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

$14,995,000
9 Beds ⋅ 17 Baths ⋅ C13765942 MLS
Two Picturesque Acres - Mostly Table Land And On Ravine With Two Attached Dwellings: A Modern Sprawling Bungalow And A Separate 2-Storey, 6-Bedroom Residence. Ideal For Multi-Generational Living Or The Perfect Palette For Your New Build Within Toronto's Iconic Bridle Path Neighborhood On A Quiet Stretch Of Park Lane Circle. This Extraordinary Property Offers Unparalleled Tranquility And A Landscaped Oasis With Mature Trees Enveloping The Serene Backyard. Build New Up To 44,000 Sq Ft Or Enjoy This Thoughtfully Multi-Generational Designed Home With 16,000 Sq Ft Of Living Area. The Main House, Designed In Part By Renowned Architect Mariyama Teshima, Features Soaring Three-Storey Floor-To-Ceiling Windows Offering Panoramic Ravine Views, Hand-Cut Heated Marble Flooring, And A Grand Circular Staircase. Multiple Walkouts Perfect For Entertaining. The Estate Offers 8+1 Bedrooms, 16 Washrooms, An elevator, Dumbwaiter, And Multiple Fireplaces. Complete With A Pool, An Outdoor Washroom And Two Change Rooms. Enjoy Expansive Rear Yard Seating And Lookout Points To Soak Up The Ravine And Private Views. Conveniently Located, Just A Short Walk From Famed Edward Gardens, Sunnybrook Park, The Granite Club, Canada's Acclaimed Private Schools, Trendy Shops, And Eateries.

50 Park Lane Circle, Toronto
$12,880,000
5 Beds ⋅ 7 Baths ⋅ C13764668 MLS
Welcome To "Donwoods Abbey" In Prestigious Hoggs Hollow, Set Beside The Renowned Rosedale Golf Club. This Exceptional Estate Residence Offers Timeless Craftsmanship, Privacy, And Refined Living On A Beautifully Landscaped Lot Just Minutes To The City's Finest Amenities.A Grand Foyer With Skylight And Sweeping Staircase Sets The Tone For Elegant Interiors Designed For Both Entertaining And Everyday Living. The Formal Living Room Extends Seamlessly To Stone Terraces And A Private, South-Facing Garden, While The Dining Room Is Elegantly Secluded, Creating An Ideal Setting For Formal Entertaining.The Chef's Kitchen Features Custom Cabinetry, Granite Counters, A Large Centre Island, And Premium Appliances, Flowing Into A Warm And Inviting Family Space.A True Showpiece Of The Home, The Magnificent Two-Storey Walnut Library Is Nothing Short Of Extraordinary-Featuring Rich Custom Paneling, A Dramatic Coffered Ceiling, A Statement Fireplace, And Floor-To-Ceiling Bespoke Bookcases. A Mezzanine-Level Gallery And Private Study Overlook The Space, Creating A Rare And Inspiring Setting That Blends Architectural Grandeur With Intimate Sophistication.Main Level Also Includes A Private Office, Three-Season Room With Stone Fireplace, Full Bath, Mudroom, And Elevator Access.The Primary Suite Offers Fireplace, Balcony, Spa-Inspired Marble Ensuite, And Custom Dressing Room. Additional Bedrooms Are Spacious With Well-Appointed Baths.The Lower Level Is Designed For Elevated Lifestyle Living, Featuring A Spacious Recreation Room, A Dedicated Home Theatre, A Stylish Bar And Lounge, Wine Cellar, Fitness Studio, And A Private Guest Suite.Outdoors, The Property Transforms Into A Resort-Inspired Sanctuary-Where A Natural-Style Pool With Twin Rock Waterfalls, A Hot Tub, And Expansive Stone Terraces Are Framed By Mature Trees And Lush Gardens, Creating An Atmosphere Of Complete Privacy, Tranquility, And Effortless Luxury. A Rare Offering In One Of Toronto's Finest Enclaves.

