39 Chudleigh Avenue

FOR SALE
$5,299,000
39 Chudleigh Avenue, Toronto
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
39 Chudleigh Avenue
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4 + 1
BEDROOMS
6
BATHROOMS
1
KITCHENS
12 + 5
ROOMS
C13033768
MLSID
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Property Description
A Breathtaking Two-Story Custom Built Residence, An Incredible Achievement in Modern Luxury. Impeccably Curated Finishes Throughout Combined With Coveted Control4 Automation. Imposing Modern Exterior Includes Snow-Melting 3-Car Private Drive And Custom Floating Concrete Stairway Entrance. Interior Features Soaring Ceilings Complemented by Floor-To-Ceiling Windows Throughout To Flood Every Space In Natural Light, Bespoke Modern Lighting and Custom Built-Ins. Main Floor Boasts Open Concept Living and Dining Room, Office/Library, Stunning Powder Room, Gourmet Kitchen With Walkout To Rear Oasis With Heated Pool and Impeccable Landscaping, Family Room with Gas Fireplace and Sweeping Modern White Oak and Acrylic Staircase With Access to the 2nd Floor and Lower Level. 2nd Floor features 2nd Floor Laundry Room, 3 Spacious Bedrooms With Ensuites Plus A Luxurious Primary Bedroom Suite With Spa-Like 7-Piece Ensuite And Sprawling Open Concept Dressing Room. Lower Mezzanine Level Mudroom Provides Access to Built-In Heated 2-Car Garage and Stairway Down to Lower Level Complete With Stunning Wet Bar With Lounge And 2-Sided Gas Fireplace, Rec Room With Walk-Up To Rear Garden, Nanny Suite, And Lower Level Laundry. A Truly Masterfully Planned Residence Designed For Luxury And Sophisticated Comfort. Ideally Located In The Heart of Prestigious Lawrence Park South Near Top-Ranked Schools And Surrounded By The Best Of Midtown Toronto With The Convenience Of Effortless Commuting.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2022-11-02 2022-11-14 12 $2,250,000 $2,050,000
Nearby Intersections
Property Features
Library, Park, Place Of Worship, Public Transit, School, Auto Garage Door Remote, Countertop Range, Central Vacuum, Sump Pump, Built-In Oven, ERV/HRV, Private, Alarm System, Carbon Monoxide Detectors, Security System, Smoke Detector, Monitored
Property Details
Address
39 Chudleigh Avenue
Postal Code
M4R 1T1
Property Type
Detached, Detached
Lot Size
35' x 120'
Taxes
$9,788 (2025
Basement
Walk-Up, Finished
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground, Outdoor
Parking Spaces
3
Garage Type
Built-In
Listing contracted with Re/Max Realtron Barry Cohen Homes Inc.
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$3,988,000
FOR SALE
Welcome To This Exceptional Executive Home In The St Andrew-Windfields Neighbourhood! This Impeccable Over 6,200 Sq Ft Home Impresses From The Moment You Enter And Continues To Amaze You Throughout. Filled With Natural Light From Expansive Floor To Ceiling Windows And Sliding Doors, The Main Floor Features A Open Living And Dining Areas With Custom Details. The Grand Family Room, A Place Truly Defines Open Concept Living To Its Finest, Also Captures The Essence Of The Homes Beauty. A Place Perfect For Your Family To Gather. Flowing Into A Sleek Eat-In Chefs Kitchen With Quartzite Countertops, Top-of-the-Line Appliances, Breakfast Area And An Effortless Walkout From Floor To Ceiling Sliding Doors To A Beautifully Landscaped Backyard Oasis Designed By Joel Loblaw One Of The City's Most Renowned Designer With An Inground Raised Concrete Spa /Pool ($$$$$ Spent and Least Maintenance Needed) Built By Gibsan. The Second Floor Offers Options Of All Spaces For Your Families And Guests To Rest. Primary Suites With Walk-In Closets Features Floor To Ceiling Cabinets And Spa Like Elegant Ensuite. Along With Three More Additional Sizable Bedrooms With Ensuites, An Office/Lounge, And An Upper-Floor Laundry. The Entertainers Dream Lower-Level Includes A Recreation Area, Work Out Area, And A Wet Bar Plus An Additional Room and A Bathroom. The Exterior Of This Property Will Impress You More, This Is A Property With Three Yards (Front Yard, Courtyard, Backyard). A Property Defines Urban Open Concept Living To Its Finest. Conveniently Located In The Heart Of One Of Toronto's Most Sought-After Neighbourhoods, You'll Enjoy Easy Access To Top Schools, Parks, And Local Amenities. A True Timeless Contemporary Masterpiece Defines Modern, Bold, and Romantic Architecture. A True Gem You Won't Want To Miss. **EXTRAS** Subzero Fridge/Freezer, Asko Dishwasher, Wolf Oven, Wolf 6 Burner Gas Cooktop, Wolf Microwave, W&D, Security System, C/Vac R/I, Sprinkler System, Surveillance Cameras!
