27 Penwood Crescent

FOR SALE
$10,900,000
27 Penwood Crescent, Toronto
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
27 Penwood Crescent
Browsing Limit Reached
Please Register for Unlimited Access
6 + 2
BEDROOMS
11
BATHROOMS
1
KITCHENS
13 + 5
ROOMS
C13753420
MLSID
Contact Us
Property Description
Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance To Bridle Path Trail. 11,230 Sqft. Luxurious Living Space, Includes A Finished & Walkout Basement. Clad in I-N-D-I-A-N-A- -L-I-M-E-S-T-O-N-E Front Elevation Wrapped W/An Architectural Brick Accents, Enhanced by Lush Landscaping, A Heated Driveway, Pathway & Dramatic Exterior Lighting. Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed Moldings, Heated Floors & Custom Wood Accent Walls. Floor-to-Ceiling Tilt & Turn R-E-Y-N-A-E-R-S Aluminum Windows & Sliding Doors, Flood The Home W/Natural Light. The Grand Foyer Features Imported Italian Slabs, a Striking Staircase & An Oversized Skylight, Setting a Refined & Elegant Tone. Expansive Principal Rooms Highlighted C-H-E-V-R-O-N Hardwood Floor, Gas Fireplaces & Book-Matched Italian Slab Feature Walls.The Chef-s Kitchen Offers Dual Islands, B/I Miele Appliances, a Butlers Pantry W/Servery Access to the Formal Dining Room & Custom Cabinetry. The Breakfast Area & Oversized Family Rm. Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool. A 4-Stop E-L-E-V-A-T-O-R Services All 3 Levels, Plus an Additional Private Lift W/Direct Garage Access Fully Accessibility-Friendly. The Primary Retreat Boasts Coffered Ceilings, a Wet Bar, Fireplace, Boutique-Style Hers Dressing Boudoir, His Closet, And a Lavish 7 Pcs Ensuite Designed to Impress. The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a Large Gym W/Dry Sauna & Full Bath, a Home Theatre, Additional Washer/Dryer & Direct Access From the Garage Completed W/A Dog Wash Station & Elevator Access & Two Nanny & Guest Rooms.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2020-06-06 2020-08-28 83 $3,750,000 $3,470,000
2014-09-10 2014-09-28 18 $2,539,000 $2,594,000
Nearby Intersections
Property Features
Fenced Yard, Electric Car Charger, Greenbelt/Conservation, Park, Ravine, Wooded/Treed, Auto Garage Door Remote, Bar Fridge, Central Vacuum, Built-In Oven, Countertop Range, ERV/HRV, Carpet Free, Intercom, Sauna, Sump Pump, Primary Bedroom - Main Floor, Private Triple, Alarm System, Carbon Monoxide Detectors, Smoke Detector, Security System, Family Room, Natural Gas, Living Room, Elevator, Level Entrance, Multiple Entrances, Parking
Property Details
Address
27 Penwood Crescent
Postal Code
M3B 3B1
Property Type
Detached, Detached
Lot Size
100' x 140'
Taxes
$39,801 (2025
Basement
Finished with Walk-Out
Exterior
Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Privacy, Porch
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
3
Garage Type
Built-In
Listing contracted with Re/Max Realtron Barry Cohen Homes Inc.
