Bridle Path-Sunnybrook-York Mills Real Estate

Bridle Path-Sunnybrook-York Mills Real Estate

Welcome to Bridle Path-Sunnybrook-York Mills, one of Toronto’s most prestigious neighborhoods, where luxury meets tranquility. Nestled in the heart of East York, this area is renowned for its sprawling estates, lush greenery, and serene ambiance, making it a coveted haven for families and professionals alike.

Bridle Path, often referred to as “Toronto’s Billionaire’s Row,” boasts some of the city’s most opulent homes, each uniquely designed and set against a backdrop of stunning landscapes. The neighborhood is characterized by its tree-lined streets, spacious lots, and a sense of exclusivity that is hard to find elsewhere. Here, residents enjoy the perfect blend of urban convenience and natural beauty, with the nearby Sunnybrook Park offering miles of walking trails, picnic areas, and recreational facilities.

York Mills, with its rich history and charming architecture, adds to the neighborhood’s allure. The area is home to some of Toronto’s top-rated schools, making it an ideal choice for families seeking quality education for their children. Additionally, the proximity to major highways and public transit options ensures that commuting to downtown Toronto is both easy and efficient.

Culinary enthusiasts will appreciate the diverse range of dining options, from upscale restaurants to cozy cafes, all within a short drive. Shopping enthusiasts can explore nearby boutiques and malls, while cultural attractions like the Toronto Botanical Garden and the Aga Khan Museum are just a stone's throw away.

In Bridle Path-Sunnybrook-York Mills, you’re not just finding a home; you’re embracing a lifestyle marked by elegance, community, and a touch of nature. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Bridle Path-Sunnybrook-York Mills

40 Donino Avenue, Toronto
$4,190,000
5 Beds ⋅ 7 Baths ⋅ C14111664 MLS
***Vendor May Assist in Financing For The Serious Buyers!***Attention Investors, Builders & End Users! An Exceptional Opportunity Awaits In The Heart Of Prestigious Hogs Hollow. Situated On ASpectacular 100 X 300 Ft Premium Lot Backing Directly Onto York Mills Valley Park, This Remarkable Property Offers Outstanding Privacy, Natural Beauty, And Endless Possibilities.Renovate, Build Your Dream Estate, Or Create A Magnificent Forever Home In One Of The GTA's Most Coveted Neighbourhoods. Enjoy 300 Feet Of Lush, Serene Gardens-Your Own Private Oasis Surrounded By Mature Greenery. Steps To Scenic Ravine Trails, Top-Rated Schools, Fine Dining, Shopping, Transit, And Major Highways. A Rare Opportunity Of This Calibre Should Not Be Easily Missed!

40 Donino Avenue, Toronto
23 Bayview Ridge, Toronto
$9,950,000
9 Beds ⋅ 11 Baths ⋅ C14111298 MLS
You Feel the Scale Before You Even Understand It. The Depth of the Lot. The Width of the View. The Distance Between You and Anything Else. By The Time You Reach the Front Door, It's Clear This Isn't Just Another Large Home. This Is Land, Presence, and Opportunity Coming Together in a Way That's Becoming Almost Impossible to Find. Set on 1.25 Acres (110.38 X 506.04 Feet), Backing Onto a 15 Acre Golf Course, 23 Bayview Ridge Offers A Level of Openness and Privacy That Defines True Exclusivity. No Rear Neighbors. Expansive Green Space. Skyline Views in the Distance. It's the Kind Of Setting That Quietly Separates Itself From Everything Else on the Market. The Home Spans Approximately 12,000 Square Feet, Built With Solid Concrete and Reinforced by a Distinctive Zig Zag Steel Structure Giving It Not Just Scale, but Substance. This Is a Property That Was Built With Long Term Vision in Mind. Arrival Is Just as Intentional. A Circular Driveway and Parking for Up to 22 Vehicles, Along With a Fourth Garage, Create a Sense Of Capability That Goes Beyond Everyday Living. It's Designed to Accommodate More More People, More Moments, More Possibilities. Inside, 9 Bedrooms and 11 Bathrooms Provide the Foundation, but the Real Value Lies in What Can Be Done Next. The Home Is Nearing Completion, Offering A Rare Window for a Buyer to Step in and Define the Final Product To Shape the Finishes, the Atmosphere, and Ultimately, the Identity of the Space. Because at This Level, It's Not Just About What Exists It's About What It Can Become. Properties With This Kind of Lot, This Kind of Build, and This Kind Of Positioning Are Limited. And Once They're Complete, the Opportunity to Influence Them Disappears. 23 Bayview Ridge Is Not Just a Finished Home-It's a Chance to Take Something Already Significant, and Make It Truly Exceptional.

