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Bridle Path-Sunny Brook-York Mills

An upscale residential neighbourhood in the former city of North York, now part of Toronto.

Welcome to Bridle Path-Sunny Brook-York Mills

Known as “Millionaire’s Row,” Bridle Path-Sunnybrook-York Mills is synonymous with luxury and prestige. This affluent neighborhood features grand estates, sprawling gardens, and a serene, park-like ambiance. With its close proximity to Sunnybrook Park, residents enjoy an abundance of recreational activities in a lush, natural setting.

The area’s exclusive schools, upscale amenities, and unparalleled privacy make it one of Toronto’s most coveted addresses for those seeking the pinnacle of luxury living.

Property Listings

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  • 3703 55 Charles Street E in Toronto: Church-Yonge Corridor Condo Apartment for sale (Toronto C08) : MLS®# C14105044

    3703 55 Charles Street E Church-Yonge Corridor Toronto M4Y 0J1
    Main Photo: 3703 55 Charles Street E in Toronto: Church-Yonge Corridor Condo Apartment for sale (Toronto C08) : MLS®# C14105044

    3703 55 Charles Street E Toronto M4Y 0J1 Church-Yonge Corridor

    $1,098,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105044
    Bedrooms:
    2
    Bathrooms:
    2
    New SE corner suite with spectacular city views and private balcony. Features 2 generous bedrooms, 2 spa-like bathrooms, floor-to-ceiling windows, high ceilings, premium vinyl plank flooring, automated blinds, and a gourmet kitchen with pantry and custom dining island. Includes 1 locker and 1 EV parking. Prime location steps to TTC, Yorkville, Church Street and University of Toronto. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 402 74 Spadina Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105444

    402 74 Spadina Road Annex Toronto M5R 2T5
    Main Photo: 402 74 Spadina Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105444

    402 74 Spadina Road Toronto M5R 2T5 Annex

    $649,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105444
    Bedrooms:
    1
    Bathrooms:
    1
    Discover an exceptional blend of character, comfort, and urban sophistication in the heart of Toronto's coveted Annex neighborhood. Nestled within a distinctive Art Deco-inspired boutique residence, where opportunities to own are seldom available, this beautifully appointed suite offers approximately 800 sq. ft. of inviting, thoughtfully designed living space. An desirable east-facing exposure fills the interiors with natural light while showcasing unobstructed views of Toronto's iconic downtown skyline. Featuring a generously proportioned bedroom with a big Walk-in closet and a private balcony! The social area has been extended to make this a beautiful and very comfortable 1 bedroom unit (converted from 2 bedrooms to 1 bedroom) the residence has been tastefully updated and designed, elegant engineered hardwood flooring, convenient in-suite laundry, and 2 spacious private balconies. Beyond its charming architecture and intimate setting, this remarkable address places you within walking distance of Spadina and Dupont subway stations, the University of Toronto, George Brown College, and the countless boutiques, cafés, restaurants, and lifestyle amenities that define the vibrant Bloor Street corridor. A rare opportunity to enjoy boutique living in one of Toronto's most established and sought-after neighborhoods. Parking is available for rent within the building at $100 per month. More details
    Listed by BONNATERA REALTY
    LISTING DETAILS

  • 5104 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14108224

    5104 8 Cumberland Street Annex Toronto M4W 0B6
    Main Photo: 5104 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14108224

    5104 8 Cumberland Street Toronto M4W 0B6 Annex

    $1,795,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14108224
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 8 Cumberland, a prestigious Yorkville address where luxury, sophistication and breathtaking views come together. Pristine, never before lived in, penthouse, this spectacular51st-floor corner property offers 1,280 square feet of beautifully designed open-concept living, soaring 11-foot ceilings and extraordinary, uninterrupted Southeast panoramic views. From virtually every room, enjoy an ever-changing backdrop from sunrise to sunset, stretching from the treetops of Rosedale to the downtown skyline and Lake Ontario, as far as the eye can see. The chef-inspired kitchen features a full suite of premium Miele appliances and flows seamlessly into the living and dining areas, creating an inviting space for both everyday living and entertaining. The thoughtfully designed layout features two spacious bedrooms, both with walk-in closets, including a luxurious primary retreat, two beautifully appointed bathrooms, and a stunning den/office that could easily be converted into a third bedroom. Step outside to your private balcony and take in the sweeping views high above the city. The location is exceptional. At the corner of Cumberland and Yonge, you are steps from the very best of Yorkville, including world-class shopping, exceptional dining, Whole Foods, galleries, cafes and entertainment. Nearby Summerhill, Rosedale and the Don Valley Parkway provide effortless access to everything Toronto has to offer. Complete with one extra-large parking space and two lockers, this is a rare opportunity to experience elevated penthouse living in one of Toronto's most coveted neighbourhoods. Come for the views. Stay for the lifestyle. You may never want to leave More details
    Listed by PROPERTY.CA INC.
    LISTING DETAILS

