Leaside
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About Leaside
Upscale and luxurious, the East York neighbourhood of Leaside offers a lifestyle that is truly one of a kind. Here, you’ll find one of the most scenic and picturesque enclaves around, with so much green space that you might just forget that you’re in the city.
Stunning parks and trails aren’t the only highlight of Leaside, however, You’ll also find a fabulous shopping district along Bayview Avenue, with an endless selection of shops, specialty stores, and family-friendly restaurants.
If you crave even more retail therapy, Eglinton Avenue is not far away. Add in the relatively new Leaside Centre, and you will have nearly everything you need or want at your fingertips.
Who Lives Here
As a safe and engaging place for children, Leaside is unsurprisingly in high demand for families. The abundance of recreational activities is yet another reason families flock to the area, where the typical house boasts large lots perfectly suited for outdoor gatherings and spending endless hours playing outside.
The beautiful heritage homes of Leaside include many Tudor-style residences and numerous two-storey houses with generous living space. Even many of the smaller bungalows have had another storey added to make them ideal for growing families.
Between the stunning exteriors and the meticulously kept interiors, it’s also not surprising that Leaside boasts some of the most expensive real estate in Toronto.
That said, Leaside does offer a selection of condos and townhouses to make the neighbourhood more accessible for entry to mid-level buyers. There are also beautiful rental units along Bayfield Avenue, some of which overlook the Don Valley Ravine.
What's Great About It?
Beautiful homes and even more spectacular scenery are the hallmarks of the breathtaking Leaside neighbourhood. If that wasn’t enough to draw in affluent families, there are also endless recreational activities that make this one of the most exciting places for children.
The Leaside Memorial Community Gardens offers an indoor ice arena and swimming pool. You and your family can look forward to four seasons of recreation, including public skates or shinny, swimming lessons or free swims where you can laugh and splash your cares away.
Let’s not forget the numerous parks and trails where you can get away for an afternoon hike or bike ride or just relax with a picnic lunch. Epic playgrounds and splash pads await, including those at Trace Manes Park and Howard Talbot Park.
If that’s not enough, you could always take a short drive to Sunnybrook Park. This beautiful nature escape offers bike trails, dog parks, and even Sunnybrook Stables where you and your family can enjoy an afternoon of horseback riding.
Schools
The schools of Leaside are among the best in the city, if not the province. Leaside High School, Bessborough Drive Elementary and Middle School, and Northlea Elementary and Middle School are all highly rated public facilities.
You will also have access to many of Toronto’s top private institutions, such as Montcrest School, Blyth Academy (Lawrence Park), and Maria Montessori School, to name a few.
Homes for sale in Leaside
Looking for listings in Leaside 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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521 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13783372
521 Sutherland Drive Leaside Toronto M4G 1K9 OPEN HOUSE: Sep 19, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 19, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM$2,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13783372
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 521 Sutherland Drive, a beautifully updated and move-in-ready residence in the heart of highly sought-after North Leaside. Offering three bedrooms, two bathrooms and generous principal rooms, this inviting property combines character with a thoughtful layout designed for everyday living and entertaining. The sun-filled living room features a bay window and fireplace, while the separate dining room provides an elegant setting for dinner parties. The well-appointed kitchen flows into a fabulous main-floor family room and breakfast area overlooking the garden, with a walkout to the deck and expansive, low-maintenance backyard. Upstairs are three well-proportioned bedrooms and a beautifully renovated four-piece bathroom with heated floors. The spacious primary bedroom easily accommodates a king-size bed and features impressive wall-to-wall built-in closets, providing exceptional storage. The finished lower level extends the home's versatility with a recreation area and fourth bedroom, ideal for guests, a private home office, or