23 Bayview Ridge, Toronto
10 Old York Mills Road Unit 701, Toronto
$1,249,000
2 Beds ⋅ 2 Baths ⋅ C14110766 MLS
Refined condo living in the prestigious residence of 10 Old York Mills Road, nestled in prestigious Hogg's Hollow. Offering approx. 1,376 sq. ft. (MPAC), this sun-filled, south-facing suite features oversized windows showcasing beautiful treetop views of the Hollow's lush greenery. The renovated kitchen boasts quartz countertops, a quartz breakfast bar and KitchenAid appliances, complemented by wide-plank hardwood flooring throughout, 9-ft ceilings, crown moulding and generous closet spaces. The primary bedroom features a walk-in closet and 4-piece ensuite, while the second bedroom offers a large double closet. A versatile den with lovely south-facing views is ideal for a home office. In-suite laundry, TWO owned underground parking spaces and an owned locker add exceptional value. Maintenance fees include water, heat, central air conditioning and building insurance. Enjoy resort-style amenities including 24-hour concierge, outdoor pool, fitness centre, sauna, party room and guest suites. Ideally located steps to York Mills subway and minutes to Hwy 401, parks, trails, shopping and top-rated schools.

10 Old York Mills Road Unit 701, Toronto
101 York Mills Road, Toronto
$1,449,900
2 Beds ⋅ 1 Baths ⋅ C14109056 MLS
Welcome to 101 York Mills. Tucked up on the hill, at the top of Hoggs Hollow, stands this pristine home that's been meticulously looked after by the same family for decades. With its generous layout, warm wood burning fireplaces, and big, beautiful backyard, it's a fine home to call your own right now. It's also a prime piece of property in terms of development potential. The expansive 50x145ft lot is large enough to be enjoyed by children, pets, family and friends. With other large-scale new builds in the neighbourhood though, this property has investment opportunity written all over it. Current zoning allows for all kinds of housing options, from your own dream home, to multiplexes, townhouses and even boutique apartment buildings. A number of zoning exemptions exist (height, length, lot coverage, number of storeys, setback, etc) that add incredible value to this particular lot and location. When it comes to convenience though, it's hard to be in a better spot. Mere minutes to some of the city's most prestigious schools, golf courses and amenities, easy access to public transit and main transportation arteries, and of course, delightful dining and sensational shopping selections too. Whether you're looking at this from a personal perspective, or have more of a financial focus, 101 York Mills is a property worthy of your consideration.

