Sunnybrook-York Mills is a gorgeous and upscale neighbourhood. It is home to the most affluent community in the country: Bridle Path. Residents of Sunnybrook-York Mills enjoy many luxuries, including a world-renowned hospital, expansive green space, and stunning homes and condos. The incredible Sunnybrook Park and horse stables were left to the city by the Kilgour family. Sunnybrook Hospital was Canada’s largest veterans hospital, and remains one of the best medical care facilities in the world. Also within Sunnybrook-York Mills area is Windfeilds Park and the enchanting Edwards Gardens. There are trails and gardens winding through the forests and along the ravine. Many families with children choose to reside in the neighbourhood because of the great schools and parks. There are also plenty of stores, restaurants, and cafes along Bayview Avenue and Eglinton Avenue East.
Welcome to Bridle Path-Sunnybrook-York Mills
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19 Country Lane in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12870578
19 Country Lane Toronto M2L 1E1 
$18,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12870578
- Bedrooms:
- 7
- Bathrooms:
- 11
Grand Palatial Custom Residence On A Sun-Rich South-Facing Gated Cul-De-Sac Lot In The Prestigious Bridle Path. This Extraordinary Estate Built By Renowned SKR Homes Represents The Pinnacle Of Luxury Living With Over 15,500 Sq Ft Of Exquisite Living Space Featuring An Upper Level Theatre, Resort Style Rear Gardens With Pool, Cabana, And Unique Guest House. Soaring Cathedral Skylights Illuminate The Interior With Rich Herringbone Hardwood And Italian Statuario Marble Floors. The Gourmet Chef's Kitchen Flows Seamlessly To The Family Room And A Covered Outdoor Living Pavilion, Blending Indoor And Outdoor Elegance. The Palatial Primary Suite Is A Private Sanctuary With Sitting Room, Double-Sided Fireplace, And Terrace Overlooking Meticulously Landscaped Grounds. Spa-Inspired Ensuite Features A Cast Iron Soaking Tub And Oversized Steam Shower. Upper Levels Include A Media Room And Versatile Third-Floor Loft. The Walk-Out Lower Level Rivals A Private Members' Club With Temperature-Controlled Wine Cellar, Games Room, Cigar Lounge, Fitness Center, Massage Room, Sauna, Salon, And Private Nanny Quarters. Outdoors, Enjoy A Spectacular Concrete Pool And Spa, Expansive Entertaining Areas, And A Fully Equipped Outdoor Kitchen With Built-In Gas Bbq And Wood-Burning Pizza Oven. A Detached Guest House Completes The Estate With Wall-To-Wall Bi-Folding Doors, Heated Floors, Vaulted Ceilings, Full Kitchen, Bathroom, And Living Space, Ideal For Guests Or Extended Family. Truly One-Of-A-Kind In One Of Toronto's Most Coveted Neighborhoods, Designed To Surpass The Expectations Of The Most Discerning Clientele. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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277 Lawrence Avenue E in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12869290
277 Lawrence Avenue E Toronto M4N 1T6
$2,870,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12869290
- Bedrooms:
- 4
- Bathrooms:
- 3
Exceptional opportunity in one of Toronto's most sought-after neighbourhoods. Ideally located steps to Toronto French School (TFS) and minutes to the prestigious Crescent School, as well as the shops and restaurants along Lawrence & Bayview. Set on a premium 50 x 139.79 ft lot, this charming family residence offers 4 bedrooms on the upper level and 3 bathrooms (including 2 on the second floor and 1 in the basement), providing a practical and comfortable layout for family living.The primary suite and ensuite have been thoughtfully renovated, while the entire home has been freshly painted, creating a bright and welcoming interior. Enjoy a beautifully landscaped backyard, perfect for outdoor relaxation and entertaining. The updated driveway and single-car garage enhance both convenience and curb appeal.Surrounded by excellent schools, parks, and amenities, this home offers an outstanding midtown Toronto lifestyle in a prestigious family-oriented community. 24 Hrs notice for showing please. Thank you !! More detailsListed by EASTIDE REALTY- JARROD ARMSTRONG
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48 the bridle Path in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12864050
48 the bridle Path Toronto M2L 1C8
$6,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12864050
- Bedrooms:
- 3
- Bathrooms:
- 2
Build to suit! Situated in the heart of Millionaire's Row, 48 the Bridle Path offers a rare 103' x 260' rectangular lot, providing over 26,000 square feet of prime, sun-drenched land. Surrounded by lush greenery and the city's most significant architectural landmarks, this property is the ultimate stage for a custom built sanctuary of glass, stone and unparalleled privacy. Sold "As Is" "Where Is". More detailsListed by RIGHT AT HOME REALTY- JARROD ARMSTRONG
