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South Kingsway

Population

9,170

Size

2KM

Average Family Income

$161,247

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About South Kingsway

If you’re looking for stately, this upscale locale might just be the spot. This affluent Etobicoke area has the feel of the English countryside, with well-planned streets, Tudor details, and massive lots. A planned development by Etobicoke lawyer Robert Home Smith, built from the 20’s to the 40’s, the areas original houses were designed to be part of a ‘garden city’ (i.e. surrounded by green space). Despite the fact they are mansions, there is definitely a rustic feel to those original properties nestled in amongst the forest of the Humber River Valley. Considerably quieter than neighbouring Bloor West Village, South Kingsway enjoys a peaceful, understated existence.

Who Lives Here

Wealthy families, likely with older, school-age children. If you’ve got the money, this is a lovely place to call home. Great schools and green space. There are an increasing number of young professionals and empty nesters moving to the developed parts of Bloor Street.

What's Great About It?

Gigantic back yards and steps to the Humber River Valley. Easy access to the TTC. Have you looked at these houses? It’s strictly upscale in this posh pocket of Etobicoke.

Schools

Etobicoke Collegiate Institute
Lambton-Kingsway Junior Middle School
George Webster Elementary School
Our Lady of Sorrows (Catholic)

Homes for sale in South Kingsway

Looking for listings in South Kingsway for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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We have found a total of 43 listings, but only 35 are available for public display. To get instant access to all 43 listings, please .
1-12/35

  • 67 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12390855

    67 Kingsway Crescent Kingsway South Toronto M8X 2R5
    Main Photo: 67 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12390855

    67 Kingsway Crescent Toronto M8X 2R5 Kingsway South

    $9,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12390855
    Bedrooms:
    9
    Bathrooms:
    7
    Welcome to a truly exceptional estate tucked away in one of the Kingsway's most coveted, family-friendly enclaves. Perfectly positioned on a breathtaking ravine lot, this majestic custom-built Tudor-style home offers the ultimate in luxury, privacy, and natural beauty. Enjoy a resort-inspired backyard oasis complete with a stunning pool, lush landscaping, and endless space to entertain.Inside, the beautifully renovated chef's kitchen is the heart of the home - thoughtfully designed for both everyday living and large gatherings. Expansive windows throughout invite spectacular ravine views into nearly every room, filling the home with natural light. With approximately 10,000 sq ft of luxurious living space, this remarkable residence offers 7+2 spacious bedrooms, including an opulent primary suite with a private sitting area, custom dressing room, and spa-like ensuite. Heated floors in the bathrooms add another layer of comfort.This is a rare opportunity to live in a quiet, prestigious pocket that offers incredible convenience.Walk to top-rated schools like Our Lady of Sorrows (OLS) and Lambton Kingsway Junior Middle School (LKS), stroll to nearby parks, shops, and the subway, and enjoy effortless access to downtown and major highways.This is more than a home it's a lifestyle. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 89 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12269209

    89 Kingsway Crescent Kingsway South Toronto M8X 2R8
    Main Photo: 89 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12269209

    89 Kingsway Crescent Toronto M8X 2R8 Kingsway South

    $7,700,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12269209
    Bedrooms:
    5
    Bathrooms:
    8
    Welcome to 89 Kingsway Crescent an extraordinary and architecturally significant residence that seamlessly fuses timeless elegance with modern luxury. Designed by award-winning firms Howard Rideout Architect & MW Hall, the home spans over 6,500 square feet above grade on over half an acre in the heart of The Kingsway. This beautiful one-of-a-kind home is a study in contrast and harmony. The stately front facade pays homage to the historic charm of the neighbourhood, while the rear garden elevation and interior spaces are strikingly contemporary defined by soaring ceiling heights, clean lines, and expansive glass that frame spectacular views over the Humber River Valley. The main floor is designed for both entertaining and everyday ease, featuring 17-ft sliding glass doors that open to the deck overlooking the lush rear garden. A dramatic octagonal dining room anchors the open-concept chefs kitchen and living areas.The home features a generous main floor guest suite/home office, wide hallways and doors and a large elevator for full accessibility throughout, a heated 3-car garage, and a heated driveway with additional on-site parking. Upstairs, the primary retreat is pure serenity, with dual ensuite baths, two walk-in closets, a massage room, and a whirlpool tub overlooking the treetops. The 3 additional bedrooms on this level are oversized with ensuite bathrooms. The large laundry room, and laundry facilities on the other levels, adds practical convenience.The fully finished lower level offers an expansive open-concept layout with 10-foot ceilings and walkout to the rear yard. Designed and built with sustainability in mind, the structural insulated panel envelope with geothermal heating and cooling provide superior energy efficiency and year-round comfort. This home offers a rare opportunity to live in a tranquil, natural setting - with easy access to Humber River parks, top-rated schools, boutique shops, and cafes without compromising luxury, design, or space. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 55 Strath Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12297637

