76 Ashbourne Drive

FOR SALE
$2,188,800
76 Ashbourne Drive, Toronto
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
76 Ashbourne Drive
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4 + 2
BEDROOMS
5
BATHROOMS
2
KITCHENS
9 + 3
ROOMS
W13716126
MLSID
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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!
Nearby Intersections
Property Features
Accessory Apartment, Central Vacuum, Auto Garage Door Remote, Storage, Natural Gas, Wood Stove, Open Floor Plan, Multiple Entrances
Property Details
Address
76 Ashbourne Drive
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
Listing contracted with Re/Max Hallmark Realty Ltd.
185 Glenholme Avenue, Toronto
5+2
BEDS
4
BATHS
$1,899,000
FOR SALE
Why choose between a beautiful family home and an income property when you can have both? This rare, fully renovated legal duplex offers the best of both worlds, with a spacious, nearly 3,000 sq. ft. owner's residence spanning the upper and lower levels, plus a separate income-producing two-bedroom suite. Offering the space, character and comfort of a substantial single-family home, this property provides exceptional flexibility and the opportunity to offset ownership costs without compromising on lifestyle.The owner's residence features generous principal rooms, multiple living spaces, exposed brick, a striking spiral staircase and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. The lower level adds even more living space, complete with impressive 8-ft ceilings, exposed structural steel beams and hydronic in-floor radiant heating. The separate two-bedroom main-floor suite is currently leased for $2,950/month, providing immediate income with quality tenants already in place.Looking for even more income potential? Permits are already available for a triplex conversion, giving the next owner the flexibility to enjoy the expansive primary residence as it is or explore the approved conversion. Additional features include two separate entrances, a private landscaped backyard perfect for relaxing and entertaining, rare dead-end street access and exceptional parking with 2.5 detached garage spaces accessed from Glenholme and Glenhurst.Ideally located just steps to St. Clair Avenue West, TTC, parks, shops and cafés, this is a unique opportunity to own a beautifully upgraded, character-filled property that offers the comfort and scale of a family home, the benefit of established rental income and exciting future potential in a fantastic, walkable Toronto neighbourhood.
298 Seaton Street, Toronto
5
BEDS
4
BATHS
$1,748,888
FOR SALE
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.
13 Spencer Avenue, Toronto
5+2
BEDS
6
BATHS
$1,650,000
FOR SALE
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.
185 Castlefield Avenue, Toronto
3+1
BEDS
4
BATHS
$1,739,000
FOR SALE
TURNKEY opportunity in Midtown Toronto. Spectacular purpose built Duplex w Legal non-conforming BSMT Apt offering exceptional versatility for multigenerational living, extended family, or seeking primary residence with added rental units. Owners occupy Bsmt & 2nd FLR - vacating on closing. Projected income $8500/mnth Financials Check Inclusions. Potential Laneway Suite. Toronto living at its finest-walkable, well-connected, surrounded by some of the most desirable top-rated PUBLIC, PRIV & CHS Schools: Allenby, Glenview, North Toronto CI, Bishop Allen Academy, St. Clement's, Havergal College & Marshall Mcluhan.The Green Spaces - Eglinton Park, Lytton Sunken Gardens, just steps away from the multi-use North Toronto Memorial Community Centre. Yonge Street shops, restaurants, cafes, subway & the Crosstown LRT, offer an active lifestyle making it appealing to tenants, families, & investors alike. The inviting main flr features bright, open-concept layout with a modern kitchen, spacious living/dining areas & cozy wood burning fireplace. The upper-level suite with soaring bi-level ceilings paired with a cozy loft retreat create a dramatic architectural feature maximizing space & natural light. Each have access to a private spacious wooden deck, perfect for morning coffee, entertaining, or relaxing among the trees, while the loft showcases unobstructed skyline views. All units thoughtfully designed with each offering its own ensuite laundry & separately metered for hydro with quiet, electric baseboard heating paired in the primary suite with wall-mounted A/C for efficient, localized control. This Meticulously maintained home blends comfort, character & functionality - a rare chance to secure a high-quality, income-generating asset with strong upside for investors & end-users alike. Some homes simply check the boxes. Rarely does a property offer this combination of character, flexibility, scale & future potential. A home with room to live, grow & create your next chapter.
133 Cowan Avenue, Toronto
3+1
BEDS
4
BATHS
$1,699,000
FOR SALE
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.
1231 Bathurst Street, Toronto
3+1
BEDS
4
BATHS
$1,645,000
FOR SALE
Captivating in Casa Loma! Welcome to this fantastic and rare 3+1 bedroom charmer which has been tastefully renovated. Gorgeous kitchen reno complete with large island, great appliances and quartz countertops. Finished basement with separate entrance, the lower kitchen also has quartz counters and 3 piece bathroom with bedroom makes this a wonderful space for in-laws or nanny suite. Capture $5500+ monthly in rental income! Named after the renowned Gothic Revival hilltop castle and its gardens, Casa Loma is a posh residential area offering serene streets lined with Edwardian, Tudor and Georgian houses. The neighbourhood also features the sprawling Sir Winston Churchill Park, with its hiking and dog park, plus 19th-century manor house Spadina Museum and contemporary plays at Tarragon Theatre. Cozy cafes line Dupont Street. With excellent assigned and local public schools very close to this home, your kids will get a great education in the neighbourhood. This home is located in park heaven, with 3 parks and 15 recreation facilities within a 20 minute walk from this address. Public transit is at this home's doorstep for easy travel around the city. The nearest rail transit stop is only a 10 minute walk away, and the nearest street transit stop is a minute walk away.
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