27 Hillsboro Avenue, Toronto, ON
Property Highlights
Welcome to this remarkable 2-Storey duplex located in the coveted neighborhood of Annex. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $1,779,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
- 6 Bedrooms and 3 Bathrooms with 3 functional kitchens
- Generous living space spanning 1500-2000 sqft on a premium 25 x 80 ft lot
- Features a apartment, finished, separate entrance, full basement, adding superb versatility for recreation, a home gym, or extra storage
- Ample parking with 0.0 garage spaces (2.0 total parking spaces)
- Notable attributes: In-Law Capability, Water Heater Owned
- equipped with window unit(s) central cooling and highly efficient water heating via gas
Description
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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Property Summary
This duplex located at 27 Hillsboro Avenue, Toronto is currently for sale and has been available for 1 day. This property is listed at $1,779,000 with an estimated mortgage of $5,922* per month. It has 6 beds, 3 bathrooms, and is 1500-2000 square feet. 27 Hillsboro Avenue, Toronto is in the Annex neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 6 bedrooms and 3 bathrooms, this home offers ample space and comfort for growing families in Annex, Toronto.
- •6 spacious bedroom layout offering versatile living space
- •3 well-appointed bathrooms
- •1500-2000 sqft of generous functional square footage
Growing families needing multi-bedroom flexibility and space in Annex, Toronto.
Key Features
Additional Details
Property Details
Parking & Garage
Heating & Cooling
Features
Property Features
- Library
- Park
- Place Of Worship
- Public Transit
- Rec./Commun.Centre
- School
Interior Features
- In-Law Capability
- Water Heater Owned
Security Features
None listed
Community Features
None listed
Property History
No historical data available for this property.
This could be the first listing for this address.
Looking to Buy a Home in Toronto?
If you are looking for a house in Toronto or researching Toronto real estate for sale, this 6-bedroom duplex at 27 Hillsboro Avenue, Toronto, ON offers an exceptional opportunity to buy a home in Toronto, Ontario. Whether you are a first-time Toronto home buyer or comparing active Toronto MLS® homes for sale, working with a dedicated Toronto buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.
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Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Toronto realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.
Toronto Buyer Budget & Costs
Estimated mortgage: $5,922*/month*. Estimated Ontario Land Transfer Tax: $64,110. First-time Toronto home buyers may qualify for up to $8,475 in rebates.
Frequently Asked Questions: Buying a Home in Toronto
Frequently Asked Questions about 27 Hillsboro Avenue, Toronto, ON
Q.What is the asking price for 27 Hillsboro Avenue, Toronto, ON ?
The current listing price for 27 Hillsboro Avenue, Toronto, ON in Annex, Toronto is $1,779,000.
Q.How many bedrooms and bathrooms does this property have?
This property features 6 bedrooms and 3 bathrooms across approximately 1500-2000 sqft.
Q.What property type and architectural style is 27 Hillsboro Avenue, Toronto, ON ?
27 Hillsboro Avenue, Toronto, ON is a Duplex (2-Storey) featuring a Apartment, Finished, Separate Entrance, Full basement.
Q.What key property features does 27 Hillsboro Avenue, Toronto, ON offer?
Key property features include: Library, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School.
Q.What interior features are included in this home?
Interior highlights include: In-Law Capability, Water Heater Owned.
Q.Is parking available at this property?
Yes, this property offers parking space for 2.0 vehicles (None).
Q.What heating and cooling systems are installed?
Heating is provided via Gas and cooling via Window Unit(s).
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Location
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Open in Google MapsNeighborhood Safety & Crime Analytics
Annex, Toronto
448 assaults (1192.4/100k)
148 B&E (393.9/100k)
65 thefts (173.0/100k)
Elevated vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Pricing & Value Insights
Data-driven valuation for 27 Hillsboro Avenue, Toronto, ON M5R 1S6
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
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About Purchasing a Home in Toronto, ON
For a property listed at $1,779,000 in Toronto, the legal minimum down payment is $355,800 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $32,055 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $32,055 also applies, bringing the total estimated land transfer taxes to $64,110.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
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