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The Bridle Path [p.5]

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  • 32 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12513112

    32 Brookfield Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1A9
    Main Photo: 32 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12513112
    $5,880,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12513112
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to Prestigious Hoggs Hollow! Gracefully nestled among lush ravines and steps from the iconic Rosedale Golf Club, this elegant residence blends timeless charm with modern sophistication. A stately steel gate and grand entry doors create a striking first impression. The sun-filled open-concept main floor showcases wall-to-wall bay windows overlooking one of the area's deepest private lots-your serene, tree-lined backyard oasis with endless potential. The living room's marble-surround fireplace adds warmth, while a mezzanine overlooking the grand foyer enhances the sense of space and luxury. The sleek chef's kitchen features top-tier appliances, a waterfall island, and an inviting breakfast area. Upstairs, the primary suite offers a private sitting room and Juliet balcony retreat. All bedrooms boast spa-like ensuite baths with in-floor heating. Attached garage and generous storage complete this exceptional home. More details
    Listed by RE/MAX ADVANCE REALTY
    Tanya Crepulja
    Steven Fontes
  • 108 Cheltenham Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13810464

    108 Cheltenham Avenue Bridle Path-Sunnybrook-York Mills Toronto M4N 1P9
    Main Photo: 108 Cheltenham Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13810464
    $5,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13810464
    Bedrooms:
    5
    Bathrooms:
    7
    This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship. Situated on one of Lawrence Park's premier streets, the home captivates immediately with its striking curb appeal & timeless architectural presence. A distinctive custom-built home by Den Bosch & Finchley, the grand foyer opens to expansive principal rooms, including an elegant formal living room with fireplace & Juliette balcony & a spectacular dining room designed for sophisticated entertaining.The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear gardens, separate servery & a walkout to the upper flagstone terrace. The adjoining family room, complete w/fireplace & custom built-ins, offers the perfect setting for relaxed everyday living. A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level. The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite. Three additional bedrooms each feature beautifully appointed ensuite baths, custom walk-in closets, built-ins & integrated desks. A well-appointed second-floor laundry room provides exceptional convenience & functionality for modern family living. The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining. A spacious media room overlooks the rear gardens & features a fireplace, wet bar w/sink & a fridge, large games room w/walkout to the spectacular private fenced-in yard, a versatile 5th bdrm or gym, a 4-pc washroom & a mudroom w/direct access to a rare heated 3-car garage complete this space. Exceptional storage solutions are thoughtfully incorporated thruout. Set on an exquisitely landscaped 50' x 150' lot in coveted Lawrence Park, this home totals 6,125 sq ft of exceptional living space. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 7 Shady Oaks Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13847682

    7 Shady Oaks Crescent Bridle Path-Sunnybrook-York Mills Toronto M3C 2L4
    Main Photo: 7 Shady Oaks Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13847682
    $5,680,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13847682
    Bedrooms:
    7
    Bathrooms:
    8
    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. More details
    Listed by THE AGENCY
    Tanya Crepulja
    Steven Fontes
  • 31 Arjay Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13816620

    31 Arjay Crescent Bridle Path-Sunnybrook-York Mills Toronto M2L 1C6
    Main Photo: 31 Arjay Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13816620
    $5,580,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13816620
    Bedrooms:
    7
    Bathrooms:
    6
    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. More details
    Listed by RE/MAX REALTRON REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 78 York Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13152416

    78 York Road Bridle Path-Sunnybrook-York Mills Toronto M2L 1H8
    Main Photo: 78 York Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13152416
    $5,268,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13152416
    Bedrooms:
    6
    Bathrooms:
    6
    Custom Built Home On Rarely Available 80X145 Ft Private Treed Lot. Close To Desired Schools & Amenities. Around 7200 sq ft of luxury living space.Steps To Renowned Schools, Granite Club, Parks And Shops At York Mills/Bayview..Classic Exterior Design Of Stone And Stucco, Canopy over main entrance, Huge Sunroom with Motorized Exterior Shades and Curtains. Elegant Cherry Hardwood Flooring, New bathrooms on the 2nd floor.4 Fireplaces, Gourmet Kitchen W/Large Granite Island & Built-In Stainless Steel Appliances, Expansive Lower Level W/Nanny Rm/2nd Kitchen & Bar/Workout Area,/Media Room 3 Car Tandem Garage More details
    Listed by BAY STREET GROUP INC.
    Tanya Crepulja
    Steven Fontes
  • 19 Saintfield Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13756022

