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, a hidden gem nestled in the heart of Toronto, Ontario. This prestigious enclave is renowned for its lush greenery, sprawling estates, and a tranquil atmosphere that attracts discerning homeowners seeking both luxury and serenity.

Bridle Path-Sunnybrook-York Mills is characterized by its picturesque tree-lined streets, manicured gardens, and expansive properties, many of which boast breathtaking views of the Don River Valley. With a blend of architectural styles, from modern masterpieces to classic mansions, the homes for sale in this area offer something for every taste. Each residence is a testament to elegance and sophistication, featuring spacious interiors, state-of-the-art amenities, and beautifully landscaped yards that provide an ideal setting for both relaxation and entertainment.

The neighborhood is not just about stunning homes; it also offers a vibrant community spirit. Residents enjoy proximity to top-tier schools, exclusive private clubs, and a variety of recreational opportunities, including the scenic Sunnybrook Park and the prestigious Donalda Club. For those who appreciate the finer things in life, upscale shopping and gourmet dining options are just a short drive away, ensuring that everything you need is within reach.

If you're searching for a home that embodies luxury living amid nature's beauty, Bridle Path-Sunnybrook-York Mills is the perfect destination. Explore the exceptional homes for sale in this remarkable neighborhood and discover a lifestyle that is truly unparalleled. Your dream home awaits in this idyllic Toronto enclave!

Newest Bridle Path-Sunnybrook-York Mills Homes for Sale

5 Pine Forest Road, Toronto
$8,750,000
6 Beds ⋅ 9 Baths ⋅ C14026670 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
5 Fidelia Avenue, Toronto
$9,995,000
5 Beds ⋅ 7 Baths ⋅ C13849338 MLS
Rarely offered contemporary custom crafted home in prime Lawrence Park. Quiet treelined street, sensational curb appeal with limestone, brick exterior, large floor to ceiling windows. Quality finishes throughout, cohesive designing and modern layout. Exceptional Great Room combining casual living space, dining and spectacular eat-in kitchen with clean lines and integrated finishes. Expansive glass windows and doors, all overlooking the incredible backyard pool, cabana and entertainer patio. Perfectly positioned powder room off the mudroom which has side door entry and direct access to the double car garage. Primary suite with a treetop view of the pool, 5 piece ensuite bathroom and unreal dressing room fit with a custom closet system. 3 remaining bedrooms with ensuite bathrooms and walk-in closets. Second floor laundry room for ease and convenience. 10 ft ceilings on the main floor and second floor. Sensational basement (9 foot ceilings) with supersized family room, the generous proportions allow for entertainment area and games room. There is a bonus home gym and an additional bedroom with 3-piece ensuite bathroom. This house boasts incredible natural light, custom paneling, oak hardwood floors and heated porcelain tile floors throughout. The backyard has been designed for entertaining in the city. The covered patio with gas fireplace is perfect for entertaining and the salt water pool and sundeck will keep the kids happy. The rear cabana offers bonus climate controlled space year round. Landscaped with column trees and sleek metal fencing for the ultimate in privacy. No expense spared in the construction of this contemporary masterpiece.

5 Fidelia Avenue, Toronto
30 Hedgewood Road, Toronto
$3,280,000
5 Beds ⋅ 4 Baths ⋅ C14134376 MLS
Stately & Stunning. Extensively Reno'd On York Mills Most Coveted Address-Hedgewood Rd. Old World Charm Maintained W/The Utmost In High End Fin & Updates. Soaring Foyer Ceils. 2 Fps. Hwd T/Out.Chef's Gourm Kit W/Granite C/Tops, & Center Isld, Brkfst Area With W/Out To Gdns & Access To Mudrm. Formal Din Rm & Liv Rm-Perfect For Ent. Sep Master Retreat Boasts Wicc & 6Pc Marble Ens.New Hard Floor In Basement With 2Bdrs, Rec Rm & Ample Storage.Lush Gdn.Premium Corner Locale.

30 Hedgewood Road, Toronto
2430 Bayview Avenue, Toronto
$3,199,000
4 Beds ⋅ 3 Baths ⋅ C14131300 MLS
This Stunning Detached Bungalow Is Situated In One Of The GTA's Most Prestigious Neighbourhoods. Attractive Curb Appeal And Ample Driveway Parking For Multiple Vehicles Make It Ideal For A Growing Family. Step Inside To A Move-In-Ready Home Featuring Crown Moulding, Pot Lights, And Fireplaces. Bright, Open Living Spaces And Bedrooms Enjoy Abundant Natural Light, While Thoughtful Details, Distinctive Entrances, And Generous Storage Add To Its Appeal. The Expansive Basement Recreation Room Offers Built-In Cabinetry, A Fireplace, And A Kitchen.

2430 Bayview Avenue, Toronto
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 cul-de-sac street, 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
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
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