Bridle Path-Sunnybrook-York Mills Homes for Sale

Bridle Path-Sunnybrook-York Mills Homes for Sale

Welcome to Bridle Path-Sunnybrook-York Mills, an enchanting neighborhood nestled in the heart of Toronto, Ontario. Renowned for its picturesque landscapes and serene ambiance, this prestigious area is a hidden gem that offers a perfect blend of luxury living and natural beauty.

Bridle Path-Sunnybrook-York Mills is characterized by its sprawling estates, lush greenery, and an abundance of parks. The neighborhood boasts some of the most exquisite homes in Toronto, featuring grand architectural designs and expansive lots. Whether you're seeking a contemporary masterpiece or a classic manor, the homes for sale here are sure to impress even the most discerning buyers.

The community is not only about stunning residences; it’s also rich in amenities. Residents enjoy easy access to top-tier schools, upscale shopping, and fine dining experiences. The nearby Sunnybrook Park provides a perfect escape for outdoor enthusiasts, offering miles of walking and biking trails, picnic spots, and recreational facilities.

Bridle Path-Sunnybrook-York Mills is also conveniently located near major highways and public transit, making commuting to downtown Toronto a breeze. With its peaceful atmosphere and family-friendly environment, this neighborhood is ideal for those looking to settle down in a tranquil yet vibrant community.

If you’re in the market for a home that combines luxury with nature, look no further than Bridle Path-Sunnybrook-York Mills. Explore the current listings and discover the perfect place to call home in this prestigious Toronto enclave!

Newest Bridle Path-Sunnybrook-York Mills Homes for Sale

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

7 Shady Oaks Crescent, Toronto
$5,680,000
7 Beds ⋅ 8 Baths ⋅ C13847682 MLS
Set on a rare 100-foot frontage along an exclusive, child-safe crescent in Toronto's coveted Bridle Path, this renovated, move-in-ready two-storey blends timeless brick architecture with refined modern interiors. Generously scaled principal rooms feature exotic wood finishes, two fireplaces, and walkouts to sun-filled terraces. The modern centre-island kitchen opens to terrace access, ideal for entertaining, while a main-floor office and breakfast room complete the level. Upstairs, the primary suite offers a five-piece ensuite and walk-in closet, joined by four additional bedrooms, several with private ensuites. The fully finished walk-out lower level is a private retreat with a second kitchen, two bedrooms, a recreation room, a media and billiards room, and a playroom, all brightened by above-grade windows with direct garden access. An ideal in-law or nanny suite. Extensively upgraded approximately one year ago: new roof, two new heating systems, whole-home and kitchen water filtration, exterior security cameras, fresh landscaping with a new front-yard sprinkler system, finished basement with kitchen, new pot lights, new blinds throughout, a new terrace floor, and new terrace lighting. All windows have been replaced across every level, and the full staircase connecting the main, second, and lower levels has been upgraded to hardwood with new railings. A built-in three-car garage with parking for six more completes the offering. Set on beautifully manicured, private grounds, this is Bridle Path living at its finest.

7 Shady Oaks Crescent, Toronto

11 Suncrest Drive, Toronto
$4,499,900
5 Beds ⋅ 4 Baths ⋅ C13845982 MLS
Tucked into a serene, tree-lined setting in Toronto's prestigious Bridle Path area, this architecturally distinctive bungalow offers exceptional scale, privacy and potential. Set on an impressive 101 ft x 120.80 ft lot backing directly onto a park, the property presents a rare opportunity to preserve and enhance its original 1962 architecture, thoughtfully renovate, or create an exceptional new residence.The main level spans approximately 2,400 sq. ft. and showcases distinctive mid-century character with generous proportions, dramatic ceiling heights, rich wood detailing and expansive windows. The thoughtfully designed layout features four bedrooms, including a spacious primary retreat with a four-piece ensuite. Three bedrooms offer walk-outs to an expansive deck spanning the length of the home.Generous principal rooms include a sun-filled living room with floor-to-ceiling windows, formal dining room, eat-in kitchen and inviting family room.The fully finished lower level provides approximately 2,000 sq. ft. of additional living space, featuring a large recreation room with fireplace, sunken sitting area and walk-out to the garden. An additional kitchen, billiards/games room, separate sitting area, bar and extensive storage offer exceptional flexibility for family living and entertaining. Mature landscaping and an inground pool create a private outdoor setting, complemented by a circular drive and detached double garage. A distinctive opportunity to reimagine an original mid-century residence or create an entirely new vision in one of Toronto's most coveted residential enclaves.

