Bridle Path-Sunnybrook-York Mills Homes for Sale

Bridle Path-Sunnybrook-York Mills Homes for Sale

Welcome to the enchanting neighborhood of Bridle Path-Sunnybrook-York Mills, one of Toronto’s most prestigious and sought-after areas. Nestled in the heart of the city, this picturesque enclave is renowned for its lush greenery, expansive estates, and a serene atmosphere that feels a world away from the bustling urban landscape.

Bridle Path-Sunnybrook-York Mills is characterized by its tree-lined streets, sprawling parks, and an abundance of natural beauty. Here, residents enjoy the tranquility of nature while being just a stone's throw away from Toronto's vibrant cultural scene. The neighborhood is home to some of the city’s most luxurious properties, featuring grand mansions with stunning architectural designs, manicured gardens, and breathtaking views. Whether you’re seeking a modern masterpiece or a classic estate, the homes for sale in this area promise elegance and sophistication.

Families are drawn to Bridle Path-Sunnybrook-York Mills for its exceptional educational institutions and proximity to top-tier private schools. Outdoor enthusiasts will appreciate the extensive network of trails, parks, and recreational facilities, including the scenic Sunnybrook Park, perfect for leisurely strolls, cycling, or picnicking.

With its rich history, community spirit, and a strong sense of belonging, Bridle Path-Sunnybrook-York Mills offers an unparalleled lifestyle. If you’re searching for a home in a neighborhood that combines luxury living with a peaceful retreat, look no further. Explore the homes for sale in this exquisite area and discover the perfect place to call home in Toronto!

Newest Bridle Path-Sunnybrook-York Mills Homes for Sale

123 Rochester Avenue, Toronto
$8,995,000
6 Beds ⋅ 6 Baths ⋅ C14128682 MLS
A striking contemporary façade of limestone and brick establishes an impressive first impression, complemented by a private at-grade driveway, built-in garage and comprehensive snow-melt system servicing all walkways and the patio. Inside, refined transitional interiors are enhanced by soaring 10-foot ceilings on the main level, creating an atmosphere of understated elegance. The formal living and dining rooms offer sophisticated entertaining spaces, flowing seamlessly into an extraordinary rear great room anchored by a beautifully appointed eat-in kitchen and separate butler's pantry. A dramatic 17-foot wall of glass connects the family room to the landscaped grounds beyond, creating a seamless transition between indoor and outdoor living. Two dedicated main-floor offices provide exceptional flexibility for today's work-from-home lifestyle. The upper level accommodates 5 generously proportioned bedrooms, including an exceptional primary retreat designed as a private sanctuary. The fully finished lower level extends the home's living and leisure spaces, featuring radiant in-floor heating, media room and a well-appointed fitness area with sauna. Added convenience includes a spacious mudroom and direct access to the heated garage. Outdoors, the beautifully landscaped grounds reveal a private, resort-inspired oasis. A spectacular swimming pool and hot tub are complemented by an outdoor cabana with washroom and change room, while an expansive stone patio provides an elegant setting for entertaining, relaxing and enjoying the outdoors throughout the seasons. A remarkable family residence where architectural presence, thoughtful design and exceptional lifestyle amenities come together seamlessly. No expense spared in the quality and constriction of this immaculate residence, gently lived in, builders own home and to be turned over like new.

123 Rochester Avenue, Toronto
71 Cardiff Road, Toronto
$3,099,000
4 Beds ⋅ 5 Baths ⋅ C14127118 MLS
This fabulous 4-bedroom, 5-bathroom centre hall home was thoughtfully reimagined 15 years ago to meet the needs of today's busy family. Set high above street level, the home welcomes you with oversized south-facing windows that flood the living and dining rooms with natural light. On the other side, a chef-inspired kitchen features an extra-long L-shaped centre island, abundant cabinetry and generous pantry space, all overlooking the inviting family room with gas fireplace. The seamless walkout to a large deck creates the perfect setting for summer entertaining, with a beautifully landscaped garden transforming the backyard into your own private retreat. Upstairs, the spacious primary bedroom offers a large walk-in closet and a 5-piece spa ensuite with an Ariel steam shower featuring built-in radio and aromatherapy. A second bedroom enjoys its own 4-piece ensuite, while two additional well-proportioned bedrooms share a 3-piece bathroom. With three bathrooms on the second floor, busy mornings are a breeze! The lower level is equally impressive, with gleaming hardwood floors, pot lights and several above-grade windows creating a bright, versatile recreation space currently enjoyed as both a media room and home gym. A separate pantry room and well-appointed laundry room with abundant storage add everyday convenience. With 2 car parking in the driveway, the double-wide private drive may accomodate additional tandem parking depending on size of all vehicles and 2-car built-in garage, provides ample parking while preserving the backyard as a summer oasis. Families will love the proximity to Northlea Elementary and Middle School, including its Early French Immersion program, and the easy 6-minute walk to the Bayview and Eglinton LRT station. Explore the shops, cafes and restaurants along Bayview Avenue and Mount Pleasant Rd. Ideally situated between the beloved communities of Leaside and Davisville, this is family living at its very best!

