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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.

Homes for sale in South Kingsway

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We have found a total of 25 listings, but only 17 are available for public display. To get instant access to all 25 listings, please .
1-12/17
  • 43 The Kingsway in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12476896

    43 The Kingsway Kingsway South Toronto M8X 2S9
    Main Photo: 43 The Kingsway in Toronto: Kingsway South House for sale (Toronto W08)  : MLS®# W12476896
    $9,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12476896
    Bedrooms:
    6
    Bathrooms:
    7
    The House that built the Kingsway. In a neighbourhood of stately homes, 43 The Kingsway stands apart. This is the first estate to be built in the Kingsway, located on the best and first lots in the Kingsway, selected for the most overall table land available on the Humber River ravine - 43 The Kingsway is the crown jewel of the neighbourhood. If you've ever driven through the neighbourhood, you already know this home - it's the one with the glass atrium with copper roof, the one that glows at night & is full of light during the day. Since construction, the home has been meticulously stewarded by its owners, & tastefully updated to blend modern sensibilities without losing the Kingsway feeling. From outside, you'll appreciate Jim Mosher's dramatic humber river stone landscaping, the elegant, & particularly Kingsway styling of the rear extension is seamless. Enter to the show stopping glass atrium, complete with heated floors and wrought iron spiral staircase. To your left, an oversized three car garage with ample storage. Up the spiral staircase, the guest or nanny suite is built to impress - vaulted ceilings, floor-to-cieling humber river ravine views. The main house is built for entertaining. The reimagined flow of the first floor features multiple formal living spaces, airy family room, elegant extended-family-sized dining room, & new chef's kitchen - overbuilt with the consummate entertainer in mind, with truly flawless marble work. The 2nd floor is built around the primary suite, featuring a sitting room to look out over the River, impressive walk-in closet, dual primary baths, & fireplace. The floor has three more bedrooms, all with abundant closet space & impressive views. The 3rd floor is adaptable - with large dormers overlooking the ravine, ample closet space & a four piece bathroom, this could be a secondary primary bedroom, a rec room with office, a playroom, or the alternate nanny suite.The lower level features rec room & gym, walkout to the rear lawns. More details
    Listed by RE/MAX PROFESSIONALS INC.
    Tanya Crepulja
    Steven Fontes
  • 89 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12433346

    89 Kingsway Crescent Kingsway South Toronto M8X 2R8
    Main Photo: 89 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08)  : MLS®# W12433346
    $7,700,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12433346
    Bedrooms:
    5
    Bathrooms:
    8
    Discover a gem, custom-built as a multi-generational home, offering over 11,000 sq ft of luxurious living space on a rare 125ft double lot at the edge of the Humber Valley in the tree-lined Kingsway neighbourhood. This residence is a statement of contemporary elegance and sophistication, perfect for the discerning family.Inside, experience clean lines and exquisite details that enhance comfortable luxury living, including sound-isolated suites, Jatoba hardwood floors, stunning Persian serpentinite kitchen countertops, and heated stone floors for ultimate comfort.Accessibility is a key feature, with snow melt for the front porch, steps, ramp and driveway, a commercial 4x6 ft elevator, and 4 ft wide hallways to ensure effortless movement throughout the residence.The ground floor features a bright, open-plan living area that seamlessly integrates the chefs kitchen, dining, and living spaces, extending to a partially covered upper deck with a 17ft wide opening. A heated 3-car garage is cleverly positioned at the side of the house.The primary retreat is where luxury meets tranquility, featuring two generous walk-in closets and two ensuites one complete with a massage room and whirlpool tub offering tree-top views. Two additional spacious bedrooms, each with walk-in closets, share a thoughtfully designed bathroom suite with dual sinks, ample storage, and a separate area for added privacy. The oversized fourth bedroom also includes its own ensuite bathroom and walk-in closet, providing comfort and convenience for family or guests.The ground floor bedroom suite with a Juliet balcony offers a perfect retreat for guests.Venture to the finished lower level, where 10+ ft ceilings create a light and airy ambiance.This expansive space features a wide sliding door leading to the lower deck, ideal for entertaining.With multiple entertainment areas, including a stepped home theatre and sprawling park-like backyard, this home is designed for those who appreciate spacious comfort. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    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
    $4,499,000
    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.
    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
    $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, accompanied by gorgeous landscaping, an elegant foyer flanked by gracious principal rooms. The high-end, innovative, and luxurious Downsview designer kitchen opens to a courtyard patio, with a step up to a separate family room & formal dining room. The primary bedroom features a five-piece en-suite bath & multiple closets. Three additional bedrooms + two baths complete the charming second floor. Exquisite 3-car garage. Diamond-patterned leaded glass windows, tiger oak hardwood flooring & heated tile floors. #16 Kingsway Crescent remains an accurate aspirational address, perched at the intersection of the Kingsway's two most prestigious streets. Thoughtfully 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.
    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
    $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.
    Tanya Crepulja
    Steven Fontes
  • TH 2 4 The Kingsway in Toronto: Kingsway South Condo Townhouse for sale (Toronto W08) : MLS®# W12449212