101 York Mills Road, Toronto
7 Cedarwood Avenue, Toronto
$5,800,000
7 Beds ⋅ 11 Baths ⋅ C14103612 MLS
If you are looking for a quiet street and a large private lot, you've found your next home! This remarkable custom-built residence offers a perfect balance of elegance, comfort, and functionality across three levels of thoughtfully designed living space. The main floor welcomes you with a sophisticated living room featuring soaring ceiling height of over 20 ft with a dramatic floor to ceiling window and a gas fireplace. A formal dining room with adjoining servery is enhanced with built-in speakers and glass doors, creating the ideal setting for entertaining. Two offices provide flexible work-from-home options, while the inviting family room, with its two-way fireplace and walk-out to the garden, seamlessly connects to the chefs kitchen. This culinary space is equipped with a centre island, stainless steel appliances, and a built-in desk, while the adjoining breakfast area with room for both casual meals and a cozy seating area that shares the fireplace and opens directly to the garden. Upstairs, the primary suite offers a true retreat with a sitting room and a walk-out that overlooks the rear grounds, walk-in closet, and a luxurious six-piece ensuite. Additional bedrooms each feature their own sitting area, walk-in closets with built-ins, and private ensuites, with unique enhancements including hardwood flooring and custom built-ins. The lower level is designed for recreation and entertainment, highlighted by a large room with a built-in bar, gas fireplace, and garden walk-out. An exercise room with mirrored walls and built-in speakers, plus a media room for a full theatre experience, add to the lifestyle appeal. Two additional bedrooms with private ensuites, one of two laundry rooms, a three-piece bath and garden walk-out. The backyard oasis is beyond description with an outdoor BBQ, stunning water feature, pool, hot tub and covered pergola for al fresco dining. Privacy and lush landscaping. This home is a must see!

7 Cedarwood Avenue, Toronto
21 Burkebrook Place Unit 337, Toronto
$1,299,000
3 Beds ⋅ 2 Baths ⋅ C14102060 MLS ⋅ Kilgour 2 BLDG.
Stunning, rarely offered west-facing 2 bedroom + den with 2 private balconies, 2 parking spots and a locker in Kilgour Estate. This one-of-a-kind split bedroom plan offers 1,204 sq. ft. of premium living space with generous storage and tons of natural light. The spacious marble foyer features a large walk-in closet, laundry closet and 4-piece bathroom. The kitchen features granite counters, breakfast bar, ample cupboard space and updated stainless steel appliances. The open-concept living and dining room features 10-foot coffered ceilings and pot lights, with a large covered balcony off the living room with a gas line for the BBQ, plus a spacious second balcony with access from both the dining area and primary bedroom. The west-facing exposure offers plenty of sunshine, beautiful sunsets and unobstructed views. The expansive primary retreat features a walk-in closet, additional linen closet and luxurious 5-piece marble ensuite. The generously sized second bedroom also features a walk-in closet and easily accommodates a queen bed. A den with French doors is perfect for a home office, separate dining area or additional living space. Lovingly cared for by the original owner, this special suite has been recently refreshed with new paint, new carpeting in the bedrooms, updated light fixtures and a new heat pump. The suite has 2 heat pumps, allowing separate climate control for the primary bedroom and the rest of the living space. Kilgour Estate offers resort-style amenities, including an indoor pool, gym, theatre room, party room, guest suite, 24-hour concierge and security, and visitor parking. Fantastic location steps to Sunnybrook Hospital, the Eglinton Crosstown LRT, shops on Bayview, and the area's beautiful ravine walking trails and parks.

21 Burkebrook Place Unit 337, Toronto
17 Bayview Ridge, Toronto
$8,995,000
8 Beds ⋅ 7 Baths ⋅ C14098876 MLS
Re-Imagine This Amenity Rich Signature French Country Estate, Dramatic Facade With Exquisite Stone Accents, With A Spectacular Premium Corner Locale On Ravine With Panoramic City Views And The Rosedale Golf Club. Located Within On One Of The Most Sought After Enclaves Of The Exclusive Bridle Path-Sunnybrook-York Mills Neighborhood. A Tranquil Oasis Of Classic Luxury. This Estate Features A Main Floor Primary Retreat Complete With Spa-Like 5-Piece Ensuite And Walk-In His/Hers Dressing Room Plus Gym, A Separate In-Law Or Guest Suite Complete With Kitchen And Living Room, Bedroom & Ensuite, Five Additional Bedrooms Suites On Its Upper Level. Rich In Hardwood Floors, Elegant Custom Mouldings, Numerous Walk-Outs, And The Finest Luxury Appointments Throughout. The Main Floor Boasts A Gourmet Kitchen With Breakfast Area Plus Servery, Formal Dining Room and Living Room With Fireplace Featuring Custom Stone Surround, Library With Masterful Millwork, Sunken Great Room With 24' Vaulted Ceiling and Walkout To The Rear Garden With Towering Windows With Private Views To Its Lush Ravine. A Sprawling Lower Level Completes The Residence With Rec Room, Games Room, Craft Room, Gift Wrapping Room, Nanny Suite With Kitchenette, And Ample Space For Your Customization. The Exterior Features Are Rich In Resort-Like Amenities Such As An In-Ground Paradise Pool, Hot Tub, Stone Walkways, Cabana, Integrated Lighting, Irrigation, Private Sport Court, Cabana With Full Bathroom Plus Wet Bar, Multiple Lounge Areas, Majestic Lawns, All Surrounded By Lush Greenery And Mature Trees, And Wood Deck Overlooking The Ravine. The True Pinnacle Of Elegance, Privacy, And Luxury, All Near To Renowned Public And Private Schools, York Mills Shopping Centre, Trendy Eateries, Granite Club And Rosedale Golf Club.

