Bridle Path-Sunnybrook-York Mills Homes for Sale

Bridle Path-Sunnybrook-York Mills Homes for Sale

Welcome to Bridle Path-Sunnybrook-York Mills, one of Toronto’s most prestigious neighborhoods, where luxury meets tranquility. Nestled in the heart of Ontario, this enchanting enclave is renowned for its sprawling estates, lush greenery, and a serene atmosphere that feels worlds away from the bustling city.

Bridle Path, often referred to as the "Billionaire’s Row," boasts some of the most opulent homes in Canada, featuring grand architectural designs and expansive lots that provide ample space for outdoor living. The tree-lined streets are perfect for leisurely strolls or bike rides, and the area is home to some of Toronto’s finest parks, including Sunnybrook Park, which offers picturesque trails, sports facilities, and picnic spots.

The neighborhood is not just about stunning homes; it also offers a warm sense of community. Residents enjoy easy access to top-tier schools, boutique shopping, and gourmet dining options. With its proximity to downtown Toronto, you can relish the best of both worlds—an oasis of calm paired with the vibrancy of city life.

Currently, there are exquisite homes for sale in Bridle Path-Sunnybrook-York Mills, each offering unique features that cater to discerning buyers. From modern masterpieces to timeless classics, these properties are designed for those who appreciate the finer things in life. Imagine hosting gatherings in your spacious backyard or enjoying a quiet evening in your luxurious master suite.

Discover the allure of Bridle Path-Sunnybrook-York Mills and find your dream home in this exceptional neighborhood, where elegance meets comfort. Your new lifestyle awaits!

Newest Bridle Path-Sunnybrook-York Mills Homes for Sale

$3,198,888
5 Beds ⋅ 6 Baths ⋅ C13673020 MLS
An exceptional opportunity to live in one of Toronto's most prestigious neighbourhoods today, with exciting redevelopment potential for the future. Set on one of the largest lots along the Bayview/Arjay strip, this charming ranch-style bungalow features a recently refreshed exterior and a well-maintained, updated interior, offering comfortable turnkey living in an outstanding location.Enjoy remarkable proximity to some of Toronto's most sought-after schools, clubs, parks and institutions, including **Crescent School, Junior Academy, The Granite Club, Toronto French School, Sunnybrook Health Sciences Centre, Sunnybrook Park, York University's Glendon Campus, Edwards Gardens and the Toronto Botanical Garden**.Move in and enjoy the home and neighbourhood now, with the added benefit of significant long-term redevelopment potential. Located along the Bayview Avenue corridor within an area identified under Toronto's Avenues framework, six-storey development precedent has already been established nearby, with potential for additional height and density, subject to planning and municipal approvals.**A rare combination of lifestyle, location, land and future upside - enjoy it today, invest in tomorrow.**

2424 Bayview Avenue, Toronto
$9,495,000
6 Beds ⋅ 9 Baths ⋅ C13663864 MLS
5 Pine Forest is a statement in elegance. Quietly tucked away on a coveted cul-de-sac in prestigious Lawrence Park. The unique and private garden measures 11,500sf, and pies out in the garden to 165'. This exceptional custom built residence offers almost 8,000sf of impeccably finished living space, blending timeless design, uncompromising craftsmanship and sophisticated family living. Clean transitional lines, exquisite millwork, soaring ceilings and an abundance of natural light set the tone throughout. The elegant living room features a fireplace, custom built ins and a bay window, while the gracious dining room overlooks the lush garden & pool. A beautifully appointed butler's pantry connect to the extraordinary kitchen with custom cabinetry, integrated appliances, and an impressive center island with generous seating. Open to the expansive family room, this is the true heart of the home. A private main floor office, oversized mudroom with extensive storage and direct access garage complete the main level. Upstairs, a gracious lounge leads to the spectacular primary retreat with sitting area, spa inspired ensuite and custom dressing room. Four additional bedrooms each feature custom closets and ensuite baths, plus a convenient second floor laundry. The Impressive lower level offers generous ceiling heights, a private fitness studio, huge recreation room, elegant wine cellar, guest suite and abundant concealed storage. Outside enjoy a gorgeous pool and hot tub surrounded by professionally landscaped gardens and mature privacy trees. A covered pergola creates an inviting outdoor room, complemented by a convenient exterior washroom. An oversized three car garage with epoxy floor and rear garage door access completes this remarkable home. Ideally located near excellent public and private schools, Yonge Street & Bayview shops and restaurants, transit and scenic ravine trails, 5 Pine Forest Road is truly an exceptional residence.

