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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1-12/16
  • 14 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12447703

    14 St Margarets Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 3E5
    OPEN HOUSE: Feb 07, 2026
    02:00 PM - 04:00 PM EST
    Open House on Saturday, February 7, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Feb 08, 2026
    02:00 PM - 04:00 PM EST
    Open House on Sunday, February 8, 2026 2:00PM - 4:00PM
    Main Photo: 14 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12447703
    $8,980,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12447703
    Bedrooms:
    7
    Bathrooms:
    10
    Welcome To 14 Saint Margarets Drive, A European-Inspired Limestone And Tyndall Stone Masterpiece Nestled On One Of The Most Picturesque And Prestigious Streets In Hoggs Hollow. This Estate Showcases A Rare Tyndall Stone Exterior Prized For Its Distinctive Rich Patterns Combining Architectural Prestige With Natural Elegance. Its Unique Textures Lend An Air Of Exclusivity And Sophistication Rarely Found In A Private Residence, Complemented By A Cedar Shake Roof. Majestically Sited On A Premium 90 By 150 Ft Lot Backing Onto The River, This Residence Offers Over 9,000 Sq.Ft. Of Luxurious Living Space Where Timeless Craftsmanship Meets Modern Comfort. A Grand Foyer With Stained Glass And Domed Ceiling Introduces Interiors Of Remarkable Scale And Craftsmanship. The Vaulted Great Room, With Vintage Beams, Soaring Windows, And A Stone Fireplace, Serves As A Dramatic Centerpiece. A Formal Dining Room With Serving Area, A Richly Panelled Office With Patio Walkout, And A Chefs Kitchen With Walk-In Pantry, Oversized Island, Butlers Pantry, And Adjoining Breakfast Area Complete The Main Level. From The Kitchen, Great Room, And Office, Walk Out To Three Patios Overlooking The River, Manicured Grounds, And Pool. The Upper Level Hosts Six Bedrooms, Each With Its Own Newly Renovated Bathroom. The Serene Primary Suite Offers A Private Balcony, Fireplace, Walk-In Closet, And Spa-Inspired Ensuite With Soaker Tub, Double Vanities, And Oversized Shower. Most Rooms Capture Sweeping River Views, While A Bright Study Nook Enhances Family Comfort. The Fully Finished Lower Level Extends The Living Space With A Recreation Lounge Featuring Fireplace And Bar, Glass-Walled Gym, Custom Wine Cellar, Nanny Suite, Walk-In Cedar Room, Media Room, And A Second Kitchen Ideal For Entertaining Or Extended Family Living. Outdoors, Enjoy A Resort-Style Retreat With Heated Pool, Outdoor Fireplace, Built-In Bbq, And Wood-Fired Pizza Oven, All Set Among Stone Terraces, Mature Trees, & Professional Landscaping. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES KATY TORABI
    Raquel Feldberg
    Alan Feldberg
  • 48 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12689974

    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®# C12689974
    $7,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12689974
    Bedrooms:
    5
    Bathrooms:
    6
    A circular stone driveway brings you to this classic reminiscent of a magical private English country estate in Toronto's exclusive Hogg's Hollow neighbourhood and Bridle Path district. Facing west and perfectly positioned overlooking an expansive forest of autumn colours. With almost 200 foot wide frontage and one of the most beautiful manicured gardens. Exterior and interior spaces were fully renovated and upgraded within the past 24 months by some of the best interior designers & architects using highest quality materials, creating several zones of private, formal and entertainment places to enjoy. Additionally lower level is equipped with state of the art gym, professionally designed home theatre, guest suite with ensuite & a 2000 bottle wine cellar.Fully digitized and remote controlled through mobile apps for :HVAC, heating, cooling systems.Floor heating systems.Full digitally controlled entertainment systems for all zones & areas.Advanced digital security system, full camera monitoring for the entire property.Door bells with digital camera & motion monitoring.Fully integrated Lutron digital lighting control system.Fully boasted 5G Internet WIFI and network wiring.Digital Garden Irrigation system Digital landscaping and outdoor lighting system.Fully heated, filtered and circulated outdoor pool along with large outdoor entertainment areas.Temperature controlled large wine cellar.Additional interior air purification and circulation, heat recovery HRV system.Roof de-icing, heating system.Heated / Cooled garage.Central vacuum system.Two full water purification and softener systems integrated through the entire plumbing system.Wolf, Subzero appliances GRAFF kitchen accessories. Community: Brdle Path-Sunnybrook-York Mills. 5000+ More details
    Listed by ROYAL DYNASTY REAL ESTATE LTD.
    Raquel Feldberg
    Alan Feldberg
  • 36 Old Yonge Street in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12438497

    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®# C12438497
    $7,785,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12438497
    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.
    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
    $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
    Raquel Feldberg
    Alan Feldberg
  • 40 Donino Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12041767