    19 Saintfield Avenue Bridle Path-Sunnybrook-York Mills Toronto M3C 2M4
    Main Photo: 19 Saintfield Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13756022
    $5,219,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13756022
    Bedrooms:
    6
    Bathrooms:
    4
    Contemporary Mid-Century Modern-Inspired Residence Featuring Its Own Architectural Pedigree, Enhanced By VM Zinc Exterior Panels Imported From Germany, Delivering A Sleek And Sophisticated Aesthetic. Rich In Solid Douglas Fir Wood Accents, This Home Has Been Meticulously Re-Envisioned By Famed Architect Jillian Aimis (Formerly Of Hariri Pontarini Architects. Set On An Expansive 100-Foot Frontage With A South-Facing Rear Garden Oasis, This Exceptional Property Is Located Within Prestigious The Bridle Path Exclusive Glenorchy Community. Striking Curb Appeal! The Residence Features Hardwood Floors And Custom Built-Ins Continue Throughout The Refined Interior, Featuring A Gourmet Kitchen With Breakfast Area, Generously Sized Sun-Drenched Principal Rooms, And A Dramatic Central Staircase Overlooking The Rear Garden's Gunite Pool And Two-Tiered Stone Terrace. The Primary Retreat Offers A Tranquil Bedroom Suite With Walkout To A Private Terrace, Alongside A Spa-Inspired Ensuite Featuring A Luxurious Steam Shower And Custom Zebrawood Cabinetry Throughout. The Lower Level Showcases A Sprawling Recreation Room With Exposed Brick Walls, A Full Bar, And A Natural Wine Cellar Designed For The Most Discerning Connoisseur. Ideally Located Just Minutes From Edwards Gardens, Top-Ranking Public And Private Schools, Renowned Golf Courses, Upscale Shops, And Fine Eateries. Amidst Many Newly Built Estates, This Community Remains Rich In Character And Tranquility, Defined By Expansive Frontages And Mature Trees. Whether Enjoyed As-Is Or Reimagined, This Property Also Serves As The Perfect Palette For A Future Custom-Built Residence, If So Desired. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
  • 27 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13697434

    27 Old Yonge Street Bridle Path-Sunnybrook-York Mills Toronto M2P 1P6
    Main Photo: 27 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13697434
    $5,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13697434
    Bedrooms:
    4
    Bathrooms:
    3
    An Exceptional Opportunity To Build Your Dream Residence On This Premium, Mostly Table, One-Acre Building Lot With 300' Of Frontage, Elegantly Perched Atop Its Ridge And Commanding Picturesque Ravine Vistas Of The Valley Below. This Remarkable Setting Affords A Rare Combination Of Complete Privacy While Simultaneously Showcasing Sweeping City Views, Including The Iconic CN Tower Skyline. Nestled Within The Esteemed Enclave Of Hogg's Hollow, This Distinguished Property Presents An Exquisite Canvas For A Custom Residence Designed In Refined Harmony With Its Natural Surroundings And Serene Seclusion. Conceptual Architectural Renderings By Renowned Architect Stan Makow Illustrate The Extraordinary Potential To Create A Residence Of Approximately 5,300 Square Feet As Of Right, With The Possibility Of Significantly Greater Scale Through A Committee Of Adjustment Application. Whether You Choose To Design And Build A Bespoke Masterpiece Tailored To Your Exacting Standards, Or Thoughtfully Refine And Expand The Existing Residence With Its Current Abundance Of Character And Enduring Charm, The Opportunity Is Truly Exceptional. A Rare And Distinguished Offering For Builders, Investors, Or End-Users Seeking To Craft A Singular Estate In One Of Toronto's Most Coveted Neighbourhoods. Moments To Fine Shops, Upscale Dining, Premier Golf, Subway Access, And Major Highways. Proudly Held By The Same Family For Generations, This Property Awaits Its Owner-An Invitation To Create Something Truly Remarkable. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
  • 143 Mildenhall Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13756400

