Palmerston-Little Italy 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.

7 Bedrooms! An impressive 2,728 sq. ft. of living space, including the basement, (2,039 sq ft above grade - see floor plans) in the heart of Harbord Village. This substantial, updated home offers a flexible layout suitable for investors, multi-generational families, or buyers seeking income potential. Featuring generous principal rooms and updated systems, the property can function as a spacious 7+2 bedroom residence or potentially be configured as two self-contained units, with additional basement possibilities. Steps from Little Italy, U of T, cafés, restaurants, TTC, and downtown amenities. A hard-to-find combination of size, versatility, and long-term potential in a prime central neighbourhood. 48 hrs irrevocable please Seller is out of town

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.

Welcome to this true architectural nested in the Toronto heart Little Italy. A family home w/nearly 3000 sq. ft. of living space on 4 levels. The open concept Main floor comes with a custom chief kitchen, with beautiful central island and B/I appliances. Main floor also offers all functional area, your in-home office, powder room, laundry site, mud area. Upstairs offers 4 well design bedrooms, which have 3 en-suites. The Primary Bedroom land on 2nd floor have a beautiful 4PC en-suites, showroom W/I closet and picture window to your lovely back yard. The Primary Bedroom land on 3rd floor have the most functional layout in downtown Toronto. 5PC En-suites, W/I closet, Floor to Ceiling Sliding Doors walk to your private Balcony with a CN-Tower view. Your basement comes with 2nd kitchen, 2nd laundry and other two rooms. You can use basement as your entertainment area, which one room be your gym and other room be your guest bedroom. Or, if needed, this is a legal 2 bedroom basement apartment with separate W/O entrance. Then, we walk into your quite back yard, the huge deck comes with BBQ gas supply, the little Green Area design for your pets and a Double Car laneway garage with separate electric panel supply a Tesla Universal Wall Connector Hardwired Electric Vehicle (EV) Charger.

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.

Exceptional opportunity in one of Toronto's most coveted west-end neighbourhoods, perfectly situated mere steps from the Bloor Subway Line. This meticulously maintained and thoughtfully updated property offers exceptional versatility, featuring three independent units - ideal for savvy investors, multi-generational families, or homeowners looking for significant supplementary income potential.Step into a truly turnkey property, each unit updated with contemporary style. The main floor unit showcases a stunningly renovated kitchen with SS Appliances and a breakfast bar, high ceilings and the convenience of dedicated in-suite laundry. In the bright 2nd floor unit you'll also find private laundry and a lovely sunny wood deck featuring views of the CN Tower - the perfect urban oasis. The third comfortable living space adds further flexibility and appeal to this unique offering.Designed with occupant comfort in mind, the residence features soundproofing between units. Practicality meets potential with a valuable garage accessible via the laneway, providing secure parking and generous storage. Immerse yourself in the heart of the dynamic Bloorcourt/Ossington community. Your new address places you within a short stroll of some of the city's most celebrated restaurants, trendy cafés, independent boutiques, vibrant parks, and lively nightlife. Enjoy seamless connectivity with the Bloor subway line and dedicated bike routes just moments away, offering quick access to downtown Toronto and beyond.This is more than a property; it's a rare, turnkey offering in an unbeatable location, brimming with exceptional flexibility and endless possibilities to live, invest, and thrive in one of Toronto's most desirable urban pockets.

Visit REALTOR website for additional information. Exceptional investment opportunity in the heart of Toronto's highly sought-after Little Italy/Palmerston neighbourhood. This legal fourplex has been extensively renovated and meticulously maintained, offering a rare combination of strong existing income, vacant units for immediate upside, and outstanding long-term appreciation potential. Featuring four self-contained suites, each with its own heat source with no shared air ducts; each suite also has its own hydro meter, in-suite W/D, dishwasher, and built-in microwave. Two units are tenanted, while two vacant units offer the flexibility to select your own tenants at current market rents or occupy one unit yourself while generating substantial income from the others. The thoughtfully configured layout includes a spacious 1-bed, 1-bath basement apartment in a professionally underpinned (8ft ceiling) lower level; a bright 2-bed, 1-bath main floor suite; a 1-bed, 1-bath second-floor apartment; and a unique upper two-level 1-bed, 1-bath suite spanning the second & third floors; in total, 5 bedrooms and 4 bathrooms across four legal units. Extensive upgrades and renovations throughout deliver turnkey ownership with pride of ownership at every turn; two on-site parking spaces add to tenant appeal and owner convenience. Steps from College Street's renowned restaurants, cafés, boutiques, parks, and transit, this vibrant west-end neighbourhood continues to attract quality tenants and homeowners alike; enjoy easy access to Little Italy, Bickford Park, Christie Pits, KensingtonMarket, UofT, & downtown. Whether you're an investor seeking immediate cash flow and future rental upside or an owner-occupier looking to offset your mortgage with rental income, this is a rare opportunity to acquire a legal, fully upgraded multi-unit property in one of Toronto's most desirable urban communities. (43405081)

