160 Clendenan Avenue
High Park North, Toronto, M6P 2X1
FOR SALE
$1,879,000
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6
BEDROOMS 3
BATHROOMS 2
KITCHENS 13
ROOMS W14139094
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Property Description
Rarely available, this 2 1/2 storey duplex is ideally situated in a premium High Park location with an entrance off Idyllwood Crescent, one of the area's most coveted streets. With a rare double private drive and a generous backyard, this distinctive corner property offers 2 self contained units and a spacious basement, with approximately 3000 square feet of above ground living space. It's flooded with morning sunlight from the east, afternoon and evening sunlight from the west. Rich in original character and charm, the home showcases beautiful woodwork, original trims, wainscoting, fireplaces and hardwood floors. The main floor unit offers two bedrooms, while the upper 2 floor unit features 4 bedrooms, 2 large walk-in closets providing excellent storage, and a layout that provides for flexibility for sleeping, a home office or a den. This home embraces the potential for comfortable multi-generational living, an owner-occupied live-and-rent option, or a lucrative investment opportunity in a highly desirable neighbourhood. 2 hydro meters, 2 boilers/ gas meters, 2 HWTs. There are 8 respectable schools of choice, all located within walking distance, putting primary and secondary schools as part of your local community. An outstanding location that can't be beat - steps to the subway, High Park, Bloor West Village and the Junction, with shops, restaurants and everyday amenities. A rare opportunity to own a character filled property in one of Toronto's most desirable communities.
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Property Features
In-Law Capability, Private Double, Living Room
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Property Details
Address
160 Clendenan Avenue
Community
City
Postal Code
M6P 2X1
Property Type
Duplex, Duplex
Lot Size
33' x 100'
Taxes
$9,396 (2026
Basement
Unfinished
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Parking Spaces
2
Garage Type
None
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Listing contracted with Re/Max Professionals Inc.
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & DavenportWelcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value in this century brick home. The home features a shared driveway with parking for two vehicles-a true bonus for this location. Main level freshly updated with new flooring, paint, and modern lighting. Lower level recently updated, new windows and water proofing.currently leased. Each upper level enjoys its own private porch and includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreatThe basement in-law suite currently leased.Laundry and utilities are shared, keeping operations straightforwardFrom a future-planning perspective, the options here are compelling:Keep the current duplex configuration with basement suite,Restore to a stunning single-family home (all stairways are intact),Upgrade or reposition the property to maximize its potentialAn initial zoning review indicates potential 6-plex compliance (buyers to confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside.All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture.Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.
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Welcome to 52 Palmerston, an Investor & Contractors dream. Located in the heart of Toronto on a quiet one way street, this2 Story Detached All Brick home features a 20ft wide lot with walkways on both sides of the home as well as a side entrance for direct entry into the basement that sits partially above ground allowing for larger windows to brighten up the lower level. Other features are: a deep 127ftthat backs onto a Laneway, 1 car garage with the availability of a parking pad on the side, 5 bedrooms, 3 washrooms, and a finished basement with good ceiling height. Don't miss this opportunity
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Exceptional Duplex Opportunity in a Prime Location! A rare opportunity to own a spacious duplex on an impressive 35 x 130 ft lot in a highly desirable location! Offering exceptional versatility and endless possibilities for investors, renovators, and end users alike. Enjoy the flexibility to maintain the existing two-unit configuration, convert the property into a spacious single-family home, or explore its additional income potential. Each generously sized unit offers approximately 1,500 sq. ft. of living space, featuring 3 bedrooms, 1 bathroom, and a welcoming living room with a beautiful focal-point fireplace. Both units offer spacious layouts and excellent potential for renovation, modernization, and value enhancement. Explore the potential to add additional income-generating units and maybe even a garden suite. Additional features include separate metering for the Main Floor and Upper Floor, a private driveway, and an unfinished basement offering additional storage and future customization possibilities. The location is hard to beat! Just steps to Eglinton Avenue and conveniently close to public transit, the scenic Beltline Trail, parks, walking paths, and excellent schools. Enjoy easy access to everyday amenities while benefiting from the charm and convenience of an established neighbourhood. Whether you're looking to invest, renovate, convert to a single-family home, or explore additional income opportunities, this property offers tremendous potential in a sought-after location. Bring your vision and unlock the possibilities!
