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Summerhill

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About Summerhill

When the North Toronto Railway Station opened on Yonge Street in the 1880s, a small community began to grow around it. Now known as Summerhill, the neighbourhood has blossomed into one of the most charming areas of the city. The railway station has since been converted into one of Toronto’s most beautiful (and well-stocked) LCBOs.

Summerhill is a Central Toronto neighbourhood located primarily along Yonge Street, just south of St. Clair Avenue. Known for its prestige, incredible heritage homes, and quaint boutiques and restaurants, it’s one of the most highly-coveted neighbourhoods in the city.

In recent years, renovations have beautified many landmark businesses (including a row of specialty food stores frequented by local gourmands).

Who Lives Here

Whether they live in one of the area’s exclusive condo residences or along the scenic side streets, residents of Summerhill have no problem paying for this neighbourhood’s fabulous homes. You’ll find plenty of well-established professionals and affluent retirees here.

Summerhill is also home to many families who enjoy its abundance of generously-sized detached and semi-detached homes, along with its great selection of local schools.

What's Great About It?

Summerhill residents enjoy the area’s fun community vibe. There’s a selection of shops, restaurants, cafes, and specialty grocers that line the strip of Yonge Street running through Summerhill’s core.

Local food lovers are big fans of Pisces Gourmet Seafood Specialty Shop (the freshness is unbeatable) and Olliffe Butcher (which sells only the finest cuts of meat). For a perfectly-crafted coffee or some wine to enjoy with dinner, they head to Boxcar Social (a charming cafe that features a bottle shop). Simply put, everything local residents could ever want is just a short walk away!

For outdoorsy types, David A Balfour Park and its accompanying ravine allow residents to immerse themselves in nature. The area’s quiet residential streets, which are filled with stunning homes and heritage architecture, also make for some fantastic walks.

Schools

Kids living in Summerhill don’t have to travel far to get to class, given that most of the neighbourhood’s local schools sit between Yonge Street and Avenue Road.

For elementary students, Brown Junior Public School and Cottingham Junior Public School are two of the area’s most popular options. De La Salle College is also ideal for students in grades 5 through 12. Alternatively, Deer Park Junior and Senior Public School (which sits just east of Yonge along St. Clair Avenue) is perfect for kids from kindergarten through grade 8.

Homes for sale in Summerhill

Looking for listings in Summerhill for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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1-12/41
  • 28 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12771538

    28 Macpherson Avenue Annex Toronto M5R 1W8
    Main Photo: 28 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12771538
    $9,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12771538
    Bedrooms:
    18
    Bathrooms:
    18
    Compelling opportunity to acquire a well located multi-residential investment asset in one of Toronto's most established and supply constrained neighbourhoods. The building comprises 17 self-contained suites, providing diversified in place income supported by functional unit layouts, good natural light, and consistent rental appeal, resulting in stable occupancy and predictable cash flow. The asset presents multiple value creation pathways for investors, including income optimization through turnover and rent resets, operational efficiencies, targeted capital improvements, and longer term repositioning potential, all subject to applicable municipal approvals. Generous lot size and favourable residential zoning characteristics contribute to future optionality while preserving the existing income profile. Location underpins the investment thesis, with close proximity to transit, major employment nodes, parks, schools, and everyday amenities, driving durable rental demand and limiting downside risk. The surrounding neighbourhood is characterized by strong owner occupancy, limited new rental supply, and continued capital investment, supporting long term rent growth and asset appreciation. Well suited for private investors, family offices, and owner operators seeking a stabilized Toronto rental asset with embedded upside and strategic flexibility. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Tanya Crepulja
    Steven Fontes
  • 20B Woodlawn Avenue W in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12937300

