Uptown East Listings

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  • 14 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13643450

    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®# C13643450
    $8,488,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13643450
    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
  • 12 York Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13647110

    12 York Road Bridle Path-Sunnybrook-York Mills Toronto M2L 1H5
    OPEN HOUSE: Sep 12, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 12, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Sep 13, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 13, 2026 2:00PM - 4:00PM
    Main Photo: 12 York Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13647110
    $5,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13647110
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome To 12 York Rd, A Timeless Custom-Built Architectural Residence In Prestigious Bayview & York Mills, Where Sophisticated Design Meets Luxury Living. Showcasing Clean Contemporary Lines, Soaring Ceilings, Dramatic Walls Of Glass, And Exceptional Natural Light Throughout. A Striking Floating Staircase And Sculptural Interior Elements Create An Immediate Statement Of Elegance. The Designer Chef's Kitchen Features Custom Cabinetry, Premium Appliances, Oversized Centre Island, And Walk-Out Access To The Beautifully Landscaped Garden, Seamlessly Connecting Indoor And Outdoor Living. Elegant Principal Rooms And Family Spaces Are Designed For Both Everyday Comfort And Elevated Entertaining. The Primary Retreat Offers A Spa-Inspired Ensuite And Walk-In Closet, While Spacious Bedrooms Deliver Comfort And Style. Finished Lower Level With Recreation, Fitness, And Flexible Living Space. Private Outdoor Areas Surrounded By Mature Greenery Create A Peaceful Urban Retreat. Perfect Family Home Offering Exceptional Space For Entertaining And Creating Lasting Memories. Complete With A Two-Car Garage. Rare Opportunity To Own A Timeless Contemporary Masterpiece In One Of Toronto's Most Coveted Neighbourhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES NANCY SAEDI and ROYAL LEPAGE REAL ESTATE SERVICES KATY TORABI
  • 313 51 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12) : MLS®# C13649736

    313 51 York Mills Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1B6
    Main Photo: 313 51 York Mills Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12)  : MLS®# C13649736
    $1,639,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13649736
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to the Estate Townhomes of Hoggs Hollow - an exclusive enclave in one of Toronto's most sought-after neighbourhoods. This elegant 3-bedroom, 3-bath executive townhome offers a warm, functional layout with quality finishes throughout.The open-concept main floor is perfect for everyday living and entertaining, featuring a custom kitchen with updated appliances and generous storage. The spacious primary retreat occupies its own level with a spa-inspired 5-piece ensuite and two walk-in closets, while the upper floor offers two additional bedrooms ideal for family, guests, or a home office.Enjoy relaxing or entertaining on the private rooftop terrace w gas bbq hookup. Quietly tucked into prestigious Hoggs Hollow, yet just minutes to Yonge Street, transit, Highway 401, shops, and restaurants. Includes two underground parking spaces. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 38 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13655484

    38 Donwoods Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 2G2
    Main Photo: 38 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13655484
    $2,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13655484
    Bedrooms:
    3
    Bathrooms:
    1
    Hogg's Hollow original 1926 charming Centre Hall Character home on private, lushly treed lot. Much loved in the same family for over 60 years, and ready for a new vision. Rebuild, renovate or ad onto this storybook home. Ideal locale, tucked into the winding country Roads of The Valley yet conveniently located within easy walking distance to Yonge St. shops, Loblaws, Shoppers Drug Mart, restaurants and banks, York Mills subway and with convenient 401 and downtown access. A rare opportunity to own a property in this prestige neighbourhood at an affordable price point. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 101 30 Upper Canada Drive in Toronto: St. Andrew-Windfields Condo Apartment for lease (Toronto C12) : MLS®# C13656662

    101 30 Upper Canada Drive St. Andrew-Windfields Toronto M2P 1S1
    Main Photo: 101 30 Upper Canada Drive in Toronto: St. Andrew-Windfields Condo Apartment for lease (Toronto C12)  : MLS®# C13656662
    $1,850
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13656662
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to Yorkminster Manor, a quiet and well-managed building that is wonderfully situated close to Yonge Street and the 401. West-facing one-bedroom unit features walk-out to patio and updated kitchen and bathroom. Parking available for an additional fee (outdoor $85 or garage $125).**This is a rental apartment building, not a condominium** More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • 12 York Valley Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13659642

