Hoggs Hollow

Hoggs Hollow is one of Toronto’s most enchanting neighbourhoods—an idyllic valley community defined by winding streets, rolling hills, and the gentle backdrop of the Don River. Its cottage-like charm blends seamlessly with luxurious custom homes, creating a rare combination of tranquility, prestige, and timeless appeal. 

Families appreciate the quiet, storybook atmosphere, complemented by top schools, including York Mills Collegiate, Loretto Abbey, and St. Andrew’s JHS. The area’s parks and green spaces are plentiful, with York Mills Valley Park, Windfields Park, and access to the Don Valley trails offering scenic walking, cycling, and seasonal family outings. 

Nearby, the shops and restaurants of Yonge and York Mills deliver upscale conveniences, while quick access to the TTC, 401, and top private schools makes daily living effortless. Hoggs Hollow is a community where luxury feels natural, and families enjoy a peaceful escape without ever leaving the city.

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1-12/26

  • 5 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13086380

    5 Brookfield Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1B1
    Main Photo: 5 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13086380

    5 Brookfield Road Toronto M2P 1B1 Bridle Path-Sunnybrook-York Mills

    $11,498,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13086380
    Bedrooms:
    5
    Bathrooms:
    7
    Rarely does a residence express such quiet confidence and architectural distinction. Located in prestigious Hoggs Hollow on an exceptional 80' x 182' south-facing lot backing onto the Don River, this custom home by architect John O'Connor is a showcase in refined design. The exterior blends Algonquin limestone, brick, and architectural metal, while floor-to-ceiling window walls flood the interior with natural light. Defined by a "quiet luxury" aesthetic, the home features hydronic radiant in floor heating on all three levels including double garage, driveway & walkways, negative-trim detailing, solid wood doors, and a curated palette of stone, marble, metal, and precision-crafted millwork. A floating sculptural steel staircase anchors the space as both art and function. Offering 4+1 bedrooms and 7 bathrooms, the layout balances elegance and livability. Highlights include a grand foyer, great room open to a large dining room, a main floor office, chef's kitchen with top-tier appliances, and a concealed mudroom. A family room with a dramatic 13'6" ceiling height offers flexible living space and ultimate privacy. A luxurious primary suite with spa-like ensuite and boutique style dressing rooms, a separate bedroom wing with a lounge in between overlooking a green roof. The lower level is designed for entertaining with a recreation room, wet bar, games area, exercise room, guest suite, oversized laundry and custom skylights that flood the lower level with natural light. Smart home automation: audio, lights, shades, security, 2" copper line, 400 amp and backup generator ensure seamless comfort. Covered terrace opens to a Thermory Ash deck, outdoor kitchen, landscaped gardens, three green roofs, and a 40' saltwater pool with spa and waterfall, glass railings, pool house and mature willow tree complete this private oasis. A rare offering combining architectural excellence with precision crafstmanship. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 22 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13480288

    22 Brookfield Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1A9
    Main Photo: 22 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13480288

    22 Brookfield Road Toronto M2P 1A9 Bridle Path-Sunnybrook-York Mills

    $11,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13480288
    Bedrooms:
    5
    Bathrooms:
    7
    Designed by renowned architect Stan Makow & Associates, 22 Brookfield Road offers approximately 9,882 sq. ft. of total living space on an exceptional ravine lot in prestigious Hoggs Hollow.Thoughtfully designed for both formal entertaining and comfortable family living, the residence combines timeless architecture, generous proportions, and a rare connection to nature in the heart of Toronto.The limestone and brick exterior opens to a resort inspired outdoor setting with a pool, pool house, covered terrace, and views into the surrounding valley landscape. The backyard feels private and protected, with mature trees creating a natural backdrop that is difficult to replicate in the city. Inside, expansive principal rooms, soaring ceilings, an elevator, five fireplaces, and beautifully proportioned living spaces create a refined and livable atmosphere. The residence features 4+1 bedrooms, 7 washrooms, generous family and recreation areas, and a layout that supports both everyday comfort and larger scale entertaining. Hoggs Hollow is one of Toronto's most distinctive residential enclaves, known for its winding streets, estate properties, ravine setting, and quiet country like character within the central part of the city. The neighbourhood offers a rare balance of privacy, land, and access.Ideally located an eight-minute walk from York Mills Subway Station, close to Highway 401, Yonge Street, private clubs, shopping, dining, and everyday amenities. Near many of Toronto's most respected schools, including Crescent School, Havergal College, Toronto French School, and highly regarded public schools. A rare opportunity to own a substantial custom residence in one of Toronto's most established and naturally beautiful neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 12 Winton Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13414310

