The Kingsway

The Kingsway is known as one of Toronto’s premier and most coveted neighbourhoods due to it’s stately Tudor style homes, gorgeous treed lots and proximity to the subway, prime schools and shops. Some homes have spectacular ravine views over the Humber River. Leave the car and walk your kids to school, the Kingsway Theatre, the local pool and tennis courts or the park to meet up with friends. It’s kid friendly! For us, no other neighbourhood beats the Kingsway for Hallowe’en. Friendly competition between neighbours comes alive with goblins and ghouls that draw us from our Village to experience the creepy fun! The Kingsway offers great local restaurants, pubs, pool hall, a library, nail salon and our personal favourite Bake Sale on Bloor. Convenience is the draw. Hop on the subway or take a quick drive to downtown or to the airport from this prime neighbourhood.

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1-12/26
  • 19 The Kingsway, Toronto

    19 The Kingsway Kingsway South Toronto M8X 2S9
    Main Photo: 19 The Kingsway, Toronto
    $8,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13644600
    Bedrooms:
    4
    Bathrooms:
    5
    Privately set on one of The Kingsway's most coveted ravine lots, 19 The Kingsway is a hidden gem, opening beautifully to the Humber River Ravine. Set among the neighbourhood's most storied homes, and only a 7-minute walk to both the subway and Kingsway Village, this exquisitely renovated residence blends mid-century architecture, refined craftsmanship, elegant decor, and resort-like outdoor living in one of the west end's most aspirational enclaves. A circular drive and mature trees create a remarkable sense of privacy before revealing a backyard that invites you to explore, unwind, and take in the ravine setting. Three levels of terraced outdoor living space, substantial table land, extensive stone hardscaping, multi-level retaining walls, and an in-ground concrete pool create an outdoor environment with spectacular four-season views from inside and out. Inside, premium finishes and thoughtfully designed spaces support both everyday comfort and effortless entertaining, including a showpiece chef's kitchen, lower-level second kitchen, and flexible hosting areas. A rare main-floor primary suite overlooks the ravine, while the upper-level primary suite offers a private retreat with balcony, spa-inspired bath, and soaker tub. The Kingsway has only a select number of homes with pools on the Humber Ravine, making this fully renovated, turnkey luxury residence exceptionally rare. With resort-inspired grounds, flexible primary suite options, and an irreplaceable ravine setting, 19 The Kingsway is a once-in-a-generation opportunity in one of Toronto's most distinguished neighbourhoods. More details
    Listed by RE/MAX PROFESSIONALS INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 50 Queen Marys Drive, Toronto

    50 Queen Marys Drive Kingsway South Toronto M8X 1S4
    Main Photo: 50 Queen Marys Drive, Toronto
    $5,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13825204
    Bedrooms:
    5
    Bathrooms:
    5
    Nestled on one of The Kingsway's most prestigious streets, 50 Queen Marys Drive is an exceptional custom residence by Lloyd LeBeouf, set within one of Toronto's most distinguished west-end enclaves. Surrounded by elegant homes & mature trees, this stone-and-brick estate combines timeless architecture, superior craftsmanship, & an elevated family lifestyle. Limestone detailing, leaded windows & doors, professional landscaping, stone retaining walls, mature gardens,& a heated interlock driveway create a striking first impression. Inside, sophisticated millwork & elegant finishes complement thoughtfully designed living spaces. The open-concept kitchen & family room are ideal for everyday living & entertaining, w/ a pantry, servery, built-in cabinetry, & terrace access. A main-floor office, practical mudroom, & multiple fireplaces add warmth & functionality. The home offers four bedrooms w/ ensuites & six bathrooms, plus a fifth bedroom on the lower level. The primary retreat features a fireplace, custom walk-in closet, & spa-inspired ensuite w/ dual vanities, skylight, Jacuzzi tub, steam shower, & towel warmer. The guest bedroom includes a three-piece ensuite & two built-in closets, while the lower-level bedroom offers a large built-in closet & two windows. All bedrooms include built-in shelving. The finished lower level features family & recreation areas, crafts room, fitness room, bedroom, full bathroom, laundry, extensive storage, & a temperature-controlled wine cellar w/ approximately 2,000-bottle capacity. Smart-home features includes automated lighting, whole-home audio, security, & exterior cameras. The private, fully fenced backyard is a resort-inspired oasis backing onto a tennis court, w/ a heated gunite pool, waterfall features, attached hot tub, outdoor shower & bathroom, & equipped cabana w/ bar & built-in appliances. Heated floors, irrigation, exterior lighting, a heated driveway, & a custom-finished garage complete this extraordinary Kingsway home More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 132 The Kingsway, Toronto

