Palmerston-Little Italy Real Estate

Palmerston-Little Italy Real Estate

Welcome to Palmerston-Little Italy, one of Toronto's most vibrant and culturally rich neighborhoods! Nestled just west of downtown, this charming community is a delightful blend of history, diversity, and modern living, making it a sought-after destination for families, young professionals, and anyone looking to immerse themselves in the city's unique character.

Palmerston-Little Italy is renowned for its bustling streets lined with quaint cafes, artisanal shops, and a plethora of restaurants offering a taste of the world. From authentic Italian pizzerias to trendy brunch spots, the culinary scene here is as diverse as its residents. The neighborhood comes alive during the summer months with local festivals, street fairs, and outdoor patios, creating a lively atmosphere that invites you to sit back and enjoy the vibrant community spirit.

Nature lovers will appreciate the proximity to beautiful parks such as Palmerston Park and the scenic Trinity Bellwoods Park, perfect for leisurely strolls, picnics, or enjoying a sunny afternoon. The area is also well-connected with public transit options, making it easy to explore all that Toronto has to offer.

Families will find excellent schools and community resources, contributing to the neighborhood's welcoming environment. With its charming tree-lined streets and a strong sense of community, Palmerston-Little Italy is not just a place to live; it’s a place to thrive. Whether you’re looking for a cozy apartment or a spacious family home, this neighborhood offers a little something for everyone. Come discover the magic of Palmerston-Little Italy and see why so many are proud to call it home!

Newest Listings in Palmerston-Little Italy

$1,150,000
7 Beds ⋅ 4 Baths ⋅ C13607668 MLS
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.

258 Harbord Street, Toronto
$2,049,000
7 Beds ⋅ 5 Baths ⋅ C13604612 MLS
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.

396 Roxton Road, Toronto
$1,399,900
4 Beds ⋅ 2 Baths ⋅ C13597102 MLS
Welcome to 196 Palmerston Ave. This spacious 2-storey, 1900 Victorian home offers endless possibilities with 4 bright bedrooms, high ceilings, charming parquet flooring, and classic architectural details throughout. Uniquely laid out with 3 kitchens-ideal for multi-generational living, rental income potential, or customization. Highlights include a rare detached double-car garage! Unbeatable location steps from Queen West, College St, Trinity Bellwoods Park, transit, and world-class dining. Move right in, invest, or renovate to build your dream home!

196 Palmerston Avenue, Toronto
$2,580,000
6 Beds ⋅ 5 Baths ⋅ C13580032 MLS
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.

431 Roxton Road, Toronto
$3,299,000
6 Beds ⋅ 5 Baths ⋅ C13562684 MLS
A rare opportunity to own an architecturally acclaimed, turnkey income property in the heart of Toronto's coveted Bickford Park/Christie Pits neighbourhood. Delivering a true 3.5%+ cap rate with strong positive monthly cash flow, this exceptional investment offers immediate income with long-term appreciation potential. The property features three separately contained residences: two spacious townhome-style suites plus a newly built, detached laneway house. Designed by Toronto's renowned Fishtnk Design, every detail was thoughtfully considered to maximize tenant appeal while providing low-maintenance, hassle-free ownership. Each suite offers 2 bedrooms, 2 full bathrooms, a private entrance, and its own exclusive courtyard, creating highly desirable living spaces that command premium rents. Bright, open-concept interiors are flooded with natural light and showcase contemporary finishes, efficient layouts, and all-new mechanical systems and infrastructure for worry-free ownership. This award-worthy property has been featured in The Globe and Mail, blogTO, and City Pages, highlighting its exceptional design and innovation. Fully tenanted with excellent occupants, this is a true turnkey investment requiring nothing to do but collect the rent. Located steps from Christie Pits Park, Bickford Park, TTC subway stations, vibrant cafés, restaurants, shops, and some of Toronto's most desirable neighbourhood amenities, this is a premier investment opportunity in one of the city's strongest rental markets. Zoning-compliant, fully-permitted, legal rental suites. New appliances, HVAC, smart thermostats, tankless HWTs, three laundry sets, LEDs, white oak floors, porcelain tile, quartz counters. Separately metered gas and hydro.

452 Montrose Avenue, Toronto
$3,549,000
C13559310 MLS
A 5.7% cap rate in one of Toronto's most desirable neighborhoods. Legal 6 x 2 bedroom units with incredibly finishes, better than condo quality with more style, grace and personality. Each unit has dishwashers, en-suite laundry, HVAC. The basement is a hidden gem with the potential to add 3 additional apartments. Basement already has rough in's, a must see. 1 min walk to College. Clean Phase 1 2026. Separately metered hydro. Potential for two parking outdoor spaces. Ideally situated near Ossington, Little Italy, Trinity Bellwoods and excellent TTC access, this is a turnkey investment with stable strong in place cash flow with little maintenance required plus potential to add value in the basement. Scheduled Tours of all units will take place Saturday July 18th from 2:00 to 4:00pm. Please confirm attendance.

