27 South Drive

FOR SALE
$17,490,000
27 South Drive, Toronto
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
27 South Drive
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5 + 1
BEDROOMS
8
BATHROOMS
1 + 1
KITCHENS
11 + 5
ROOMS
C13078070
MLSID
Contact Us
Property Description
A prestigious home in the coveted neighbourhood of prime South Rosedale on a 50 X 296 ft lot. An immaculately refined restoration & contemporary renovation & expansion of this Edwardian home was masterfully executed under the direction of Architect Ray Murakami, Designer Ann Johnston, Landscape Architect Mark Hartley & was featured in OBJEKT Design Magazine. This beautiful masterpiece exemplifies a rare blend of luxury, comfort, & serenity spread across four meticulously designed levels with elevator overlooking a ravine oasis setting. A spectacular main floor layout with a breathtaking grande open concept chefs kitchen/family room with custom butlers/coffee pantry. A gorgeous study with fireplace, custom pocket doors, equipped with wet bar opens to a formal dining room with climate-controlled glass enclosed wine cellar for 370 bottles. Five Bedrooms, Nine Baths, and 6-car parking, a massage room, infra-red & rock combo sauna/steam, home gym & cold plunge bath, sound system & home theatre. A backyard oasis with a stunning pool, heated stone terraces & driveway, a luxurious all season cabana with a bar & louvre system pergola with breathtaking views & privacy of ravine, perfect for entertaining & peaceful solitude. Steps away from top-rated schools, TTC, Yonge St, gourmet dining, and lush parks. This is more than just a home -it's a haven and lifestyle where luxury meets comfort in one of the most desirable areas of the city on one of the most coveted streets. Drawings Available regarding 2 car garage.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2004-09-15 2004-09-28 13 $3,495,000 $3,410,000
Nearby Intersections
Property Features
Park, Public Transit, Ravine, School, Wooded/Treed, Other, Private
Property Details
Address
27 South Drive
Postal Code
M4W 1R2
Property Type
Detached, Detached
Lot Size
50' x 296'
Taxes
$45,260 (2025
Basement
Finished with Walk-Out, Separate Entrance
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
6
Garage Type
Detached
Listing contracted with Harvey Kalles Real Estate Ltd.
15 Tudor Gate, Toronto
5+1
BEDS
8
BATHS
$15,599,000
FOR SALE
Welcome to 15 Tudor Gate-built by Rose Park Developments whose foundation is built on integrity and client satisfaction. Rose Park has distinguished itself as a primary luxury home builder covering the full spectrum of design. Utilizing their strong passion and drive, the company has created their own unique brand of custom homes. This awe-inspiring modern masterpiece is ideally situated at Bayview and York Mills overlooking the picturesque backdrop of the CanadianFilm Institute. Perched over a setting that changes with the seasons and inspired by its surroundings. You will find this stunning home on one of the most prestigious and coveted streets in the exclusive Bridle Path with meticulous attention to detail. design and function.Every room flows seamlessly to the next for ease of entertaining and everyday living. Stunning professionally landscaped with its own private sanctuary.
7 Oxbow Road, Toronto
4+2
BEDS
8
BATHS
$13,800,000
FOR SALE
Everscape, A Frank Lloyd Wright Inspired Architectural Masterpiece at 7 Oxbow Road Where Architecture and Nature Become One. Set on 1.38 acres of pristine ravine land, Everscape is a stunning 12,000-square-foot residence inspired by the timeless vision of Frank Lloyd Wright. Designed to harmonize with its natural surroundings, the home integrates stone, wood, and expansive glass to create a seamless connection between architecture and landscape. A circular motor court introduces the property, while walls of windows and soaring ceilings bathe the interiors with an abundance of natural light. On the main floor, a flowing open-concept layout unites principal rooms with rich millwork, a dramatic exposed stone wall, and a striking aquarium touches that add warmth and unique character. The home offers six bedrooms and eight bathrooms, each filled with natural light and treetop views of the 488-foot deep ravine lot. The primary suite is a private retreat with a marble-clad spa ensuite, oversized walk-in closet, and tranquil vistas overlooking the pool and ravine. Entertainment abounds with a state-of-the-art movie theatre seating 11 with a built-in bar, a recreation room, yoga studio, gym, and steam shower. Multiple walkouts connect the interior to the resort-style backyard. The grounds of Everscape evoke the serenity of a private park. Designed for both relaxation and grand entertaining, the property features: A saltwater infinity pool and hot tub suspended over ravine views A tennis / sport court, framed by graceful willow trees An outdoor entertainment pavilion with two barbecues, gas fireplace, television, and lounge space perfect for alfresco dining beneath the moon and stars. Here, every moment embraces nature, privacy, and luxury in perfect balance.
