The Palmerston and Little Italy is home to a multicultural mix of Italian, Portuguese, and Vietnamese residents. The charming, rarely available home, its proximity to some of Toronto’s most highly rated restaurants, and a selection of great schools attract a variety of buyers and remains among the most popular Toronto neighbourhoods.
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444 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12142512
444 Roxton Road Toronto M6G 3R4 
$3,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12142512
- Bedrooms:
- 7
- Bathrooms:
- 7
Nestled In Elegance And Thoughtful Craftsmanship, This 4,200 Square Foot Home Seamlessly Blends Modern Luxury With Timeless Charm. Designed With Both Functionality And Aesthetic Appeal In Mind, It Welcomes You With An Open Concept Layout, Soaring Ceilings, And A Warm, Inviting Ambiance That Fills Every Space. Every Inch Reflects A Masterful Balance Of Artistry And Practicality, With Carefully Orchestrated Proportions, Flowing Transitions, And Intuitive Spatial Design Creating Effortless Harmony Between Form And Function. Though Compact, The Kitchen Is A Beautifully Efficient Space, Crafted With Precision And Elegance, Featuring Thoughtful Storage, Premium Finishes, And A Smart Layout That Maximizes Every Inch. The Private Retreat Offers A Serene Escape With A Peaceful Bedroom, A Well Appointed Ensuite, And Ample Storage That Marries Style And Convenience. Additional Rooms Offer Versatility For Guests, Creativity, Or A Home Office. Outdoor Living Is Just As Inviting, From The Welcoming Front Patio To A Cozy Back Deck Surrounded By Lush Landscaping And Tranquility. And That Is Not All: A Stunning, Fully Self Contained 1,200 Square Foot Two Storey Laneway Home At The Rear Adds A Flexible, High Value Bonus. The Lower Level Offers A Spacious, Secure Garage With Excellent Storage, While The Upper Level Features A Bright One Bedroom Suite With Its Own Kitchen, Bathroom, And Living Area, Ideal For Multi Generational Living, Guest Use, Private Work Space, Or Income Potential. With Its Own Entrance And Contemporary Design, This Laneway Home Is The Ultimate Complement To An Already Remarkable Property. A Rare Blend Of Visionary Design And Livable Luxury, This Home Is A True Masterpiece Where Every Detail Has Been Thoughtfully Composed To Elevate Daily Living Into Something Truly Exceptional. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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211 456 College Street in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C12142289
211 456 College Street Toronto M6G 4A3
$828,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12142289
- Bedrooms:
- 2
- Bathrooms:
- 1
**1 YEAR FREE MAINTENANCE** Little Italy. 1885 History. Rare. College St. Known across the city and beyond where street cool and lifestyle meet.Units like this rarely come to market with the finishes and detail held here. Envision your bedroom in the modern Church Tower, one window facing College St(South) the other Bathurst St(East) with a CN tower view. Formerly a large 1+1(845 sq ft as per MPAC) converted to a 2 bedroom. Long, modern linear high gloss kitchen with Caesar stone counter and Island that seats 6, glass backsplash, 9" plank eng flooring with natural finish, exposed concrete ceilings, select exposed concrete walls sealed for lustre, entire unit is re-done, nothing left untouched. Hard loft finishes with warm accents, truly a special space. Step into the stand alone resin soaker tub or the stand alone shower with 16"X16" rain head + hand held with 2 built in 5"x5" speakers for an acoustic shower experience then step out onto the heated bathroom floor. More detailsListed by SUTTON GROUP OLD MILL REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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204 Montrose Avenue W in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12141758
204 Montrose Avenue W Toronto M6G 3G7
$2,189,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12141758
- Bedrooms:
- 6
- Bathrooms:
- 5
A stunning fusion of classic charm and modern elegance, this extra-wide, fully renovated semi-detached home in the heart of Little Italy is a rare find! Thoughtfully designed with impeccable craftmanship, every detail has been carefully considered. Spanning three spacious levels, this expansive home features a welcoming foyer, a sunlit living room with a cozy gas fireplace, a formal dining room, and a beautifully updated kitchen with a separate mudroom. With five generously sized bedrooms and four luxurious baths - complete with heated floors on the second level - comfort and style abound. Step outside to a meticulously maintained front and backyard, perfect for entertaining, with a brand-new deck ready for spring and summer gatherings. A laneway-accessed two car garage adds convenience, while the unbeatable location places you just steps from College Street's vibrant shops, restaurants, and parks. The bright and airy newly finished basement offers endless possibilities, featuring a private entrance, open-concept living space, modern kitchen, laundry, bedroom, bathroom, and office - ideal for an in-law suite or rental opportunity. With two hydro meters, separate electrical panels, and potential for a laneway house (ask the listing agent for details), this home is a rare gem waiting to be discovered! **EXTRAS** See feature sheet for complete list of renovations including 4th bathroom, new roof, new wiring, updated mechanicals, separate meters and panel for basement. Building permits available upon request. More detailsListed by Royal LePage Security Real Estate- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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500 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12141572
500 Shaw Street Toronto M6G 3L3
$2,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12141572
- Bedrooms:
- 4
- Bathrooms:
- 4