    132 The Kingsway Kingsway South Toronto M8X 2V3
    Main Photo: 132 The Kingsway, Toronto
    $4,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13770886
    Bedrooms:
    5
    Bathrooms:
    5
    If you've ever imagined living in The Kingsway, 132 The Kingsway captures everything that makes this neighbourhood so special. Timeless architecture, classic character and refined elegance come together in a residence that truly defines the neighbourhood. Beautifully proportioned principal rooms, rich millwork, hardwood floors and multiple fireplaces create a home that is sophisticated yet warm, with formal living & dining rooms, a sunken family room, private office, expansive kitchen & breakfast area, 4 generous bedrooms and a finished lower level. Set on an exceptional 60 x 165 ft corner lot, one of the larger properties on the street, with mature trees and beautiful grounds. And for the car enthusiast, the incredibly rare 4-car coach house tandem garage is a feature almost impossible to find in the neighbourhood. Steps to The Kingsway's shops, dining, subway, parks and top schools. A rare opportunity to own a home of this scale, distinction and presence in one of Toronto's most coveted neighbourhoods. More details
    Listed by RE/MAX PREMIER INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 33 Thorndale Avenue, Toronto

    33 Thorndale Avenue Kingsway South Toronto M8X 1W8
    Main Photo: 33 Thorndale Avenue, Toronto
    $3,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13770378
    Bedrooms:
    6
    Bathrooms:
    5
    A rare offering on an impeccable brand new custom residence in the Kingsway, one of Etobicoke's finest and highly sought-neighbourhoods known for its vibrant family-oriented community, top schools, and walkable neighbourhood charm. This grand, castle -like country house boasts approximately 5,000 square feet, perfectly designed for a growing family-offering generous gathering areas, comfortable private spaces, and room to create lasting memories together. The ground floor showcases an elegant layout, highlighted by stunning fireplace and exquisite custom millwork. The chef-inspired kitchen features a spacious eat-in island, premium built-in appliances, and abundant prep and storage areas. Seamlessly connected living and dinning areas create an airy, flowing environment idea for everyday living. Upstairs, the primary suite offers a tranquil retreat with a private balcony, custom walk-in closet & make-up table, spa-inspired ensuite & custom window covers. Three additional bedrooms, each with designer finishes and two bathrooms completed this level.The top floor adds a large -scale suit ideal for Private Ofice, Game Room or Spacious Lounge Area. The lower level impresses with a spectacular recreation room, gym, wet bar, wine rack, nanny suite, bathroom, laundry room & radiant heating.Ideally located just steps from top-rated Lambton Kingsway School, swimming pool, parks, panoramic Humber River trail, picturesque Old Mill Inn, as well as a wide array of shops, cafes, dinning & transit including the subway. More details
    Listed by RIGHT AT HOME REALTY
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 501 50 Old Mill Road, Toronto

    501 50 Old Mill Road Kingsway South Toronto M8X 1G7
    Main Photo: 501 50 Old Mill Road, Toronto
    $3,698,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13799464
    Bedrooms:
    2
    Bathrooms:
    3
    This rare full-floor penthouse at The Riverstone offers 2,959 sq. ft. of living space with sweeping views of both the city skyline and Humber River. Direct elevator access opens to a bright, functional layout featuring engineered hardwood throughout and custom-built cabinetry. The kitchen includes premium appliances such as a Wolf cooktop and oven, Falmec hood, and custom millwork. The living room features a marble-faced fireplace with quartz hearth, perfect for relaxed evenings or entertaining. The primary suite offers heated stone floors in the ensuite, custom closets, and tranquil views. White oak shaker doors, panels, and baseboards add a consistent, high-end finish throughout. Includes two parking spaces and a locker. Don't miss this opportunity to own a one of a kind penthouse in a highly sought-after building and neighbourhood. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 8 Wilgar Road, Toronto

