38 Fifeshire Road

FOR SALE
$4,549,999
38 Fifeshire Road, Toronto
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
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4 + 1
BEDROOMS
5
BATHROOMS
1
KITCHENS
9 + 3
ROOMS
C13784786
MLSID
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Property Description
A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the coveted Bayview and York Mills enclave, 38 Fifeshire Road presents an exceptional offering to create a bespoke masterpiece in one of the city's most distinguished neighbourhoods. Spanning nearly 1/2 an acre, this expansive ravine lot is a canvas of serenity and prestige, framed by lush greenery, mature trees, and the tranquil beauty of its natural surroundings. With exceptional frontage, depth, and breathtaking ravine vistas, this property is a dream for visionary architects and discerning homeowners. The existing residence, boasting nearly 5,000 square feet of well-appointed living space, provides a foundation of grandeur, yet the true allure lies in the lands potential. Imagine a custom-designed estate with sweeping outdoor terraces, infinity pools, or private gardens all tailored to your unique vision of luxury. Located just moments from Toronto's finest offerings, including Bayview Villages upscale shopping, elite private and public schools, gourmet dining, exclusive clubs, and seamless access to Highway 401 & DVP, this address marries tranquility with connectivity. 38 Fifeshire Road is not merely a home its a legacy in the making, a rare chance to define timeless elegance on one of Toronto's most iconic streets.
Nearby Intersections
Property Features
None, Circular Drive
Property Details
Address
38 Fifeshire Road
Postal Code
M2L 2G6
Property Type
Detached, Detached
Lot Size
118' x 199'
Acreage
20,505.2 Feet
Taxes
$15,100 (2025
Basement
Finished with Walk-Out
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
10
Garage Type
Built-In
Listing contracted with Harvey Kalles Real Estate Ltd.
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BEDS
5
BATHS
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4+1
BEDS
5
BATHS
$3,499,000
FOR SALE
Rare opportunity on a serene cul-de-sac in the coveted Edenbridge-Humber Valley neighbourhood! Completely renovated and redesigned throughout, this stunning 5-bedroom, 5-washroom home combines modern luxury with an incredibly private setting. Soaring ceilings, engineered hardwood throughout, heated floors, exposed brick and a dramatic floating staircase with glass railings! The newly opened-up designer kitchen features premium Miele appliances and flows seamlessly into the spacious living and dining areas. An impressive 3-storey wall of windows overlooks the resort-style backyard with a heated in-ground pool, stone patio and lush, private surroundings. No neighbours directly across, with beautiful ravine and treetop views adding to the sense of privacy! Spacious bedrooms and beautifully renovated bathrooms, including an expanded primary ensuite and walk-in closet, plus added closet space throughout. The lower level features a second kitchenette with dishwasher, wine fridge and mini fridge, plus multiple walk-outs to the backyard! New washer & dryer, new garage door and expanded interlock driveway with integrated lighting. Private drive and garage. Located in the top-rated school district, walking distance to James Gardens and transit, with an easy commute to the city and close proximity to Lambton, Islington and St. George's Golf Clubs!
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BEDS
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$3,495,000
FOR SALE
A private retreat in the city. Set on an exceptional lot in one of Toronto's most coveted neighbourhoods, 34 Lambeth Road combines family living with a rare sense of privacy and escape. Crafted by renowned builder Jim Caruk, the home is defined by quality, generous proportions and design, with spaces that feel sophisticated yet entirely comfortable.The backyard is the showstopper. Private and framed by mature trees, this lush outdoor oasis feels worlds away from the city. A beautiful pool is surrounded by expansive upper and lower patios, creating multiple spaces for outdoor dining, lounging and entertaining. Green space offers room to play, while a custom slide adds an unexpected and playful touch. Whether hosting a summer bbq, spending an afternoon poolside or enjoying a quiet evening outdoors, this is a backyard designed to be lived in.Inside, bright, beautifully scaled rooms and an effortless sense of flow make the home equally suited to everyday family life and entertaining. At its heart is an impressive chef's kitchen designed for a full house, featuring premium Thermador appliances, a six-burner gas cooktop, double wall ovens, two dishwashers, an oversized panelled fridge and freezer, and a second island sink. Thoughtful functionality meets beautiful design, making this a natural gathering place.The fully finished lower level extends the living space with a private bedroom and bathroom, offering flexibility for guests, extended family or a nanny suite.Beautifully built, incredibly private and designed for the way families actually live. Moments from the shops at Humbertown Shopping Centre, restaurants and everyday conveniences of The Kingsway, along with highly regarded schools including Humber Valley Village Junior Middle School, Our Lady of Sorrows Catholic School, Richview Collegiate Institute and Kingsway College School. 34 Lambeth Road offers the rare luxury of space, privacy and a true sense of escape, all without leaving the city.