Where architectural pedigree meets the pulse of Little Italy, 500 Shaw Street is a rare freehold residence offering privacy, skyline views, and refined modern design in one of Toronto's most vibrant neighbourhoods. Thoughtfully designed by Ciccone Simone and Richard Wengle, this contemporary urban residence spans nearly 3,000 square feet across four impeccably curated levels. Set in a premium location, the home enjoys exceptional privacy and unobstructed skyline views, including the CN Tower. This striking vantage point enhances both daily living and elevated entertaining. The heart of the home is the kitchen, complete with quartz surfaces, integrated Miele appliances, and streamlined storage. The main level's open living and dining areas transition effortlessly to a professionally landscaped garden featuring a custom deck, water feature, and ambient lighting. This space offers an ideal setting for both gatherings and quiet retreat. The second level features two spacious bedrooms, a versatile open den, and a well-appointed four-piece bathroom. The third floor is dedicated entirely to the primary suite, offering a private terrace with skyline views, a custom dressing room, and a spa-inspired ensuite with a freestanding jetted tub, double rain shower, and heated floors. The lower level offers a fully self-contained suite with its own entrance, kitchen, bathroom, and laundry. This flexible space is ideal for extended family, guests, or as an income-generating unit. Additional features include smart home automation, enhanced security, and an oversized detached laneway garage. Positioned just moments from Trinity Bellwoods Park, College Street, the Ossington strip, and many of the city's most beloved restaurants, shops, and schools, 500 Shaw Street delivers a rare combination of thoughtful design, refined functionality, and community connection in one of Toronto's most desirable neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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122 Delaware Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12138610
122 Delaware Avenue Toronto M6H 2T1
$2,200,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12138610
- Bedrooms:
- 6
- Bathrooms:
- 1
Nestled in the heart of vibrant Palmerston-Little Italy neighborhood, this spacious Edwardian charmer offers endless potential for investors, renovators, or multi-generational families. Spanning approximately 2000sqft across 3 storey, this solid brick home features original oak detailing, a grand staircase, and a layout ideal for a triplex conversion or student rental setup - with 3 kitchens and 3 separate entrances already in place. The possibilities don't stop there - step outside to find a rarely offered double-block garage (fits 2 cars) plus 2 additional parking spaces, a beautifully crafted wooden deck, and a serene Japanese flower garden. Zoning may also allow for a future garden suite or even a laneway addition above the garage. Key updates include an upgraded electrical panel and a 2-year-new gas furnace, setting a solid foundation for your vision. Whether you're looking to restore its Victorian elegance, create income-producing units, or build your dream family home, this is a rare find on a coveted street. Come see the potential - this is your chance to own a piece of Little Italy's rich history and transform it into something truly special. **EXTRAS: ELFs, window coverings, fridge + stove on third floor and fridge on main floor.*** More detailsListed by Royal LePage Security Real Estate- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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725 Dovercourt Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12136403
725 Dovercourt Road Toronto M6H 2W7
$1,799,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12136403
- Bedrooms:
- 4
- Bathrooms:
- 2
The perfect opportunity for investors and users to invest in a corner gem situated in Little Italy. This professionally maintained mixed-used building incl 1 com unit and 4 units. The main-level commercial space offers one storefront with excellent corner exposure and access to the busy foot traffic of Bloor and Dovercourt. The second and third level of the property is designed with4 units. Primelocation and incredible exposure are desirable for easy rentals and high demand for its commercial space, which contributes to the overall value of the building. The location is famous for its charismatic neighbourhood, lively nightlife, and great transit options* More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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456 Crawford Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12131780
456 Crawford Street Toronto M6G 3J6
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12131780
- Bedrooms:
- 5
- Bathrooms:
- 3
Attention investors/first time home buyers. Amazing, AAA location in the heart of Little Italy. 2 min walk to College St & 10 min drive to University Of Toronto. Updated interiors with 3 separate units (easily convertible to single suite on main/bsmt). Legal parking pad-amazing income opportunity. Close to TTC, schools, shopping & carefree lifestyle. 2nd floor can be utilized as a 3B unit or 2B w living room. Coin laundry on premises. More detailsListed by ORION REALTY CORPORATION- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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319 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12131132
319 Markham Street Toronto M6G 2K8
$1,999,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12131132
- Bedrooms:
- 6
- Bathrooms:
- 4
This rarely offered Victorian on the coveted block of iconic Markham Street, North of College, in Little Italy, has it all! Currently set up as three units so you can live while renting, keep as an income-generating property, or convert to single-family home - so many options! Tons of updates, tastefully done while maintaining its Victorian charm. Main floor 1-BR + den, office space, and full dining room with open concept kitchen and living room offers lots of flexibility. Features original stained glass and millwork, a wood burning fireplace, soaring ceilings and tons of vintage character. Upper 3-BR unit features exposed brick and massive walk-out deck with views of the city. Large underpinned 2-BR lower unit has over 7 foot high ceilings and a functional layout. Must be seen! More detailsListed by INTERNATIONAL REALTY FIRM, INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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36 Clinton Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12130047
