Midtown Toronto
Neighbourhood Guide by your Midtown Toronto Realtor
Our home turf. Your Midtown Toronto realtor brings 20+ years of licensed experience focused on the area. It is where we specialize.
Between Bloor and Eglinton, from the ravine to the escarpment
Midtown Toronto
The most established residential belt in Canada’s largest city
Midtown Toronto is not one neighbourhood. It is a band of them. Between Bloor Street and Eglinton Avenue, from the Annex and Casa Loma in the west through the Yonge Street corridor to Rosedale, Moore Park, and Leaside in the east, the city’s most established residential communities have grown up over more than a century and a half. What they share is worth more than any single street address: mature streets, top schools, walkable villages, and a track record of value that has outlasted every market cycle.
The market here rewards patience and local knowledge. Homes are held for years, sometimes decades, and the most significant properties often change hands before they are ever advertised. Condominiums along the St. Clair, Avenue Road, and Yonge corridors offer a different entry point into the same neighbourhoods, at a different price point. Value in Midtown varies street by street and school district by school district, which is why the right block matters as much as the right house.
Jonathan Schwarz has traded Toronto real estate for more than 20 years, and he has lived in Midtown with his family for over a decade. He ranked in the top 1% of TRREB’s 75,496 members by properties sold as of December 2023. In 2026 to date over 90% of his firm or closed transactions were repeat or referral clients. Those numbers describe a business built on trust: clients come back, and they send the people they care about.
Choosing the right neighbourhood means knowing which blocks flood in April, which buildings are well managed, which school districts hold their value, and where the next street over changes the whole character of a home. Jonathan can tell you, because he has worked every one of the neighbourhoods in this guide. And when the right property is not publicly listed, ask about current opportunities, including homes that trade quietly off the public market.
Why Jonathan Schwarz
A Broker Who Knows Midtown Block by Block
Licensed in 2005, working Toronto’s central neighbourhoods ever since.
Ranked by properties sold among TRREB’s 75,496 members as of December 2023.
In 2026 to date over 90% of his firm or closed transactions were repeat or referral clients.
Advanced designations in buyer representation, elite advocacy, luxury marketing, negotiation, and seller representation.
30 St. Clair Ave. West, Suite 1200, in the heart of Midtown.
Life in Midtown
Living Well Between Bloor and Eglinton
Top public and private schools sit inside the belt, including Upper Canada College, Bishop Strachan School, Branksome Hall, St. Michael's College School, Toronto Prep School, The York School, and Greenwood College School, with strong public anchors such as Northern Secondary School, North Toronto Collegiate Institute, and Forest Hill Collegiate Institute. School catchments vary by address, so check the designated schools for each property.
The Beltline Trail threads through Forest Hill, Davisville, and Moore Park on a former railway bed. Cedarvale and Nordheimer ravines add wooded paths and quiet escapes, while Sherwood Park, Chorley Park, David A. Balfour Park, Eglinton Park, and the Mount Pleasant Cemetery arboretum spread green space across the belt.
Line 1 subway stations from Bloor to Eglinton keep Midtown minutes from downtown, and the new Line 5 Eglinton Crosstown, opened February 8, 2026, now runs east-west through the belt with stations at Chaplin, Avenue, Eglinton, Mount Pleasant, Leaside, Laird, Sunnybrook Park, and the Science Centre.
Midtown's shopping streets and villages include Yorkville's designer row, the shops and restaurants of Yonge and St. Clair, Mount Pleasant Village in Davisville, the Eglinton Way, Summerhill's food and design scene, Forest Hill Village, and the Bayview strip in Leaside.
The Neighbourhoods
Midtown Neighbourhoods
Click any neighbourhood for a full guide: the market, the schools, the streets that matter, and the homes for sale right now.
Midtown
Casa Loma
Iconic landmark neighbourhood with distinguished homes and panoramic views of the downtown skyline.
Midtown
Chaplin Estates
A quiet enclave of graceful homes along Lascelles Boulevard, tucked between Forest Hill and Yonge-Eglinton.
Midtown
Davisville Village
Tree-lined streets of 1920s character homes, top schools, the Beltline Trail and a village main street on Mount Pleasant.