    12 Winton Road Bridle Path-Sunnybrook-York Mills Toronto M4N 3E3
    Main Photo: 12 Winton Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13414310

    12 Winton Road Toronto M4N 3E3 Bridle Path-Sunnybrook-York Mills

    $10,795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13414310
    Bedrooms:
    5
    Bathrooms:
    7
    Tucked Away On A Quiet Cul De Sac In Hoggs Hollow And Backing Onto The Serene Grounds Of Rosedale Golf Club, 12 Winton Road Is A Striking Modern Residence By Arriz + Co Design, Set On A Rare Pie Shaped Lot That Blends Bold Architectural Expression With Refined, Livable Luxury. From The Moment You Arrive, A Fireplace Set Into The Front Window Creates An Unforgettable Introduction And Offers A Glimpse Into The Home's Design. Inside, A Dramatic Concrete Wall Anchors The Staircase, While Skylights And A Suspended Upper Hallway Draw Natural Light Deep Into The Space, Creating A Sense Of Openness Throughout. The Principal Rooms Are Connected And Defined, With The Living And Dining Areas Separated By A Sculptural Three Sided Fireplace, While The Office Is Set Apart By A Built In Aquarium That Adds Calm Without Breaking Flow. The Kitchen Is A True Statement, Outfitted With Top Of The Line Appliances And Wrapped In Marble Slab Surfaces, Seamlessly Connecting To The Family Room And A Rounded Breakfast Bay Overlooking The Private, Tree Lined Backyard. Upstairs, The Primary Suite Features Two Beautifully Designed Dressing Rooms With Custom Millwork And A Spa Like Ensuite, While Three Additional Bedrooms Offer Generous Scale And Their Own Ensuites. A Standout Indoor Outdoor Solarium With Skylights Includes A Hot Tub, Heaters, And A Fridge, Creating A Year Round Retreat. The Lower Level Is Bright And Designed For Entertaining With A Wine Cellar, Full Kitchen, Bar With Built In Marble Island, Gym, And An Additional Bedroom With Ensuite. Outdoors, Heated Steps And Driveway, Curated Landscaping, And A Secluded Backyard With A Custom Gib San Pool And Fire Table Complete This Private Setting. A Rare Offering Where Architecture And Setting Come Together Seamlessly, This Is Escapism In The City. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 14 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13453900

    14 St Margarets Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 3E5
    Main Photo: 14 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13453900

    14 St Margarets Drive Toronto M4N 3E5 Bridle Path-Sunnybrook-York Mills

    $8,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13453900
    Bedrooms:
    7
    Bathrooms:
    10
    Nestled on one of **Hoggs Hollow's** most prestigious streets, this * European-inspired *limestone and Tyndall stone estate backs onto the **Don River**, offering exceptional privacy, breathtaking natural beauty, and timeless elegance. Inspired by Tuscany and masterfully designed by an Italian architect, this residence is rich in old-world craftsmanship and refined luxury. A grand foyer with stained glass detailing welcomes you into elegant principal rooms, including a formal living room with a custom European-inspired fireplace and a sophisticated dining room highlighted by a copper ceiling and exquisite raised-panel wood detailing. The spectacular family room features soaring cathedral ceilings, exposed wood beams, wrought-iron chandeliers, and a dramatic floor-to-ceiling stone fireplace, all over/l gardens, pool, and river. The Italian-inspired chef's kitchen is a true showpiece, featuring premium appliances, and a separate prep kit designed for effortless entertaining. A richly finished private study-featuring leather flooring, a stunning copper ceiling, custom built-in shelving, and a balcony overlooking the *Don River-offers a one-of-a-kind retreat. Upstairs, beautiful Italian lighting leads to a grand hallway and six generously sized ensuite bedrooms, crowned by an extraordinary primary retreat featuring a fireplace, a boutique-style walk-in closet, and tranquil views overlooking the lush gardens and the Don River beyond-creating a true private sanctuary. The fully finished lower level extends the home's exceptional living space with a spacious recreation lounge featuring a fireplace , wet bar, glass-enclosed gym, custom wine cellar, second kitchen, nanny suite, and walk-in cedar room. Large walkouts open directly to a spectacular resort-style backyard with a *heated pool, outdoor fireplace, built-in BBQ, wood-fired pizza oven, elegant stone terraces, mature trees, and professionally landscaped grounds-all overlooking the tranquil beauty of the Don River. More details
    Listed by RE/MAX REALTRON ELI BAKHTIARI TEAM REALTY
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 1 Knightswood Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13135628