76 Binscarth Road, Toronto
6+1
BEDS
7
BATHS
$17,000,000
FOR SALE
One of one in North Rosedale. Set on an extraordinary 100' x 150' parcel on one of the neighbourhood's most prestigious streets, this custom stone estate offers something increasingly rare within the city: estate-scale living paired with the proportions, ceiling heights, layout, and modern functionality of a newer custom home. Surrounded by mature trees and manicured grounds, the residence spans more than 10,500 square feet of total living space designed equally for grand entertaining and exceptional day-to-day family living. A heated driveway and stone walkway introduce interiors defined by soaring ceilings, rich hardwood floors, intricate millwork, and beautifully proportioned principal rooms filled with natural light. At the heart of the home, the spectacular great room showcases exposed beam ceilings, a statement stone fireplace, and French doors opening onto the gardens beyond. The open-concept chef's kitchen and adjoining family room are anchored by custom cabinetry, an oversized centre island, and seamless indoor-outdoor flow to the surrounding terraces and grounds. Upstairs, the primary suite offers treetop views, a private terrace, sitting area, and spa-inspired ensuite with heated mosaic floors, while five additional bedrooms and a versatile office provide exceptional flexibility for family living. Designed with recreation and wellness in mind, the lower level features a mirrored fitness studio, expansive playroom with custom performance stage, private nanny suite, and dedicated security/furnace hub. The rear grounds feel more akin to a private country estate than a home within the city, unfolding into a remarkable outdoor setting with a covered loggia, tranquil water fountain, outdoor fireplace, landscaped lawn, and secluded floodlit sports court. A rare expression of permanence, privacy, and place in the heart of Rosedale.
30 Whitney Avenue, Toronto
6+1
BEDS
9
BATHS
$16,995,000
FOR SALE
Located In The Heart Of Rosedale, One Of Toronto's Most Prestigious And Historic Neighbourhoods. This Extraordinary Estate Blends Timeless Architecture With Refined Contemporary Design. Set On Over 108 Feet Of Magnificent Frontage. Approximately 8,881 Square Feet Of Luxurious Living Space Plus A Spectacular Amenity-Filled Lower Level. A Breathtaking 2017 Renovation Elevated The Home To The Highest Standards Of Craftsmanship And Design. Grand Principal Rooms, Soaring Ceilings, And A Dramatic Sweeping Staircase Create An Unforgettable First Impression. Heated Stone Floors Throughout Provide Exceptional Year-Round Comfort. At The Heart Of The Home Is A Stunning Chef's Kitchen Appointed With Top-Tier Appliances And Designed To Seamlessly Connect Indoor And Outdoor Living Spaces. Each Bedroom Features Its Own Private Ensuite. The Luxurious Primary Retreat Offers A Magnificent Six-Piece Marble Ensuite, An Elegant Boudoir, And Its Own Dedicated Laundry. The Third Level Adds Two Additional Ensuite Bedrooms, A Private Kitchenette, And A Comfortable Sitting Area-Perfect For Guests Or Extended Family. The Exceptional Lower Level Rivals The Finest Private Clubs, Featuring An Oversized Wine Cellar, Games And Media Rooms, Private Guest Quarters, And A Full Spa Retreat Complete With Exercise Room, Indoor Swim Spa, And Steam Shower. The Beautifully Landscaped Grounds Provide Remarkable Privacy And Tranquility In The Heart Of The City. Outdoor Living Is Elevated With A Stunning Concrete Pool And Integrated Hot Tub, A Fully Equipped Outdoor Kitchen, And Multiple Seating Areas Ideal For Entertaining Or Quiet Relaxation. Rare Three-Car Heated Garage With EV Charger. Moments From Yorkville, The Downtown Core, Transit, And Some Of Toronto's Top-Ranked Public And Private Schools, This Remarkable Residence Represents A Rare Opportunity To Own A Landmark Home In One Of The City's Most Coveted Enclaves.
23 Country Lane, Toronto
5+2
BEDS
8
BATHS
$13,998,000
FOR SALE
Nestled on one of the Bridle Path's most private and coveted streets, this magnificent south facing estate on Country Lane epitomizes refined luxury and timeless elegance. Set on a spectacular 3/4 acre park-like lot, the residence is surrounded by breathtaking landscaped gardens with mature trees and vibrant plantings that create a setting of serene natural beauty. A grand entrance opens to an impressive, light filled Great Room with soaring ceilings, skylights, and a dramatic water feature. The sun drenched chef's kitchen-featuring top of the line appliances and an oversized centre island flows seamlessly into the family and breakfast rooms, all overlooking the exquisite gardens, pool, hot tub, and gazebo. Walkouts lead to a stunning pergola covered porch, ideal for outdoor dining and entertaining. The luxurious main floor primary suite offers a private retreat with a sitting area, double sided fireplace, and direct garden access. Designed for both family living and formal entertaining, the home includes gracious living and dining rooms, a distinguished office with custom built ins, and five additional bedrooms each with its own ensuite. The open concept layout, hardwood floors throughout, abundant windows, and natural light enhance the home's warm and inviting atmosphere. The fully finished lower level is an entertainer's delight, complete with a bar, wine cellar, steam shower, heated floors, and an in ground sprinkler system servicing the grounds. Additional highlights include a new cedar roof (2019), three car garage with parking for six more on the driveway, heated exterior floors, and professional landscape lighting. This is a rare opportunity to own a landmark Bridle Path residence that seamlessly blends grand architecture, modern comfort, and the unparalleled beauty of one of Toronto's most prestigious settings.
