499 Ontario Street

FOR SALE
$1,799,900
499 Ontario Street, Toronto
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
499 Ontario Street
Browsing Limit Reached
Please Register for Unlimited Access
5 + 2
BEDROOMS
4
BATHROOMS
2
KITCHENS
11 + 2
ROOMS
C13566570
MLSID
Contact Us
Property Description
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.
Property Features
Fenced Yard, Hospital, Place Of Worship, Public Transit, Rec./Commun.Centre, School, Accessory Apartment, Sump Pump, Private Double, Natural Gas
Property Details
Address
499 Ontario Street
Postal Code
M4X 1M7
Property Type
Duplex, Duplex
Lot Size
18' x 108'
Taxes
$8,762 (2026
Basement
Apartment
Exterior
Patio, Paved Yard
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Parking Spaces
2
Garage Type
None
Listing contracted with Bosley Real Estate Ltd.
27 Hillsboro Avenue, Toronto
5+1
BEDS
3
BATHS
$1,799,000
FOR SALE
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & Davenport. Welcome 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. All units are vacant, The upper two units have been freshly updated with new flooring, paint, and modern lighting, and are move-in ready or easily rentable. Each upper level enjoys its own private porch, and both feature wood-burning fireplaces, adding warmth and character that tenants and homeowners love.The upper unit also includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreat.The basement in-law suite can be used to provide immediate income from day one. Laundry and utilities are shared, keeping operations straightforward. From 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 potential An initial zoning review by Property Pathways 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.
121 Medland Street, Toronto
5+1
BEDS
4
BATHS
$1,499,000
FOR SALE
Situated on a mature tree lined street near High Park, The Junction, and Bloor West Village, this move in ready legal duplex offers exceptional versatility for end users, multigenerational families, or buyers looking to supplement their mortgage. Freshly painted in neutral tones throughout, the property features three distinct self contained suites, four washrooms across all levels, and dedicated laundry with updated machines for each unit.The spacious upper residence spans the second and third floors, featuring three bright bedrooms, two washrooms, plus a functional den ideal for a primary home, family living, or dedicated office space. The main floor unit offers a charming one bedroom layout with a full washroom and a direct walkout to a deep, tranquil backyard shaded by a lush tree canopy. Completing the layout is a fully self contained lower level apartment complete with its own kitchen and washroom, currently rented for an immediate and steady income stream.Exterior features include a durable metal roof and two legal rear parking spaces accessed via a shared laneway, with potential to legalize a third space at the front. Located steps from artisanal coffee shops, vibrant dining, local boutiques, and transit, this turn key property offers the perfect combination of space, lifestyle, and financial flexibility in a premier Toronto neighborhood.
1496 Keele Street, Toronto
4+2
BEDS
4
BATHS
$1,498,868
FOR SALE
This duplex was completely rebuilt in 2004 and features an addition. With nearly 4,000 square feet of living space, this property is ideal for multigenerational living, with separate apartments on the main and second floors. The recently finished basement has the potential to serve as a large apartment. here is also a dedicated laundry space and an oversized double garage.
279 Lauder Avenue, Toronto
6
BEDS
4
BATHS
$1,449,000
FOR SALE
An excellent opportunity to acquire a well-performing multi-residential property in Toronto's evolving and highly desirable Oakwood Village neighbourhood. 279 Lauder Ave offers investors a stable, income-generating asset in a community experiencing strong rental demand and ongoing revitalization. This very well-managed property has been meticulously maintained by an experienced owner, reflecting pride of ownership and operational efficiency. Recent upgrades include all windows and blinds, exterior doors, driveway and parking areas, composite back deck, refreshed front deck, front stairs and railings, bathrooms, electrical panels, tankless water heater, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 4.65%**, with minimal need for repositioning.Tenants benefit from efficient floorplans and excellent transit access, with the St. Clair streetcar just an 8-minute walk away, connecting seamlessly across the city. The property is also steps from the lively St. Clair West corridor, known for its diverse mix of cafés, restaurants, and local shops, enhancing everyday convenience and lifestyle appeal.This well-managed asset reflects pride of ownership and long-term care, making it an ideal turnkey addition to any investment portfolio. With strong fundamentals, desirable location, and steady income, 279 Lauder Ave is positioned for continued tenant demand and future growth.
78 Bowie Avenue, Toronto
4+2
BEDS
5
BATHS
$1,699,000
FOR SALE
Brand New Purpose-Built Duplex Offering Exceptional Quality, Versatility, And Income Potential! This Stunning Property Features Two Beautifully Appointed Self-Contained Units Designed With Modern Living In Mind, Showcasing Contemporary Finishes, Spacious Layouts, Stylish Kitchens, Elegant Bathrooms, And Quality Craftsmanship Throughout. Ideal For Investors, Multi-Generational Families, Or Owner-Occupants Looking To Generate Additional Rental Income While Enjoying The Benefits Of A Brand-New Home. The Professionally Finished Basement Provides Outstanding Flexibility And Offers Potential For A Future Third Residential Unit, In-Law Suite, Or Additional Income-Generating Space. Built To Today's Standards With Attention To Detail And Long-Term Value In Mind, This Turnkey Property Presents A Rare Opportunity To Acquire A New Construction Income Property With Multiple Revenue Streams And Significant Future Upside. Whether You're Expanding Your Investment Portfolio Or Seeking A Smart Home ownership Opportunity, This Property Combines Modern Design, Functionality, And Strong Income Potential In One Exceptional Package.