    55 Strath Avenue Kingsway South Toronto M8X 1R4
    Main Photo: 55 Strath Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12297637

    55 Strath Avenue Toronto M8X 1R4 Kingsway South

    $5,699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12297637
    Bedrooms:
    5
    Bathrooms:
    6
    A Home of Quiet Distinction. Nestled on one of The Kingsways most admired streets, 55 Strath Avenue is a residence of rare calibre. Crafted in 2019 by Gallery Homes, this exquisite home is defined by its enduring architecture, refined detailing, and exceptional livability. From its hand-moulded brick exterior to its slate roof and concrete-poured saltwater pool, every element has been considered. This is not simply a home, but a statement of quality and permanence in one of Torontos most coveted neighbourhoods. Stained white oak flooring, detailed paneling, Ridley windows, Lutron lighting, and built-in speakers set a sophisticated tone throughout. Heated floors on all levels ensure comfort year-round. The formal living room features a classic wood-burning fireplace, while the chefs kitchen is equipped with premium appliances and opens to a warm, inviting great room with an exposed brick feature wall and walkout to the patio and pool. The upper level offers four well-planned bedrooms, including a generous primary suite with two walk-in closets, one large enough to serve as a private den, and a serene ensuite bath. A second bedroom features its own ensuite, while the remaining two overlook the front garden and share a family bath. A second-floor laundry room adds everyday convenience. The fully finished lower level includes a large recreation area, dedicated playroom, built-in wine cellar, a fifth bedroom or office with full bath, and a second laundry with laundry sink and pantry. Outside, the snow-melt driveway and front entry ensure easy winter access, completing a home designed for comfort, quality, and longevity. Ideally located near top schools, Bloor Street shops and dining, and some of Torontos best golf, with quick access to downtown and the airport. This is a home that brings both lifestyle and location into perfect balance. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 4 Old Oak Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12215169

    4 Old Oak Road Kingsway South Toronto M9A 2V8
    Main Photo: 4 Old Oak Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12215169

    4 Old Oak Road Toronto M9A 2V8 Kingsway South

    $4,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12215169
    Bedrooms:
    4
    Bathrooms:
    4
    Location Location! Contemporary meets Mid-Century Modern in this custom built Bone Structure home with ALL the designer touches. Radiant floors throughout. Kitchen and all cabinets equipped with Scavolini. Entertain in the gourmet kitchen using luxury appliances including professional range with steam oven and warming drawer, built-in fridge, freezer, dishwasher and microwave drawer. Custom solid slab Laminam countertops and backsplashes throughout. Walk out to the garden oasis and take a dip in the salt-water pool with automation and swim jets or in the 6 person Beachcomber hot tub. Home controls for hvac, Lighting, door locks, home audio, security, window covers with touch screen and app control. A whole home backup generator runs entire house including air conditioners, pool, and hot tub. More details
    Listed by ROYAL LEPAGE WEST REALTY GROUP LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 16 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12395622

    16 Kingsway Crescent Kingsway South Toronto M8X 2P9
    Main Photo: 16 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12395622

    16 Kingsway Crescent Toronto M8X 2P9 Kingsway South

    $4,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12395622
    Bedrooms:
    4
    Bathrooms:
    5
    Magnificent R. Home Smith Tudor set on an elevated lot across from the Humber River Valley. Absolutely stunning architectural features with gorgeous landscaping. Elegant foyer flanked by gracious principal rooms. The sunken designer kitchen is exceptional and opens to a courtyard patio, with a step up to separate family room & formal dining room. Beautiful primary bedroom with a five-piece ensuite bath. Three additional bedrooms + two baths complete the charming second floor. Exquisite 3-car garage. Diamond-patterned leaded glass windows. #16 Kingsway Crescent remains a true aspirational address, perched at the intersection of the Kingsway's two most prestigious streets. Designed, built and renovated to protect the building's vintage character, it offers a commanding presence, making it an excellent investment. More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 501 50 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12395569

    501 50 Old Mill Road Kingsway South Toronto M8X 1G7
    Main Photo: 501 50 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12395569

    501 50 Old Mill Road Toronto M8X 1G7 Kingsway South

    $4,198,000
    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.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • TH 2 4 The Kingsway in Toronto: Kingsway South Condo Townhouse for sale (Toronto W08) : MLS®# W12083104

    TH 2 4 The Kingsway Kingsway South Toronto M8X 2T1
    Main Photo: TH 2 4 The Kingsway in Toronto: Kingsway South Condo Townhouse for sale (Toronto W08) : MLS®# W12083104

