19 The Kingsway
Kingsway South, Toronto, M8X 2S9
FOR SALE
$8,500,000
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3 + 1
BEDROOMS 5
BATHROOMS 1 + 1
KITCHENS 11
ROOMS W13644600
MLSID Contact Us
Property Description
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.
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Nearby Intersections
Property Features
Clear View, Fenced Yard, Place Of Worship, Ravine, River/Stream, School, Auto Garage Door Remote, Bar Fridge, Built-In Oven, Carpet Free, Central Vacuum, Countertop Range, Garburator, In-Law Capability, In-Law Suite, Water Meter, Circular Drive, Inside Entry, Alarm System, Family Room, Living Room, Natural Gas, Rec Room, Other
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Property Details
Address
19 The Kingsway
Community
City
Postal Code
M8X 2S9
Property Type
Detached, Detached
Lot Size
100' x 243'
Taxes
$18,573 (2026
Basement
Finished with Walk-Out, Separate Entrance, Finished
Exterior
Hot Tub, Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Patio, Privacy, Year Round Living
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
10
Garage Type
Built-In
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Listing contracted with Re/Max Professionals Inc.
An exceptional French Neoclassical residence on one of South Rosedale's most prestigious streets, this architecturally distinctive home offers approximately 4, 633 sq ft. of finished living space, including the lower level and attached two-car garage. Set on a quiet, private, tree-lined street, the residence enjoys remarkable curb appeal, commanding presence, and exceptional privacy. With 3+1 bedrooms, 5 bathrooms, and a unique multi-level design, it is a home of rare character and timeless elegance. Soaring 12-ft ceilings on the main floor, skylights, premium hardwood flooring, 3 fireplaces, arched French doors, private balconies, and a long heated private driveway distinguish the residence. The principal rooms unfold across multiple levels, with the formal living room flowing to the dining room and kitchen with breakfast area, while multiple walkouts connect to the gardens. A private main-floor office/family room offers a sophisticated retreat. Arched French doors open to a covered terrace and a romantic, Zen-inspired garden with cascading rock water feature, lush landscaping, and generous entertaining areas, creating a tranquil setting for al fresco dining, summer gatherings, and quiet mornings. Upstairs, the primary suite features a private balcony, expansive dressing room, and serene skylit five-piece ensuite. Two additional bedrooms are bright and generously proportioned, with abundant storage and access to private terraces. The lower level offers flexible space for guests or a nanny suite with ensuite, a recreation/playroom or home office, laundry, ample storage & direct garage access. Ideally located near Rosedale PS, Branksome Hall, Ramsden Park, the Rosedale Valley trails, steps from the TTC, and the boutique shops and restaurants of Rosedale, Yorkville, Summerhill, and Yonge & Bloor. A rare offering in one of Toronto's most coveted neighbourhoods, where natural beauty, tranquil surroundings, and the city's finest amenities come together.
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Exceptional Golf Course Lot On Prestigious Arjay Crescent. Rare Premium Parcel Measuring Approximately 114.52 Ft x 274.58 Ft, Encompassing Approximately 0.710 Acres And Backing Directly Onto Rosedale Golf Club - An Extraordinary Setting Offering Unmatched Privacy And Serene Green Vistas. One Of The Most Desirable Lot Characteristics In Toronto's Luxury Market. Exceptional Building Opportunity Surrounded By Distinguished Multi-Million Dollar Residences. Remarkable Frontage And Depth Provide Outstanding Design Flexibility And Long-Term Value Potential. A Truly Rare Land Offering In One Of Toronto's Most Coveted Estate Enclaves.
