5 Dewbourne Avenue

FOR SALE
$13,950,000
5 Dewbourne Avenue, Toronto
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
5 Dewbourne Avenue
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5 + 1
BEDROOMS
6
BATHROOMS
1
KITCHENS
13 + 4
ROOMS
C13142424
MLSID
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Property Description
Welcome to 5 Dewbourne Avenue - a Lorne Rose - designed architectural masterpiece completed in 2023, nestled in the prestigious enclave of Forest Hill. This bespoke contemporary estate on 63 ft south lot offers a seamless fusion of modern luxury and timeless sophistication, encompassing over 7800 sqft. of impeccably crafted living space with 10-15ft ceiling heights throughout. Featuring 5+1 BR with custom Poliform closets and 6 opulent bathrooms, the home is complete with a private home theatre, fitness studio, & mudroom, all thoughtfully distributed across four spectacular levels & accessible by private elevator. A heated driveway with electric gate accommodates up to 6 vehicles, in addition to a heated 2-car garage.Floor-to-ceiling glass walls invite nature indoors, creating a seamless blend of light, space, & natural beauty. At the heart of the home lies a state-of-the-art Scavolini kitchen imported from Italy, paired with Gaggenau appliances & elegant Laminam porcelain surfaces-a chef's dream blending form & function. Thoughtfully designed interiors feature Rimadesio sliding glass doors, expansive windows, creating bright, airy spaces that flow effortlessly.Step outside to your own private resort: a professionally landscaped backyard oasis with a heated saltwater pool and spa, a covered terrace with Bromic radiant heating, integrated surround sound, and a fully equipped Urban Bonfire, outdoor kitchen and bar-ideal for entertaining or quiet relaxation.Additional highlights include fully integrated Control4 smart system, Radiant in-floor heating on the main and lower levels, heated bathroom floors, Hunter Douglas automated shades, 2 Lennox HVAC systems, Generac generator, & an automated irrigation system.Located just steps from Forest Hill Village & some of Toronto's top private and public schools, including UCC, BSS, & Forest Hill Collegiate, this residence is a rare offering in one of the city's most coveted neighbourhoods.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2016-11-11 2016-11-24 13 $4,250,000 $4,088,000
Nearby Intersections
Property Features
Other, Private, Alarm System, Monitored, Security System
Property Details
Address
5 Dewbourne Avenue
Postal Code
M5P 1Z1
Property Type
Detached, Detached
Lot Size
63' x 120'
Taxes
$39,846 (2025
Basement
Finished with Walk-Out
Exterior
Built-In-BBQ, Landscaped, Lawn Sprinkler System, Lighting, Patio, Privacy
Heat Type
Heat Pump
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
7
Garage Type
Attached
Listing contracted with Harvey Kalles Real Estate Ltd.
165 Warren Road, Toronto
6
BEDS
5
BATHS
$12,500,000
FOR SALE
An elegant, traditional residence ideally situated on one of the Forest Hill Village's most desirable streets. Masterfully renovated and re-imagined by Gluckstein/Wengle, this exceptional home showcases impressive principal rooms, refined finishes and timeless sophistication throughout. Thoughtfully designed for both gracious entertaining and comfortable family living. The beautifully landscaped, deep property features a stunning limestone terrace complete with a built-in gas BBQ and outdoor fireplace, creating the ideal atmosphere for family dinners and entertaining. Located just moments from some of Toronto's finest private schools, shops and amenities. A truly exceptional offering where exquisite craftsmanship, generous proportions and elegant design must be seen to be fully appreciated.
204 Forest Hill Road, Toronto
5+1
BEDS
7
BATHS
$11,399,000
FOR SALE
204 Forest Hill Rd - A Rare Deep-Lot Estate in the Heart of Forest HillSet on a coveted 44.63 x 190 ft lot in prestigious Forest Hill, this exceptional estate offers 7,500 sq. ft. of masterfully crafted living space, designed by renowned architect Richard Wengle and styled by acclaimed interior designer Robin Nadel. Every detail reflects a seamless blend of timeless elegance and modern functionality. At the heart of the home is a grand, oversized kitchen with a spacious breakfast area, opening effortlessly to a large family room and framed by walls of glass overlooking the backyard. A large formal dining room offers an elegant setting for entertaining, while the backyard is a private retreat complete with a concrete pool, perfect for both relaxation and hosting. The walkway and driveway are fully heated. The built-in garage, complete with a car lift, adds a rare touch of function and luxury. With its unbeatable location, deep lot, and thoughtfully designed interiors throughout, 204 Forest Hill Rd is a truly special offering in one of Toronto's most sought-after neighbourhoods. Taxes Not Yet Assessed.