    20B Woodlawn Avenue W Yonge-St. Clair Toronto M4V 1G7
    Main Photo: 20B Woodlawn Avenue W in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C12937300
    $6,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12937300
    Bedrooms:
    3
    Bathrooms:
    5
    Channeling classic NY brownstone allure in a Triple A location, this Lorne Rose designed home is a contemporary masterpiece. The showstopping home feat. a spectacular spiral floating staircase, panoramic city views blended w/lovely treed canopy & much more. Set back on Woodlawn Ave & steps to Yonge St, the location is 1st-class w/vibrant Summerhill shops & restaurants at your door. Heated steps & planted greenery lead to the stunning limestone facade. The foyer sets the tone w/ black & white polished marble flooring, panelled walls & soaring 11' ceilings, a taste of the sophisticated & quality bespoke elements that are timeless. A custom eat-in kitchen w/high-end appliance package to your right w/south facing windows & luxurious finishes is inviting & the heart of the home. Great flow thru to the Dining/Living where rich oak herringbone hardwood flrs & coffered ceilings elevate refined urban living. The French doors open to the professionally landscaped backyard oasis, allowing for seamless indoor & outdoor entertaining. Generously sized Bedrms each w/ensuite & walk-in closet make this the ideal home for a family or downsizers who covet this neighbourhood. The perfect snug room has multiple uses from a home office to a library to TV nook. The immaculate 3rd floor is a dedicated primary retreat w/deluxe walk-in closet that flows to the spa-like Ensuite. The Bedrm feat. a perfect city view & is the ultimate boutique hotel retreat. Lower lvl ft. a great Gym, addtl Bathrm w/steam shower & spacious temp-controlled Wine Cellar for the wine lover. Heading away for the weekend? Take the elevator straight to your 2-car integrated grg. On the lwr lvl, grab your coat from your spacious Mudrm & get into your prized possession in its own secure grg. Additional prkg at the front can hold 3 cars, a total of 5 car prkg, an impossible find in this part of the city! Set on a 178' deep lot, one could easily add a second garage, laneway house & anything your imagination fancies. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
    Tanya Crepulja
    Steven Fontes
  • 149 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C13105402

    149 Farnham Avenue Yonge-St. Clair Toronto M4V 1H7
    Main Photo: 149 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C13105402
    $6,785,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13105402
    Bedrooms:
    4
    Bathrooms:
    5
    New Summerhill Upscale Detached Home To Be Built. Ready For Summer Of 2027. Lands Can Be Purchased With 147 Farnham Ave If One Wishes To Enjoy The Current Livable Residence. One Of Toronto's Most Prestigious Neighborhoods. Home Features A Limestone Facade, Heated Driveway And Pathways, Rare For The Area - Three-Car Parking, Oversized Single Car Garage. 4,300 Square Feet Of Living Area, The Finest Luxury Appointments, Bespoke Features Such As Elevator To All Levels, White Oak Hardwood Flooring Throughout, Heated Flooring On The Lower Level And All Tiled Areas, Three Fireplaces, Pet Spa, Lower Level With Walkout. The Primary Retreat Occupies The Entire Third Level, Featuring A Dressing Room With A Coffee Station, A Tranquil Ensuite, And A Private Terrace With A Fire Pit. Enjoy All The Conveniences Of Being Steps To Yonge St And Easy Access To TTC, Shops, Top Schools And Eateries. This Sublime Locale Allows You To Enjoy Everything Summerhill Has To Offer, From Its Renowned Tree-Lined Streets And Boutique Shops To Easy TTC Access And Local Parks. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
  • 55 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12943972

