porch, private upper terrace and garage parking off the laneway complete the package. Set south of College Street and close to the neighbourhood park on Shaw, the home is surrounded by the energy of Little Italy, Trinity Bellwoods, Ossington, Dundas West and Queen West. Restaurants, cafés, independent shops, schools, transit and everyday conveniences are all within easy reach. This is a rare opportunity to create a substantial family home that reflects the way you want to live while preserving the beauty and soul of a classic Toronto Victorian.

A well-maintained detached fourplex in the heart of one of Toronto's most sought-after neighbourhoods, Palmerston Little Italy. This versatile property offers four self-contained units ideal for investors, co-ownership partners, or multi-generational living. The spacious main-floor 3-bed, 2-bath suite features ensuite laundry and direct access to a beautifully finished backyard with built-in seating and decking. The second level offers two bright 1-bedroom suites, each with private balconies, while the expansive lower level hosts a 2-bedroom suite spanning the full footprint of the home. All tenants month-to-month. The detached 2-car garage and laneway potential offer even more opportunity for future value. Perfectly situated steps to Harbord, Ossington, College, and Bloor - enjoy proximity to Little Italy, U of T, TTC, and all the amenities of downtown living. A rare opportunity to generate income, share ownership, or live together while maintaining independence.

Exceptional opportunity to own a spacious semi-detached home in the heart of highly sought after Trinity-Bellwoods. Offering outstanding versatility for families, investors, or those seeking multigenerational living. Situated on a 22.75 x 102.5 ft lot, this well maintained property boasts over 2,000 sq. ft. of living space and a detached two car garage with valuable laneway access.The home features 2+1 kitchens, a separate basement entrance. There is an excellent potential to create two additional bedrooms by converting two existing rooms(2nd and 3rd floor), making it an ideal opportunity for rental income or future value enhancement. The main floor also includes a spacious bonus room currently used as a second dining area, providing additional flexibility as a family room, home office, or potential bedroom. Recent updates include a new owned hot water tank (2024), new roof (2025), and new eavestroughs and soffits (2026). Located in one of Toronto's most vibrant and desirable neighbourhoods, this home is just steps to Trinity Bellwoods Park, public transit, schools, cafés, restaurants, boutiques, and everyday amenities. Whether you're looking for a beautiful family home with room to grow or a prime investment with excellent income potential, this is a rare opportunity in an exceptional location.

Brand New Luxury 1-Bedroom Condo at Concord Canada House - Toronto's Newest Landmark Beside the CN Tower & Rogers Centre. Experience unobstructed east-facing panoramic views of the CN Tower, Rogers Centre, and Lake Ontario from this elegant residence at Concord Canada House, the newest icon of luxury urban living in downtown Toronto.This thoughtfully designed 1-bedroom, 1-bathroom suite offers the perfect blend of style, functionality, and comfort - ideal for professionals or anyone seeking a modern downtown lifestyle.Situated in the heart of downtown Toronto, this prime location is just steps from the CN Tower, Rogers Centre, Scotiabank Arena, Union Station, the Financial District, the vibrant waterfront, top-rated restaurants, world-class shopping, and endless entertainment.Move-in ready, this stunning suite is the perfect place to experience luxury living in the heart of the city. Locker included.

Welcome to this Jewel Box nested in the heart of Little Italy. This French town house-inspired home is filled with luxury details in every corner. With more than 3,500 sq ft of finished living space and soaring ceilings on each level, this home is the destination of your search in downtown Toronto. From intricate scroll-style moldings, custom marble fireplaces, to floating staircases, there's no shortage of elegance and sophistication encapsulated in this labor of love. 3rd level's open concept suite with large rear terraces offers unobstructed city views and the CN Tower. ** EXTRAS ** Please see feature sheets for full home details. Builder offers Tarion new home equivalent warranty.

Welcome to this brand new, never-lived-in luxury residence at Concord Canada House, one of downtown Toronto's most prestigious landmark developments, ideally located steps from the CN Tower, Rogers Centre, Union Station, and the waterfront.Perched on a high floor, this exceptional 3-bedroom, 2-bathroom suite offers approximately 1,128 sq.ft. of thoughtfully designed interior space along with an expansive 277 sq.ft. heated terrace for year-round enjoyment. Enjoy breathtaking, unobstructed east-facing panoramic views of Toronto's iconic skyline and Lake Ontario through dramatic floor-to-ceiling windows that flood the home with natural light.Designed with sophistication and functionality in mind, the suite features premium Miele appliances, sleek contemporary finishes, and innovative four-season balcony doors that seamlessly extend the living space outdoors. From your private terrace, enjoy spectacular skyline views and even catch live events at Rogers Centre during the summer months.Residents enjoy access to world-class amenities including the iconic 82nd-floor Sky Lounge and Sky Gym, indoor swimming pool, ice-skating rink, touchless car wash, 24-hour concierge, and more.Located in the heart of downtown Toronto, moments from Scotiabank Arena, the Financial District, King West, fine dining, luxury shopping, and endless entertainment, this residence offers an exceptional blend of luxury, lifestyle, and convenience.Now offered below the original 2019 purchase price, this is a rare opportunity to secure outstanding value in one of Toronto's most sought-after luxury developments. Includes one parking space and one locker.

*LEGAL DUPLEX WITH SEPARATE ENTRANCE TO UNDERPINNED BASEMENT UNIT. * EXCELLENT INVESTMENT! GROSS CAP RATE APPROX 5%. DOUBLE DET. GARAGE SERVICED BY LANE WAY,***MAY HAVE OPPORTUNITY FOR LANE WAY HOUSING***. BASEMENT APARTMENT: NEWLY UNDERPINNED AND RENOVATED APPROX 6 YRS OLD. *MAIN FLOOR UNIT: NEW FLOORING (2026) AND WASHROOM (2026). UPPER LEVEL UNIT: (2nd & 3rd FLR) WITH 2 WALK-OUTS (RENO APPROX 6 YEARS AGO). 5 ROOMS. CAN BE USED AS A 2 OR 3 BEDROOM UNIT . BUYER TO ASSUME TENANTS.

In the Heart of Toronto's Vibrant Little Italy, this Exceptional Triplex at 216 Montrose Avenue offers a Rare Opportunity for Investors, End-Users, or Multi-generational living. Featuring Sun-Filled, self-contained Suites. The Home Includes 3 Toronto Hydro meters and 3 Enbridge Gas meters for added Convenience and Flexibility. Freshly painted throughout, each unit Feels Bright, Clean, and Inviting. The home also Features a Rear Basement Entrance for easy access and functionality. Step outside to a Breathtaking Private Backyard Oasis, complete with a Separate Garage opening onto the coveted Galipo Brothers laneway, with Convenient Access from both Crawford Street and Montrose Avenue. Perfect for Summer Entertaining or Quiet Outdoor Enjoyment.Ideally located just Steps from the Endless Shops, Cafés, Restaurants, Grocery Stores, and Lively Entertainment along College Street, with TTC streetcar access right at your Doorstep.