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28 Glenorchy Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12861968
28 Glenorchy Road Toronto M3C 2P9
$10,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12861968
- Bedrooms:
- 6
- Bathrooms:
- 5
Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Masterpiece. Soaring 25 Ft Ceiling Anchors Grandeur Foyer and Symmetrical Layout. Upscale Finishes Acclaims Both Contemporary Living & Timeless Elegance. Total Appx 7,366 Sf Luxurious Interior. Above 5,564 sf. Walkout Lower Level 1,802 Plus 3-Car Garage. Upper Four Ensuite Bedrooms, Downstair Guestroom & Nanny's Quarter. Lavish Walk-in & Walk-through Wardrobes. Culinary Maple Kitchen. Hand-painted Royal Library. Salon Style Gallery Hallways. Segmental Arches, Detailed Dormers, Curved Staircase, Cast Iron Accents, and Silk Fabric Walls Consistently Honouring the Homeowner's Fine Taste. Sitting atop of Acres of Lush Glendon Forest & Sunnybrook Park to Enjoy Panoramic Greenery & Private Oasis. Perfect Proximity to Granite Club, Golf Courses, Crescent, Harvergal, T.F.S., U.C.C., Crestwood & Wealth Choice of Top Ranking Public & Private Schools.**EXTRAS** Enhanced Outdoor Living Adored Professionally Crafted Front & Back Gardens, Grotto Patio & Natural Stone Paths, Circular Driveway Extending Long Inner Drive, and unparalleled ravine More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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1 Suncrest Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12861138
1 Suncrest Drive Toronto M3C 2L1
$9,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12861138
- Bedrooms:
- 6
- Bathrooms:
- 9
Welcome to 1 Suncrest Drive, an Extraordinary Estate in Toronto's Exclusive Bridle Path Neighbourhood. This Custom-built Masterpiece by Keystone Group Offers Over 8,500 Sq. Ft. Of Luxurious Living Space, Thoughtfully Designed for Elevated Family Living and Sophisticated Entertaining. Featuring 5 Spacious Bedrooms, Including a Private Nanny's Quarter, 2 Offices, and 2 Elegant Powder Rooms, This Home Offers the Perfect Balance of Comfort and Functionality. The Grand 21 ft. Foyer With Its Custom Crystal Mosaic Skylight Introduces the Stunning Quality of Craftsmanship Found Throughout. Heated Floors in All Bathrooms and the Entire Basement Provide Year-round Comfort. The Gourmet Kitchen, Designed for the Discerning Chef, Includes a La Cornue Gas Range, Calacatta Marble Countertops, a Walk-in Pantry, and a Wine Fridge, Ensuring Its Perfect for Both Intimate Dinners and Grand Celebrations. The Open Concept Living Area is Enhanced by a Built-in Sound System and a Gas Fire Pit, Creating the Ideal Environment for Entertaining. The Expansive 2,630 Sq. Ft. Luxury Basement Retreat is a True Highlight, Featuring a Wet Bar, Home Theatre, Indoor Pool With Jet System, Sauna, and Wood-burning Firepit. With a Walk-up to the Beautifully Landscaped Grounds, This Space is Designed for Both Relaxation and Entertainment. The Professionally Landscaped Grounds Offer Mature Trees and Direct Access to Sunnybrook Park, Providing a Serene Oasis. The Heated Driveway and Pathways Ensure Comfort Year round, While the 3 car Garage and Additional Parking for 5 Vehicles Offer Ample Space for Guests. With a Cambridge Elevator Serving All Three Levels, State-of-the-art Security Systems, and Unparalleled Amenities, 1 Suncrest Drive Sets the Standard for Luxury Living in One of Toronto's Most Prestigious Communities. More detailsListed by THE AGENCY- JARROD ARMSTRONG
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309 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12843636
309 21 Burkebrook Place Toronto M4G 0A2
$1,980,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12843636
- Bedrooms:
- 3
- Bathrooms:
- 2
Rarely available in coveted Kilgour Estates. Sensational split bedroom layout measuring almost 1600 sq ft of interior living space with fabulous views overlooking the greenery of the Sunnybrook Ravine. A turn key residence, fully updated and immaculately maintained. This 2 +den suite offers incredible versatility in the use of space. The open concept living room and dining room allows for flexible furniture placement. As not to encroach on the living space a thin entertainment built-in has been added and the pot lights have been positioned as accent lighting. Natural light streams in the large east facing windows and there is a walk out to a massive balcony that overlooks and spans across the treetops of Sunnybrook Park. The kitchen is pleasantly equipped with granite counters and a centre island for extra prep space or a casual glass of wine while cooking. The primary suite has a bright east exposure with walk-out, a generous walk-in closet and a luxurious spa inspired 5-pc ensuite bath. Nothing has been overlooked. The second bedroom is incredibly spacious with access to a 4-pc