  • 2404 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105286

    2404 8 Cumberland Street Annex Toronto M4W 0B6
    Main Photo: 2404 8 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105286

    2404 8 Cumberland Street Toronto M4W 0B6 Annex

    $599,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105286
    Bedrooms:
    2
    Bathrooms:
    1
    Gorgeous Luxury 588 SQFT One Bedroom plus Den Suite, where Den can be used as 2nd Bedroom or Office with Ensuite Bathroom at Toronto's most sought after location at an address that sits perfectly within the Yorkville community steps from Toronto's exclusive shops and culinary delights. Bright & Spacious open-concept suite with panoramic city views and chef-inspired kitchen perfectly paired with modern cabinetry, quartz countertops, and stainless appliances surrounded by some of the most popular food and entertainment establishments. Floor-to-ceiling windows, 9-ft ceilings, hardwood flooring, plus a versatile den ideal for a home office or guest space. Enjoy a well-managed building with exceptional amenities including a fitness centre, rooftop lounge, party room, outdoor garden and pet spa. Ideally located at Yonge & Cumberland, just steps to Bloor-Yonge Subway Station, Yorkville's renowned shopping, dining and entertainment, with easy access to U of T, hospitals, Toronto Metropolitan (Ryerson) University, the Financial District, DVP and Gardiner Expressway. Experience sophisticated downtown living in one of Toronto's most sought-after neighborhoods. More details
    Listed by WORLD CLASS REALTY POINT
    LISTING DETAILS

  • 809 1 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14106710

    809 1 Yorkville Avenue Annex Toronto M4W 0B1
    Main Photo: 809 1 Yorkville Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14106710

    809 1 Yorkville Avenue Toronto M4W 0B1 Annex

    $1,649,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14106710
    Bedrooms:
    3
    Bathrooms:
    2
    Live at Toronto's most prestigious address! Welcome to the ultra-luxurious Residences of Number One Yorkville, masterfully crafted by Plazacorp. This absolutely stunning & refined executive suite boasts an expansive 1,200 sq ft interior paired with a large private balcony. Cleverly upgraded well above builder standard, the highly functional layout functions perfectly as a 2-bedroom plus den or a full 3-bedroom residence. Revel in elegant plank wood floors, smooth ceilings, and a gorgeous Italian-inspired kitchen outfitted with premium, integrated Wolf appliances. Rare custom laundry room with utility sink. World-class resort amenities: outdoor pool, luxury spa, cross-fit gym, & rooftop cinema. Steps to fine dining, transit, & high-end retail. A true A+ showpiece! More details
    Listed by ROYAL LEPAGE TERREQUITY SW REALTY
    LISTING DETAILS

  • 3405 575 Bloor Street E in Toronto: North St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C14107150

    3405 575 Bloor Street E North St. James Town Toronto M4W 0B2
    Main Photo: 3405 575 Bloor Street E in Toronto: North St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C14107150

    3405 575 Bloor Street E Toronto M4W 0B2 North St. James Town

    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14107150
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome To This Luxury Tridel Built Via Bloor, 1-Bed Plus Den Condo Unit, Where Modern Elegance Meets Urban Convenience In The Heart Of Downtown Toronto. Soaring 9-Foot Ceilings And Expensive Floor-To-Ceiling Windows Bathe The Interior In Natural Light, Offering Breathtaking Panoramic Ravine And Lake Views. The Open-Concept Modern Kitchen Is A Culinary Enthusiast's Dream, Featuring Sleek Finishes And State-Of-The-Art Appliances. Step Outside To Your Large Private Balcony, Perfect For Enjoying A Morning Coffee Or Evening Relaxation. This luxurious Condo Is Just Steps Away From The Subway, Shops, And All Amenities. Easy Access To The DVP. Ensuring That Everything You Need Is Within Reach. The Building Itself Offers An Array Of Top-Tier Amenities, Including a Fully-Equipped Gym, Entertainment Lounge, Theatre, A Beautiful Outdoor Pool, Hot Tub, Sauna, BBQ, Guest Suites For Your Visitors And A 24/7 Concierge Service Dedicated To Your Comfort And Security. Your Fully Private And Beautiful Unit Awaits! More details
    Listed by CANADA HOME GROUP REALTY INC.
    LISTING DETAILS