nanny accommodation. A rare heated double-width garage offers exceptional flexibility and is currently configured for both parking and a dedicated gym with a walkout to the back garden. Renovation plans are included with the sale, presenting exciting possibilities to further enhance and expand the property in the future. The location is equally impressive, just steps from the ravine and its beautiful trails, one block from Northlea French Immersion Public School and close to Leaside High School. Enjoy a short stroll to the LRT, Sunnybrook Park, and the shops, cafés, restaurants, and everyday conveniences of Bayview Avenue and Laird Drive. A wonderful opportunity to move in and enjoy now, with outstanding potential for the future.. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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278 Avenue Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13778952
278 Avenue Road Casa Loma Toronto M4G 1G4 $1,749,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13778952
- Bedrooms:
- 4
- Bathrooms:
- 4
Attention Developers, Investors & Entrepreneurs! Welcome To The Prestigious Republic Of Rathnelly Neighbourhood, One Of Toronto's Most Sought-After Locations. A Rare Opportunity To Own A Prime Mixed-Used Property Offering Endless Possibilities For A Customized Live/Work Space, Professional Office, Income-Generating Rental Units, Or Future Redevelopment. Zoning Along This Stretch Of Avenue Road Permits A Mix Of Residential And Commercial Uses, Making This An Exceptional Investment In A Highly Desirable Area. This Full Three-Storey Brick Semi-Detached Building Is Ready For Your Vision. Whether You're Looking To Create A Unique Residence Offering A Business Below, Design Modern Office Space, Or Renovate Into Rental Units, The Potential Is Outstanding. The Property Also Features A Newer Detached Four-Car Garage Accessed Via The Rear Laneway, Which Provides Valuable Private Parking Or Additional Flexibility. A Short Walk To Summerhill, Yorkville, And Yonge & Bloor, With Convenient TTC Access And Only A 10-Mintue Walk To Summerhill Or Dupont Subway Stations. Minutes To Toronto's Downtown Core. Sold As Is, Where Is, This Property Presents An Incredible Opportunity To Renovate, Reimagine, And Make It Your Own. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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27 Cameron Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13778582
27 Cameron Crescent Leaside Toronto M4G 1Z9 $2,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13778582
- Bedrooms:
- 4
- Bathrooms:
- 3
Nestled on one of South Leaside's premier streets, this beautifully rebuilt 3+1 bedroom detached home offers timeless charm, exceptional family living, and an unbeatable location. Originally built in 1930 and extensively rebuilt in 1994, it blends classic character with modern comfort. The welcoming main level features an open concept living and dining area where a cozy wood-burning fireplace creates the perfect gathering place on chilly evenings. Large windows in both rooms & skylight over the staircase floods this home with natural light contributing to the warmth of this home. At the heart of the home is a chef-inspired kitchen with SS appliances, stone countertops, lots of cupboards and a large island. And it overlooks the spacious eat-in/breakfast area; perfect for on-the-go lunches and informal family dinners. Open to the spacious family rm with a walk-out to the deck & beautifully landscaped, private backyard, this is the ideal setting for entertaining or relaxed family living. And the main flr 2 PC is so useful. Upstairs, the tranquil primary retreat overlooks the lush back garden and features a full wall of closets plus a 4 PC ensuite. The two other bdrms share a second 4 PC bathroom, while the convenient upper-level laundry adds everyday functionality. The versatile lower level adapts to your family's changing needs. Design the expansive open space as a recreation room, playroom, home office, billiards room, or the ultimate home theatre. A separate 4th bdrm and utility room provide added flexibility for guests, teens, or extended family. Families will appreciate being in the highly sought-after Bessborough Dr Public School catchment, with Trace Manes Park and the public library just around the corner. Surrounded by tree-lined streets and close to shops, restaurants, transit, and all the amenities that make Leaside one of Toronto's most desirable neighbourhoods, this exceptional home offers the perfect balance of comfort, convenience, and lasting value. More detailsListed by BOSLEY REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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128 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13777500