    TH 2 4 The Kingsway Toronto M8X 2T1 Kingsway South

    $3,899,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12083104
    Bedrooms:
    2
    Bathrooms:
    3
    Welcome to 4 The Kingsway TH 2, the ultimate in elegance, privacy and comfort. This magnificent condominium residence boasts almost 3,000 square feet of luxury, with no wasted space and every room well-proportioned. One of the best features you will come to love is the privacy offered by your direct entrance from the outside and from the garage, with 3 parking spaces right at your doorstep. Once inside you will find the sophisticated open-concept living and dining rooms with soaring 13 ft. ceilings, and beautiful arched floor-to-ceiling triple-pane windows bringing in sunlight. Extensive upgrades include custom book shelves framing the fireplace and stunning bar console. The dining room has a walk-out to a balcony with a gas line for BBQ. The timeless custom kitchen offers the best appliances. The spacious primary suite boasts two walk-in closets, a spa-like ensuite and a sitting area. You will love the full-size laundry room with lots of storage and folding station. The family room is another story. It's to-die-for. This stylish room is designed for entertaining, comes with high ceilings, custom built-in bar, heated floors, and walk out to a terrace. 4 The Kingsway, a boutique building known for its exclusivity and hotel-inspired concierge service, architecture by Richard Wengle, interiors by Brian Gluckstein, is a landmark drawing you into The Kingsway, known for its friendly vibe, olde English homes and towering trees. This location offers the best of everything 5 mins. to Old Mill subway, a short stroll to eclectic shops and dining, 20 minutes to financial/theatre districts, airports and near some of Toronto's best golf. Walking/cycling paths take you along the Humber River to the lakefront and beyond. There's so much here to fall in love with. More details
    Listed by SUTTON GROUP - OLD MILL LINDA TICKINS INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 29 Walford Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12210967

    29 Walford Road Kingsway South Toronto M8X 2P2
    Main Photo: 29 Walford Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12210967

    29 Walford Road Toronto M8X 2P2 Kingsway South

    $3,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12210967
    Bedrooms:
    4
    Bathrooms:
    6
    Stunning Contemporary Home in The Kingsway 29 Walford Rd, TorontoThis newly built, architecturally refined residence offers approx. 4,000 sq ft of luxurious living space on one of The Kingsways most desirable streets. Designed with exceptional attention to detail, this 4+1 bedroom, 6 bathroom home features top-tier finishes, modern automation, and sophisticated design throughout.The main level boasts a chefs kitchen with custom cabinetry, leathered stone countertops, and commercial-grade Bespoke Noir appliances, flowing seamlessly into an open-concept living and dining space. Elevator access to all floors, 7.5" European white oak hardwood flooring, and designer lighting add to the homes modern elegance.The primary suite includes dual walk-in closets, a 5-piece spa-inspired ensuite with heated porcelain floors, freestanding tub, and LED-lit mirrors. All bedrooms feature ensuite baths and custom built-ins. The lower level offers a full home gym with rubber floors, home theatre area, and a walk-out to the landscaped yard.Additional features include Control4 smart home automation, in-ceiling speakers, rough-in snow melt system, EV-ready garage, and a private backyard with cedar fencingideal for entertaining.Situated in a prestigious neighbourhood near top schools, Bloor St shops, restaurants, and TTC access. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 96 Montgomery Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12393803

    96 Montgomery Road Kingsway South Toronto M9A 3N5
    Main Photo: 96 Montgomery Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12393803

    96 Montgomery Road Toronto M9A 3N5 Kingsway South

    $3,798,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12393803
    Bedrooms:
    6
    Bathrooms:
    5
    Stunning modern-contemporary custom residence in the heart of The Kingsway, offering an exceptional combination of design, scale, and location. Situated on a rare 54 x 199 ft ravine lot backing onto Tom Riley Park, this home provides a private and tranquil setting surrounded by mature greenery, while remaining just steps from transit, top-rated schools, and the vibrant shops and restaurants along Bloor Street. Spanning approximately 5,200 sqft of total living space, this 4+2 bedroom, 5 bathroom home showcases innovative architecture, premium finishes, and a highly functional layout across all levels. The main floor is anchored by a contemporary chefs kitchen with Caesarstone countertops and backsplash, Jenn-Air, Bosch, and Wolf appliances, a built-in coffee station, and custom wine display, seamlessly flowing into open concept living and dining spaces. Expansive glass doors connect to a covered 340 sqft patio with fireplace, perfect for year round entertaining. Upstairs, a skylit hallway leads to generously sized bedrooms, spa-like baths, and a 326 sqft upper terrace with ravine views, while the lower level offers a dedicated wine cellar, recreation room with fireplace, and state-of-the-art home theatre with 98" 4K screen and custom sound system. Additional highlights include multiple gas fireplaces (indoor and outdoor), heated basement floors, engineered hardwood throughout, illuminated stair features, dual laundry rooms, smart-home automation, and a private backyard oasis designed for relaxation. Rarely does a property of this calibre become available in such a prestigious and family-friendly neighbourhood. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 10 Shand Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12350147

