Palmerston-Little Italy Real Estate for Sale

15 Listings
Real estate properties in Palmerston-Little Italy are located on quiet, tree-lined streets that offer a peaceful suburban feel but are also just steps away from many city conveniences by being surrounded by the main streets of Bloor Street, Dufferin Street, Bathurst Street and College Street. Palmerston-Little Italy real estate includes beautiful and spacious detached and semi-detached houses with character, all close to the unique shops, restaurants and more that characterize the neighbourhood. With great access to public transit including the subway line stops along Bloor Street, houses in Palmerston-Little Italy are conveniently located to travel throughout the city.
499 Palmerston Boulevard, Toronto
5+1
BEDS
5
BATHS
$2,189,000
FOR SALE
Grand 3-storey residence with a private drive on a superb 29' x 138' lot in a prime south Annex location! Presently 3 large self-contained suites, all separately metered for hydro & natural gas. Perfect for Buyer to occupy the largest suite on the upper two floors and receive solid rental income from two units, or create the ideal co-ownership or multigenerational living opportunity. This large, solid brick home is approximately 3700 sq. ft over 4 levels, including a professionally underpinned basement w/8-foot ceilings. The upper 2nd & 3rd floor suite provides a flexible floor plan that can convert to up to 3-bedrooms. Full of natural light w/hardwood floors, gas fireplace and a splendid sunroom overlooking a private back yard. The 3rd floor has been renovated into an expansive full-floor retreat featuring a large primary bedroom with 9.5 foot ceilings, exposed brick, walk-in closet, en-suite bathroom/laundry and a walk-out to a roof top deck. Charming main floor 2 bedroom unit with many period details intact including antique gas fireplace, hardwood floors, separate dining room & spacious kitchen. Large 2-bedroom basement Apt. with amazing 8 foot ceilings, each bedroom has its own en-suite bath w/shower. 200-amp service, modern wiring & plumbing. Parking via private drive. The lot extends an impressive 138 feet from the private drive to an incredible back yard with mature trees that provide a serene natural setting with endless possibilities for gardening enthusiasts. Originally built as a single family residence, this home can be re-imagined back into a majestic single family home, now or down the road. Located in a prime mid-block location south of Bloor on a street famous for its iconic cast iron street lamps. Property qualifies for a Garden Suite, report attached. Within easy walking distance to fabulous local shops, cafes & restaurants, Hot Docs Cinema, BMV Books, Metro, University of Toronto & Bloor Subway.
649 Crawford Street, Toronto
6
BEDS
3
BATHS
$1,100,000
FOR SALE
Excellent home!!! Welcome to 649 Crawford a lovely duplex on a Very Desirable street in Little Italy. Located between Harbord & Bloor. This home was lovingly cared for by the current owner for close to 50 years! Legal duplex with a separate entrance to the basement. This home is ready for a new facelift and to bring it into the future. Garage in the rear with laneway access. Steps from all the amenities and the luxury of living so close to downtown Toronto. Great location where updated homes are sought after and command a higher price. Your chance to create something amazing in this much sought after pocket of Toronto.
40 Delaware Avenue, Toronto
4
BEDS
3
BATHS
$1,449,000
FOR SALE
Welcome to 40 Delaware Ave, a charming 2-storey semi-detached home featuring 4 bedrooms, 3 bathrooms, timeless character with bay window, and a long private driveway leading to a single-car garage and fenced backyard. The main floor features a spacious living room with bay window, decorative fireplace and hardwood flooring, plus a generous dining area with a boxed-beam ceiling. The bright eat-in kitchen offers ample cabinet space and a walkout to the backyard. The second floor features well-proportioned bedrooms, hardwood flooring and a 3-piece bathroom. Enjoy the convenience of a private driveway, garage and backyard in a vibrant neighbourhood. Ideally located just steps from shops, cafes, YMCA, parks and TTC, with easy access to College St, Little Italy and Ossington Ave. A wonderful opportunity to own a character-filled home in the heart of the city.
679 Ossington Avenue, Toronto
3+1
BEDS
3
BATHS
$1,268,000
FOR SALE
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 cafes, 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.
667 Ossington Avenue, Toronto
4
BEDS
2
BATHS
$1,129,000
FOR SALE
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.
543 Crawford Street, Toronto
4+1
BEDS
3
BATHS
$1,477,000
FOR SALE
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.
396 Roxton Road, Toronto
5+2
BEDS
5
BATHS
$2,049,000
FOR SALE
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.
431 Roxton Road, Toronto
4+2
BEDS
5
BATHS
$2,380,000
FOR SALE
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.
539 Crawford Street, Toronto
3+1
BEDS
5
BATHS
$3,960,000
FOR SALE
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.
486 Montrose Avenue, Toronto
4+1
BEDS
4
BATHS
$2,250,000
FOR SALE
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, Kensington Market, U of T, & 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.
464 Euclid Avenue, Toronto
5+2
BEDS
4
BATHS
$1,838,000
FOR SALE
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.
225 Grace Street, Toronto
3+1
BEDS
3
BATHS
$1,949,900
FOR SALE
*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.
386 Palmerston Boulevard, Toronto
4+2
BEDS
7
BATHS
$5,749,900
FOR SALE
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.
623 Ossington Avenue, Toronto
4
BEDS
2
BATHS
$1,299,999
FOR SALE
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!
257 Concord Avenue, Toronto
4+2
BEDS
2
BATHS
$1,495,000
FOR SALE
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.
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