    55 Farnham Avenue Yonge-St. Clair Toronto M4V 1H6
    Main Photo: 55 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C12943972
    $6,595,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12943972
    Bedrooms:
    4
    Bathrooms:
    5
    A striking architect-designed residence rebuilt to the highest standards in 2020, blending modern sophistication with exceptional craftsmanship. Completed in 2020, 55 Farnham was taken back to the studs and reconstructed by WPML with architecture by Set less Architecture, interiors by Tanya Bonus, and landscaping by Earth Inc. Only the original side walls remain. The main floor is thoughtfully designed for both elegant entertaining and everyday living. A welcoming foyer with exceptional built-in storage for coats and shoes offers rare practicality. The living room has an elegant fireplace and opens to the grand dining room. At the rear of the home, the space opens to a stunning chef's kitchen featuring Miele, Wolf & Sub-Zero appliances, and a statement Galley workstation sink, combined with a sun-filled family room. The second level hosts three generously proportioned bedrooms, complemented by a thoughtfully designed laundry room with extensive hanging and drying capacity, and two elegantly appointed bathrooms. The third level is dedicated to an exceptional primary retreat, complete with a south-facing IPE-clad balcony, a spacious walk-in closet, and a luxurious, spa-inspired suite. Exceptional features include two-zone HVAC, radiant-heated basement floors, heated entry and baths, and a heated driveway and walkways. Smart home integration controls Lutron lighting, audio, blinds, and security. Finished with Unik Funkis windows and doors, Petersen Tegl brick, zinc roof, Hollace Cluny lighting, two gas fireplaces, IPE decks, and a newly landscaped (2025) backyard with a new patio and AstroTurf. Front pad parking fee $748.35 (2026). This home is not to be missed! More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 43 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13004414

    43 Summerhill Avenue Rosedale-Moore Park Toronto M4T 1A9
    Main Photo: 43 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13004414
    $6,129,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13004414
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 43 Summerhill Avenue - a truly exceptional custom-built residence in one of Toronto's most coveted neighbourhoods. This architecturally striking home seamlessly blends modern sophistication with thoughtful, functional design, offering an unparalleled living experience. From the moment you enter, you are greeted by refined interiors, soaring ceilings, and expansive floor-to-ceiling windows that flood the home with natural light. The main level is designed for both everyday living and elevated entertaining, featuring a stunning open-concept kitchen with premium integrated appliances, a large centre island, and a beautifully appointed walk-through pantry connecting seamlessly to the dining space. The family room, anchored by a sleek gas fireplace, opens directly to a private landscaped garden and a rare heated double garage with EV capability. Upstairs, three spacious bedrooms each offer their own ensuite bathrooms and custom walk-in closets, creating a true sense of privacy and comfort. The primary retreat is a standout, complete with a spa-inspired 5-piece ensuite, steam shower, and extensive custom storage. The third level offers incredible versatility with a large great room ideal for a home gym, office, or lounge, along with a walkout to a spectacular rooftop terrace with city views. An additional bedroom and semi-ensuite complete this level. The fully finished lower level is designed for entertainment and relaxation, featuring a state-of-the-art theatre room, wet bar, and an additional bedroom suite. This home is equipped with top-tier systems including full home automation, in-floor heating, snow melt, and premium finishes throughout. Located just steps to Summerhill's best shops, restaurants, parks, top schools, and transit, this is a rare opportunity to own a turnkey luxury home in an unbeatable location. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 92 Woodlawn Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12795438

    92 Woodlawn Avenue Yonge-St. Clair Toronto M4V 1G7
    Main Photo: 92 Woodlawn Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C12795438
    $5,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12795438
    Bedrooms:
    7
    Bathrooms:
    4
    92 Woodlawn Ave West sits quietly along one of Summerhill's most desirable streets. This grand 2.5-storey Victorian offers an exceptional opportunity to own one of the neighbourhood's most admired properties. Set on an impressive 50 x 113.23 ft lot, the home delivers a level of scale & presence rarely found in Summerhill. A broad covered porch creates a gracious arrival, inviting you to slow down before stepping inside. The home opens to a grand foyer with high ceilings, rich hardwood floors & subtle architectural detailing. The main floor flows naturally from one space to the next, balancing formal rooms with areas designed for everyday living. The expansive chef's kitchen connects seamlessly to a spacious family room, where ample windows & skylights fill the space with natural light. The formal living room stands as a statement in its own right - offering a quieter, more refined setting. Six bedrooms are thoughtfully arranged across the upper levels. The 2nd level is defined by a generous & private primary suite, featuring walk-in closets & a bright ensuite. Two additional bedrooms on this level have beautiful bay windows, while a well-proportioned laundry room adds everyday convenience. The 3rd level introduces 3 more bedrooms & a well-appointed family bath, offering flexibility for family or work-from-home needs. The lower level provides a generous rec room & additional versatile rooms suited to fitness, guest accommodations or creative use. Storage is thoughtfully incorporated throughout, ensuring both function & ease. A walk-up to the backyard brings natural flow between indoors & out, while a large mudroom provides practicality for daily life. Outdoors, the property reveals a spectacular private garden. Expertly landscaped, the grounds feature mature trees, vibrant perennials & a winterized pond, creating a peaceful escape from the city. Equally exceptional is the 3-car detached garage & 3-car private drive- a seldom-found feature in Summerhill. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Tanya Crepulja
    Steven Fontes
  • 96 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12972212

