S. Kingsway
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43 The Kingsway in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12476896
43 The Kingsway Toronto M8X 2S9 
$9,950,000Residential 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 detailsListed by RE/MAX PROFESSIONALS INC.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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67 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12390855
67 Kingsway Crescent Toronto M8X 2R5
$9,200,000Residential 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 detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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89 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12433346
89 Kingsway Crescent Toronto M8X 2R8
$7,700,000Residential 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 detailsListed by HARVEY KALLES REAL ESTATE LTD.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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50 Bannon Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12449294
50 Bannon Avenue Toronto M8X 1V1
$5,499,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12449294
- Bedrooms:
- 5
- Bathrooms:
- 6
Designed by Contempo Studio and built by Saaze Building Group in March 2024, this newly constructed custom residence epitomizes contemporary elegance and timeless sophistication. Its clean architectural lines, floor-to-ceiling windows, and premium finishes define modern design, while meticulous craftsmanship ensures every detail is executed to the highest standard. Nestled in The Kingsway one of Torontos most prestigious neighborhoodsthe home is surrounded by tree-lined streets, grand estate lots, and an architectural landscape rich in Tudor and Georgian influences. Situated on a peaceful, family-friendly cul-de-sac overlooking Lambton Kingsway Park and close to Lambton Kingsway School, the location is truly exceptional. The impressive 215-foot-deep lot creates an urban retreat with a saltwater pool, Jacuzzi, cabana, and lower-level walkout, delivering effortless indoor-outdoor living and entertaining. Boasting over 5,000 sq. ft. of refined living space, the home features Control4 automation, integrated 5.0 surround sound, radiant heated basement and bathroom floors, a steam shower, dual air systems, air purifier, steam humidifier, soft water, and a five-stage reverse osmosis filtration system. The chefs kitchen is outfitted with Wolf and Sub-Zero appliances plus premium hardware. Additional highlights include a home gym, office, laundry on the top floor with basement rough-in, a two-car garage, landscape lighting, and irrigation. Just minutes from Bloor Streets boutiques, cafés, restaurants, top-rated schools, community centres, the Humber River trails, and Home Smith Park, and with easy access to Royal York and Old Mill subway stations as well as major roadways, every convenience is within reach. Experience modern luxury and enduring elegance in a brand-new custom home in one of Torontos most coveted neighbourhoods. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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4 Old Oak Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12215169
4 Old Oak Road Toronto M9A 2V8
$4,499,000Residential 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 detailsListed by ROYAL LEPAGE WEST REALTY GROUP LTD.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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80 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12516712
80 Kingsway Crescent Toronto M8X 2R6
$4,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12516712
- Bedrooms:
- 4
- Bathrooms:
- 4
Kingsway Masterpiece By Richard Wengle! Designed by the Legendary Architect Richard Wengle and Built by Renowned Shima Homes, this Exceptional Kingsway Residence is a True Architectural Gem. The Home Blends Timeless Design with Perfectly Proportioned Spaces, Offering Both Pragmatic Functionality and an Effortlessly Luxurious Lifestyle. Featuring 4 Spacious Bedrooms Plus Office, a Custom Baygi Eat-in Kitchen, and a Fabulous Family Room, Every Area of this Home is Thoughtfully Planned and Surrounded by Lush Greenery and Professionally Designed Landscaping. Elegant Formal living and dining rooms with separate butlers pantry provide the perfect setting for entertaining in style, while the beautifully crafted outdoor space offers a Private Garden Oasis. The Gardens Were Masterfully Designed by Award - Winning Landscape Architect Eggils Didrichsen, Creating a Seamless Connection Between Indoor Comfort and Outdoor Serenity. Steps to Humber River, Subway, Bloor Street all Amenities and Excellent Schools, this Home is Truly a Special Offering. More detailsListed by RE/MAX PROFESSIONALS INC.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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16 Kingsway Crescent in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12395622
16 Kingsway Crescent Toronto M8X 2P9
$4,250,000Residential 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 detailsListed by RE/MAX PROFESSIONALS INC.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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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
$3,998,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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TH 2 4 The Kingsway in Toronto: Kingsway South Condo Townhouse for sale (Toronto W08) : MLS®# W12449212
TH 2 4 The Kingsway Toronto M8X 2T1
$3,899,000Residential 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 detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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8 Shand Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12453543
8 Shand Avenue Toronto M8X 2M5
$3,499,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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132 Strath Avenue in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12474768
132 Strath Avenue Toronto M8X 1R5
$3,479,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12474768
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 132 Strath Avenue in The Kingsway - Set on one of the neighbourhoods most prestigious streets, this custom-built residence combines timeless elegance with modern renovations for the ultimate family home. Thoughtfully updated throughout, it offers over 4,000 sqft of luxurious living space designed for both comfort and entertaining. The main floor greets you with a grand foyer featuring classic wainscotting, setting the tone for the homes refined style. A stunning new kitchen is the heart of the home, complete with Quartz counters, breakfast bar, Sub-Zero, Wolf, and Miele appliances, plus a clever built-in pot filler in the dog nook. The open concept kitchen flows seamlessly into the family/dining room with walk-out to the backyard. Formal living and dining/family rooms, a spacious home office, a gorgeous new powder room, and a custom mudroom with abundant storage and direct garage access complete this level. Upstairs, 4 spacious bedrooms include a private primary retreat with a walk-in closet, 6pc ensuite with double showers, and a Juliette balcony. A 2nd bedroom enjoys its own ensuite, while the 3rd and 4th share a stylish Jack & Jill bath - ideal for growing families. The fully finished lower level expands the living space with a versatile rec room, state-of-the-art laundry, gym/5th bedroom, and an epic den with wet bar - the perfect man cave or teen hangout. A walk-up provides direct access to the backyard. Outside, a low-maintenance yard with patio and turf offers both space to entertain and room for kids to play. Located just steps to LKS, and within walking distance of Bloor Streets boutiques, cafes, dining, and the subway - this is the quintessential Kingsway lifestyle. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
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50 Wendover Road in Toronto: Kingsway South House for sale (Toronto W08) : MLS®# W12590998
50 Wendover Road Toronto M8X 2L3
$2,468,000Residential 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 detailsListed by RE/MAX PROFESSIONALS INC.- KARIN EWERT
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 7271222
- Contact by Email
Data was last updated December 14, 2025 at 04:15 AM (UTC)