83 Hillmount Avenue, Toronto
4+1
BEDS
5
BATHS
$3,495,000
FOR SALE
An Impressive Custom-Built Residence Offering Exceptional Scale, Sophistication, And Craftsmanship In A Highly Desirable Setting. Designed And Constructed As The Builder's Personal Home, This Property Reflects A Level Of Care And Quality Rarely Found In A Spec-Built Residence. Approximately 4,700 Sq. Ft. Of Above-Grade Living Space Is Complemented By Almost 1,700 Sq. Ft. Of Additional Ground-Level Space, Creating An Expansive And Highly Versatile Home. The Grand Two-Storey Entrance Sets An Elegant Tone, With Soaring Ceilings And A Distinctive Circular Mosaic Inlay Providing A Striking First Impression. Generously Proportioned Principal Rooms Provide An Ideal Setting For Both Entertaining And Family Life. The Main Floor Includes A Sophisticated, Elegantly Panelled Office, An Oversized Kitchen With A Sun-Filled Breakfast Area, And Ample Space For Gatherings Of Any Size. Upstairs, The Primary Bedroom Offers A Private Sanctuary, Complete With A Beautifully Renovated, Spa-Like Ensuite. The Lower Level Is Equally Impressive, With Nearly 1,700 Sq. Ft. Of Ground-Level Space, Abundant Natural Light, And A Walkout To The Rear Grounds. Its Flexible Layout Presents Endless Possibilities For Recreation, Guests, A Home Gym, Or Additional Family Living. A Rare Opportunity To Acquire A Substantial Custom Residence Where Architectural Detail, Superior Construction, And Generous Proportions Have Been Thoughtfully Combined.
254 Yonge Boulevard, Toronto
5
BEDS
5
BATHS
$3,495,000
FOR SALE
An Exquisite Blend Of Warmth, Refined Elegance, And Effortless Luxury! Set On A Generous 50 X 128-Foot Lot In The Heart Of The Cricket Club, This Meticulously Maintained 2-Storey Home Offers Exceptional Space For Family Living And Entertaining. A Large Bay Window Fills The Elegant Living Room With Natural Light, While The Gracious Dining Room Creates A Beautiful Setting For Memorable Gatherings. At The Heart Of The Home, The Chef's Kitchen Features A Breakfast Nook, Large Centre Island, High-End Appliances And Easy Access To The Expansive Family Room, Where Wraparound Windows, A Fireplace And A Walkout To The Landscaped Yard Create A True Showpiece. Outside, The Ipe Wood Deck Provides An Exceptional Setting For Dining And Lounging, Alongside A Hot Tub And Vinyl-Lined Inground Betz Pool For Endless Summer Enjoyment! A Main-Floor Office Offers A Quiet Place To Work Or Study, While A Convenient Laundry Closet And Direct Access To The Garage Add Everyday Functionality. Upstairs, A Sun-Filled Second Floor Leads To A Spacious Primary Retreat With His And Her Closets, A Walk-In Closet And A Sumptuous Ensuite, Along With 4 Additional Bedrooms And 2 More Bathrooms. The Renovated Lower Level Extends The Living Space With A Generous Recreation Room, Gym, Bathroom And A Dream Laundry Room Featuring Custom Built-Ins, A Granite Counter, Folding Table, Trough Sink And Exceptional Storage. Every Detail Reflects Sophisticated Design Infused With Timeless Elegance And An Inviting Sense Of Home, Creating A Setting That Feels Both Polished And Effortlessly Comfortable. Close To Top Schools, Parks, Recreation, Transit, Shops And Restaurants, This Is The Family Home You Have Been Waiting For!
99 Dunedin Drive, Toronto
4+1
BEDS
5
BATHS
$3,449,000
FOR SALE
Nestled on one of The Kingsway's most coveted, child-friendly streets, this exceptional custom-built home showcases an impressive Indiana limestone façade, California redwood windows, and mahogany exterior doors. Thoughtfully designed with uncompromising attention to detail, it offers beautifully proportioned living spaces finished with oak hardwood floors, plaster crown moldings, California shutters, custom millwork, a whole-home SONOS sound system with in-ceiling speakers throughout, and designer finishes at every turn. The spectacular chef's kitchen is the heart of the home, featuring leathered travertine countertops, double islands, premium appliances, a walk-in pantry, and an effortless connection to the spacious family room. Elegant formal living and dining rooms. Light-filled second floor with 4 generous bedrooms, a luxurious primary suite with a spa-inspired ensuite, and two additional bathrooms. Unfinished loft space could be turned into bonus room w/huge skylight. Beautifully finished lower level provides exceptional space for both everyday family living and entertaining, with an additional bedroom & bathroom & walkout to the rear yard. Step outside to an outrageously beautiful, professionally landscaped backyard, redesigned in 2019 to create an incredibly private outdoor retreat with lush gardens and multiple spaces to relax and entertain. Perfectly situated just steps from Lambton-Kingsway Junior Middle School and close to many of Toronto's most sought-after public and private schools, as well as Bloor Street's boutiques, cafés, restaurants, parks, Humber River trails, golf courses, TTC, and easy access to Pearson & Island airports, this is a rare opportunity to own one of The Kingsway's finest family homes.
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