169 Poyntz Avenue, Toronto
4+1
BEDS
6
BATHS
$3,986,000
FOR SALE
4800 SQF Living Space (3650 SQF above grade) This California Style Custom Home In Heart of Remarkable & Most Accessible Yonge & Sheppard. A Seamless Blend of Modern Design and Timeless Elegance! this stunning residence is just steps from the subway station and Hwy 401. Experience unparalleled comfort and luxury, beginning with a cozy heated driveway, steps, and porch, leading to a warm, heated grand foyers perfect introduction to the thoughtfully designed interiors. The beautifully appointed great room features elegant paneled walls, a cozy gas fireplace, and expansive picture windows, offering seamless indoor-outdoor living. At the heart of the home lies an exquisite chefs kitchen, outfitted with high-end Miele appliances, a striking porcelain-wrapped center island, and custom, premium cabinetry ideal for both entertaining and everyday living. The main floor boasts a soaring 13 office, complete with heated floors and a smart privacy divider, creating an inspiring and private workspace. Upstairs, the luxurious primary suite awaits, featuring a fireplace, an oversized walk-in closet, and a spa-like 6-piece ensuite with a heated curb-less shower and modern standalone tub. Three additional bedrooms, each with its own ensuite, ensure ultimate comfort and privacy for family and guests. The bright, fully-finished basement showcases heated floors throughout, a spacious recreation room, a wet bar, and a walkout to a patio with hot tub rough-in perfect for entertaining or relaxing. A pet wash station adds convenience for families with pets, and the oversized backyard deck is an ideal space for summer gatherings. Every detail has been meticulously curated, with features including a full automation system, extensive custom paneling, and smart toilets. This home offers a flawless combination of luxury, practicality, and location, making it a true masterpiece in the heart of North York!
67 Montressor Drive, Toronto
4+1
BEDS
7
BATHS
$5,290,000
FOR SALE
Feng Shui Certified!! Welcome to 67 Montressor Drive, An Extraordinary Custom-Built French Chateau in St.Andrew-Windfields Toronto's Sought After Enclave. This Well Designed Home Offers Approx 7500sf of Living Space. Invite the Warmth With a Heated Driveway, Heated Garage, Heated Entrance Steps and Heated Foyer. Step Into the Grand Main Floor With Soaring 11' Ceilings And An Abundance of Natural Light with Large Triple Pane Windows. The state-of-the-Art Kitchen Is A Show-Stopper w/Custom Luxury Cabinetry, Built-In Appliances, 43" La Cornue Gas Stove, JennAir Built-In Coffee Maker, Plus a Discrete And Fully Equipped Spice Kitchen for the Passionate Chef. The Appointed Office Includes A Built-In Glass Wine Celler, Combining Sophistication and Function. Integrated Smart Home Automation & Security System Installed For The Peace Of Mind. Second Floor Offers 4 oversized Sky Lights and 4 Bedrooms all W/ensuites. Primary Bedroom is equipped With His and Her W/I Closets and Luxurious Ensuite featuring Designer Tub, Smart Toilet, Double Showers, Heated Floors and Full Stone Slabs Throughout. Relax Or Entertain In The Fully Finished Walkout Basement With Heated Floors And 10.5' Ceilings, A Modern Glass-enclosed Gym, Home Theatre, Modern Wet Bar, And A Private Nanny/in-law Suite. With Every Comfort Considered And No Detail Overlooked, This Home Defines Luxury In One Of Toronto's Most Prestigious Neighbourhoods Close To Top Private Schools, Premier Golf Courses, Fine Dining, And All The Conveniences Of City Living.
