76 Ashbourne Drive
Islington-City Centre West, Toronto, M9B 4H5
FOR SALE
$2,188,800
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4 + 2
BEDROOMS 5
BATHROOMS 2
KITCHENS 9 + 3
ROOMS W13716126
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Property Description
Exceptional multi-generation home backing onto green space! A rare Eatonville opportunity on a premium 47' x 157' lot, surrounded by multi-million-dollar homes and just minutes to Bloor St. This beautifully upgraded legal duplex delivers the perfect blend of space, style, flexibility and income potential.The impressive main level features formal living and dining rooms flowing into a stunning open-concept kitchen and family room with centre island and breakfast area. The sunken family room is a true showstopper with soaring vaulted ceilings, skylight, wall-to-wall windows and a striking 3-sided gas fireplace-bright, dramatic and made for entertaining.Upstairs offers 4 generous bedrooms, including a spacious primary retreat with ensuite and heated floors, plus an additional full bath. The recently renovated 2025 lower-level self-contained suite is ideal for extended family, in-laws or rental income. A separate media/entertainment room with wood-burning stove, additional bedroom, bathroom and abundant storage add even more versatility.Loaded with upgrades including heated basement floors, parking for 7 including garage, irrigation system +++. Step outside to a private green oasis with outdoor entertaining space, hot tub rough-in conduit and multiple exterior plugs. Backing onto a school and steps to Wedgewood Park, excellent schools, transit, shopping and the Kipling GO/subway hub. A truly exceptional multi-generational home with too many upgrades to list! Too many upgrades to list!
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Nearby Intersections
Property Features
Accessory Apartment, Central Vacuum, Auto Garage Door Remote, Storage, Natural Gas, Wood Stove, Open Floor Plan, Multiple Entrances
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Property Details
Address
76 Ashbourne Drive
Community
City
Postal Code
M9B 4H5
Property Type
Duplex, Duplex
Lot Size
47' x 157'
Taxes
$7,232 (2025
Basement
Finished, Separate Entrance, Apartment
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Parking Spaces
6
Garage Type
Detached
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Listing contracted with Re/Max Hallmark Realty Ltd.
Attention Renovators, Investors & End Users! Imagine the possibilities. Set on a leafy stretch of Brunswick Avenue, overlooking a local playground in the heart of the Annex, this handsome solid-brick Edwardian is a rare opportunity to create a home that is uniquely your own.Full of character, space and potential, this substantial four-level property offers 3,302 square feet of living space and is currently configured as three self-contained units: a one-bedroom main floor, a three-bedroom second & third floor suite, and a one-bedroom lower-level apartment. Each has its own entrance, laundry and outdoor space.Whether your vision is a spectacular single-family home, a wonderful multi-generational residence or a smart investment with income potential, this property gives you the space and flexibility to bring that vision to life.The fully fenced 25 x 127-foot lot is a true urban treasure, complete with a detached two-car garage-an exceptional and increasingly rare feature in the Annex. The driveway is owned by the Neighbourhood Land Trust via Howland Avenue. There is no registered legal right-of-way to the garage; however, the owner has enjoyed uninterrupted use for 23 years. There is a possibility for a garden suite on this property.The maximum size of a permitted 2-storey as of right garden suite build appears to be 1,291 square feet total (over two floors, main and upper). This is the largest build possible for any property under the program, according to Laneway Housing Advisors. LOCATION! Step outside and you are immersed in everything that makes the Annex so special. Bloor Street is just moments away, with Metro, Shoppers Drug Mart, Weiners Hardware, the community centre, beloved restaurants, pubs, cafés and independent shops all close at hand. The University of Toronto is approximately a 15-minute walk away.A property with character, possibilities and a location that is impossible to replicate. Bring your vision and create something extraordinary.
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A rare opportunity to own a classic Victorian heritage duplex in the heart of Toronto's coveted Cabbage town Southwest Heritage Conservation District. Nestled on one of the city's most picturesque, tree-lined streets, this charming century home offers the perfect blend of timeless character, income potential, and unbeatable downtown convenience.This legal duplex features two self-contained units with separate private entrances, making it ideal for investors, multi-generational families, or homeowners looking to live in one unit while generating rental income from the other. Unit 1 offers a spacious two-storey layout with3 bedrooms and 2 full bathrooms, while Unit 2 features a bright two-storey layout with 2 bedrooms and 1 full bathroom. The flexible floor plan also presents excellent potential for furnished executive rentals or short-term accommodations (subject to municipal bylaws and licensing requirements). A high, dry unfinished basement provides abundant storage or future potential. Rich in original Victorian charm and meticulously maintained, this property is surrounded by North America's largest continuous collection of preserved Victorian homes. Enjoy the unique village atmosphere Cabbage town is famous for while being just minutes from Toronto's downtown core. Step outside and walk to Parliament Street's beloved cafes, restaurants, pubs, boutiques, and everyday amenities. Explore nearby Riverdale Farm, Allan Gardens Conservatory, beautiful parks, cycling and walking trails, and enjoy easy access to TTC transit, major hospitals, universities, the Financial District, and the Distillery District. Whether you're searching for a prime investment property, an owner-occupied income opportunity, or a unique heritage home with exceptional rental flexibility, this property offers outstanding long-term value in one of Toronto's most sought-after neighbourhoods. A true urban gem where historic charm meets modern convenience.