    12 York Valley Crescent Bridle Path-Sunnybrook-York Mills Toronto M2P 1A7
    Main Photo: 12 York Valley Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13659642
    $7,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13659642
    Bedrooms:
    5
    Bathrooms:
    4
    Valley House, designed by acclaimed architecture studio Superkül and built by Derek Nicholson Construction, is a striking expression of minimalist contemporary design, where sculptural form, natural materials and the surrounding landscape are brought together in complete harmony. Situated on an extraordinary 75x164 ft (plus an additional 81x173 ft lot at rear) reverse ravine lot in Hogg's Hollow, the residence is enveloped by mature trees & expansive views. Defined by clean lines & a warm palette of walnut, teak, porcelain, glass & stone, the architecture creates a seamless dialogue between interior & exterior. The main level unfolds through a series of beautifully balanced spaces, from the sunken family room with custom teak cabinetry, grasscloth wallpaper & cherry-wood ceiling to the chef's kitchen with bespoke Bulthaup cabinetry, Gaggenau appliances, Caesarstone surfaces & seamless access to the rear terrace & gardens beyond. The principal living space is anchored by a dramatic double-sided wood-burning fireplace & framed by floor-to-ceiling glass overlooking the ravine. The primary suite offers panoramic views, custom dressing room cabinetry & a spa-inspired ensuite overlooking the open-air courtyard. Upstairs, 3 additional bedrooms feature generous proportions, custom closets with integrated organizers & warm walnut flooring. A private lounge & study create an intimate retreat above the main living spaces, featuring custom banquette seating, a dedicated workspace & access to a private terrace overlooking the ravine landscape. The lower-level extends the residence with expansive above-grade windows, flexible media & fitness spaces, guest accommodations & carefully considered utility spaces. Valley House is a sophisticated expression of modern architecture where simplicity becomes the ultimate ultimate luxury. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 2424 Bayview Avenue in Toronto: Bridle Path-Sunnybrook-York Mills Commercial for sale (Toronto C12) : MLS®# C13662094

    2424 Bayview Avenue Bridle Path-Sunnybrook-York Mills Toronto M2L 1A3
    Main Photo: 2424 Bayview Avenue in Toronto: Bridle Path-Sunnybrook-York Mills Commercial for sale (Toronto C12)  : MLS®# C13662094
    $3,198,888 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C13662094
    Major Bus.:
    Other
    Total Area:
    2,000 sq. ft.
    **LIVE / INVEST / DEVELOP** - A rare development play in Canada's most prestigious neighbourhood, offering immediate ROI and significant future upside. This beautiful 3+2 Bedroom ranch-style bungalow w/Finished Walk up Bsmt, features a recently refreshed exterior and a well-maintained, updated interior, making it equally suited for comfortable living or as an income-producing rental.Situated along the Bayview Ave. corridor and within an area identified under Toronto's Avenues framework, the real value lies in its redevelopment potential. Six-storey development precedent has already been established along the corridor, with strong potential for additional height and density, subject to planning considerations and municipal approvals.Set on one of the largest lots along the Bayview/Arjay strip, this property combines immediate residential or rental value with compelling redevelopment potential and long-term growth-all in one exceptional offering. More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
  • 708 B 255 Duncan Mill Road in Toronto: St. Andrew-Windfields Commercial for lease (Toronto C12) : MLS®# C13662794

    708 B 255 Duncan Mill Road St. Andrew-Windfields Toronto M3B 3H9
    Main Photo: 708 B 255 Duncan Mill Road in Toronto: St. Andrew-Windfields Commercial for lease (Toronto C12)  : MLS®# C13662794
    $1,796 /Month
    Commercial
    Status:
    For Lease
    MLS® Num:
    C13662794
    Total Area:
    110 sq. ft.
    Professionally renovated private office for lease, perfectly situated just steps from the TTC and conveniently close to the Prince Hotel, shopping options, and only minutes from Hwy 401 and the D.V.P. This location is an ideal solution for business starters looking for a hassle-free setup. The lease includes heat, hydro, and water, so you can simply bring your office supplies and begin your business operations right away. The space features an office and reception area. More details
    Listed by Re/Max All-Stars Realty Inc.
  • 708 C 255 Duncan Mill Road in Toronto: St. Andrew-Windfields Commercial for lease (Toronto C12) : MLS®# C13662840

    708 C 255 Duncan Mill Road St. Andrew-Windfields Toronto M3B 3H9
    Main Photo: 708 C 255 Duncan Mill Road in Toronto: St. Andrew-Windfields Commercial for lease (Toronto C12)  : MLS®# C13662840
    $2,400 /Month
    Commercial
    Status:
    For Lease
    MLS® Num:
    C13662840
    Total Area:
    200 sq. ft.
    Professionally renovated private office for lease, perfectly situated just steps from the TTC and conveniently close to the Prince Hotel, shopping options, and only minutes from Hwy 401 and the D.V.P. This location is an ideal solution for business starters looking for a hassle-free setup. The lease includes heat, hydro, and water, so you can simply bring your office supplies and begin your business operations right away. The space features an office and reception area. More details
    Listed by Re/Max All-Stars Realty Inc.
  • 5 Abrams Place in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13662898