  • PH06 500 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105872

    PH06 500 Dupont Street Annex Toronto M6G 0B8
    Main Photo: PH06 500 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14105872

    PH06 500 Dupont Street Toronto M6G 0B8 Annex

    $752,123
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14105872
    Bedrooms:
    3
    Bathrooms:
    2
    Builder's Remaining Inventory! Discover elevated living at Oscar Residences. Penthouse 06 is a rare 2 Bedroom + Den suite featuring soaring 10'6"ceilings, breathtaking city views and an exceptional 301 sq ft private terrace with a gas line for your BBQ, a natural extension of the living and dining area. Inside, contemporary finishes and a practical floorplan create a refined, comfortable living space. The den is ideal for a home office or additional space. One parking space and one locker included. Just steps from Dupont Subway Station, acclaimed restaurants, boutique shopping and the best of the neighbourhood. Residents enjoy a world-class fitness studio with Free motion and iFIT technology, fireplace lounge, kids' playroom, theatre room, party room with chef's kitchen, European-inspired BBQ terrace, pet lounge with dog wash, 24-hour concierge, parcel storage and much more. Arare penthouse opportunity you won't want to miss! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS

  • 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C14107036

    106 Highland Avenue Rosedale-Moore Park Toronto M4W 2A6
    OPEN HOUSE: Oct 24, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 24, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C14107036

    106 Highland Avenue Toronto M4W 2A6 Rosedale-Moore Park

    $3,629,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14107036
    Bedrooms:
    5
    Bathrooms:
    5
    There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 1502 260 Heath Street W in Toronto: Forest Hill South Condo Apartment for sale (Toronto C03) : MLS®# C14107180

    1502 260 Heath Street W Forest Hill South Toronto M5P 3L6
    Main Photo: 1502 260 Heath Street W in Toronto: Forest Hill South Condo Apartment for sale (Toronto C03) : MLS®# C14107180

    1502 260 Heath Street W Toronto M5P 3L6 Forest Hill South

    $938,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14107180
    Bedrooms:
    2
    Bathrooms:
    2
    Rarely Available High-Floor Suite In Prestigious Forest Hill! Welcome to Suite 1502 at the iconic Village Terraces. This beautiful 2-bedroom residence offers a functional layout with large principal rooms and an abundance of natural light. Enjoy a separate, well-appointed galley kitchen featuring a breakfast area, perfect for meals and your morning coffee. The generous living and dining areas flow effortlessly, making it ideal for both relaxed living and upscale entertaining. The primary bedroom features ample closet space and easy access to a full 4-piece bathroom, while a convenient 2-piece powder room serves as the perfect guest bathroom. 1502 features en-suite laundry, large picture windows, a private thermostat, and walkout to your large South West facing balcony. Situated in a premium building with many amenities including a 24-hour concierge, outdoor swimming pool, exercise room, sauna, outdoor BBQ and dining area, library, large party room and visitor parking. All utilities are included in your maintenance fee! Building management and security are top-notch! Unbeatable location just steps from the charm of Forest Hill Village, local cafés and restaurants, the St. Clair West subway station, excellent schools and places of worship, and the scenic trails of Cedarvale Ravine & Park. Perfect for first-time buyers, down-sizers or investors! This is an incredible opportunity to enjoy an established and vibrant community and the very best of midtown Toronto luxury living! More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 405 111 St Clair Avenue W in Toronto: Yonge-St. Clair Condo for sale (Toronto C02) : MLS®# C14107848

    405 111 St Clair Avenue W Yonge-St. Clair Toronto M4V 1N5
    Main Photo: 405 111 St Clair Avenue W in Toronto: Yonge-St. Clair Condo for sale (Toronto C02) : MLS®# C14107848

