Ossington & College Real Estate for Sale

Welcome to 493 Ossington Avenue-an exceptional opportunity to own a legal duplex in the heart of the highly sought-after Palmerston-Little Italy neighbourhood. Built in 1896, this grand residence blends timeless character with modern upgrades, offering over 4 levels of versatile living space ideal for multi-generational families or buyers seeking a strong mortgage helper. With five bedrooms, including two on the finished third level, and soaring ceilings on the main floor, the home delivers the space and flexibility today's buyers crave.Thoughtfully updated and move-in ready, the property offers multiple living configurations. Enjoy it as a spacious single-family home, or take advantage of the legal duplex setup by living in one unit while renting the other. The upper level functions beautifully as a large 3-bedroom suite, creating excellent income potential without compromising comfort or privacy. A rear addition expands the main floor with a generous family room, while the separate living and dining areas offer the option to open up into one expansive entertaining space. Outside, a rare double-car garage with laneway access provides easy, secure parking-an incredible asset in this location. With a 95 Walk Score, 93 Transit Score, and 76 Bike Score, everything you need is at your doorstep. Walk to the vibrant energy of College Street and Little Italy, explore Kensington Market, enjoy nearby green spaces like Dufferin Grove Park and Trinity Bellwoods, and benefit from close proximity to Toronto Western Hospital.This is more than just a home-it's a flexible investment in lifestyle and long-term value. Whether you're accommodating extended family, offsetting your mortgage with rental income, or simply looking for space in one of Toronto's most dynamic communities, 493 Ossington delivers a rare and compelling opportunity.

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.

Return to Oz. A magical tale unfolds here. Late 1800s Victorian bones meet Queen West cool in a way that will have you scratching your eyes just to make sure you're not dreaming. Nearly 2,000 square feet above grade, three storeys that spiral you into the clouds, and a rooftop terrace waiting at the top like a reward for the journey. The main level casts its spell immediately. Ten-foot ceilings, original plaster medallions, rich Brazilian hardwood, and a foyer generous enough to build out a proper wardrobe and bench, because arriving home should feel like no place else. The living and dining rooms are impressively large and cohesive, anchored by the eyeline of the original exposed staircase and banister that winds its way upward like a story you can't put down. A large-scale chef's kitchen with stone counters and commercial Viking appliances (open burners & 1300 degree salamander) awaits at the end. Behind the oversized wooden door? No wizard, but a hotel-style powder room that's just as impressive. The second floor pulls you deeper. Two principal-sized bedrooms, each with ample closets and their own tree-lined terraces (one with radiant heaters, so this isn't a seasonal enchantment). Between them, a bathroom so grand it was likely a third bedroom in a past life: custom drop-in tub, rain shower, double vanity, and a water closet fit for royalty. Follow the great staircase (not yellow, not brick) to the third level. Seven skylights. Bedroom and office space framed by sky. And then the rooftop: an outdoor bar with a working sink, an OUTDOOR SHOWER, and views that make the city feel like a rumour. The lower level holds upgraded mechanicals and blank space for whatever chapter you write next. Out back, the yard feels less like the city and more like forest. Watch out for tigers. Built-in speakers, cedar decking with hidden fasteners, an exceptional heating and cooling system, 3-pane glass on the front windows, and so much more.No tornado necessary. 418 Ossington awaits.

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.

Let's be honest. Vacant rarely looks this good. Two recently severed lots. Side by side. 25x109 feet each (353 & 359 Crawford). Fifty feet of combined frontage sitting right in the heart of Trinity Bellwoods, tucked neatly between College & Dundas on the west side of Crawford. Let that land for a second. This isn't a renovation play dressed up as something bigger. This is something bigger. We're talking 7,300+ square feet of interior space spread across a 2.5-storey brick building. The kind of early-20th-century hybrid that borrows from late Edwardian bones and the Craftsman sensibility without apologizing for it one bit. Huge street presence. Very Toronto. Exceptionally rare. The property arrives vacant. No tenants, no complications, no inherited headaches. Just a blank slate with serious bones and even more serious upside. A commanding front porch sets the tone, a rear extension adds depth and when you make your way to the second or third floor at the back? Unobstructed CN Tower views. Rear laneway access serves both lots. Two-car parking per property. And upside potential that your spreadsheets will absolutely love. No encroachments, no heritage restrictions, no drama. A survey is available and ready to go. For the builders, architects, infillers, and visionaries who've been waiting for the right opportunity in the right neighbourhood. This is the call. The approvals conversation starts here, and the numbers make sense on both sides of the table. Cont...

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.

Welcome to this solid detached 3-bedroom home located in one of the city's most trendy and desirable neighbourhoods, close to excellent schools, steps to College street & Ossington, ideally close to vibrant restaurants, cafés, parks, and local conveniences. This solid home offers a fantastic opportunity for buyers to modernize and customize to their own style and personal taste. Comfortable & well maintained, you can move in now & update over time at your pace. Enjoy a spacious private backyard, ideal for family gatherings or summer entertaining, plus a solid block garage and convenient two-car parking. The garage also presents potential for future laneway housing, similar to what other neighbours on the street have created (subject to city approvals). The walkout basement adds incredible value with excellent potential for an in-law suite or rental income opportunity. (subject to city approvals) An exceptional chance to invest, customize, and create a beautiful home in a prime location.

Don't miss this tastefully updated 2.5-storey property in one of Toronto's most sought-after neighbourhoods. An excellent opportunity for investors, this turnkey income-generating home features three well-maintained units, each offering modern finishes and strong rental appeal. Upper Unit (2nd & 3rd Floors): A spacious 3-bedroom, 1-bathroom suite showcasing updated flooring, durable laminate throughout, and a ductless A/C system for year-round comfort. Main Floor Unit: Bright and inviting, this open-concept space features a generous eat-in kitchen, an updated bathroom, ductless A/C and direct access to a private backyard.Basement Unit: A self-contained 1-bedroom suite complete with ceramic flooring, ductless A/C, and a separate front entrance-ideal for added income or extended family. HWT (2026). Garage & Laneway Access: A detached garage at the rear offers valuable laneway access, presenting additional income potential or flexible personal use.Fully tenanted with excellent AAA+ occupants who must be assumed. A rare opportunity to secure a solid, income-producing asset in a high-demand location-act quickly!