    5 Abrams Place St. Andrew-Windfields Toronto M2L 1W7
    OPEN HOUSE: Sep 12, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 12, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Sep 13, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 13, 2026 2:00PM - 4:00PM
    Main Photo: 5 Abrams Place in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C13662898
    $4,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13662898
    Bedrooms:
    5
    Bathrooms:
    9
    Rare & Architecturally Distinctive Contemporary Residence Set On An Exceptional 0.421-Acre Pie-Shaped Lot, Widening To Approx. 195 Ft At The Rear, On A Quiet Cul-De-Sac. A Truly Unique Structure Of Timeless Beauty, Designed With Remarkable Scale, Natural Light & A Wonderful Sense Of Tranquility. A Dramatic 2-Storey Foyer Introduces Expansive Principal Rooms With Soaring Ceilings, Walls Of Glass & Beautiful Hardwood Floors. The Spectacular 2-Storey Family Room Is The Heart Of The Home, Featuring A Fireplace, Dramatic Floor-To-Ceiling Windows & Captivating Views Of The Pond And Magnificent Park-Like Backyard. Spacious Formal Living & Dining Rooms Offer Elegant Entertaining Spaces, While The Generous Main Kitchen Features Extensive Cabinetry, Centre Island & Bright Breakfast Area. A Second Kitchen With Direct Walkout To The Garden Is Ideal For Entertaining & Indoor-Outdoor Living. The Upper Level Is Highlighted By An Exceptionally Spacious Primary Suite With Fireplace, Expansive Windows, Treed Views & A Large Private Covered Balcony. The Extraordinary Backyard Feels Like A Private Park-A Serene, Zen-Inspired Garden With A Beautiful Pond, Mature Trees, Lush Landscaping & Exceptional Privacy. Expansive Stone Terraces Provide Multiple Areas For Outdoor Dining, Entertaining & Relaxation. A Rare Home With Incredible Energy & Character, Combining Timeless Contemporary Architecture, Dramatic Interior Spaces, Abundant Natural Light And One Of The Most Unique, Peaceful Garden Settings. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES NANCY SAEDI and ROYAL LEPAGE REAL ESTATE SERVICES KATY TORABI
  • 2424 Bayview Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13673020

    2424 Bayview Avenue Bridle Path-Sunnybrook-York Mills Toronto M2L 1A3
    Main Photo: 2424 Bayview Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13673020
    $3,198,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13673020
    Bedrooms:
    5
    Bathrooms:
    6
    An exceptional opportunity to live in one of Toronto's most prestigious neighbourhoods today, with exciting redevelopment potential for the future. Set on one of the largest lots along the Bayview/Arjay strip, this charming ranch-style bungalow features a recently refreshed exterior and a well-maintained, updated interior, offering comfortable turnkey living in an outstanding location.Enjoy remarkable proximity to some of Toronto's most sought-after schools, clubs, parks and institutions, including **Crescent School, Junior Academy, The Granite Club, Toronto French School, Sunnybrook Health Sciences Centre, Sunnybrook Park, York University's Glendon Campus, Edwards Gardens and the Toronto Botanical Garden**.Move in and enjoy the home and neighbourhood now, with the added benefit of significant long-term redevelopment potential. Located along the Bayview Avenue corridor within an area identified under Toronto's Avenues framework, six-storey development precedent has already been established nearby, with potential for additional height and density, subject to planning and municipal approvals.**A rare combination of lifestyle, location, land and future upside - enjoy it today, invest in tomorrow.** More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
  • 100 Munro Boulevard in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13673480

    100 Munro Boulevard St. Andrew-Windfields Toronto M2P 1C4
    Main Photo: 100 Munro Boulevard in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C13673480
    $4,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13673480
    Bedrooms:
    6
    Bathrooms:
    6
    French Chateau-Inspired Custom Residence In Prestigious St. Andrews Features Unparalleled Craftsmanship And Unrivaled Curb Appeal Approx. 6200 Sq Ft Of Elegant Living Space. Premium Corner Locale. Full Home Automation By Control4 Smarthome Technology. Exquisite Millwork, Hand-Scraped Oak Floors, Rich In Luxe Finishes, Elevated Lighting Throughout. Over 11 Foot Ceiling Heights On Main And Second Floor. The Main Floor Features A Bespoke Library With Masterful Panelling And Millwork, Open Concept Living And Dining Rooms For Formal Entertaining, A Showstopping Gourmet Kitchen And Breakfast Area With Top-Tier Appliances, And Family Room With Walkout To the Rear Garden Deck For Comfortable Everyday Living. An Exquisitely Panelled Open-Riser Side Staircase Leads Up To The 2nd Floor Where A Primary Retreat With Sitting Room And 6-Piece Ensuite Provide The Perfect Place For Rest And Relaxation. The Expansive Lower Level Has Been Designed For Lifestyle And Entertainment With 10+ Foot Ceilings, In Floor Radiant Heating Throughout, Rec Room With Luxury Wet Bar, Custom Theatre Room, And Convenient Walk-Up To The Rear Garden. The Pinnacle Of Tranquility, The Rear Garden Is Bordered By Lush Perennial Landscaping And Mature European Beech Trees For Low-Maintenance Year-Round Privacy, A Newly Built Composite Deck With Expansive 12'x20' Automated Awning, And Custom Interlock Stone Conversation Area With Fire Table, Plus Manicured Lawns. Just Minutes To Renowned Public And Private Schools, Upscale Dining And Shopping, Granite Club, Rosedale Golf & Country Club & Cricket Club. Quick Access To TTC & Line 1 For A Fast Commute Downtown. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
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Data was last updated September 10, 2026 at 12:15 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.