106 Richview Avenue, Toronto
4+1
BEDS
6
BATHS
$10,799,000
FOR SALE
Located at the coveted south end of Richview Avenue in Forest Hill South, surrounded by grand estate-style properties on impressive 100-foot lots, this extraordinary newly built custom home delivers the feel of a five-star hotel. A neighbouring vacant lot presents the potential to create your own expansive Forest Hill South estate. Designed by renowned architect Richard Wengle, with interiors by Wise Nadel, this residence offers three storeys of total luxury, with exceptional craftsmanship and bespoke finishes throughout. Soaring ceilings, expansive windows, exquisite millwork and beautifully proportioned rooms create a spectacular setting for both entertaining and everyday family living. A stunning designer kitchen, complemented by an enormous separate prep kitchen tucked behind it, makes hosting effortless while keeping the main kitchen pristine. Elegant principal rooms flow seamlessly into inviting gathering spaces. The massive primary retreat is a destination of its own, featuring two enormous his-and-hers dressing rooms and a breathtaking oversized shower that brings the luxury spa experience home. Generously scaled bedrooms and beautifully appointed bathrooms continue the uncompromising quality throughout. Outside, the backyard feels like a private luxury hotel, with a stunning pool, lush maintenance-free turf and beautifully designed spaces for lounging, entertaining and unwinding. A spectacular lower level completes the experience with a theatre room, gym and exceptional recreation space. Built by a builder for their own family, every detail reflects a commitment to comfort, quality and extraordinary living. Moments from Forest Hill Village, top private and public schools, parks, shops and restaurants, this is a rare opportunity to enjoy a complete luxury lifestyle in one of Toronto's most prestigious neighbourhoods.
105 Dunvegan Road, Toronto
4+1
BEDS
7
BATHS
$13,500,000
FOR SALE
Set amongst Forest Hill's most distinguished estates, 105 Dunvegan Road is an exceptional 29-year-old residence on a 65 x 170-foot lot, featuring a stately façade and semi-circular drive. An elegant entry opens to a dramatic foyer with baby grand piano, sweeping staircase, breathtaking skylight and soaring 12-foot ceilings. Grand principal rooms and gallery-like walls create an ideal setting for art lovers and effortless entertaining. The main floor offers a living room with gas fireplace and adjoining dining room, oversized kitchen with centre island and servery, mudroom and two powder rooms. A bright breakfast room beneath a skylight walks out to the terrace. The fully panelled library features a gas fireplace, coffered ceiling, wall-to-wall built-ins and herringbone floors with French doors to a covered terrace. A sun-filled family room with three sets of French doors and extensive built-ins provides a seamless connection to the outdoors. Upstairs, the primary suite spans the rear of the home overlooking the private, mature grounds with a spacious bedroom, sitting room w/fireplace, private terrace and spectacular seven-piece ensuite. Three additional bedrooms complete this level. The lower level is designed for entertaining and extended family living, featuring a billiard room with garden walk-out, vaulted recreation room with built-ins, mirrored exercise room and fifth bedroom with four-piece ensuite and kitchenette. Direct access to the underground three-car garage adds convenience. Multiple walk-outs lead to a stone terrace and exceptionally private garden with inground pool and a 3 room cabana* -a true urban retreat for entertaining and summer enjoyment. Ideally located in Forest Hill, within walking distance of UCC, BSS and Forest Hill Public School, plus parks, shops, restaurants, transit and neighbourhood amenities. A rare opportunity to enjoy exceptional space and privacy in one of Toronto's most coveted communities.
82 Chestnut Park Road, Toronto
4+1
BEDS
6
BATHS
$12,500,000
FOR SALE
Extremely rare endless summer escape in a poolside paradise with 7-Star resort-style luxury! Experience the ultimate retreat in the most sought-after and prestigious Rosedale neighborhood, west of Mt. Pleasant. Embraced by mature trees and manicured lawns, this extraordinarily expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below and feels like a private country estate. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for captivating family living and exceptional entertaining. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The garden features sprawling multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover gracefully curated interiors & a truly sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This sleek trophy property blends transitional modernity, alluring charm & unparalleled privacy with modern convenience and spectacular luxury in a truly prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift & ensuite bathrooms in all bedrooms for superb flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, excellent private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake with Yorkville & the city center only a 10-minute drive away. For those who value permanence, treasured memories will resonate for all in this enduring and stable investment!
