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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The Kingsway 1M+

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1-12/16
  • 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)
  • 501 50 Old Mill Road, Toronto

    501 50 Old Mill Road Kingsway South Toronto M8X 1G7
    Main Photo: 501 50 Old Mill Road, Toronto
    $3,998,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12395569
    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)
  • 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)
  • 7 Bannon Avenue, Toronto

    7 Bannon Avenue Kingsway South Toronto M8X 1T6
    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: 7 Bannon Avenue, Toronto
    $3,095,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13737042
    Bedrooms:
    4
    Bathrooms:
    3
    A rare opportunity to own a beautifully renovated family residence in the heart of the highly coveted Kingsway. Set on an exceptional 50 x 120 ft. lot on one of the neighbourhood's quietest, most family-friendly streets, with ~3,000 sq. ft. of living space, this home delivers the space, privacy and lifestyle discerning families are looking for. Completely renovated in 2020, the home showcases a sophisticated open-concept design with generous principal rooms, 4 bedrooms and 3 bathrooms. The stunning primary retreat features a luxurious ensuite and an expansive walk-in closet, while thoughtfully designed built-in storage throughout the bedrooms keeps everyday living effortlessly organized. A beautifully appointed mudroom with heated floors, custom built-ins, ample storage and a separate entrance adds exceptional function and convenience. The finished basement further extends the home's living space with a brand-new oversized laundry room, large recreation room ideal for family movie nights, play space or entertaining, and a convenient bathroom rough-in offering future flexibility. Outside, the private backyard offers a peaceful retreat and plenty of room for children to play, while the quiet street that you can enjoy from your front porch with overhead infrared heater invites the kind of carefree family living that is increasingly hard to find. The location is truly exceptional. Walk to the Kingsway's renowned shops, restaurants and cafes, Royal York and Old Mill subway stations, and highly regarded schools including Lambton Kingsway School, Our Lady of Sorrows Catholic School, ECI and Kingsway College Private School. Lambton-Kingsway Park is just steps away, offering an outdoor skating,, community pool, tennis courts, baseball fields and extensive recreational amenities. A double-wide driveway provides parking for up to four vehicles, plus a garage. A sophisticated, move-in-ready home on a remarkable lot in one of Toronto's most sought-after family neighbourhoods. More details
    Listed by RE/MAX PROFESSIONALS INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 51 Princeton Road, Toronto

    51 Princeton Road Kingsway South Toronto M8X 2E3
    Main Photo: 51 Princeton Road, Toronto
    $2,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13601960
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 51 Princeton Road, set on one of the most sought-after streets in The Kingsway! This stunning 4+1 bedroom, 4 bathroom residence delivers elegance from the moment you step inside, with custom-cut Thassos marble in the foyer, herringbone oak floors throughout, and designer lighting that carries an abundance of style from the front entryway to every corner of the home.The open-concept main floor is made for gathering, anchored by a show-stopping chef's kitchen with an oversized waterfall quartz island, premium built-in appliances, a 6-burner gas range, and an extra-large Sub-Zero refrigerator/freezer, plus a convenient walkout to the garage. A seamless walkout leads to your own backyard resort - a private, mature treed-canopy and landscaped yard featuring a sports court, 7-person Arctic Spa hot tub, and separate seating and dining areas with shed, built for year-round enjoyment. Upstairs, a dramatic upper foyer with vaulted ceiling and multiple skylights welcomes you to a light-filled second level. The primary retreat offers a true escape with a spacious walk-through closet, sitting area, and spa-inspired ensuite finished in Carrara marble, alongside 3 additional generously sized bedrooms, all with ample closet space. The finished lower level is a true extension of living space, with brand-new broadloom throughout, an oversized 5th bedroom, a full 4th bathroom, and an abundance of storage - ideal for extended family or an in-law suite. Just moments to Toronto's top west-end schools, the boutiques and restaurants of The Kingsway, the Humber River and trails, TTC transit, some of the city's best golf courses, and easy access to major highways, both airports, and the downtown financial district. A rare opportunity to put down roots in one of Toronto West's most sought-after, family-friendly communities. More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
    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
    $2,890,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13607658
    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
    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13735406
    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)
  • 1109 2662 Bloor Street W, Toronto

