Detached in Toronto (Leaside)

Browse 21 active listings

$2,574,250
Median

Market Analysis

Leaside attracts a diverse demographic, particularly families seeking an upscale suburban lifestyle within city limits. Professionals from the nearby Bayview and Eglinton corridors appreciate the community’s charm while valuing proximity to downtown Toronto. The well-established neighborhood is popular among buyers with children, drawn to its reputation for excellent schools like Leaside High School and St. Anselm Catholic School. Additionally, retirees looking to downsize often find detached homes appealing due to the area’s peaceful ambiance and access to amenities. The balanced market conditions mean that buyers can explore various options without rushing into decisions, allowing for thoughtful selections that align with their lifestyle choices. With tree-lined streets such as Millwood Road and Glenvale Boulevard, Leaside offers a serene environment complemented by a vibrant community spirit. Buyers interested in semi-urban living appreciate the mix of active lifestyles and quiet residential areas, which foster a strong sense of belonging. This neighborhood resonates with those who value both social and recreational activities, creating a desirable living landscape that continues to evolve with modern amenities while honoring its historical roots.

Price Insights

The average price of a detached home in Leaside hovers around $2,651,453, reflecting the area’s desirability and the quality of housing options available. Buyers entering this market can expect spacious layouts often featuring high ceilings, updated kitchens, and expansive yards suitable for family activities or gardening. Premium properties on streets like Bessborough Drive and Sutherland Drive may offer modern finishes and smart home technology, catering to contemporary living standards. Buying in this price band typically ensures that homeowners not only invest in a property but also in a vibrant community lifestyle. Detached homes often come with multiple bedrooms, ideal for accommodating families or creating home offices, enhancing their overall utility. Buyers might also find the added value of finished basements and well-maintained outdoor spaces, which make these homes particularly attractive for longer-term residency.

Available Properties

View all on map
🏠
No Photo Available
19 Heather Road
+33 photos
$2,599,000
19 Heather Road
Toronto (Leaside), Ontario
4 beds • 3 baths
Detached Home
Fantastic opportunity in South Leaside. Welcome to 19 Heather rd. A Beautifully updated home on one...
🏠
No Photo Available
38 Annesley Avenue
+49 photos
$3,395,000
38 Annesley Avenue
Toronto (Leaside), Ontario
5 beds • 4 baths
Detached Home
This custom-built luxury residence in Leaside offers exceptional space and presence, set on a rare 3...
🏠
No Photo Available
29 Evergreen Gardens
+41 photos
$3,799,000
29 Evergreen Gardens
Toronto (Leaside), Ontario
6 beds • 6 baths
Detached Home
MLS Sun-drenched and impeccably crafted, this south-facing custom residence in coveted Leaside is a ...
🏠
No Photo Available
505 Sutherland Drive
+37 photos
$1,429,000
505 Sutherland Drive
Toronto (Leaside), Ontario
3 beds • 2 baths
Detached Home
Your next chapter begins at 505 Sutherland Drive, a thoughtfully renovated North Leaside home with a...
🏠
No Photo Available
89 Rumsey Road
+34 photos
Price on Request
89 Rumsey Road
Toronto (Leaside), Ontario
3 beds • 2 baths
Detached Home
Set in the heart of prime Leaside, 89 Rumsey Road offers the perfect balance between executive comfo...
🏠
No Photo Available
207 Sutherland Drive
+49 photos
$2,749,500
207 Sutherland Drive
Toronto (Leaside), Ontario
4 beds • 4 baths
Detached Home
This Showstopper Delivers The True Meaning Of Turnkey Living. Completely Refreshed, Renewed, And Rev...
🏠
No Photo Available
122 Brentcliffe Road
+5 photos
Price on Request
122 Brentcliffe Road
Toronto (Leaside), Ontario
1 bed • 1 baths
Detached Home
This Lease Is For Basement Only. A Beautiful North Leaside Home At Bayview And Eglinton! 38' Lot. C...
🏠
No Photo Available
127 Glenvale Boulevard
+37 photos
$2,199,888
127 Glenvale Boulevard
Toronto (Leaside), Ontario
4 beds • 4 baths
Detached Home
Welcome to a home ( Legal Duplex)_where thoughtful design meets elevated living. a beautifully trans...
🏠
No Photo Available
1753 Bayview Avenue 202
+11 photos
Price on Request
1753 Bayview Avenue 202
Toronto (Leaside), Ontario
2 beds • 1 baths
Detached Home
Great School Area, Renovated, Desirable South Leaside On Bayview And Eglinton, Modern Kitchens And A...
🏠
No Photo Available
33 Nesbitt Drive
+49 photos
$3,749,000
33 Nesbitt Drive
Toronto (Leaside), Ontario
4 beds • 4 baths
Detached Home
Welcome to this beautifully reimagined family home in the exclusive enclave of Governor's Bridge, wh...
🏠
No Photo Available
8 Glenvale Boulevard
+46 photos
$1,939,000
8 Glenvale Boulevard
Toronto (Leaside), Ontario
5 beds • 3 baths
Detached Home
Welcome to 8 Glenvale Blvd, a quintessential North Leaside red brick residence, beautifully renovate...
🏠
No Photo Available
102 Parklea Drive
+49 photos
$3,490,000
102 Parklea Drive
Toronto (Leaside), Ontario
5 beds • 5 baths
Detached Home
Extraordinary New Contemporary Design-Build In The Superb Leaside Neighborhood. This Gorgeous Ultima...