36 Clinton Street Toronto M6J 2P2
$1,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12130047
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 36 Clinton Street a charming, character-filled Victorian home in one of Toronto's most beloved neighbourhoods, Palmerston-Little Italy. Nestled on a tree-lined street in a safe, family-friendly community, this beautifully built home perfectly blends timeless architecture and urban convenience. With 12 spacious rooms and a walk-up basement, this home provides plenty of space for growing families, work-from-home lifestyles, or multi-generational living. The rear yard easement allows for convenient backyard access, while boulevard parking at the front adds everyday ease. Families will love being surrounded by top-rated schools, hospitals, and daycares, all just minutes away. You're also steps to vibrant parks, including Trinity Bellwoods, grocery stores, coffee shops, and some of the city's finest restaurants, all part of what makes Palmerston-Little Italy one of the most walkable and sought-after areas in downtown Toronto. Inside, the home radiates warmth with original Victorian details while being tastefully upgraded, including cast iron accents, stained glass, and rich wood finishes. Every room tells a story and invites you to make it your own. Whether you're entertaining guests in the backyard, walking the kids to school, or enjoying a quiet evening stroll through the neighbourhood, 36 Clinton Street offers the lifestyle families dream of, in a location that has it all! More detailsListed by RE/MAX JAZZ INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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364 Palmerston Boulevard in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12129520
364 Palmerston Boulevard Toronto M6G 2N6
$3,989,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12129520
- Bedrooms:
- 5
- Bathrooms:
- 4
Exquisitely restored circa 1906 Edwardian beauty nestled on the grandest block of Palmerston Boulevard. 364 Palmerston is an extremely rare offering destined for those that cherish the history and understated prestige of a landmark Toronto address. Approach beneath a canopy of majestic trees and take in the iconic black lamp posts that line the sidewalks. Upon your arrival to the residence, a well manicured yet joyful garden welcomes you, and intricate stonework by BOSK Environments provides a hint at what lies ahead. The generous 33x127 foot lot allows for abundant privacy and handsomely proportioned landscaping. Enter through a classic front vestibule that opens up to reveal a grand foyer, where a masterclass in the artisanry of a bygone era awaits: finely milled balustrades and wainscotting in solid oak; gently arched ceilings, and authentic period hardware right down to the hinges. A dedicated coat closet is a Toronto rarity and worth its weight in gold. On to the living and dining rooms, perfectly proportioned for hosting family or entertaining guests, and for less formal occasions the generous rear addition is equally adept as either a sunny breakfast nook or a family room. A smartly laid out kitchen provides every chef's convenience imaginable. Walk out to a deep west facing English country style garden, a font of serenity and a magical spot for summer gatherings. A carefully curated mix of mature trees, shrubs and perennials attracts birdsong year round. Back inside the second floor features a generously proportioned principal bedroom with ensuite and west facing sitting room, and a charming library. The third floor offers two additional spacious bedrooms and full bathroom. The underpinned lower level is a revelation, with 7 foot 9 inch ceilings, a spacious recreation room, a temperature controlled wine cellar, a full bathroom, and abundant storage. More detailsListed by SAGE REAL ESTATE LIMITED- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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218 Montrose Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12125103
218 Montrose Avenue Toronto M6G 3G7
$1,725,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12125103
- Bedrooms:
- 3
- Bathrooms:
- 2
Your dream canvas awaits in the heart of Little Italy. With 3 spacious bedrooms, soaring ceilings, bay windows, crown mouldings and sunlight streaming in from every angle, this charming home has the bones and the soul to become your dream residence. Two full bathrooms and the opportunity for a laneway suite sweeten the deal. Separate entrance to the basement. Love city living? You're a latte-length away from Café Diplomatico, Bar Isabel, Il Gatto Nero, Sotto Voce, Michelin ranked Quetzal, and a post-dinner stroll for ice cream to Sicilian Sidewalk Cafe. Surrounded by parks Trinity Bellwoods, Dufferin Grove, and Bickford and minutes to the College streetcar, Toronto Western Hospital, Kensington Market, and the AGO. Its also steps away from the world renowned University of Toronto and Osgoode Law School. In a clean, safe, and vibrant neighbourhood where families plant roots and lifestyles flourish, 218 Montrose isnt just a house its your next chapter. More detailsListed by BOSLEY REAL ESTATE LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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8 Hepbourne Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12123509
8 Hepbourne Street Toronto M6H 1J8
$1,799,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12123509
- Bedrooms:
- 7
- Bathrooms:
- 4
Rarely offered legal triplex on 22.5*132 lot with 2 car garage and endless potential. 2000+ sqft above ground; high ceilings, 2 car garage with one additional parking pad, 4 separate 200A meters. Att contractor/Investor: A great blank canvas to convert it back to a stunning single family home or with very little cost to complete the 4+1 which qualifies for CMHC incentives. 5 mins walk to subway stn. Short distance to shops, restaurants on bloor, harbord and ossington. More detailsListed by CENTERPOINT REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
Data was last updated May 21, 2025 at 06:15 AM (UTC)
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