58 Forty First Street, Toronto
6+2
BEDS
3
BATHS
$1,599,900
FOR SALE
Beautifully renovated detached triplex on a large 50 x 120 foot lot in an unbeatable Toronto location, offering exceptional income potential for investors or end users looking to live in one unit while generating rental income from the others. This well-maintained property features three self-contained units, including two spacious 3-bedroom suites and a 2-bedroom lower-level apartment, making it an ideal opportunity for multi-generational living or strong cash flow. Each upper unit showcases hardwood flooring throughout, updated kitchens with stone countertops, stainless steel appliances, modern cabinetry and stylish finishes. The thoughtfully designed layouts offer generous living and dining areas, spacious bedrooms and renovated bathrooms. The lower-level apartment provides additional income potential with its own kitchen, living space, 2 bedrooms and full bath. The property also offers a common storage area, coin-operated laundry, a newer hot water tank and no rental items for added peace of mind. Outside, enjoy a detached double-car garage plus parking for up to 8 vehicles-an incredibly rare feature in the city. Conveniently located close to the TTC, GO Train, the lake, parks, schools, and shopping, this turnkey investment combines location, versatility, and outstanding value in one exceptional property. Fully leased with great AAA tenants! Start building equity immediately!
100 Dixon Road, Toronto
6+2
BEDS
5
BATHS
$1,599,000
FOR SALE
Exceptional investment opportunity! This well-maintained legal duplex offers 4 self-contained residential units and will be delivered with vacant possession, making it an ideal opportunity for investors or owner-occupants. The property features two spacious upper units, each offering 3 bedrooms and 1.5 bathrooms, along with two lower-level 1-bedroom, 1-bathroom units. Clean, modern, and move-in ready, this turnkey property has been meticulously maintained and offers excellent flexibility for multi-generational living or generating rental income. Enjoy an expansive driveway with parking for up to 12 vehicles and a prime location close to major highways, public transit, schools, parks, shopping, restaurants, and everyday amenities. A rare opportunity to own a versatile, income-producing property in a highly convenient location.
131 Lauder Avenue, Toronto
5
BEDS
4
BATHS
$1,549,000
FOR SALE
A grand dame with undeniable charm and exceptional potential, this home makes a memorable first impression with its handsome presence and great curb appeal. Rich in character and filled with the architectural appeal of a bygone era, it offers a rare opportunity to shape a home for today while positioning yourself for long-term value. Currently divided into two owner-occupied units - main floor and second/third floors plus basement - the property offers flexibility from day one. Keep it as a multiplex, establish your own rents, and maximize its income potential, or restore this distinguished home to its original glory and create a spectacular five-bedroom single-family residence. The scale, setting, and street are all well suited to supporting the value of a truly exceptional transformation. Enjoy the insulated, powered bunkie at the back of the garden, currently used as a cozy spot for watching TV, lounging, or hanging out with friends. Just steps from St. Clair Avenue West, you are surrounded by vibrant urban offerings, from cafés and restaurants to shops and everyday conveniences. Nearby Corso Italia brings an unmistakable connection to Italian culture, food, music, and community. The Wychwood Barns and Regal Public School are also close at hand, adding to the neighborhood's appeal.
123 Seaton Street, Toronto
4+1
BEDS
4
BATHS
$1,448,000
FOR SALE
Positioned On A Premier Street In One Of Toronto's Most Resilient Rental Markets, This Beautifully Renovated 3 Unit Residential Property Offers A Premium Addition To Any Portfolio, Offered At A Stellar 5.7% Cap Rate, A Benchmark Return Increasingly Difficult To Find Within The City's Core. The Versatile Suite Mix Attracts High-Quality, Long-Term Tenants To Ensure Minimal Vacancy And Consistent Revenue, While Extensive Capital Improvements Mean The Heavy Lifting Has Already Been Done. Steps From Local Cafes, Transit, And Parks, This Highly Rentable Location Commands Premium Market Rates And Boasts A Low Turnover. Perfect For Any Investor Looking For Immediate Cash Flow And Effortless Management, This Property Delivers Stable, Predictable Returns From Day One.
8A Nineteenth Street, Toronto
5
BEDS
3
BATHS
$1,499,000
FOR SALE
3 unit building.Duplex plus 3rd Apt in the basement.Very large Apts with balconies ,hardwood floors.Steps to Lakeshore.Close to college,schools,Lake Ontario,TTC.Coin operated washer and dryer in the basement.Parking for 5 cars at rear.3 Apts presently rented month to month.Great location.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
346940508