5 Pine Forest Road, Toronto
$7,298,000
5 Beds ⋅ 4 Baths ⋅ C13659642 MLS
Valley House, designed by acclaimed architecture studio Superkül and built by Derek Nicholson Construction, is a striking expression of minimalist contemporary design, where sculptural form, natural materials and the surrounding landscape are brought together in complete harmony. Situated on an extraordinary 75x164 ft (plus an additional 81x173 ft lot at rear) reverse ravine lot in Hogg's Hollow, the residence is enveloped by mature trees & expansive views. Defined by clean lines & a warm palette of walnut, teak, porcelain, glass & stone, the architecture creates a seamless dialogue between interior & exterior. The main level unfolds through a series of beautifully balanced spaces, from the sunken family room with custom teak cabinetry, grasscloth wallpaper & cherry-wood ceiling to the chef's kitchen with bespoke Bulthaup cabinetry, Gaggenau appliances, Caesarstone surfaces & seamless access to the rear terrace & gardens beyond. The principal living space is anchored by a dramatic double-sided wood-burning fireplace & framed by floor-to-ceiling glass overlooking the ravine. The primary suite offers panoramic views, custom dressing room cabinetry & a spa-inspired ensuite overlooking the open-air courtyard. Upstairs, 3 additional bedrooms feature generous proportions, custom closets with integrated organizers & warm walnut flooring. A private lounge & study create an intimate retreat above the main living spaces, featuring custom banquette seating, a dedicated workspace & access to a private terrace overlooking the ravine landscape. The lower-level extends the residence with expansive above-grade windows, flexible media & fitness spaces, guest accommodations & carefully considered utility spaces. Valley House is a sophisticated expression of modern architecture where simplicity becomes the ultimate ultimate luxury.

12 York Valley Crescent, Toronto
$2,300,000
3 Beds ⋅ 1 Baths ⋅ C13655484 MLS
Hogg's Hollow original 1926 charming Centre Hall Character home on private, lushly treed lot. Much loved in the same family for over 60 years, and ready for a new vision. Rebuild, renovate or ad onto this storybook home. Ideal locale, tucked into the winding country Roads of The Valley yet conveniently located within easy walking distance to Yonge St. shops, Loblaws, Shoppers Drug Mart, restaurants and banks, York Mills subway and with convenient 401 and downtown access. A rare opportunity to own a property in this prestige neighbourhood at an affordable price point.

38 Donwoods Drive, Toronto
$5,398,000
5 Beds ⋅ 5 Baths ⋅ C13647110 MLS
Welcome To 12 York Rd, A Timeless Custom-Built Architectural Residence In Prestigious Bayview & York Mills, Where Sophisticated Design Meets Luxury Living. Showcasing Clean Contemporary Lines, Soaring Ceilings, Dramatic Walls Of Glass, And Exceptional Natural Light Throughout. A Striking Floating Staircase And Sculptural Interior Elements Create An Immediate Statement Of Elegance. The Designer Chef's Kitchen Features Custom Cabinetry, Premium Appliances, Oversized Centre Island, And Walk-Out Access To The Beautifully Landscaped Garden, Seamlessly Connecting Indoor And Outdoor Living. Elegant Principal Rooms And Family Spaces Are Designed For Both Everyday Comfort And Elevated Entertaining. The Primary Retreat Offers A Spa-Inspired Ensuite And Walk-In Closet, While Spacious Bedrooms Deliver Comfort And Style. Finished Lower Level With Recreation, Fitness, And Flexible Living Space. Private Outdoor Areas Surrounded By Mature Greenery Create A Peaceful Urban Retreat. Perfect Family Home Offering Exceptional Space For Entertaining And Creating Lasting Memories. Complete With A Two-Car Garage. Rare Opportunity To Own A Timeless Contemporary Masterpiece In One Of Toronto's Most Coveted Neighbourhoods.