    96 Summerhill Avenue Rosedale-Moore Park Toronto M4T 1B2
    Main Photo: 96 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12972212
    $4,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12972212
    Bedrooms:
    6
    Bathrooms:
    5
    An exceptionally refined, fully renovated five-bedroom residence tucked into one of Summerhill's most peaceful enclaves. Perfectly positioned just steps from the subway, David Balfour Ravine, Yonge & St. Clair, and some of the city's most sought-after schools and private athletic clubs. Stroll to Rosedale's boutiques and Toronto's flagship LCBO, or wander wooded trails leading to the Brickworks Farmers' Market. Every inch of this home reflects thoughtful design and uncompromising quality. Five bedrooms plus a flexible additional space, paired with five beautifully finished baths. Premium windows and doors throughout, custom modern window treatments, and extensive integrated storage on every level. The chef's kitchen is both striking and functional, featuring Sub-Zero and Wolf appliances and generous workspace ideal for entertaining. The lower level is bright and welcoming, finished to main-floor standards with heated floors, a cozy recreation room wrapped in designer wool carpeting, a dedicated home gym, and a beautifully appointed laundry room with built-in cabinetry. A functional mudroom with separate entrance adds everyday ease. The third floor offers a private retreat with a built-in home office or 5th bedroom with walkout to a patio and green roof-an ideal space to work, relax, or recharge. A truly turn-key home where location, craftsmanship, and livability come together seamlessly. More details
    Listed by ROYAL LEPAGE TERREQUITY SW REALTY
    Tanya Crepulja
    Steven Fontes
  • 40 Summerhill Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13001090

    40 Summerhill Gardens Rosedale-Moore Park Toronto M4T 1B4
    Main Photo: 40 Summerhill Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13001090
    $4,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13001090
    Bedrooms:
    5
    Bathrooms:
    5
    40 Summerhill Gardens, an exceptional offering in the prestigious Summerhill & Yonge neighbourhood - where refined design meets the serenity of ravine living. This architecturally striking residence offers approximately 4,000 square feet above grade, thoughtfully designed to deliver both elegance and functionality across every level. The main floor unfolds with seamless sophistication, featuring expansive principal rooms ideal for both everyday living and upscale entertaining. A warm gas fireplace anchors the living space, while the open-concept layout flows effortlessly through the living, dining, and family areas. The chef-inspired kitchen is appointed with premium stainless steel appliances, sleek finishes, and ample workspace, perfectly suited for hosting or quiet family meals. Designed with privacy and versatility in mind, the home's 3+2 bedroom, 5 bathroom layout spans multiple levels, offering well-defined spaces for relaxation, work, and recreation. A standout home office, framed by a picturesque ravine backdrop, creates an inspiring work-from-home environment. The primary suite is a true retreat, complete with a spa-like 6-piece ensuite and generous proportions. Additional features include a fully customized home gym, a stylish and functional mudroom, and beautifully appointed secondary bedrooms. Outdoors, a spacious deck provides a tranquil setting for entertaining or unwinding, surrounded by lush ravine views. With parking for three vehicles, including a private garage, and just steps to transit, upscale shops, and acclaimed dining, this residence offers a rare blend of urban convenience and natural beauty-an extraordinary opportunity in one of Toronto's most sought-after enclaves. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 135 Cottingham Street in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C13091250