    8 Wilgar Road Kingsway South Toronto M8X 1J4
    Main Photo: 8 Wilgar Road, Toronto
    $3,599,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13811280
    Bedrooms:
    4
    Bathrooms:
    4
    Exquisite 4 bedroom, 4 bathroom detached home available in the most enviable pocket of the Kingsway. This grand, elegant home has been meticulously renovated with unrivalled standards, respecting the original heritage, while complimenting with top of the line modern finishes. This is the family home of one of the finest builders in the area and the attention to detail is unparalleled. Bright & beautiful living & dining rooms with French doors, original leaded-glass windows, & hardwood flooring. Breathtaking eat-in kitchen w/ floor-to-ceiling windows, top-end appliances (including Thermador induction stove, Thermador built-in oven, Sub-Zero refrigerator, and Miele dishwasher). A custom centre island, café bar w/ water-line for a coffee-maker, drink fridge and freezer drawers, and a walk-out to a sprawling cedar deck and private, manicured backyard oasis, with detached garage and room to add a new pool. The second floor boasts two luxuriously spacious bathrooms and three stunning bedrooms, each w/ hardwood flooring and unbelievable closet space. The primary bedroom features a magnificent 3-piece ensuite w/ heated flooring and a separated shower and vanity area. The third floor shines with yet another big, bright bedroom, easily used as an incredible home-office or studio space showcasing vaulted ceilings, a charming Juliette balcony and serene tree-top views. The fully waterproofed lower level features a large sunken family room, a laundry room, a 3-piece washroom, and a mirrored gym/yoga/dance studio. Upgrades include new electrical wiring (including a Lutron lighting system), hidden laundry chute, a hybrid HVAC system (w/ Viessmann boiler, a holdover tank, central vacuum, two air handlers, and six thermostats for customizable comfort). Wilgar Road is a quiet, family-friendly street steps from Royal York TTC, near excellent schools, with an easy stroll to boutiques, services and eateries of Bloor Street West. The very best of the city will be right at your doorstep! More details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 4 Old Oak Road, Toronto

    4 Old Oak Road Kingsway South Toronto M9A 2V8
    Main Photo: 4 Old Oak Road, Toronto
    $3,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12786338
    Bedrooms:
    4
    Bathrooms:
    4
    Contemporary meets Mid-Century Modern in this unique, custom-built Bone Structure home, featuring every designer detail. Radiant heated floors throughout. Sleek Scavolini kitchen and cabinetry. Entertain effortlessly in the gourmet kitchen equipped with a professional range featuring a steam oven and warming drawer, touch-open panels concealing the fridge and freezer, and custom solid-slab Laminam porcelain countertops and backsplash.This home offers four generously sized bedrooms. The large primary suite features tranquil views of the pool and garden, along with a luxurious ensuite complete with a deluxe soaker tub and a glass-enclosed shower with multiple shower heads.The expansive living and dining areas are ideal for both family gatherings and elegant entertaining. Just outside you enter a private garden oasis with a salt-water pool complete with automation and swim jets, or unwind in the large six-person Beachcomber hot tub. Lighting, whole-home audio, security, and window coverings are all controlled via touchscreen panels or remotely through a smartphone app. A full-home backup generator powers the entire house, including heating, air conditioning, pool, and hot tub.This property has a 79 Walk Score. The main floor office and the 2nd floor gym can be re-configured into additional bedrooms More details
    Listed by ROYAL LEPAGE WEST REALTY GROUP LTD.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 78 The Kingsway, Toronto

