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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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We have found a total of 48 listings, but only 35 are available for public display. To get instant access to all 48 listings, please .
1-12/35
  • 802 33 Jackes Avenue in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09) : MLS®# C9343856

    802 33 Jackes Avenue Rosedale-Moore Park Toronto M4T 1E2
    Main Photo: 802 33 Jackes Avenue in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09)  : MLS®# C9343856
    $11,998,000
    Condo
    Status:
    Active
    MLS® Num:
    C9343856
    Bedrooms:
    4
    Bathrooms:
    4
    The epitome of luxury living at the intersection of Rosedale & Summerhill, two of Toronto's most prestigious neighbourhoods. Having undergone a multi million dollar renovation, this extraordinary & captivating condo, with its bespoke finishes and meticulous attention to detail, redefines elegance & sophistication. A crown jewel of the city, offering a lifestyle of unparalleled grandeur. Spanning nearly 4,000 sq ft of meticulously crafted interior space, this exceptional residence boasts three spacious bedrooms, each with their own ensuite bathroom, a separate office, plus a family room with custom wet bar & expansive dining & living rooms so that you don't have to compromise when entertaining. Every aspect of comfort & convenience has been carefully considered. Situated within an exclusive building of only 28 suites, privacy & exclusivity are assured. With direct elevator access, you are immediately welcomed by the sheer magnificence of this home. From the herringbone hardwood flooring, imported marble heated flooring to the custom built-ins throughout, to the state of the art home automation systems (lighting, blinds, sound, HVAC), no expense was spared. Stunning unobstructed South views of Rosedale, Yorkville & the Lake. Enjoy the beautifully landscaped terrace with plenty of room for an outdoor lounge, dining space & gardening with custom lighting & irrigation systems. Understated & elegant living on 1 floor in one of the city's finest buildings. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 88 Woodlawn Avenue W in Toronto: Yonge-St. Clair House (3-Storey) for sale (Toronto C02) : MLS®# C9298546

    88 Woodlawn Avenue W Yonge-St. Clair Toronto M4V 1G7
    Main Photo: 88 Woodlawn Avenue W in Toronto: Yonge-St. Clair House (3-Storey) for sale (Toronto C02)  : MLS®# C9298546
    $6,998,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9298546
    Bedrooms:
    6
    Bathrooms:
    5
    Tucked away in the picturesque Summerhill neighbourhood, this architectural gem is a true rarity - a 50' x 246' lot complete with stunning Georgian Estate, 3-car garage/loft + 10 parking in private drive. Ideally situated just steps from the vibrant amenities of Yonge Street, this residence offers an unmatched allure. Encompassing over 4,000 sq. ft., the home radiates opulence with its expansive principal rooms, lofty ceilings, and abundant natural light at every corner. The upper floors reveal a magnificent principal suite that spans the entire width of the home, accompanied by a second bedroom and a fabulous office or potential third bedroom. The third floor boasts two additional spacious bedrooms and a bathroom. On the lower level, a generous family room and a versatile space perfect for a gym or nanny's quarters await. Outside, the property is enveloped by lush gardens and towering, mature trees, creating a private oasis. This is an extraordinary chance to create your family sanctuary in one of Toronto's most prestigious neighborhoods. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    Tanya Crepulja
    Steven Fontes
  • 403 1 Roxborough Street W in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C9345083

    403 1 Roxborough Street W Annex Toronto M4W 2L4
    Main Photo: 403 1 Roxborough Street W in Toronto: Annex Condo for sale (Toronto C02)  : MLS®# C9345083
    $4,895,000
    Condo
    Status:
    Active
    MLS® Num:
    C9345083
    Bedrooms:
    2
    Bathrooms:
    3
    A stylish corner suite at the upcoming One Roxborough West - an iconic address nestled where Summerhill and Rosedale meet. This expansive 2 bedroom, 2.5 bath residence offers 2,132 square feet of carefully-considered space featuring floor-to-ceiling windows, south and east views and remarkable attention to modern details. The custom kitchen with stone island is completed with Wolf and Sub-Zero appliances and paired with a generous pantry. Open concept living and dining rooms are ideal for daily living and refined entertaining. The primary bedroom presents a lavish ensuite complete with soaker tub, oversized shower and separate water closet. Second bedroom or den with ensuite bathroom. A private city balcony with gas line. Residents enjoy 24 hour executive concierge and valet parking. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 58 Summerhill Gardens in Toronto: Rosedale-Moore Park House (2 1/2 Storey) for sale (Toronto C09) : MLS®# C9297737