    405 111 St Clair Avenue W Toronto M4V 1N5 Yonge-St. Clair

    $999,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14107848
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to prestigious luxury living at the iconic Imperial Plaza, situated in Toronto's highly desirable Yonge and St. Clair neighbourhood. Originally built as the historic Imperial Oil headquarters, this architectural landmark features a dramatic two-storey polished marble lobby with York Wilson's famous mural, "The Story of Oil."This exceptional corner suite offers a functional layout spanning 960 square feet, highlighted by soaring ten-foot ceilings and sleek engineered wood floors throughout. Sunlight fills every room, including both full bedrooms which feature large windows and spectacular city views. The primary bedroom serves as a private retreat with its own ensuite bathroom and spacious his-and-her closets. Cooking and entertaining are a true pleasure in the high-end kitchen, equipped with integrated appliances and elegant granite countertops.Residents enjoy ultimate urban convenience with a streetcar right at the doorstep, a short walk to the subway, and direct indoor access to a Longo's grocery store and LCBO downstairs. The lifestyle experience is unmatched, featuring access to thousands of square feet of world-class Imperial Club amenities. Unwind in the spa-inspired indoor pool and hot tub, stay active in the full-sized fitness club with squash courts and yoga studios, or enjoy the golf simulator, music recording studio, theater, and gaming room. Additional amenities include a party room, outdoor terrace with barbecues, and 24-hour concierge service. This remarkable home also includes an owned underground parking space and a private storage locker for complete peace of mind. More details
    Listed by ORIGIN COLLECTIVE REALTY LTD.
    LISTING DETAILS

  • 503 625 Avenue Road in Toronto: Yonge-St. Clair Condo Apartment for sale (Toronto C02) : MLS®# C14106226

    503 625 Avenue Road Yonge-St. Clair Toronto M4V 2K7
    Main Photo: 503 625 Avenue Road in Toronto: Yonge-St. Clair Condo Apartment for sale (Toronto C02) : MLS®# C14106226

    503 625 Avenue Road Toronto M4V 2K7 Yonge-St. Clair

    $1,695,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14106226
    Bedrooms:
    2
    Bathrooms:
    3
    The "Lonsdale!!" Opportunity has come to those who want to create their own space at this highly desirable condo building. 2 bedrooms plus den (note: floor plan says 3 bedrooms) offering 2104 sq feet. All the fabulous concierge services the Lonsdale offers. Outdoor pool, gym, meeting room, guest parking and more! Suite being sold in as is condition and Buyer to renovate at their expense. 1 parking space plus locker More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 532 Merton Street in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C14106922

    532 Merton Street Mount Pleasant East Toronto M4S 1B3
    Main Photo: 532 Merton Street in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C14106922

    532 Merton Street Toronto M4S 1B3 Mount Pleasant East

    $1,245,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14106922
    Bedrooms:
    3
    Bathrooms:
    2
    Rare Midtown Gem, Classic Character & Modern Elegance on an Extraordinary 176 FT Deep Lot! Perfectly positioned in highly sought-after Mount Pleasant East, this charming home seamlessly pairs timeless architectural soul with thoughtful modern upgrades. Designed for stylish, low-maintenance living, the main floor showcases a bright, sun-filled layout featuring a newly renovated gourmet kitchen complete with sleek cabinetry and premium finishes.Upstairs, find two cozy, light-filled bedrooms and a full 4-piece bathroom. The fully finished basement adds exceptional flexible living space, boasting a newly renovated layout with a full bathroom, a dedicated bedroom/home office, and a rare separate entrance-offering immense versatility for a private guest suite, work-from-home setup, or potential rental income.Step outside into your own private sanctuary: an extraordinarily deep 176.66 ft lot providing an expansive backyard oasis rarely found in midtown Toronto-ideal for summer dining, garden enthusiasts, or future outdoor enhancement. Enjoy the incredible convenience of a rare private driveway with 2-car parking.Unbeatable location just steps to the famous Kay Gardner Beltline Trail, pristine parks, Davisville Subway Station, top-ranked schools, and the vibrant shops and bistros along Yonge & Bayview. Move right in and experience effortless city living with unlimited outdoor freedom! More details
    Listed by PRESTIGIUM REAL ESTATE LTD.
    LISTING DETAILS
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Data was last updated October 22, 2026 at 06:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.