    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®# W12449212
    $3,899,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12449212
    Bedrooms:
    2
    Bathrooms:
    3
    4 The Kingsway TH 2 offers an exceptional bungalow alternative, combining the ease of single-level living with luxury condo convenience. Enjoy direct access from your private underground parking space right into your own unit no need to enter through a shared lobby. This rare feature ensures maximum privacy and ease of daily living. Flooded with natural light thanks to its prized south exposure, the bright and airy interiors evoke the feeling of sitting in the south of France. The thoughtfully designed split floor plan provides distinct living and sleeping zones, complemented by soaring 13-foot ceilings that amplify the spacious atmosphere.A full-size laundry room offers ample storage and folding space, enhancing everyday functionality. The lower-level recreational area is a standout, featuring a large TV and custom bar, making it the ultimate space for entertaining family and friends.Residents benefit from exclusive white glove services, including valet parking, attentive concierge, and access to high-end building amenities. Designed by renowned architect Richard Wengle and constructed by the trusted North Drive, this residence exemplifies meticulous craftsmanship and elegant design.This nearly 3,000-square-foot home is situated in a prestigious boutique building steps from the Old Mill subway, local shops, and restaurants. Scenic trails along the Humber River connect to the lakefront, while downtown Toronto, airports, and premier golf courses are all within easy reach. Offering privacy, comfort, and convenience, this home is a distinctive choice for refined urban living. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Tanya Crepulja
    Steven Fontes
  • 8 Shand Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12453543

    8 Shand Avenue Kingsway South Toronto M8X 2M5
    Main Photo: 8 Shand Avenue in Toronto: Kingsway South House for sale (Toronto W08)  : MLS®# W12453543
    $3,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12453543
    Bedrooms:
    5
    Bathrooms:
    5
    A luxurious stunner in Kingsway with attention to every gorgeous detail throughout, steps to school and park! Another beauty by renowned Stefcon Homes! Stately and elegant curb appeal and over 4000 sq feet of luxurious family space! 4+1 bedrooms and 5 baths. Gorgeous chefs kitchen with an oversized island, room to dine in and butler pantry adjacent to bright and formal dining room. The generous sized great room with fireplace combines built-ins and access to the private rear yard and gardens. A stunning main floor powder room and mud room, with loads of storage and garage access, makes for easy living for the entire family. The open upper staircase with trimmed out skylight provides loads of natural light and a hint of elegance. The primary features a large walk-in closet for him and her and a designer spa like 5 piece ensuite- the views to an abundance of back yard greenery are spectacular! 2 other terrific sized bedrooms share a 4 piece bath and the 4th bedroom features its own ensuite. All windows are large and all closets have custom shelving.The well designed laundry is also conveniently located on this level. The lower level features soaring ceilings and heated floors throughout. The rec room is designed for large, fun gatherings with an additional fireplace and built-in wet bar. A media room, a 5th bedroom, a 5th bathroom, a mechanical room and ample storage complete this gorgeous space. The garage's built-in car lift is pretty nifty for the car aficionados winter car storage! All upgraded mechanicals, lux amenities and a full home automation system throughout reflects the ease and low maintenance of todays expected living standards.Minutes To Downtown and Pearson Airport. Walking distance to Bloor Street transit and amenities. Easy walk or cycle to the Humber River park and trails. A 10 minute drive to Hwy 427/400 and cottage country. This is the one you've been waiting for! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Tanya Crepulja
    Steven Fontes
  • 50 Wendover Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12590998

    50 Wendover Road Kingsway South Toronto M8X 2L3
    Main Photo: 50 Wendover Road in Toronto: Kingsway South House for sale (Toronto W08)  : MLS®# W12590998
    $2,468,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12590998
    Bedrooms:
    3
    Bathrooms:
    2
    Charming R. Home Smith original in prized location! Circa 1930, the Olde English architecture remains an enduring classic. In style then, and still in style today! The vestibule opens to a bay-windowed living room with a log-burning hearth. Formal separate dining room. An updated kitchen and cozy family room open to the private rear garden. A convenient main-floor powder room completes the first level. Upstairs offers an oversized bay-windowed primary suite & two additional bedrooms & a four-piece bath. The lower level welcomes your own initiative. This is one of those rare opportunities in Kingsway Park to acquire a Signature Property at this price point. More details
    Listed by RE/MAX PROFESSIONALS INC.
    Tanya Crepulja
    Steven Fontes
  • 1107 Royal York Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12603298