11 Suncrest Drive, Toronto

33 Green Valley Road, Toronto
$12,500,000
6 Beds ⋅ 10 Baths ⋅ C13833798 MLS
***HOGGS HOLLOW'S CROWN ESTATE*** Privately tucked behind its own cul-de-sac and surrounded by mature, park-like landscaping, this extraordinary custom estate offers over 10,000 sq. ft. of luxurious living space. Backing onto the river with views of the exclusive Rosedale Golf Club, it delivers unparalleled privacy just minutes from downtown Toronto and prestigious schools.Designed with exceptional craftsmanship, the residence features a grand foyer, sun-filled great room with retractable walls seamlessly connecting indoor and outdoor living, exquisite millwork and lighting, and dual kitchens, including a dedicated catering kitchen with walk-in fridge.Exceptional amenities include a temperature-controlled wine cellar and tasting room, home theatre, private fitness studio, recreation room, four gas fireplaces and a secluded home office with private entry. An in-law/nanny suite, two laundry rooms, heated driveway and epoxy-finished garage provide everyday convenience. Over $1 million in mechanical systems and property upgrades ensures exceptional functionality.The magnificent primary retreat features a couture-inspired dressing room, private sitting area, spa-like ensuite and expansive sun deck. Five additional bedrooms, each with its own ensuite, offer ultimate comfort and privacy. Outdoors, resort-inspired grounds feature a covered terrace with fireplace, swimming pool, hot tub, water feature, full outdoor kitchen, cabana and children's playground, all framed by lush landscaping and tranquil river views.A rare country-in-the-city sanctuary where architectural excellence, absolute privacy and resort-style living converge.

33 Green Valley Road, Toronto

11 Doon Road, Toronto
$7,995,000
8 Beds ⋅ 9 Baths ⋅ C13830056 MLS
Set on an impressive 100 x 145 ft property in the heart of York Mills, 11 Doon carries a presence that is immediately felt yet. A sweeping circular drive leads to a grand central foyer that sets the tone and brings the entire home together, with principal rooms unfolding naturally around it. At the heart of the residence, the spectacular family room rises approximately 22 feet and overlooks the backyard, filling the space with light and drawing the gardens into the centre of the home. It connects seamlessly to the expansive chef's kitchen and breakfast area, creating a warm, functional hub for everyday life. Formal living and dining rooms, a wood-panelled office and a striking walnut wine room add depth and character. Outside, the home shifts effortlessly into summer living with an inground concrete pool, hot tub, stone terraces, covered full outdoor kitchen with B/I bbq, gazebo, fire-pit lounge, change facilities and outdoor bath surrounded by mature landscaping. Upstairs, the home becomes more intimate, with five beautifully proportioned bedrooms offering calm, comfort and space for every member of the family. The primary retreat is especially impressive, with its fireplace, private balcony, dressing room and spa-inspired bath creating a quiet escape at the end of the day. The walkout lower level continues the lifestyle with a theatre, entertainer's bar, secondary kitchen, recreation areas, guest accommodations, gym and steam room. Some of Toronto's most prestigious private schools-including Crescent School, TFS - Canada's International School and Havergal College-are just minutes away, together with the Granite Club and Rosedale Golf Club, placing exceptional education, recreation and community the centre of everyday life.11 Doon is a home for family mornings, summer afternoons, celebrations, quiet evenings and years of memories still to come-a substantial residence in one of Toronto's most established neighbourhoods.

11 Doon Road, Toronto

257 Lawrence Avenue E, Toronto
$6,488,000
6 Beds ⋅ 8 Baths ⋅ C13821986 MLS
This stunning modern custom residence is ideally situated in the coveted Granite Club neighborhood. It offers over 6,300 square feet of sophisticated living space seamlessly combining contemporary elegance, comfort, and functionality. Main floor features a spacious living room and dining room featuring expansive aluminum windows, a linear fireplace and a stunning wine bar. The meticulously designed open-concept kitchen features a large center island and breakfast area, flowing effortlessly into the family room, complete with an elegant wall unit. An oversized aluminum sliding door opens from the family room onto a breathtaking covered terrace, creating an ideal setting for indoor-outdoor living and entertaining. A spectacular library features a custom wall unit, soaring ceilings, and floor-to-ceiling windows. A modern staircase and a private elevator provide convenient access to the second floor. Four skylights throughout the home further enhance the abundance of natural light. The second floor offers a spacious primary suite with a large picture window, complemented by a stunning ensuite bathroom and luxurious dressing room, each featuring a skylight, high-quality custom cabinetry, and elegant sconces and integrated strip lighting. Three additional spacious bedrooms each feature their own ensuite bathroom. The walk-up basement provides exceptional additional living and entertaining space, including a separate entrance, exercise room, nanny suite, sauna, and a large recreation room with walk-up access to beautifully landscaped backyard. Ideally located just minutes from the Granite Club, Crescent Private School, Toronto International French School, York University's Glendon Campus, shopping, parks, and major transportation routes, with convenient access to Highway 401.

257 Lawrence Avenue E, Toronto

31 Arjay Crescent, Toronto
$5,580,000
7 Beds ⋅ 6 Baths ⋅ C13816620 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

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