    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®# C12041767
    $5,088,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12041767
    Bedrooms:
    6
    Bathrooms:
    7
    Prime 100 x 298 Lot with 5+1 Bedrooms, 7 Washrooms, Walk-Up Basement, Inground Swimming Pool, and U-Shaped Driveway in Hoggs Hollow Ready for Your Dream Home. This lush, tree-lined property offers exceptional privacy and a rare opportunity to build your custom masterpiece, explore the potential to split the lot into two, or renovate the existing home with vintage-inspired charm into an artistic and stylish space. Surrounded by mature trees, the property provides a serene, peaceful setting with the soothing sounds of nature during the summer months. Located in the prestigious Hoggs Hollow neighbourhood, this lot offers the perfect combination of tranquility and convenience. Just steps from Yonge Street and the York Mills TTC subway station, youll enjoy easy access to top-tier schools, upscale shopping, gourmet dining, and major transportation routes. Dont miss this chance to create your ideal home in one of Torontos most sought-after communities. More details
    Listed by AIMHOME REALTY INC.
    Raquel Feldberg
    Alan Feldberg
  • 15 York Valley Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12392609

    15 York Valley Crescent Bridle Path-Sunnybrook-York Mills Toronto M2P 1A8
    Main Photo: 15 York Valley Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12392609
    $4,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12392609
    Bedrooms:
    4
    Bathrooms:
    3
    Prime South West Facing Lot in Hoggs Hollow - Ready for Your Dream Home with permits already in place. Offering outstanding architectural design this custom home will be like no other. Get started right away without delay. Welcome to the epitome of luxury living in Toronto's prestigious Hoggs Hollow neighbourhood. This southwest-facing tree-lined lot presents a rare opportunity to build your custom-designed masterpiece. Situated in a tranquil and coveted location, this lot offers unparalleled privacy and serenity.Conveniently located near premier schools, upscale shopping, gourmet dining, and easy access to major transportation routes. More details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    Raquel Feldberg
    Alan Feldberg
  • 12 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12686176

    12 Donwoods Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 2G1
    Main Photo: 12 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12686176
    $3,388,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12686176
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 12 Donwoods Drive. Live in elegance in Toronto's coveted Hogg's Hollow community with this classic Georgian-style brick home, tucked away on a private laneway above Donwoods Drive. Offering over 5,000 sq.ft. of living space, this residence combines timeless architecture with thoughtful modern upgrades. Step into the bright, grand foyer that sets the tone for this sophisticated home. The spacious family room leads to a renovated gourmet eat-in kitchen with a large island and granite countertops-perfect for family gatherings. Relax by one of the four cozy fireplaces or host summer dinners on the interlocked backyard patio, surrounded by lush greenery. The large primary suite features a walk-in closet and serene views. Perfect for a family needing generous space, this well-maintained home is clean, bright, and move-in ready, with the opportunity to refresh interiors over time to suit your style. The wood-paneled office provides a quiet retreat, while the kitchen is a dream culinary space. A versatile fifth bedroom on the lower level can serve as a guest suite, gym, or nanny/granny suite. Enjoy stunning treetopvistas from the custom rooftop deck above the stone garage, complete with a modern garage door and a private, tranquil setting. The finished lower level includes a recreation room and in-law suite, ideal for extended family or guests. Location is unmatched-just a 12-minute walk to York Mills Subway, 15 minutes to downtown, and steps from Yonge Street, top-rated Armour Heights PS, York Mills CI, and elite private schools. Close to golf courses and HWY 401, this home blends elegance and serenity with everyday convenience. Experience luxury living surrounded by nature, where urban convenience meets timeless sophistication. Privately situated, this home offers exceptional charm and potential-whether you fully renovate, update, or simply move in. A rare location in one of Toronto's most coveted neighborhoods makes it highly desirable. *Virtually Staged* More details
    Listed by RE/MAX REALTRON REALTY INC.
    Raquel Feldberg
    Alan Feldberg
  • 10 Campbell Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12563514

    10 Campbell Crescent Bridle Path-Sunnybrook-York Mills Toronto M2P 1P2
    Main Photo: 10 Campbell Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12563514
    $2,880,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12563514
    Bedrooms:
    3
    Bathrooms:
    2
    New price and value opportunity! Excellent large building lot, rare 60 x 151 ft west facing lot with a unique setting, backing onto Jolly Miller Park. Enjoy the sunny west exposure overlooking the park and the Don River beyond. Beautiful treelined street in coveted Hoggs Hollow, with excellent proximity to Yonge Street transit and the 401. Build your dream home in this family community close to top rated Toronto schools, both public (Armour Heights PS, York Mills CI) and private (Havergal College, Toronto French School, Crescent School). Enjoy this idyllic neighbourhood where country meets city. Wide regular shaped lot, flat, and buildable. Very private and well treed around the perimeter. Solid three bedroom bungalow currently sits on the property. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    Raquel Feldberg
    Alan Feldberg
  • 215 47 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12) : MLS®# C12655372