bathroom and ample closet space. For those seeking a home office the den is a separate room and offers incredible privacy from the main open concept living space. No suite of this caliber would be complete without a full sized laundry room and additional linen storage. This suite comes with 2 car parking, roughed in for EV charging, if required. There is also a large heated storage locker for seasonal overflow. This building has an excellent reputation and a strong sense of community. The common elements have recently undergone a cosmetic update. The quiet positioning of the building along with exceptional amenities makes Kilgour Estates the perfect home. Lives Like a Bungalow. True Gem! More detailsListed by RE/MAX HALLMARK JOY VERDE GROUP REALTY- JARROD ARMSTRONG
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268 St Leonards Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12838706
268 St Leonards Avenue Toronto M4N 1L2
$6,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12838706
- Bedrooms:
- 6
- Bathrooms:
- 6
A rarely offered Lawrence Park residence of exceptional craftsmanship and architectural pedigree, available for the first time since 2012. Designed by renowned architect Lorne Rose with interiors by Carey Mudford, this distinguished Tudor-style home sits on a prime 50 x 150 ft lot and offers approximately 5,500 sq ft of beautifully finished living space. The striking Indiana limestone and brick facade, cedar shingle roof, leaded glass windows, copper detailing, and hand-crafted stone portico create timeless curb appeal. A heated driveway, steps, porch, and walkways ensure year-round comfort, complemented by mature landscaping, irrigation, exterior lighting, and integrated security. Inside, refined detailing defines every space, including 10ft ceilings on the main level, 9 ft ceilings above and below, heated marble floors, custom millwork, coffered ceilings, rich hardwood flooring, and sound-insulated construction. Principal rooms flow seamlessly for both elegant entertaining and everyday family living. The chef's kitchen features premium appliances, bespoke cabinetry, and opens to an oversized family room with walk-out to a private stone terrace. The upper level offers generously proportioned bedrooms and spa-inspired baths, highlighted by a luxurious primary retreat with vaulted ceilings, marble finishes, steam shower, and private outdoor access. The fully finished lower level with radiant heated floors provides exceptional versatility, including a large recreation room with walk-out, wet bar, wine cellar, guest or nanny suite, and extensive storage. Thoughtfully maintained and continuously upgraded, the home delivers enduring quality and modern reliability. Complete with a rare three-car secure garage, this is an exceptional opportunity just moments to Toronto's top schools, the Granite Club, Bayview Avenue, Highway 401, and surrounding parks, a truly special offering in one of the city's most coveted family neighbourhoods. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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33 Stratheden Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12833200
33 Stratheden Road Toronto M4N 1E5
$9,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12833200
- Bedrooms:
- 6
- Bathrooms:
- 9
Unrivalled With The Exquisite Luxury Finishes. Breathtaking Limestone Facade, Slate Roof and Heated Driveway.Sits On A South-Facing Parcel With Almost 70 Ft Of Frontage, Showcasing Almost 6400 Sqft Above Grade with parking & Almost 3500 Sqft below Grdae " As Builders Plans " -With The Best Of Finishes And Fixtures, Timeless Elegance In The Heart Of Highly Desirable Lawrence Park. Designed by Renowned Architect Richard Wengle. Chef-Inspired Dream Kitchen With Custom Built-ins and Top of the Line Appliances W/ Walkthru Pantry & Breakfast Area, Open To Large Entertainers Family Room W/ Addt'l Private Office W/Walkout to Private Backyard Terrace and Professionally Landscaped Yard with swimming pool, Mudroom with a Separate Side Entrance, Take Elevator To Second Floor Offering 5 Spacious Bedrooms, Primary Featuring Spectacular Primary Ensuite Complete With His/Her Walkin Closets, + Sumptuous Ensuites For All Bedrooms, + Sundrenched Work/Lounge Area! Lower Level Has Radiant Flooring Throughout W/ Rec Room, Kitchenette/Wet Car, Gym, Theatre, Wine Cellar, Plus Guest Suite (Nanny) And Walk Up To Patio & Lush Rear yard Oasis Featuring Swimming Pool and Waterfall.! Enjoy Heated Driveway And Front Steps and Crestron Home Automation More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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51 Glenavy Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12830264
51 Glenavy Avenue Toronto M4P 2T9
$1,675,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12830264
- Bedrooms:
- 3
- Bathrooms:
- 2