101 Forest Heights Boulevard, Toronto
5+3
BEDS
11
BATHS
$10,880,000
FOR SALE
Designed & Built By Its Owner. Stunning. Designer Palette. Exquisite Custom Residence On A Premium South Lush Ravine-Like Lot W/ Almost 300' Deep. Built W/ The Highest Standard Of Luxury Appointments, This Is An Exceptional Custom-Built Estate. Located Within One Of Toronto's Most Sought-After & Prestigious Enclaves. Offering Over 12,000 Sq. Ft. Of Exquisitely Designed Living Space, Blending Grand Architectural Proportions W/ Refined Contemporary Luxury. A Striking Foyer Introduces Sophisticated Principal Rooms Defined By Soaring Ceilings, Rich Hardwood Flooring, & Expansive Windows Framing Views Of The Magnificent Grounds. Sauna, Spa Room, Surround System On All 3 Levels. The Gourmet Kitchen Is Beautifully Appointed W/ Premium Appliances, Marble Countertops, Oversized Centre Island, & Seamless Walk-Out To The Terrace For Alfresco Dining & Entertaining. A Separate L/L Service Kitchen Further Enhances The Home's Exceptional Entertaining Capabilities. The Main-Floor Primary Suite Is A Serene Private Retreat Featuring A Spa-Inspired Ensuite, Bespoke Dressing Room, & Direct Garden Walk-Out. Impressive Upper-Level Primary Suite Offers A Fireplace, Private Sitting Area, Luxurious Ensuite & Walk-In Closet, & A Private Terrace Overlooking The Grounds. 8 Generously Sized Bedrooms, Each W/ Ensuite Access, Provide Exceptional Comfort & Flexibility For Family & Multi-Generational Living. Featuring 2 Laundry Rooms, A Main-Floor Office W/ A Separate Side Entrance & Private Hallway, A L/L Library, & A Custom Elevator Servicing All Levels. Expansive L/L Complete W/ A Rec Room, Surround Sound System, Gym, Wet Bar, & Direct Walk-Out To The Professionally Landscaped Grounds. Ambient Exterior Lighting Enhances The Property's Impressive Setting. Exceptional Space For Outdoor Entertaining, A Future Pool, Or A Private Garden Retreat. A Circular Driveway & 4-Car Garage Complete This Exceptional Estate. Ideally Positioned Near Bayview Avenue, York Mills, & The Rosedale Golf Club.
17 Alderbrook Drive, Toronto
6+1
BEDS
10
BATHS
$10,800,000
FOR SALE
Architecturally Significant - Builder's Own On Lush One Acre Ravine Lot. Timeless Transitional Architecture. A Rare Custom Estate In The Highly-Coveted Neighbourhood Of Banbury-Bridle Path. Pool, Tennis Court & Overlooks Lush Ravine. Exceptional Luxury Appointments & Interior Amenities. Surrounded By Mature Trees, Natural Beauty, & Exclusive Privacy W/ Over 13,060 SF Of Luxurious Living Space And Resort-Like Rear Garden. Timeless Stucco & Brick Exterior Combined W/Frank Lloyd-Wright Style Cedar Overhangs Plus Copper Flashings & Eaves Throughout. A Long Snow Melting Private Drive & 4-Car Garage. Soaring Ceilings, Refined Millwork, Top-Tier Appliances, Custom Lighting, Control 4 Automation, Rich Hardwood, Abundant Natural Light, & Luxury Finishes Throughout. A Gourmet Kitchen Equipped W/ Premium Appliances, Centre Island, Large Breakfast Area W/ Walkout To Covered BBQ Balcony, Spacious Family Room All Overlooking The Serene Wooded Setting. Charming Wood-Paneled Library W/ Box Ceiling & Concealed Wet Bar. The Primary Retreat Features A Generous W/I Dressing Room & A Spa-Like 7-Piece Ensuite, Plus Sun-Drenched Sitting Room & Extraordinary Box Bay Window Overlooking The Rear Garden. Five Other Generously Sized Bedrooms Complete The Upper Level. The Lower Level Features A Sprawling Rec Room, Temperature Controlled Wine Room W/ Custom Storage For 800+ Bottles, Expansive Billiards Room, State-Of-The-Art Gym W/ Ensuite Sauna & Change Rooms, & Private Nanny Suite. A Grade-Level Walkout From The L/L To The Rear Garden Oasis Gives Access To A Spacious Covered Terrace, In-ground Heated Pool Plus Cabana, Majestic Lawns, Multiple Entertaining Areas, Lighted Sports Court Fit For Basketball And Tennis Plus Pickleball, & Outdoor BBQ Area. Located Minutes From Top Public & Private Schools, Top-Rated Golf Courses, Easy Access To The 401 & 404. This Is Truly a Rare Offering Combining Luxury, Comfort, & Convenience In One Of Toronto's Most Prestigious Enclaves!