71 Cardiff Road, Toronto
31 Arjay Crescent, Toronto
$5,090,000
7 Beds ⋅ 6 Baths ⋅ C14126340 MLS
A Rare Opportunity on Coveted Arjay Crescent. Privately set within the prestigious Bayview/Post Road enclave of The Bridle Path, this substantial estate residence sits on an exceptional 12,411 SqFt (0.285-Acre) lot with 116.45 ft frontage and 198.78 ft depth, surrounded by mature trees, established landscaping and remarkable privacy. Offering over 6,000 SqFt above grade plus a finished lower level, the property presents an exceptional combination of location, land, scale and future potential.**A gracious double-door entrance opens to an impressive open-to-above foyer and generously proportioned principal rooms. The formal dining room overlooks the landscaped garden and pool, while the expansive family room, large kitchen with breakfast area and walk-out, main-floor office and dedicated piano/den provide exceptional versatility for family living and entertaining.**The second level features five generously sized bedrooms, including a grand primary retreat with 6-piece ensuite and walk-in closet. The finished lower level with separate entrance offers two additional bedrooms, two bathrooms, second kitchen, second laundry, expansive recreation/game room and sauna-ideal for guests, extended family or multigenerational living.**The private grounds are the true signature of this estate, featuring towering mature trees, beautiful landscaping, irrigation, inground pool and pool house, sweeping interlocking circular driveway and built-in double garage. Thoughtfully updated in 2025-2026 with new roof, stairs, whole-house painting, upgraded pot lights, new foyer chandelier, bathroom exhaust fans, pool-house lighting and sauna equipment. 400-amp electrical service.**An exceptional opportunity to live in, renovate and reimagine the existing residence or create a future custom estate tailored to the next generation of luxury living. Close to the Granite Club, Rosedale Golf Club, Crescent School, TFS, Edwards Gardens, Trails, Sunnybrook, shopping and major transportation routes.

31 Arjay Crescent, Toronto
11 York Road, Toronto
$5,489,900
6 Beds ⋅ 6 Baths ⋅ C14122840 MLS
Set in the Bridle Path, Sunnybrook and York Mills area, this elegant family residence offers over 7,500 square feet of beautifully finished living space, totally renovated by Sbane Baghai. A classic contemporary finish runs throughout, with freshly refinished red oak hardwood floors and a calm, timeless feel in every room. The main floor (5,721 Sq. Ft.) is made for both family life and entertaining. The dining room, chef's kitchen, family room and a large separate room, ideal as a library or private office, all walk out on the deck and pool. Upstairs, five bedrooms each have their own ensuite or semi ensuite, including a luxurious primary suite with a distinctive marble en-suite, steam shower and an exceptionally large walk-in closet. Laundry is on both the main and second floors. The lower level is a true retreat, with a theatre room, a second kitchen, nanny's suite, cedar sauna and wine cellar. Outside, enjoy the beautiful pool and hot tub. The kitchen is fitted with Sub Zero, Bosch and Brigade appliances. A double car garage and a private drive for eight more cars make hosting effortless. Golf enthusiasts will appreciate the setting: the Granite club is a four minute drive and Rosedale Golf Club is eight minutes away. Excellent public schools are close by, including Owen Public School, St. Andrew's Middle School and York Mills Collegiate Institute. A rare opportunity to own a spacious, move in ready home in one of Toronto's most ought after enclaves.

11 York Road, Toronto
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
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
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
25 Tudor Gate, Toronto
$8,880,000
6 Beds ⋅ 6 Baths ⋅ C13863096 MLS
Architecturally Significant Grand French Chateau-Inspired Custom Residence Designed By Architect Napier Simpson In Prestigious Bridle Path-Sunnybrook-York Mills Features An Elegant Main Floor Primary Retreat And Unforgettable Architecture Set In A Tranquil 104'x166' Ravine Lot. Approx. 7370 Sq Ft Of Elegant Living Space Has Been Meticulously Restored And Renovated Including A Dramatic Two-Storey Turret With Spiral Staircase, Exposed Rich Wood Beam Arches, Luxurious Hardwood Floors, Refined Stone Surfaces, Integrated Speakers, Custom Lighting, And Modernized Comforts Throughout. A Striking Great Room With Soaring Beamed Cathedral Ceilings And Extraordinary Stained Glass Installation Features Walkouts To The Raised Stone Terrace Overlooking The Ravine. A Showstopping Chef-Inspired Kitchen With Custom Wolf and Sub-Zero Appliances Plus Dining Room Feature A Walkout To A Dining Terrace Surrounded By The Enchanting Sounds Of The Windfields Park Ravine For The Most Extraordinary Indoor And Outdoor Entertaining. The Main Floor Primary Retreat Features A Private Balcony, Spa-Like Ensuite, And Sprawling Dressing Room. Four Well-Appointed Bedrooms Plus Convenient 2nd Floor Laundry And A Study With Juliette Balconies Complete The 2nd Level Of The Home. Additional Living Spaces Found On The Lower Level Include An Exercise Room With Grade-Level Walkout, Nanny Suite, And Richly Panelled Rec Room And Billiard Room Complete With Onyx Bar And Floor-To-Ceiling Stone Fireplace. Unparalelled Curb Appeal Commands The Home's Exterior With A Stately Gated Entry, Majestic Circular Drive Bordered By Custom Lush Landscaping, Full Stone Facade And Signature Copper Roof And Eaves. An Extraordinary Residence In An Even More Remarkable Setting Surrounded By The Serenity And Majesty Of The Windfields Park Ravine. Just Minutes To Renowned Public And Private Schools, Scenic Outdoor Spaces, Upscale Dining And Shopping, Granite Club, Rosedale Golf & Country Club & Cricket Club.