    10 Shand Avenue Kingsway South Toronto M8X 1T5
    Main Photo: 10 Shand Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12350147

    10 Shand Avenue Toronto M8X 1T5 Kingsway South

    $3,648,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12350147
    Bedrooms:
    5
    Bathrooms:
    5
    Luxury in the heart of The Kingsway! Stunning contemporary designer home constructed by Seven Oaks Homes. With 4+1 bedrooms, 5 bathrooms and over 4000 feet of finished space and boasting an exceptional floor plan with custom millwork, heated wood floors on lower level and all washrooms, fine cabinetry, high ceilings and dramatic accent walls. Never shovel snow again with driveway snow melt system and home technology system, this rare offering is an entertainers delight with truly functional living space. The banquet size dining room has an adjacent servery accessing the kitchen. The heart of the home is the epicurean's dream kitchen with waterfall quartz island, top of the line appliances and breakfast banquette all open to the inviting family room with gas fireplace and walkout to the secluded garden. A wow powder room and mud entry complete this level. A floating white oak staircase with custom lit skylight flows to the upper level, consisting of four bedrooms, three bathrooms and a laundry room. The luxe primary suite has a skylit fully fitted dressing room and spa like ensuite. The lower level features many social spots for entertaining with a recreation room complete with fireplace, wine room, custom bar, office, bedroom/gym, bathroom and loads of storage. The sleek exterior of the house is finished with smooth white brick and contrasting black accents. The back garden is fenced and completely carefree with its perennial gardens, artificial turf/putting green, stone patio, irrigation system and bonus views of treed green space to the west. All top grade mechanical features. One of Toronto's most desirable neighborhoods, steps to Lambton Kingsway PS, steps to Lambton Kingsway Park & steps to Bloor street /Kingsway village , subway, shops and bistros, library, cinema, tennis, pool, baseball/soccer fields, parkland along the Humber River and a golf enthusiasts dream with four private golf courses. A short drive to Pearson International Airport and Bay Street. More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 64 Grenview Boulevard N in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12394105

    64 Grenview Boulevard N Kingsway South Toronto M8X 2K4
    Main Photo: 64 Grenview Boulevard N in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12394105

    64 Grenview Boulevard N Toronto M8X 2K4 Kingsway South

    $3,598,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12394105
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to a quintessential Kingsway residence, where timeless character meets thoughtful modern updates. This beautifully appointed 5 bedroom centre hall home offers classic charm with contemporary comforts in one of Torontos most prestigious neighbourhoods. Ideally located just minutes from the Grenview entrance of Royal York Subway Station and steps to Bloor Streets vibrant amenities - LCBO, boutique shops, dining, pubs, cafes, and the iconic Kingsway Theatre! This home delivers the best of city living with a village feel. The main floor features expansive principal rooms, including formal living and dining spaces, perfect for entertaining. At the heart of the home is the open concept kitchen and family room with a gas fireplace, breakfast bar, and pantry. A mudroom and powder room complete the thoughtful main level design. On the second floor, the spacious primary suite boasts his and her walk-in closets, accompanied by 2 additional bedrooms and a renovated 3pc bath. The 3rd level offers 2 more bedrooms and another 3pc bath - ideal for family or guests. The lower level provides exceptional space with a large recreation room, laundry, and abundant storage. Throughout, hardwood floors, wainscoting, and tasteful renovations highlight the homes character and craftsmanship.A true family home in one of the west ends most sought-after neighbourhoods, this property combines elegance, comfort, and an unbeatable location. Located within the highly sought-after LKS School district! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 39 Strath Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12358054

    39 Strath Avenue Kingsway South Toronto M8X 1R2
    Main Photo: 39 Strath Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12358054

    39 Strath Avenue Toronto M8X 1R2 Kingsway South

    $3,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12358054
    Bedrooms:
    4
    Bathrooms:
    3
    Often admired, iconic Home Smith cottage on now rarely available 50 ft frontage, south exposure and XLarge saltwater pool surrounded by gorgeous greenery for max privacy! Gorg bright LR/DR, kitchen/family combo, newer underpinned lower level, updated wiring w no Knob and T. Walk to Lambton K school or Grenview subway/Bloor. Close to airport, financial district and lots of golf! Perfect as is or ample room to expand!! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes
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Data was last updated September 12, 2025 at 02:15 AM (UTC)
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