23 Bayview Ridge, Toronto
7+2
BEDS
11
BATHS
$9,950,000
FOR SALE
You feel the scale before you even understand it. The depth of the lot and The width of the view. The distance between you and anything else, By the time you reach the front door it's clear this isn't just another large home, This is; land, presence, and opportunity coming together in a way that's becoming almost impossible to find. Set on 1.25 acres (110.38 x 506.04 feet), backing onto a 15 acre golf course, 23 Bayview Ridge offers a level of openness and privacy that defines true exclusivity. No rear neighbors. Expansive green space. Skyline views in the distance. It's the kind of setting that quietly separates itself from everything else on the market. The home spans approximately 12,000 square feet, built with solid concrete and reinforced by a distinctive zig zag steel structure giving it not just scale, but substance. This is a property that was built with long term vision in mind. Arrival is just as intentional, A circular driveway and parking for up to 22 vehicles, along with a fourth garage, create a sense of capability that goes beyond everyday living. It's designed to accommodate more; people, more moments, more possibilities. Inside, 9 bedrooms and 11 bathrooms provide the foundation, but the real value lies in what can be done next. The home is nearing completion, offering a rare window for a buyer to step in and define the final product to shape the finishes, the atmosphere, and ultimately, the identity of the space.Because at this level, it's not just about what exists, it's about what it can become. Properties with this kind of lot, this kind of build, and this kind of positioning are limited. And once they're complete, the opportunity to influence them disappears. 23 Bayview Ridge is not just a finished home it's a chance to take something already significant, and make it truly exceptional.
370 Glengrove Avenue, Toronto
7+1
BEDS
10
BATHS
$8,499,000
FOR SALE
Discover an exceptional Lawrence Park South estate, beautifully positioned on an impressive 50' x 170' lot and thoughtfully designed to unite timeless craftsmanship with modern luxury. This remarkable 7+1 bedroom, 10-bathroom residence offers a seamless flow through grand entertaining spaces, a chef's kitchen crowned by a Taj Mahal marble island, and a stunning family room with a backlit Absolute marble feature wall. The sumptuous primary suite provides a private retreat with custom closets and a spa-like ensuite. The lower level is designed for comfort and enjoyment, featuring a recreation room, home theatre, gym, and private suite with a kitchenette. Outdoors, a beautifully landscaped backyard awaits, complete with a concrete pool and covered deck with a built-in barbecue-an inviting setting for memorable gatherings. A private elevator, radiant heated floors, Control4 automation, and premium mechanical systems elevate every detail. Ideally located near top public and private schools, parks, and amenities, with convenient access to highways and transit. An outstanding expression of Lawrence Park South living.
14 St Margarets Drive, Toronto
6+1
BEDS
10
BATHS
$8,488,000
FOR SALE
Nestled on one of **Hoggs Hollow's** most prestigious streets, this * European-inspired *limestone and Tyndall stone estate backs onto the **Don River**, offering exceptional privacy, breathtaking natural beauty, and timeless elegance. Inspired by Tuscany and masterfully designed by an Italian architect, this residence is rich in old-world craftsmanship and refined luxury. A grand foyer with stained glass detailing welcomes you into elegant principal rooms, including a formal living room with a custom European-inspired fireplace and a sophisticated dining room highlighted by a copper ceiling and exquisite raised-panel wood detailing. The spectacular family room features soaring cathedral ceilings, exposed wood beams, wrought-iron chandeliers, and a dramatic floor-to-ceiling stone fireplace, all over/l gardens, pool, and river. The Italian-inspired chef's kitchen is a true showpiece, featuring premium appliances, and a separate prep kit designed for effortless entertaining. A richly finished private study-featuring leather flooring, a stunning copper ceiling, custom built-in shelving, and a balcony overlooking the *Don River-offers a one-of-a-kind retreat. Upstairs, beautiful Italian lighting leads to a grand hallway and six generously sized ensuite bedrooms, crowned by an extraordinary primary retreat featuring a fireplace, a boutique-style walk-in closet, and tranquil views overlooking the lush gardens and the Don River beyond-creating a true private sanctuary. The fully finished lower level extends the home's exceptional living space with a spacious recreation lounge featuring a fireplace , wet bar, glass-enclosed gym, custom wine cellar, second kitchen, nanny suite, and walk-in cedar room. Large walkouts open directly to a spectacular resort-style backyard with a *heated pool, outdoor fireplace, built-in BBQ, wood-fired pizza oven, elegant stone terraces, mature trees, and professionally landscaped grounds-all overlooking the tranquil beauty of the Don River.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
★
★
★
★
★
Would you like to rate us on Google?
Yes
417445753