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Welcome to 837 Gladstone Avenue - a rare opportunity in one of Toronto's fastest-growing neighbourhoods. Nestled on a quiet street in the heart of Wallace Emerson, this solid three-storey detached home sits on one of the area's deepest lots, offering exceptional flexibility for homeowners, investors, and developers alike. Move-in ready and income-producing, the property has been thoughtfully maintained with updated electrical and plumbing (2002), a new roof and air conditioning, a newer furnace (approx. 7 years old), and a brand-new paved driveway. Currently configured as a legal duplex with separate entrances, it features three spacious kitchens, three full bathrooms, generous principal rooms, a separate basement entrance, and rear parking for up to three vehicles. The oversized backyard unlocks exciting future potential. Similar to neighboring properties, there may be an opportunity to add a laneway or garden suite with three or more bedrooms (buyer to verify), or simply enjoy the expansive outdoor space as a private urban retreat. Location is a standout. Just steps to Wallace Emerson Community Centre, featuring a pool, gym, ice rink, bike park, and library. Walk to Dovercourt, schools, grocery stores, pharmacies, cafés, restaurants, and breweries. The nearby Galleria on the Park redevelopment is transforming the neighbourhood with new amenities, green space, and long-term value. Commuters will appreciate easy access to Dufferin Station and downtown Toronto. Live in one unit and rent the others, maximize income with a full rental configuration, or convert the property into a spacious single-family home. With projected rental income of up to $10,000 per month and endless future possibilities, 837 Gladstone Avenue is a unique opportunity to invest in one of Toronto's most dynamic communities.
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Built in 1877. Renovated for the way you live now. Part of Windsor Terrace, a Victorian row on a hushed, tree-lined dead end in Upper Jarvis, this legal duplex on a deep 20 x 132 ft lot offers two self-contained homes, a rooftop terrace and tandem parking for four cars, all delivered vacant. Subway station is a 5-minute walk; Yorkville is 5 minutes by car. Bloor Streets shops, restaurants and parks are all within easy reach. A heated mudroom with custom cabinetry sets the tone at the front door. The owner renovated the two-floor main residence for themselves, and it shows: original exposed brick, a wood-burning fireplace, heated floors, and a kitchen in natural walnut and Corian with induction cooking and a custom pantry built for your wine fridge and espresso machine. The top floor is a private retreat, with a primary suite framed by custom walnut closets, a spa ensuite with rain shower, teak floor and Toto washlet, and a walk-out to a sun-soaked rooftop terrace wired for sound. Below, a recently renovated 2-bedroom suite with its own entrance, laundry, meter and walk0out to a private patio. Live up, rent down. Bring the family together. Or lease both on day one. Five bedrooms, two homes, one rare downtown address.
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A Rare Opportunity To Own A Triplex @ Avenue/Eglinton. Fully Detached. Spacious Lot Featuring 30 FT Width and 115FT Depth. 4 Parking Spaces. Fully Tenanted - Rent Details Provided Upon Request. Well Cared For & Meticulously Maintained. Ideal For Owner Use and Rental, Multi-Generational Household or Real Estate Investor. Great Location - Minutes To Eglinton, Transit, Oriole Park, Restaurants & Shopping. The Basement Unit Includes 1 Bedroom, and 1 Bathroom. The main and second floor units feature 2 Bedrooms and 1 Bathroom.
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Exceptional opportunity to own a versatile duplex in the heart of Crescent Town, just steps from the vibrant Danforth! Whether you're an investor looking for strong income potential or a buyer seeking a multi-generational living opportunity, this property offers incredible flexibility.This solid, meticulously maintained brick home features two self-contained 2-bedroom, 1-bathroom suites on the main and upper levels, while the finished basement includes 3 bedrooms, a full bathroom, and a kitchen, providing even more living possibilities. Each unit feels bright and open, with large windows throughout. An added bonus, a private drive featuring a double-car block garage. Lovingly updated since 2020, this property showcases numerous cosmetic improvements, including new flooring and baseboards throughout, fresh paint, a beautifully renovated upper-level kitchen, updated appliances, modern light fixtures, stylish barn doors, custom closet organizers, and much more (see attached improvement list). As an added bonus, the home is being offered fully furnished, making it an exceptional turnkey opportunity.Located in one of Toronto's most connected east-end neighbourhoods, you'll enjoy being just a short walk to Victoria Park Subway Station, Danforth GO Station, parks, schools, grocery stores, cafés, restaurants, and all the everyday amenities that make the Danforth such a sought-after place to live. With convenient transit access, a vibrant community, and outstanding income potential, this is a rare opportunity not to be missed.
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A two-storey Victorian residence fronting Lippincott Street and a separate three-bedroom laneway home at the rear offer two tenanted residences on one freehold property in Harbord Village. The main house features high ceilings, hardwood flooring in principal rooms and a spacious kitchen with a walkout to the backyard patio. The laneway home has its own living room, kitchen and separate utilities.Set on a lot approximately 140 feet deep near Harbord and Bathurst, the property is within walking distance of the University of Toronto, Kensington Market and the shops and restaurants along Bloor Street in the Annex. The Bathurst streetcar stops at Harbord and connects to Line 2 at Bathurst Station. An opportunity to acquire a Victorian home and a separately tenanted laneway residence in one downtown holding.
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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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