    1109 2662 Bloor Street W Kingsway South Toronto M8X 2Z7
    Main Photo: 1109 2662 Bloor Street W, Toronto
    $2,598,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13532762
    Bedrooms:
    3
    Bathrooms:
    3
    This Beautifully Updated Penthouse-Level Suite At The Terraces Of Old Mill Offers Nearly 2,000 Sq.Ft. Of Elegant Living Space With High Ceilings And Spectacular South-East Views Over The Humber Valley. Natural Light Fills The Principal Rooms, Creating A Bright, Inviting Atmosphere Throughout This Spacious Two-Bedroom Plus Den Residence. Wide-Plank Wood Flooring Extends Throughout The Principal Living Areas. The Custom Downsview Kitchen, Beautifully Renovated Bathrooms, Extensive Custom Cabinetry By Yorkville Design Centre, And Elegant Crown Moulding Showcase Exceptional Craftsmanship And Attention To Detail. Additional Highlights Include Hunter Douglas Silhouette Blinds, An Illuminated Waterfall Feature, Designer Light Fixtures, And Thoughtfully Designed Built-In Cabinetry. The Bright Living And Dining Areas Are Ideal For Entertaining. The Oversized Den Is Currently Used As An Elegant Formal Dining Room With Custom Built-Ins And Illuminated Mirrored Display Shelving, While Offering Flexibility As A Family Room, Library, Or Second Home Office. The Primary Bedroom Features Custom Wardrobe Closets, A Beautifully Renovated Ensuite ,And An Adjoining West-Facing Office With Custom Built-Ins. The Second Bedroom Is Bright And Spacious. Completing The Suite Are Two Tandem Parking Spaces, A Locker, An Electric Vehicle Charger, And A Gas BBQ Connection On The Balcony. Residents Enjoy A Welcoming Community, Complemented By An Active Social Committee And Excellent Amenities, Including A 24-Hour Concierge, Indoor Lap Pool, Fitness Centre, Party Room, And Rooftop Terrace With BBQ's And Panoramic Views. Ideally Located Steps From Old Mill Subway, The Old Mill Inn & Spa, Humber River Trails, And The Shops And Restaurants Of The Kingsway And Bloor West Village, This Exceptional Location Offers Excellent Walkability And Transit Access. A Rare Opportunity To Own One Of The Building's Coveted Top-Floor Residences In One Of Etobicoke's MostSought-After Boutique Condominium Communities. More details
    Listed by BOSLEY REAL ESTATE LTD.
    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)
  • 100 Dunedin Drive, Toronto

    100 Dunedin Drive Kingsway South Toronto M8X 2K5
    Main Photo: 100 Dunedin Drive, Toronto
    $2,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13709930
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 100 Dunedin Drive - a thoughtfully renovated & beautifully maintained family home on one of The Kingsway's most desirable streets. Just one block from Lambton Kingsway School, the park, outdoor pool, tennis courts & ice rink, this is an exceptional location for families who want to be at the heart of the community. Offering 3+1 bedrooms & 4 baths, the home combines generous living space with extensive upgrades and investments designed for both comfort and everyday family life. The main floor features spacious living and dining rooms and a renovated kitchen with breakfast bar and stainless steel appliances, opening directly to the family room and backyard. Radiant in-floor heating throughout the main and lower levels adds an exceptional level of comfort, while a high-efficiency Navien combi-boiler provides both home heating and on-demand hot water - eliminating the need for a traditional furnace & hot water tank. The family room walks out to a beautifully renovated backyard with an expansive two-tiered deck, generous lawn area and storage shed - a fantastic extension of the living space for entertaining, dining outdoors and family gatherings. Upstairs, the spacious primary suite offers a walk-in closet plus an additional closet and 3-piece ensuite. Two additional generously sized bedrooms and a 4-piece family bathroom complete the upper level. The fully finished lower level significantly expands the home's living space with a recreation/media room, a fourth bedroom, office/den/playroom, laundry room and 3-piece bathroom. A separate side entrance provides added flexibility for teenagers, guests, a nanny suite/extended family. Thoughtfully updated over the years with investments in both the home's finishes and its infrastructure, 100 Dunedin offers the space, comfort and functionality of a truly move-in-ready family home - all in an outstanding Kingsway location, steps from some of the neighbourhood's best schools, recreation, parks and community amenities. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 5 Donnybrook Lane, Toronto