128 Leacrest Road Leaside Toronto M4G 1E8 $1,588,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13777500
- Bedrooms:
- 5
- Bathrooms:
- 2
Rarely Offered* Beautifully Updated 3+2 Bedroom Detached Home Nestled On A Fabulous Family Friendly Street W/Local Traffic Only* Enjoy A Serene & Peaceful Setting On A 38x100 Ft Lot, Offering The Opportunity To Move In, Renovate, Or Build Your Dream Home* Freshly Painted T/O W/Brand New Laminated Flooring In The Family Rm/Bsmt Bedrms* Detached Garage, Private, Lovely Fenced Backyard W/Beautiful Garden and Plenty of Privacy* Home Shows A+++ More detailsListed by RE/MAX CROSSROADS REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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2 1651 Bayview Avenue in Toronto: Leaside House for lease (Toronto C11) : MLS®# C13770080
2 1651 Bayview Avenue Leaside Toronto M4G 3C1 $2,650Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13770080
- Bedrooms:
- 2
- Bathrooms:
- 1
Extremely well-maintained, Leaside located, 2 bedroom spacious apartment; over 800 square feet, recently renovated kitchen and newly installed flooring. Included is one parking spot located in the rear laneway garage, one storage unit in the basement, and basement laundry. Tenant to: pay for their hydro usage (set up hydro account), obtain tenant insurance, and clear snow in the laneway when necessary. Landlord has requested no smoking and no pets. More detailsListed by HOMELIFE/BAYVIEW REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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42 Rykert Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13774530
42 Rykert Crescent Leaside Toronto M4G 2S9 $5,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13774530
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to 42 Rykert Crescent, an exceptional opportunity in prestigious South Leaside, set on an extraordinarily rare 40 x 350+ ft. deep ravine lot a remarkable setting - offering privacy, mature trees and a true retreat in the city. This impressive 5-bedroom, 5-bathroom residence offers approximately 3,390 sq. ft. above grade plus 1,648 sq. ft. of finished lower-level space, thoughtfully designed for both everyday family living and large-scale entertaining. The heart of the home is the newly renovated, oversized chef's kitchen, featuring two large islands, granite countertops, an expansive pantry, top-of-the-line appliances and extensive custom cabinetry and built-ins. The generous principal rooms include an elegant dining room, spacious living room with fireplace and built-ins, breakfast area and private main-floor office. Upstairs, the expansive primary retreat features a walk-in closet and luxurious 6-piece ensuite, complemented by four additional bedrooms and beautifully renovated bathrooms. The newly finished lower level extends the living space with a large recreation room with fireplace and built-ins, a gym and additional bedroom. Outside, enjoy the incredible depth and privacy of this ravine property, along with a rare and exceptional offering for Leaside: a two-car garage and parking for up to six vehicles. Additional features include extensive custom built-ins, hardwood flooring, central air and a security system with cameras. A truly rare Leaside offering combining a spectacular ravine lot, substantial family home, extensive renovations and exceptional entertaining space - just minutes from everything that makes Leaside one of Toronto's most sought-after neighborhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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16B Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13767800
16B Kenrae Road Leaside Toronto M4G 1Y1 $2,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13767800
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 16B Kenrae Road, an exceptional custom-built three-bedroom, four-bathroom semi-detached home in the sought-after South Leaside neighbourhood. Thoughtfully designed with an emphasis on quality, style, and functionality, this impressive residence showcases high-end finishes, soaring ceilings, expansive windows, built-in speakers throughout, and beautifully proportioned open-concept living spaces throughout. The main level is centred around a spectacular chef-style kitchen featuring a built-in island, premium Wolf and Sub-Zero appliances, abundant cabinetry, and exceptional storage. The bright and spacious principal rooms provide the perfect setting for both everyday living and entertaining, with a walkout leading to a beautiful rear deck and tranquil outdoor space. A stylish powder room completes the main floor.Upstairs, the spacious