113 Donwoods Drive, Toronto
$16,999,900
7 Beds ⋅ 9 Baths ⋅ C13763650 MLS
Welcome to the Bridle Path's best kept secret. Bayview Ridge. Home to some of the most prestigious real estate in the country. This timeless French château estate sits on nearly an acre of usable tableland on a private, ultra-exclusive cul-de-sac, set back behind a gated circular drive. Designed by architect David Wooldridge, this magnificent stone residence unfolds like a private resort, quietly grand and entirely its own world. The location is equally impressive - minutes to the Granite Club and Rosedale Golf Club, and moments from Crescent and Toronto French School. Approximately 12,000 square feet, built new in 2010 with recent renovations throughout. An eat-in kitchen soars to 16-foot ceilings, opening to a terrace walkout and family room - the true heart of the home. A stately office, formal living and dining rooms round out the principal spaces. Six plus one bedrooms, ten bathrooms, and a elevator connecting every level. Seven fireplaces. Multiple health and wellness areas offer a spa retreat, plus an oversized nanny suite with full kitchen. Crestron automation, EV charging, and a five-car garage complete the smart-home offering. The lower level is an entertainer's world unto itself - home theatre, wine cellar, games area, and full bar with kitchen opening to a walkout. Outside, the estate becomes a destination resort: a pool with hot tub grotto and waterfall, custom cabana, oversized sports court for tennis, basketball and hockey, shuffleboard, and a putting green. Manicured gardens, stone terraces, and two outdoor kitchens complete an estate built for entertaining at any scale.This is the Bridle Path at its finest. Private. Polished. Unmistakably rare.

95 Bayview Ridge, Toronto
$7,995,000
6 Beds ⋅ 7 Baths ⋅ C13761240 MLS
12 Forest Glen Cres possesses a storybook sense of enchantment, where a French Provincial-inspired residence unfolds amid extraordinary gardens and a private ravine landscape. An exceptionally private, L-shaped lot spanning over 1/2 an acre. A generous sunken lawn is framed by formal paving, clipped hedging & layers of lush planting with a stately armillary sphere & charming gazebo anchoring the circular front garden. Inside, over 7,300 sf of living space (5,225 sf + 2,145 sf L/L) carries forward the same sense of warmth, character and permanence. Flagstone floors & intricate mouldings establish an atmosphere that feels both refined and inviting. Expansive double-height windows define the impressive foyer, while the sunken living room overlooks the front gardens with oak flooring & a gas fireplace with an elaborate classical mantel. The newly renovated chef's kitchen pairs custom lacquered cabinetry with Taj Mahal quartzite, Sub-Zero, Wolf & Miele appliances. The adjoining breakfast & family rooms open through glass-panelled NanaWall doors to a terrace overlooking the ravine. Upstairs, the primary suite enjoys tranquil views over the gardens & ravine & features a generous dressing room & 5-pc ensuite with heated floors, a marble-surround soaker tub & gas fireplace. Four additional bdrms include 2 with private ensuites, while the remaining two share a Jack-and-Jill bath. The L/L offers a generous rec room with a playful mid-century aesthetic, flexible spaces for a gym or media room, a 3-pc bath & a walkout to the rear garden. Outside, a stone terrace surrounds the pool & hot tub against a backdrop of mature trees and a dense ravine greenery, while a charming potter's studio adds an unexpected element to the grounds. A truly remarkable residence in Teddington Park, where magnificent gardens and ravine wilderness create the atmosphere of a private country estate in the heart of the city with Rosedale Golf Club just steps away.

12 Forest Glen Crescent, Toronto
$2,925,000
6 Beds ⋅ 4 Baths ⋅ C13759400 MLS
Welcome To 287 St. Leonards Avenue, A Rare Offering On One Of Lawrence Parks Most Prestigious And Sought After Streets. This beautiful south facing property is move in ready, yet teeming with potential to renovate or build new! The residence has been meticulously cared for and boasts a well-designed functional living space showcasing a grand family room and five bedrooms. The lower level highlights a versatile, multi-zone living space featuring a bedroom with a separate office, three piece bath and anabundance of storage space. Enjoy summer evenings in the back garden sitting under the pergola in a secluded lush private sanctuary with an vibrant abundance of nature. Ideally located to the Granite Club, Rosedale Golf Club, Parks & Trails, Sunnybrook Hospital and private schools nearby including Toronto French School, Crescent School, Havergal College and York University Glendon Campus.

287 St. Leonard's Avenue, Toronto
$675,000
2 Beds ⋅ 1 Baths ⋅ C13757920 MLS
Rarely Offered Luxurious Condo Unit At 'Kilgour Estate' Exclusive Ravine Community. Over 650 Sqft And Bright Unit With Lots Of Natural Light. Fully Upgraded And Functional Layout. Featuring Hardwood Floors, Marble Floors, Pot Lights, Granite Counters, Breakfast Bar, Laundry/Storage Room, Balcony With Gas Line For Bbq & Top Quality Finishes. Steps To Nature Trails, Shops, Schools, Ttc, Sunnybrook Hospital & More!