    1 Knightswood Road Bridle Path-Sunnybrook-York Mills Toronto M4N 2G9
    Main Photo: 1 Knightswood Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13135628

    1 Knightswood Road Toronto M4N 2G9 Bridle Path-Sunnybrook-York Mills

    $7,695,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13135628
    Bedrooms:
    7
    Bathrooms:
    6
    Tucked away on one of the quietest and most prestigious streets in Toronto's elite Hogg's Hollow neighbourhood, this custom-built residence, completed in 2000, sits on an exceptional nearly 100-foot frontage backing directly onto the renowned Rosedale Golf Club. Located on a quiet, non-through street with only local traffic, this is a rare opportunity to own one of the area's premier properties offering incredible privacy, scale, and future potential. Whether enjoyed as-is, renovated, or transformed into a spectacular new custom estate, the possibilities are exceptional. The home features a grand two-storey foyer with book-matched marble flooring, elegant wainscoting, crown moulding, skylights, and detailed custom millwork throughout. Formal principal rooms include a sophisticated living room with gas fireplace and an elegant dining room ideal for entertaining. The expansive family-sized kitchen offers granite countertops, centre island, and breakfast area with walkout to the professionally landscaped gardens. The adjoining family room features custom built-ins and oversized windows overlooking the breathtaking backyard and golf course setting. A richly appointed cherry wood office, oversized laundry/mud room with side entrance, and direct garage access complete the main level. Upstairs, the spacious primary suite includes a sitting area, walk-in closet, luxurious 6-piece ensuite, and private deck with sweeping golf course views. Five additional oversized bedrooms provide incredible flexibility for family living. The lower level with heated floors includes a massive recreation room with walkout, separate gym/home theatre/games room with wet bar, private spa area with hot tub and sauna, plus an additional bedroom or office with ensuite. Outside, mature trees, stone patios, wrought iron fencing, gazebo, circular stone driveway, and double car garage create a true estate setting in the heart of the city. A rare offering in one of Toronto's most coveted enclaves. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 36 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13159478

    36 Old Yonge Street Bridle Path-Sunnybrook-York Mills Toronto M2P 1P7
    Main Photo: 36 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13159478

    36 Old Yonge Street Toronto M2P 1P7 Bridle Path-Sunnybrook-York Mills

    $7,568,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13159478
    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 details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 18 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13418924

    18 Brookfield Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1A9
    Main Photo: 18 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13418924

    18 Brookfield Road Toronto M2P 1A9 Bridle Path-Sunnybrook-York Mills

    $6,975,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13418924
    Bedrooms:
    6
    Bathrooms:
    7
    A Rare Ravine Estate In The Heart Of The Highly Coveted Hoggs Hollow. Discreetly Set On An Extraordinary 56 X 295 Ft Ravine Lot With A Rare Country In the City Ambience. Surrounded By Mature Trees, Natural Beauty, and Privacy. Offering Approximately 7,100 Square Feet Of Luxurious Living Space. Timeless Stone Exterior With a Long Snow Melt Drive. Soaring Ceilings, Exquisite Custom Millwork, Refined Paneling, Integrated Built-Ins, Lighting, And Curated Architectural Elements Create A Sophisticated And Opulent Interior. A Gourmet Kitchen Equipped With Premium Appliances, Centre Island, Large Breakfast Area, and Spacious Family Room with Gas Fireplace and Built-Ins All Overlooking the Serene Wooded Setting. Charming and Private Walnut Paneled Library. The Primary Suite Is A True Private Retreat, Featuring A Generous Walk-In Dressing Room And A Spa-Inspired Ensuite. Additionally, Four Other Generously Sized Bedrooms All With Ensuites Complete The Upper level. The Lower Level Features Heated Floors, A State-Of-The-Art Sunken Home Theatre Accessed By An Antique Barn Door and an Impressive Wine Display Glass Wall Framing the Cards Room. There is also a Billiards Room/Lounge, Gym, And A Private Nanny/Guest Room. The Backyard Is A True Tree-Lined Sanctuary With A Heated Swimming Pool, Hot Tub, Cabana, Expansive Stone Terrace, And Built-In Outdoor Cooking Area. Located Minutes From Top Public and Private Schools, And Just Steps To The Subway With Quick Access To The 401 And 404. It's hard to imagine you are in the centre of the city here! This Exceptional Property Offers The Ultimate Balance Of Luxury, Convenience, And Natural Serenity. This Is Truly a Rare Offering In One Of Toronto's Most Prestigious Enclaves! More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 48 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13414278

