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

$2,559,000
5 Beds 3 Baths C13604564 MLS
An amazing Storybook Home perched at the top of the valley in historic Hoggs Hollow. The character of this1927 bungalow seamlessly blends timeless charm with refined modern upgrades offering the perfect balance of privacy, nature, and urban convenience. The thoughtfully renovated main level showcases a chef-inspired kitchen designed for both everyday living and elegant entertaining, featuring premium Miele built-in appliances, including a wall oven and coffee system, gas range, and an expansive Centre Island and Breakfast Bar. A charming breakfast nook overlooks the rear yard & gardens, creating a serene setting for morning coffee. Step outside to your private patio retreat complete with a cabana-style shed ideal for intimate gatherings or quiet relaxation surrounded by mature greenery. The main level also features a spacious primary suite with a spa-like five-piece ensuite, including a freestanding soaking tub, glass enclosed shower, and dual sink vanity. A versatile den offers flexibility as a guest room, office, or secondary bedroom. The walk out lower level adds valuable living space with a sunken recreation room highlighted by increased ceiling height and a gas fireplace with slate surround and wood mantle. Additional rooms with above-grade windows provide flexibility for home office, guests and if required In-Law or Live In Nanny Suite potential. A large three-piece bathroom and generous mechanical/storage room complete this level. 2528 total internal square footage. Outdoors the engineered & reconstructed structurally sound double garage could provide extra bonus living and entertaining areas above. Technical Drawings available for those looking to expand the home. Perfectly positioned near premier lifestyle amenities including Rosedale Golf Club, Top-tier Schools, Sunnybrook Health Sciences - one of Canada's Top Hospitals and just minutes to Yonge Street, Loblaws, Fine Coffee Shops, Restaurants, Quaint shops, 401, York Mills.

11 Donwoods Drive, Toronto

$7,980,000
6 Beds 9 Baths C13601146 MLS
A Once-in-a-Generation Opportunity to Own an Exceptional Custom Estate in Toronto's Prestigious Bridle Path.Originally commissioned as the developer's own private estate, this extraordinary Victorian Revival masterpiece was meticulously custom built in 2006 as a timeless expression of European elegance, architectural artistry&uncompromising craftsmanship.Offering approx 5,670 sq.ft. plus 3,053 sq.ft. W/o lower level.A commanding limestone and brick façade sets the tone for what lies within, where towering Corinthian columns,handcrafted cathedral entrance doors and a grand circular interlocking driveway create an unforgettable arrival experience. Beyond the entrance, an awe-inspiring 20'+ reception gallery unfolds beneath a dramatic 6' 6' skylight, framed by marble flring,intricate plaster mouldings,elegant limestone detailing and a sweeping curved wrought-iron staircase.Designed as magnificent reception rms inspired by Europe's grand estates,the formal Living and Dining Rms are defined by soaring 14-foot ceilings, Corinthian columns, oversized architectural windows, Brazilian hardwd flooring and exquisite limestone fireplaces. From plaster mouldings and dramatic coffered ceilings to elegant limestone detailing, bespoke millwork and exceptional custom finishes, every architectural element reflects a level of craftsmanship reserved for a true custom estate-one that simply could not be replicated today.The residence offers 5+1 luxurious bedrm suites, 9 bathrms, a distinguished executive library, an elegant family rm,a gourmet chef's kitchen,servery.The grand primary retreat serves as a private sanctuary, featuring a sitting area, a double-sided fireplace,an spa-inspired ensuite with heated floors,a soaking tub,and generous His&Hers walk-in closets.The finished w/o lower level is designed for exceptional entertaining, complete with a home theatre,fitness rm,sauna,wet bar, expansive recreation lounge with the fifth limestone fireplace, and a separate nanny suite.