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***Muskoka In The City***Rare opportunity to own a custom-built estate on approximately 2.265 acres, situated on a premium 3-sided ravine lot with breathtaking views of mature trees and the Don River***Gated property offering close to 8,000 sq ft of living space, combining privacy, nature, and luxury***Grand 2-storey foyer with 19-ft ceiling***Main floor features 10-ft ceilings, hardwood flooring, wrought iron railings, solid doors, and detailed wainscotting throughout***Lifetime Roof***Gourmet kitchen with granite countertops***Multiple walk-outs to 2 large decks, 4 solariums, and balcony overlooking the ravine***Well-appointed home with 3 fireplaces, media room, and exceptional finishes including intricate wood trims and mouldings***Lower level designed for entertaining, featuring wet bar, wine cellar, family spa,media room, cedar closet, and a custom-designed cigar room***5 spacious bedrooms, all with ensuite bathrooms***Private grounds include a basketball court and beautifully landscaped surroundings***Located in the highly sought-after Earl Haig Secondary School zone***Minutes to Bayview Village, subway, and all amenities***A unique offering combining Muskoka-like setting with city convenience***
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Riverview House is a rare architectural statement overlooking Rosedale Golf Club, quietly positioned within the exclusive enclave of Teddington Park. Designed by Bruce Kuwabara and built to sit within the ravine, not on it, the home embodies a seamless dialogue between modern design and its natural setting, where architecture and nature exist in perfect balance. Expansive glass curtain walls dissolve the boundary between indoors and out, inviting light to move freely through the home while framing uninterrupted views of the surrounding landscape. A reflecting pool captures sunlight and casts its reflections across the living room ceiling, creating an ever changing play of light throughout the day. Reclaimed elm flooring, milled from historic factory beams, and ipe wood detailing bring warmth and texture to the home's clean contemporary lines.The entire main level flows seamlessly, anchored by a chef's kitchen with an oversized marble island as its focal point. Open living and dining spaces unfold around it, with a wood burning fireplace bringing warmth and intimacy to the living room. A sculptural single piece steel staircase beneath a dramatic skylight leads to the upper level, where the primary suite appears to float above the ravine, evoking the feeling of a private treehouse, complemented by a spa inspired marble ensuite. Two additional bedrooms and an open den complete the upper level, with a discreet guest suite and 4 piece bath on the main floor. The lower level, with heated concrete floors, offers a comfortable space ideal for relaxing, watching TV or working out. Outdoors, a hot tub, sauna and cold plunge create a private wellness retreat immersed in nature. Green roofs, a permeable driveway, radiant floor heating and high efficiency zoned systems reflect the home's thoughtful sustainable design.Moments from Toronto's top private schools, including Havergal, Crescent and Toronto French School, Riverview House is a residence of rare distinction.
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Welcome to 19 Whitehall Rd ! Stunning backyard with Gib-san swimming pool, B/I BBQ & large B/I fireplace. An amazing cedar clad gym w custom German folding doors opening to the pool. New : Chef's kitchen & appliances, magazine worthy primary ensuite, fireplaces, Sonos sound system, electric blinds, RH light fixtures... the list is long. Lower level rec room with heated floors, new fireplace, built-ins and wet bar opens to south facing garden including gym, pool and exterior fireplace. It is a truly turn key luxury offering.
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Welcome to 157 Old Forest Hill Road, an architectural modern masterpiece situated in one of Toronto's most prestigious and historically rich neighborhoods. Set on an impressive 61-foot frontage, this high-end custom-built property stands out as a rare example of modern design, seamlessly integrated into a community long celebrated for its elegance and exclusivity. With over 6000 sq. ft. of total living space, this residence defines luxury living at its finest. The main floor is defined by soaring ceilings with skylights, radiant heated floors, and 10-foot aluminum windows that bathe the interiors in natural light. A chef-inspired kitchen showcases a marble center island and countertops, premium built-in appliances, and a fully equipped prep kitchen with Miele dishwasher ,sink, and custom cabinetry. A functional mudroom with direct garage access and walkout enhances daily convenience. The second floor presents a refined primary suite with gas fireplace, walk-in closet, skylight, and a spa-like 6-piece ensuite with heated floors. Each additional bedroom is complemented by its own 3-piece ensuite, also with electric heated floors, providing both privacy and comfort. The lower level expands the living space with high ceilings, radiant heated floors, and oversized aluminum windows. A spacious recreation room features a fireplace, wet bar, and elegant finishes. A separate exercise room and a media room with its own wet bar create dedicated areas for leisure and entertainment. two furnace rooms one in 2nd floor and one in basement and elevator access further enhance functionality. Thanks for showing!! Permit has been obtained to install swimming pool.