    48 Old Yonge Street Bridle Path-Sunnybrook-York Mills Toronto M2P 1P7
    Main Photo: 48 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13414278

    48 Old Yonge Street Toronto M2P 1P7 Bridle Path-Sunnybrook-York Mills

    $6,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13414278
    Bedrooms:
    5
    Bathrooms:
    6
    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. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 27 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12935382

    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®# C12935382

    27 Old Yonge Street Toronto M2P 1P6 Bridle Path-Sunnybrook-York Mills

    $5,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12935382
    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.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 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

    32 Brookfield Road Toronto M2P 1A9 Bridle Path-Sunnybrook-York Mills

    $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
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 54 Plymbridge Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13076360

    54 Plymbridge Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1A3
    Main Photo: 54 Plymbridge Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13076360

    54 Plymbridge Road Toronto M2P 1A3 Bridle Path-Sunnybrook-York Mills

    $4,990,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13076360
    Bedrooms:
    5
    Bathrooms:
    4
    Nestled in the prestigious enclave of Hogg's Hollow, this rare offering sits on an extraordinary extra-deep lot, presenting a prime opportunity to build a custom estate in one of Toronto's most coveted neighbourhoods. Surrounded by mature trees, the property offers exceptional depth, privacy, and a truly distinguished setting for a future architectural masterpiece. The existing residence has been thoughtfully updated in recent years, featuring a refined stucco and stone exterior, interlock driveway, and renovated powder room-ideal for interim use or rental while planning redevelopment. The expansive, tree-lined backyard with outdoor pool and full fencing enhances the sense of seclusion and scale, providing a serene backdrop for future design possibilities. Ideally located near top-tier public and private schools, lush parks, transit, and major highways, this address combines prestige, convenience, and unmatched potential. More details
    Listed by AIMHOME REALTY INC.
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg

  • 40 Donino Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13143266

    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®# C13143266

    40 Donino Avenue Toronto M4N 2W7 Bridle Path-Sunnybrook-York Mills

    $4,799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13143266
    Bedrooms:
    6
    Bathrooms:
    7
    Oh My Donino! An extraordinary opportunity in the heart of prestigious Hogg's Hollow. Set on an exceptional 100 x nearly 300 foot lot, this rare estate-sized property offers endless potential on one of Toronto's most coveted and picturesque streets. Whether you envision a world-class custom residence or a timeless renovation using the home's original charm, 40 Donino Avenue is a canvas unlike any other. Surrounded by multi-million dollar estates and mature tree-lined streets, the main floor offers expansive principal rooms including formal living and dining areas, a warm family room, executive office, and a main floor bedroom with ensuite. Upstairs features 5 large bedrooms, highlighted by a sprawling primary retreat complete with a stunning sitting area, oversized walk-in closet, and spacious ensuite bath. The circular U-shaped driveway parks up to 8 vehicles in addition to a double car garage, inviting you the way the home of your dreams should . The breathtaking backyard is truly the crown jewel - an expansive private setting with mature landscaping, pool, and extraordinary depth rarely found in the city, offering the potential to create one of Hogg's Hollow's most spectacular outdoor paradises. Ideally located moments from the exclusive Rosedale Golf Club, York Mills Centre, top-rated public and private schools, parks, nature trails, and minutes to Highway 401, Yonge Street, and the TTC. Experience estate living in one of Toronto's most prestigious neighbourhoods, Hoggs Hollow. More details
    Listed by HOMEWISE REAL ESTATE
    LISTING DETAILS
    Raquel Feldberg
    Alan Feldberg
1-12/26
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Data was last updated June 26, 2026 at 03:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.