17 Bayview Ridge, Toronto
54 Plymbridge Road, Toronto
$4,688,000
5 Beds ⋅ 4 Baths ⋅ C14086116 MLS
A Rare Opportunity to Enjoy an Elegant Residence or Create a Bespoke Luxury Estate in Prestigious Hogg's Hollow! Nestled within one of Toronto's most coveted luxury enclaves, this exceptional property occupies a magnificent approximately114.48 x 328.39 ft(Irregular) estate-sized lot, offering extraordinary depth, privacy, and remarkable future potential. **Surrounded by mature trees, lush greenery, and a picturesque ravine setting, the property offers breathtaking natural surroundings, exceptional privacy, and a rare sense of tranquility in the heart of the city.** This distinguished property presents an exceptional setting for refined family living or the creation of a magnificent custom-built estate. The existing 4+1 bedroom, 4-bathroom residence offers generous living spaces and thoughtful updates, including an elegant stucco and stone exterior, interlock driveway, and renovated powder room. The expansive, fully fenced backyard features an in-ground swimming pool and a serene, resort-inspired retreat, ideal for family enjoyment and sophisticated outdoor entertaining. 200-Amp Electrical Service. Complete with parking for six vehicles, the property offers exceptional versatility for immediate enjoyment, future enhancements, or redevelopment. Ideally located near renowned public and private schools, picturesque parks, upscale amenities, transit, and major highways, this prestigious address seamlessly blends natural tranquility with urban convenience. An Extraordinary Opportunity to Embrace the Hogg's Hollow Lifestyle Today or Create a Landmark Estate for Generations to Come!

54 Plymbridge Road, Toronto
3525 Yonge Street Unit TH3, Toronto
$1,958,000
4 Beds ⋅ 5 Baths ⋅ C14081128 MLS
Welcome to your private home in Chloe Millway, an exceptional 4-bedroom, 5-bathroom multi-storey spacious townhome with a double garage, boasting over 3100 sq.ft of luxury living space, beautifully situated on the border of Hogg's Hollow and Lawrence Park North. This residence seamlessly blends modern comfort with timeless functionality, offering a main-floor walkout balcony and a lower-level walkout to a private garden retreat. The main floor features a chef-inspired kitchen with granite countertops, stainless steel appliances, and recessed lighting, flowing into an open-concept living and dining space with a 2-piece powder room. A walkout balcony overlooks the private, landscaped backyard, accessible from both the kitchen and living/dining areas. The second floor offers an expansive primary suite with a 5-piece ensuite, dual closets, and double doors to a Juliet balcony overlooking a ravine-like setting, plus two additional bedrooms and a 3-piece bathroom. The lower level includes a bright bedroom with double closets, a dedicated laundry room, a 3-piece washroom, and direct access to the double car garage. The lowest level features a spacious recreation room with fireplace and walkout to the garden, a 3-piece bathroom, and a sauna. Ideally located near York Mills Subway Station for effortless downtown access, with premium shopping at Loblaws, top fitness clubs, celebrated dining, and green space at York Mills Valley Park, Jolly Miller Park, and Lawrence Park Ravine. Zoned for sought-after schools including Bedford Park PS, Glenview Senior PS, Lawrence Park SS, and York Mills CI, with private options like Crescent, TFS, and Havergal nearby. Minutes to Sunnybrook Hospital and everyday essentials. A distinguished setting where sophistication meets everyday livability - ideal for families seeking prestige and practicality.