5 Saintfield Avenue, Toronto

$6,168,000
6 Beds 9 Baths C13574802 MLS
Backs Onto Ravine! Perched gracefully at the highest point of Hoggs Hollow, this French Château inspired masterpiece sits on a spectacular 239.08 x 207.81 ft ravine lot (approx. 1.14 acres). Designed by Dee Dee Taylor Hannah and built by award-winning builder Michael Rossini, this timeless stone estate offers over 10,000 sq.ft. of luxurious living space, blending European elegance with modern comfort. The homes distinctive curved and symmetrical design showcases architectural artistry rarely seen today. Featuring 4 bedrooms with ensuites, 9 washrooms, and a 3-car garage with a circular driveway accommodating up to 15 cars, all principal rooms face west, overlooking the serene ravine. A grand marble foyer, curved hallways, and custom millwork opens to elegant living and dining rooms that walk out to the ravine and garden. Two libraries on main floor, five fireplaces, built-in speakers, 10-ft ceilings, and hardwood floors throughout. The gourmet kitchen with double granite islands and an open-concept family room with motorized curtains creates a warm and inviting space for entertaining.Step out to a 700 sq.ft. patio with outdoor fireplace and panoramic ravine views. The primary suite features a lavish 9-piece ensuite, his & her walk-in closets, and heated bathroom floors. The walk-out lower level wth heated floors includes a home theatre, wine cellar, sauna, wet bar, nanny/guest ensuite, and a recreation room with fireplace opening directly to the backyard oasis.The heated concrete pool with cascading waterfall, framed by mature trees, creates a private, resort-like retreat. A rare offering combining elegance, privacy, and tranquility, just moments from the Granite Club, top private schools (Crescent, TFS, Havergal, UCC, BSS), fine dining, and Rosedale & Don Valley Golf Clubs.A true statement of taste, craftsmanship, and enduring luxury in one of Torontos most prestigious enclaves.

36 Old Yonge Street, Toronto

$9,380,000
8 Beds 7 Baths C13563002 MLS
Signature French Country Estate, Dramatic Facade With Exquisite Stone Accents On 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 It's 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 It's 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

$2,688,000
6 Beds 4 Baths C13542086 MLS
Nestled in Torontos prestigious Bridle Path neighbourhood Bayview and Broadway, this beautifully built, light-filled home blends timelesselegance with modern functionality in a prime midtown location. Offering approximately 3,500 sq.ft. of total living space, its perfect for familiesseeking refined city living with ample room to entertain, relax, work, and grow. The open-concept main floor welcomes you with a generous foyer,soaring ceilings, hardwood floors, and custom millwork. Gracious living and dining areas feature crown molding, a fireplace, and large windows,while the chef-inspired Irpinia kitchen boasts granite countertops, a centre island, two wine fridges, built-in cabinetry, and a breakfast areaoverlooking the serene backyard through double French doors. A sun-filled family room with built-ins and a second fireplace completes the heartof the home. Upstairs, the private primary suite offers a stunning 5-piece ensuite, walk-in closet, and two additional closets, while three morespacious bedrooms with skylights and built-in organizers complete the upper level. The fully finished lower level offers outstanding versatilitywith a large recreation room, private bedroom with Murphy bed and built-ins, an additional office/bedroom, full laundry room, and walk-outaccess to a peaceful backyard retreat. Additional highlights include custom cabinetry, beautiful natural light throughout, and extensive storage.Ideally located steps to Leaside, Yonge & Eglinton, Sherwood and Sunnybrook Parks, top-ranked public and private schools including Leasideand Northern Secondary, Whole Foods, fine dining, boutique shops, and the new Eglinton LRT. A rare opportunity to own a move-in ready luxuryfamily home or investment property in one of Torontos most coveted and convenient neighbourhoods