28 Glenorchy Road, Toronto
4+2
BEDS
5
BATHS
$10,980,000
FOR SALE
Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Masterpiece. Soaring 25 Ft Ceiling Anchors Grandeur Foyer and Symmetrical Layout. Upscale Finishes Acclaims Both Contemporary Living & Timeless Elegance. Total Appx 7,366 Sf Luxurious Interior. Above 5,564 sf. Walkout Lower Level 1,802 Plus 3-Car Garage. Upper Four Ensuite Bedrooms, Downstair Guestroom & Nanny's Quarter. Lavish Walk-in & Walk-through Wardrobes. Culinary Maple Kitchen. Hand-painted Royal Library. Salon Style Gallery Hallways. Segmental Arches, Detailed Dormers, Curved Staircase, Cast Iron Accents, and Silk Fabric Walls Consistently Honouring the Homeowner's Fine Taste. Sitting atop of Acres of Lush Glendon Forest & Sunnybrook Park to Enjoy Panoramic Greenery & Private Oasis. Perfect Proximity to Granite Club, Golf Courses, Crescent, Harvergal, T.F.S., U.C.C., Crestwood & Wealth Choice of Top Ranking Public & Private Schools.**EXTRAS** Enhanced Outdoor Living Adored Professionally Crafted Front & Back Gardens, Grotto Patio & Natural Stone Paths, Circular Driveway Extending Long Inner Drive, and unparalleled ravine
113 Donwoods Drive, Toronto
4+1
BEDS
7
BATHS
$12,880,000
FOR SALE
Welcome To "Donwoods Abbey" In Prestigious Hoggs Hollow, Set Beside The Renowned Rosedale Golf Club. This Exceptional Estate Residence Offers Timeless Craftsmanship, Privacy, And Refined Living On A Beautifully Landscaped Lot Just Minutes To The City's Finest Amenities.A Grand Foyer With Skylight And Sweeping Staircase Sets The Tone For Elegant Interiors Designed For Both Entertaining And Everyday Living. The Formal Living Room Extends Seamlessly To Stone Terraces And A Private, South-Facing Garden, While The Dining Room Is Elegantly Secluded, Creating An Ideal Setting For Formal Entertaining.The Chef's Kitchen Features Custom Cabinetry, Granite Counters, A Large Centre Island, And Premium Appliances, Flowing Into A Warm And Inviting Family Space.A True Showpiece Of The Home, The Magnificent Two-Storey Walnut Library Is Nothing Short Of Extraordinary-Featuring Rich Custom Paneling, A Dramatic Coffered Ceiling, A Statement Fireplace, And Floor-To-Ceiling Bespoke Bookcases. A Mezzanine-Level Gallery And Private Study Overlook The Space, Creating A Rare And Inspiring Setting That Blends Architectural Grandeur With Intimate Sophistication.Main Level Also Includes A Private Office, Three-Season Room With Stone Fireplace, Full Bath, Mudroom, And Elevator Access.The Primary Suite Offers Fireplace, Balcony, Spa-Inspired Marble Ensuite, And Custom Dressing Room. Additional Bedrooms Are Spacious With Well-Appointed Baths.The Lower Level Is Designed For Elevated Lifestyle Living, Featuring A Spacious Recreation Room, A Dedicated Home Theatre, A Stylish Bar And Lounge, Wine Cellar, Fitness Studio, And A Private Guest Suite.Outdoors, The Property Transforms Into A Resort-Inspired Sanctuary-Where A Natural-Style Pool With Twin Rock Waterfalls, A Hot Tub, And Expansive Stone Terraces Are Framed By Mature Trees And Lush Gardens, Creating An Atmosphere Of Complete Privacy, Tranquility, And Effortless Luxury. A Rare Offering In One Of Toronto's Finest Enclaves.
20 Cluny Drive, Toronto
5
BEDS
7
BATHS
$11,995,000
FOR SALE
Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, andcontemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting withan infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes fromdowntown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated publicand private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street andMount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect aseamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lowerlevel, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floorsenhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 squarefeet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlesslyto the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a sereneretreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heateddrive, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.
38 Edgar Avenue, Toronto
5+3
BEDS
7
BATHS
$12,200,000
FOR SALE
Thoughtfully rebuilt and beautifully layered, 38 Edgar Avenue brings together heritage architecture, contemporary design, and global influences in a distinctly Rosedale setting. A traditional centre hall plan introduces generous principal rooms, including a living room with wood-burning fireplace and an expansive formal dining room, while the rear of the home opens into a light-filled family room and kitchen overlooking the landscaped garden and deep blue concrete pool. The Scavolini kitchen features all-glass cabinetry, marble counters, maple millwork, and Gaggenau appliances, complemented by a separate catering kitchen. Throughout, refined details create a strong sense of character, from marble-trimmed doorways inspired by the Bulgari Hotel in Rome to microcement fireplaces, custom panelling, and a sculptural wood screen rising through the home. Upstairs, the primary suite feels like a private retreat with garden views, a walk-in closet, and spa-like ensuite, alongside two additional bedrooms with ensuites and a front study opening to a terrace. The third floor offers a charming "treehouse" bedroom, a flexible office or lounge, and second laundry. The lower level extends the living space with a large recreation room, music studio or bedroom, laundry and storage, plus a private two-bedroom caregiver or in-law suite with sitting room, full bath, and rough-in for a future kitchenette. Limestone landscaping connects the front and rear gardens to the detached two-car garage, with additional space beyond, prepared garden suite plans, and further future potential, subject to approvals. A warm, highly considered home where traditional craftsmanship and modern living come together with ease.
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