    1107 Royal York Road Kingsway South Toronto M8X 2G8
    Main Photo: 1107 Royal York Road in Toronto: Kingsway South House for sale (Toronto W08)  : MLS®# W12603298
    $1,619,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12603298
    Bedrooms:
    3
    Bathrooms:
    2
    Charming and beautifully maintained Kingsway home featuring a handcrafted quarried stone exterior and a bright, traditional layout throughout. The sun-filled living room offers windows on both sides with a walkout to the bright back gardens, while the dining room features a large picture window overlooking the yard. Three comfortable bedrooms and a finished lower level provide excellent space for family living. Set on mature, easy-maintenance grounds, this home offers warmth, character, and timeless appeal. Located in the prestigious Kingsway neighbourhood, surrounded by tree-lined streets and exceptional amenities. Steps to top-rated schools, and walking distance to Bloor Street's shops, cafés, and restaurants. Close to Royal York/Bloor subway, TTC, major highways, airports, and downtown's theatre and financial districts. A wonderful opportunity in one of Toronto's most sought-after communities. More details
    Listed by HOMELIFE NEW WORLD REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 404 4 The Kingsway in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12475543

    404 4 The Kingsway Kingsway South Toronto M8X 2T1
    Main Photo: 404 4 The Kingsway in Toronto: Kingsway South Condo Apartment for sale (Toronto W08)  : MLS®# W12475543
    $1,549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12475543
    Bedrooms:
    2
    Bathrooms:
    2
    Executive residence at 4 The Kingsway, an iconic Richard Wengle designed building in the heart of The Kingsway. This exclusive 8-storey boutique buildin with only 34 suites blends timeless design, refined elegance, and hotel-inspired services. Bathed in natural light with southwest exposure, this 2-bedroom, 2-bathroom suite offers 1,325 sq.ft. of sophisticated living space featuring a gourmet kitchen with premium finishes, open-concept living and dining areas, and a serene primary retreat with a spa-inspired ensuite. Complete with 1 parking space, 2 lockers, and a rare large private storage room, residents enjoy valet, concierge, fitness studio, and lounge amenities-all within walking distance to the subway, Old Mill trails, and the cafes and boutiques of The Kingsway. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
    Tanya Crepulja
    Steven Fontes
  • 504 4 The Kingsway in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12488540

    504 4 The Kingsway Kingsway South Toronto M8X 2T1
    Main Photo: 504 4 The Kingsway in Toronto: Kingsway South Condo Apartment for sale (Toronto W08)  : MLS®# W12488540
    $1,498,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12488540
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to an exclusive residence in the heart of prestigious The Kingsway. This boutique luxury building features just 34 suites and showcases timeless Beaux-Arts-inspired architecture by renowned architect Richard Wengle, with interiors by Brian Gluckstein. This rarely available corner suite offers approx 1,327 sqft of light-filled, elegant living space with 2 bedrooms, 2 full baths, and high-end finishes throughout. The open-concept living/dining/kitchen is surrounded by oversized windows that flood the space with natural light. The chefs kitchen is designed to impress with Quartz counters and backsplash, a centre island, premium appliances, and ample storage. The living area features a cozy gas fireplace, crown moulding, and remote blinds throughout. The spacious primary suite offers his & hers closets (including a walk-in), a luxurious 5-piece ensuite, and a walk-out to the balcony. Second bed perfect for office/guest room with spacious closet. Full 3pc 2nd bath. Additional highlights include in-suite laundry, 1 parking, 1 locker, and top-tier amenities: concierge, gym, lounge, and a large 3rd floor outdoor terrace with dining and lounging space. Steps to Bloor Street, Subway, Kingsway & Bloor West Village, Humber River trails and more. This is refined living at its best! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Tanya Crepulja
    Steven Fontes
  • 304 71 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12471435

    304 71 Old Mill Road Kingsway South Toronto M8X 1G9
    Main Photo: 304 71 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08)  : MLS®# W12471435
    $1,328,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12471435
    Bedrooms:
    1
    Bathrooms:
    2
    Nestled within the prestigious Old Mill Terrace, this spacious two-storey suite offers a perfect blend of timeless charm and modern design. The stately exterior reflects the character of The Kingsway, while inside, contemporary finishes create a serene and stylish retreat. The main level is bright and airy, with floor-to-ceiling windows that frame leafy views and fill the space with natural light. A sleek, modern kitchen anchors the open living area, which opens onto a private balcony, perfect for morning coffee or relaxing outdoors. Upstairs, the primary suite is a true sanctuary, featuring its own private balcony, an expansive walk-through closet and a spa-like five-piece ensuite with oversized shower and deep soaking tub. Located in an intimate boutique building, you're just steps from The Old Mill subway, the Humber River trails, and Etienne Brulé Park. Bloor Streets shops, cafés, and dining are a short stroll away, with easy access to the QEW and Gardiner Expressway. Enjoy the best of both worlds of a peaceful, nature-filled setting with the convenience of city living. More details
    Listed by RE/MAX PROFESSIONALS INC.
    Tanya Crepulja
    Steven Fontes
1-12/17
Data was last updated January 2, 2026 at 02:15 AM (UTC)
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