12 York Road, Toronto
$8,488,000
7 Beds ⋅ 10 Baths ⋅ C13643450 MLS
Nestled on one of **Hoggs Hollow's** most prestigious streets, this * European-inspired *limestone and Tyndall stone estate backs onto the **Don River**, offering exceptional privacy, breathtaking natural beauty, and timeless elegance. Inspired by Tuscany and masterfully designed by an Italian architect, this residence is rich in old-world craftsmanship and refined luxury. A grand foyer with stained glass detailing welcomes you into elegant principal rooms, including a formal living room with a custom European-inspired fireplace and a sophisticated dining room highlighted by a copper ceiling and exquisite raised-panel wood detailing. The spectacular family room features soaring cathedral ceilings, exposed wood beams, wrought-iron chandeliers, and a dramatic floor-to-ceiling stone fireplace, all over/l gardens, pool, and river. The Italian-inspired chef's kitchen is a true showpiece, featuring premium appliances, and a separate prep kit designed for effortless entertaining. A richly finished private study-featuring leather flooring, a stunning copper ceiling, custom built-in shelving, and a balcony overlooking the *Don River-offers a one-of-a-kind retreat. Upstairs, beautiful Italian lighting leads to a grand hallway and six generously sized ensuite bedrooms, crowned by an extraordinary primary retreat featuring a fireplace, a boutique-style walk-in closet, and tranquil views overlooking the lush gardens and the Don River beyond-creating a true private sanctuary. The fully finished lower level extends the home's exceptional living space with a spacious recreation lounge featuring a fireplace , wet bar, glass-enclosed gym, custom wine cellar, second kitchen, nanny suite, and walk-in cedar room. Large walkouts open directly to a spectacular resort-style backyard with a *heated pool, outdoor fireplace, built-in BBQ, wood-fired pizza oven, elegant stone terraces, mature trees, and professionally landscaped grounds-all overlooking the tranquil beauty of the Don River.

14 St Margarets Drive, Toronto
$15,900,000
7 Beds ⋅ 10 Baths ⋅ C13641486 MLS
An Extraordinary Gated Estate On Toronto's Prestigious Bridle Path, Offering Approximately 14,000 Sq. Ft. Of Impeccably Crafted Living Space With A Sophisticated Contemporary Design. This Exceptional 6+1 Bedroom Residence Welcomes You With A Grand Rotunda Foyer Leading To Elegant Principal Rooms, A Stately Library, A Spectacular Grand Salon, And A Chef-Inspired Kitchen With A Striking U-Shaped Centre Island. Exceptional Custom Millwork, Architectural Ceilings, Glass Railings, Exotic Wood, And Natural Stone Finishes Define Every Space. The Luxurious Primary Retreat Features A Vaulted Ceiling, Sitting Room, Spa-Inspired 8-Piece Ensuite, Boutique-Style His-And-Hers Walk-In Closets, And A Private Terrace Overlooking The Lush Gardens. Designed For Exceptional Living And Entertaining, The Home Includes An Enclosed Wine Cellar With Tasting Room, Tiered Home Theatre, Recreation And Games Rooms, Wet Bar, Fitness Centre, Indoor Sauna, And A Private Nanny Suite. Resort-Inspired Grounds Showcase Lush Landscaping, Stone Terraces, A Pool, Jacuzzi, Outdoor Sauna, Cabana With A 3-Piece Bath And Change Room, Pergola, Sport Court, Jungle Gym, And Expansive Outdoor Entertaining Areas. Complete With A Three-Car Garage, Heated Driveway, Integrated Lighting And Sound, Built-In Speakers, And A Comprehensive Security System, This Iconic Bridle Path Estate Offers Unparalleled Luxury, Privacy, And Prestige.