    58 Summerhill Gardens Rosedale-Moore Park Toronto M4T 1B4
    Main Photo: 58 Summerhill Gardens in Toronto: Rosedale-Moore Park House (2 1/2 Storey) for sale (Toronto C09)  : MLS®# C9297737
    $4,495,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9297737
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 58 Summerhill Gardens, a fusion of nature and contemporary urban design, meticulously renovated by Dean Goodman from Levitt Goodman Architects, and featured in Toronto Life Magazine. This impressive 4 bed, 4 bath house is nestled amidst the serenity of the Avoca Ravine. Steps to Summerhill Subway, as well as the finest private and public schools, upscale restaurants, and boutique shops, this residence offers a lifestyle of unparalleled convenience and luxury. As you enter the foyer, you transition from bustling urban life into a medium dominated by the natural beauty of the Avoca ravine. Captivating ravine views and the inviting simplicity of white oak floors and abundant natural light, set a relaxed tone from the very first moment. Contemporary open-concept living across dining, kitchen and living room areas are united by a wood-burning fireplace, creating a space of unparalleled warmth and sophistication, all set against the backdrop of the ravine's lush foliage. A wall of glass sliding doors accesses the 900 square foot resort-style ravine patio which is complete with a floating observation deck, an outdoor spa jacuzzi and shower, cooking and dining areas. A dream setting for entertaining. Moving to the second floor, you will discover a stunning bespoke ambiance, featuring a superb principal bedroom, a family room, and an office space or additional bedroom. The principal bedroom boasts impressive millwork with built-in walk-in closets and bookcases, offering a vantage point to soak in the ravine views. The family room exudes a cozy yet open atmosphere, perfect for both relaxation and entertainment. Continuity in openness and a sense of levity extends to the third floor bedrooms and bathroom, adorned with stunning white oak floors, skylights, and captivating views of the ravine, lending a picture-perfect ambiance to the living space. The lower level allows for an additional bedroom, bathroom, gym or playroom and a bright laundry room with ample storage. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 111 36 Birch Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02) : MLS®# C8359448

    111 36 Birch Avenue Yonge-St. Clair Toronto M4V 1C8
    Main Photo: 111 36 Birch Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02)  : MLS®# C8359448
    $3,650,000
    Condo
    Status:
    Active
    MLS® Num:
    C8359448
    Bedrooms:
    3
    Bathrooms:
    3
    A brand new townhome featuring over 3,800 square feet of low maintenance and elegant living steps to everything. Stylish and spacious, providing exceptional room for entertaining including a private courtyard garden with bbq and firepit connections located right off the main floor. Downsview kitchen with Sub Zero and Wolf appliances. Flexible floorplan includes a den / 3rd bedroom on the main level with 3 piece bath, while the upper level includes a gracious primary suite with palatial walk-in closet and elegant ensuite with soaker tub and large shower. A bright 2nd bedroom and remarkable family room - perfect as home office / gym / media room - are also located upstairs. 2 car underground parking and large storage room included. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 74 Macpherson Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02) : MLS®# C9348750

    74 Macpherson Avenue Annex Toronto M5R 1W8
    Main Photo: 74 Macpherson Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02)  : MLS®# C9348750
    $3,595,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9348750
    Bedrooms:
    3
    Bathrooms:
    4
    Rarely offered and coveted detached home, with private drive and integrated garage, on arguably the best street in Yonge/Summerhill could be yours. Approx. 30-year new build provides all the modern conveniences one would desire including amazing ceiling height, thoughtful floor plan, and well-designed systems. This home features an ideal main floor layout, with a combined living/dining room that is fantastic for entertaining; and the renovated kitchen combined with family room & expansive cathedral ceilings provides streaming sunshine throughout the day. Walk out to a lovely deck and a perfectly sized city garden under a canopy of mature trees. A wall of windows provides views of surrounding greenery, further enhances the connection between indoor/outdoor space. The 2nd floor is the perfect space for a couple, downsizers, or a small family with well-appointed bedrooms and a primary with a lovely ensuite overlooking the front of the house. The incredible lower level has soaring ceiling height, a walkout to the backyard, and direct access to the garage. Opportunity abounds for anyone looking to renovate, move right in or - with no heritage restrictions - build to suit as the land value and location will never disappoint. This is an incredible opportunity in a neighbourhood filled with many semi-detached homes to own a standalone detached gem with 2 car parking. Truly the best of both worlds, the peace, and tranquility of an upscale residential street, paired with the vibrancy and convenience of being steps away from Yonge St, Ramsden Park, TTC, and the finest shops and restaurants in Summerhill, Rosedale & Yorkville, 74 Macpherson is a gem not to be missed. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
    Tanya Crepulja
    Steven Fontes
  • 109 36 Birch Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02) : MLS®# C9302396