    78 The Kingsway Kingsway South Toronto M8X 2T5
    Main Photo: 78 The Kingsway, Toronto
    $3,490,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13772946
    Bedrooms:
    6
    Bathrooms:
    4
    This beautiful six-bedroom 2 1/2 storey Olde Kingsway grand dame is ready to welcome its next forever family and be filled with love and laughter. It's one of our finest. Prominently set on a private 51' x 150' lot in the heart & best part of The Kingsway, it boasts an easy walk to Bloor shops, the Grenview entrance to Royal York subway, Vintages LCBO, dining, pubs, cafes, cinema, LKS Junior Middle School, parks, the community pool, skating, and lots more. With 3,100+ sq. ft. above grade space, the home features a traditional layout with generous rooms that provide comfortable separation for family living. A classic centre-hall plan sets a warm first impression, with an old-fashioned staircase, French doors, and just the right amount of wood panelling. The separate, spacious living and dining rooms offer timeless appeal and excellent entertaining space. The second floor features a spacious yet intimate family room with an inviting, cozy atmosphere--an ideal retreat for children while adults entertain downstairs. A convenient back staircase provides easy access to the renovated kitchen without interrupting the main living areas. Kids will love it! This level also includes the primary bedroom with renovated ensuite bath, two additional spacious bedrooms, and a renovated family bath. The third floor offers three more bedrooms and a bath, creating a private space teens will love to call their own. Comes with new wiring & double garage. Join us in the Kingsway, one of Toronto's best-kept secrets, known for its family atmosphere, charm, beautiful tree-lined streets & convenient location, only 20 minutes to financial/entertainment districts & airports & home to some of Toronto's best golf. It's also a pleasant stroll to the historic Old Mill Inn & Spa, with walking and cycling paths along the Humber River, leading to the lakeshore and beyond. More details
    Listed by SAGE REAL ESTATE LIMITED
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 99 Dunedin Drive, Toronto

    99 Dunedin Drive Kingsway South Toronto M8X 2K8
    Main Photo: 99 Dunedin Drive, Toronto
    $3,449,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13789786
    Bedrooms:
    5
    Bathrooms:
    5
    Nestled on one of The Kingsway's most coveted, child-friendly streets, this exceptional custom-built home showcases an impressive Indiana limestone façade, California redwood windows, and mahogany exterior doors. Thoughtfully designed with uncompromising attention to detail, it offers beautifully proportioned living spaces finished with oak hardwood floors, plaster crown moldings, California shutters, custom millwork, a whole-home SONOS sound system with in-ceiling speakers throughout, and designer finishes at every turn. The spectacular chef's kitchen is the heart of the home, featuring leathered travertine countertops, double islands, premium appliances, a walk-in pantry, and an effortless connection to the spacious family room. Elegant formal living and dining rooms. Light-filled second floor with 4 generous bedrooms, a luxurious primary suite with a spa-inspired ensuite, and two additional bathrooms. Unfinished loft space could be turned into bonus room w/huge skylight. Beautifully finished lower level provides exceptional space for both everyday family living and entertaining, with an additional bedroom & bathroom & walkout to the rear yard. Step outside to an outrageously beautiful, professionally landscaped backyard, redesigned in 2019 to create an incredibly private outdoor retreat with lush gardens and multiple spaces to relax and entertain. Perfectly situated just steps from Lambton-Kingsway Junior Middle School and close to many of Toronto's most sought-after public and private schools, as well as Bloor Street's boutiques, cafés, restaurants, parks, Humber River trails, golf courses, TTC, and easy access to Pearson & Island airports, this is a rare opportunity to own one of The Kingsway's finest family homes. More details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 61 Grenview Boulevard N, Toronto

    61 Grenview Boulevard N Kingsway South Toronto M8X 2K3
    Main Photo: 61 Grenview Boulevard N, Toronto
    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13789956
    Bedrooms:
    4
    Bathrooms:
    3
    Gracious Kingsway side-hall home ideally situated on the preferred second block on one of the most sought-after streets in Toronto's South Kingsway neighbourhood. Situated on a premium child-friendly street with one of the area's few sidewalks. Just one block to the subway, vibrant shops, top-rated schools, and the charm of Bloor/Royal York. This beautifully family residence blends classic elegance with modern comfort and showcases exceptional pride of ownership throughout. Step into a bright and inviting interior featuring hardwood floors and a thoughtfully designed open-concept main floor, perfect for both everyday living and entertaining. The spacious living and dining areas are enhanced by two fireplaces, creating warm and welcoming spaces for gatherings. The kitchen is a true highlight, complete with quality finishes, honed limestone accents, and a walkout to a private outdoor dining and summer relaxation. Upstairs, the third-floor primary retreat offers a peaceful escape, featuring a generous walk-in closet and a stylish 3-piece ensuite. Additional bedrooms are well-sized, perfect for family living or home office needs. The finished lower level provides versatile space for recreation, a media room, or guest accommodations, along with ample storage throughout the home. Outside, enjoy professionally landscaped grounds that enhance both curb appeal and outdoor enjoyment. A rare double garage adds convenience and value. This home is offering a seamless blend of character, updates, and functionality. Set on a quiet, tree-lined street in one of Toronto's most sought-after neighbourhoods, this bright and beautiful home is a rare opportunity-truly one of a kind. More details
    Listed by RE/MAX PROFESSIONALS INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 39 Loyalist Road, Toronto