6 The Bridle Path, Toronto
$10,800,000
6 Beds ⋅ 9 Baths ⋅ C13636384 MLS
An Architectural Masterpiece Of Distinction, Elegance & Enduring Luxury, Gracefully Positioned Within Toronto's Most Prestigious Bridle Path Enclave. Designed Without Compromise, This Magnificent Estate Showcases Grand-Scale Living, Extraordinary Craftsmanship & Bespoke Finishes Throughout. A Breathtaking 21ft. Cathedral Foyer, Elevator Servicing All Levels, Exquisite Quarter-Sawn White Oak Herringbone Floors, Heated Marble Flooring, Intricate Custom Millwork & Designer-Appointed Interiors Create An Unforgettable First Impression. The Spectacular Chef's Custom Made Kitchen Is A Culinary Showpiece, Beautifully Appointed W/A La Canche Gas Range, Premium Miele, Wolf & Sub-Zero Appliances, Custom Cabinetry & An Expansive Entertainer's Island.The Lavish Primary Sanctuary Is The Epitome Of Sophisticated Living, Offering Separate Boutique-Style His & Hers Dressing Rooms & An Opulent Spa-Inspired 9-pcs Marble Ensuite. Each Additional Bedroom Enjoys Its Own Luxurious Ensuite, Ensuring The Ultimate Comfort & Privacy For Family & Guests. The Exceptional Lower Level Rivals The Finest Private Clubs, Featuring A State-Of-The-Art Home Theatre, Elegant Recreation Lounge, Designer Wet Bar, Climate-Controlled Glass Wine Cellar, Fitness Studio, Guest Suite & Walk-Up Access To The Grounds. Beyond The Interior Lies A Truly Resort-Inspired Outdoor Sanctuary. Impeccably Landscaped & Designed For World-Class Entertaining, The Private Backyard Features A Spectacular Inground Swimming Pool, Spa Jacuzzi, Elegant Poolside Cabana, Fully Appointed Outdoor Kitchen, Dedicated 3-pcs Pool Washroom & Private Change Room, Delivering An Unparalleled Lifestyle Of Leisure, Luxury & Sophisticated Outdoor Living.

39 Arjay Crescent, Toronto
$6,795,000
7 Beds ⋅ 11 Baths ⋅ C13634704 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
$7,788,000
6 Beds ⋅ 7 Baths ⋅ C13628576 MLS
The famous Bezier Curve House is a premier architectural residence tailored for active family life in Toronto's most prestigious neighborhood. Curated by architect Tania Bortolotto and built by Abond Homes, this 7,500+ SF home blends high-design artistry with everyday warmth. The connected Main Floor features soaring ceilings and walls of glass bathe the open-concept layout in natural light. The signature sweeping, curved roofline flows effortlessly from the exterior to the interior, creating an inspiring backdrop for gatherings and supervising homework from the kitchen island. The private and multi-generational spaces sprawl over all 3.5 stories. A grand mezzanine keeps the upper levels feeling airy while allowing parents to stay connected. The second floor offers large children's bedrooms and a sumptuous primary retreat with a spa ensuite and dressing room. A three-floor elevator connects every level for multi-generational accessibility. Lower Level Fun & Function: The ultimate kid and teen zone features a massive recreation room for movie nights, guest/nanny accommodations, and a practical second laundry room.Safe Outdoor Sanctuary: The extra-wide lot boasts a rare, secure, and illuminated front garden courtyard. It centers around a bespoke concrete lap pool, providing a private haven for kids to play and families to relax. A spacious garage and large driveway accommodate multiple vehicles. Nestled in Lawrence Park, the home is minutes from tree-lined ravine parks, the Granite Club, and Rosedale Golf Club. It sits within top-tier public and private school districts, securing exceptional education and long-term asset value.