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Welcome to 499 Ontario Street, a spectacular, fully renovated legal duplex in the heart of historic Cabbagetown. The ultimate turnkey opportunity for investors, multi-generational families, or live-rent buyers, this property seamlessly blends classic character with high-end modern design. Step inside to discover soaring ceilings, stunning exposed brick accents, gorgeous marble floors, and premium contemporary finishes throughout. The building is divided into two well-appointed, self-contained residences, each featuring independent ensuite laundry, gourmet kitchens with sleek stainless-steel appliances, and rare, private outdoor spaces. The upper unit is a sun-drenched sanctuary boasting 3 spacious bedrooms, 2 elegant bathrooms, and a spectacular private rooftop deck perfect for relaxing above the city. Below, the main-floor and lower-level suite offers a beautifully executed 4-bedroom, 2-bathroom layout, complete with direct walk-out access to its own private, fully fenced yard. To top it off, this property includes a highly coveted two-car parking pad at the rear-an absolute premium in this historic downtown neighbourhood. Perfectly positioned just steps from vibrant shops, cafes, and patios of Parliament Street, scenic local parks, and transit - this exceptional asset delivers the perfect combination of location, modern luxury, and incredible cash flow.
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Welcome to this exceptional legal duplex with a lower-level apartment, ideally situated on one of the most desirable tree-lined streets in Bloor West Village. Blending thoughtful updates with timeless character and charm, this versatile property offers an exceptional opportunity for investors, buyers exploring a live/rent arrangement, co-owners, or families seeking a flexible multi-generational living solution.Offering approximately 3,680 sq ft of living space across three self-contained units on a generous 35' x 105' lot (irregular at rear), the property features a private drive, an exceptionally long driveway and a garage. Adding further potential is the possibility of a laneway suite, creating an exciting opportunity for a fourth income stream or additional living space.The two above-grade units each offer two bedrooms, inviting living rooms with fireplaces, separate dining areas and dedicated office spaces, complemented by hardwood flooring in the upper unit and new luxury vinyl flooring in the main unit. The lower level offers a one-bedroom apartment as well as shared laundry.Perfectly positioned just a short stroll from High Park, the subway and the vibrant shops, boutiques, bakeries, specialty food stores, cafés and restaurants that make Bloor West Village so beloved. Located within an excellent school catchment, including Runnymede PS and Humberside CI, this is a rare combination of income potential, flexibility, space and an enviable West Toronto lifestyle.
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Exceptional Investment & Multi-Generational Opportunity Steps From Liberty VillageAn incredible opportunity to own approximately 3,500 sq. ft. of beautifully renovatedVictorian living space in one of Toronto's most convenient downtown-west locations.Currently configured as a legal duplex, 13 Spencer Ave offers an impressive 7 bedrooms, 6bathrooms, two designer kitchens and expansive living spaces highlighted by soaring ceilings,exposed brick, quartz finishes and spa-inspired bathrooms.The walk-out basement with separate entrance offers additional flexibility and future incomepotential, while multiple laundry setups make the property exceptionally functional forinvestors, extended families or those looking to live in one portion of the home whilegenerating income from the other.Outside, enjoy an incredible approximately 300 sq. ft. rooftop terrace, along with the rareconvenience of 4 covered parking spaces.With its combination of size, income potential, high-end finishes and versatility, this is anopportunity that is increasingly difficult to replicate this close to downtown Toronto.Perfect for an investor, multi-generational family, or end user looking to offset theircarrying costs while building long-term equity.
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Rarely offered, fully renovated rowhouse duplex with accessory unit. Taken back to the studs in 2020, this turnkey legal property offers three self-contained suites, ideal for investors seeking stable returns, also for end users looking for a live-in, rent-out opportunity, significantly broadening buyer appeal. Thoughtfully designed for low-maintenance ownership, each unit features modern finishes, quality appliances, and private entrances. The upper two-level 2-bedroom + den suite is currently tenanted, along with the stylish main floor 1-bedroom offering a walkout to a private backyard. The lower-level 1-bedroom, currently owner-occupied, boasts high ceilings, two separate entrances, and a bright, contemporary layout. Includes one front pad parking space. Tucked away on a quiet street in South Parkdale, just steps to transit, parks, shops, and the Lake, this is a rare opportunity to own a fully renovated, income-generating property in a high-demand rental location.
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