Midtown
Deer Park
Prestigious convenience at Yonge and St. Clair, with top schools and a 15-minute subway commute to Union.
Midtown
Forest Hill North
Spacious lots and quiet residential streets above Eglinton, with the Beltline Trail at your doorstep.
Midtown
Forest Hill South
Stately homes, Upper Canada College, BSS, and the Village. Toronto’s most prestigious enclave.
Midtown
Leaside
A family-first community with green spaces, village shops on Bayview, and exceptional schools.
Midtown
Moore Park
A ravine-wrapped family haven with top-ranked schools, walking trails, and timeless brick homes.
Midtown
Rathnelly
The Republic of Rathnelly, a spirited, close-knit community at the foot of the Casa Loma escarpment.
Midtown
Rosedale
Toronto’s most historic luxury enclave, with ravines, parks, and timeless estate homes.
Midtown
South Hill
Boutique luxury along the Avenue Road corridor, with sweeping views and quiet, refined streets.
Midtown
Summerhill
A walkable village atmosphere with the iconic LCBO landmark, excellent schools, and midtown convenience.
Midtown
The Annex
Heritage Victorians, academic vibrancy, and the energy of Bloor Street’s cultural corridor.
Midtown
Yonge-Eglinton
Midtown's established centre, where Line 1 meets the new Crosstown LRT amid towers, parkland and a rising dining row.
Midtown
Yorkville
Bloor Street luxury, world-class dining, designer shopping, and cultural institutions.
Midtown Questions
Frequently Asked Questions
The guide covers Casa Loma, Chaplin Estates, Davisville Village, Deer Park, Forest Hill North, Forest Hill South, Leaside, Moore Park, Rathnelly, Rosedale, South Hill, Summerhill, The Annex, Yonge-Eglinton, and Yorkville. Jonathan Schwarz also works across North Toronto in Bedford Park, Cricket Club, Lawrence Park, Lytton Park, Teddington Park, and Wanless Park, across North York in Bayview Village, Bridle Path, Willowdale, and York Mills, and downtown in the Entertainment District, King West, and St. Lawrence Market.
Midtown is the established belt between Bloor Street and Eglinton Avenue, from Casa Loma and the Annex in the west through the Yonge corridor to Rosedale, Moore Park and Leaside in the east. It contains Toronto’s most established residential communities, with Yonge and Eglinton as its centre. Some definitions stretch the northern edge to Lawrence Avenue, which is why this guide also covers North Toronto.
Start with your priorities: schools, lot size and house type, commute, and the feel you want. Jonathan walks each block differently, then shortlists two or three neighbourhoods and shows you why they differ. One conversation usually settles it.
Yes. Midtown’s condominium market runs from boutique low-rise buildings near Forest Hill Village to luxury buildings along the St. Clair, Avenue Road, and Yonge corridors. He has sold across the full range.
In 2026 to date over 90% of his firm or closed transactions were repeat or referral clients.
Ask about current opportunities, including homes that trade quietly off the public market. Midtown’s most significant properties often change hands before they are ever advertised.
More than 20 years trading Toronto real estate, and over a decade living in Midtown. Resale has been his work from day one. Along the way he ran preconstruction condominium sales offices for Milborne Real Estate, spent four years at Trimart as Managing Director selling residential development land, and ran his own brokerage for a decade before joining Johnston & Daniel. Today Midtown is his specialty.
Detached benchmarks in Midtown’s house districts ranged from $1,836,900 in Forest Hill South to $3,485,900 in Rosedale as of August 2026, according to the TRREB MLS Home Price Index. Rosedale-Moore Park sat at $2,464,400 and Leaside at $2,227,300. Condominium apartments are a separate market, with benchmarks from $428,300 in Leaside to $790,900 in Rosedale. Benchmarks track a typical home, not an average, so a specific street can run well above or below these figures. Jonathan can give you a block-level read in one conversation.