20 Burkebrook Place Unit 319, Toronto
$4,888,888
4 Beds ⋅ 2 Baths ⋅ C13756400 MLS
AN EXTRAORDINARY RAVINE-SIDE SETTING. A LEGACY OPPORTUNITY. Offered for the first time in more than half a century, this cherished family home is gracefully positioned on an exceptional 50 x 159-foot lot with beautiful table land, backing onto the protected Teddington Park/Riverview Drive ravine corridor. Rarely does a property offer such a remarkable combination of exceptional table land and an extraordinary ravine-side exceptional tablesetting, creating a level of privacy, natural beauty and tranquillity that is increasingly difficult to find in Toronto. Surrounded by a magnificent canopy of mature trees and lush gardens, this is a property where nature and timeless elegance exist in perfect harmony. The protected ravine landscape becomes a natural extension of the backyard, a peaceful retreat where morning coffee, evening entertaining, and the changing seasons unfold against a backdrop of mature forest and birdsong. It feels wonderfully removed from the pace of the city, yet remains moments from the exceptional amenities that define this coveted neighbourhood. Toronto French School is just a short stroll away, while The Granite Club and Crescent School are within comfortable walking distance. Havergal College, Rosedale Golf Club, Sunnybrook Health Sciences Centre and the picturesque Glendon Campus of York University are all just minutes away. Nearby ravine trails offer an unparalleled connection to nature, whether walking the dog, enjoying a morning run, cycling through the valley or strolling beneath the canopy of mature trees. More than simply a property, 143 Mildenhall Road offers the opportunity to become part of an established community where families put down roots, friendships span generations and neighbours become lifelong friends. Some homes are purchased. Others become part of a family's story. After more than fifty years of cherished ownership, this remarkable residence awaits a new family to carry forward its legacy and write the next chapter.

143 Mildenhall Road, Toronto
$5,219,000
6 Beds ⋅ 4 Baths ⋅ C13756022 MLS
Contemporary Mid-Century Modern-Inspired Residence Featuring Its Own Architectural Pedigree, Enhanced By VM Zinc Exterior Panels Imported From Germany, Delivering A Sleek And Sophisticated Aesthetic. Rich In Solid Douglas Fir Wood Accents, This Home Has Been Meticulously Re-Envisioned By Famed Architect Jillian Aimis (Formerly Of Hariri Pontarini Architects. Set On An Expansive 100-Foot Frontage With A South-Facing Rear Garden Oasis, This Exceptional Property Is Located Within Prestigious The Bridle Path Exclusive Glenorchy Community. Striking Curb Appeal! The Residence Features Hardwood Floors And Custom Built-Ins Continue Throughout The Refined Interior, Featuring A Gourmet Kitchen With Breakfast Area, Generously Sized Sun-Drenched Principal Rooms, And A Dramatic Central Staircase Overlooking The Rear Garden's Gunite Pool And Two-Tiered Stone Terrace. The Primary Retreat Offers A Tranquil Bedroom Suite With Walkout To A Private Terrace, Alongside A Spa-Inspired Ensuite Featuring A Luxurious Steam Shower And Custom Zebrawood Cabinetry Throughout. The Lower Level Showcases A Sprawling Recreation Room With Exposed Brick Walls, A Full Bar, And A Natural Wine Cellar Designed For The Most Discerning Connoisseur. Ideally Located Just Minutes From Edwards Gardens, Top-Ranking Public And Private Schools, Renowned Golf Courses, Upscale Shops, And Fine Eateries. Amidst Many Newly Built Estates, This Community Remains Rich In Character And Tranquility, Defined By Expansive Frontages And Mature Trees. Whether Enjoyed As-Is Or Reimagined, This Property Also Serves As The Perfect Palette For A Future Custom-Built Residence, If So Desired.

19 Saintfield Avenue, Toronto
$3,599,000
4 Beds ⋅ 3 Baths ⋅ C13755588 MLS
Sprawling, meticulously maintained ranch bungalow on a premium 88.20x137.66 ft lot in sought-after Bayview Ridge enclave. Nestled on a quiet, tree-lined street, this timeless home offers 2,628 sqft above grade plus a finished lower level, ready for its next chapter after years of proud ownership. Step inside to discover a bright inviting main floor filled with warmth and character. The spacious living room features a warm fireplace and is flooded with natural light. A formal dining room with a beautiful bay window overlooks the private backyard, creating the perfect setting for family gatherings and entertaining. The family-sized kitchen boasts ample cabinetry, a functional layout, and a sun-filled eat-in area surrounded by windows, ideal for casual meals and everyday living. A main floor family room and adjoining sunroom provide additional versatile living space for relaxing or hosting. Sweet dreams in the expansive primary suite, complete with seating area, w/i closet with custom organizers, additional double and single closets, and a 3pc ensuite. Two additional bedrooms and a family bath with luxurious soaking tub complete the main level. The expansive backyard is your outdoor oasis, fully fenced with a flagstone patio, mature trees, and beautifully manicured gardens. The fully finished lower level offers exceptional additional living space, with a spacious rec room, seamlessly connected to a wet bar, perfect for creating your dream home movie theatre. Bedroom and 3pc bath provide comfortable space for guests. Two separate offices with built-ins, a cedar closet, abundant storage, and a large laundry/utility room add outstanding functionality. Complete with a 2-car attached garage and private drive, this exceptional property offers the opportunity to move in as-is, renovate to suit your personal style, or build your dream home on a premium lot in a prestigious neighbourhood. Minutes to Granite Club, TFS, Crescent School, Rosedale Golf Club, top public schools.