    215 47 York Mills Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1B6
    Main Photo: 215 47 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12)  : MLS®# C12655372
    $1,698,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12655372
    Bedrooms:
    4
    Bathrooms:
    3
    Rarely Luxury And Elegance At Toronto's Prestigious Townhomes Of Hoggs Hollow. A Corner Sun-Kissing Unit Bright & Spacious With Many Windows. Ravine Back With W/O To Patio And Large Roof Top Terrace Overlooking. Incredibly Desirable Layout. 10Ft Soaring Ceilings On The Main Floor. Large Eat-In Kitchen With Stainless Steel Appliances, & Desk Space. Master Suite On Second Floor With Ravine Views, Walk-In His/Hers Closets, Luxurious Master Ensuite. $$$ Upgrades: Freshly Painting Though-Out Entire House, Brand New Flooring Through-out Main, 2nd and 3rd Floor and Brand New Hardwood Staircase. Close To Subway, 401, Golf, Restaurants & Shops. A Must See And Buy! More details
    Listed by RE/MAX REALTRON REALTY INC.
    Raquel Feldberg
    Alan Feldberg
  • 304 51 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12) : MLS®# C12467633

    304 51 York Mills Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1B6
    Main Photo: 304 51 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12)  : MLS®# C12467633
    $1,650,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12467633
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to Estate Townhomes of Hoggs Hollow! An exclusive collection of residences in one of Toronto's most desirable neighbourhoods. Designed by one of the prominent designers, Gluckstein Design, this three-bedroom, three-bathroom executive townhome overlooks a lush courtyard and offers a thoughtful layout with high-quality finishes throughout. Offering seamless access to city amenities, it is the perfect choice for families and professionals alike seeking both convenience and comfort. The main level features an open-concept living and dining area, designed for everyday use as well as entertaining. The kitchen is fitted with custom Downsview cabinetry, updated appliances, ample storage and workspace. The 2nd floor is dedicated to a large primary suite with a built-in wall unit, a spacious 5-piece ensuite bathroom and two walk-in closets. The 3rd level offers two additional well-proportioned bedrooms that share a four-piece bathroom, creating flexibility for children, guests, a gym or a home office. A highlight of this residence is the private rooftop terrace. Updated with a new flat roof and privacy fencing in 2021, the space is well-suited for outdoor dining or relaxation. The location combines the quiet, established character of Hoggs Hollow with easy access to the rest of the city. Just minutes to Yonge Street, public transit, Highway 401, and a wide range of shops, services, and restaurants, the home provides both privacy and connectivity. Other features include two side-by-side underground parking spaces equipped with a Tesla charging station. Elfs, Window coverings. Light fixtures, Blinds, and Home security. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Raquel Feldberg
    Alan Feldberg
  • 309 75 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12714072

    309 75 York Mills Road Bridle Path-Sunnybrook-York Mills Toronto M2P 2E7
    Main Photo: 309 75 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C12714072
    $1,399,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12714072
    Bedrooms:
    3
    Bathrooms:
    3
    Spacious 2,268 sq. ft. double unit in a low-rise boutique building crafted by Shane Baghi offers a serene and rare south-east view of a peaceful tree-filled ravine. Located in the prime Hoggs Hollow area, this move-in gem features 3 bedrooms, 3 bathrooms, a large dining room/living room, an inviting family room with built-in cabinetry and fireplace, two balconies, three parking spaces, three lockers, elegant crown moldings, and the convenience of being within walking distance of the subway, walking park, Yonge Street shops, close to Highway 401 and much more. More details
    Listed by REAL ESTATE ADVISORS INC.
    Raquel Feldberg
    Alan Feldberg
  • 210 10 Old York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12657522

    210 10 Old York Mills Road Bridle Path-Sunnybrook-York Mills Toronto M2P 2G9
    Main Photo: 210 10 Old York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C12657522
    $1,325,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12657522
    Bedrooms:
    3
    Bathrooms:
    2
    Discover the comfort and ease of life at Tridel's prestigious 10 Old York Mills - a residence cherished for its peaceful atmosphere, attentive management, and welcoming community. This 1,320 sqft 2+1 suite has been fully renovated with premium finishes, offering a bright, functional layout where quiet mornings can unfold by the oversized windows. The spacious den is ideal for visiting family or a cozy reading room. Step outside and enjoy the gentle charm of Hoggs Hollow - tree-lined streets, walking paths, parks, and everyday conveniences just moments away, including York Mills Subway for effortless outings. Resort-style amenities include a 24-hr concierge, outdoor pool, gym, sauna, party/media rooms, guest suites, and beautifully landscaped gardens. This is your place - where life feels serene, connected, and truly at home. !!= Virtual Tour for 3D Tour =!! More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    Raquel Feldberg
    Alan Feldberg
1-12/16
Data was last updated February 5, 2026 at 02:15 AM (UTC)
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