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Grand custom residence nestled on a magnificent 50 x 140 foot lot in the heart of prestigious Baby Point! Rarely does a property of this caliber and scale become available in this exclusive Toronto enclave. Boasting over 5,000 square feet of meticulously crafted living space, this estate is flush with resort-level amenities, marvellous smart technology, and luxurious finishes. This property offers 4 + 1 wonderfully appointed bedrooms, an elegant custom eat-in kitchen with premium Miele appliances, custom millwork throughout, soaring ceilings, and impressive principal rooms for the most wonderful entertaining. Highlights of this home include the vast main level with its expansive open plan family/dining room and adjoining 685 foot indoor/outdoor pavilion with radiant heated floors, fireplace, skylights, a professional grade outdoor kitchen, and automated privacy screens. The pavilion leads to a spectacular garden oasis with pristine 40 x 13 foot saltwater pool, lawns, and patios. Upstairs, each well-appointed bedroom enjoys its own hotel-inspired bathroom for complete privacy. The lower level of this home provides another layer of entertaining paradise with its family room, stylish bar, gym area, recreation area perfect for ping pong or pool, and fifth bedroom. Additional features of this home include an ultra modern commercial scale heating/cooling system, triple glazed tilt and turn European technology oversized doors and windows, a whole-home Control4 automation system, steel roof, and radiant heated floors across the main level, five bathrooms, and the basement. Tremendous attention to detail throughout. Extensively landscaped with irrigation and meticulous plantings.
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Imagine a home where you can stroll five minutes to Yonge Street for coffee, brunch, shopping or a yoga class, then come home, close the door and leave the city behind. 82 Sherwood is a rare urban sanctuary a total of5,500 sq. ft. of beautifully designed living space in one of midtown Toronto's most coveted neighbourhoods. Steps from Yonge Street, Nutbar, Impact Kitchen, JayBird, boutiques, cafés and wellness are all within an easy stroll. At home, the city disappears. Architecturally distinguished and exquisitely executed, the home reveals an exceptional level of design and attention to detail. Bespoke millwork, 10-foot ceilings and warm, sophisticated interiors create beauty and refinement, defined by craftsmanship seldom found today. Designed for living and entertaining, the kitchen opens through a dramatic wall of glass to a covered pavilion and pool-sized garden framed by mature hornbeams-a secluded oasis in the heart of the city. The home offers four bedrooms above grade, including a serene primary suite with vaulted ceilings, dual dressing rooms, spa-inspired marble bath and private terrace overlooking the tree canopy. And then there's the third floor-an unexpected luxury all its own. An expansive, light-filled room with a five-piece spa bath and private terrace, designed as a second primary suite or equally beautiful as a fitness or yoga studio, artist's retreat, private office or space to escape. End the day above the treetops, watching the sun set over the city. The fully finished lower level adds flexibility, with a self-contained two-bedroom suite featuring its own kitchen and separate entrance-ideal for extended family, adult children or live-in help. Radiant heated floors, heated driveway, automated lighting and window coverings, built-in irrigation and thoughtfully integrated technology quietly take care of the details. A private jewel box where space, nature, technology and convenience come together beautifully-all just five minutes from Yonge Street
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Prestige. Privacy. Possibility. 80 Bayview Ridge - A Signature Estate Opportunity In One Of Toronto's Most Coveted Enclaves.Set On An Extraordinary 100 X 250 Ft Estate-Style Lot, This Remarkable Property Offers Exceptional Scale, Mature Greenery, And A Beautifully Maintained In-Ground Pool Framed By Lush Perennial Gardens-An Oasis Of Complete Privacy In The Heart Of Bayview Ridge.The Existing Residence, Measuring 7,715 Sq. Ft., Is Warm, Inviting, And Comfortably Livable. Sunlit Interiors Feature Multiple Skylights And Five Fireplaces, Enhancing Both Charm And Ambiance. Generous Principal Rooms Include A Richly Appointed Wood-Panelled Library With Fireplace, A Classic Living Room, A Formal Dining Room Adorned With Luxurious Silk Wall Finishes, And A Grand Family Room With Skylight, Fireplace, And Walk-Out To The Serene Backyard.The Walk-Out Lower Level Elevates Everyday Living With A Dedicated Theatre Room, Spacious Recreation And Entertainment Areas, And Flexible Spaces Ideal For Hosting, Relaxing, Or Accommodating Extended Family. A Three-Car Garage And The Estate's Exceptional Lot Size Complete This Distinguished Offering. While The Home Is Perfectly Enjoyable As-Is, The Value Lies In The Land And Redevelopment Potential. Architectural Plans By Makow Architects For A New Luxury Residence Of Over 18,000 Sq. Ft. Are Available, And The Building Permit Is Already Approved And Ready, Making This A Truly Turnkey Opportunity For A Future Signature Estate. An Exceptional Bayview Ridge Address Where Privacy, Timeless Elegance, And Limitless Opportunity Converge-Whether You Choose To Live, Enhance, Or Build New.
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