    109 36 Birch Avenue Yonge-St. Clair Toronto M4V 0B5
    Main Photo: 109 36 Birch Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02)  : MLS®# C9302396
    $3,495,000
    Condo
    Status:
    Active
    MLS® Num:
    C9302396
    Bedrooms:
    2
    Bathrooms:
    3
    Birch Beauty, Brand New Townhome In The Heart Of Summerhill. Warm And Generous Space On 2 Levels, 11 Ft Ceiling On The Main Floor. This Corner House At The West End Of The Complex With A Huge Sunfilled South Facing Patio wit Gas Bbq Hookup. Wall To Wall Floor To Ceiling Windows On Both Floors. Ideal For Entertaining With An Impressive Open Concept 'Great Room'. Custom Upgraded Kitchen With An Oversize Island For Dining, Downsview Cabinets, Wolf Gas Cooking & Ceaserstone Counters. And A Walk In Pantry. Cozy Evenings In Front Of The Romantic Gas Fireplace, Simply Stunning White Oak Floors. The Primary Bedroom Features Two Very Large Walk In Closets, A Spa Like Ensuite With Shower & Soaking Tub. Heated Floors, Inviting Den/Family Room On The 2nd Floor Could Be A Home Office Or Perfect Reading Room. 2nd Bedroom Is Generously Sized With Its Own 4 Piece Ensuite. 2 Entrances, One From The Street And The Other From The Main Inside Hall, Accessing The Garage and Lobby. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 30 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C9308379

    30 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A1
    Main Photo: 30 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09)  : MLS®# C9308379
    $3,490,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9308379
    Bedrooms:
    3
    Bathrooms:
    4
    A modern masterpiece, 30 Shaftesbury Avenue is the rare opportunity that you have been waiting for. Reconstructed in 2019, this property was fully re-imagined by dream team Kyra Clarkson, Architect and Fifth Wall Interiors. Exceptionally planned, this home was constructed for its owners with sophistication, quality and integrity as the guiding principles. You cannot ignore the excellent craftsmanship that has been infused into every corner and crevice - it is truly palatable. Soaring ceilings, solid white-oak floor planks, heated concrete floors and floor-to-ceiling windows cloak all four levels in sublime texture and natural light. The main floor, with a walkout to an exquisite garden featuring an irrigated Zinco living roof is begging for fabulous parties hosting family and friends. The third floor primary retreat sits in the treetops (with a six-piece ensuite that will knock your socks off) and is rounded out with a quiet nook that serves as an office or den. The second floor has two large bedrooms with a second floor family room and a four-piece bathroom. And for the win, a massive lower level featuring a recreation room with a games room or gym, a huge laundry room and an additional three-piece bathroom. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 48 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C9343091

    48 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A2
    Main Photo: 48 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09)  : MLS®# C9343091
    $2,995,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9343091
    Bedrooms:
    4
    Bathrooms:
    5
    At the crossroads of Rosedale and Summerhill, 48 Shaftesbury Avenue stands as a testament to bespoke elegance and skillfull artistry. Each element of its construction including the hand-formed bricks, fired in artisans kilns and laid with meticulous care reflects a dedication to artisanship rarely seen in modern homes. A seamless fusion of Victorian inspiration and contemporary design, enveloped in pristine white Danish brick, and adorned with a standing seam metal roof, and an elegant landscaping plan. Its facade opens into spaces that emanate calm and elevated simplicity. The main level is a design-inspired, open-concept sanctuary, featuring bespoke millwork, expansive windows and a state of the art kitchen. Two spacious second floor bedrooms are complete with private ensuite bathrooms. The third floor primary haven offers a spectacular dressing room, a luxurious ensuite, and a peaceful bedroom with fireplace and Juliet balcony. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 12 Oaklands Avenue in Toronto: Yonge-St. Clair House (3-Storey) for sale (Toronto C02) : MLS®# C9308646