108 Stratford Crescent, Toronto
$11,880,000
7 Beds ⋅ 9 Baths ⋅ C13613444 MLS
The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timeless grandeur and modern sophistication. Positioned on a southwest-facing ravine lot 106.6x306, the residence offers panoramic views of the Rosedale Golf Club and a rare conservation backdrop. A full walk-out design extends to expansive terraces and a resort-inspired pool, creating a seamless connection between elegant interiors and the natural outdoors. With approximately 13,280 square feet of living space across three levels, the estate embodies both scale and refinement. Soaring ceilings, rich hardwood floors, and walls of glass bring light and openness throughout. Complementing the home's exceptional quality and meticulous upkeep is a brand-new roof, providing both peace of mind and lasting value. The principal suite serves as a private retreat with a spa-like ensuite, elegant dressing room, and three walk-in closets. At the homes center, a custom chefs kitchen with walk-in pantry flows into the grand family room, while the sweeping central hall and curved staircase overlook the ravine, offering an architectural statement of distinction. The full walk-out lower level transforms into an entertainers haven, complete with a home theatre, bar, gym, sauna, and nanny's suite. An elevator services all three levels, ensuring accessibility and ease. Beyond the residence, the lifestyle is unmatched. Families benefit from proximity to some of Canadas most celebrated private and public schools. Just minutes away, downtown Toronto awaits with its world-class dining, cultural attractions, theatres, and luxury shopping. With 6+1 bedrooms and 8 bathrooms, The Rosedale Grand Estate is more than a home it is a statement of legacy, offering privacy, prestige, and connection to the best of Toronto living. An extraordinary residence where conservation beauty, refined luxury, and city sophistication meet. A world of magnificence awaits!

32 Arjay Crescent, Toronto
$11,898,000
5 Beds ⋅ 5 Baths ⋅ C13612618 MLS
MORE THAN JUST A RESIDENCE...A WORK OF ART. Designed by Bill Mockler and Drawing Room Architect Inc. and constructed by Teddington Homes. A sophisticated contemporary design with breathtaking ravine views. The front facade is adorned with a custom carved stone statue, smooth limestone, majestic white flowering pear trees flank the front walkway to a stainless steel & glass double door entry, marble foyer, and 10 ceilings. Natural light throughout the residence with massive floor-to-ceiling windows, skylights, and a striking two-storey foyer inviting the beauty of the outdoors inside. The Great room is balanced with two fireplaces and ever changing seasonal views of the garden, formal dining room with refined details, fireplace, & opens to private patio. Chefs kitchen with seamless cabinetry, immense marble island, premium appliances, breakfast area, servery, and pantry. Family room with custom millwork, fireplace, walk out to the garden, and an exquisite powder room. Luxurious primary suite, six-piece spa bath, massive dressing room (originally planned as a 4th bedroom), two other bedrooms with ensuites, and full laundry room. Lower level with recreation room, additional bedroom/exercise rm, bathroom, second laundry rm and wine cellar. The fluid design creates spacious rooms that engage the senses at every turn with, generous wall space for the art collector, high-end finishes, negative trim detailing, luxurious marble surfaces, custom millwork, archways that stretch to the ceiling, exquisite wood elements, automated blinds that recess into walls, Control4 system for lights, speakers, and security. Spectacular 75 x 300 extremely private lot with inviting gunite pool, sundeck, sitting area and outdoor dining area - an oasis! Unparalleled opulent living for those seeking elegance, style, and ultimate privacy on one of Toronto's most coveted streets. Steps to the Golf Club, Yonge St., close to many private schools: Crescent, Bayview Glen, Toronto French School.

20 Forest Glen Crescent, Toronto
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