3525 Yonge Street Unit TH3, Toronto
21 Burkebrook Place Unit TH9, Toronto
$1,895,000
4 Beds ⋅ 3 Baths ⋅ C14080950 MLS
Located in prestigious Kilgour Estates, this luxury 2,357 sq. ft. townhome offers exceptional outdoor space, including a beautiful front garden patio off the kitchen and a spectacular 320 sq. ft. rooftop terrace. The spacious primary suite features a walkout to a private terrace, a large walk-in closet and a spa-like ensuite with elegant marble finishes.Enjoy hotel-style amenities including a fully equipped exercise room, swimming pool, concierge, party room and more. Ideally located close to ravines and trails, hospitals, top schools, shops, dining and major highways. Two parking spaces with direct garage access from the lower level, plus one locker.

21 Burkebrook Place Unit TH9, Toronto
20 Burkebrook Place Unit 502, Toronto
$699,000
1 Beds ⋅ 2 Baths ⋅ C14079976 MLS
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, floor-to-ceiling windows, and 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 walk-in closet, a private ensuite, and a large window overlooking the outdoor space. Thoughtfully laid out, the home also includes a welcoming foyer with a double closet, a separate laundry room, and a convenient two-piece powder room for guests. The absolute crown jewel of this property is the rare, oversized south-facing terrace. Spanning close to 400 square feet, this unique outdoor sanctuary is a feature that truly sets this unit apart from others in the building. Equipped with a gas line for year-round barbecuing, it acts as a beautiful, private extension of your living space and is an entertainer's absolute dream. 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, an indoor saltwater pool, whirlpool, steam rooms, a modern gym, a theatre room, a billiards lounge, a library, a guest suite, and an on-site car wash station. This is a wonderful community to call home.

20 Burkebrook Place Unit 502, Toronto
45 & 51 Bayview Ridge, Toronto
$20,998,000
8 Beds ⋅ 11 Baths ⋅ C14034752 MLS
One of Toronto's most distinctive private estates, 45 and 51 Bayview Ridge occupies a rare 3.12-acre double lot in the prestigious enclave of Bayview Ridge. Within the wider Bridle Path area, the estate is distinguished by its rare position high on the ridge. Remarkable for both its scale and setting, the property combines extraordinary privacy, mature gardens, and elevated outlooks toward Rosedale Golf Club and the Toronto skyline. At its heart stands an elegant, Gordon Ridgely-designed French-inspired residence of over 15,000 sf, featuring a hand-cut Indiana limestone exterior and a Vermont green slate roof. A gated, tree-lined driveway leads to a formal courtyard, introducing interiors that balance formal entertaining with comfortable family life. Distinctive spaces include an elegant library suite (with a fireplace lounge, billiards room, and turret office), a sun-filled morning room with Palladian windows, and a Bordeaux-inspired wine cellar with tasting and cigar rooms crafted by French artisans. The private quarters comprise six principal bedroom suites with individual ensuites and sitting areas-plus guest and staff accommodations-highlighted by a primary suite with dual dressing rooms, a private balcony, and a spa-inspired ensuite. The meticulously landscaped grounds feature a dramatic reflecting pond, stepped waterfall, infinity pool, fully equipped pool cabana with a kitchen, tennis court, and an outdoor hot tub positioned to capture western afternoon light and sunsets. Year-round wellness amenities include an indoor swimming pool set within a light-filled conservatory, alongside a hot tub, 12-seat sauna, and fully equipped gym. For all its architectural distinction and exceptional amenities, what truly sets 45 and 51 Bayview Ridge apart is the rarity of its setting: more than three acres of privacy, mature gardens and remarkable outlooks, all within Toronto.

45 & 51 Bayview Ridge, Toronto
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