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.

Welcome to 308 Roxton Road, an exceptional opportunity to reimagine a home in the heart of Palmerston Little Italy, one of Toronto's most sought after downtown neighbourhoods. Ideally located just north of College Street and east of Ossington Avenue, this three bedroom, two bathroom semi detached home sits on a generous 17.5 by 126 foot lot and offers 1,416 square feet of above grade living space. Whether you are planning a complete renovation, restoring the home's original character, or designing a modern custom residence, this property offers incredible potential in a location where renovated homes are highly sought after. The deep lot may also provide opportunities to expand the existing home and could offer future laneway suite potential, subject to all required City of Toronto approvals and zoning requirements. Step outside and experience the best of downtown Toronto. Enjoy the renowned restaurants, cafés, bakeries, boutiques, and vibrant atmosphere of College Street and Ossington Avenue, with nearby parks, schools, TTC access, and cycling routes all within easy reach. This walkable neighbourhood combines historic charm with an unbeatable urban lifestyle, making it a favourite among families, professionals, and investors alike. Opportunities like this are increasingly rare. Whether you are searching for your forever home, a renovation project, or a long term investment in one of Toronto's most desirable neighbourhoods, 308 Roxton Road is ready for your vision.

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)

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.

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. Presently 3 Large self-contained suites, all separately metered for Hydro & Natural Gas. Each unit controls its own heat **Rare private drive** Huge 29x138 foot lot provides for a vibrant private garden with mature trees. This large and wide solid brick residence is approximately 3700 sq. ft over 4 levels, including a professionally underpinned basement with 8-foot ceilings. Light filled 2nd & 3rd floor suite 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 with city views. 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. 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

Exceptional Income-Generating Victorian in the Heart of Little Italy. A rare opportunity to own a stunning, stylishly renovated Victorian in one of Toronto's most coveted neighborhoods. Currently tenanted, live in one apartment and rent the other two or leave fully tenanted. This versatile property offers incredible investment potential, seamless multi-unit living, or an easy conversion back to a single-family residence with a basement apartment. Step inside to discover three modern loft-style apartments-each uniquely designed with exposed brick walls, teak flooring, vaulted ceilings, skylights, and sleek contemporary kitchens and bathrooms featuring concrete countertops and clean modern finishes. Solid hardwood floors flow throughout most of the home, highlighting its character and craftsmanship. The top unit, fully renovated to the studs in 2021, shows beautifully and is a standout feature. A separate entrance to the basement allows for an additional suite, perfect for income or in-law accommodations. Outdoor living is a dream with three private decks, a beautifully landscaped front and backyard, and a lush private garden-a peaceful retreat in the middle of the city. The solid block detached garage is highly coveted in this neighborhood. With an updated furnace, quality renovations, and unbeatable location, this home is the perfect blend of charm, style, and smart investment. Steps to transit, cafes, restaurants, parks, and all the vibrant amenities of Little Italy. A truly phenomenal property offering unmatched flexibility, strong income potential, and timeless Victorian character.

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 667 Ossington Avenue, a spacious and charming 2.5-storey semi-detached home in the heart of Toronto. Featuring 4 generously sized bedrooms, this residence offers the perfect blend of comfort, functionality, and urban convenience-ideal for growing families or savvy investors. The main floor boasts a bright and inviting layout with a formal living room and dining room, perfect for both everyday living and entertaining. The eat-in kitchen provides ample space for family meals and gatherings, with great potential to customize to your taste. A second kitchen on the upper level adds exceptional convenience and offers excellent potential for extended family living or rental income. Step outside to a generously sized backyard offering plenty of room to host family and friends for summer BBQs, outdoor dining, and relaxing evenings-your own private outdoor retreat in the city. Situated just steps from Ossington Station and the vibrant Bloor Street corridor, you'll enjoy easy access to transit, trendy shops, cafes, and restaurants. This prime location also offers walking distance to excellent schools, parks, and all essential amenities. A rare opportunity to own a well-located home in one of Toronto's most sought-after neighborhoods.