    143 Mildenhall Road Bridle Path-Sunnybrook-York Mills Toronto M4N 3H4
    Main Photo: 143 Mildenhall Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13756400
    $4,888,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13756400
    Bedrooms:
    4
    Bathrooms:
    2
    AN EXTRAORDINARY RAVINE-SIDE SETTING. A LEGACY OPPORTUNITY. Offered for the first time in more than half a century, this cherished family home is gracefully positioned on an exceptional 50 x 159-foot lot with beautiful table land, backing onto the protected Teddington Park/Riverview Drive ravine corridor. Rarely does a property offer such a remarkable combination of exceptional table land and an extraordinary ravine-side exceptional table setting, creating a level of privacy, natural beauty and tranquillity that is increasingly difficult to find in Toronto. Surrounded by a magnificent canopy of mature trees and lush gardens, this is a property where nature and timeless elegance exist in perfect harmony. The protected ravine landscape becomes a natural extension of the backyard, a peaceful retreat where morning coffee, evening entertaining, and the changing seasons unfold against a backdrop of mature forest and birdsong. It feels wonderfully removed from the pace of the city, yet remains moments from the exceptional amenities that define this coveted neighbourhood. Toronto French School is just a short stroll away, while The Granite Club and Crescent School are within comfortable walking distance. Havergal College, Rosedale Golf Club, Sunnybrook Health Sciences Centre and the picturesque Glendon Campus of York University are all just minutes away. Nearby ravine trails offer an unparalleled connection to nature, whether walking the dog, enjoying a morning run, cycling through the valley or strolling beneath the canopy of mature trees. More than simply a property, 143 Mildenhall Road offers the opportunity to become part of an established community where families put down roots, friendships span generations, and neighbours become lifelong friends. Some homes are purchased. Others become part of a family's story. After more than fifty years of cherished ownership, this remarkable residence awaits a new family to carry forward its legacy and write the next chapter. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 11 Suncrest Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13845982

    11 Suncrest Drive Bridle Path-Sunnybrook-York Mills Toronto M3C 2L1
    Main Photo: 11 Suncrest Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13845982
    $4,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13845982
    Bedrooms:
    5
    Bathrooms:
    4
    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. More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
    Tanya Crepulja
    Steven Fontes
  • 40 Donino Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13810528

    40 Donino Avenue Bridle Path-Sunnybrook-York Mills Toronto M4N 2W7
    Main Photo: 40 Donino Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13810528
    $4,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13810528
    Bedrooms:
    6
    Bathrooms:
    7
    ***Vendor May Assist in Financing For The Serious Buyers!***Attention Investors, Builders & EndUsers! 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, ThisRemarkable 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 MostCoveted 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. May Be Available. A Rare Opportunity Of This Calibre Should Not Be Easily Missed! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    Tanya Crepulja
    Steven Fontes
  • 309 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12170188

    309 2 Post Road Bridle Path-Sunnybrook-York Mills Toronto M3B 3M7
    Main Photo: 309 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C12170188
    $4,200,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12170188
    Bedrooms:
    2
    Bathrooms:
    3
    61 timeless residences coming soon to the highly coveted Bridle Path. Five-storey Beaux-Arts design artfully envisioned by world renowned architect Richard Wengle. Masterfully built by North Drive. Offering the security and ease of lock and go convenience, these homes are paired with the refined amenities of a boutique hotel. Its interiors are a display of bespoke luxury that welcomes you to experience the true beauty of opulent living. With soaring ceilings, expansive living areas perfect for entertaining, thoughtfully designed kitchens with centre islands, walk-in pantries, and spacious private terraces equipped with gas lines for barbeques, every detail is crafted to ensure these residences feel like home. Great ability to customize. Steps to exclusive clubs, golf courses and recreational spaces epitomize a lifestyle of enviable leisure while prestigious educational institutions signal the path to a bright and exceptional future. 2 Post Road reflects excellence in every way. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
  • 47 Stratheden Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13857004

    47 Stratheden Road Bridle Path-Sunnybrook-York Mills Toronto M4N 1E5
    Main Photo: 47 Stratheden Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13857004
    $3,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13857004
    Bedrooms:
    5
    Bathrooms:
    5
    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. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
49-60/95
Data was last updated October 7, 2026 at 06:15 AM (UTC)
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