427 Crawford Street, Toronto
$3,549,000
12 Beds ⋅ 6 Baths ⋅ C13559278 MLS
A 5.7% cap rate in one of Toronto's most desirable neighborhoods. Legal 6 x 2 bedroom units with incredibly finishes, better than condo quality with more style, grace and personality. Each unit has dishwashers, en-suite laundry, HVAC. The basement is a hidden gem with the potential to add 3 additional apartments. Basement has rough in's, a must see. 1 min walk to College. Clean Phase 1 2026. Separately metered hydro. Potential for two parking outdoor spaces. Ideally situated near Ossington, Little Italy, Trinity Bellwoods and excellent TTC access, this is a turnkey investment with stable strong in place cash flow with little maintenance required plus potential to add value in the basement. Scheduled Tours of all units will take place Saturday July 18th from 2:00 to 4:00pm. Please confirm attendance.

427 Crawford Street, Toronto
$1,799,900
2 Baths ⋅ C13558428 MLS
Discover this professionally maintained mixed-use corner gem at Bloor & Dovercourt, offering both stability and growth potential.The property features one ground-level commercial unit with unbeatable corner exposure and constant foot traffic, along with ample parking options ideal for maximizing visibility and rental income. Main floor leased for 5 years with a +5-year option.Above, the second and third floors are thoughtfully laid out with four rental units, ensuring strong demand in this high-traffic,high-demand location. Situated in the heart of Little Italy, the building benefits from a vibrant neighbourhood known for its charismatic character, lively nightlife, and excellent transit options.This rare opportunity combines location, exposure, and consistent rental appeal, making it a must-have for investors and end users alike.

725 Dovercourt Road, Toronto
$1,799,900
4 Beds ⋅ 2 Baths ⋅ C13558394 MLS
Discover this professionally maintained mixed-use corner gem at Bloor & Dovercourt, offering both stability and growth potential.The property features one ground-level commercial unit with unbeatable corner exposure and constant foot traffic, with lots of parking options, ideal for maximizing visibility and rental income. The Main floor is leased for 5years with an option +5 Years.Above, the second and third floors are thoughtfully laid out with four rental units, ensuring strong demand in this high-traffic,high-demand location. Situated in the heart of Little Italy, the building benefits from a vibrant neighbourhood known for its charismatic character, lively nightlife, and excellent transit options.This rare opportunity combines location, exposure, and consistent rental appeal, making it a must-have for investors and end users alike.

725 Dovercourt Road, Toronto
$999,000
7 Beds ⋅ 2 Baths ⋅ C13545500 MLS
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.

493 Ossington Avenue, Toronto
$129,000
C13543976 MLS
An exceptional retail opportunity at Bloor & Bathurst, in the heart of Koreatown, one of downtown Toronto's busiest and most sought-after commercial corridors. Located within a newly constructed condominium just minutes from the University of Toronto, this space enjoys steady foot traffic and a built-in customer base from the residents above. Equipped with a fully functional commercial kitchen and a liquor license, the unit is move-in ready for a restaurant, café, bar, or any food-related concept. Its manageable footprint maximizes operational efficiency while keeping overhead costs low. A rare opportunity to establish your business in a proven, high-visibility downtown location.

599 Bloor Street W, Toronto
$1,100,000
3 Beds ⋅ 2 Baths ⋅ C13542230 MLS
A rare opportunity in one of Toronto's most sought-after neighbourhoods. Offered for the first time in nearly 80 years, 308 Roxton Road is ready to be reimagined-a classic Toronto home in the heart of Palmerston-Little Italy with extraordinary potential.This three-bedroom, two-bathroom semi-detached home is ideally suited to builders, renovators, and investors alike. Whether your vision is a thoughtful restoration, a complete renovation, or unlocking its investment potential, this classic Victorian home offers an outstanding opportunity.Offering approximately 1,416 square feet above grade on a deep 17.5 x 126-foot lot, the property enjoys an outstanding location just north of College Street and east of Ossington Avenue. The generous lot depth and rear laneway access offer exciting potential for a future two-car garage and laneway suite, subject to buyer verification of all applicable City of Toronto approvals, permits, zoning requirements, and due diligence.Enjoy everything Palmerston-Little Italy has to offer, with vibrant cafés, restaurants, shops, TTC, parks, schools, and bike routes just steps from your door. Surrounded by beautifully restored homes, 308 Roxton Road is ideally positioned in a neighbourhood where thoughtful renovations continue to enhance both character and value.Opportunities combining a prime location, generous lot, and laneway access rarely come to market. Bring your contractor, your architect, and your vision to unlock everything this remarkable property has to offer.

308 Roxton Road, Toronto
Start Your Search