    39 Loyalist Road Kingsway South Toronto M9A 3P2
    Main Photo: 39 Loyalist Road, Toronto
    $2,650,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13804466
    Bedrooms:
    6
    Bathrooms:
    6
    Custom-built parkside living in The Kingsway. Overlooking Donnybrook Park and designed with family living at its core, this custom 5+1 bedroom, 5.5 bathroom home offers over 6,000 square feet of thoughtfully curated space.The wraparound front porch sets the tone, an inviting place to gather, enjoy your morning coffee, and watch your kids playing at the park. Inside, the home unfolds into bright, welcoming spaces designed for connection. The open-concept kitchen and living area features heated floors, a wood-burning fireplace, and a seamless walkout to a tiered deck. It is perfect for entertaining or relaxed evenings outdoors, complete with direct gated access to the park.The kitchen is both beautiful and highly functional, with granite countertops, premium appliances, a coffee bar with built-in Miele espresso machine, and a walk-in pantry that makes everyday living effortless.Upstairs, the second-floor family room with soaring 12-foot ceilings offers a comfortable place for movie nights or quiet downtime. The large primary suite is a true retreat, with a walk-in closet and spa-inspired ensuite. Additional bedrooms are generously sized, while the third level provides incredible flexibility with two ensuite bedrooms and a dedicated study, ideal for teens, guests, or working from home.The lower level adds even more versatility, with a separate entrance, high ceilings, large recreation space, kitchenette, bedroom, and full bath, perfect for extended family or a private guest suite.Ideally located near top schools, Bloor Street shops and dining, and some of Toronto's best golf, with quick access to downtown and the airport, this is a home that brings both lifestyle and location into perfect balance.A rare opportunity to enjoy space, design, and an exceptional park-side setting in The Kingsway. More details
    Listed by SAGE REAL ESTATE LIMITED
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 15 Wendover Road, Toronto

    15 Wendover Road Kingsway South Toronto M8X 2L1
    Main Photo: 15 Wendover Road, Toronto
    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13711208
    Bedrooms:
    6
    Bathrooms:
    4
    Prime Kingsway Location! Beautiful detached 2-storey home offering approximately 3,000 sqft with 5 bedrooms, detached garage and fully underpinned basement. Bright, spacious open-concept layout with hardwood floors, custom gas fireplace, office and elegant iron/glass railings. Well-appointed kitchen with professional-grade appliances, gas cooktop, granite counters and breakfast area. Spacious primary retreat with sitting area overlooking the backyard, walk-in closet and luxurious ensuite. Steps to Bloor Street shops, cafés and restaurants, Royal York Subway, excellent schools, parks and the Humber River. A fantastic opportunity to live in the heart of one of Toronto's most desirable family neighbourhoods. More details
    Listed by RE/MAX WEST REALTY INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
1-12/26
Data was last updated September 28, 2026 at 06:42 PM (UTC)

The Kingsway Schools

  • Lambton-Kingsway Junior-Middle School (JK-8)
  • Etobicoke Collegiate Institute (9-12)
  • Karen Kain School of the Arts (6-8)
  • Etobicoke School of the Arts (9-12)
  • Our Lady of Sorrows (Catholic JK-8)
  • Bishop Allen Academy (Catholic Secondary)
  • Kingsway College School (Private 1-8)

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