    135 Cottingham Street Yonge-St. Clair Toronto M4V 1B9
    Main Photo: 135 Cottingham Street in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C13091250
    $3,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13091250
    Bedrooms:
    5
    Bathrooms:
    5
    Situated in the heart of highly sought-after Summerhill, this exceptional detached 4+1 bedroom, 5-bathroom residence offers an outstanding blend of luxury, comfort, and community, complete with a private parking pad-an increasingly rare offering in this prestigious neighbourhood. Fully gutted and redesigned in 2018, this beautifully modernized three-storey home features multiple balconies, thoughtfully integrated built-ins, and meticulously designed storage throughout. Every square inch has been carefully curated to balance style, functionality, and everyday family living. The stunning family-sized kitchen serves as the true heart of the home-perfectly appointed for both effortless entertaining and daily living. Located on quiet Cottingham Street with no through traffic, the setting offers a rare sense of safety and tranquility, ideal for families. The highly regarded Cottingham Jr. Public School is just steps away. Stroll to Yonge & Summerhill or Yorkville and enjoy world-class dining, shopping, fitness studios, and entertainment. With the TTC just moments from your door, commuting is effortless. Whether you're upsizing or relocating, this is a home that truly delivers on every level. More details
    Listed by RE/MAX HALLMARK BATORI GROUP INC.
    Tanya Crepulja
    Steven Fontes
  • 34 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12897254

    34 Macpherson Avenue Annex Toronto M5R 1W8
    Main Photo: 34 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12897254
    $2,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12897254
    Bedrooms:
    5
    Bathrooms:
    4
    Rare opportunity to own a **legal triplex on one of Toronto's most sought-after streets.** 34 Macpherson Ave offers three well-appointed units, each featuring a beautiful kitchen and comfortable living spaces. Ideal for investors, end-users, or multi-generational living with excellent income potential. The spacious basement offers endless possibilities for additional living space, storage, or future customization. Located just steps to transit, grocery stores, and great local businesses, and within walking distance to Yorkville's renowned shops, dining, and amenities. A versatile property in an unbeatable location. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 48 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13064418

    48 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A2
    Main Photo: 48 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13064418
    $2,555,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13064418
    Bedrooms:
    4
    Bathrooms:
    5
    A rare opportunity in Toronto's established Summerhill neighbourhood, this custom-built semi-detached residence offers over 2,700 square feet of thoughtfully finished living space, defined by a clean architectural approach and a highly functional layout. Just steps to Yonge Street, boutique shopping, dining, and transit, the location supports a well-connected urban lifestyle. The home features 3+1 bedrooms, each with its own ensuite, along with 4.5 well-appointed bathrooms. The main level is designed for both everyday living and entertaining, with polished concrete floors, floor-to-ceiling windows, and a seamless open-concept layout that connects the kitchen, living, and dining areas. A direct walkout extends the interior to the rear patio, reinforcing the natural flow of the space. Upper levels are thoughtfully arranged, with two bedrooms on the second floor and a full-floor primary suite above, complete with a skylight, walk-in closet, and five-piece ensuite. The lower level adds flexibility with a fourth bedroom, full bathroom, and a media or recreation space. The exterior presents a composed brick façade with expansive glazing, while inside, Venetian plaster walls and custom millwork introduce warmth and texture, creating a cohesive and well-executed residence. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    Tanya Crepulja
    Steven Fontes
  • 147 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C13102948

    147 Farnham Avenue Yonge-St. Clair Toronto M4V 1H7
    Main Photo: 147 Farnham Avenue in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C13102948
    $2,445,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13102948
    Bedrooms:
    6
    Bathrooms:
    4
    Summerhill Residential Building Lot - City Approved Plans For A Three Storey Home. A Seldom Occurrence In This Coveted Neighbourhood. To Be Severed From 149 Farnham Ave. Can Be Purchased With 149 Farnham Ave As Current Dwelling Is Livable. Enjoy All The Conveniences Of Being Steps To Yonge St And Easy Access To TTC, Shops, Top Schools And Eateries. This Sublime Locale Allows You To Enjoy Everything Summerhill Has To Offer, From Its Renowned Tree-Lined Streets And Boutique Shops To Easy Ttc Access And Local Parks. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
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Data was last updated May 10, 2026 at 04:15 AM (UTC)
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