primary retreat offers a serene escape with a luxurious four-piece ensuite, while the generously sized second and third bedrooms share a well-appointed bathroom. The lower level further enhances the home's versatility, offering direct interior access to the one-car garage, a full bathroom, roughed-in kitchen, and a bright walkout to the beautifully landscaped backyard with built in irrigation, creating an ideal space for a recreation room, guest suite, or additional living area.Outside, the property is equally impressive, featuring exceptional landscaping and mature greenery, a private heated driveway and front stairway, elegant porcelain facade, and a beautifully designed backyard oasis. Located in one of Toronto's most desirable family-friendly neighbourhoods, this exceptional home combines sophisticated design with thoughtful functionality in a prime South Leaside setting. A rare opportunity not to be missed. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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225 Mcrae Drive in Toronto: Leaside Commercial for lease (Toronto C11) : MLS®# C13769282
225 Mcrae Drive Leaside Toronto M4G 1T6 $2,550 /MonthCommercial- Status:
- For Lease
- MLS® Num:
- C13769282
- Major Bus.:
- Retail Store Related
- Total Area:
- 871 sq. ft.80.9 m2
**Beautifully finished 871 sq. ft. main floor commercial space in the heart of Leaside. Currently configured for an aesthetic clinic, featuring a modern reception area, multiple private treatment or office rooms, kitchenette, washroom, contemporary finishes, recessed lighting and independent HVAC. **Well suited for medical, wellness, beauty, professional office or other service and retail uses. Excellent opportunity for a business seeking a clean, turnkey space in a desirable neighbourhood, steps from Laird Drive, shops, restaurants and public transit. **Uses subject to landlord approval and municipal regulations** More detailsListed by SMART SOLD REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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124 Donlea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13765594
124 Donlea Drive Leaside Toronto M4G 2M5 $1,498,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13765594
- Bedrooms:
- 4
- Bathrooms:
- 2
A Leaside gem you'll be proud to call home! This stunning semi-detached residence has been thoughtfully renovated with premium finishes inside and out, blending timeless style with modern functionality in one of Toronto's most desirable family neighbourhoods. With incredible curb appeal, a private drive with easy parking for two cars, and a spacious, beautifully finished interior, this is the move-in-ready home you've been waiting for. The inviting main floor offers generous living space and a bright, open-concept kitchen and dining area designed for everyday living and effortless entertaining. A cozy fireplace creates the perfect setting for crisp fall days and cozy winter evenings. The impressive kitchen features a large island with an abundance of storage, while pot lights throughout add a warm, contemporary touch. Step outside and enjoy the large private deck, with plenty of room to relax and entertain. The spacious primary bedroom offers closet space galore and easily accommodates a king-size bed. The other two bedrooms are generously sized and versatile enough for family, guests or a home office. A sleek, modern bathroom completes this thoughtfully updated space. Downstairs, the fully finished basement (6'8" height), adds exceptional living space with an additional bedroom, stylish renovated bathroom and a fantastic dedicated laundry area. The location is truly exceptional. Enjoy easy access to Serena Gundy Park, ravine trails, TTC - the Eglinton Crosstown LRT, top-ranked schools, and the vibrant shops, and restaurants along Bayview Ave. Beautifully renovated. Exceptionally located. Completely move-in ready. This is Leaside living at its best - a home you'll love coming home to and one your neighbours will envy. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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204 20 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C13767856
204 20 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A1 $649,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13767856
- Bedrooms:
- 1
- Bathrooms:
- 1