Line 1 stations from Bloor to Eglinton keep the belt minutes from Union Station: about 16 minutes from Eglinton, 13 from Davisville, 11 from St. Clair. Trains run roughly every five minutes. The Line 5 Eglinton Crosstown opened February 8, 2026, connecting Midtown east-west with stations at Chaplin, Avenue, Eglinton, Mount Pleasant, Leaside, Laird, Sunnybrook Park and the Science Centre, with peak service every three to four minutes.
Yes. Midtown combines strong public and private schools, ravines and parks, walkable villages, and quiet residential streets. Many families can walk to school, parks, and shops while staying close to downtown.
Leaside was planned as an upper-class residential community from the start, and its three Line 5 stations make it one of the best connected spots in the city. Davisville is anchored by one of Toronto’s oldest public schools and carries one of the city’s highest transit shares. Moore Park sits between two ravines with Bennington Heights and Whitney public schools nearby, and Deer Park Public School has taught local children for about 125 years. Brown Junior Public School serves South Hill and Rathnelly.
North Toronto Collegiate Institute has served the Yonge and Eglinton community since 1912, and more than 90 percent of its graduates go on to post-secondary study. Leaside High School accepts students from its catchment area only, so the address determines admission. Davisville Junior Public School dates to 1860, and Deer Park Public School has taught local children for about 125 years. The private options are among the country’s best known: Upper Canada College in Deer Park, Bishop Strachan School in Forest Hill, Havergal College on Avenue Road, and Branksome Hall in Rosedale.
Walk Score rates Yonge and Eglinton at 87, the fourth most walkable neighbourhood in the city. Davisville residents walk or bike at well above the city average, and the Beltline Trail carries walkers and cyclists nine kilometres through Midtown on a former rail line. Four main-street villages, Forest Hill, Midtown Yonge, Bayview Leaside and Mount Pleasant, mean daily errands often need no car.
Forest Hill Village has held boutique shopping at Spadina and Lonsdale since 1979. Midtown Yonge covers the retail strip around Yonge and Eglinton, and Bayview Leaside anchors village shopping south of Eglinton. Mount Pleasant Village serves Davisville. At Yonge and St. Clair, the 512 streetcar turns around in a commercial district built around offices, restaurants and shops. Summerhill’s 1916 North Toronto railway station now houses an LCBO.
The Beltline Trail follows a former railway for nine kilometres, from west of Allen Road to Mount Pleasant Cemetery and beyond. Cedarvale Park fills a ravine with steep wooded slopes on the west side. Rosedale was laid out among three ravines preserved as parkland, and Moore Park sits between the Vale of Avoca and the Moore Park ravine. Mount Pleasant Cemetery is a historic, park-like green space at the heart of Midtown. Beside Leaside, Crothers Woods offers about ten kilometres of natural-surface trails in the Don Valley.
Downtown ends at the midtown rail corridor and Rosedale Valley Road; Midtown begins directly north of it. Yonge and Eglinton is one of four central business districts outside the core, with high-rise offices and a dense condominium corridor. What Midtown offers instead of downtown’s intensity is ravines and quiet streets: Rosedale’s ravine-bound layout means almost no through traffic, and Forest Hill and Moore Park keep to low-rise village streets. You get comparable convenience at lower density.
About six in ten Yonge-Eglinton households rent. Mount Pleasant West is over 90 percent apartments and condos, with more than 80 percent of households renting. City condos averaged $667,916 in the second quarter of 2026, down from $717,403 a year earlier, while GTA condo sales rose 8.8 percent and new listings fell 19 percent. Purpose-built rental vacancy hit 3.0 percent in October 2025, the highest since 2021. Condos are tightening as listings shrink. Renters, meanwhile, have more choice than at any point since 2021.
On this site, Midtown covers the established belt between Bloor Street and Eglinton Avenue. North Toronto covers the neighbourhoods north of that belt, including Bedford Park, Cricket Club, Lawrence Park, Lytton Park, Teddington Park, and Wanless Park. Jonathan's team serves both.
Book a confidential consultation with Jonathan, a Midtown Toronto Realtor. You will get a realistic read on the market, an honest assessment of your options, and a plan. No pressure, no hype.
Beyond Midtown
Nearby Neighbourhoods
More neighbourhood guides from Jonathan Schwarz, Broker.