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 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++*

Fully renovated Multiplex in a prime, high-demand downtown location, offering a rare turnkey investment opportunity with strong income potential. This exceptional property comprises four self-contained units: Units 1 & 2 & 3 each feature 4 spacious bedrooms and 2 full bathrooms, while the lower-level unit offers a well-designed 3-bedroom, 2-bathroom layout. All units have been extensively upgraded with modern, high-quality finishes, including new flooring, contemporary kitchens with stainless steel appliances, and elegantly renovated bathrooms. Each suite is equipped with its own private in-suite laundry, enhancing tenant convenience and desirability. Bright, functional layouts with generous principal rooms and large windows provide abundant natural light throughout. A newly constructed rear fire escape staircase has also been added to enhance safety and meet current building standards. The property includes a highly sought-after detached 4-car garage at the rear, offering valuable parking in this dense urban setting. Additional features include a rooftop sun deck with seasonal CN Tower views, adding further appeal for tenants. Ideally situated in one of Toronto's most desirable downtown neighborhoods, just steps to U of T, College Street, Metro grocery, cafés, restaurants, parks (Trinity Bellwoods, Bickford), YMCA, and the Bob Abate Community Centre. A truly turnkey, low-maintenance asset in an unbeatable location.

Fantastic income opportunity for investors, contractors or renovators seeking a revenue generating property. Located on a massive 30 x 133 ft lot, offering over 3,000 sq. ft. of living space. Features include an expansive driveway with parking for 4 cars, plus a single car garage and shed. A laneway runs beside and behind the property, providing additional development potential. The property features high ceilings throughout and shared laundry in the basement. Each unit has a kitchen and 4 piece bathroom. Main floor boasts high ceilings, stained glass, and walkout to back deck, Vintage crown molding, and original hardwood. Large living room with fireplace, large master bedroom, 2 additional bedrooms, and spacious eat-in kitchen. second floor features a walkout to balcony from living room. third floor features amazing views of the Toronto skyline, walkout from the family room to the third floor balcony. Basement features a cellar and walkout to the backyard. Located in a highly desirable, family-friendly neighbourhood in the heart of Little Italy, steps to the TTC, schools, restaurants, and shops.

In the heart of the city, yet set within a quiet, tree-lined neighbourhood, this fully renovated 4,200 square foot residence offers the best of both worlds. A rare two-storey laneway home at the rear adds exceptional flexibility and long-term value.Every inch has been reimagined with modern finishes and timeless design, creating a home that feels both sophisticated and welcoming. High ceilings and light-filled spaces are enhanced by east and west exposures, delivering natural sunlight throughout the day.The interiors showcase refined craftsmanship throughout, from the custom-designed kitchen with premium appliances and millwork to versatile living spaces ideal for both everyday life and entertaining. The top floor is dedicated to a private primary retreat with a spa-inspired ensuite, heated floors, a library or lounge area, and two private balconies. All bathrooms throughout the home feature heated floors.The lower level offers high ceilings, heated floors, a bright living area, kitchenette, full bathroom, and an additional bedroom, ideal for guests or extended family.At the rear, the two-storey laneway home features its own entrance, secure garage, and a bright one-bedroom plus den, two-bathroom suite with kitchen. Ideal for multi-generational living, a private workspace, guest accommodations, or short-term rental income, the laneway suite offers a rare opportunity to significantly offset monthly carrying costs.Steps to acclaimed restaurants, neighbourhood parks, cafes, grocery stores, and transit, this exceptional property brings together luxury, location, and lifestyle in perfect harmony.

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.

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.

REDUCED TO BE SOLD! Bring all offers! Vacant possession. Legal triplex + Large Laneway house potential. Solid brick large 3-floor home. Semi-detached. Large 3 floor home + basement apartment with separate entrance outside stairs down. Wide 20.5' X 125 foot lot. 5 bedrooms. Large 2 car concrete block garage (detached!). Prime Little Italy street steps to College St and Metro grocery. 3 separate entrances. Great neighbours. Very Quiet one-way street. Montrose Jr. Public School and Art Eggleton Park at end of the street! Approx. 2927 sq. ft. finished according to Floor Plans. 2 hydro meters. See Floor plans.