221 Dunvegan Road, Toronto
6+1
BEDS
8
BATHS
$13,999,000
FOR SALE
Introducing 221 Dunvegan Road, an extraordinary Forest Hill residence that captures the essence of modern luxury. Crafted to an exceptional standard by one of the area's most respected builders, this home blends architectural sophistication with a warm, livable design, creating a setting that feels both impressive and deeply inviting.With an expansive layout across four levels, the home offers 8,719 square feet of beautifully designed interior space, including seven generous bedrooms and eight elegantly finished bathrooms. Soaring ceilings, bespoke detailing, and refined finishes create a sense of understated elegance throughout, while each space has been thoughtfully designed to support both intimate daily living and effortless entertaining. An elevator connects every level, adding to the comfort and ease of its design.The true centerpiece is the seamless flow between indoors and outdoors. Multiple walkouts open onto a private backyard retreat complete with landscaped gardens, a sparkling pool, a relaxing hot tub, and generous spaces for lounging or dining.Practical comforts have been integrated with the same level of care, including a two-car garage and additional parking for four on a heated driveway, making everyday living feel seamless.Set within one of Toronto's most prestigious neighbourhoods, just moments from leading schools, shops, and local amenities, 221 Dunvegan Road offers a rare combination of privacy, prestige, and timeless appeal.
15 Park Lane Circle, Toronto
4+1
BEDS
7
BATHS
$16,900,000
FOR SALE
Stunning!!! 2024 Renovations. Nestled In Toronto's Most Prestigious Neighbourhoods - The Bridle Path. This Exquisitely Renovated Tudor-Style Mansion Blends Old-World Charm With Modern Sophistication. Set On A Sprawling Gated, Manicured Estate West Facing 2 Acre Lot. This Stately Residence Captures The Essence Of Refined Living With Its Classic Architectural Details And Thoughtfully Updated Interiors. Just Recently Updated By Renowned Greengold Construction With New Kitchen, Servery, Bathrooms, Lighting, Millwork, Reclaimed Solid Hardwood Floors, Complete Lower Level With Theatre Room, Home Automation, Security, Irrigation & More. The Home Exudes Timeless Character And Historic Elegance. Designer Wallpaper, Ornate Crown Moldings, Intricate Wood Paneling, Multiple Fireplaces And Multiple Walkouts To The Sprawling Gardens Make This A One Of A Kind Offering. The Gourmet Kitchen, Reimagined With Bespoke Cabinetry And Top-Of-The-Line Appliances, Is A Perfect Marriage Of Tradition And Innovation. Lavish Formal Principal Rooms Offer Effortless Flow For Both Intimate Gatherings And Grand-Scale Entertaining. Upstairs, The Palatial Primary Suite Boasts A Marble Ensuite And While Additional Guest And Family Suites Offer Refined Comfort Throughout. Luxury Hotel Lobby-Like Lower Level Includes Ample Storage, A Lounge, Bar, Nanny Quarters And A Theatre. Outside, The Estate Unfolds Into A Secluded Retreat, Complete With Formal Gardens, Motor Court, A Terrace And A Refurbished Tennis Court. Offering The Grandeur Of A Bygone Era With All The Amenities Of Modern Luxury, This Rare Bridle Path Masterpiece Is Truly One Of A Kind.
23 Riverside Crescent, Toronto
5
BEDS
7
BATHS
$13,800,000
FOR SALE
Welcome to 23 Riverside Crescent, An Extraordinary Private Estate on The Humber River. This Magnificent Stone, and Tudor Residence Overlooks The Humber River And Is Located On One Of Toronto's Most Private And Coveted Streets. Set On A Rare South- And West-Facing Pie-Shaped Lot (Approx. 100 x 230 Ft) The Property Offers Exceptional Table Land And Approximately 150 Feet Of Direct River Access. Built Between 2016-2018 With Top-Tier Materials, The Residence Offers ~10,000 Sq Ft Of Luxurious Living Space Surrounded By Nature. Expansive West-Facing Windows and Cathedral Ceilings Fill The Main Floor With Natural Light And Capture Breathtaking Views. The Upper Level Features Five Spacious Bedrooms, Each With Its Own Ensuite, Including A Serene Primary Retreat With a Walk-In Closet, Fireplace And Spa-Like Bath. The Walk-Out Lower Level Is Designed For Recreation, With a Large Entertainment Area, Gym, Sauna, Indoor Hockey Rink, And Access To Terraces, Pool, And Pool House With Bath And Mini Kitchen Area. Spectacular Landscaped Grounds Include A Pool, Multiple Terraces, Fire Pit, And Pool House With Bath And Mini Kitchen. Enjoy Sunsets, River Access, Nearby Trails, And Walkability To Bloor West Village And Subway. Minutes To Downtown And The Airport. An Exceptional Property Offering Rare Privacy, Extraordinary Natural Beauty, And Unparalleled Convenience Just Minutes From The City. Perfect For Family Living And Spectacular Entertaining. Truly A Once-In-A-Lifetime Opportunity.
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