25 Tudor Gate, Toronto
47 Stratheden Road, Toronto
$3,995,000
5 Beds ⋅ 5 Baths ⋅ C13857004 MLS
Never to have been offered on the market is this coveted Lawrence Park home and land. Discover this exceptional 5-bedroom, 4-bathroom family residence, privately tucked away on a quiet cul-de-sac and set on an extraordinary pie-shaped lot. Built in 1964 by the original owner as his forever home, this cherished property has been lovingly maintained by one family for over six decades, offering an exceptional sense of history, warmth, and timeless character. The remarkable lot measures approximately 42 ft frontage, 125 ft on one side, 225 ft on the other, and 190 ft across the rear property line, providing an abundance of space and tremendous future potential. The expansive private grounds feature a large in-ground swimming pool, creating the perfect backdrop for summer entertaining, family gatherings, and outdoor enjoyment. The existing residence offers a thoughtfully designed layout with generous principal rooms and comfortable family living. Renovate and personalize the home to suit your family's vision or take advantage of the exceptional lot to create a magnificent custom residence. The possibilities are as impressive as the property itself. Enjoy an enviable Lawrence Park location, minutes from some of Toronto's most highly regarded private and public schools, the Granite Club, beautiful parks, ravines, and a wealth of neighbourhood amenities. A peaceful cul-de-sac setting adds privacy and tranquility to this prestigious family community. A truly rare opportunity to acquire an exceptional Lawrence Park property combining an oversized and versatile lot, large in-ground pool, coveted location, and a lovingly preserved home filled with character. Renovate, rebuild, or simply enjoy this remarkable property for generations to come. A very private lot with sunny south and west exposures.

47 Stratheden Road, Toronto
25 The Bridle Path, Toronto
$13,800,000
8 Beds ⋅ 10 Baths ⋅ C13855536 MLS
An Exceptional Gated Estate Situated Directly On The Bridle Path, One Of Toronto's Most Prestigious Residential Streets. Set On An Expansive 100 x 297.98 Ft. Lot Amid Mature Trees And Distinguished Estates, This Residence Offers A Quiet, Private Setting With Timeless Elegance And Remarkable Space For Family Living And Entertaining. Approximately 12,982 Sq. Ft. Of Total Living Space Includes 8,432 Sq. Ft. Above Grade And A 4,550 Sq. Ft. Finished Lower Level. An Impressive Gated Entrance Opens To A Grand Circular Motor Court With A Heated Snow-Melting System, A Three-Car Garage And Total Parking For 15 Vehicles. Extensive Stone Paving, Beautifully Landscaped Gardens And Generous Terraces Showcase Substantial Investment In Both The Front And Rear Grounds. Inside, A Beautiful Rotunda Foyer Introduces Elegant Principal Rooms, A Formal Dining Room And A Richly Panelled Library With A Fireplace, Custom Bookcases And Coffered Ceiling. The Spacious Kitchen Features Granite Countertops, A Centre Island, Breakfast Bar And A Bright Breakfast Area With A Walkout To The Garden. Generous Bedroom Accommodations Include A Primary Retreat With An Ensuite, Walk-In Closet And Private Balcony, Plus Multiple Additional Bedrooms With Ensuites. The Expansive Finished Lower Level Offers Media, Fitness And Recreation Spaces Along With A Spacious Bedroom Suite And Two Additional Bedrooms Ideal For Live-In Staff. The Secluded Backyard Creates A Resort-Like Escape With An Inground Swimming Pool, Decorative Fountain, Private Tennis Court And A Poolside Cabana House Complete With Its Own Kitchen and Bathroom Plus An Adjacent Laundry. Mature Greenery And Spacious Outdoor Entertaining Areas Complete This Distinguished Estate On The Bridle Path.

25 The Bridle Path, Toronto
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