A unique 1-bedroom suite at the highly coveted Kilgour Estates, this immaculate boutique condo offers a perfect blend of luxury, comfort, and nature. Tucked into one of Toronto's most beautiful ravine communities, you are just steps away from the tranquil walking and bike trails of Sunnybrook Park and Burkebrook Ravine, yet minutes from every city amenity. Inside, the suite feels incredibly bright and spacious, highlighted by soaring 10-foot coffered ceilings, warm hardwood floors that draw in an abundance of south-facing natural light. The open-concept kitchen features timeless granite counters, stainless steel appliances, and a breakfast bar that flows effortlessly into the living and dining areas. The primary bedroom serves as a true retreat, complete with a generous Built-in closet, 3PC bathroom with marble floors and granite counters Thoughtfully laid out, the home also includes a welcoming foyer with a double closet, a separate laundry room. Spanning 585 square feet of living space, Equipped with a gas line for year-round barbecuing. Truly turn-key, this exceptional property includes one parking space and one locker. Residents also enjoy access to world-class, resort-style amenities, including a 24/7 concierge, a dedicated EV Charger (on P12), an indoor water pool, whirlpool, steam rooms, a modern gym, a theatre room, a billiards lounge, a library, a guest suite, and an on-site carwash station. Don't miss this rare opportunity to own such an extraordinary unit in this exclusive community! Pictures Virtually Staged! More detailsListed by ROYAL LEPAGE REALTY PLUS- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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PH 802 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13758524
PH 802 1801 Bayview Avenue Leaside Toronto M4G 4K2 $899,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13758524
- Bedrooms:
- 3
- Bathrooms:
- 2
Perched above it all, this sophisticated two-storey penthouse offers 1,230 sq. ft. of beautifully updated living space plus a 101 sq ft south facing terrace, with dramatic double height ceilings, and an airy, open feel. The flexible 2+1 bedroom, 2-bathroom (one on each level) layout effortlessly balances style, comfort and functionality. Currently configured with both living and family rooms, the main level offers exceptional versatility, with the family room easily enclosed to create a second bedroom. At the heart of the home is a stunning designer kitchen, renovated in 2023 with quartz counters and thoughtfully designed for both everyday living and entertaining. A statement spiral staircase leads to the upper level, with an expansive primary retreat. French doors from the bedroom open up to a separate office or sitting area, while a designer bathroom and two walk-in closets complete this impressive suite. Numerous additional upgrades include two beautifully updated full bathrooms, engineered hardwood flooring, custom storage, full size laundry with plenty of storage, new heat pump (2026), electric fireplace, and refined finishes throughout. Includes- 2 Parking spots (side by side) & a locker in a well managed, updated mid size building with 81 units. Building amenities incl Concierge Mon- Fri 9-5pm, a Guest Suite, 20 Visitor parking spots, Meeting Room, Party Room, Exercise Room & Bike Storage. Spacious, stylish and exceptionally versatile, this unique penthouse offers the feel of a home with the ease of condominium living-all in an incredibly convenient location just steps to the LRT and minutes from the shops, restaurants, parks and amenities that make Leaside such a sought-after neighbourhood. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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1616 160 Vanderhoof Avenue in Toronto: Leaside Condo Apartment for lease (Toronto C11) : MLS®# C13763280
1616 160 Vanderhoof Avenue Leaside Toronto M4G 4K3 $2,250Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C13763280
- Bedrooms:
- 1
- Bathrooms:
- 1
Available Immediately! Welcome to Scenic on Eglinton! This bright and beautifully appointed suite offers modern, open-concept living with 9-ft ceilings and impressive floor-to-ceiling windows. Enjoy a sleek contemporary kitchen featuring stainless steel appliances, granite countertops and a stylish subway-tile backsplash. The spacious primary bedroom features a custom ensuite, while the sun-filled living and dining area walks out to a large private balcony showcasing spectacular panoramic views over Sunnybrook Park and the Don River. An incredible setting surrounded by greenery, trails and ravine scenery while keeping you connected to the city. Conveniently located steps to TTC and the Eglinton Crosstown LRT, with easy access to the DVP and Hwy 401. Walk to Starbucks, Sobeys, shops, restaurants and everyday conveniences. A fantastic opportunity to enjoy modern condo living with breathtaking views in one of Toronto's most desirable midtown locations. Move in and enjoy immediately! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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