    12 Oaklands Avenue Yonge-St. Clair Toronto M4V 2E5
    OPEN HOUSE: Sep 21, 2024
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 21, 2024 2:00 PM - 4:00 PM
    OPEN HOUSE: Sep 22, 2024
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 22, 2024 2:00 PM - 4:00 PM
    Main Photo: 12 Oaklands Avenue in Toronto: Yonge-St. Clair House (3-Storey) for sale (Toronto C02)  : MLS®# C9308646
    $2,849,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9308646
    Bedrooms:
    5
    Bathrooms:
    4
    Set within the highly sought-after Cottingham school district, this elegant three-storey, semi-detached brick home beautifully blends European charm with modern family living. The main floor offers a traditional layout with seamless flow, featuring generously proportioned principal rooms, high ceilings, a restaurant-inspired eat-in kitchen, and a convenient powder room. French doors in the dining room and sliding doors in the breakfast room provide a wonderful connection to the back deck and garden, offering a natural extension of the living space into the outdoors. Upstairs, the second floor includes three versatile bedrooms, one of which can easily transform into a cozy family room or home office, complete with a charming brick fireplace and large windows bringing in natural light. A spacious laundry room and an oversized family bathroom complete this level. On the third floor, two large bedrooms provide flexibility, with the option to convert the space back into a luxurious primary suite, complete with a spa-like ensuite bathroom and large walk-in closet. A standout feature of this home is the finished lower level with a separate entrance, offering a versatile separate studio apartment complete with its own kitchen and stylish bathroom - perfect for rental income, multi-generational living, or as a spacious recreational area. Outdoors, discover a private backyard oasis, ideal for lively gatherings or quiet relaxation with an oversized licensed front parking pad, close proximity to the TTC, and an easy commute to downtown, this home combines convenience and comfort, making it a perfect city retreat. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 309 40 Oaklands Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02) : MLS®# C9263151

    309 40 Oaklands Avenue Yonge-St. Clair Toronto M4V 2Z3
    Main Photo: 309 40 Oaklands Avenue in Toronto: Yonge-St. Clair Condo for sale (Toronto C02)  : MLS®# C9263151
    $2,250,000
    Condo
    Status:
    Active
    MLS® Num:
    C9263151
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to #309 at The Oaklands! This stunning 3-storey penthouse unit has been renovated in a sophisticated and contemporary design from top to bottom. The main level boasts a custom kitchen with a full built-in Miele appliance package, a large kitchen island with seating and a dining area with custom storage and Bocci lighting. The living room offers a beautiful tree-filled east view, clerestory windows, and a walk-out to balcony. On the second floor, the primary bedroom features a spacious walk-through built-in closet, banquet window seating, a 5-piece ensuite with a double vanity, a steam shower and extra storage. The second bedroom also includes window seating, a custom built-in closet and is served by a convenient 4-piece bathroom. This level also features a nursery/office with a skylight, as well as a convenient laundry and storage room with a sink. At the top floor landing, you will find a prep counter with a sink, a wine fridge, and two drink fridges. Walk-out to a gorgeous and private rooftop terrace, roughly 500 sqft, perfect for entertaining. Two parking included! More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 14 Ottawa Street in Toronto: Rosedale-Moore Park House (2-Storey) for sale (Toronto C09) : MLS®# C9351358

    14 Ottawa Street Rosedale-Moore Park Toronto M4T 2B6
    Main Photo: 14 Ottawa Street in Toronto: Rosedale-Moore Park House (2-Storey) for sale (Toronto C09)  : MLS®# C9351358
    $2,050,000
    Freehold
    Status:
    Active
    MLS® Num:
    C9351358
    Bedrooms:
    2
    Bathrooms:
    3
    Welcome to 14 Ottawa Street - a stunning gem perfectly situated in the heart of coveted Summerhill. Prepare to be enchanted, as classic elegance & timeless sophistication meet modern luxury. Taste & style radiate throughout this exceptional property. Impeccably renovated & updated throughout, this outstanding 2 bedroom, 3 baths home is a true urban oasis. Step inside & be captivated by 9.5 ft ceilings & gracious principal rooms, creating a grand inviting atmosphere. The main level features a stylish foyer, formal living & dining rooms, a renovated sun-lit eat-in kitchen flowing seamlessly to the private deck & lush urban garden. Main floor powder room, custom oak hardwood floors & many upgrades throughout. Close to the city core & major transportation arteries & minutes from the TTC. Throughout the surrounding area, find top-rated public & private schools; your choice of green spaces with nearby Ramsden Park, David Balfour Park; Mount Pleasant Ravine; exclusive Tennis Clubs; top walking areas; bike anywhere in the city or explore the Don River Trail. Enjoy the vibrant boutiques & restaurants along Yonge Street, all just a short stroll from your front door. Don't miss your opportunity to call 14 Ottawa Street home - a rare and exclusive chance to live in one of Summerhill's most desirable enclaves. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
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Data was last updated September 18, 2024 at 06:55 AM (UTC)
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