154 Valley Road, Toronto
$1,288,000
3 Beds ⋅ 2 Baths ⋅ C13755438 MLS
Luxurious Tridel Condo in Prestigious Hogg's Hollow! This beautifully maintained, classic residence offers approx. 1,320 Sq.Ft plus a private balcony, featuring a bright and spacious 2 bedroom + Den layout with 9 ft ceilings. The elegant kitchen features granite countertops, a breakfast area and newly replaced appliances, complemented by an oversized laundry room. Enjoy an exceptional location within walking distance to Yonge & York Mills subway, with beautiful parkis just outside your door, easy access to Hwy 401, shops, restaurants and top schools. Surrounded by multi-million-dollar homes in one of Toronto's most prestigious neighbourhoods. Outstanding amenities include an outdoor pool, gym, whirlpool, media room, BBQ, party room & 24-hr concierge. A rare opportunity in conveted Hogg's Hollow!

10 Old York Mills Road Unit 410, Toronto
$5,888,000
5 Beds ⋅ 6 Baths ⋅ C13754206 MLS
Set on a quiet, tree-lined cul-de-sac in one of Upper Leaside's most sought-after enclaves, this stunning custom residence offers more than 6,100 square feet of luxurious living space. This beautiful home sits on an oversized pie shaped lot that widens to 80 feet at the back. Designed with both elegance and functionality in mind, this exceptional home delivers an elevated lifestyle in a truly remarkable setting. A grand 12-foot solid mahogany door opens to a light-filled interior featuring soaring 11.5-foot ceilings and expansive windows that bring the outdoors in. The chef-inspired kitchen is complemented by a fully equipped dirty kitchen, providing the perfect balance of beauty and practicality for everyday living and effortless entertaining. Seamlessly connected to the family room and overlooking the resort-style backyard, this space is truly the heart of the home. Relax by the family room fireplace or step outside to the covered outdoor lounge, where a second fireplace creates the perfect backdrop for summer evenings with family and friends. The private backyard feels like a luxury retreat, complete with a saltwater pool and waterfall, outdoor kitchenette, fire pit, generous seating areas, and serene views of the surrounding greenery. The primary suite serves as a private sanctuary, complete with a spa-inspired ensuite, an expansive walk-in closet, a stylish minibar, and a generous private balcony overlooking the lush surroundings, creating the perfect place to unwind and recharge. Designed with entertainment and wellness in mind, the lower level offers high ceilings, a fully soundproofed cinema, a dry sauna, a sophisticated bar, and a sprawling recreation room, creating the ultimate space for hosting guests and enjoying time with family and friends. Every detail of this exceptional home has been carefully considered to deliver a sophisticated yet welcoming lifestyle.

77 Walder Avenue, Toronto
$9,499,000
5 Beds ⋅ 6 Baths ⋅ C13753586 MLS
A Custom Built Estate of Rare Distinction, Masterfully Crafted With an Uncompromising Commitment to Quality, Architectural Integrity, and Timeless Design. A Commanding Gated Presence Introduces the Residence, Clad in Distinguished Indiana Limestone and Crowned With a Handcrafted Copper Dome Roof-an Iconic Silhouette of Prestige and Permanence. The Grounds Are Nothing Short of Extraordinary, Showcasing Meticulously Curated Gardens and Masterful Landscape Design That Create a Breathtaking Arrival and a Private Botanical Sanctuary. Inside, Grandeur And Functionality Exist in Perfect Harmony. The Dramatic Entrance Hall Captivates Beneath a Soaring Double height Domed Ceiling, Anchored by a Sweeping Circular Staircase and Complemented By a Private Elevator Servicing All Levels. Principal Rooms Unfold With Effortless Flow, Framed By Expansive Windows That Capture Tranquil Garden Vistas From Every Vantage Point. Each Secondary Bedroom is Generously Proportioned, Complete With Its Own Walk-in Closet and Private Ensuite. Ideally Situated in the Heart of the Prestigious Bridle Path widely Regarded Among the World's Most Exclusive Neighbourhoods-moments to Sunnybrook Park, Premier Schools, Renowned Hospitals, Elite Golf Clubs, the Granite Club, and Convenient Highway Access.

18 Suncrest Drive, Toronto
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