126 Sherwood Avenue, Toronto
4+1
BEDS
5
BATHS
$5,199,000
FOR SALE
If you're not obsessed with quality, design, and craftsmanship,this is not the home for you.Before you notice the scale, you feel the intention.Set on an extraordinary 185-foot-deep irregular lot in Sherwood Park, this property offers something almost impossible to replicate in midtown: depth, privacy, open sky, and uninterrupted sightlines surrounded by mature trees.A three-year architectural pursuit built around one idea, permanence.The journey began in Tuscany, where authentic stone was hand-selected from mountain quarries. Over 30 slabs of Italian marble, Calacatta Vagli, Calacatta Viola, Arabescato, Travertine, Pietra Grey, individually chosen. Eight months were dedicated to fabrication and installation alone.The kitchen stands as a monolithic statement a 15-foot fully wrapped, bookmatched Calacatta Vagli island flowing seamlessly into marble-clad walls. A three-sided glass fireplace floats beneath vein-matched travertine framed in deep Pietra Grey.Rift-cut European white oak defines the architecture, floors, millwork, wall paneling, and the commanding 10 foot entrance door, all meticulously matched.Integrated Sub-Zero, Wolf, and Miele appliances disappear into the design. Heated floors extend from the interior living spaces to the driveway and garage. Triple-layer European windows flood more than 4,000 square feet of expanded living space with natural light.And then, the final act.A spectacular designer-landscaped backyard featuring a heated concrete pool clad in premium Trend Group tile, complete with a waterfall feature and convertible salt or chlorine system. Dual composite decks create layered entertaining spaces. A fully integrated Lynx outdoor kitchen. A 32-by-32 custom stone terrace. Intelligent landscaping. Curated lighting. Recognized for its exceptional architecture and designThis home has also been featured in Designlines and highlighted across many other respected magazines and design platforms. This is not an ordinary home, It must be experienced.
85 Kingsway Crescent, Toronto
4+1
BEDS
7
BATHS
$5,000,000
FOR SALE
Architecturally significant custom-built residence in the heart of The Kingsway, offering approximately 5,000 sq ft of refined living space on a premium 50' lot. Designed by Ian Robertson, this home blends timeless elegance with modern sophistication. A striking limestone façade, Loewen windows and doors, and a lifetime PVC slate roof highlight the exterior. Inside, enjoy soaring ceilings (11' main, up to 10' second, 9' basement) and exceptional finishes throughout, including European white oak hardwood, imported porcelain and stone, custom millwork, and Rubinet fixtures.The chef's Downsview kitchen features luxury appliances including a Sub-Zero fridge and La Cornue stove/oven, along with two pullout drawer dishwashers (one in the main kitchen and a second in the servery), and a servery-ideal for entertaining. The well-appointed servery also includes a pullout drawer fridge and freezer, as well as a built-in espresso bar.The fully finished lower level offers a walk-up to the pool deck, a second kitchen, a sunken gym, a nanny suite, and two full baths. Additional features include two furnaces (basement and attic), heated basement and garage floors, an extra-high climate-controlled garage (lift potential), and solid wood doors with Emtek hardware. Outdoor living is complete with a low-maintenance fiberglass saltwater pool and integrated spa. Prime location steps to Bloor West Village shops and dining, parks, transit, and the top-rated Lambton Kingsway JMS.
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