An exceptional opportunity to secure a property on Glenavy Avenue, a quiet, tree-lined cul-de-sac just off Broadway in one of Toronto's most established and sought-after neighbourhoods! With a pie-shaped lot and proudly owned by the same family for over 50 years, this home has been meticulously maintained! This property is being offered primarily for its land value, making it an extraordinary opportunity for end-users/families or builders/investors, seeking value, location, and future potential. The existing residence is loaded with charm and sophistication and is being sold as-is, presenting a blank canvas for a rebuild or renovation or simply live as is and enjoy the heritage feel. The street is characterized by a mix of well-maintained homes and newer custom builds, highlighting the long-term value and redevelopment appeal of the area. Ideally located right at Bayview and Eglinton in upper Leaside/Mount Pleasant East, close to parks, top-rated schools, transit, Sunnybrook Hospital and everyday amenities. This property offers both lifestyle convenience and strong future upside. A rare chance to build in a desirable Toronto neighbourhood where custom homes continue to transform the streetscape. Bring your vision and unlock the full potential of this prime property. More detailsListed by RE/MAX NOBLECORP REAL ESTATE- JARROD ARMSTRONG
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36 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12829674
36 Old Yonge Street Toronto M2P 1P7
$7,680,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12829674
- Bedrooms:
- 6
- Bathrooms:
- 9
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. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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80 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12823890
80 Donwoods Drive Toronto M4N 2G5
$3,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12823890
- Bedrooms:
- 4
- Bathrooms:
- 5
Incredibly Rare Opportunity For Luxurious Country Living In The City With This Private Residence Located On A Tree-Lined Lot On The West Don River In Prestigious Hoggs Hollow. Surrounded By A Delicate Balance Of Professionally Landscaped Gardens And Nature's Own Prolific Beauty, This Immaculately Maintained Residence Offers Breathtaking Views At Every Turn. The Gourmet Kitchen and Dining Room Look Over The Well Known Hydrangea Gardens. The Main Floor Features Generously Sized And Beautifully Architected Principal Rooms Including A Sunken Living Room With Wood-Burning Fireplace And Picture Windows Over Looking The Lush Green Vistas. Plus Juliet Balcony Overlooking The Sanctuary-Like Rear Gardens. The Family Room, Breakfast Area, And Primary Retreat Offer Additional Vantage Points To Indulge In Tranquil Views. The Cottage Like Backyard Boasts A Swimming Pool With Ipe Brazilian Wood Deck, Multiple Surrounding Stone Terraces for Entertaining And Views Of The Flowing Don River. The Primary Retreat Also Features Wood-Burning Fireplace, Wall-To-Wall Box Bay Windows And Skylights Showcasing Breathtaking Tree-Top Vistas Of The River And Backyard Oasis, Plus Award-Winning 6-Piece Designer Ensuite. The 2nd Floor Features 2 Additional Well-Appointed Bedrooms Plus 4-Piece Designer Bathroom. The Lower Level Boasts A Sprawling Rec Room With Grade-Level Walkout To The Rear Garden, Plus 4th Bedroom And 2 Additional Bathrooms. Conveniently Located Just Steps To Yonge St And York Mills TTC, Top-Rated Public And Private Schools, Gourmet Dining, Upscale Shops, Rosedale Golf Club And Granite Club. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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78 Arjay Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12820794
78 Arjay Crescent Toronto M2L 1C7 OPEN HOUSE: Mar 14, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 14, 2026 2:00PM - 4:00PMOPEN HOUSE: Mar 15, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, March 15, 2026 2:00PM - 4:00PM
$6,580,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12820794
- Bedrooms:
- 4
- Bathrooms:
- 5
Exceptional Golf Course Lot On Prestigious Arjay Crescent. Rare Premium Parcel Measuring Approximately 114.52 Ft x 274.58 Ft, Encompassing Approximately 0.710 Acres And Backing Directly Onto Rosedale Golf Club - An Extraordinary Setting Offering Unmatched Privacy And Serene Green Vistas. One Of The Most Desirable Lot Characteristics In Toronto's Luxury Market. Exceptional Building Opportunity Surrounded By Distinguished Multi-Million Dollar Residences. Remarkable Frontage And Depth Provide Outstanding Design Flexibility And Long-Term Value Potential. A Truly Rare Land Offering In One Of Toronto's Most Coveted Estate Enclaves. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES NANCY SAEDI- JARROD ARMSTRONG
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Data was last updated March 11, 2026 at 04:15 PM (UTC)
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