    5 Donnybrook Lane Kingsway South Toronto M9A 2V2
    Main Photo: 5 Donnybrook Lane, Toronto
    $2,188,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13483050
    Bedrooms:
    5
    Bathrooms:
    4
    Beautifully renovated from top to bottom in 2020 with permits, this exceptional detached home offers the perfect blend of luxury, functionality, and investment potential. Featuring two self-contained living spaces, the property is ideal for multigenerational families, those seeking additional rental income, or savvy investors looking for a turnkey opportunity.The main residence offers an impressive 4-bedroom layout with 2 full bathrooms and a convenient powder room. Designed with both style and everyday living in mind, the home showcases a stunning chef-inspired kitchen featuring premium Sub-Zero and Wolf appliances, custom cabinetry, a wine fridge, and elegant finishes throughout. Large windows, all replaced during the renovation, flood the home with natural light, while pot lights throughout create a bright and welcoming atmosphere. Thoughtfully designed with timeless finishes and a neutral palette, this home provides a beautiful blank canvas ready for your personal touch.The lower level features a fully self-contained legal 1-bedroom apartment with its own kitchen, bathroom, and private living space, offering excellent flexibility for extended family, guests, or rental income.Every detail has been carefully considered, creating a move-in-ready property that seamlessly combines modern luxury with practical living. Whether you're looking for space to accommodate a growing family or a home that helps offset ownership costs, this property delivers exceptional value.Ideally located near Highway 427 and Islington Subway Station, commuting throughout the GTA is effortless. Enjoy easy access to the shops, restaurants, cafés, and everyday conveniences of Bloor Street, all while living in a peaceful residential neighbourhood that offers the benefits of city living without the congestion. This is a rare opportunity to own a beautifully renovated, income-generating home in a highly connected and sought-after location. ** Listing Contains Virtually Staged Photos* More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 4653 Dundas Street W, Toronto

    4653 Dundas Street W Kingsway South Toronto M9A 1A4
    Main Photo: 4653 Dundas Street W, Toronto
    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13733164
    Bedrooms:
    4
    Bathrooms:
    3
    Stunning and fully renovated stone-façade bungalow nestled in the coveted Kingsway! This beautiful home features a brand new gourmet kitchen with top-of-the-line stainless steel appliances, quartz counters and breakfast bar with pendant lighting. Open concept living & dining area boasts a 16-foot cathedral ceiling, skylights and a gas fireplace with custom built-in shelving. Walk-out to an oversized deck that overlooks a fully landscaped tiered back yard with views of the city skyline. Primary bedroom retreat boasts a vaulted ceiling, ensuite bathroom and wall-to-wall mirrored closets. Other notable features include 3+1 spacious bedrooms, 3 spa-inspired bathrooms, gleaming hardwood floors and ample parking for at least 8 cars on the private driveway. Functional lower level has a family room, kitchenette, dining area and office... perfect for in-law suite or nanny's quarters. There is a ground level walk-out to a stone patio and manicured south-facing gardens. Set back on a sprawling 50' x 150' lot, this quiet family home is conveniently located close to excellent schools, transit, shopping, renowned golf courses and parks. Welcome Home! More details
    Listed by RE/MAX WEST REALTY INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
1-12/16
Data was last updated September 8, 2026 at 06:15 AM (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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