About This Property Type

Detached homes in Leaside are characterized by their classic Toronto architecture, often featuring red-brick facades and well-manicured lawns. Properties range from charming bungalows to spacious two-storey residences, accommodating various family sizes and preferences. Many homes come equipped with modern amenities, including updated kitchens and large living areas, while maintaining original architectural details that add character and warmth. These residences often include generous outdoor spaces, perfect for entertaining or family gatherings, and are strategically placed to maximize privacy and tranquility. The lot sizes vary, with some properties providing ample room for expansion or landscaping, appealing to buyers interested in personalizing their space. In neighborhoods like North Leaside, the demand for these homes often leads to competitive pricing, underscoring their appeal as desirable family residences in the heart of Toronto.

Location Highlights

Leaside is renowned for its family-friendly environment and robust amenities, making it an ideal community for prospective buyers. With access to parks like Serena Gundy Park and Leaside Gardens, outdoor enthusiasts can enjoy activities ranging from hiking to sports. The neighborhood also boasts a strong sense of community, visible through events hosted at the Leaside Memorial Community Gardens, which foster local camaraderie. Educational institutions, including the acclaimed Bessborough Drive School and Leaside High School, cater to families prioritizing quality education. Meanwhile, the proximity to shopping districts along Bayview Avenue offers a blend of boutique shops, cafes, and restaurants, enabling residents to enjoy everyday convenience without venturing far from home. Public transit options, such as the Eglinton subway station and multiple bus routes, enhance connectivity, further elevating Leaside's appeal to commuters.

Investment Advice

Investing in a detached home in Leaside is a strategic move, especially considering the area's steady appreciation over the years. The balance in the current market provides a favorable environment where buyers can find quality homes without succumbing to excessive competition. Given its historic charm and ongoing community development, properties in this neighborhood are likely to retain and even increase their value. Moreover, the family-oriented nature of Leaside ensures a steady demand for housing, making it an ideal locale for long-term investment. The combination of high-quality education, vibrant community spaces, and diverse amenities positions Leaside as a stable market for buyers looking not only for a home but also a sound investment.

Buying Tips

For buyers considering a detached home in Leaside, thorough research is key. Familiarizing yourself with specific streets, like Airdrie Road or Rumsey Road, can help identify neighborhoods that align with your lifestyle aspirations. Attend open houses to gauge the housing market and better understand the nuances between properties. Don’t hesitate to ask local real estate agents about recent sales trends in the area to inform your purchasing decisions. When making an offer, be prepared for negotiations, as Leaside's desirability can lead to competitive bidding. It’s also wise to have your financing pre-approved, allowing you to act quickly when you find a property that meets your criteria. Lastly, consider the long-term potential of the property, focusing not just on current needs but also on future family growth and lifestyle changes.

Related Searches

Frequently Asked Questions About Toronto (Leaside)

There are currently 21 detached homes listed for sale in Toronto (Leaside). Listings are updated multiple times per day from CREA's DDF®.

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code.

The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA.

The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

The listing content on this website is protected by copyright and other laws. Screen scraping, database scraping, and all other forms of automated data collection are prohibited.

Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

3195 Oak St, Vancouver, BC V6H 2L2

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

The listing content on this website is protected by copyright and other laws. Screen scraping, database scraping, and all other forms of automated data collection are prohibited.

© 2026 Search Listings Online. Powered by CREA DDF