Prime Palmerston - Little Italy opportunity! Situated on a coveted tree-lined street in one of Toronto's most desirable central neighborhoods, this property offers flexibility and future potential. Currently used as a multi-unit residence, the large building envelope presents an outstanding opportunity for investors seeking income potential or discerning buyers looking to transform the existing structure into a sophisticated designer executive family home. Surrounded by beautiful renovated properties and just steps to the vibrant energy of College Street's renowned restaurants, cafes, boutiques, parks and transit, the location is second to none. A rare chance to secure a property in a neighbourhood where lifestyle, character and long-term value converge. Tenants are month-to-month. Make income while you design or request vacant possession.

Prime South Annex! Grand Edwardian home on the Boulevard with a huge 29x138 foot lot & private drive!! Presently 3 Large self-contained suites, all separately metered for Hydro & Natural Gas. Each unit controls its own heat. This large and wide solid brick residence is approximately 3700 sq. ft over 4 levels, including a professionally underpinned basement with 8-foot ceilings. Seller occupies the largest suite on the 2nd & 3rd floor, bathed in natural light w/hardwood floors, gas fireplace & a splendid sunroom overlooking the private back yard. Third floor bedroom sanctuary with 9.5 ' ceilings, exposed brick, en-suite bath, steam sauna, en-suite laundry and walk-out to a roof top deck. Main floor suite has 2 bedrooms, dining room, gas fireplace, hardwood floors & spacious kitchen. Large spacious 2-bedroom basement Apt. w/ 8 foot ceilings, each bedroom has its own en-suite bath w/shower. 200-amp service, modern wiring & plumbing. Perfect opportunity for co-ownership or multigenerational living. Incredible 138 foot lot extends from the private drive into the back yard where mature trees provide a private outdoor space and endless possibilities for gardening enthusiasts. Originally built as a family residence, this 3-unit home can be transformed back into a majestic single-family residence- now or down the road. Located in a prime mid-block location south of Bloor on a street famous for its iconic original cast iron street lamps. Property qualifies for a Garden Suite, report attached. Just steps to local shops, cafes & restaurants, the Hot Docs Cinema, BMV Books, Metro, University of Toronto & Bathurst Subway.

*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.

A smart, stylish investment in the heart of Little Italy. This fully rebuilt home offers nearly 3,800 total sq ft including basement of luxury living across 3 finished units with separate entrances, hydro, HVAC, laundry, and kitchens. High-end finishes, custom millwork, Sub-Zero/Wolf appliances, and spa-like baths add turnkey appeal. Ideal for portfolio investors, multi-generation or live-in owners - occupy one unit and let the others cash flow. Steps to Bloor, TTC, U of T, and Ossington's best restaurants. Truly one of Toronto's most thoughtful multi-unit redevelopments.

A masterpiece of global style on coveted Palmerston Boulevard. Reimagined by Studio Pyramid through a meticulous back-to-the-brick renovation and substantial addition, this extraordinary residence was featured in Objekt magazine for its bold design, sophisticated use of colour, and distinctive character. Offering 3,404 sq. ft. above grade plus 1444 sq. ft. on the lower level, the home is connected by a private elevator servicing all four floors. Double-smoked European oak engineered hardwood floors run throughout most principal rooms, while a striking partition wall of hand-blown Magiscope glass panels by renowned artist Feliciano Bejar creates a dramatic focal point between the hallway and dining room. The gourmet eat-in kitchen, with soaring 14-foot ceilings, is the heart of the home. Custom cabinetry, quartz countertops, premium stainless-steel appliances, and a built-in walnut breakfast table are complemented by a vibrant blue porcelain tile backsplash sourced from Lisbon, Portugal. A sculptural curved staircase connects the upper levels, where four generous bedrooms (one currently used as a home office) each feature their own ensuite bath. The lower level extends the living space with a wine tasting room, fifth bedroom with full bath, oversized laundry room, and exceptional storage. Outdoor living is equally impressive. Landscaped by Premier Landscaping, the property features an expansive front porch, two private rooftop terraces, and an extraordinary outdoor kitchen pavilion with granite countertops, commercial-grade ventilation, a Big Green Egg, Sedona gas BBQ, and creative architectural details incorporating original doors from the home. Complete with a detached double-car garage, this is a rare offering that blends luxury, artistry, and functionality. Ideally located in the heart of Little Italy, steps to acclaimed restaurants including Quetzal, DaNico, DaiLo, Bar Raval, charming cafés, and boutique shops. A truly exceptional home to enjoy for years to come