313 Broadway Avenue, Toronto

$6,500,000
5 Beds 5 Baths C13539046 MLS
Experience The Epitome Of Luxury In This One-of-a-kind Glamorous Home On The Most Desired Streets In The Lawrence Park South Neighbourhood, The Closest Walking Street To The Toronto French School .135 Buckingham Ave Stands As A Timeless Architectural Marvel Plus A Resort-Style Backyard. As You Enter Through The Majestic 2-Story Grand Entrance, You'll Be Enveloped In An Ambiance Of Opulence, Highlighted By A Staircase. The Expansive Living Areas Showcase High Ceilings And Meticulous Attention To Detail, Seamlessly Blending Contemporary Design With Timeless Craftsmanship To Create An Atmosphere Of Refined Indulgence. The Main Level Offers A Spacious Family Room Flowing Into A Gourmet Kitchen Equipped With State-of-the-art Appliances, Formal Living Room And Formal Dining Room. Upstairs, Discover An Opulent Primary Suite Featuring Two Custom-Designed Walk-In Closets And Primary Baths, Along With 3 Additional Bedrooms .Step Outside To The Backyard, A True Private Resort-Like Paradise, Featuring A Large Shimmering Swimming Pool With a Water Slide At The Deep End , Jacuzzi And Sunken Siting Areas. A Soothing Waterfall Sound That Can Be Enjoyed In The Backyard or From Master Bedroom Balcony . Embrace The Luxury Of Living In Your Own Private Oasis, A Truly Unique And Unparalleled Home. With A Major Emphasis On Security And Privacy, This Home Is Surrounded By Very Tall Trees That Shield The Residence And Backyard. PUBLIC OPEN HOUSE: September 20th & 21st from 2PM to 4PM.

135 Buckingham Avenue, Toronto

$23,000,000
8 Beds 13 Baths C13533606 MLS
Hidden behind lush landscaping on over 2.12 acres along one of The Bridle Path's quietest and most prestigious settings, this remarkable estate stands among Toronto's most architecturally significant private residences. Internationally acclaimed architect John C. Parkin envisioned a timeless mid-century masterpiece where sculptural modern architecture is seamlessly integrated with the surrounding landscape, creating an extraordinary balance of privacy, natural light, and enduring design. Decades ahead of its time, the residence was thoughtfully designed to allow its striking concrete architecture to emerge naturally from the landscape, preserving the beauty of the grounds while creating a remarkable sense of seclusion. Defined by light and space, the home is anchored by a breathtaking four-storey solarium, where dramatic skylights and expansive walls of glass flood the interiors with natural sunlight, blurring the boundaries between indoors and out. Private indoor and outdoor pools further enhance the home's pioneering wellness-inspired design. Spanning approximately 26,000 square feet across all levels, the residence effortlessly transitions from grand-scale entertaining to intimate everyday living. A spectacular 3.5-storey atrium provides an unforgettable setting for charitable galas, private celebrations, and live performances, while the tranquil Zen meditation garden offers a quiet retreat dedicated to reflection and relaxation.A circular motor court, dual drive-through indoor garages, and generous guest parking are seamlessly integrated into the design, reflecting Parkin's commitment to beauty without compromising functionality. Every detail was meticulously considered to create a residence that remains as compelling today as when it was first conceived-a lasting testament to John C. Parkin's visionary design and one of Toronto's most remarkable private estates.

30 High Point Road, Toronto

$5,980,000
5 Beds 6 Baths C13528366 MLS
Architecturally significant estate in prestigious Hogg's Hollow, set on an extraordinary ravine lot with breathtaking views. Fully renovated and exceptionally private, this luxury residence offers abundant natural light, 4+1 oversized bedrooms, hardwood floors throughout, and a thoughtfully designed layout with multiple formal and informal living spaces for both family living and entertaining. The gourmet kitchen features updated appliances and opens to the spacious family room with a gas fireplace, built-in speakers, and motorized curtains. An adjoining balcony provides a dedicated BBQ and seating area overlooking spectacular panoramic ravine views. The luxurious primary suite boasts heated floors throughout, a lavish 5-piece ensuite, expansive his-and-her walk-in closets, and a retractable ceiling-mounted television. A private staircase leads to an upper-level retreat with skylights and stunning ravine views, ideal as a lounge or office. The walk-out lower level is designed for recreation and entertaining, featuring a fully equipped gym, professionally designed home theatre, private guest suite, and a 2,000-bottle wine cellar. Integrated smart home technology allows remote control of lighting, heating, cooling, in-floor heating, and built-in audio systems while a comprehensive security system includes outdoor cameras, video doorbells, motion detectors, and window sensors. Outside, a heated concrete pool, separate water feature, mature trees and beautifully landscaped grounds with automated irrigation create a private resort-like setting. A circular stone driveway, rare two-car garage and roof de-icing system further enhance the property. Ideally located minutes from York Mills Subway Station, Highway 401, Toronto's top private schools, shopping, dining and amenities.

48 Old Yonge Street, Toronto

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