Palmerston Boulevard is one of the city's most storied streets. Gated at the entrance, lined with historic cast-iron lampposts, and canopied by mature trees that have watched this neighbourhood evolve for over a century. There is simply no other street like it in Toronto. Little Italy at your doorstep. Restaurants, cafés, culture, and the subway are all within reach - yet the moment you turn onto Palmerston, the city softens. Equally rare as the location is the expansive 50 by 127 foot lot with a private drive, lane access, and the potential to build a two-storey laneway home with an integrated two-car garage. Options like this don't surface often. Step through the pillared front porch into three self-contained units, each with its own distinct character. From traditional to contemporary. Keep it as the turnkey multi-unit property it already is - an intelligent hold in one of Toronto's most enduring neighbourhoods - or reimagine it entirely as a singular grand residence. For those with the vision to create their dream home, few canvases in this city are more compelling. Some addresses find you. This one was waiting for you all along.

Welcome to 623 Ossington Ave, a rarely offered detached Located in the heart of Palmerston-Little Italy, one of Toronto's most desirable neighbourhoods. This detached home on a wide lot is a Renovator's dream as it presents limitless opportunities. Either renovate your dream home or renovate as an investment property. The detached lot allows for tear down and rebuild opportunities as well. The long lot allows for building of a sizable laneway house and still provides ample backyard space. Laneway Housing Advisors confirmed the property is eligible for building a 1,312 square feet laneway house over 2 floors. A++ location minutes away from Ossington Subway, restaurants, cafes, shops along Bloor, Harbord and College Streets. Family oriented neighbourhood with great schools. This home is well maintained and being offered for the first time in over 30 years. Your next home is here!

Detached Double Car Garage The Must See beauty *Absolutely Stunning *Fantastic Location *Deep and Wide Lot(25*125) *Newer Double Garage door, *Fantastic Open Concept Great For Entertaining *Smooth Ceilings *Pot Lights *Ceramic Tiles/Hardwood Through out *Gourmet Chefs Kit W/Backsplash/Stnls Stl Appl/Centre Island*California Shutters *9Ft Ceilings On Main Floor *Owned Hot water Tank, Newer Furnace, Newer Ac(2025) *Finished 3 Bedrooms Basement W/Walk-Up, the den on the First floor can be convert to 4th bed, professional front and back Yard *Steps To Kensington Market/U Of T/Bike Path/Transit*Worth Every Penny*10++*

Home with Two Apt Units: Apt 2 Second/Third Floor renovations have finally been completed (4 months long). Now, rented on a lease for $3,600/month plus hydro. Tens of thousands of dollars have been spent upgrading this apartment. Apt 1: Tenants on Month-to-Month, former Owners' apt, open-concept main-floor, renovated kitchen with stainless steel appliances, marble counter and many other upgrades. Can be used as a 2 or 3-Bdrm apartment. Apt 2: is a 3-bedroom apt. Mechanically sound home, but we will let your Home inspector verify this. Possibilities abound: live in one unit and use the $3,600/month to help pay the mortgage, or assume both Tenants, or maybe in the future you want to convert back to a very large single-family home with still a potential basement ensuite. Parking from the laneway, 2 spots depending on vehicle size. This home is very close to the Ossington Subway station and multiple transit options. Fenced-in backyard with a shed included. This owner has pride of ownership and has made multiple renovations over the years. Since 2022, to name a few, new electrical completed with permits, new furnace, new central air conditioning, hot water tank owned, new electrical panel, new flooring, new drywall and plaster walls and ceilings, new paint, new drains and basement flooring, new full-sized stainless steel refrigerator, new stainless steel induction stove and oven on the second floor. A complete renovation of the main floor and basement some years ago. As per Apt 1 tenant's request and respect for tenant's privacy, no interior photos are posted. Showings are available by appointment with appropriate notice. The seller is confident about the property and its condition; there might be a possible discussion for some Seller-assisted financing.